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Enjoy the relaxed Key West lifestyle at Salt Ponds, a residential condominium community surrounded by tropical landscaping and a peaceful island atmosphere. This inviting home offers a comfortable setting for everyday living or a seasonal retreat, with convenient access to Key West's beaches, dining, shopping, and Old Town. A welcoming opportunity to enjoy island life in a well-established community. Private carport included.

2 Beds ⋅ 2 Baths ⋅ 621888 MLS

Enjoy the relaxed Key West lifestyle at Salt Ponds, a residential condominium community surrounded by tropical landscaping and a peaceful island atmosphere. This inviting home offers a comfortable setting for everyday living or a seasonal retreat, with convenient access to Key West's beaches, dining, shopping, and Old Town. A welcoming opportunity to enjoy island life in a well-established community. Private carport included.

3635 Seaside Dr Unit 205, Key West

$2,199,000

Beyond the doors of 3821 Eagle Avenue, a private courtyard evokes the intimacy of a Tuscan retreat. Cascading vines, sculptural bougainvillea and lush greenery frame the 29x15 pool while a shaded terrace invites long lunches that linger into evening. Expansive folding glass doors connect the interiors to the outdoors allowing gatherings to flow naturally from kitchen to poolside. Warm wood cabinetry and a substantial waterfall edge island anchor a kitchen that knows culinary appointed with a Wolf induction range, Wolf hibachi grill, Double Fulgor Milano ovens and Hestan wine refrigeration. Generous surfaces invite abundant platters and conversation while the outdoor kitchen complete with a sink, two gas burners and a large Green Egg extends the experience into the garden. Large impact windows bring garden views into the bedrooms and living spaces keeping the surrounding greenery in sight throughout the home. The home balances open spaces for entertaining with the privacy of a personal escape. Its setting on Eagle Avenue, a beautiful wide street with sidewalks seldom found in Key West, completes a home with a distinctly Mediterranean sensibility and an unmistakable island soul.

3 Beds ⋅ 2 Baths ⋅ 621869 MLS

Beyond the doors of 3821 Eagle Avenue, a private courtyard evokes the intimacy of a Tuscan retreat. Cascading vines, sculptural bougainvillea and lush greenery frame the 29x15 pool while a shaded terrace invites long lunches that linger into evening. Expansive folding glass doors connect the interiors to the outdoors allowing gatherings to flow naturally from kitchen to poolside. Warm wood cabinetry and a substantial waterfall edge island anchor a kitchen that knows culinary appointed with a Wolf induction range, Wolf hibachi grill, Double Fulgor Milano ovens and Hestan wine refrigeration. Generous surfaces invite abundant platters and conversation while the outdoor kitchen complete with a sink, two gas burners and a large Green Egg extends the experience into the garden. Large impact windows bring garden views into the bedrooms and living spaces keeping the surrounding greenery in sight throughout the home. The home balances open spaces for entertaining with the privacy of a personal escape. Its setting on Eagle Avenue, a beautiful wide street with sidewalks seldom found in Key West, completes a home with a distinctly Mediterranean sensibility and an unmistakable island soul.

3821 Eagle Ave, 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

$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

$2,250,000

Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith. Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home technology is seamlessly integrated, allowing you to control the entire residence from your iPhone or iPad. Blackout and privacy illusion shades are installed throughout with impact windows and doors. The chef's kitchen is a true showpiece, featuring illuminated crystalline quartz countertops, an oversized island with under-counter lighting, and premium Miele appliances. A sleek induction cooktop with downdraft ventilation, walnut cabinetry with custom divider drawers, and 48'' x 48'' high-grade porcelain tile flooring complete the space. The primary suite offers ,a dramatic down-lit interlocking panel accent wall, a custom walk-in closet, and views of the historic Little White House. Spa-inspired bathrooms showcase porcelain walls, quartz sinks, smart toilets, and multi-head showers. The second en-suite bedroom features a private terrace, illuminated niche, and a luxurious walk-in shower. Every closet in the home is custom-designed and thoughtfully lit. Additional highlights include a fully furnished turnkey offering, oversized 8' doors, recessed window trims and baseboards, a large community pool, and one covered deeded parking space.

