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Discover timeless design and effortless indoor-outdoor living in this custom-built 4-bedroom, 3.5-bath residence in Key West's coveted Casa Marina neighborhood. Completed in 2017, the home blends architectural elegance with comfortable everyday living, surrounded by lush landscaping and lighting throughout. At the heart of the home, a grand living room features soaring ceilings, cove lighting, and expansive NanaWall impact glass doors that open on both sides to both the pool and backyard patio. Designed for entertaining, the outdoor space features a substantial dining area and built-in kitchen. Inside, the kitchen and dining room are thoughtfully separated from the living room by a wall, with two connecting passages providing an easy flow between the spaces. The chef's kitchen showcases semi-precious dumortierite quartz countertops and premium Thermador appliances. A striking powder room features crushed Capiz shell wallpaper, an illuminated onyx sink, and a bronze waterfall faucet. The first-floor primary suite opens to an orchid potting garden on one side and an oversized outdoor shower on the other. Its bath features a private water closet and a six-foot window welcoming natural light. Upstairs, a bedroom or office offers a private terrace overlooking the pools, while two additional ensuite bedrooms share a den complete with a wet bar, and a full-size laundry room From the coral stone entry pathways over interconnected pools to the glass-railed staircase, and espresso Acacia wood flooring, thoughtful details distinguish this home. Additional amenities include a covered carport with a motorized door and EV charging, a whole-house generator, and a heated and chilled pool.

3 Beds ⋅ 4 Baths ⋅ 621891 MLS

Discover timeless design and effortless indoor-outdoor living in this custom-built 4-bedroom, 3.5-bath residence in Key West's coveted Casa Marina neighborhood. Completed in 2017, the home blends architectural elegance with comfortable everyday living, surrounded by lush landscaping and lighting throughout. At the heart of the home, a grand living room features soaring ceilings, cove lighting, and expansive NanaWall impact glass doors that open on both sides to both the pool and backyard patio. Designed for entertaining, the outdoor space features a substantial dining area and built-in kitchen. Inside, the kitchen and dining room are thoughtfully separated from the living room by a wall, with two connecting passages providing an easy flow between the spaces. The chef's kitchen showcases semi-precious dumortierite quartz countertops and premium Thermador appliances. A striking powder room features crushed Capiz shell wallpaper, an illuminated onyx sink, and a bronze waterfall faucet. The first-floor primary suite opens to an orchid potting garden on one side and an oversized outdoor shower on the other. Its bath features a private water closet and a six-foot window welcoming natural light. Upstairs, a bedroom or office offers a private terrace overlooking the pools, while two additional ensuite bedrooms share a den complete with a wet bar, and a full-size laundry room From the coral stone entry pathways over interconnected pools to the glass-railed staircase, and espresso Acacia wood flooring, thoughtful details distinguish this home. Additional amenities include a covered carport with a motorized door and EV charging, a whole-house generator, and a heated and chilled pool.

1119 Johnson St, Key West

$5,300,000

A rare opportunity to own a beautifully renovated historic property on coveted Fleming Street in the heart of Old Town Key West. Thoughtfully designed and renovated with exceptional craftsmanship, this unique property offers 7 bedrooms and 6 baths, creating an extraordinary combination of flexibility, privacy, and Old Town charm. The property is comprised of a 5-bedroom, 4-bath main residence, a separate one-bedroom guest apartment, and a one-bedroom pool cottage, each offering its own living space and kitchen. The guest apartment provides the perfect private quarters for visiting family and friends, or could easily be incorporated into the main residence to create additional living space or an expansive primary suite. The detached pool cottage offers yet another private retreat or rental opportunity. Outdoor living is at the heart of this exceptional property. A secluded, lushly landscaped entertaining area features a lagoon-style heated saltwater pool, tiki bar, and outdoor shower - an ideal setting for relaxing afternoons, sunset cocktails, and entertaining guests. Front and rear balconies provide additional opportunities to enjoy the quintessential Key West lifestyle, from morning coffee to evening cocktails. A private off-street parking space adds an especially valuable convenience in Old Town. Inside, the renovation reflects an exceptional level of craftsmanship and attention to detail, with beautiful finishes and crown molding throughout. Just a few blocks from the energy of Duval Street, the Historic Seaport and all that Old Town Key West has to offer, yet designed to provide a private oasis when you return home. A truly special property with endless possibilities for living, entertaining, and enjoying the Key West lifestyle. Owner is a licensed Florida Real Estate agent.

7 Beds ⋅ 6 Baths ⋅ 621882 MLS

A rare opportunity to own a beautifully renovated historic property on coveted Fleming Street in the heart of Old Town Key West. Thoughtfully designed and renovated with exceptional craftsmanship, this unique property offers 7 bedrooms and 6 baths, creating an extraordinary combination of flexibility, privacy, and Old Town charm. The property is comprised of a 5-bedroom, 4-bath main residence, a separate one-bedroom guest apartment, and a one-bedroom pool cottage, each offering its own living space and kitchen. The guest apartment provides the perfect private quarters for visiting family and friends, or could easily be incorporated into the main residence to create additional living space or an expansive primary suite. The detached pool cottage offers yet another private retreat or rental opportunity. Outdoor living is at the heart of this exceptional property. A secluded, lushly landscaped entertaining area features a lagoon-style heated saltwater pool, tiki bar, and outdoor shower - an ideal setting for relaxing afternoons, sunset cocktails, and entertaining guests. Front and rear balconies provide additional opportunities to enjoy the quintessential Key West lifestyle, from morning coffee to evening cocktails. A private off-street parking space adds an especially valuable convenience in Old Town. Inside, the renovation reflects an exceptional level of craftsmanship and attention to detail, with beautiful finishes and crown molding throughout. Just a few blocks from the energy of Duval Street, the Historic Seaport and all that Old Town Key West has to offer, yet designed to provide a private oasis when you return home. A truly special property with endless possibilities for living, entertaining, and enjoying the Key West lifestyle. Owner is a licensed Florida Real Estate agent.

923 Fleming St, Key West

$2,249,000

Some places in Key West you visit. This one you call home. 1104 Packer St is a storybook Conch cottage, full of surprises & charm. Inside, a grand foyer & tall ceilings welcome you in, and the home opens with a warmth that feels instantly familiar. Hardwood floors run throughout & original pulley windows nod to the island's history. Enjoy morning coffee or evening sundown from your own front porch. The open living & dining room is wrapped in windows framing your backyard oasis, with vaulted ceilings & natural light in every corner. French doors open to the pool, so gatherings flow easily from table to terrace. The large kitchen, with new Bosch appliances, Viking range & tons of storage, overlooks the pool & living/dining areas allowing the host to be part of the celebration. Step outside & the world softens. The new heated saltwater pool, installed 2026, shimmers beside travertine decking & an undercover porch/lanai, a private sanctuary for long afternoons & quiet evenings. When night falls & the island hushes, stretch out on a lounge chair & count the stars. The large ensuite primary bedroom is a true retreat, with a stunning new bath: two vanities, a classic clawfoot tub for long, quiet soaks & a spa-like shower. A third bedroom/office has a private entrance. Upstairs, a second guest bedroom offers an ensuite bath, & and private ensuite guest cottage keeps visitors comfortable & independent. Recent remodel includes new roof, AC, heated saltwater pool, tankless water heater, refreshed kitchen w/new appliances, & remodeled primary bath. Just arrive & exhale. This private home sits in a quiet, desired location, low risk flood zone only steps from Duval St, restaurants, entertainment & the beach. Old Conch soul, thoughtfully modern, ready to be yours. Come home to 1104 Packer St.

4 Beds ⋅ 4 Baths ⋅ 621864 MLS

Some places in Key West you visit. This one you call home. 1104 Packer St is a storybook Conch cottage, full of surprises & charm. Inside, a grand foyer & tall ceilings welcome you in, and the home opens with a warmth that feels instantly familiar. Hardwood floors run throughout & original pulley windows nod to the island's history. Enjoy morning coffee or evening sundown from your own front porch. The open living & dining room is wrapped in windows framing your backyard oasis, with vaulted ceilings & natural light in every corner. French doors open to the pool, so gatherings flow easily from table to terrace. The large kitchen, with new Bosch appliances, Viking range & tons of storage, overlooks the pool & living/dining areas allowing the host to be part of the celebration. Step outside & the world softens. The new heated saltwater pool, installed 2026, shimmers beside travertine decking & an undercover porch/lanai, a private sanctuary for long afternoons & quiet evenings. When night falls & the island hushes, stretch out on a lounge chair & count the stars. The large ensuite primary bedroom is a true retreat, with a stunning new bath: two vanities, a classic clawfoot tub for long, quiet soaks & a spa-like shower. A third bedroom/office has a private entrance. Upstairs, a second guest bedroom offers an ensuite bath, & and private ensuite guest cottage keeps visitors comfortable & independent. Recent remodel includes new roof, AC, heated saltwater pool, tankless water heater, refreshed kitchen w/new appliances, & remodeled primary bath. Just arrive & exhale. This private home sits in a quiet, desired location, low risk flood zone only steps from Duval St, restaurants, entertainment & the beach. Old Conch soul, thoughtfully modern, ready to be yours. Come home to 1104 Packer St.

