$875,000 If you need more dockage than most half duplexes in Key Colony Beach, here it is. This property offers an impressive 42 feet of dockage with a concrete seawall and wooden step-down dock, ready for your big boat and all your water toys. Exceptionally maintained by the same family for over 40 years, this home shows true pride of ownership from the moment you enter the open-concept kitchen, dining and living area. A large impact slider and picture window fill the space with natural light and frame beautiful views of the 100 foot wide canal. These refreshing water views invite you onto the covered porch, ideal for entertaining, outdoor dining or simply relaxing and enjoying the island lifestyle. Boaters, anglers, divers and nature lovers will appreciate the brief 5 minute cruise to both the open ocean and the open gulf. The location also offers excellent proximity to major airports including 10 to 15 minutes to Marathon International, just over an hour to Key West International, 2 hours to Miami International and 2.5 hours to Fort Lauderdale International. Key Colony Beach is known as the gem of the Florida Keys and features a 15 street island layout perfect for biking along with pickleball, golf, a marina, three playgrounds, bocce ball, horseshoes, a post office, three restaurants and iconic Sunset Park. Paradise is waiting for you here and this island lifestyle can be yours. 2 Beds ⋅ 2 Baths ⋅ 617494 MLS If you need more dockage than most half duplexes in Key Colony Beach, here it is. This property offers an impressive 42 feet of dockage with a concrete seawall and wooden step-down dock, ready for your big boat and all your water toys. Exceptionally maintained by the same family for over 40 years, this home shows true pride of ownership from the moment you enter the open-concept kitchen, dining and living area. A large impact slider and picture window fill the space with natural light and frame beautiful views of the 100 foot wide canal. These refreshing water views invite you onto the covered porch, ideal for entertaining, outdoor dining or simply relaxing and enjoying the island lifestyle. Boaters, anglers, divers and nature lovers will appreciate the brief 5 minute cruise to both the open ocean and the open gulf. The location also offers excellent proximity to major airports including 10 to 15 minutes to Marathon International, just over an hour to Key West International, 2 hours to Miami International and 2.5 hours to Fort Lauderdale International. Key Colony Beach is known as the gem of the Florida Keys and features a 15 street island layout perfect for biking along with pickleball, golf, a marina, three playgrounds, bocce ball, horseshoes, a post office, three restaurants and iconic Sunset Park. Paradise is waiting for you here and this island lifestyle can be yours. 261 9th St, Key Colony
$875,000 This is the house for your boat! Priced to sell! ENDLESS OCEANFRONT LIVING - 47' SEAWALL Wake up every morning to sweeping sunrises & unobstructed views of the turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront home. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water & an unmatched boating lifestyle. Designed with serious boaters in mind, the property features a 47' seawall with over 4 feet of control depth, allowing for larger vessels. The dock is fully equipped with heavy-duty padded dock posts, cleats, a fish cleaning table, swim ladder, & mooring whips, with quick & easy access to BOTH the Atlantic Ocean & the Gulf in just minutes. Inside, the home is bright, spacious, & impeccably maintained. The open living area is framed by oversized hurricane impact windows, flooding the space with natural light while showcasing stunning, unobstructed Atlantic Ocean views. Inside is a relaxed coastal atmosphere while maintaining a clean, sophisticated feel. The fully updated kitchen features white cabinetry, stainless steel appliances, Corian countertops, & a translucent glass tile backsplash. The home was completely remodeled in 2016, with every detail thoughtfully updated, & new AC systems installed in 2024. Step out from the living area onto a large covered oceanfront porch, an ideal setting for entertaining, dining, or simply watching dolphins play & pelicans glide by. The primary suite offers generous storage & a private en-suite bath with an oversized tiled walk-in shower featuring double shower heads & a built-in bench. The guest bedroom enjoys convenient access to the second full bathroom, which mirrors the same high-end tiled walk-in shower. The community amenities elevate the lifestyle even further with a massive saltwater swimming pool overlooking the ocean, a community marina with fuel station, boat ramp, & on-site boat wash 2 Beds ⋅ 2 Baths ⋅ 618106 MLS This is the house for your boat! Priced to sell! ENDLESS OCEANFRONT LIVING - 47' SEAWALL Wake up every morning to sweeping sunrises & unobstructed views of the turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront home. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water & an unmatched boating lifestyle. Designed with serious boaters in mind, the property features a 47' seawall with over 4 feet of control depth, allowing for larger vessels. The dock is fully equipped with heavy-duty padded dock posts, cleats, a fish cleaning table, swim ladder, & mooring whips, with quick & easy access to BOTH the Atlantic Ocean & the Gulf in just minutes. Inside, the home is bright, spacious, & impeccably maintained. The open living area is framed by oversized hurricane impact windows, flooding the space with natural light while showcasing stunning, unobstructed Atlantic Ocean views. Inside is a relaxed coastal atmosphere while maintaining a clean, sophisticated feel. The fully updated kitchen features white cabinetry, stainless steel appliances, Corian countertops, & a translucent glass tile backsplash. The home was completely remodeled in 2016, with every detail thoughtfully updated, & new AC systems installed in 2024. Step out from the living area onto a large covered oceanfront porch, an ideal setting for entertaining, dining, or simply watching dolphins play & pelicans glide by. The primary suite offers generous storage & a private en-suite bath with an oversized tiled walk-in shower featuring double shower heads & a built-in bench. The guest bedroom enjoys convenient access to the second full bathroom, which mirrors the same high-end tiled walk-in shower. The community amenities elevate the lifestyle even further with a massive saltwater swimming pool overlooking the ocean, a community marina with fuel station, boat ramp, & on-site boat wash 701 Spanish Main Dr Unit 47, Cudjoe
$874,999 This sophisticated residence features off-street parking for two vehicles or a boat and is just a block away from the community boat ramp. Recent upgrades include hardie board siding, acoustic, and hurricane-rated doors and windows. An independent storage shed that offers additional storage space. The backyard provides a serene outdoor area perfect for enjoying the island lifestyle. The focus on high-quality finishes, expansive outdoor living, and an inviting design radiates luxury and comfort, making it ideal for entertaining friends and family. The location provides convenient access to exceptional dining, coffee shops, shopping, as well as recreational amenities such as sports venues and schools. Its proximity to the beach and downtown, coupled with low-maintenance landscaping, enhances its appeal and renders it a perfect choice for embracing the island lifestyle with luxury and comfort. 3 Beds ⋅ 2 Baths ⋅ 619565 MLS This sophisticated residence features off-street parking for two vehicles or a boat and is just a block away from the community boat ramp. Recent upgrades include hardie board siding, acoustic, and hurricane-rated doors and windows. An independent storage shed that offers additional storage space. The backyard provides a serene outdoor area perfect for enjoying the island lifestyle. The focus on high-quality finishes, expansive outdoor living, and an inviting design radiates luxury and comfort, making it ideal for entertaining friends and family. The location provides convenient access to exceptional dining, coffee shops, shopping, as well as recreational amenities such as sports venues and schools. Its proximity to the beach and downtown, coupled with low-maintenance landscaping, enhances its appeal and renders it a perfect choice for embracing the island lifestyle with luxury and comfort. 2805 Flagler Ave, Key West