3 Beds ⋅ 3 Baths ⋅ 621771 MLS

Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith. Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home technology is seamlessly integrated, allowing you to control the entire residence from your iPhone or iPad. Blackout and privacy illusion shades are installed throughout with impact windows and doors. The chef's kitchen is a true showpiece, featuring illuminated crystalline quartz countertops, an oversized island with under-counter lighting, and premium Miele appliances. A sleek induction cooktop with downdraft ventilation, walnut cabinetry with custom divider drawers, and 48'' x 48'' high-grade porcelain tile flooring complete the space. The primary suite offers ,a dramatic down-lit interlocking panel accent wall, a custom walk-in closet, and views of the historic Little White House. Spa-inspired bathrooms showcase porcelain walls, quartz sinks, smart toilets, and multi-head showers. The second en-suite bedroom features a private terrace, illuminated niche, and a luxurious walk-in shower. Every closet in the home is custom-designed and thoughtfully lit. Additional highlights include a fully furnished turnkey offering, oversized 8' doors, recessed window trims and baseboards, a large community pool, and one covered deeded parking space.

115 Front St Unit APT 101, 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

$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

$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

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

$1,499,000

Welcome to 1809 Seidenberg Avenue, a fully renovated island retreat in the heart of Midtown Key West. A full wall of pocket sliders opens the bright, open floor plan to the outdoors, so living space and backyard flow together. Out back you'll find one of the larger pools on the island, a spacious deck, a large chickee hut for shaded dining and lounging, and your own putting green, all inside a fenced yard with low-maintenance turf and mature tropical landscaping. Inside are 3 bedrooms and 2 baths, with quartz countertops, built-in cabinetry, stainless appliances, central air and ceiling fans throughout. The home is solid CBS construction with off-street parking. It's offered fully furnished and turnkey, with over $60K in rentals already booked for 2027. Whether you want a primary residence, a getaway or an income property, this one is ready to enjoy on day one. Schedule your private tour today!

3 Beds ⋅ 2 Baths ⋅ 621680 MLS

Welcome to 1809 Seidenberg Avenue, a fully renovated island retreat in the heart of Midtown Key West. A full wall of pocket sliders opens the bright, open floor plan to the outdoors, so living space and backyard flow together. Out back you'll find one of the larger pools on the island, a spacious deck, a large chickee hut for shaded dining and lounging, and your own putting green, all inside a fenced yard with low-maintenance turf and mature tropical landscaping. Inside are 3 bedrooms and 2 baths, with quartz countertops, built-in cabinetry, stainless appliances, central air and ceiling fans throughout. The home is solid CBS construction with off-street parking. It's offered fully furnished and turnkey, with over $60K in rentals already booked for 2027. Whether you want a primary residence, a getaway or an income property, this one is ready to enjoy on day one. Schedule your private tour today!

1809 Seidenberg Ave, Key West

$1,375,000

Experience waterfront living at its finest in this rare top-floor residence at Sunset Marina. Boasting breathtaking, unobstructed open-water views and spectacular year-round sunsets, this 2-bedroom, 2-bathroom condominium offers 1,171 square feet of thoughtfully designed living space. The spacious layout provides the perfect balance of comfort and functionality, featuring a generous living area, dedicated dining space, and well-appointed kitchen, along with two bedrooms ideal for accommodating family and guests. Boating enthusiasts will appreciate the full-service marina located just steps below, offering convenient access to everything needed for a day on the water. With direct access to the Gulf and a short boat ride to the Atlantic Ocean, this property is truly a boater's paradise. Sunset Marina is a gated, resort-style community offering a swimming pool, spa, and clubhouse. Additional conveniences include one covered parking space and private storage in the garage. Located just minutes from the heart of Key West and directly across from the island's only golf course, this exceptional residence combines waterfront tranquility with easy access to world-class dining, entertainment, and recreation. Whether you're searching for a full-time residence or an island getaway, this is a rare opportunity to enjoy the very best of the Key West lifestyle.

