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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

$1,499,000

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

2 Beds ⋅ 3 Baths ⋅ 621624 MLS

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

2823 Patterson Ave, Key West

$1,499,000

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.

3 Beds ⋅ 2 Baths ⋅ 621524 MLS

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.

1151 Sugarloaf Blvd, Sugarloaf

$1,499,000

Waterfront 3/3 Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , Split level living layout which works great as in law quarters ,open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. 2 car garage, New AC, New appliances, large yard area plenty of parking , 60' Private Dock , Beautifully remodeled. Member of Founders Park with access to pickleball. swimming Pool , Beach, tennis and more. Own your own slice of paradise

3 Beds ⋅ 3 Baths ⋅ 620538 MLS

Waterfront 3/3 Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , Split level living layout which works great as in law quarters ,open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. 2 car garage, New AC, New appliances, large yard area plenty of parking , 60' Private Dock , Beautifully remodeled. Member of Founders Park with access to pickleball. swimming Pool , Beach, tennis and more. Own your own slice of paradise

135 Tequesta St, Tavernier

$1,499,000

Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

2 Beds ⋅ 2 Baths ⋅ 620337 MLS

Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

11563 4th Ave, Marathon

$1,495,000

Welcome to Paradise Point at Lake Surprise II, an exclusive gated community where luxury meets tranquility. Located at the beginning of Key Largo at Mile Marker 106 on the bayside, this private community features only 30 homes. This property is ideally positioned in just seven homes from the bay and offers exceptional waterfront living. Main features CBS construction with two levels of living space Main residence with 3 bedrooms and 2 bathrooms Plus a new full one-bedroom apartment downstairs Property Highlights Bay canal frontage with direct water access Concrete dock measuring 37 feet approx. , plus an additional 8 feet with polymer-treated wood -Two 5,500-pound boat davits Fishing station and built-in outdoor kitchen and entertainment area A family-size jacuzzi -Impact windows - Impact doors all trough out the residency Parking for 4-5 vehicles, plus RV parking with a 50-amp connection Income property or permanent living - Short term lease available ask for details. Upper level 3 Bed 2 full baths -tile floors open layout - combined living dining and open kitchen 'white cabinets '3 separate sliding doors 'open to and wraparound terrace -high ceilings - main glass door - Decorated to perfection - furniture is negotiable - Upper level is rented - lease expired February 2027 Ground level 1 full apartment - design to perfection - high ceilings - open small kitchen granite top built in cabinets - 3 closets - impact windows - new bathroom with outdoor access - One screen porch - one cover outdoor porch connects to the back patio - canal- concrete dock over 40 Ft - jacuzzi - shed storage - boat davits - deep canal - partial bay view - Gated private community - Camera security control - New listing - price right - easy to show

3 Beds ⋅ 2 Baths ⋅ 621491 MLS

Welcome to Paradise Point at Lake Surprise II, an exclusive gated community where luxury meets tranquility. Located at the beginning of Key Largo at Mile Marker 106 on the bayside, this private community features only 30 homes. This property is ideally positioned in just seven homes from the bay and offers exceptional waterfront living. Main features CBS construction with two levels of living space Main residence with 3 bedrooms and 2 bathrooms Plus a new full one-bedroom apartment downstairs Property Highlights Bay canal frontage with direct water access Concrete dock measuring 37 feet approx. , plus an additional 8 feet with polymer-treated wood -Two 5,500-pound boat davits Fishing station and built-in outdoor kitchen and entertainment area A family-size jacuzzi -Impact windows - Impact doors all trough out the residency Parking for 4-5 vehicles, plus RV parking with a 50-amp connection Income property or permanent living - Short term lease available ask for details. Upper level 3 Bed 2 full baths -tile floors open layout - combined living dining and open kitchen 'white cabinets '3 separate sliding doors 'open to and wraparound terrace -high ceilings - main glass door - Decorated to perfection - furniture is negotiable - Upper level is rented - lease expired February 2027 Ground level 1 full apartment - design to perfection - high ceilings - open small kitchen granite top built in cabinets - 3 closets - impact windows - new bathroom with outdoor access - One screen porch - one cover outdoor porch connects to the back patio - canal- concrete dock over 40 Ft - jacuzzi - shed storage - boat davits - deep canal - partial bay view - Gated private community - Camera security control - New listing - price right - easy to show