1104 Packer St, Key West

$979,000

Available for immediate occupancy and offered at $979,000, 1709 Catherine Street combines a modern open floor plan with a spacious lot. This 3 bedroom and 2 bath home sits on more than 6,800 sq. ft., offering ample outdoor space and potential for future expansion. The fully fenced rear yard features a patio, a generous, covered porch, and a versatile 14 x 10 storage shed. With its substantial size, open space free of protected trees, and access for equipment, the yard offers potential for a swimming pool addition. A wide gate on the right side provides access for boat, RV, or additional vehicle parking, as permitted by code. Off-street parking accommodates 3 or more cars, with potential to add an EV charging station. A newer metal roof and impeccably maintained exterior complement the home's practical features, including wiring, plumbing, and propane tanks in place for the addition of a whole-house generator. Enjoy all the conveniences of living on the preferred western half of the island. Photos were taken in 2025 and are considered a fair representation of the property.

3 Beds ⋅ 2 Baths ⋅ 621825 MLS

Available for immediate occupancy and offered at $979,000, 1709 Catherine Street combines a modern open floor plan with a spacious lot. This 3 bedroom and 2 bath home sits on more than 6,800 sq. ft., offering ample outdoor space and potential for future expansion. The fully fenced rear yard features a patio, a generous, covered porch, and a versatile 14 x 10 storage shed. With its substantial size, open space free of protected trees, and access for equipment, the yard offers potential for a swimming pool addition. A wide gate on the right side provides access for boat, RV, or additional vehicle parking, as permitted by code. Off-street parking accommodates 3 or more cars, with potential to add an EV charging station. A newer metal roof and impeccably maintained exterior complement the home's practical features, including wiring, plumbing, and propane tanks in place for the addition of a whole-house generator. Enjoy all the conveniences of living on the preferred western half of the island. Photos were taken in 2025 and are considered a fair representation of the property.

1709 Catherine St, Key West

$2,099,000

Rare old town 4 unit property. On the corner of Angela and Ashe streets. This property consists of a 2 bedroom unit and 3 1 bedroom units. All units have separate water and electric meters. Each unit has dedicated outdoor space. This is a perfect investment property. Buyers would need to verify use and refurbishment with the City. Currently two units have long term tenants. Two units are vacant. This is a great opportunity in a perfect location.

5 Beds ⋅ 4 Baths ⋅ 621819 MLS

Rare old town 4 unit property. On the corner of Angela and Ashe streets. This property consists of a 2 bedroom unit and 3 1 bedroom units. All units have separate water and electric meters. Each unit has dedicated outdoor space. This is a perfect investment property. Buyers would need to verify use and refurbishment with the City. Currently two units have long term tenants. Two units are vacant. This is a great opportunity in a perfect location.

1125 Angela St, Key West

$1,895,000

A former church with a practical second calling. At 905 Grinnell Street, four occupied residences carry monthly rents totaling $11,249. There is also off-street parking--a feature whose virtues need little explanation to anyone acquainted with Old Town. The building retains its distinctive character while accommodating a three-bedroom residence, two two-bedroom residences, and a studio, each with one bathroom. Separate entrances and outdoor spaces lend the apartments a measure of independence. Together, they comprise approximately 3,383 square feet on a 5,737-square-foot lot. Concrete-block construction, a metal roof, and a location in the X-500 flood zone supply the practical details. The surrounding Historic District supplies the rest: neighborhood restaurants, shops, and Duval Street within walking distance. Offered at $1,895,000, with tenants in place and an established rental history. Rental and operating statements are available for those who prefer to read beyond the photographs.

8 Beds ⋅ 4 Baths ⋅ 621807 MLS

A former church with a practical second calling. At 905 Grinnell Street, four occupied residences carry monthly rents totaling $11,249. There is also off-street parking--a feature whose virtues need little explanation to anyone acquainted with Old Town. The building retains its distinctive character while accommodating a three-bedroom residence, two two-bedroom residences, and a studio, each with one bathroom. Separate entrances and outdoor spaces lend the apartments a measure of independence. Together, they comprise approximately 3,383 square feet on a 5,737-square-foot lot. Concrete-block construction, a metal roof, and a location in the X-500 flood zone supply the practical details. The surrounding Historic District supplies the rest: neighborhood restaurants, shops, and Duval Street within walking distance. Offered at $1,895,000, with tenants in place and an established rental history. Rental and operating statements are available for those who prefer to read beyond the photographs.

905 Grinnell St, Key West

$569,000

Your opportunity to own an affordable townhome in Key West with updates already in place. A newly upgraded downstairs entryway features flood-resilient wall construction, new modern vinyl flooring on the first floor and a custom-made staircase. Additional updates include a new water heater and a new smart thermostat. Nestled in the back of the Solana Village complex, with no front-facing or rear neighbors, this well-maintained home offers a tucked-away, private setting. Featuring two bedrooms and one-and-a-half baths, approximately 1,050 square feet, a two-car carport and ground-level storage, it offers comfort and convenience with opportunities to add your own personal style. A junior Olympic-sized community pool and a private community playground and green space are only steps away. A low annual HOA fee of $1,500 adds to the appeal. Enjoy a convenient location near schools, shopping, dining and all the attractions that make Key West such a special place to call home. Whether you're a first-time buyer, looking for an island getaway or considering an investment property, 3314 Northside Drive, Unit 62 offers an accessible entry into Key West living. The seller is offering a $1,000 credit toward your choice of washer/dryer unit.

2 Beds ⋅ 2 Baths ⋅ 621781 MLS

Your opportunity to own an affordable townhome in Key West with updates already in place. A newly upgraded downstairs entryway features flood-resilient wall construction, new modern vinyl flooring on the first floor and a custom-made staircase. Additional updates include a new water heater and a new smart thermostat. Nestled in the back of the Solana Village complex, with no front-facing or rear neighbors, this well-maintained home offers a tucked-away, private setting. Featuring two bedrooms and one-and-a-half baths, approximately 1,050 square feet, a two-car carport and ground-level storage, it offers comfort and convenience with opportunities to add your own personal style. A junior Olympic-sized community pool and a private community playground and green space are only steps away. A low annual HOA fee of $1,500 adds to the appeal. Enjoy a convenient location near schools, shopping, dining and all the attractions that make Key West such a special place to call home. Whether you're a first-time buyer, looking for an island getaway or considering an investment property, 3314 Northside Drive, Unit 62 offers an accessible entry into Key West living. The seller is offering a $1,000 credit toward your choice of washer/dryer unit.

3314 Northside Dr Unit 62, Key West

$2,195,000

This stunning 5-bedroom, 5-bathroom fortress of a home, completely reimagined and rebuilt in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9-foot ceilings, custom wood cabinetry, porcelain wood-look tile and luxury vinyl flooring, the home showcases exceptional craftsmanship throughout. The chef's kitchen is a true centerpiece, featuring an impressive 17-foot island with seating for eight, professional grade appliances, a 36-inch gas range with vented hood, and a wine refrigerator. The spacious primary suite features a walk-in closet and a spa inspired wet room with dual showerheads, a clawfoot soaking tub, and dual vanities. Additional conveniences include laundry areas on both floors and abundant storage, including attic and under-home space. Built with durability and efficiency in mind, the home features impact resistant windows, spray foam insulation, and a double strapped aluminum standing seam roof. The backyard offers an inviting outdoor retreat, highlighted by a heated pool and traditional thatched chickee hut, perfect for relaxing or entertaining in true Key West style. From the moment you step inside, you'll appreciate the striking architectural symmetry, exquisite craftsmanship, and meticulous attention to detail that make this exceptional Key West residence truly one of a kind. *Please note that some photos have been digitally staged or altered*

5 Beds ⋅ 5 Baths ⋅ 621768 MLS

This stunning 5-bedroom, 5-bathroom fortress of a home, completely reimagined and rebuilt in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9-foot ceilings, custom wood cabinetry, porcelain wood-look tile and luxury vinyl flooring, the home showcases exceptional craftsmanship throughout. The chef's kitchen is a true centerpiece, featuring an impressive 17-foot island with seating for eight, professional grade appliances, a 36-inch gas range with vented hood, and a wine refrigerator. The spacious primary suite features a walk-in closet and a spa inspired wet room with dual showerheads, a clawfoot soaking tub, and dual vanities. Additional conveniences include laundry areas on both floors and abundant storage, including attic and under-home space. Built with durability and efficiency in mind, the home features impact resistant windows, spray foam insulation, and a double strapped aluminum standing seam roof. The backyard offers an inviting outdoor retreat, highlighted by a heated pool and traditional thatched chickee hut, perfect for relaxing or entertaining in true Key West style. From the moment you step inside, you'll appreciate the striking architectural symmetry, exquisite craftsmanship, and meticulous attention to detail that make this exceptional Key West residence truly one of a kind. *Please note that some photos have been digitally staged or altered*