$874,500 A bougainvillea-covered trellis and cozy front gate welcome you! Charming, secluded island retreat overlooks the Key West Golf Course. Within the gated KW Golf Club community, this beautifully maintained home offers a rare combination of privacy, tropical ambiance, truly unique architectural features. One of the most exceptional attributes is its expansive wraparound verandas on both levels, a customized feature found in only 1 townhome building w/in the entire community. These divine outdoor living spaces create an extraordinary extension of the home w/seamless indoor-outdoor island living, panoramic tropical views, refreshing S.E./S.W. breezes flowing throughout. Spacious interior features: upgraded Italian ceramic tile on main level, luxury vinyl flooring on steps/upstairs, vaulted ceilings, creating an open atmosphere. Custom kitchen offers ceiling-height cabinetry, granite countertops, upgraded stainless appliances, generous prep space. French doors throughout the residence invite natural light into every room while enhancing the true ''island residence'' experience. Convenient powder rm. downstairs, separate washing machine/dryer closet. Spacious living/dining room areas, taller ceiling, 2 nautical fans, leading directly to an amazing, tranquil space. The lower-level tiled veranda, dual ceiling fans, functions beautifully as an additional entertaining area, more generous in size compared to most homes. Hidden behind layers of tropical foliage, the rear yard feels like a secret island garden. Expansive Boston brick patio, towering palms, soothing heated jacuzzi, reminiscent of a boutique resort tucked quietly along #2 tee box/fairway. Gentle tropical breezes, surrounding greenery provides privacy/serenity. The primary bdrm. is en-suite w/French doors opening onto expansive upper veranda. 2 guest bedrooms w/shared bath each w/French doors. Extraordinary opportunity to own a private tropical retreat, classic KW architecture charm, laid-back sophistication & more 3 Beds ⋅ 3 Baths ⋅ 619867 MLS A bougainvillea-covered trellis and cozy front gate welcome you! Charming, secluded island retreat overlooks the Key West Golf Course. Within the gated KW Golf Club community, this beautifully maintained home offers a rare combination of privacy, tropical ambiance, truly unique architectural features. One of the most exceptional attributes is its expansive wraparound verandas on both levels, a customized feature found in only 1 townhome building w/in the entire community. These divine outdoor living spaces create an extraordinary extension of the home w/seamless indoor-outdoor island living, panoramic tropical views, refreshing S.E./S.W. breezes flowing throughout. Spacious interior features: upgraded Italian ceramic tile on main level, luxury vinyl flooring on steps/upstairs, vaulted ceilings, creating an open atmosphere. Custom kitchen offers ceiling-height cabinetry, granite countertops, upgraded stainless appliances, generous prep space. French doors throughout the residence invite natural light into every room while enhancing the true ''island residence'' experience. Convenient powder rm. downstairs, separate washing machine/dryer closet. Spacious living/dining room areas, taller ceiling, 2 nautical fans, leading directly to an amazing, tranquil space. The lower-level tiled veranda, dual ceiling fans, functions beautifully as an additional entertaining area, more generous in size compared to most homes. Hidden behind layers of tropical foliage, the rear yard feels like a secret island garden. Expansive Boston brick patio, towering palms, soothing heated jacuzzi, reminiscent of a boutique resort tucked quietly along #2 tee box/fairway. Gentle tropical breezes, surrounding greenery provides privacy/serenity. The primary bdrm. is en-suite w/French doors opening onto expansive upper veranda. 2 guest bedrooms w/shared bath each w/French doors. Extraordinary opportunity to own a private tropical retreat, classic KW architecture charm, laid-back sophistication & more 56 Golf Club Dr, Key West
$873,000 STRAIGHT SHOT to deep-water and 10 minutes to Key West. You will love beautiful Geiger Key with world-class angling, boating, and diving right from your own backyard. Offering the fastest track to blue water and offshore fishing in the Lower Keys, this house is 9 houses back from open water! 157 Mars Ln is an elevated, 3 bedroom, 2 full bath canal home with a 45 ft seawall. NO bridges, shallows or mangroves to navigate here. Bright and cheerful with an open floor plan and high ceilings, there is a permitted downstairs enclosure with almost 400 additional sf and a lovely, screened in covered porch overlooking the canal. Indoor/outdoor living is the best! Easy to maintain, over-sized corner lot w/ covered driveway and extra parking for multiple vehicles, boat trailers and an RV. An expansive, covered patio (446 sf) for those warmer days when you need a shady respite is a delightful feature of the home. Lush, manicured landscaping and tidy graveled grounds offer a serene, tropical space with easy upkeep. Outside shower, fish cutting station and room for a pool! Newer metal roof and LOW INSURANCES! Geiger Key is a fabulous neighborhood with a mix of full-time and winter residents. It offers superior boating and a laid back atmosphere. You will love the relaxing, Old Keys lifestyle. The days drift by and life is more simple here, leaving more time to enjoy the outdoors and island vibe. World-famous Geiger Key Marina and Fish Camp is just around the corner for great food, drinks and live music. It's the Lower Keys best kept secret and serene Boca Chica Beach Park is just down the road, perfect for birding, shell collecting and nature walks. This is a great home for a family or second homeowner who dreams of a waterfront getaway in the Keys. Dockage will easily allow for a 32 foot boat and is just nine houses back from open water. A MUST SEE: great, solid home, superior boating, quick access to Key West and an affordable price! 3 Beds ⋅ 2 Baths ⋅ 619973 MLS STRAIGHT SHOT to deep-water and 10 minutes to Key West. You will love beautiful Geiger Key with world-class angling, boating, and diving right from your own backyard. Offering the fastest track to blue water and offshore fishing in the Lower Keys, this house is 9 houses back from open water! 157 Mars Ln is an elevated, 3 bedroom, 2 full bath canal home with a 45 ft seawall. NO bridges, shallows or mangroves to navigate here. Bright and cheerful with an open floor plan and high ceilings, there is a permitted downstairs enclosure with almost 400 additional sf and a lovely, screened in covered porch overlooking the canal. Indoor/outdoor living is the best! Easy to maintain, over-sized corner lot w/ covered driveway and extra parking for multiple vehicles, boat trailers and an RV. An expansive, covered patio (446 sf) for those warmer days when you need a shady respite is a delightful feature of the home. Lush, manicured landscaping and tidy graveled grounds offer a serene, tropical space with easy upkeep. Outside shower, fish cutting station and room for a pool! Newer metal roof and LOW INSURANCES! Geiger Key is a fabulous neighborhood with a mix of full-time and winter residents. It offers superior boating and a laid back atmosphere. You will love the relaxing, Old Keys lifestyle. The days drift by and life is more simple here, leaving more time to enjoy the outdoors and island vibe. World-famous Geiger Key Marina and Fish Camp is just around the corner for great food, drinks and live music. It's the Lower Keys best kept secret and serene Boca Chica Beach Park is just down the road, perfect for birding, shell collecting and nature walks. This is a great home for a family or second homeowner who dreams of a waterfront getaway in the Keys. Dockage will easily allow for a 32 foot boat and is just nine houses back from open water. A MUST SEE: great, solid home, superior boating, quick access to Key West and an affordable price! 157 Mars Ln, Geiger