22 Mangrove Ln, Key Largo

$1,495,000

Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space. Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a spacious open-concept layout ideal for both everyday living and entertaining. Soaring 10-foot vaulted ceilings and oversized 8-foot doors define the home's modern architectural style. Additional highlights include a two-car garage, swimming pool, low-maintenance turf, and quality construction that sets a new standard for homes in the area. Located in desirable downtown Islamorada, you're close to popular restaurants, shopping, a grocery store, and a beloved brewery. With new construction permits currently suspended in Islamorada, opportunities like this are becoming increasingly rare. Don't miss your chance to own one of the last newly built homes in this prime location - this property truly checks all the boxes.

4 Beds ⋅ 3 Baths ⋅ 621431 MLS

Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space. Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a spacious open-concept layout ideal for both everyday living and entertaining. Soaring 10-foot vaulted ceilings and oversized 8-foot doors define the home's modern architectural style. Additional highlights include a two-car garage, swimming pool, low-maintenance turf, and quality construction that sets a new standard for homes in the area. Located in desirable downtown Islamorada, you're close to popular restaurants, shopping, a grocery store, and a beloved brewery. With new construction permits currently suspended in Islamorada, opportunities like this are becoming increasingly rare. Don't miss your chance to own one of the last newly built homes in this prime location - this property truly checks all the boxes.

36 Park Rd, Islamorada

$1,490,000

Welcome to your slice of paradise in Key Largo's Cross Key Waterways! This newer 3-bedroom, 2-bath home blends comfort and coastal charm with easy-care wood-look tile floors and bright white shaker cabinets throughout. Boaters will love the concrete dock right out back and the quick access to the ocean through Adams Cut. The spacious carport keeps your car and boat protected, while the wide-open canal views set the stage for relaxing mornings and unforgettable sunsets. PLUS!!! Sellers are currently going through the permitting process for a boat lift.

3 Beds ⋅ 2 Baths ⋅ 619109 MLS

Welcome to your slice of paradise in Key Largo's Cross Key Waterways! This newer 3-bedroom, 2-bath home blends comfort and coastal charm with easy-care wood-look tile floors and bright white shaker cabinets throughout. Boaters will love the concrete dock right out back and the quick access to the ocean through Adams Cut. The spacious carport keeps your car and boat protected, while the wide-open canal views set the stage for relaxing mornings and unforgettable sunsets. PLUS!!! Sellers are currently going through the permitting process for a boat lift.

1119 Calder Rd, Key Largo

$1,487,000

Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclable and desirable streets in Midtown. Recently completed renovations offer the opportunity to be the first to live in this thoughtfully rethought home, where modern upgrades meet relaxed island living. Spanning approximately 2,100 sq ft, the property features 4 bedrooms and 3.5 bathrooms, with a layout designed for both comfort and functionality. The primary suite serves as a private retreat, complete with direct access to the backyard, a spacious walk-in closet, and a beautifully appointed ensuite bathroom. Outdoor living is where this home truly stands out. A newly installed pool with elegant deck jets creates a serene, resort-style setting, fully enclosed for privacy. The new addition of a bright and airy pool room offers a seamless indoor-outdoor flow- perfect for entertaining or unwinding. There is a separate sitting and dining area for eating and lounging el fresco. Beautiful mature fruit trees provide shade and produce fruit annually. Additional upgrades include all impact windows and doors, providing peace of mind and energy efficiency throughout. New sewer and plumbing pipes to the road. New electrical and a new water heater. There is plenty of parking for a boat, a truck, a golf cart and a car. Properties offering this combination of lot size, location, and new construction-level renovations are exceptionally rare in Key West. Whether you're seeking a full-time residence, a family home, or a vacation retreat, this property delivers. House is being offered fully furnished minus personal items, art, and rugs. A true standout opportunity in Midtown, don't miss it!

