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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

$20,000

Turnkey 14ft Mobile Coffee & Drink Trailer - Solar Powered & Ready to Roll Today! Skip the Setup - Start Earning on Day One! Turn your dream of owning a beachside coffee and beverage business into reality. This beautifully designed, 14ft mobile vending cart is fully equipped, 100% self-contained, and ready for immediate operation. Perfect for beaches, festivals, farmers markets, and private events. The Setup & Equipment: • Size & Mobility: Spacious 14ft trailer, easy to tow and park in prime waterfront or high-foot-traffic locations. • Off-Grid Power: Equipped with solar panels and a reliable generator, allowing you to run completely self-contained without needing electrical hookups. • Beverage Ready: Fully outfitted for high-volume coffee, espresso, and cold drink production. Why This is a Winning Investment: Mobile food and beverage concepts are booming, and beachside locations offer a captive, thirsty audience. Instead of spending months sourcing equipment, dealing with custom trailer builders, and waiting on installations, this unit allows you to drop your hitch and start making money this weekend.

621714 MLS

Turnkey 14ft Mobile Coffee & Drink Trailer - Solar Powered & Ready to Roll Today! Skip the Setup - Start Earning on Day One! Turn your dream of owning a beachside coffee and beverage business into reality. This beautifully designed, 14ft mobile vending cart is fully equipped, 100% self-contained, and ready for immediate operation. Perfect for beaches, festivals, farmers markets, and private events. The Setup & Equipment: • Size & Mobility: Spacious 14ft trailer, easy to tow and park in prime waterfront or high-foot-traffic locations. • Off-Grid Power: Equipped with solar panels and a reliable generator, allowing you to run completely self-contained without needing electrical hookups. • Beverage Ready: Fully outfitted for high-volume coffee, espresso, and cold drink production. Why This is a Winning Investment: Mobile food and beverage concepts are booming, and beachside locations offer a captive, thirsty audience. Instead of spending months sourcing equipment, dealing with custom trailer builders, and waiting on installations, this unit allows you to drop your hitch and start making money this weekend.

S Roosevelt Blvd, Key West

$2,650,000

Build new in Old Town, steps from the Atlantic. 711 Waddell Street offers something Key West's Historic District seldom allows: the opportunity to remove the existing 1952 concrete block ranch and build a brand-new, fully code-compliant home in its place. Plans for the new residence are currently in the City of Key West approval process, with approvals anticipated prior to closing, so the new owner can move forward with construction without starting the process from the beginning. The proposed design is a classic two-story Conch-style residence with 3 bedrooms and 3 baths. It features a full-width front porch with a balcony above, metal roof, louvered shutters, and wood entry doors, combining historic character with modern construction. Inside, the living room opens directly to a private pool, with an open kitchen and dining area at the center of the home. A ground-floor guest suite and an upstairs primary suite with walk-in closet and balcony access complete the plan. Off-street parking is included. The location is exceptional. The home sits across the street from the Atlantic Ocean and Louie's Backyard, one of Key West's most celebrated waterfront restaurants, in a quiet residential pocket of the Historic District. Morning walks along the water, sunset dinners across the street, and an easy bike ride to Duval Street are all part of daily life here. New construction means current hurricane and flood standards, new systems throughout, and finishes selected to your own taste. Buyer to verify plans, approval status, and permit requirements with the City of Key West.