2 Beds ⋅ 2 Baths ⋅ 621674 MLS

Experience waterfront living at its finest in this rare top-floor residence at Sunset Marina. Boasting breathtaking, unobstructed open-water views and spectacular year-round sunsets, this 2-bedroom, 2-bathroom condominium offers 1,171 square feet of thoughtfully designed living space. The spacious layout provides the perfect balance of comfort and functionality, featuring a generous living area, dedicated dining space, and well-appointed kitchen, along with two bedrooms ideal for accommodating family and guests. Boating enthusiasts will appreciate the full-service marina located just steps below, offering convenient access to everything needed for a day on the water. With direct access to the Gulf and a short boat ride to the Atlantic Ocean, this property is truly a boater's paradise. Sunset Marina is a gated, resort-style community offering a swimming pool, spa, and clubhouse. Additional conveniences include one covered parking space and private storage in the garage. Located just minutes from the heart of Key West and directly across from the island's only golf course, this exceptional residence combines waterfront tranquility with easy access to world-class dining, entertainment, and recreation. Whether you're searching for a full-time residence or an island getaway, this is a rare opportunity to enjoy the very best of the Key West lifestyle.

5607 College Rd Unit # B302, Key West

$999,000

Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.

3 Beds ⋅ 2 Baths ⋅ 621670 MLS

Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.

2309 Flagler Ave, 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

$4,950,000

DUAL TRANSIENT LICENSES | A RARE DEPARTURE FROM THE ORDINARY While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. | THE COMPOUND | Built in 2008 on a generous 5,220sf lot, this 2,441sf property features two distinct units, a front house and back house, connected by a heated pool oasis. Four bedrooms, four full baths, soaring two-story ceilings, and thoughtfully curated interiors showcase warm mid-century touches against clean architectural lines. Wood and tile floors, built-in cabinetry, walk-in closets, and abundant natural light through expansive glass doors create spaces that are both meditative and functional. | THE SANCTUARY | High privacy walls enclose a tranquil pool courtyard with tropical landscaping, outdoor shower, and ample off-street parking. Electric gate entry ensures complete seclusion while downtown's energy pulses just steps away. | THE OPPORTUNITY | Two active transient rental licenses with 1-day minimum stays unlock exceptional income in Key West's most sought-after location. The property's distinctive design aesthetic attracts discerning guests seeking something different, proven by outstanding reviews and strong rental performance. HNC zoning supports flexible commercial use, while X flood zone designation offers insurance advantages. | THE LOCATION | Heart of Old Town, steps from Duval's legendary dining, nightlife, galleries, and waterfront. Close enough to all the action, far enough from the noise. This is investment-grade real estate with soul, where architectural distinction drives premium rates and occupancy.

4 Beds ⋅ 4 Baths ⋅ 621632 MLS

DUAL TRANSIENT LICENSES | A RARE DEPARTURE FROM THE ORDINARY While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. | THE COMPOUND | Built in 2008 on a generous 5,220sf lot, this 2,441sf property features two distinct units, a front house and back house, connected by a heated pool oasis. Four bedrooms, four full baths, soaring two-story ceilings, and thoughtfully curated interiors showcase warm mid-century touches against clean architectural lines. Wood and tile floors, built-in cabinetry, walk-in closets, and abundant natural light through expansive glass doors create spaces that are both meditative and functional. | THE SANCTUARY | High privacy walls enclose a tranquil pool courtyard with tropical landscaping, outdoor shower, and ample off-street parking. Electric gate entry ensures complete seclusion while downtown's energy pulses just steps away. | THE OPPORTUNITY | Two active transient rental licenses with 1-day minimum stays unlock exceptional income in Key West's most sought-after location. The property's distinctive design aesthetic attracts discerning guests seeking something different, proven by outstanding reviews and strong rental performance. HNC zoning supports flexible commercial use, while X flood zone designation offers insurance advantages. | THE LOCATION | Heart of Old Town, steps from Duval's legendary dining, nightlife, galleries, and waterfront. Close enough to all the action, far enough from the noise. This is investment-grade real estate with soul, where architectural distinction drives premium rates and occupancy.