4 Beds ⋅ 4 Baths ⋅ 621374 MLS

Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclable and desirable streets in Midtown. Recently completed renovations offer the opportunity to be the first to live in this thoughtfully rethought home, where modern upgrades meet relaxed island living. Spanning approximately 2,100 sq ft, the property features 4 bedrooms and 3.5 bathrooms, with a layout designed for both comfort and functionality. The primary suite serves as a private retreat, complete with direct access to the backyard, a spacious walk-in closet, and a beautifully appointed ensuite bathroom. Outdoor living is where this home truly stands out. A newly installed pool with elegant deck jets creates a serene, resort-style setting, fully enclosed for privacy. The new addition of a bright and airy pool room offers a seamless indoor-outdoor flow- perfect for entertaining or unwinding. There is a separate sitting and dining area for eating and lounging el fresco. Beautiful mature fruit trees provide shade and produce fruit annually. Additional upgrades include all impact windows and doors, providing peace of mind and energy efficiency throughout. New sewer and plumbing pipes to the road. New electrical and a new water heater. There is plenty of parking for a boat, a truck, a golf cart and a car. Properties offering this combination of lot size, location, and new construction-level renovations are exceptionally rare in Key West. Whether you're seeking a full-time residence, a family home, or a vacation retreat, this property delivers. House is being offered fully furnished minus personal items, art, and rugs. A true standout opportunity in Midtown, don't miss it!

2519 Staples Ave, Key West

$1,480,000

NEW CONSTRUCTION WATERFRONT HOME. BRAND-NEW POOL INSTALLED. RECENTLY APPRAISED AT $1.6M. Price reduced for quick sale! Completed in 2025 and move-in ready, this 4-bedroom, 3-bath waterfront residence on Ramrod Key blends modern coastal design, quality construction, and exceptional boating access within a classic waterfront setting. Built for the Florida Keys lifestyle, the home features solid CBS construction, a metal roof, & impact-rated windows and doors for durability, efficiency, & peace of mind. A brand-new pool has been installed, and a premium outdoor kitchen is already installed, creating a turnkey space for outdoor entertaining and relaxed island living. Inside, natural light fills the open-concept floor plan, where porcelain tile flooring, a striking floating staircase, and designer fixtures create a clean, sophisticated coastal aesthetic. The chef-inspired kitchen features quartz countertops, shaker-style cabinetry, stainless steel appliances, & an easy connection to the spacious living & dining areas. Expansive terraces extend the living space outdoors, offering tropical breezes & waterfront views. For boaters, the property offers direct water access from a brand-new 150-square-foot composite dock. From here, the best of the Lower Keys is within easy reach from Looe Key Reef & nearby sandbars to exceptional fishing, diving, island hopping, & sunset cruising. Thoughtfully designed with sustainability in mind, this Green Certified home also includes a 3 kW solar system, water cistern, & greywater reuse system, pairing modern comfort with environmentally conscious features and the potential for long-term utility savings. A garage & generous ground-level storage provide plenty of room for kayaks, paddleboards, fishing gear, dive equipment, & everything needed to enjoy life on the water. With direct boating access, a 30' dock, pool, outdoor kitchen, and a recent appraisal of $1.6 million, this waterfront home offers the best of Florida Keys living.