$869,999 Waterfront Living in Desirable Key Colony Beach! Beautifully updated 2-bedroom, 2-bath waterfront half duplex located in the highly sought-after Key Colony Beach community. Boaters will appreciate the 37.5 feet of dockage with quick access to the open water, making it the perfect home for enjoying the Florida Keys lifestyle. The interior was remodeled in 2018 and features porcelain tile flooring throughout, granite countertops, stainless steel appliances, a glass tile backsplash, soft-close cabinetry with convenient pull-out drawers, and an open, functional layout. Elevated hot water pipes provide added peace of mind, while the roof was replaced in late October 2017. Outside, you'll find ample parking for multiple vehicles, a boat trailer, and even a motorhome with dedicated water and electric hookups. The spacious covered carport offers abundant storage for all your boating, fishing, and outdoor gear. 2 Beds ⋅ 2 Baths ⋅ 620511 MLS Waterfront Living in Desirable Key Colony Beach! Beautifully updated 2-bedroom, 2-bath waterfront half duplex located in the highly sought-after Key Colony Beach community. Boaters will appreciate the 37.5 feet of dockage with quick access to the open water, making it the perfect home for enjoying the Florida Keys lifestyle. The interior was remodeled in 2018 and features porcelain tile flooring throughout, granite countertops, stainless steel appliances, a glass tile backsplash, soft-close cabinetry with convenient pull-out drawers, and an open, functional layout. Elevated hot water pipes provide added peace of mind, while the roof was replaced in late October 2017. Outside, you'll find ample parking for multiple vehicles, a boat trailer, and even a motorhome with dedicated water and electric hookups. The spacious covered carport offers abundant storage for all your boating, fishing, and outdoor gear. 581 9th St, Key Colony
$869,000 Welcome to your own slice of paradise in the Florida Keys! This beautifully renovated 2-bedroom, 2-bath waterfront (35' seawall dock) home is located in the highly desirable Venture Out Resort, one of the Keys' premier gated waterfront communities. Whether you're looking for a profitable rental, a seasonal getaway, or your forever island home, this property has the perfect combination of luxury, recreation, and exceptional investment potential. This home has an established rental history and consistently generates over $110,000 in annual gross rental income(rent rolls available), making it an outstanding turnkey investment. The home comes fully furnished and equipped, allowing the next owner to continue renting immediately or begin enjoying it from day one. The waterfront setting allows you to launch your boat, return to your own 35-foot dock, and spend your days enjoying everything the Keys is all about. The property also includes recreational equipment such as kayaks, bicycles, outdoor games, and a grill, creating an unforgettable experience for both owners and guests. Conveniently located in the lower keys on Cudjoe Key, the property is close to Key West with easy access to world-class restaurants, shopping, nightlife, fishing, diving, snorkeling, and endless boating opportunities. Marathon is also just a short drive away, placing you in the center of everything. Whether you're seeking a high-performing rental, a waterfront retirement retreat, or the perfect family vaca home, this property delivers on every level. Opportunities to own a fully renovated, income-producing waterfront home with proven rental performance in Venture Out are rare. 2 Beds ⋅ 2 Baths ⋅ 620930 MLS Welcome to your own slice of paradise in the Florida Keys! This beautifully renovated 2-bedroom, 2-bath waterfront (35' seawall dock) home is located in the highly desirable Venture Out Resort, one of the Keys' premier gated waterfront communities. Whether you're looking for a profitable rental, a seasonal getaway, or your forever island home, this property has the perfect combination of luxury, recreation, and exceptional investment potential. This home has an established rental history and consistently generates over $110,000 in annual gross rental income(rent rolls available), making it an outstanding turnkey investment. The home comes fully furnished and equipped, allowing the next owner to continue renting immediately or begin enjoying it from day one. The waterfront setting allows you to launch your boat, return to your own 35-foot dock, and spend your days enjoying everything the Keys is all about. The property also includes recreational equipment such as kayaks, bicycles, outdoor games, and a grill, creating an unforgettable experience for both owners and guests. Conveniently located in the lower keys on Cudjoe Key, the property is close to Key West with easy access to world-class restaurants, shopping, nightlife, fishing, diving, snorkeling, and endless boating opportunities. Marathon is also just a short drive away, placing you in the center of everything. Whether you're seeking a high-performing rental, a waterfront retirement retreat, or the perfect family vaca home, this property delivers on every level. Opportunities to own a fully renovated, income-producing waterfront home with proven rental performance in Venture Out are rare. 701 Spanish Main Dr Unit LOT 559, Cudjoe
$868,000 Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular attractions. Inside, you'll find a bright, open-concept living space featuring elegant quartz countertops, contemporary white cabinetry, and a thoughtfully designed layout that maximizes comfort and functionality. The spacious primary suite and guest bedroom provide comfortable accommodations, while the open living and dining areas create the perfect setting for relaxing or entertaining. A private balcony offers the ideal place to unwind and enjoy breathtaking sunset views over the island. This turnkey condo is equipped with a beautifully updated kitchen, in-unit washer and dryer, and central air conditioning, making it equally appealing as a primary residence, second home, or investment property. Owners and guests enjoy access to resort-style amenities including a shared heated swimming pool, hot tub, tennis court, and beautiful walking and biking paths. The community's convenient location near Key West International Airport and just a short drive from Duval Street provides easy access to world-class dining, nightlife, shopping, fishing, and water sports. With its coveted transient rental license, updated interior, desirable amenities, and strong vacation rental potential, this Key West condo presents an outstanding opportunity to own a piece of paradise while generating income in one of Florida's most sought-after destinations. 2 Beds ⋅ 2 Baths ⋅ 620198 MLS Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular attractions. Inside, you'll find a bright, open-concept living space featuring elegant quartz countertops, contemporary white cabinetry, and a thoughtfully designed layout that maximizes comfort and functionality. The spacious primary suite and guest bedroom provide comfortable accommodations, while the open living and dining areas create the perfect setting for relaxing or entertaining. A private balcony offers the ideal place to unwind and enjoy breathtaking sunset views over the island. This turnkey condo is equipped with a beautifully updated kitchen, in-unit washer and dryer, and central air conditioning, making it equally appealing as a primary residence, second home, or investment property. Owners and guests enjoy access to resort-style amenities including a shared heated swimming pool, hot tub, tennis court, and beautiful walking and biking paths. The community's convenient location near Key West International Airport and just a short drive from Duval Street provides easy access to world-class dining, nightlife, shopping, fishing, and water sports. With its coveted transient rental license, updated interior, desirable amenities, and strong vacation rental potential, this Key West condo presents an outstanding opportunity to own a piece of paradise while generating income in one of Florida's most sought-after destinations. 3625 Seaside Dr Unit 25410, Key West
$865,000 Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: easy living, a sought-after location, and true indoor-outdoor charm. Set on the second floor, the condo features two private balconies, one in front and one in back, perfect for enjoying tropical breezes, morning coffee, or a quiet moment after a day downtown. Inside, the open living area flows comfortably into a modern kitchen, creating an inviting space for relaxing or entertaining. A uniquely spacious bathroom, rarely found in Shipyard condos, adds extra comfort and practicality. Offered fully furnished, this home is move-in ready and well positioned for personal use or rental income. The lushly landscaped Shipyard community offers a pool, winding paths, and a peaceful setting just moments from Fort Zachary Taylor State Park, the waterfront, Truman Annex, and the restaurants, galleries, and energy of Duval Street. Whether you are looking for a Key West getaway, full-time island home, or investment property, this condo delivers location, lifestyle, and ease in one of Old Town's most desirable communities. 2 Beds ⋅ 1 Baths ⋅ 620303 MLS Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: easy living, a sought-after location, and true indoor-outdoor charm. Set on the second floor, the condo features two private balconies, one in front and one in back, perfect for enjoying tropical breezes, morning coffee, or a quiet moment after a day downtown. Inside, the open living area flows comfortably into a modern kitchen, creating an inviting space for relaxing or entertaining. A uniquely spacious bathroom, rarely found in Shipyard condos, adds extra comfort and practicality. Offered fully furnished, this home is move-in ready and well positioned for personal use or rental income. The lushly landscaped Shipyard community offers a pool, winding paths, and a peaceful setting just moments from Fort Zachary Taylor State Park, the waterfront, Truman Annex, and the restaurants, galleries, and energy of Duval Street. Whether you are looking for a Key West getaway, full-time island home, or investment property, this condo delivers location, lifestyle, and ease in one of Old Town's most desirable communities. 204 Southard St Unit 5, Key West