2827 Harris Ave, Key West

$1,050,000

***Beautifully maintained, thoughtfully improved, and ready for its next chapter in Key West!*** Discover 3315 Donald Avenue, a home where quality, comfort, and island living come together beautifully! Tucked into desirable Buttonwood Court, this inviting 3-bedroom, 2-bath residence offers soaring vaulted ceilings, premier lighting, warm natural wood cabinetry, granite countertops, a spacious kitchen island, and a convenient pantry. The open, welcoming interior flows through sliding glass doors to a screened rear porch overlooking a natural wildlife area. Here, beautiful sunrises greet you from the back of the home, creating a peaceful setting for morning coffee or simply enjoying the natural surroundings. Pride of ownership is evident throughout, with thoughtful improvements, quality finishes, and inviting outdoor spaces designed for easy Key West living. Enjoy the convenience of being just minutes from Old Town's restaurants, galleries, entertainment, and waterfront attractions while returning home to a quieter neighborhood setting. With its appealing combination of location, comfort, and exceptional care, this property presents a wonderful opportunity for locals looking to put down roots or anyone ready to make Key West home. **A home that's been cared for with intention and is ready to be enjoyed from day one!**

3 Beds ⋅ 2 Baths ⋅ 621749 MLS

***Beautifully maintained, thoughtfully improved, and ready for its next chapter in Key West!*** Discover 3315 Donald Avenue, a home where quality, comfort, and island living come together beautifully! Tucked into desirable Buttonwood Court, this inviting 3-bedroom, 2-bath residence offers soaring vaulted ceilings, premier lighting, warm natural wood cabinetry, granite countertops, a spacious kitchen island, and a convenient pantry. The open, welcoming interior flows through sliding glass doors to a screened rear porch overlooking a natural wildlife area. Here, beautiful sunrises greet you from the back of the home, creating a peaceful setting for morning coffee or simply enjoying the natural surroundings. Pride of ownership is evident throughout, with thoughtful improvements, quality finishes, and inviting outdoor spaces designed for easy Key West living. Enjoy the convenience of being just minutes from Old Town's restaurants, galleries, entertainment, and waterfront attractions while returning home to a quieter neighborhood setting. With its appealing combination of location, comfort, and exceptional care, this property presents a wonderful opportunity for locals looking to put down roots or anyone ready to make Key West home. **A home that's been cared for with intention and is ready to be enjoyed from day one!**

3315 Donald Ave, Key West

$2,399,000

Welcome to 1320 Eliza Street, a beautiful historic Key West home filled with Old World charm and character. Once serving as a local schoolhouse, this unique property sits on a stunning, tropically landscaped corner lot in a quiet neighborhood, offering the perfect combination of history and privacy in Old Town, Key West. Featuring four (4) bedrooms, two (2) full bathrooms, and two (2) half bathrooms, this home offers plenty of space for family and guests, both indoors and out. A brand-new roof was recently installed, and the home has just been tented, providing added peace of mind. The main residence offers generous living spaces that open beautifully to the lush tropical gardens surrounding the home. The spacious living room flows directly onto a covered porch, allowing you to enjoy the wonderful Key West weather year-round. The chef's kitchen is perfect for preparing everything from a gourmet dinner to a casual meal with family and friends. The first-floor primary bedroom offers plenty of room for a king-size bed, along with a spacious walk-in closet. The second guest bedroom features its own en-suite bathroom and private front porch, giving guests their own special place to relax and enjoy the Key West lifestyle. Upstairs, you'll find a third bedroom along with an oversized walk-in storage area and ample closet space. Step outside and enjoy your own private tropical retreat. Beautiful gardens surround the heated and chilled swimming pool, creating a wonderful setting for entertaining or simply relaxing in the sunshine. Tucked away in the back corner of the property, the separate pool house offers additional privacy and flexibility, making it perfect for guests, a home office, or a quiet getaway. Complete with a half bathroom and outdoor shower, it offers what we like to call a true Key West bathroom! This home is a must see! Schedule your private showing today!

4 Beds ⋅ 4 Baths ⋅ 621742 MLS

Welcome to 1320 Eliza Street, a beautiful historic Key West home filled with Old World charm and character. Once serving as a local schoolhouse, this unique property sits on a stunning, tropically landscaped corner lot in a quiet neighborhood, offering the perfect combination of history and privacy in Old Town, Key West. Featuring four (4) bedrooms, two (2) full bathrooms, and two (2) half bathrooms, this home offers plenty of space for family and guests, both indoors and out. A brand-new roof was recently installed, and the home has just been tented, providing added peace of mind. The main residence offers generous living spaces that open beautifully to the lush tropical gardens surrounding the home. The spacious living room flows directly onto a covered porch, allowing you to enjoy the wonderful Key West weather year-round. The chef's kitchen is perfect for preparing everything from a gourmet dinner to a casual meal with family and friends. The first-floor primary bedroom offers plenty of room for a king-size bed, along with a spacious walk-in closet. The second guest bedroom features its own en-suite bathroom and private front porch, giving guests their own special place to relax and enjoy the Key West lifestyle. Upstairs, you'll find a third bedroom along with an oversized walk-in storage area and ample closet space. Step outside and enjoy your own private tropical retreat. Beautiful gardens surround the heated and chilled swimming pool, creating a wonderful setting for entertaining or simply relaxing in the sunshine. Tucked away in the back corner of the property, the separate pool house offers additional privacy and flexibility, making it perfect for guests, a home office, or a quiet getaway. Complete with a half bathroom and outdoor shower, it offers what we like to call a true Key West bathroom! This home is a must see! Schedule your private showing today!

1320 Eliza St, Key West

$2,649,000

Welcome to your private tropical retreat in the heart of Key West! Located on a quiet lane, just one block from Duval Street and a short walk to the Southernmost Point, this beautiful three (3) bedroom, three (3) bathroom home offers the perfect combination of location, privacy, and comfortable island living. Built in 2002 and meticulously maintained, the home features a spacious open floor plan connecting the living room, dining area, kitchen, and stunning outdoor space making it perfect for both everyday living and entertaining family and friends. Beautiful hardwood floors run throughout the home, while the kitchen features granite countertops, stainless steel appliances, and custom cabinetry. Two sets of French doors lead from the dining/living space and offer views of the beautiful backyard pool area. Currently set up as a den/office, the first guest bedroom is on the first floor of the home. Upstairs, the spacious primary suite features a large en-suite bathroom and an impressive walk-in closet. A laundry/utility room is at the top of the stairway landing, and across the hallway is an additional guest bedroom with private en-suite bathroom. With three bedrooms and three full bathrooms, there is plenty of room for family and guests to enjoy their own space and privacy. The backyard is where you will truly appreciate the Key West lifestyle. Surrounded by mature tropical landscaping and fully fenced for privacy, the heated and chilled swimming pool is perfect for enjoying year-round. New Trex decking surrounds the pool, creating a wonderful outdoor space for dining, entertaining, or simply relaxing in the sunshine. This home offers everything you could want in a Key West property: a fantastic Old Town location with driveway parking, a great floor plan, beautiful outdoor living space, and the privacy of a quiet lane, all just steps from the excitement of Duval Street. Call today to schedule your private showing!

3 Beds ⋅ 3 Baths ⋅ 621735 MLS

Welcome to your private tropical retreat in the heart of Key West! Located on a quiet lane, just one block from Duval Street and a short walk to the Southernmost Point, this beautiful three (3) bedroom, three (3) bathroom home offers the perfect combination of location, privacy, and comfortable island living. Built in 2002 and meticulously maintained, the home features a spacious open floor plan connecting the living room, dining area, kitchen, and stunning outdoor space making it perfect for both everyday living and entertaining family and friends. Beautiful hardwood floors run throughout the home, while the kitchen features granite countertops, stainless steel appliances, and custom cabinetry. Two sets of French doors lead from the dining/living space and offer views of the beautiful backyard pool area. Currently set up as a den/office, the first guest bedroom is on the first floor of the home. Upstairs, the spacious primary suite features a large en-suite bathroom and an impressive walk-in closet. A laundry/utility room is at the top of the stairway landing, and across the hallway is an additional guest bedroom with private en-suite bathroom. With three bedrooms and three full bathrooms, there is plenty of room for family and guests to enjoy their own space and privacy. The backyard is where you will truly appreciate the Key West lifestyle. Surrounded by mature tropical landscaping and fully fenced for privacy, the heated and chilled swimming pool is perfect for enjoying year-round. New Trex decking surrounds the pool, creating a wonderful outdoor space for dining, entertaining, or simply relaxing in the sunshine. This home offers everything you could want in a Key West property: a fantastic Old Town location with driveway parking, a great floor plan, beautiful outdoor living space, and the privacy of a quiet lane, all just steps from the excitement of Duval Street. Call today to schedule your private showing!