720d Simonton 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

$1,499,000

A TROPICAL OASIS IN NEW TOWN! Turnkey, fully furnished, and ready to enjoy, this private tropical retreat in Key West's Elamar Estates area of New Town makes island living effortless. Set on a 6,132 SF lot, this Mid Century Modern inspired home offers 1,751 SF of living space and an 80 SF pool house. Completely remodeled down to the studs in 2007, the residence features an open floor plan connecting the living room, dining room, Florida room, and kitchen, complete with premium appliances, including a Thermador five burner gas range. All main living areas overlook the lush backyard and a 28 x 12 foot heated kidney shaped pool. Two master suites, a third full bathroom with a Jacuzzi style tub and shower, custom closets, and a wine cabinet enhance the home's appeal. Enclosed by 7ft & 8ft privacy fences, the landscaped backyard offers a secluded poolside escape (perfect for your own ''no tan lines tan''). Additional features include a metal roof, impact windows and doors, central HVAC, tankless water heater, laundry room, five ceiling fans, sun protected carport, and a welcoming front porch framed by Zoysia grass and Christmas palms. Located on a quiet two block street with sidewalks and ample off street parking, the property is just half a block from the Lake McKillip boat ramp, offering access to the Atlantic and Gulf. Two kayaks are included. Shopping, restaurants, schools, and medical offices are conveniently nearby.

2 Beds ⋅ 3 Baths ⋅ 621624 MLS

A TROPICAL OASIS IN NEW TOWN! Turnkey, fully furnished, and ready to enjoy, this private tropical retreat in Key West's Elamar Estates area of New Town makes island living effortless. Set on a 6,132 SF lot, this Mid Century Modern inspired home offers 1,751 SF of living space and an 80 SF pool house. Completely remodeled down to the studs in 2007, the residence features an open floor plan connecting the living room, dining room, Florida room, and kitchen, complete with premium appliances, including a Thermador five burner gas range. All main living areas overlook the lush backyard and a 28 x 12 foot heated kidney shaped pool. Two master suites, a third full bathroom with a Jacuzzi style tub and shower, custom closets, and a wine cabinet enhance the home's appeal. Enclosed by 7ft & 8ft privacy fences, the landscaped backyard offers a secluded poolside escape (perfect for your own ''no tan lines tan''). Additional features include a metal roof, impact windows and doors, central HVAC, tankless water heater, laundry room, five ceiling fans, sun protected carport, and a welcoming front porch framed by Zoysia grass and Christmas palms. Located on a quiet two block street with sidewalks and ample off street parking, the property is just half a block from the Lake McKillip boat ramp, offering access to the Atlantic and Gulf. Two kayaks are included. Shopping, restaurants, schools, and medical offices are conveniently nearby.

2823 Patterson Ave, 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

$3,700,000

This home has everything you need to enjoy the Key West lifestyle! With approximately 2,800 sq. ft. of living space and a 6-foot privacy fence surrounding the large property, there's plenty of room to entertain both inside and out. The kitchen features Sub-Zero and KitchenAid appliances and flows right into the main living area, making it perfect for everyday living and entertaining. The home also offers a full laundry room plus a bonus mudroom for extra storage and convenience. Outside is where this home really shines! Enjoy a covered deck area, large heated pool, and boating canal with a 30,000-lb. boat lift and ice machine. You're just minutes from the channel--no idling 1-2 miles down the canal like with many other homes. There's also covered parking and a garage with plenty of room to store all your toys. Best of all, this home is being sold turnkey and even includes a golf cart! Come see what sets this home apart from anything else on the market!