4 Beds ⋅ 3 Baths ⋅ 617241 MLS

NEW CONSTRUCTION WATERFRONT HOME. BRAND-NEW POOL INSTALLED. RECENTLY APPRAISED AT $1.6M. Price reduced for quick sale! Completed in 2025 and move-in ready, this 4-bedroom, 3-bath waterfront residence on Ramrod Key blends modern coastal design, quality construction, and exceptional boating access within a classic waterfront setting. Built for the Florida Keys lifestyle, the home features solid CBS construction, a metal roof, & impact-rated windows and doors for durability, efficiency, & peace of mind. A brand-new pool has been installed, and a premium outdoor kitchen is already installed, creating a turnkey space for outdoor entertaining and relaxed island living. Inside, natural light fills the open-concept floor plan, where porcelain tile flooring, a striking floating staircase, and designer fixtures create a clean, sophisticated coastal aesthetic. The chef-inspired kitchen features quartz countertops, shaker-style cabinetry, stainless steel appliances, & an easy connection to the spacious living & dining areas. Expansive terraces extend the living space outdoors, offering tropical breezes & waterfront views. For boaters, the property offers direct water access from a brand-new 150-square-foot composite dock. From here, the best of the Lower Keys is within easy reach from Looe Key Reef & nearby sandbars to exceptional fishing, diving, island hopping, & sunset cruising. Thoughtfully designed with sustainability in mind, this Green Certified home also includes a 3 kW solar system, water cistern, & greywater reuse system, pairing modern comfort with environmentally conscious features and the potential for long-term utility savings. A garage & generous ground-level storage provide plenty of room for kayaks, paddleboards, fishing gear, dive equipment, & everything needed to enjoy life on the water. With direct boating access, a 30' dock, pool, outdoor kitchen, and a recent appraisal of $1.6 million, this waterfront home offers the best of Florida Keys living.

27433 Antigua Ln, Ramrod

$1,478,900

An oceanside canal front gem complete with 10K boat lift, 2 separate living levels, custom chickee hut and parking for 8+ cars just a stone's throw from trendy Islamorada, this exceptional home might just be your lucky find! Offering direct access to Rodriguez Key sand flats, Tavernier Creek for bay access and all of the best upper Keys reefs for exceptional snorkeling or fishing plus a great location at MM94, this completely updated super well maintained home puts you right in the middle of the action yet offers a level of peace and tranquility rarely found these days. Coastal luxury is the theme on the upper level boasting 3 bedrooms (1 currently a custom walk-in closet and 1 a canal front office with glorious views), 2 bathrooms and a stunning open concept custom kitchen/dining/living room area with tons of added storage. The lovely cozy lower level is the perfect in-law/guest suite offering another bedroom/bath/kitchen/living room. Endless possibilities, perfect location, and direct ocean access - this must be the one for you!!

4 Beds ⋅ 3 Baths ⋅ 621469 MLS

An oceanside canal front gem complete with 10K boat lift, 2 separate living levels, custom chickee hut and parking for 8+ cars just a stone's throw from trendy Islamorada, this exceptional home might just be your lucky find! Offering direct access to Rodriguez Key sand flats, Tavernier Creek for bay access and all of the best upper Keys reefs for exceptional snorkeling or fishing plus a great location at MM94, this completely updated super well maintained home puts you right in the middle of the action yet offers a level of peace and tranquility rarely found these days. Coastal luxury is the theme on the upper level boasting 3 bedrooms (1 currently a custom walk-in closet and 1 a canal front office with glorious views), 2 bathrooms and a stunning open concept custom kitchen/dining/living room area with tons of added storage. The lovely cozy lower level is the perfect in-law/guest suite offering another bedroom/bath/kitchen/living room. Endless possibilities, perfect location, and direct ocean access - this must be the one for you!!

128 Dove Ave, Tavernier

$1,475,000

Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

3 Beds ⋅ 3 Baths ⋅ 618863 MLS

Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

1211 Knowles Ln, Key West

$1,469,000

*Construction process underway. Expected completion November/December 2026 Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West! Tucked away in a quiet, peaceful neighborhood. Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons. For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views. Or stay on the screened in covered porch and enjoy the Keys breeze! The roughly 1100 sqft garage/lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, you'll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather. This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Don't miss the opportunity to make it yours--schedule your private showing today at the model home. Photos are of model home and may not fully depict to be built home. Seller is licensed FL real estate agent.

3 Beds ⋅ 3 Baths ⋅ 620954 MLS

*Construction process underway. Expected completion November/December 2026 Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West! Tucked away in a quiet, peaceful neighborhood. Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons. For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views. Or stay on the screened in covered porch and enjoy the Keys breeze! The roughly 1100 sqft garage/lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, you'll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather. This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Don't miss the opportunity to make it yours--schedule your private showing today at the model home. Photos are of model home and may not fully depict to be built home. Seller is licensed FL real estate agent.