3 Beds ⋅ 2 Baths ⋅ 621713 MLS

Build new in Old Town, steps from the Atlantic. 711 Waddell Street offers something Key West's Historic District seldom allows: the opportunity to remove the existing 1952 concrete block ranch and build a brand-new, fully code-compliant home in its place. Plans for the new residence are currently in the City of Key West approval process, with approvals anticipated prior to closing, so the new owner can move forward with construction without starting the process from the beginning. The proposed design is a classic two-story Conch-style residence with 3 bedrooms and 3 baths. It features a full-width front porch with a balcony above, metal roof, louvered shutters, and wood entry doors, combining historic character with modern construction. Inside, the living room opens directly to a private pool, with an open kitchen and dining area at the center of the home. A ground-floor guest suite and an upstairs primary suite with walk-in closet and balcony access complete the plan. Off-street parking is included. The location is exceptional. The home sits across the street from the Atlantic Ocean and Louie's Backyard, one of Key West's most celebrated waterfront restaurants, in a quiet residential pocket of the Historic District. Morning walks along the water, sunset dinners across the street, and an easy bike ride to Duval Street are all part of daily life here. New construction means current hurricane and flood standards, new systems throughout, and finishes selected to your own taste. Buyer to verify plans, approval status, and permit requirements with the City of Key West.

711 Waddell 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

$1,500,000

Welcome to serene lane living in the heart of Old Town. Enjoy a beautifully updated 2bd/1ba with soaring vaulted ceilings throughout. This shotgun style floor plan has been modified to create an inviting side entrance into an attractive open floor plan including a fabulous covered porch overlooking a quaint tropical garden with room for a pool. The 2 bedrooms are in the front half of the home and the primary suite enjoys use of the front porch overlooking the quiet lane. Charming spaces finished in white washed tongue and groove wood ceilings and walls with wood floors throughout. This home is finished in hardiboard siding and surrounded by brick pavers for low maintenance. A perfect move in ready island oasis offered fully furnished and professionally managed with future bookings to convey. Come see this gem situated on a peaceful one way Old Town driving lane with off street parking! Neighboring property at 832 Johnson Lane is also available for sale.

2 Beds ⋅ 1 Baths ⋅ 621705 MLS

Welcome to serene lane living in the heart of Old Town. Enjoy a beautifully updated 2bd/1ba with soaring vaulted ceilings throughout. This shotgun style floor plan has been modified to create an inviting side entrance into an attractive open floor plan including a fabulous covered porch overlooking a quaint tropical garden with room for a pool. The 2 bedrooms are in the front half of the home and the primary suite enjoys use of the front porch overlooking the quiet lane. Charming spaces finished in white washed tongue and groove wood ceilings and walls with wood floors throughout. This home is finished in hardiboard siding and surrounded by brick pavers for low maintenance. A perfect move in ready island oasis offered fully furnished and professionally managed with future bookings to convey. Come see this gem situated on a peaceful one way Old Town driving lane with off street parking! Neighboring property at 832 Johnson Lane is also available for sale.

832 Johnson Ln, 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

$849,000

Beautifully renovated 3-bedroom, 2.5-bath townhome offering a perfect blend of style, comfort, and outdoor living. The stunning chef's kitchen features custom wood cabinetry, quartz waterfall countertops, and a premium KitchenAid appliance package. Additional interior upgrades include a new central A/C system, wood flooring throughout, two completely renovated upstairs bathrooms, and the addition of a convenient half bath on the main level. Enjoy indoor-outdoor living with screened porches, weather- and UV-protective vinyl blinds on the rear deck, and an expanded backyard patio finished with flagstone pavers. The professionally designed tropical landscape, created by a landscape architect, includes irrigation, landscape lighting, and beautiful stone walkways that transform the entire property into a private island oasis. Additional improvements include impact-resistant windows, no-see-um screening, new gutters, hurricane shutters, and full screening and lattice around the base of the home. The under-house area has been enhanced with access panels, an insect and critter barrier, and additional storage space. Meticulously maintained and thoughtfully upgraded, this exceptional property offers quality craftsmanship and attention to detail at every turn. Every improvement has been carefully considered, creating a move-in-ready home that is as functional as it is beautiful. Please visit KWGCHOA.com for detailed community association information.