410 Louisa St, Key West

$1,505,000

ASSUMABLE 5.625% VA LOAN! Discover your private Key West retreat at 1414 18th Street, where a beautifully renovated home, inviting tropical pool, and attractive financing opportunity come together. Set on a 6,000 square foot corner lot in a quiet New Town neighborhood, this concrete block home offers privacy, comfort, and easy island living. The sparkling pool is a standout feature, complete with a cascading coral waterfall that sets the mood for relaxing afternoons and entertaining friends. Private outdoor spaces and low maintenance landscaping mean more time enjoying the sunshine and less time on upkeep. Inside, a bright, open floor plan features luxury vinyl plank flooring, recessed lighting, and tasteful modern updates. The renovated kitchen includes quartz countertops, stainless steel appliances, a gas range, and updated cabinetry, with an easy connection to the living areas. All 3 bedrooms are generously sized, and all 3 bathrooms have been updated. The primary suite includes a spacious walk in closet. A dedicated laundry area with a full size washer and dryer, additional interior storage, and generous off street parking add everyday convenience. Just minutes from beaches, shopping, dining, and Old Town, this move in ready property combines the convenience of New Town with the feel of a private island escape. An existing 5.625% VA loan may be assumable by a qualified buyer, including a nonveteran, subject to loan servicer approval and applicable VA requirements. Contact us for loan details and assumption terms. Whether you're looking for a full time home, seasonal getaway, or investment opportunity, 1414 18th Street offers updated living spaces, a wonderful poolside lifestyle, and low maintenance appeal.

3 Beds ⋅ 3 Baths ⋅ 621726 MLS

ASSUMABLE 5.625% VA LOAN! Discover your private Key West retreat at 1414 18th Street, where a beautifully renovated home, inviting tropical pool, and attractive financing opportunity come together. Set on a 6,000 square foot corner lot in a quiet New Town neighborhood, this concrete block home offers privacy, comfort, and easy island living. The sparkling pool is a standout feature, complete with a cascading coral waterfall that sets the mood for relaxing afternoons and entertaining friends. Private outdoor spaces and low maintenance landscaping mean more time enjoying the sunshine and less time on upkeep. Inside, a bright, open floor plan features luxury vinyl plank flooring, recessed lighting, and tasteful modern updates. The renovated kitchen includes quartz countertops, stainless steel appliances, a gas range, and updated cabinetry, with an easy connection to the living areas. All 3 bedrooms are generously sized, and all 3 bathrooms have been updated. The primary suite includes a spacious walk in closet. A dedicated laundry area with a full size washer and dryer, additional interior storage, and generous off street parking add everyday convenience. Just minutes from beaches, shopping, dining, and Old Town, this move in ready property combines the convenience of New Town with the feel of a private island escape. An existing 5.625% VA loan may be assumable by a qualified buyer, including a nonveteran, subject to loan servicer approval and applicable VA requirements. Contact us for loan details and assumption terms. Whether you're looking for a full time home, seasonal getaway, or investment opportunity, 1414 18th Street offers updated living spaces, a wonderful poolside lifestyle, and low maintenance appeal.

1414 18th St, Key West

$2,229,000

Welcome to 3801 Flagler Avenue in beautiful Key West! A stunning home designed for luxury, comfort, and privacy, offering the perfect indoor/outdoor island lifestyle. Situated on an oversized 9,500-square-foot lot, a rare find in Key West, this property features two separate structures, a spectacular two-tier saltwater pool with a tanning ledge and waterfall feature, and beautifully landscaped tropical grounds. The entire property feels like your own private resort. The main residence features one bedroom, one bathroom, a gourmet chef's kitchen, a spacious living area, and a beautiful second-floor loft. The open design and natural light give this home a peaceful, Zen-like feel. The second structure, located above the oversized two-car garage, provides the perfect accommodations for family and guests. Featuring two bedrooms, two bathrooms, and a generous living room, this separate living space offers exceptional comfort and privacy. Your guests will feel right at home while everyone enjoys their own personal space. Built for peace of mind and designed for effortless living, this newer-construction home offers exceptional features, including an elevated design above the FEMA AE-8 flood elevation, a whole-house generator, hurricane-impact windows and doors, and durable Hardi Board siding. Enjoy all the charm and beauty of Key West without the constant maintenance often associated with historic island homes. Step outside and discover your own tropical paradise. The beautifully landscaped grounds and stunning saltwater pool create a resort-style setting perfect for entertaining, unwinding or spending endless days soaking up the Florida Keys sunshine. Luxury, privacy, and convenience come together beautifully at 3801 Flagler Avenue. Owner is a licensed Florida Real Estate Broker. Call today to schedule your private showing!

3 Beds ⋅ 3 Baths ⋅ 621725 MLS

Welcome to 3801 Flagler Avenue in beautiful Key West! A stunning home designed for luxury, comfort, and privacy, offering the perfect indoor/outdoor island lifestyle. Situated on an oversized 9,500-square-foot lot, a rare find in Key West, this property features two separate structures, a spectacular two-tier saltwater pool with a tanning ledge and waterfall feature, and beautifully landscaped tropical grounds. The entire property feels like your own private resort. The main residence features one bedroom, one bathroom, a gourmet chef's kitchen, a spacious living area, and a beautiful second-floor loft. The open design and natural light give this home a peaceful, Zen-like feel. The second structure, located above the oversized two-car garage, provides the perfect accommodations for family and guests. Featuring two bedrooms, two bathrooms, and a generous living room, this separate living space offers exceptional comfort and privacy. Your guests will feel right at home while everyone enjoys their own personal space. Built for peace of mind and designed for effortless living, this newer-construction home offers exceptional features, including an elevated design above the FEMA AE-8 flood elevation, a whole-house generator, hurricane-impact windows and doors, and durable Hardi Board siding. Enjoy all the charm and beauty of Key West without the constant maintenance often associated with historic island homes. Step outside and discover your own tropical paradise. The beautifully landscaped grounds and stunning saltwater pool create a resort-style setting perfect for entertaining, unwinding or spending endless days soaking up the Florida Keys sunshine. Luxury, privacy, and convenience come together beautifully at 3801 Flagler Avenue. Owner is a licensed Florida Real Estate Broker. Call today to schedule your private showing!

3801 Flagler Ave, Key West

$995,000

You must come see this beautiful two-bedroom, two-bath home in New Town, featuring an oversized lot of over 8,000 square feet, a beautiful pool, and a tropical outdoor oasis you simply wouldn't expect until you step through the front door! This special property offers the perfect blend of island living, modern upgrades, and exceptional outdoor space. The lush, mature tropical landscaping creates a private backyard retreat, an outdoor bar included! Whether you're entertaining friends or enjoying a quiet afternoon in paradise, this outdoor oasis is sure to impress. Inside, you'll find a bright, open, and inviting home with a renovated kitchen featuring new cabinetry, granite countertops, and stainless steel appliances. Large windows and a glass door fill the kitchen with natural light and provide easy access to the expansive outdoor living area. The home also offers an updated roof, updated electrical, central A/C, an on-demand water heater, triple-pane windows and doors, and plantation shutters throughout. The primary bathroom features a walk-in shower, adding to the home's comfort and convenience. With over 8,000 square feet of property, a beautiful pool, exceptional tropical landscaping, and off-street parking for three cars, this New Town gem offers a unique opportunity to enjoy the very best of the Key West lifestyle.

2 Beds ⋅ 2 Baths ⋅ 621724 MLS

You must come see this beautiful two-bedroom, two-bath home in New Town, featuring an oversized lot of over 8,000 square feet, a beautiful pool, and a tropical outdoor oasis you simply wouldn't expect until you step through the front door! This special property offers the perfect blend of island living, modern upgrades, and exceptional outdoor space. The lush, mature tropical landscaping creates a private backyard retreat, an outdoor bar included! Whether you're entertaining friends or enjoying a quiet afternoon in paradise, this outdoor oasis is sure to impress. Inside, you'll find a bright, open, and inviting home with a renovated kitchen featuring new cabinetry, granite countertops, and stainless steel appliances. Large windows and a glass door fill the kitchen with natural light and provide easy access to the expansive outdoor living area. The home also offers an updated roof, updated electrical, central A/C, an on-demand water heater, triple-pane windows and doors, and plantation shutters throughout. The primary bathroom features a walk-in shower, adding to the home's comfort and convenience. With over 8,000 square feet of property, a beautiful pool, exceptional tropical landscaping, and off-street parking for three cars, this New Town gem offers a unique opportunity to enjoy the very best of the Key West lifestyle.