$864,000 Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening, creating a truly turnkey island retreat. The spacious screened porch extends the living area outdoors, providing an inviting setting to relax, entertain, and enjoy the gentle island breezes year-round. Outside, unwind along the canal and take advantage of the durable composite dock with quick boating access to Pine Channel--perfect for fishing excursions, waterfront dining by boat, or unforgettable sunset cruises. Whether you're searching for a full-time residence, seasonal escape, or weekend getaway, this exceptional property captures the charm, tranquility, and effortless lifestyle that make the Florida Keys so desirable. 2 Beds ⋅ 2 Baths ⋅ 619841 MLS Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening, creating a truly turnkey island retreat. The spacious screened porch extends the living area outdoors, providing an inviting setting to relax, entertain, and enjoy the gentle island breezes year-round. Outside, unwind along the canal and take advantage of the durable composite dock with quick boating access to Pine Channel--perfect for fishing excursions, waterfront dining by boat, or unforgettable sunset cruises. Whether you're searching for a full-time residence, seasonal escape, or weekend getaway, this exceptional property captures the charm, tranquility, and effortless lifestyle that make the Florida Keys so desirable. 3674 S Seas St, Big Pine
$860,000 Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees. The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home conveniences. The kitchen is well appointed with stainless steel appliances including newer refrigerator, microwave, and dishwasher, along with tasteful under-cabinet lighting. The upstairs primary suite offers vaulted ceilings, a private screened porch, walk-in closet, and a fully remodeled bathroom. A custom wall of built-in bookcases with a rolling library ladder provides a striking focal point and versatile space for books, art, or display. Upstairs you will also find the laundry area with a new washer, and a pull-down attic stairs providing additional storage. Outdoor living is exceptional. The front porch has been rebuilt with Azek decking and doubled pilings, while the expanded back porch includes steel beams, doubled pilings, an awning, and Azek decking. The large fenced yard has a multilevel deck, tropical landscaping, flagstone pavers, and plenty of space for a pool or spa. Over the past six years the seller has invested in thoughtful updates including a remodeled primary bath, electrical panel replacement and expansion, reworked plumbing with whole-home filter, a new water heater, and numerous upgrades to porches and outdoor living spaces. Additional features include mature landscaping, off-street parking, and a location just minutes to Old Town and beaches. This home is move-in ready, carefully maintained, and offers the perfect combination of comfort, style, and convenience in the heart of Key West. Sold as shown. NO HOA FEES! 2 Beds ⋅ 2 Baths ⋅ 616231 MLS Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees. The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home conveniences. The kitchen is well appointed with stainless steel appliances including newer refrigerator, microwave, and dishwasher, along with tasteful under-cabinet lighting. The upstairs primary suite offers vaulted ceilings, a private screened porch, walk-in closet, and a fully remodeled bathroom. A custom wall of built-in bookcases with a rolling library ladder provides a striking focal point and versatile space for books, art, or display. Upstairs you will also find the laundry area with a new washer, and a pull-down attic stairs providing additional storage. Outdoor living is exceptional. The front porch has been rebuilt with Azek decking and doubled pilings, while the expanded back porch includes steel beams, doubled pilings, an awning, and Azek decking. The large fenced yard has a multilevel deck, tropical landscaping, flagstone pavers, and plenty of space for a pool or spa. Over the past six years the seller has invested in thoughtful updates including a remodeled primary bath, electrical panel replacement and expansion, reworked plumbing with whole-home filter, a new water heater, and numerous upgrades to porches and outdoor living spaces. Additional features include mature landscaping, off-street parking, and a location just minutes to Old Town and beaches. This home is move-in ready, carefully maintained, and offers the perfect combination of comfort, style, and convenience in the heart of Key West. Sold as shown. NO HOA FEES! 3365 Flagler Ave, Key West
$859,000 Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel appliances, an amazing view of the Key West Lighthouse perfectly framed from the kitchen sink, and a Spanish inspired tile feature brings warmth, texture, and color into the main living area. The bathroom continues the same design story with tile wrapping the glass enclosed shower, plus a quartz topped vanity and modern fixtures. Outside, an open-air rooftop deck is reserved exclusively for Unit #4. This signature feature is an elevated outdoor living space tucked away in the treetops for morning coffee, breezes at sunset, and stargazing at night. Separate stairs visible at the roofline serve another unit, while this deck space remains private to Unit #4. It's in the X Flood Zone, Pets are allowed with restrictions, and it's just a short walk to Ft. Zach Beach, Truman Waterfront Park & Duval Street for all the great restaurants, shopping, and live entertainment.. 2 Beds ⋅ 1 Baths ⋅ 618512 MLS Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel appliances, an amazing view of the Key West Lighthouse perfectly framed from the kitchen sink, and a Spanish inspired tile feature brings warmth, texture, and color into the main living area. The bathroom continues the same design story with tile wrapping the glass enclosed shower, plus a quartz topped vanity and modern fixtures. Outside, an open-air rooftop deck is reserved exclusively for Unit #4. This signature feature is an elevated outdoor living space tucked away in the treetops for morning coffee, breezes at sunset, and stargazing at night. Separate stairs visible at the roofline serve another unit, while this deck space remains private to Unit #4. It's in the X Flood Zone, Pets are allowed with restrictions, and it's just a short walk to Ft. Zach Beach, Truman Waterfront Park & Duval Street for all the great restaurants, shopping, and live entertainment.. 927 Thomas St Unit #4, Key West
$859,000 Beautifully maintained and truly move-in ready, this ground-level CBS home is situated on a desirable corner lot in an X flood zone in Plantation Key. Offering 1,964 square feet of living space, the home features three bedrooms, two bathrooms, an additional flexible-use room, impact windows and doors, a spacious open floor plan, and a large family room ideal for entertaining. The bright, inviting interior is filled with natural light and includes an upgraded kitchen designed for both everyday living and memorable gatherings. Outside, a covered porch overlooks the lush tropical landscaping, creating a peaceful setting for relaxing and enjoying the Florida Keys lifestyle. Multiple storage areas provide additional convenience. Ideally located near schools, dining, shopping, and local amenities, the property also offers access to a private homeowners park with an optional HOA membership and boat ramp. Boaters will appreciate the convenient location, providing quick access to the ocean and easy bay access through Tavernier Creek. Pride of ownership is evident throughout this exceptional home--an outstanding opportunity in a prime Plantation Key location. 3 Beds ⋅ 2 Baths ⋅ 617233 MLS Beautifully maintained and truly move-in ready, this ground-level CBS home is situated on a desirable corner lot in an X flood zone in Plantation Key. Offering 1,964 square feet of living space, the home features three bedrooms, two bathrooms, an additional flexible-use room, impact windows and doors, a spacious open floor plan, and a large family room ideal for entertaining. The bright, inviting interior is filled with natural light and includes an upgraded kitchen designed for both everyday living and memorable gatherings. Outside, a covered porch overlooks the lush tropical landscaping, creating a peaceful setting for relaxing and enjoying the Florida Keys lifestyle. Multiple storage areas provide additional convenience. Ideally located near schools, dining, shopping, and local amenities, the property also offers access to a private homeowners park with an optional HOA membership and boat ramp. Boaters will appreciate the convenient location, providing quick access to the ocean and easy bay access through Tavernier Creek. Pride of ownership is evident throughout this exceptional home--an outstanding opportunity in a prime Plantation Key location. 160 Ridge St, Tavernier