3 Beds ⋅ 3 Baths ⋅ 621697 MLS

Beautifully renovated 3-bedroom, 2.5-bath townhome offering a perfect blend of style, comfort, and outdoor living. The stunning chef's kitchen features custom wood cabinetry, quartz waterfall countertops, and a premium KitchenAid appliance package. Additional interior upgrades include a new central A/C system, wood flooring throughout, two completely renovated upstairs bathrooms, and the addition of a convenient half bath on the main level. Enjoy indoor-outdoor living with screened porches, weather- and UV-protective vinyl blinds on the rear deck, and an expanded backyard patio finished with flagstone pavers. The professionally designed tropical landscape, created by a landscape architect, includes irrigation, landscape lighting, and beautiful stone walkways that transform the entire property into a private island oasis. Additional improvements include impact-resistant windows, no-see-um screening, new gutters, hurricane shutters, and full screening and lattice around the base of the home. The under-house area has been enhanced with access panels, an insect and critter barrier, and additional storage space. Meticulously maintained and thoughtfully upgraded, this exceptional property offers quality craftsmanship and attention to detail at every turn. Every improvement has been carefully considered, creating a move-in-ready home that is as functional as it is beautiful. Please visit KWGCHOA.com for detailed community association information.

8 Golf Club Dr, 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

$1,500,000

Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Neighboring property at 832 Johnson Lane is also available for sale.

2 Beds ⋅ 1 Baths ⋅ 621685 MLS

Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Neighboring property at 832 Johnson Lane is also available for sale.

830 Johnson Ln, Key West

$1,500,000

Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Property is considered a legal duplex. Neighboring property at 832 Johnson Lane is also available for sale.

2 Beds ⋅ 2 Baths ⋅ 621684 MLS

Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Property is considered a legal duplex. Neighboring property at 832 Johnson Lane is also available for sale.

830 Johnson Ln, Key West

$1,400,000

Turnkey Key West Investment Property with Transient Rental License! Located in the heart of Old Town, just steps from Duval Street, this charming 1-bedroom, 1.5-bathroom townhouse offers an attractive opportunity to own an income-producing property in one of Key West's most desirable locations. With a transient rental license, this property allows for short-term vacation rental potential while also serving as a personal island getaway when not in use. The first floor features an open-concept living and dining area, an open kitchen, a convenient half bath, and durable tile flooring throughout. Upstairs, the spacious bedroom offers abundant natural light, ample storage, wood flooring, and a full bathroom with a walk-in shower. The property is offered fully furnished and turnkey, making it well suited for an investor seeking a vacation rental property without the added expense and effort of furnishing it. Gated common areas enhance the appeal with lush tropical landscaping, a charming courtyard, and a shared heated swimming pool, providing desirable amenities for vacation guests. With its prime Old Town location near Duval Street's restaurants, shops, and nightlife, combined with a transient rental license and turnkey condition, this townhouse presents a compelling opportunity for investors seeking a Key West vacation rental property with personal-use flexibility.

1 Beds ⋅ 2 Baths ⋅ 621683 MLS

Turnkey Key West Investment Property with Transient Rental License! Located in the heart of Old Town, just steps from Duval Street, this charming 1-bedroom, 1.5-bathroom townhouse offers an attractive opportunity to own an income-producing property in one of Key West's most desirable locations. With a transient rental license, this property allows for short-term vacation rental potential while also serving as a personal island getaway when not in use. The first floor features an open-concept living and dining area, an open kitchen, a convenient half bath, and durable tile flooring throughout. Upstairs, the spacious bedroom offers abundant natural light, ample storage, wood flooring, and a full bathroom with a walk-in shower. The property is offered fully furnished and turnkey, making it well suited for an investor seeking a vacation rental property without the added expense and effort of furnishing it. Gated common areas enhance the appeal with lush tropical landscaping, a charming courtyard, and a shared heated swimming pool, providing desirable amenities for vacation guests. With its prime Old Town location near Duval Street's restaurants, shops, and nightlife, combined with a transient rental license and turnkey condition, this townhouse presents a compelling opportunity for investors seeking a Key West vacation rental property with personal-use flexibility.