27374 Guadaloupe Ln, Ramrod

$1,450,000

If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers exceptional flexibility. Full of personality and intentional functionality, this turnkey, fully furnished 3-bedroom, 2-bath home was built in 2019 with hurricane-rated steel construction and upgraded smart home features throughout. The east-facing location captures breathtaking sunrises while offering direct boating access to both the Gulf and Atlantic. Inside, you'll find a bright, modern, and spacious home designed to take full advantage of its incredible surroundings. Large impact-rated windows and doors frame sweeping water views from nearly every room, filling the open-concept living, dining, and kitchen areas with natural light. One of the home's standout features is its versatility. Murphy beds allow guest rooms to effortlessly transform into home offices, hobby spaces, or fitness rooms, making it easy to adapt the home to your lifestyle. Thoughtful storage throughout adds even more everyday functionality. Outside, the adventure continues! Set on a large, fenced double lot with ~100ft of canal frontage, the property offers direct boating access to both the Gulf and Atlantic, putting some of the Keys' best fishing, diving, and exploring right at your fingertips. The property also features low-maintenance artificial turf, a heated saltwater pool, plenty of room for boat storage/RV parking, an outdoor shower, many tropical plants and fruit trees, fishing cleaning station, and all the gear that comes with the Florida Keys lifestyle. Whether your perfect day is spent on the water or simply relaxing poolside, you'll feel right at home here!

3 Beds ⋅ 2 Baths ⋅ 620761 MLS

If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers exceptional flexibility. Full of personality and intentional functionality, this turnkey, fully furnished 3-bedroom, 2-bath home was built in 2019 with hurricane-rated steel construction and upgraded smart home features throughout. The east-facing location captures breathtaking sunrises while offering direct boating access to both the Gulf and Atlantic. Inside, you'll find a bright, modern, and spacious home designed to take full advantage of its incredible surroundings. Large impact-rated windows and doors frame sweeping water views from nearly every room, filling the open-concept living, dining, and kitchen areas with natural light. One of the home's standout features is its versatility. Murphy beds allow guest rooms to effortlessly transform into home offices, hobby spaces, or fitness rooms, making it easy to adapt the home to your lifestyle. Thoughtful storage throughout adds even more everyday functionality. Outside, the adventure continues! Set on a large, fenced double lot with ~100ft of canal frontage, the property offers direct boating access to both the Gulf and Atlantic, putting some of the Keys' best fishing, diving, and exploring right at your fingertips. The property also features low-maintenance artificial turf, a heated saltwater pool, plenty of room for boat storage/RV parking, an outdoor shower, many tropical plants and fruit trees, fishing cleaning station, and all the gear that comes with the Florida Keys lifestyle. Whether your perfect day is spent on the water or simply relaxing poolside, you'll feel right at home here!

31536 Ave F, Big Pine

$1,450,000

Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This beautifully built 3bedroom, 2bath CBS home offers the perfect blend of durability, comfort, and laid-back Keys living. Constructed with poured concrete floors and designed for peace of mind, the home features a tiled interior, a tiled roof, and convenient accordion shutters throughout. Step outside and embrace the tropical lifestyle, lush surroundings, charming paver walkways, and multiple spaces designed for relaxation and entertaining. Unwind in the screened porch as ocean breezes roll through, or soak your cares away in the hot tub beneath the stars. A cozy gazebo creates the perfect shaded retreat for afternoon cocktails or morning coffee. For boating enthusiasts, this property is a dream come true. Enjoy quick access to open water with your private seawall and boat lift, making every day a perfect day to be on the water. Additional storage provides room for all your gear, from fishing rods to paddleboards. Whether you're seeking a full-time residence, weekend escape, or investment opportunity, this home captures the essence of tropical living where every day feels like a vacation.