$850,000 Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy and great outdoor space. Built solid with CBS construction and recently upgraded with a new metal roof and new impact windows and doors, NEW AC, NEW WATER HEATER, this home is move-in ready and built to handle Keys living with ease. Inside, you'll find nearly 2,000 sq ft of living space with a bright, open feel. The main floor features an updated kitchen with newer appliances, modern cabinetry, and sleek countertops, perfect for cooking and entertaining. The split-bedroom layout provides a private primary suite, while the additional bedrooms offer plenty of space for family or guests. The upstairs living area feels like a cozy treehouse, with large windows bringing in natural light and views of the lush surroundings. Step out to the open balcony and enjoy your morning coffee or evening sunsets. Outside, there's plenty of room for parking a boat, trailer, or golf cart. The corner lot location means more yard space and extra breeze. Located in the sought-after Duck Key community, you're just minutes from world-class fishing, boating, and local restaurants. With no HOA fees and solid storm protection, this property is a perfect full-time residence, vacation home, or rental investment. Don't miss this chance to own a stylish, updated Keys home that's ready for you to enjoy right away. 4 Beds ⋅ 2 Baths ⋅ 620906 MLS Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy and great outdoor space. Built solid with CBS construction and recently upgraded with a new metal roof and new impact windows and doors, NEW AC, NEW WATER HEATER, this home is move-in ready and built to handle Keys living with ease. Inside, you'll find nearly 2,000 sq ft of living space with a bright, open feel. The main floor features an updated kitchen with newer appliances, modern cabinetry, and sleek countertops, perfect for cooking and entertaining. The split-bedroom layout provides a private primary suite, while the additional bedrooms offer plenty of space for family or guests. The upstairs living area feels like a cozy treehouse, with large windows bringing in natural light and views of the lush surroundings. Step out to the open balcony and enjoy your morning coffee or evening sunsets. Outside, there's plenty of room for parking a boat, trailer, or golf cart. The corner lot location means more yard space and extra breeze. Located in the sought-after Duck Key community, you're just minutes from world-class fishing, boating, and local restaurants. With no HOA fees and solid storm protection, this property is a perfect full-time residence, vacation home, or rental investment. Don't miss this chance to own a stylish, updated Keys home that's ready for you to enjoy right away. 210 Schooner Ln, Duck Key
$850,000 Welcome to your perfect island retreat! This stunning 3-bedroom, 2-bath modular home combines modern comfort with coastal charm. Featuring a spacious open floor plan, the home boasts beautiful quartz countertops that add a touch of elegance to the well-appointed kitchen. The master suite is a true sanctuary, complete with an en suite bathroom and a generous walk-in closet. Enjoy peekaboo views of the Gulf from the comfort of your living room or relax on the composite decking in your fully fenced, spacious yard. The property also includes off-street parking and a convenient laundry room. With hurricane impact windows and doors, you'll feel secure in any weather. Just minutes from the vibrant city of Key West, this home is also close to a public boat ramp for all your maritime adventures. Don't miss the chance to make this coastal gem your own! 3 Beds ⋅ 2 Baths ⋅ 620710 MLS Welcome to your perfect island retreat! This stunning 3-bedroom, 2-bath modular home combines modern comfort with coastal charm. Featuring a spacious open floor plan, the home boasts beautiful quartz countertops that add a touch of elegance to the well-appointed kitchen. The master suite is a true sanctuary, complete with an en suite bathroom and a generous walk-in closet. Enjoy peekaboo views of the Gulf from the comfort of your living room or relax on the composite decking in your fully fenced, spacious yard. The property also includes off-street parking and a convenient laundry room. With hurricane impact windows and doors, you'll feel secure in any weather. Just minutes from the vibrant city of Key West, this home is also close to a public boat ramp for all your maritime adventures. Don't miss the chance to make this coastal gem your own! 441 Ave A, Big Coppitt
$850,000 Incredible turnkey property on an oversized corner lot, fully furnished and generating $6,800 monthly rental income! This modern, high-efficiency 2-story home features Spanish porcelain flooring throughout, LED lighting, a tankless water heater, and high-efficiency AC systems. Main Level (2nd Floor): 3 BR / 2 BA, soaring ceilings, full-size kitchen with custom wood cabinetry, Carrara quartz counters, stainless steel appliances, plus a spacious family/dining layout and laundry room. All closets feature high-quality wood built-ins. Lower Level: 2 BR / 1 BA unit with a completely separate entrance, living area, and full kitchen--ideal for dual income or extended family. Outfitted with full impact glass and a metal roof for maximum storm protection and lower insurance. Outside features a large, shaded yard, a paver driveway with covered parking, and access to a community boat ramp/parking park. 5 Beds ⋅ 3 Baths ⋅ 620121 MLS Incredible turnkey property on an oversized corner lot, fully furnished and generating $6,800 monthly rental income! This modern, high-efficiency 2-story home features Spanish porcelain flooring throughout, LED lighting, a tankless water heater, and high-efficiency AC systems. Main Level (2nd Floor): 3 BR / 2 BA, soaring ceilings, full-size kitchen with custom wood cabinetry, Carrara quartz counters, stainless steel appliances, plus a spacious family/dining layout and laundry room. All closets feature high-quality wood built-ins. Lower Level: 2 BR / 1 BA unit with a completely separate entrance, living area, and full kitchen--ideal for dual income or extended family. Outfitted with full impact glass and a metal roof for maximum storm protection and lower insurance. Outside features a large, shaded yard, a paver driveway with covered parking, and access to a community boat ramp/parking park. 901 Estall St, Key Largo
$850,000 Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2 bedrooms and 1 bathroom and is currently rented month-to-month for $4,000, with the tenant also utilizing the upstairs portion of the home. This property is loaded with upgrades and features for convenience, security, and outdoor enjoyment, including a shingle roof approximately 8 years old, impact windows throughout, and two elevated A/C units that are less than 4 years old. Boating and recreational enthusiasts will appreciate the 50-foot dock, along with existing preparation for water and electricity service for boats on the canal. Additional highlights include a 16-camera security system, RV preparation, and readiness for an electric vehicle charging station. Perfectly located just a 5-minute walk from the coast, this exceptional property combines waterfront lifestyle, flexibility, and modern upgrades in one incredible Florida Keys opportunity. 5 Beds ⋅ 3 Baths ⋅ 619979 MLS Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2 bedrooms and 1 bathroom and is currently rented month-to-month for $4,000, with the tenant also utilizing the upstairs portion of the home. This property is loaded with upgrades and features for convenience, security, and outdoor enjoyment, including a shingle roof approximately 8 years old, impact windows throughout, and two elevated A/C units that are less than 4 years old. Boating and recreational enthusiasts will appreciate the 50-foot dock, along with existing preparation for water and electricity service for boats on the canal. Additional highlights include a 16-camera security system, RV preparation, and readiness for an electric vehicle charging station. Perfectly located just a 5-minute walk from the coast, this exceptional property combines waterfront lifestyle, flexibility, and modern upgrades in one incredible Florida Keys opportunity. 3610 S Seas St, Big Pine