921 Center St Unit 2, Key West

$1,200,000

A rare opportunity to acquire two established and complimentary hospitality businesses operating side by side in one of Key West's most desirable and recognizable Old Town neighborhoods. La Crêperie French Café and ViV Wine Bistro offer a distinctive day to night business model at 300 Petronia Street, in the heart of Bahama Village and directly across from the iconic Blue Heaven. The businesses operate as separate concepts while naturally complementing one another, creating an exceptional opportunity for an owner operator, hospitality group, or investor seeking an established Key West platform. La Crêperie brings a charming French café experience to Key West, specializing in freshly prepared sweet and savory crêpes, traditional galettes, French pastries, coffee, cheeses and charcuterie. Its inviting European atmosphere and established identity have made it a beloved part of the local dining scene. Next door, ViV Wine Bistro transitions the experience into the evening, offering an intimate French inspired setting centered around thoughtfully selected wines, artisan cheeses, charcuterie, tapas and classic French inspired dishes. Live music and special events further enhance ViV's appeal as an evening destination. Together, the businesses create a compelling operating model: French café by day and wine bistro by night, with two recognizable concepts, complementary dining occasions and the ability to capture both visitor and local clientele. The property is leased through October 2034, providing meaningful lease runway for an incoming operator, subject to lease assignment and landlord approval. • Two established businesses offered together as one acquisition • Established brands and loyal customer base • Distinctive French culinary identity • Complementary daytime and evening operations • Existing restaurant infrastructure and operating systems • Long term lease in place Opportunity to expand catering, private events, special programming an

3 Baths ⋅ 621681 MLS

A rare opportunity to acquire two established and complimentary hospitality businesses operating side by side in one of Key West's most desirable and recognizable Old Town neighborhoods. La Crêperie French Café and ViV Wine Bistro offer a distinctive day to night business model at 300 Petronia Street, in the heart of Bahama Village and directly across from the iconic Blue Heaven. The businesses operate as separate concepts while naturally complementing one another, creating an exceptional opportunity for an owner operator, hospitality group, or investor seeking an established Key West platform. La Crêperie brings a charming French café experience to Key West, specializing in freshly prepared sweet and savory crêpes, traditional galettes, French pastries, coffee, cheeses and charcuterie. Its inviting European atmosphere and established identity have made it a beloved part of the local dining scene. Next door, ViV Wine Bistro transitions the experience into the evening, offering an intimate French inspired setting centered around thoughtfully selected wines, artisan cheeses, charcuterie, tapas and classic French inspired dishes. Live music and special events further enhance ViV's appeal as an evening destination. Together, the businesses create a compelling operating model: French café by day and wine bistro by night, with two recognizable concepts, complementary dining occasions and the ability to capture both visitor and local clientele. The property is leased through October 2034, providing meaningful lease runway for an incoming operator, subject to lease assignment and landlord approval. • Two established businesses offered together as one acquisition • Established brands and loyal customer base • Distinctive French culinary identity • Complementary daytime and evening operations • Existing restaurant infrastructure and operating systems • Long term lease in place Opportunity to expand catering, private events, special programming an

300 Petronia St, 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

$1,725,000

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

$1,375,000

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

$4,400,000

BRAND NEW CONSTRUCTION MIDTOWN WEST Meticulously crafted by a local luxury builder, this exceptional new 4 bedroom 3 bath residence combines superior construction, thoughtful architectural design and exquisite attention to detail to create effortless tropical elegance. Step inside to soaring 20-foot ceilings, a light-filled open floor complimented by 12'x40' tile flooring. A striking floating staircase with open wood treads adds architectural flair. The gourmet kitchen showcases custom Hanson and Bringle cabinetry, granite countertops and premium stainless steel Thermadore appliances, with a central island and built in wet bar. The second level features two bedrooms with a Jack-and-Jill bath, while the third level offers an expansive mezzanine, with wet bar and luxurious second primary suite with soaking tub and separate shower. Custom white oak flooring, motorized Hunter Douglas Pirouette window treatments and designer lighting reflect the exceptional quality throughout. Designed for seamless indoor-outdoor living, the lush tropical setting features a heated 10' x 20' saltwater pool with six-foot swim-out, outdoor shower and exquisite outdoor kitchen with built-ins, refrigeration and grilling area. Five private porches invite morning coffee, afternoon breezes and relaxed evenings under the stars, buffeted by lushly landscaped grounds. Quality is evident in every detail, from premium Andersen impact-resistant windows and a standing-seam metal roof to Hardie board siding, AZEK trim, extensive closed-cell insulation and dual high-efficiency Mitsubishi A/C systems. A two-car tandem garage completes this thoughtfully designed island retreat, where enduring craftsmanship meets sophisticated tropical luxury in a family friendly neighborhood. Completion date Jan '27. More images to follow. Front image has been digitally created.