2514 Flagler Ave, Key West

$1,929,000

Tropical outdoor living meets the comfort of newer construction at 1607 Sunshine Drive! Built in 2014 this 3 bedroom 3 bath home offers a wonderful combination of privacy, modern features, and a convenient Key West location. The backyard is a true highlight, featuring a heated pool surrounded by tropical landscaping, spacious composite decking, and plenty of room to relax or entertain. Fully fenced with landscape lighting and irrigation this inviting outdoor space is designed to be enjoyed year round. Inside the home offers a comfortable and functional floor plan with a first floor bedroom and full bath ideal for guests or a home office. Upstairs two generously sized bedrooms each feature private bathrooms and their own outdoor decks. The kitchen is complete with quartz countertops brand new stainless steel appliances and a separate beverage pantry. Built with durability to Cat 5 hurricane codes and efficiency in mind the home features impact resistant windows and doors, a metal roof, concrete siding, and elevated construction. Two off street parking spaces provide added convenience. Whether you're looking for a full time residence or a place to escape to Key West 1607 Sunshine Drive offers an easygoing island lifestyle with all the benefits of a newer home.

3 Beds ⋅ 3 Baths ⋅ 621721 MLS

Tropical outdoor living meets the comfort of newer construction at 1607 Sunshine Drive! Built in 2014 this 3 bedroom 3 bath home offers a wonderful combination of privacy, modern features, and a convenient Key West location. The backyard is a true highlight, featuring a heated pool surrounded by tropical landscaping, spacious composite decking, and plenty of room to relax or entertain. Fully fenced with landscape lighting and irrigation this inviting outdoor space is designed to be enjoyed year round. Inside the home offers a comfortable and functional floor plan with a first floor bedroom and full bath ideal for guests or a home office. Upstairs two generously sized bedrooms each feature private bathrooms and their own outdoor decks. The kitchen is complete with quartz countertops brand new stainless steel appliances and a separate beverage pantry. Built with durability to Cat 5 hurricane codes and efficiency in mind the home features impact resistant windows and doors, a metal roof, concrete siding, and elevated construction. Two off street parking spaces provide added convenience. Whether you're looking for a full time residence or a place to escape to Key West 1607 Sunshine Drive offers an easygoing island lifestyle with all the benefits of a newer home.

1607 Sunshine Dr, Key West

$4,650,000

A CASA MARINA ORIGINAL. Some houses capture a moment in time. Others seem to have understood, from the beginning, what makes Key West such an extraordinary place to live. Built in 1958, 1028 Flagler Avenue is a striking example of tropical mid-century modern architecture, set within a private three-building compound on 11,586 square feet in Casa Marina, one of the island's most distinguished neighborhoods. Behind substantial privacy walls lies a world of its own. Winding pathways lead through lush native and tropical gardens that seem borrowed from a movie, connecting the main residence, separate two-bedroom guest quarters, and detached garage/workshop. Mature palms, flowering gardens, shaded terraces, and a custom swimming pool create an extraordinary sense of seclusion. Inside, clean architectural lines, high ceilings, and generous proportions celebrate indoor-outdoor living. Expansive living and dining areas, a library, and a separate study offer room to gather or retreat. Impact-rated windows and doors provide modern peace of mind without sacrificing the home's character. The guest quarters include their own living area and kitchen, ideal for family and visitors. Together, the three buildings offer 3,589 square feet of combined enclosed space: 3,173 square feet of living area plus a 416-square-foot garage/workshop. Covered outdoor dining, an outdoor kitchen, and abundant off-street parking make this compound as practical as it is beautiful. Just two blocks from Higgs Beach and the Atlantic Ocean, with White Street Pier, waterfront parks, tennis, pickleball, and some of Key West's best-loved restaurants close at hand. Old Town is minutes away, yet the privacy and tranquility of Casa Marina remain entirely your own.

4 Beds ⋅ 5 Baths ⋅ 621710 MLS

A CASA MARINA ORIGINAL. Some houses capture a moment in time. Others seem to have understood, from the beginning, what makes Key West such an extraordinary place to live. Built in 1958, 1028 Flagler Avenue is a striking example of tropical mid-century modern architecture, set within a private three-building compound on 11,586 square feet in Casa Marina, one of the island's most distinguished neighborhoods. Behind substantial privacy walls lies a world of its own. Winding pathways lead through lush native and tropical gardens that seem borrowed from a movie, connecting the main residence, separate two-bedroom guest quarters, and detached garage/workshop. Mature palms, flowering gardens, shaded terraces, and a custom swimming pool create an extraordinary sense of seclusion. Inside, clean architectural lines, high ceilings, and generous proportions celebrate indoor-outdoor living. Expansive living and dining areas, a library, and a separate study offer room to gather or retreat. Impact-rated windows and doors provide modern peace of mind without sacrificing the home's character. The guest quarters include their own living area and kitchen, ideal for family and visitors. Together, the three buildings offer 3,589 square feet of combined enclosed space: 3,173 square feet of living area plus a 416-square-foot garage/workshop. Covered outdoor dining, an outdoor kitchen, and abundant off-street parking make this compound as practical as it is beautiful. Just two blocks from Higgs Beach and the Atlantic Ocean, with White Street Pier, waterfront parks, tennis, pickleball, and some of Key West's best-loved restaurants close at hand. Old Town is minutes away, yet the privacy and tranquility of Casa Marina remain entirely your own.

1028 Flagler Ave, Key West

$5,195,000

Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living room's custom hand built beamed wood cathedral ceiling and a majestic staircase. The sunroom features French doors that open to views of the pool and harbor. The expansive backyard includes a covered dining area, a 45' waterfront deck overlooking the dock and boat lift. The chef's kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to a rear private deck and dock. Completing the first floor is the laundry room, half-bath, full bath, and a charming guest bedroom. The sunroom with wet bar and bathroom provides access to the one car garage, and second staircase leading to the second floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. The property must be seen to truly appreciate it. https://show.tours/v/2qnvjWF

5 Beds ⋅ 6 Baths ⋅ 621709 MLS

Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living room's custom hand built beamed wood cathedral ceiling and a majestic staircase. The sunroom features French doors that open to views of the pool and harbor. The expansive backyard includes a covered dining area, a 45' waterfront deck overlooking the dock and boat lift. The chef's kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to a rear private deck and dock. Completing the first floor is the laundry room, half-bath, full bath, and a charming guest bedroom. The sunroom with wet bar and bathroom provides access to the one car garage, and second staircase leading to the second floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. The property must be seen to truly appreciate it. https://show.tours/v/2qnvjWF

18 Hilton Haven Road, Key West

$829,000

Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities. Just a short stroll from the prestigious Key West Yacht Club, marinas, top-tier restaurants, and the shimmering waters of the Gulf, this property puts you at the heart of island life. Beaches, downtown, and endless attractions are all just a leisurely bike ride away. Inside, the home impresses with an open layout and a spacious primary suite featuring three closets -- including a large walk-in -- plus elegant French doors that open onto a serene back patio. The private yard, fully enclosed by a tall fence, provides ample space to relax, entertain, or expand -- with room for future additions like a pool or second-story for potential waterfront views. Built to withstand the elements, the home features solid concrete block construction and a durable metal roof -- both having weathered high winds without damage. The large side yard offers a rare opportunity for RV or boat parking, further enhancing the home's flexibility and value.

3 Beds ⋅ 2 Baths ⋅ 621703 MLS

Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities. Just a short stroll from the prestigious Key West Yacht Club, marinas, top-tier restaurants, and the shimmering waters of the Gulf, this property puts you at the heart of island life. Beaches, downtown, and endless attractions are all just a leisurely bike ride away. Inside, the home impresses with an open layout and a spacious primary suite featuring three closets -- including a large walk-in -- plus elegant French doors that open onto a serene back patio. The private yard, fully enclosed by a tall fence, provides ample space to relax, entertain, or expand -- with room for future additions like a pool or second-story for potential waterfront views. Built to withstand the elements, the home features solid concrete block construction and a durable metal roof -- both having weathered high winds without damage. The large side yard offers a rare opportunity for RV or boat parking, further enhancing the home's flexibility and value.