$850,000 FOR SALE: Mellow Ventures LLC - Premier Eco-Tour & Luxury Houseboat Rental Company in the Florida Keys Step into one of the most unique lifestyle and income-producing businesses in the Florida Keys. Mellow Ventures LLC is a turnkey, multi-stream eco-tour and hospitality operation with a proven track record, established brand presence, and rare waterfront assets perfectly positioned for continued growth. Operating out of Key West, this boutique adventure company has built a reputation for intimate, sustainable experiences on the water—guided eco tours, private charters, island excursions, and custom adventures designed to showcase the natural beauty of the Lower Keys. In addition to its successful charter business, the sale includes two custom-built luxury houseboats, currently operating as high-demand short-term rentals. These floating suites offer a one-of-a-kind Airbnb experience that consistently generates strong occupancy and premium nightly rates. Each vessel blends modern comfort with an immersive waterfront setting, providing an unforgettable stay for guests seeking something truly special. Highlights Include: -Well-established eco-tour & charter business with brand recognition in Key West -24' Twin Vee -Two fully custom houseboats designed for nightly rentals -Strong Airbnb track record with exceptional occupancy -Multiple revenue streams: eco tours, private charters, overnight rentals -Turnkey operation with booking systems, media assets, furnishings & equipment -Excellent online reviews and repeat clientele -Ideal opportunity for owner-operator or investor seeking passive/managed income -Rare waterfront lifestyle business in a world-renowned destination This is a unique chance to acquire a thriving, experiential Keys business blending adventure tourism with boutique hospitality—a lifestyle investment that generates real returns. 2 Baths ⋅ 619620 MLS FOR SALE: Mellow Ventures LLC - Premier Eco-Tour & Luxury Houseboat Rental Company in the Florida Keys Step into one of the most unique lifestyle and income-producing businesses in the Florida Keys. Mellow Ventures LLC is a turnkey, multi-stream eco-tour and hospitality operation with a proven track record, established brand presence, and rare waterfront assets perfectly positioned for continued growth. Operating out of Key West, this boutique adventure company has built a reputation for intimate, sustainable experiences on the water—guided eco tours, private charters, island excursions, and custom adventures designed to showcase the natural beauty of the Lower Keys. In addition to its successful charter business, the sale includes two custom-built luxury houseboats, currently operating as high-demand short-term rentals. These floating suites offer a one-of-a-kind Airbnb experience that consistently generates strong occupancy and premium nightly rates. Each vessel blends modern comfort with an immersive waterfront setting, providing an unforgettable stay for guests seeking something truly special. Highlights Include: -Well-established eco-tour & charter business with brand recognition in Key West -24' Twin Vee -Two fully custom houseboats designed for nightly rentals -Strong Airbnb track record with exceptional occupancy -Multiple revenue streams: eco tours, private charters, overnight rentals -Turnkey operation with booking systems, media assets, furnishings & equipment -Excellent online reviews and repeat clientele -Ideal opportunity for owner-operator or investor seeking passive/managed income -Rare waterfront lifestyle business in a world-renowned destination This is a unique chance to acquire a thriving, experiential Keys business blending adventure tourism with boutique hospitality—a lifestyle investment that generates real returns. Rat, Key West
$850,000 Island living meets boating paradise in this updated 2-bedroom, 2-bath half-duplex in Key Colony Beach. Positioned on one of the island's widest canals, the home offers stunning open water views and exceptional maneuvering space with no homes directly across the canal. Inside, the home features Corian countertops, Whirlpool stainless steel appliances, a Rheem tankless hot water heater, and an energy-efficient multi-split Daikin A/C system. A brand-new 2025 Whirlpool washer and dryer add modern convenience. Boaters will love the ability to dock a vessel up to 50 feet, with conduit already installed for future dockside water and electric. With quick access to both the Atlantic Ocean and Gulf through Vaca Cut, your next fishing or sunset cruise is always minutes away. Ideally located directly across from the Key Colony Beach Golf Course and nearby tennis, pickleball, bocce courts, and playground, this property offers the perfect blend of waterfront relaxation and active island living. 2 Beds ⋅ 2 Baths ⋅ 619085 MLS Island living meets boating paradise in this updated 2-bedroom, 2-bath half-duplex in Key Colony Beach. Positioned on one of the island's widest canals, the home offers stunning open water views and exceptional maneuvering space with no homes directly across the canal. Inside, the home features Corian countertops, Whirlpool stainless steel appliances, a Rheem tankless hot water heater, and an energy-efficient multi-split Daikin A/C system. A brand-new 2025 Whirlpool washer and dryer add modern convenience. Boaters will love the ability to dock a vessel up to 50 feet, with conduit already installed for future dockside water and electric. With quick access to both the Atlantic Ocean and Gulf through Vaca Cut, your next fishing or sunset cruise is always minutes away. Ideally located directly across from the Key Colony Beach Golf Course and nearby tennis, pickleball, bocce courts, and playground, this property offers the perfect blend of waterfront relaxation and active island living. 70 7th St, Key Colony
$850,000 Welcome to 1720 United Street — a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants, schools, and downtown attractions. The property provides ample space for a custom home, pool, and outdoor entertaining areas — with room to create your own private tropical oasis. Highlights: Cleared and ready to build Spacious yard framed by lush palms Centrally located near White Street corridor and Higgs Beach Peaceful residential setting with easy access to Old Town Architectural plans available upon request Opportunities like this are few and far between in Key West — whether you're an investor, builder, or homeowner ready to create something special, 1720 United Street offers the perfect starting point. 617089 MLS Welcome to 1720 United Street — a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants, schools, and downtown attractions. The property provides ample space for a custom home, pool, and outdoor entertaining areas — with room to create your own private tropical oasis. Highlights: Cleared and ready to build Spacious yard framed by lush palms Centrally located near White Street corridor and Higgs Beach Peaceful residential setting with easy access to Old Town Architectural plans available upon request Opportunities like this are few and far between in Key West — whether you're an investor, builder, or homeowner ready to create something special, 1720 United Street offers the perfect starting point. 1720 United St, Key West
$850,000 Commercial Zoning Tier 1 Wooded lot 615821 MLS Commercial Zoning Tier 1 Wooded lot Overseas Overseas N Us Highway 1, Big Pine