4 Beds ⋅ 3 Baths ⋅ 621671 MLS

BRAND NEW CONSTRUCTION MIDTOWN WEST Meticulously crafted by a local luxury builder, this exceptional new 4 bedroom 3 bath residence combines superior construction, thoughtful architectural design and exquisite attention to detail to create effortless tropical elegance. Step inside to soaring 20-foot ceilings, a light-filled open floor complimented by 12'x40' tile flooring. A striking floating staircase with open wood treads adds architectural flair. The gourmet kitchen showcases custom Hanson and Bringle cabinetry, granite countertops and premium stainless steel Thermadore appliances, with a central island and built in wet bar. The second level features two bedrooms with a Jack-and-Jill bath, while the third level offers an expansive mezzanine, with wet bar and luxurious second primary suite with soaking tub and separate shower. Custom white oak flooring, motorized Hunter Douglas Pirouette window treatments and designer lighting reflect the exceptional quality throughout. Designed for seamless indoor-outdoor living, the lush tropical setting features a heated 10' x 20' saltwater pool with six-foot swim-out, outdoor shower and exquisite outdoor kitchen with built-ins, refrigeration and grilling area. Five private porches invite morning coffee, afternoon breezes and relaxed evenings under the stars, buffeted by lushly landscaped grounds. Quality is evident in every detail, from premium Andersen impact-resistant windows and a standing-seam metal roof to Hardie board siding, AZEK trim, extensive closed-cell insulation and dual high-efficiency Mitsubishi A/C systems. A two-car tandem garage completes this thoughtfully designed island retreat, where enduring craftsmanship meets sophisticated tropical luxury in a family friendly neighborhood. Completion date Jan '27. More images to follow. Front image has been digitally created.

1618 South Street, 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

$1,249,000

A RARE OLD TOWN FIND -- LOCATION, LIFESTYLE & INVESTMENT POTENTIAL! A MUST-SEE for the savvy investor, seasonal resident, or anyone dreaming of owning a piece of the Key West lifestyle! Tucked inside Windward Park, an intimate gated enclave of just 13 townhomes, this 2BD/2BA residence delivers the kind of winning combination that makes Old Town Key West so irresistible: a coveted downtown address, tropical surroundings, and a sense of privacy just one and a half blocks from the energy of Duval Street. World-class dining, lively bars, charming boutiques, and the unmistakable spirit of Key West are all just moments away. Think location, location, LOCATION -- with a tropical twist! Built in the late 1980s, Windward Park is one of the few small gated communities in the heart of Old Town. Beyond the gated entrance, a sparkling community pool and lush tropical gardens create a private oasis that feels worlds away from the bustle outside. Here, you can enjoy the best of both worlds: the excitement of downtown living and a peaceful retreat to call your own. Positioned as the first townhome on the left as you enter the community, this residence welcomes you with a charming front porch overlooking the pool and gardens. Inside, 1,120 square feet of versatile living space offer two bedrooms and two baths, with a layout that accommodates a variety of lifestyles. The ground-floor bedroom opens to its own sunny private patio -- an inviting setting for al fresco dining, entertaining, or enjoying the laid-back island atmosphere. Its convenient downstairs location also offers flexibility for guests or those who prefer a no-stairs bedroom option. THE OPPORTUNITY? 606 Truman deserves a closer look. Its central location, gated setting, community pool, off street parking spot and turnkey offering make it an appealing candidate for buyers looking to combine personal enjoyment and income potential.