2311 Patterson Ave, Key West

$3,895,000

Steps From Duval. Worlds Away. Morning coffee on the wraparound porch. An afternoon swim beneath the waterfall. Dinner under the stars. At 813 Thomas Street, every day feels like the best kind of Key West getaway. Set on a rare double lot in Flood Zone X and completely renovated in 2025, this island-contemporary residence pairs a 3-bedroom, 2-bath main home with a brand-new 1-bed, 1-bath guest cottage, giving family and friends a private retreat of their own. Inside, soaring ceilings, sun-drenched living spaces, and hardwood floors set an elegant tone. The chef's kitchen is the showpiece, with custom cabinetry, a sculptural quartz waterfall island, and a full suite of Thermador stainless steel appliances delivering professional-caliber performance with refined style. Whether it's a quiet breakfast or a dinner party for a crowd, this kitchen is ready for it. The entire second floor belongs to the primary suite, with a private balcony, walk-in closet, and spa-style bath featuring a deep soaking tub, double vanity, and separate shower. Impact French doors open to the outdoor living spaces. A motorized pergola covers the alfresco dining area and grill station or opens to the sky at the touch of a button. More than 500 square feet of decking wraps a 15' x 22' heated completely new saltwater pool with a Cosentino Dekton waterfall, surrounded by lush tropical landscaping and an outdoor shower. Gated driveway with off-street parking for two completes this move-in ready offering. The location is pure Old Town: stroll to Blue Heaven for brunch, tour the Hemingway Home and the Key West Lighthouse, catch the sunset at Fort Zachary Taylor, snap a photo at the Southernmost Point, or explore Duval Street and Bahama Village, all within walking distance. Homes like this in the heart of Old Town are rarely available. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ 621693 MLS

Steps From Duval. Worlds Away. Morning coffee on the wraparound porch. An afternoon swim beneath the waterfall. Dinner under the stars. At 813 Thomas Street, every day feels like the best kind of Key West getaway. Set on a rare double lot in Flood Zone X and completely renovated in 2025, this island-contemporary residence pairs a 3-bedroom, 2-bath main home with a brand-new 1-bed, 1-bath guest cottage, giving family and friends a private retreat of their own. Inside, soaring ceilings, sun-drenched living spaces, and hardwood floors set an elegant tone. The chef's kitchen is the showpiece, with custom cabinetry, a sculptural quartz waterfall island, and a full suite of Thermador stainless steel appliances delivering professional-caliber performance with refined style. Whether it's a quiet breakfast or a dinner party for a crowd, this kitchen is ready for it. The entire second floor belongs to the primary suite, with a private balcony, walk-in closet, and spa-style bath featuring a deep soaking tub, double vanity, and separate shower. Impact French doors open to the outdoor living spaces. A motorized pergola covers the alfresco dining area and grill station or opens to the sky at the touch of a button. More than 500 square feet of decking wraps a 15' x 22' heated completely new saltwater pool with a Cosentino Dekton waterfall, surrounded by lush tropical landscaping and an outdoor shower. Gated driveway with off-street parking for two completes this move-in ready offering. The location is pure Old Town: stroll to Blue Heaven for brunch, tour the Hemingway Home and the Key West Lighthouse, catch the sunset at Fort Zachary Taylor, snap a photo at the Southernmost Point, or explore Duval Street and Bahama Village, all within walking distance. Homes like this in the heart of Old Town are rarely available. Schedule your private showing today!

813 Thomas St, Key West

$975,000

A rare find! Three bedrooms and three full bathrooms make this lovely golf course residence a standout opportunity. This home offers a comfortable and versatile layout with an updated kitchen and a convenient main level bedroom that can easily serve as a home office or guest room. A full bathroom on the main floor adds even more flexibility. Enjoy the peaceful golf course setting in a great location away from the direct path of golf balls. With its combination of space and a desirable location this is an opportunity you don't see come along often.

3 Beds ⋅ 3 Baths ⋅ 621691 MLS

A rare find! Three bedrooms and three full bathrooms make this lovely golf course residence a standout opportunity. This home offers a comfortable and versatile layout with an updated kitchen and a convenient main level bedroom that can easily serve as a home office or guest room. A full bathroom on the main floor adds even more flexibility. Enjoy the peaceful golf course setting in a great location away from the direct path of golf balls. With its combination of space and a desirable location this is an opportunity you don't see come along often.

64 Golf Club Dr, Key West

1616 Atlantic Blvd Unit APT 18, Key West

$1,449,000

Casa Caselles is an exclusive 19-residence gated community nestled along the Atlantic Ocean in Key West. This inviting two-bedroom, two and a half bath townhome offers the perfect blend of comfort, privacy, and island living. Enjoy the convenience of covered parking and a beautifully landscaped private courtyard, creating your own tropical retreat. Upstairs, the spacious living area offers an open, airy atmosphere with a seamless connection between indoor and outdoor spaces. A dedicated dining area flows naturally into the kitchen, providing an inviting setting for everyday living and entertaining. Surrounded by lush tropical landscaping, Casa Caselles offers residents a beautiful beachfront community pool and a peaceful setting just moments from everything Key West has to offer. Whether you're looking for a full-time residence or a private island escape, this townhome presents a wonderful opportunity to enjoy the Florida Keys lifestyle in one of Key West's intimate oceanfront communities. Schedule your private showing today and experience Casa Caselles for yourself!

2 Beds ⋅ 3 Baths ⋅ 621689 MLS

Casa Caselles is an exclusive 19-residence gated community nestled along the Atlantic Ocean in Key West. This inviting two-bedroom, two and a half bath townhome offers the perfect blend of comfort, privacy, and island living. Enjoy the convenience of covered parking and a beautifully landscaped private courtyard, creating your own tropical retreat. Upstairs, the spacious living area offers an open, airy atmosphere with a seamless connection between indoor and outdoor spaces. A dedicated dining area flows naturally into the kitchen, providing an inviting setting for everyday living and entertaining. Surrounded by lush tropical landscaping, Casa Caselles offers residents a beautiful beachfront community pool and a peaceful setting just moments from everything Key West has to offer. Whether you're looking for a full-time residence or a private island escape, this townhome presents a wonderful opportunity to enjoy the Florida Keys lifestyle in one of Key West's intimate oceanfront communities. Schedule your private showing today and experience Casa Caselles for yourself!

1616 Atlantic Blvd Unit APT 18, Key West

$1,725,000

Pool, Parking & Old Town Key West- Experience the charm of Key West living in this completely renovated, like new two story residence offering three bedrooms and three and a half bathrooms. A welcoming covered front porch, accented by classic pale blue shutters, creates a charming first impression. Inside, bright and airy living spaces feature a soothing coastal color palette, wood look flooring, and recessed lighting throughout. The well-appointed kitchen showcases crisp white cabinetry and light countertops, creating a fresh, timeless aesthetic. Expansive living room windows invite natural light while offering views of the private backyard retreat, complete with a pool, spacious deck and even a parking space in front of the home. Whether enjoying a quiet morning on the front porch, lounging poolside, or entertaining family and friends, this home offers the perfect setting to embrace the relaxed Key West lifestyle.

3 Beds ⋅ 4 Baths ⋅ 621679 MLS

Pool, Parking & Old Town Key West- Experience the charm of Key West living in this completely renovated, like new two story residence offering three bedrooms and three and a half bathrooms. A welcoming covered front porch, accented by classic pale blue shutters, creates a charming first impression. Inside, bright and airy living spaces feature a soothing coastal color palette, wood look flooring, and recessed lighting throughout. The well-appointed kitchen showcases crisp white cabinetry and light countertops, creating a fresh, timeless aesthetic. Expansive living room windows invite natural light while offering views of the private backyard retreat, complete with a pool, spacious deck and even a parking space in front of the home. Whether enjoying a quiet morning on the front porch, lounging poolside, or entertaining family and friends, this home offers the perfect setting to embrace the relaxed Key West lifestyle.

1105 Watson St, Key West

$1,599,000

Nestled in a tranquil ,established neighborhood ,this property offers an opportunity for those looking to enjoy the charm of an existing home or envision something entirely new.Surrounded by properties that have been thoughtfully renovated or replaced by new construction ,the setting offers plenty of inspiration and potential. Beautiful mature foliage, including a frangipani tree and a mix of established native and exotic plants add to the property's tropical charm.A concrete wall surrounds the property insuring even more privacy. The home features two bedrooms, two full baths,a sunroom, as well as a third room adjacent to the kitchen ,with a private entrance accessible from the rear driveway.The additional space would make an ideal office or studio. A well-appointed gourmet kitchen with stainless steel appliances, central air-conditioning and hurricane shutters add to the home's comfort and convenience. Closely located just minutes from Key West's beautiful beaches ,dining, and entertainment district. Whether you chose to move in, renovate, or explore the possibilities of redevelopment , this property presents an appealing option in a peaceful residential setting.

3 Beds ⋅ 2 Baths ⋅ 621633 MLS

Nestled in a tranquil ,established neighborhood ,this property offers an opportunity for those looking to enjoy the charm of an existing home or envision something entirely new.Surrounded by properties that have been thoughtfully renovated or replaced by new construction ,the setting offers plenty of inspiration and potential. Beautiful mature foliage, including a frangipani tree and a mix of established native and exotic plants add to the property's tropical charm.A concrete wall surrounds the property insuring even more privacy. The home features two bedrooms, two full baths,a sunroom, as well as a third room adjacent to the kitchen ,with a private entrance accessible from the rear driveway.The additional space would make an ideal office or studio. A well-appointed gourmet kitchen with stainless steel appliances, central air-conditioning and hurricane shutters add to the home's comfort and convenience. Closely located just minutes from Key West's beautiful beaches ,dining, and entertainment district. Whether you chose to move in, renovate, or explore the possibilities of redevelopment , this property presents an appealing option in a peaceful residential setting.