3 Beds ⋅ 2 Baths ⋅ 619377 MLS

Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This beautifully built 3bedroom, 2bath CBS home offers the perfect blend of durability, comfort, and laid-back Keys living. Constructed with poured concrete floors and designed for peace of mind, the home features a tiled interior, a tiled roof, and convenient accordion shutters throughout. Step outside and embrace the tropical lifestyle, lush surroundings, charming paver walkways, and multiple spaces designed for relaxation and entertaining. Unwind in the screened porch as ocean breezes roll through, or soak your cares away in the hot tub beneath the stars. A cozy gazebo creates the perfect shaded retreat for afternoon cocktails or morning coffee. For boating enthusiasts, this property is a dream come true. Enjoy quick access to open water with your private seawall and boat lift, making every day a perfect day to be on the water. Additional storage provides room for all your gear, from fishing rods to paddleboards. Whether you're seeking a full-time residence, weekend escape, or investment opportunity, this home captures the essence of tropical living where every day feels like a vacation.

29635 Saratoga Ave, Big Pine

$1,449,000

POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and landscape lighting installed. Main house needs some renovations throughout but has been partially updated and is perfectly livable. Must see!!

3 Beds ⋅ 3 Baths ⋅ 617589 MLS

POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and landscape lighting installed. Main house needs some renovations throughout but has been partially updated and is perfectly livable. Must see!!

1505 Johnson St, Key West

$1,435,000

Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and furnishings are negotiable in the sale. This elevated, solid concrete home offers quick access to both the Ocean and Gulf, just minutes from world-class adventures! Designed with the serious boater in mind, the property features a 75' concrete seawall, a 17k lb. boat lift, fish-cleaning station, and step-down dock for easy loading. This expansive 4-bed, 2-bath home is ideal for entertaining, with oversized common areas that flow seamlessly for memorable gatherings. The third-floor loft, currently used as a bonus bedroom, offers 360-degree views and a private retreat, while main-floor bedrooms are generously sized with walk-in closets for ample storage. The kitchen is well appointed with a double oven, sprawling counter space, walk-in pantry, and room to host with ease. Unique details throughout include a custom etched mirror in the primary bath that adds coastal charm. Step outside and embrace the Keys lifestyle! A spacious porch, accessible from both the living area and primary suite, is perfect for open-air dining and relaxing water views. Downstairs, the ultimate entertaining area includes a full bar with TV, a large swim spa, plus a 500 lb. ice machine and bait freezer for added convenience. The thoughtfully landscaped yard offers privacy and function, boasting a fenced backyard and ample space for RV or trailer storage. Covered parking provides unique, direct interior access out of the elements. Located in a quiet neighborhood close to dining and shopping, this home blends tranquility with convenience. It is more than a home; it is a waterfront escape ready to be enjoyed!

4 Beds ⋅ 2 Baths ⋅ 619761 MLS

Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and furnishings are negotiable in the sale. This elevated, solid concrete home offers quick access to both the Ocean and Gulf, just minutes from world-class adventures! Designed with the serious boater in mind, the property features a 75' concrete seawall, a 17k lb. boat lift, fish-cleaning station, and step-down dock for easy loading. This expansive 4-bed, 2-bath home is ideal for entertaining, with oversized common areas that flow seamlessly for memorable gatherings. The third-floor loft, currently used as a bonus bedroom, offers 360-degree views and a private retreat, while main-floor bedrooms are generously sized with walk-in closets for ample storage. The kitchen is well appointed with a double oven, sprawling counter space, walk-in pantry, and room to host with ease. Unique details throughout include a custom etched mirror in the primary bath that adds coastal charm. Step outside and embrace the Keys lifestyle! A spacious porch, accessible from both the living area and primary suite, is perfect for open-air dining and relaxing water views. Downstairs, the ultimate entertaining area includes a full bar with TV, a large swim spa, plus a 500 lb. ice machine and bait freezer for added convenience. The thoughtfully landscaped yard offers privacy and function, boasting a fenced backyard and ample space for RV or trailer storage. Covered parking provides unique, direct interior access out of the elements. Located in a quiet neighborhood close to dining and shopping, this home blends tranquility with convenience. It is more than a home; it is a waterfront escape ready to be enjoyed!