2 Beds ⋅ 2 Baths ⋅ 621668 MLS

A RARE OLD TOWN FIND -- LOCATION, LIFESTYLE & INVESTMENT POTENTIAL! A MUST-SEE for the savvy investor, seasonal resident, or anyone dreaming of owning a piece of the Key West lifestyle! Tucked inside Windward Park, an intimate gated enclave of just 13 townhomes, this 2BD/2BA residence delivers the kind of winning combination that makes Old Town Key West so irresistible: a coveted downtown address, tropical surroundings, and a sense of privacy just one and a half blocks from the energy of Duval Street. World-class dining, lively bars, charming boutiques, and the unmistakable spirit of Key West are all just moments away. Think location, location, LOCATION -- with a tropical twist! Built in the late 1980s, Windward Park is one of the few small gated communities in the heart of Old Town. Beyond the gated entrance, a sparkling community pool and lush tropical gardens create a private oasis that feels worlds away from the bustle outside. Here, you can enjoy the best of both worlds: the excitement of downtown living and a peaceful retreat to call your own. Positioned as the first townhome on the left as you enter the community, this residence welcomes you with a charming front porch overlooking the pool and gardens. Inside, 1,120 square feet of versatile living space offer two bedrooms and two baths, with a layout that accommodates a variety of lifestyles. The ground-floor bedroom opens to its own sunny private patio -- an inviting setting for al fresco dining, entertaining, or enjoying the laid-back island atmosphere. Its convenient downstairs location also offers flexibility for guests or those who prefer a no-stairs bedroom option. THE OPPORTUNITY? 606 Truman deserves a closer look. Its central location, gated setting, community pool, off street parking spot and turnkey offering make it an appealing candidate for buyers looking to combine personal enjoyment and income potential.

606 Truman Ave Unit APT 1, Key West

$90,000

S.T.S. Food Truck (Sliders, Tacos & Sammies) is ready to roll and start serving. This is a 2014 Dodge Ram 2500 ProMaster food van with only 50,000 miles. This is a true turnkey-style setup for operators who want a clean, capable build-out and the flexibility only a van can offer--drive in, serve, and roll out with ease for private events, weddings, catering, and high-traffic venues. Included equipment: A/C, Awning, (2) propane tanks, generator, refrigerator, prep station coolers, stovetop, flat-grill, BBQ smoker, food warmer, steam table, exhaust hood & fan, worktable, hot water heater, hand-wash sink, triple sink, fresh & gray water tanks, fire extinguishers, and a professional fire suppression system. Everything is up to code. Operating history includes major success at farmers markets from Key West to Sugarloaf to Big Pine, plus concerts and special catering events. Sale includes food van and all tangible equipment only. Licenses and permits are non-transferable; however, are easily obtained and at a reasonable cost. No outstanding debts. Seller is exiting due to time constraints. Equipment may be removed if you want a custom reconfiguration.

621656 MLS

S.T.S. Food Truck (Sliders, Tacos & Sammies) is ready to roll and start serving. This is a 2014 Dodge Ram 2500 ProMaster food van with only 50,000 miles. This is a true turnkey-style setup for operators who want a clean, capable build-out and the flexibility only a van can offer--drive in, serve, and roll out with ease for private events, weddings, catering, and high-traffic venues. Included equipment: A/C, Awning, (2) propane tanks, generator, refrigerator, prep station coolers, stovetop, flat-grill, BBQ smoker, food warmer, steam table, exhaust hood & fan, worktable, hot water heater, hand-wash sink, triple sink, fresh & gray water tanks, fire extinguishers, and a professional fire suppression system. Everything is up to code. Operating history includes major success at farmers markets from Key West to Sugarloaf to Big Pine, plus concerts and special catering events. Sale includes food van and all tangible equipment only. Licenses and permits are non-transferable; however, are easily obtained and at a reasonable cost. No outstanding debts. Seller is exiting due to time constraints. Equipment may be removed if you want a custom reconfiguration.

Duval St Unit Food Truck, 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

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