5 Beds ⋅ 5 Baths ⋅ 621515 MLS

This home has everything you need to enjoy the Key West lifestyle! With approximately 2,800 sq. ft. of living space and a 6-foot privacy fence surrounding the large property, there's plenty of room to entertain both inside and out. The kitchen features Sub-Zero and KitchenAid appliances and flows right into the main living area, making it perfect for everyday living and entertaining. The home also offers a full laundry room plus a bonus mudroom for extra storage and convenience. Outside is where this home really shines! Enjoy a covered deck area, large heated pool, and boating canal with a 30,000-lb. boat lift and ice machine. You're just minutes from the channel--no idling 1-2 miles down the canal like with many other homes. There's also covered parking and a garage with plenty of room to store all your toys. Best of all, this home is being sold turnkey and even includes a golf cart! Come see what sets this home apart from anything else on the market!

3728 Flagler Ave, Key West

$4,995,000

Where Casa Marina Charm Meets Modern Island Living. Set on an expansive 10,000 sq. ft corner lot in prestigious Casa Marina, one of Key West's most sought-after neighborhoods, this fully renovated 4-bedroom, 3-bath residence offers nearly 2,100 sq. ft of thoughtfully designed living space just moments from the Atlantic shoreline and the charm of Old Town. A comprehensive 2020 renovation transformed the home from top to bottom, delivering vaulted ceilings, energy-efficient LED lighting, and all-new hurricane-rated impact windows and doors that fill the interior with natural light. The open floor plan flows effortlessly between living, dining, and kitchen spaces, making it ideal for both everyday living and entertaining. At the heart of the home, the chef's kitchen features top-of-the-line Dacor appliances and custom bespoke cabinetry. The private primary suite is tucked at the rear of the home with an ensuite bath and sliding glass doors that open directly to the lanai. Each additional bedroom includes built-in closets, offering comfort and flexibility for guests or a home office. Outdoors, a custom heated in-ground pool with a soothing water feature is surrounded by elegant travertine decking and a spacious covered patio, creating a private tropical retreat for relaxing or hosting under the Key West sky. The low-maintenance front yard features artificial turf and landscape lighting that showcases the tropical foliage after dark. Peace of mind comes standard with a whole-house generator, 2-zone central A/C with linear vents, and a new standing seam metal roof that may qualify for wind insurance credits. A rare one-car garage and ample off-street parking complete this exceptional Casa Marina offering.

4 Beds ⋅ 3 Baths ⋅ 621521 MLS

Where Casa Marina Charm Meets Modern Island Living. Set on an expansive 10,000 sq. ft corner lot in prestigious Casa Marina, one of Key West's most sought-after neighborhoods, this fully renovated 4-bedroom, 3-bath residence offers nearly 2,100 sq. ft of thoughtfully designed living space just moments from the Atlantic shoreline and the charm of Old Town. A comprehensive 2020 renovation transformed the home from top to bottom, delivering vaulted ceilings, energy-efficient LED lighting, and all-new hurricane-rated impact windows and doors that fill the interior with natural light. The open floor plan flows effortlessly between living, dining, and kitchen spaces, making it ideal for both everyday living and entertaining. At the heart of the home, the chef's kitchen features top-of-the-line Dacor appliances and custom bespoke cabinetry. The private primary suite is tucked at the rear of the home with an ensuite bath and sliding glass doors that open directly to the lanai. Each additional bedroom includes built-in closets, offering comfort and flexibility for guests or a home office. Outdoors, a custom heated in-ground pool with a soothing water feature is surrounded by elegant travertine decking and a spacious covered patio, creating a private tropical retreat for relaxing or hosting under the Key West sky. The low-maintenance front yard features artificial turf and landscape lighting that showcases the tropical foliage after dark. Peace of mind comes standard with a whole-house generator, 2-zone central A/C with linear vents, and a new standing seam metal roof that may qualify for wind insurance credits. A rare one-car garage and ample off-street parking complete this exceptional Casa Marina offering.