1703 South Street, Key West

$875,000

Discover the possibilities at 3711 Duck Avenue! Situated on an oversized 6,750-square-foot lot, this updated 3 bedroom, 1-bath home offers over 1200 square feet of inviting living space with upgrades throughout, like new flooring, new HVAC, and fresh paint inside and out. The open living and dining areas create a comfortable, welcoming atmosphere ideal for everyday living and entertaining. The newly renovated kitchen features stainless steel appliances, quartzite countertops, ample counter space, a beverage cooler, and an additional under-cabinet freeze, perfect for entertaining and everyday convenience. A metal roof and impact-resistant windows add practical appeal, while off-street parking provides everyday convenience. Step outside to an expansive fenced yard offering exceptional space for outdoor entertaining, gardening, pets, or creating your own tropical retreat. The generous lot also presents exciting possibilities for expanding the existing residence or adding an accessory dwelling unit and swimming pool. Conveniently located in New Town with easy access to schools, military installations, shopping, and everyday amenities, this property combines comfortable island living with flexibility for the future. Whether you're looking for a move-in-ready Key West residence or a property with room to expand, 3711 Duck Avenue offers an outstanding opportunity.

3 Beds ⋅ 1 Baths ⋅ 621654 MLS

Discover the possibilities at 3711 Duck Avenue! Situated on an oversized 6,750-square-foot lot, this updated 3 bedroom, 1-bath home offers over 1200 square feet of inviting living space with upgrades throughout, like new flooring, new HVAC, and fresh paint inside and out. The open living and dining areas create a comfortable, welcoming atmosphere ideal for everyday living and entertaining. The newly renovated kitchen features stainless steel appliances, quartzite countertops, ample counter space, a beverage cooler, and an additional under-cabinet freeze, perfect for entertaining and everyday convenience. A metal roof and impact-resistant windows add practical appeal, while off-street parking provides everyday convenience. Step outside to an expansive fenced yard offering exceptional space for outdoor entertaining, gardening, pets, or creating your own tropical retreat. The generous lot also presents exciting possibilities for expanding the existing residence or adding an accessory dwelling unit and swimming pool. Conveniently located in New Town with easy access to schools, military installations, shopping, and everyday amenities, this property combines comfortable island living with flexibility for the future. Whether you're looking for a move-in-ready Key West residence or a property with room to expand, 3711 Duck Avenue offers an outstanding opportunity.

3711 Duck Ave, Key West

$735,000

Welcome to your dream oasis, perfectly situated directly across from a beautiful park with rare dual-street accessibility. This exceptional property blends spacious design with incredible versatility, featuring a 3-bedroom, 3-bathroom main residence, a fully detached private guest cottage, and entrances from two different streets at the front and back. As you step into the main home, you are immediately greeted by soaring, high ceilings and abundant natural light that amplify the open and airy layout. The floor plan flows effortlessly into the outdoor living spaces, featuring beautifully crafted brick-layered patios--perfect for dining alfresco, entertaining guests, or simply enjoying the peaceful breeze. Security and convenience meet at the rear of the property, which boasts off-street gated parking accessed securely from the back street. The separate backyard cottage provides the ultimate flexibility, making it an ideal space for a private home office, an artist's studio. Combined with the serene park views right out your front door and premium dual-access convenience, this unique property offers the perfect balance of community connection and private retreat.

3 Beds ⋅ 3 Baths ⋅ 621643 MLS

Welcome to your dream oasis, perfectly situated directly across from a beautiful park with rare dual-street accessibility. This exceptional property blends spacious design with incredible versatility, featuring a 3-bedroom, 3-bathroom main residence, a fully detached private guest cottage, and entrances from two different streets at the front and back. As you step into the main home, you are immediately greeted by soaring, high ceilings and abundant natural light that amplify the open and airy layout. The floor plan flows effortlessly into the outdoor living spaces, featuring beautifully crafted brick-layered patios--perfect for dining alfresco, entertaining guests, or simply enjoying the peaceful breeze. Security and convenience meet at the rear of the property, which boasts off-street gated parking accessed securely from the back street. The separate backyard cottage provides the ultimate flexibility, making it an ideal space for a private home office, an artist's studio. Combined with the serene park views right out your front door and premium dual-access convenience, this unique property offers the perfect balance of community connection and private retreat.

5435 5th Ave, Key West

$2,250,000

Historic Old Town Charm Meets Modern Luxury. Situated next to the iconic Key West Cemetery, this legal duplex sits proudly on the island's highest point, offering an unbeatable location with unmatched peace of mind. With the original Conch House built in the late 1800s, this historic estate captures the classic romance of classic island architecture while providing a passive income opportunity. It is the ultimate configuration for a buyer looking to live the island dream in a beautiful residence while utilizing the separate unit as a legal rental to offset living costs. The main house is a spacious sanctuary featuring 4 bedrooms and 3 bathrooms. Every room blends historic character with modern comfort, offering an airy layout perfect for relaxation or entertainment. Steps away, the independent unit is a beautifully efficient studio apartment. This legal secondary unit serves as a desirable rental asset, an independent guest suite, or a private home office, adding incredible flexibility and value in a market where legal duplexes are highly coveted. While the property retains its rich late-19th-century soul, it also functions with the reliability of new construction. The entire property underwent a meticulous top-to-bottom renovation from 2022 to 2025, modernizing every major component. Upgrades include a new roof (2022), all new plumbing (2024), fully updated electrical systems (2024), attic insulation (2025), and a brand-new HVAC system (2024). Calling this property home means enjoying a quiet backdrop and unique neighborhood charm. You are just a short walk or bike ride away from world-class dining, vibrant nightlife, and pristine beaches. The driveway provides off-street parking for 1 vehicle.

5 Beds ⋅ 4 Baths ⋅ 621640 MLS

Historic Old Town Charm Meets Modern Luxury. Situated next to the iconic Key West Cemetery, this legal duplex sits proudly on the island's highest point, offering an unbeatable location with unmatched peace of mind. With the original Conch House built in the late 1800s, this historic estate captures the classic romance of classic island architecture while providing a passive income opportunity. It is the ultimate configuration for a buyer looking to live the island dream in a beautiful residence while utilizing the separate unit as a legal rental to offset living costs. The main house is a spacious sanctuary featuring 4 bedrooms and 3 bathrooms. Every room blends historic character with modern comfort, offering an airy layout perfect for relaxation or entertainment. Steps away, the independent unit is a beautifully efficient studio apartment. This legal secondary unit serves as a desirable rental asset, an independent guest suite, or a private home office, adding incredible flexibility and value in a market where legal duplexes are highly coveted. While the property retains its rich late-19th-century soul, it also functions with the reliability of new construction. The entire property underwent a meticulous top-to-bottom renovation from 2022 to 2025, modernizing every major component. Upgrades include a new roof (2022), all new plumbing (2024), fully updated electrical systems (2024), attic insulation (2025), and a brand-new HVAC system (2024). Calling this property home means enjoying a quiet backdrop and unique neighborhood charm. You are just a short walk or bike ride away from world-class dining, vibrant nightlife, and pristine beaches. The driveway provides off-street parking for 1 vehicle.

811 Olivia St, Key West

3312 Northside Dr Unit APT 202, Key West

$429,900

Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West! Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate flooring, hurricane-resistant windows and doors, and a comfortable layout. Embrace a true resort-style lifestyle as residents enjoy outstanding amenities, including a large sparkling pool, tennis court, secure entry, on-site laundry facilities, and maintained common areas. The building has recently undergone extensive renovations with continued improvements, making this a wonderful opportunity to own in one of New Town's desirable communities. On top of that, this home is ideally located just minutes from some of Key West's finest dining, shopping, stunning beaches, downtown attractions, the airport, and medical facilities, ensuring that this property truly places the best of island living at your doorstep. Whether you're seeking a full-time residence, a smart investment, or the perfect vacation getaway, this condo delivers exceptional island lifestyle, comfort, and location. Don't miss your chance to own this slice of paradise. Schedule your private showing today and experience island living at its finest.

2 Beds ⋅ 2 Baths ⋅ 621625 MLS

Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West! Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate flooring, hurricane-resistant windows and doors, and a comfortable layout. Embrace a true resort-style lifestyle as residents enjoy outstanding amenities, including a large sparkling pool, tennis court, secure entry, on-site laundry facilities, and maintained common areas. The building has recently undergone extensive renovations with continued improvements, making this a wonderful opportunity to own in one of New Town's desirable communities. On top of that, this home is ideally located just minutes from some of Key West's finest dining, shopping, stunning beaches, downtown attractions, the airport, and medical facilities, ensuring that this property truly places the best of island living at your doorstep. Whether you're seeking a full-time residence, a smart investment, or the perfect vacation getaway, this condo delivers exceptional island lifestyle, comfort, and location. Don't miss your chance to own this slice of paradise. Schedule your private showing today and experience island living at its finest.