$850,000 Wake up to breathtaking open water views and embrace the ultimate Florida Keys lifestyle in this oceanfront A-frame located in the private, highly sought-after Lion's Lair community in Marathon. Opportunities like this are rare--where exceptional amenities, privacy, and value come together in one stunning property. This well-built half duplex welcomes you with sweeping ocean views the moment you step inside, complemented by impact windows and doors for peace of mind. Offering 3 bedrooms, 2 baths, plus a versatile lofted office space, the home is designed for both comfort and flexibility. Step outside to your spacious waterfront deck--perfect for morning coffee at sunrise or unwinding with evening cocktails as the ocean breeze rolls in. The true highlight is the unmatched collection of community amenities: Enjoy a private marina with dockage for boats up to 25', a convenient boat ramp, boat trailer storage, a resort-style pool, tiki hut, clubhouse, and a scenic paved walkway leading to a tranquil jetty point--ideal for sunset strolls or simply soaking in the coastal beauty. Positioned in one of the most desirable and private locations within Lion's Lair, this home offers both seclusion and easy access to all amenities. With low association fees of just $1,500 per year and no rentals allowed, you'll enjoy a peaceful, owner-focused environment without the disruption of short-term vacation traffic. This is more than a home--it's a rare opportunity to own a piece of paradise in a premier waterfront setting. Schedule your private showing today. 3 Beds ⋅ 2 Baths ⋅ 618474 MLS Wake up to breathtaking open water views and embrace the ultimate Florida Keys lifestyle in this oceanfront A-frame located in the private, highly sought-after Lion's Lair community in Marathon. Opportunities like this are rare--where exceptional amenities, privacy, and value come together in one stunning property. This well-built half duplex welcomes you with sweeping ocean views the moment you step inside, complemented by impact windows and doors for peace of mind. Offering 3 bedrooms, 2 baths, plus a versatile lofted office space, the home is designed for both comfort and flexibility. Step outside to your spacious waterfront deck--perfect for morning coffee at sunrise or unwinding with evening cocktails as the ocean breeze rolls in. The true highlight is the unmatched collection of community amenities: Enjoy a private marina with dockage for boats up to 25', a convenient boat ramp, boat trailer storage, a resort-style pool, tiki hut, clubhouse, and a scenic paved walkway leading to a tranquil jetty point--ideal for sunset strolls or simply soaking in the coastal beauty. Positioned in one of the most desirable and private locations within Lion's Lair, this home offers both seclusion and easy access to all amenities. With low association fees of just $1,500 per year and no rentals allowed, you'll enjoy a peaceful, owner-focused environment without the disruption of short-term vacation traffic. This is more than a home--it's a rare opportunity to own a piece of paradise in a premier waterfront setting. Schedule your private showing today. 58950 Overseas Highway Unit 48, Marathon
$849,999 Rare opportunity to own a canal-front home directly on the private Summerland Cove Airport--where you can fly in, dock up, and be on open water in minutes. This solid CBS home offers 960 sq ft of elevated living space, currently configured as a spacious 1-bedroom, 1-bath upstairs (originally a 2-bedroom--easily converted back). Downstairs features a fully enclosed, permitted bonus area with an additional full bathroom, plus a one-car garage and storage. Aviation enthusiasts will appreciate airplane tie-downs and a large driveway overlooking the runway, offering true fly-in/fly-out convenience. For boaters, the property delivers 60 feet of concrete seawall, a boat ramp, and a 20,000 lb boat lift with deep water access and no bridges to open water--ideal for both ocean and Gulf access. The home offers a solid foundation and is ready for your personal touch--an excellent opportunity for buyers with vision to elevate and customize their ideal Keys retreat. Additional features include a durable metal roof and expansive front and rear porches designed for outdoor living and entertaining. 2 Beds ⋅ 2 Baths ⋅ 619732 MLS Rare opportunity to own a canal-front home directly on the private Summerland Cove Airport--where you can fly in, dock up, and be on open water in minutes. This solid CBS home offers 960 sq ft of elevated living space, currently configured as a spacious 1-bedroom, 1-bath upstairs (originally a 2-bedroom--easily converted back). Downstairs features a fully enclosed, permitted bonus area with an additional full bathroom, plus a one-car garage and storage. Aviation enthusiasts will appreciate airplane tie-downs and a large driveway overlooking the runway, offering true fly-in/fly-out convenience. For boaters, the property delivers 60 feet of concrete seawall, a boat ramp, and a 20,000 lb boat lift with deep water access and no bridges to open water--ideal for both ocean and Gulf access. The home offers a solid foundation and is ready for your personal touch--an excellent opportunity for buyers with vision to elevate and customize their ideal Keys retreat. Additional features include a durable metal roof and expansive front and rear porches designed for outdoor living and entertaining. 324 S Airport Dr, Summerland
$849,900 Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today ! 2 Beds ⋅ 2 Baths ⋅ 620877 MLS Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today ! 1901 S Roosevelt Blvd Unit 104N, Key West
$849,900 Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors that bring the outdoors in. The updated kitchen offers quartz countertops, white cabinetry, stainless steel appliances, and a functional layout ideal for entertaining or everyday living. Thoughtful upgrades include impact windows on the front and back of the home, hurricane shutters for major entrances and side windows, spray foam insulation in the crawl space, and a newer air handler installed approximately five years ago. A new rear fence and gate provide direct access to the golf course, while peaceful views of the 5th and 6th holes and lagoon create a relaxing island atmosphere. The upstairs bedrooms feature beautiful vaulted ceilings, adding charm and an airy feel throughout the upper level. Outdoor spaces are surrounded by mature tropical landscaping, perfect for relaxing or entertaining. Additional highlights include a termite guarantee already in place for added peace of mind and an assumable VA loan with an exceptionally low 1.99% interest rate. Non-military buyers may also qualify to assume the loan if the property will be used as their primary residence, subject to lender approval and VA guidelines. Residents of the Key West Golf Club community enjoy access to resort-style amenities including two pools, a fitness center, gated security, and beautifully maintained grounds. Whether you're searching for a primary residence, second home, or investment opportunity, this property captures the essence of easy Key West living. Tenant until 5/31/26 24 hour notice needed 3 Beds ⋅ 2 Baths ⋅ 619859 MLS Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors that bring the outdoors in. The updated kitchen offers quartz countertops, white cabinetry, stainless steel appliances, and a functional layout ideal for entertaining or everyday living. Thoughtful upgrades include impact windows on the front and back of the home, hurricane shutters for major entrances and side windows, spray foam insulation in the crawl space, and a newer air handler installed approximately five years ago. A new rear fence and gate provide direct access to the golf course, while peaceful views of the 5th and 6th holes and lagoon create a relaxing island atmosphere. The upstairs bedrooms feature beautiful vaulted ceilings, adding charm and an airy feel throughout the upper level. Outdoor spaces are surrounded by mature tropical landscaping, perfect for relaxing or entertaining. Additional highlights include a termite guarantee already in place for added peace of mind and an assumable VA loan with an exceptionally low 1.99% interest rate. Non-military buyers may also qualify to assume the loan if the property will be used as their primary residence, subject to lender approval and VA guidelines. Residents of the Key West Golf Club community enjoy access to resort-style amenities including two pools, a fitness center, gated security, and beautifully maintained grounds. Whether you're searching for a primary residence, second home, or investment opportunity, this property captures the essence of easy Key West living. Tenant until 5/31/26 24 hour notice needed 34 Golf Club Dr, Key West