1100 Johnson St, Key West

$699,000

Updated CBS Duplex on Oversized Stock Island Lot - Ready Now Opportunity is knocking on Stock Island! This well-maintained CBS duplex offers 4 bedrooms and 2 bathrooms on a generously sized lot, with abundant room to park and store vehicles, boats, trailers, and work equipment, a rare find this close to Key West. Both kitchens and both bathrooms have been tastefully updated, so you can move in or rent out without lifting a finger. Solid concrete block construction provides durability and peace of mind in the Keys climate. The yard is a true blank canvas, ready for your vision, whether that's a garden retreat, outdoor entertaining space, or added storage. Live in one side and rent the other, or add a strong income property to your portfolio. Available for immediate occupancy. Just minutes from Key West dining, marinas, and amenities.

4 Beds ⋅ 2 Baths ⋅ 621519 MLS

Updated CBS Duplex on Oversized Stock Island Lot - Ready Now Opportunity is knocking on Stock Island! This well-maintained CBS duplex offers 4 bedrooms and 2 bathrooms on a generously sized lot, with abundant room to park and store vehicles, boats, trailers, and work equipment, a rare find this close to Key West. Both kitchens and both bathrooms have been tastefully updated, so you can move in or rent out without lifting a finger. Solid concrete block construction provides durability and peace of mind in the Keys climate. The yard is a true blank canvas, ready for your vision, whether that's a garden retreat, outdoor entertaining space, or added storage. Live in one side and rent the other, or add a strong income property to your portfolio. Available for immediate occupancy. Just minutes from Key West dining, marinas, and amenities.

6415 2nd Ter, Key West

$1,399,000

Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable features. Recently updated and ready for its next owner, this property offers a fantastic opportunity to enjoy island living just minutes from Key West's famous restaurants, bars, and attractions.

3 Beds ⋅ 3 Baths ⋅ 621518 MLS

Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1,374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable features. Recently updated and ready for its next owner, this property offers a fantastic opportunity to enjoy island living just minutes from Key West's famous restaurants, bars, and attractions.

1221 Ashby St, Key West

$1,895,000

Ideally located just two blocks from the beach, this beautifully renovated Key West residence blends island living, modern comfort, and plenty of space to make it your own. Set on an expansive 6,000-square-foot corner lot, the home offers more than 2,200 square feet of living space in one of Key West's most desirable residential neighborhoods. Walk to the beach and iconic White Street Pier, along with nearby pickleball courts, playgrounds, the weekly artisan market, Bayview Park, and Fausto's Food Palace. Local favorites including Salute! On The Beach and Louie's Backyard are also just minutes away. At the heart of the home is a brand-new kitchen featuring custom cabinetry, stainless steel appliances, quartz countertops, and a fresh, sophisticated finish. Thoughtful renovations throughout provide a beautifully updated foundation while leaving room for the next owners to add their own personal style. Major improvements include a new roof, impact-rated windows and doors, updated HVAC, lighting, interior and exterior paint, water heater, and other essential systems--offering peace of mind with many of the home's major components already addressed. The property also has no history of flooding, an especially valuable feature for island living. Outside, the oversized corner lot offers exceptional potential to create a private Key West retreat, with ample room for a pool, tropical landscaping, and outdoor entertaining areas. Ample street parking is available, along with off-street parking suitable for a small sedan or golf cart. With more than 2,200 square feet of living space, a substantial corner lot, extensive improvements, and an exceptional location just two blocks from the Atlantic, this Rose Street residence presents a rare opportunity to create your own piece of Key West paradise.

4 Beds ⋅ 4 Baths ⋅ 621516 MLS

Ideally located just two blocks from the beach, this beautifully renovated Key West residence blends island living, modern comfort, and plenty of space to make it your own. Set on an expansive 6,000-square-foot corner lot, the home offers more than 2,200 square feet of living space in one of Key West's most desirable residential neighborhoods. Walk to the beach and iconic White Street Pier, along with nearby pickleball courts, playgrounds, the weekly artisan market, Bayview Park, and Fausto's Food Palace. Local favorites including Salute! On The Beach and Louie's Backyard are also just minutes away. At the heart of the home is a brand-new kitchen featuring custom cabinetry, stainless steel appliances, quartz countertops, and a fresh, sophisticated finish. Thoughtful renovations throughout provide a beautifully updated foundation while leaving room for the next owners to add their own personal style. Major improvements include a new roof, impact-rated windows and doors, updated HVAC, lighting, interior and exterior paint, water heater, and other essential systems--offering peace of mind with many of the home's major components already addressed. The property also has no history of flooding, an especially valuable feature for island living. Outside, the oversized corner lot offers exceptional potential to create a private Key West retreat, with ample room for a pool, tropical landscaping, and outdoor entertaining areas. Ample street parking is available, along with off-street parking suitable for a small sedan or golf cart. With more than 2,200 square feet of living space, a substantial corner lot, extensive improvements, and an exceptional location just two blocks from the Atlantic, this Rose Street residence presents a rare opportunity to create your own piece of Key West paradise.