3312 Northside Dr Unit APT 202, Key West

$1,350,000

Discover a rare resort-style waterfront lifestyle in Key West--an offering seldom found elsewhere on the island. At Sunset Marina, tranquil marina views, spectacular sunset views, tropical surroundings and exceptional deep water boating access come together just minutes from Key West's dining, entertainment and nearby 18-hole golf course. This move-in-ready, two-bedroom, two-bath condominium features an open-concept layout with volume ceilings, updated flooring, a water filtration system and an updated chef's kitchen with premium appliances. Overlooking the picturesque marina, the private balcony takes center stage of the living area and features electric screens for comfortable outdoor living, with access from both the main living area and the spacious primary suite. Enjoy morning coffee, waterfront breezes and relaxed evenings taking in the everchanging sunsets in your own coastal sanctuary. Set within manicured tropical grounds, Sunset Marina offers a private entrance, scenic waterfront boardwalk, heated pool, hot tub and clubhouse with a kitchen. This distinctive combination of waterfront amenities, boating convenience and resort-style surroundings presents a rare opportunity to experience Key West at a more relaxed pace. Ideal for low maintenance fly in and boat out. Lock and leave! Convenient access to the elevator and stairs, assigned covered parking and enclosed storage add everyday ease, while shared areas accommodate kayaks, bicycles and scooters. The full-service marina features a modern concrete floating dock system and direct open-water access, providing an exceptional gateway to the waters of the Florida Keys. Boat slips may be purchased separately, subject to availability. Ready for immediate occupancy, this waterfront residence invites you to settle in and begin enjoying the Key West lifestyle.

2 Beds ⋅ 2 Baths ⋅ 621605 MLS

Discover a rare resort-style waterfront lifestyle in Key West--an offering seldom found elsewhere on the island. At Sunset Marina, tranquil marina views, spectacular sunset views, tropical surroundings and exceptional deep water boating access come together just minutes from Key West's dining, entertainment and nearby 18-hole golf course. This move-in-ready, two-bedroom, two-bath condominium features an open-concept layout with volume ceilings, updated flooring, a water filtration system and an updated chef's kitchen with premium appliances. Overlooking the picturesque marina, the private balcony takes center stage of the living area and features electric screens for comfortable outdoor living, with access from both the main living area and the spacious primary suite. Enjoy morning coffee, waterfront breezes and relaxed evenings taking in the everchanging sunsets in your own coastal sanctuary. Set within manicured tropical grounds, Sunset Marina offers a private entrance, scenic waterfront boardwalk, heated pool, hot tub and clubhouse with a kitchen. This distinctive combination of waterfront amenities, boating convenience and resort-style surroundings presents a rare opportunity to experience Key West at a more relaxed pace. Ideal for low maintenance fly in and boat out. Lock and leave! Convenient access to the elevator and stairs, assigned covered parking and enclosed storage add everyday ease, while shared areas accommodate kayaks, bicycles and scooters. The full-service marina features a modern concrete floating dock system and direct open-water access, providing an exceptional gateway to the waters of the Florida Keys. Boat slips may be purchased separately, subject to availability. Ready for immediate occupancy, this waterfront residence invites you to settle in and begin enjoying the Key West lifestyle.

5607 College Rd Unit C103, Key West

$580,000

VALUE now is even SWEETER! Adjusted Price! Welcome to 138 GC Dr. in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space, Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Waiting for you! Beautifully maintained home offers the perfect blend of island living, resort-style amenities. Featuring low maintenance ceramic tile downstairs, new Berber carpet upstairs, freshly painted interior/exterior, charming picket fence, abundant natural light, 4 VERANDAS! Ideal for full-time residents, those seeking a relaxing vacation retreat, or utilize your new home intermittently while enjoying 30-day vacation rentals to supplement expenses. Ideal for long-term income producing rental home, as housing demand is great for the hardworking ''locals,'' all while you await retirement. So many options. This home is a short stroll to Golf Pro Shop, Community Center Building w/Fitness Room is just down the lane, a hop-skip-and jump to the beautiful, large lagoon-shaped pool w/tropical waterfalls. There is a real ''spirit of community!'' Peaceful ambiance in end-unit location, providing that extra breathing room. Easy to navigate kitchen has white appliances and Formica countertops. Private outdoor veranda directly off the living room is perfect for entertaining/relaxing. Primary Bedroom has 2 closets and large adjacent private veranda, which overlooks scenic Spoonbill Way. Guest Bedroom has adjacent cozy veranda overlooking the mature tree-lined streetscape w/old fashioned street lanterns. KWGC has gated entry, 24-hr. Resident Serv, 2 fabulous pools, Fitness Rm., Butterfly Garden, so much more. Just minutes from Old Town KW, beaches, marinas, shopping, and vibrant dining options, this home offers the tranquility of a private community, easy access to the excitement KW has to offer. Enjoy picturesque views, gentle tropical breezes w/the unique charm of island living.

2 Beds ⋅ 2 Baths ⋅ 621596 MLS

VALUE now is even SWEETER! Adjusted Price! Welcome to 138 GC Dr. in the highly sought-after Key West Golf Club residential community. Surrounded by acres of open space, Rees-Jones designed 18-hole Championship Golf Course. INVITING, Ready for Immediate Occupancy, ''Fresh as a Daisy,'' Townhome. Waiting for you! Beautifully maintained home offers the perfect blend of island living, resort-style amenities. Featuring low maintenance ceramic tile downstairs, new Berber carpet upstairs, freshly painted interior/exterior, charming picket fence, abundant natural light, 4 VERANDAS! Ideal for full-time residents, those seeking a relaxing vacation retreat, or utilize your new home intermittently while enjoying 30-day vacation rentals to supplement expenses. Ideal for long-term income producing rental home, as housing demand is great for the hardworking ''locals,'' all while you await retirement. So many options. This home is a short stroll to Golf Pro Shop, Community Center Building w/Fitness Room is just down the lane, a hop-skip-and jump to the beautiful, large lagoon-shaped pool w/tropical waterfalls. There is a real ''spirit of community!'' Peaceful ambiance in end-unit location, providing that extra breathing room. Easy to navigate kitchen has white appliances and Formica countertops. Private outdoor veranda directly off the living room is perfect for entertaining/relaxing. Primary Bedroom has 2 closets and large adjacent private veranda, which overlooks scenic Spoonbill Way. Guest Bedroom has adjacent cozy veranda overlooking the mature tree-lined streetscape w/old fashioned street lanterns. KWGC has gated entry, 24-hr. Resident Serv, 2 fabulous pools, Fitness Rm., Butterfly Garden, so much more. Just minutes from Old Town KW, beaches, marinas, shopping, and vibrant dining options, this home offers the tranquility of a private community, easy access to the excitement KW has to offer. Enjoy picturesque views, gentle tropical breezes w/the unique charm of island living.

138 Golf Club Dr, Key West

$515,000

Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios and just a walkable, rideable, half mile from the Atlantic and a mile from the Historic Seaport District and Gulf.......The condo is part of a very well run and maintained six-unit association in a highly desirable location that is peaceful and quiet. Adorable ''Sandbar Cottage'' is one of four condos located in the beautiful old 1928 yellow house part of the compound on the corner of Seminary St and Leon St.......The large windows, glass impact front door and high ceilings make this condo feel bright and spacious, giving it an abundance of natural light. The historical charm of the kitchen, main living area and bedroom are balanced by a beautifully remodeled bathroom featuring built-in cabinetry with Louisville tile in the walk-in shower and floor. All four rooms have ceiling fans.......Enjoy solitude inside or join the vibrant island life on your own 9'x 12' newly added deck built around a mature frangipani tree. The six units also share a garden area with a variety of native specimens.......The monthly condo dues cover the flood, windstorm and general liability insurances as well as yard maintenance, exterior painting and repairs.

1 Beds ⋅ 1 Baths ⋅ 621586 MLS

Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios and just a walkable, rideable, half mile from the Atlantic and a mile from the Historic Seaport District and Gulf.......The condo is part of a very well run and maintained six-unit association in a highly desirable location that is peaceful and quiet. Adorable ''Sandbar Cottage'' is one of four condos located in the beautiful old 1928 yellow house part of the compound on the corner of Seminary St and Leon St.......The large windows, glass impact front door and high ceilings make this condo feel bright and spacious, giving it an abundance of natural light. The historical charm of the kitchen, main living area and bedroom are balanced by a beautifully remodeled bathroom featuring built-in cabinetry with Louisville tile in the walk-in shower and floor. All four rooms have ceiling fans.......Enjoy solitude inside or join the vibrant island life on your own 9'x 12' newly added deck built around a mature frangipani tree. The six units also share a garden area with a variety of native specimens.......The monthly condo dues cover the flood, windstorm and general liability insurances as well as yard maintenance, exterior painting and repairs.

1500 Seminary St Unit APT 2D, Key West

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