$849,000 Situated on an oversized corner lot at the end of a quiet street, this brand-new home is ready to welcome its first owner. Thoughtfully built with durability, quality, and modern design in mind, 281 Pelican Lane offers the perfect blend of contemporary comfort and the relaxed lifestyle of the Florida Keys. Featuring 3 bedrooms and 2 bathrooms, the home is well suited as a full-time residence, seasonal retreat, or monthly vacation rental. The expansive lot provides plenty of room to create your own private outdoor oasis, with space for a pool, tropical landscaping, and entertainment areas. The property overlooks a plugged canal, offering peaceful water views without boat traffic. Enjoy launching a kayak or paddleboard to explore the neighborhood waterways and surrounding mangrove trails, where you can experience the natural beauty and wildlife that make the Florida Keys so special! Call for your private showing today! 3 Beds ⋅ 2 Baths ⋅ 620830 MLS Situated on an oversized corner lot at the end of a quiet street, this brand-new home is ready to welcome its first owner. Thoughtfully built with durability, quality, and modern design in mind, 281 Pelican Lane offers the perfect blend of contemporary comfort and the relaxed lifestyle of the Florida Keys. Featuring 3 bedrooms and 2 bathrooms, the home is well suited as a full-time residence, seasonal retreat, or monthly vacation rental. The expansive lot provides plenty of room to create your own private outdoor oasis, with space for a pool, tropical landscaping, and entertainment areas. The property overlooks a plugged canal, offering peaceful water views without boat traffic. Enjoy launching a kayak or paddleboard to explore the neighborhood waterways and surrounding mangrove trails, where you can experience the natural beauty and wildlife that make the Florida Keys so special! Call for your private showing today! 281 Pelican Ln, Big Pine
$849,000 Tucked away in Big Coppitt Key is 27 Barcelona Drive - an amazing waterfront property where privacy and breathtaking views abound. With no neighbors across the canal, you'll enjoy a backdrop of protected state land and sparkling bay waters creating a peaceful island setting that's hard to find. This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and the laid-back Florida Keys lifestyle. The kitchen features quartz countertops, stainless steel appliances, and an open layout that's ideal for entertaining or enjoying everyday living. Step outside to your own waterfront paradise, complete with a concrete dock offering quick access to boating, kayaking, fishing, and sunset cruises. A nearby public boat ramp makes launching your boat effortless, while the property offers ample room for boat trailer storage, making it easy to keep all your toys at home. Covered parking and a downstairs enclosure provide plenty of room for vehicles, storage, and all your boating and outdoor gear. The home also features a 2018 roof, helping contribute to exceptionally low insurance costs and providing added peace of mind for years to come. Located just minutes from Key West, 27 Barcelona Drive offers the perfect balance of privacy, stunning natural beauty, and easy access to the best of the Florida Keys. Whether you're searching for a full-time residence, a vacation getaway, or an investment opportunity, this waterfront gem is ready to welcome you home. 3 Beds ⋅ 2 Baths ⋅ 620821 MLS Tucked away in Big Coppitt Key is 27 Barcelona Drive - an amazing waterfront property where privacy and breathtaking views abound. With no neighbors across the canal, you'll enjoy a backdrop of protected state land and sparkling bay waters creating a peaceful island setting that's hard to find. This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and the laid-back Florida Keys lifestyle. The kitchen features quartz countertops, stainless steel appliances, and an open layout that's ideal for entertaining or enjoying everyday living. Step outside to your own waterfront paradise, complete with a concrete dock offering quick access to boating, kayaking, fishing, and sunset cruises. A nearby public boat ramp makes launching your boat effortless, while the property offers ample room for boat trailer storage, making it easy to keep all your toys at home. Covered parking and a downstairs enclosure provide plenty of room for vehicles, storage, and all your boating and outdoor gear. The home also features a 2018 roof, helping contribute to exceptionally low insurance costs and providing added peace of mind for years to come. Located just minutes from Key West, 27 Barcelona Drive offers the perfect balance of privacy, stunning natural beauty, and easy access to the best of the Florida Keys. Whether you're searching for a full-time residence, a vacation getaway, or an investment opportunity, this waterfront gem is ready to welcome you home. 27 Barcelona Dr, Big Coppitt
$849,000 Discover the relaxed vibe of the Lower Keys and uncover your sense of 'Place'. This tropical home on Ramrod Key is not just 4 walls, it is a canvas to create your most prized and cherished, Florida Keys memories. Located in the sought after Breezeswept Beach Estates neighborhood. CBS-built home with concrete dock and 60 feet on the water and a super Kayak /SUP swim-out launch. Wide open back yard for all types of activities and a fishing cleaning station to prep the day's catch. Includes a coveted Garage, plus covered parking for an additional two vehicles and an abundance of Trailer / RV parking. Large, Great Room featuring an open Kitchen. Ideal for entertaining. Upstairs also features Two bedrooms with Walk-in Closets and Updated Bathrooms. Enjoy Island Breezes on the Screened Patio. Huge storage area downstairs. Minutes to Open water, prized fishing grounds and phenomenal sandbars. Enjoy the Farmer's Market every Saturday right there on Ramrod. Quick access to the Key West Airport. Your Canvas ... awaits. 2 Beds ⋅ 2 Baths ⋅ 620782 MLS Discover the relaxed vibe of the Lower Keys and uncover your sense of 'Place'. This tropical home on Ramrod Key is not just 4 walls, it is a canvas to create your most prized and cherished, Florida Keys memories. Located in the sought after Breezeswept Beach Estates neighborhood. CBS-built home with concrete dock and 60 feet on the water and a super Kayak /SUP swim-out launch. Wide open back yard for all types of activities and a fishing cleaning station to prep the day's catch. Includes a coveted Garage, plus covered parking for an additional two vehicles and an abundance of Trailer / RV parking. Large, Great Room featuring an open Kitchen. Ideal for entertaining. Upstairs also features Two bedrooms with Walk-in Closets and Updated Bathrooms. Enjoy Island Breezes on the Screened Patio. Huge storage area downstairs. Minutes to Open water, prized fishing grounds and phenomenal sandbars. Enjoy the Farmer's Market every Saturday right there on Ramrod. Quick access to the Key West Airport. Your Canvas ... awaits. 27416 Martinique Ln, Ramrod
$849,000 Seller has this property listed with VRBO. Rental income for 2025 was over $100,000 for the year. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan compared to other condos, is attractively decorated with an updated and modern coastal look. Many windows for natural light and a huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living space. Kitchen has white countertops, newer SS appliances, and a terrific bar/butler's pantry w/ wine refrigerator. Main bedroom opens to the balcony, has large step-in shower and dual sinks. Other features include impact glass windows & doors, natural stone floors, plantation shutters, a barn door, extra storage and covered parking (trucks & pets OK). Full-time residents can homestead this property and receive mail or use as a vacation home with the option to rent through on-site Hawks Cay or personally through rental outlet of your choice (Airbnb, VRBO, VACASA, etc.). Optional membership to resort fitness center, tennis, kids and adult activities. Seller will respond to all offers. 3 Beds ⋅ 2 Baths ⋅ 620660 MLS Seller has this property listed with VRBO. Rental income for 2025 was over $100,000 for the year. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan compared to other condos, is attractively decorated with an updated and modern coastal look. Many windows for natural light and a huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living space. Kitchen has white countertops, newer SS appliances, and a terrific bar/butler's pantry w/ wine refrigerator. Main bedroom opens to the balcony, has large step-in shower and dual sinks. Other features include impact glass windows & doors, natural stone floors, plantation shutters, a barn door, extra storage and covered parking (trucks & pets OK). Full-time residents can homestead this property and receive mail or use as a vacation home with the option to rent through on-site Hawks Cay or personally through rental outlet of your choice (Airbnb, VRBO, VACASA, etc.). Optional membership to resort fitness center, tennis, kids and adult activities. Seller will respond to all offers. 8302 Marina Villas Dr Unit 8302, Duck Key
$849,000 Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave! 3 Beds ⋅ 3 Baths ⋅ 620501 MLS Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave! 3712 Duck Ave, Key West