1423 Rose St, Key West

$1,999,999

KEY WEST LIFESTYLE !!!!!! Prime Old Town Duplex Just Two Blocks Off Duval. (each unit also available for sale ) Exceptional investment and island living opportunity in the heart of Old Town Key West. 220 Angela Street offers a classic two-story Conch duplex featuring two private residences (Units A & B), each designed for effortless indoor-outdoor living. Both units boast functional multi-level layouts, central A/C, dedicated interior laundry, and expansive upstairs and downstairs wrap-around porches overlooking lush tropical surroundings. The fully fenced grounds provide a private, shaded yard and the ultimate Old Town luxury: rare off-street parking. Live in one unit while generating passive income from the other, or hold as an income-producing multi-family portfolio piece in one of the nation's strongest rental markets. Situated on a quiet residential stretch just steps from Duval Street, Bahama Village dining, Fort Zachary Taylor State Park & Beach, and the Truman Waterfront. KEYWEST EVENTS : https://www.keywestchamber.org/visit.html

4 Beds ⋅ 4 Baths ⋅ 621502 MLS

KEY WEST LIFESTYLE !!!!!! Prime Old Town Duplex Just Two Blocks Off Duval. (each unit also available for sale ) Exceptional investment and island living opportunity in the heart of Old Town Key West. 220 Angela Street offers a classic two-story Conch duplex featuring two private residences (Units A & B), each designed for effortless indoor-outdoor living. Both units boast functional multi-level layouts, central A/C, dedicated interior laundry, and expansive upstairs and downstairs wrap-around porches overlooking lush tropical surroundings. The fully fenced grounds provide a private, shaded yard and the ultimate Old Town luxury: rare off-street parking. Live in one unit while generating passive income from the other, or hold as an income-producing multi-family portfolio piece in one of the nation's strongest rental markets. Situated on a quiet residential stretch just steps from Duval Street, Bahama Village dining, Fort Zachary Taylor State Park & Beach, and the Truman Waterfront. KEYWEST EVENTS : https://www.keywestchamber.org/visit.html

220 Angela St A & B, Unit A&B, Key West

$1,595,000

LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

4 Beds ⋅ 5 Baths ⋅ 621480 MLS

LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

5 Hilton Haven Dr, Key West

$1,133,000

Your Old Town Key West dream can start now -- with income built in. This exceptional 2-bedroom, 2.5-bath, townhouse-style condo offers a rare combination of Old Town lifestyle, flexible living space, and income-producing potential. Currently configured with a lock-off 1-bedroom apartment, the property offers an ideal opportunity for the future Key West homeowner: enjoy the larger 1 Bedroom, 1.5 Bath unit with private garden/patio as your own Key West retreat while the lock-off apartment provides substantial annual rental income. When the time comes to make Key West your full-time home, the property can be easily converted back to its original spacious 2-bedroom townhouse-style layout. A private gated entry opens to your own generous outdoor oasis, complete with a waterfall pond, large patio, and charming ''she-shed'' -- perfect for storage, an art studio, or entertaining. Inside, you'll find high ceilings, abundant natural light, generous storage, in-unit washer/dryers, and newer stainless-steel appliances. Just two blocks from Duval Street in the heart of Old Town's vibrant Bahama Village, you're surrounded by restaurants, galleries, shops, nightlife, and countless Key West attractions -- all within easy walking distance. Whether you're ready for a Key West home now or envision making the island your full-time home in the future, this is a rare opportunity to own your piece of Old Town, enjoy income along the way, and ultimately create the spacious Key West home you've been dreaming of. Some seller financing considered. Seller is a Florida Licensed Realtor. Photos 10-17 show Original Layout, 18=FloorPlan, 19-37 show Back Unit, 38-49 show Front Lock-Off Apt.