29562 Saratoga Ave, Big Pine

$1,400,000

Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

3 Beds ⋅ 2 Baths ⋅ 620815 MLS

Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

1518 Sunrise Dr, Big Pine

$1,400,000

Your Dream Beach Home Awaits! 🌴Majestic Single Family Home for SaleLocation: Nestled in a quiet residential area, this stunning home sits on a spacious corner lot (50 x 100 ft) surrounded by beautiful gumbo limbo trees and vibrant tropical foliage.Key Features:Spacious Living: Approx. 1800 sq. ft. of living space 2 stories of comfort and style Ground Level: Welcoming entrance with a glass door leading to a small foyer 2 Large Bedrooms with ample natural light 1 Full New Bath featuring a high glass shower Each bedroom includes a new AC split One bedroom offers a glass door opening to a private back patio--perfect for relaxation! Upper Level: Expansive Living Room and Dining Room with an open layout Modern Kitchen with granite countertops Huge Master Bedroom with a private bath and an abundance of windows, creating a bright and inviting atmosphere High ceilings enhance the sense of space and light Separate entrance for added convenience Exterior Highlights:Unique lush setting with a wall surrounding the propertyMain gate entrance on Main StreetHuge Front Patio--ideal for entertaining or enjoying the outdoorsRoom for a pool to create your personal oasisAdditional Information:Fully furnished (included in the sale)Lease option available for a minimum of 6 months- The best to offer is the magnificent HOA park with private beach . Face time video available .Easy to show--vacant and ready for you!

3 Beds ⋅ 2 Baths ⋅ 619995 MLS

Your Dream Beach Home Awaits! 🌴Majestic Single Family Home for SaleLocation: Nestled in a quiet residential area, this stunning home sits on a spacious corner lot (50 x 100 ft) surrounded by beautiful gumbo limbo trees and vibrant tropical foliage.Key Features:Spacious Living: Approx. 1800 sq. ft. of living space 2 stories of comfort and style Ground Level: Welcoming entrance with a glass door leading to a small foyer 2 Large Bedrooms with ample natural light 1 Full New Bath featuring a high glass shower Each bedroom includes a new AC split One bedroom offers a glass door opening to a private back patio--perfect for relaxation! Upper Level: Expansive Living Room and Dining Room with an open layout Modern Kitchen with granite countertops Huge Master Bedroom with a private bath and an abundance of windows, creating a bright and inviting atmosphere High ceilings enhance the sense of space and light Separate entrance for added convenience Exterior Highlights:Unique lush setting with a wall surrounding the propertyMain gate entrance on Main StreetHuge Front Patio--ideal for entertaining or enjoying the outdoorsRoom for a pool to create your personal oasisAdditional Information:Fully furnished (included in the sale)Lease option available for a minimum of 6 months- The best to offer is the magnificent HOA park with private beach . Face time video available .Easy to show--vacant and ready for you!

140 S Bay Harbor Dr, Key Largo

$1,400,000

THIS UNIQUE WATERFRONT PROPERTY HAS 5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

10 Beds ⋅ 5 Baths ⋅ 618740 MLS

THIS UNIQUE WATERFRONT PROPERTY HAS 5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

206 12th Street Gulf St, Marathon

$1,399,000

**OPEN HOUSE | SUNDAY NOV. 1 FROM 11:00AM - 1:00PM** Welcome to 27416 Tobago Lane, where waterfront living and the Florida Keys lifestyle come together. This home offers open-water views and an abundance of indoor and outdoor spaces designed to make the most of island living. Boaters will appreciate the 10,000-lb boat lift and Jet Ski davit, while the fenced yard, lush tropical landscaping and multiple outdoor areas create your own private retreat. One of the home's most memorable features is the 3rd-story observation and sun deck. Take in the open-water views and ocean breeze during the day, then enjoy unobstructed stargazing and meteor showers at night. Tucked into the tropical landscaping you'll also discover a private meditation garden, orchid garden, mature fruit trees and a charming outdoor shower -- special spaces that give this property a personality all its own. Inside, high-end custom finishes and electric fireplaces add comfort and character, while an enclosed garage and oversized storage rooms provide the practical space that's so valuable in the Keys. Recent improvements include a 2025 A/C system along with a 2026 pool pump and saltwater system. Whether your perfect Keys day means heading out on the boat, relaxing by the pool, enjoying the gardens or ending the evening under the stars, 27416 Tobago Lane offers so many ways to enjoy life in the Florida Keys. Come see what makes this home special.