2 Beds ⋅ 3 Baths ⋅ 621479 MLS

Your Old Town Key West dream can start now -- with income built in. This exceptional 2-bedroom, 2.5-bath, townhouse-style condo offers a rare combination of Old Town lifestyle, flexible living space, and income-producing potential. Currently configured with a lock-off 1-bedroom apartment, the property offers an ideal opportunity for the future Key West homeowner: enjoy the larger 1 Bedroom, 1.5 Bath unit with private garden/patio as your own Key West retreat while the lock-off apartment provides substantial annual rental income. When the time comes to make Key West your full-time home, the property can be easily converted back to its original spacious 2-bedroom townhouse-style layout. A private gated entry opens to your own generous outdoor oasis, complete with a waterfall pond, large patio, and charming ''she-shed'' -- perfect for storage, an art studio, or entertaining. Inside, you'll find high ceilings, abundant natural light, generous storage, in-unit washer/dryers, and newer stainless-steel appliances. Just two blocks from Duval Street in the heart of Old Town's vibrant Bahama Village, you're surrounded by restaurants, galleries, shops, nightlife, and countless Key West attractions -- all within easy walking distance. Whether you're ready for a Key West home now or envision making the island your full-time home in the future, this is a rare opportunity to own your piece of Old Town, enjoy income along the way, and ultimately create the spacious Key West home you've been dreaming of. Some seller financing considered. Seller is a Florida Licensed Realtor. Photos 10-17 show Original Layout, 18=FloorPlan, 19-37 show Back Unit, 38-49 show Front Lock-Off Apt.

927 Thomas St Unit 1, Key West

$3,295,000

Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

5 Beds ⋅ 4 Baths ⋅ 621477 MLS

Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

1401 Atlantic Blvd, Key West

$3,295,000

Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

5 Beds ⋅ 4 Baths ⋅ 621476 MLS

Discover the perfect blend of transient investment potential and coastal charm on Atlantic Boulevard. Just steps from the beach, this exceptional property offers a truly enchanting lifestyle with a distinctive boho-coastal aesthetic. The Atlantis House featuring five bedrooms and four bathrooms across three thoughtfully curated living spaces, this one-of-a-kind compound combines character, comfort, and style with an exciting opportunity for transient rental income. The primary residence is an exquisite 3-BR/2-BA monthly rental boasting a light-filled, open-concept floor plan for effortless island entertaining. You are welcomed into a mosaic-tiled foyer featuring whimsical swinging hammock chairs and a charming custom scooter coffee bar, flowing into spacious living areas adorned with timeless terrazzo floors. The heart of the home is a true gourmet kitchen, featuring a large island, pristine white quartz countertops, and separate Sub-Zero refrigerator and freezer. The main level offers two luxurious bedrooms opening to a beautifully landscaped fenced yard with a bistro patio. A spiral staircase leads upstairs to a third bedroom--a spectacular oasis with open water views. This level features dual sliding doors opening onto a magical, Trex rooftop terrace with a dining pergola and views of the Atlantic. It is the perfect perch to watch the sunrise with coffee in hand and return for the sunset. Around the corner are two detached, transient-licensed 1BR/1BA guest suites with dedicated parking. Both offer tasteful decor and private access to a backyard oasis with a large shared deck shaded by towering palms. Live the ultimate Key West lifestyle, a stone's throw from launching your kayak at the beach and a one-minute walk from the iconic White Street Pier. The Atlantis House conveys with its own house-made Atlantis Key Lime Pie recipe, passed from the former owner to the new owner, a tradition carried for more than 30 years. A one-of-a-kind treasure!

1401 Atlantic Blvd, Key West

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