3 Beds ⋅ 2 Baths ⋅ 621530 MLS

**OPEN HOUSE | SUNDAY NOV. 1 FROM 11:00AM - 1:00PM** Welcome to 27416 Tobago Lane, where waterfront living and the Florida Keys lifestyle come together. This home offers open-water views and an abundance of indoor and outdoor spaces designed to make the most of island living. Boaters will appreciate the 10,000-lb boat lift and Jet Ski davit, while the fenced yard, lush tropical landscaping and multiple outdoor areas create your own private retreat. One of the home's most memorable features is the 3rd-story observation and sun deck. Take in the open-water views and ocean breeze during the day, then enjoy unobstructed stargazing and meteor showers at night. Tucked into the tropical landscaping you'll also discover a private meditation garden, orchid garden, mature fruit trees and a charming outdoor shower -- special spaces that give this property a personality all its own. Inside, high-end custom finishes and electric fireplaces add comfort and character, while an enclosed garage and oversized storage rooms provide the practical space that's so valuable in the Keys. Recent improvements include a 2025 A/C system along with a 2026 pool pump and saltwater system. Whether your perfect Keys day means heading out on the boat, relaxing by the pool, enjoying the gardens or ending the evening under the stars, 27416 Tobago Lane offers so many ways to enjoy life in the Florida Keys. Come see what makes this home special.

27416 Tobago Ln, Ramrod

$1,399,000

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

3 Beds ⋅ 3 Baths ⋅ 621518 MLS

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

1221 Ashby St, Key West

$1,399,000

Offering twice the space and an exceptional waterfront lifestyle, this 4 bedroom, 3 bath Ramrod Key home offers 2,242 sq. ft. of living space on a 6,000 sq. ft. canal-front lot and includes the adjacent 6,000 sq. ft. lot, creating a combined 12,000 sq. ft. property with plenty of room to enjoy the Florida Keys lifestyle. Boaters will appreciate the 10,000 lb. boat lift, while brand-new Trex dock provides a fresh setting for days spent along the water. Designed with family and guests in mind, the main level features a welcoming living room with a fireplace and direct access to the rear deck overlooking the canal. A well-appointed kitchen is complemented by a conveniently located pantry and laundry area just off the kitchen, while a guest bedroom and full bath complete this level. Upstairs, the primary ensuite offers its own fireplace, creating a comfortable private retreat. Two additional guest bedrooms feature balcony access, while a bonus living room provides a versatile second gathering space with direct access to the upper rear deck. With waterfront decks extending from both living areas, the home makes it easy to transition from indoor living to the outdoors and enjoy the canal views. A spacious 2-car garage provides abundant room for vehicles, boating gear and recreational equipment, complemented by 658 sq. ft. of permitted downstairs storage. A metal roof installed in 2017 adds another notable feature to the home. Whether gathering across multiple living areas, relaxing on the waterfront decks or heading out by boat for a day on the water, this property offers the space and versatility to make the most of life in the Keys. With an adjacent lot included in the sale, generous storage and a layout made for spending time together, it is easy to see why the sellers describe it simply as ''the perfect family house.''

4 Beds ⋅ 3 Baths ⋅ 621339 MLS

Offering twice the space and an exceptional waterfront lifestyle, this 4 bedroom, 3 bath Ramrod Key home offers 2,242 sq. ft. of living space on a 6,000 sq. ft. canal-front lot and includes the adjacent 6,000 sq. ft. lot, creating a combined 12,000 sq. ft. property with plenty of room to enjoy the Florida Keys lifestyle. Boaters will appreciate the 10,000 lb. boat lift, while brand-new Trex dock provides a fresh setting for days spent along the water. Designed with family and guests in mind, the main level features a welcoming living room with a fireplace and direct access to the rear deck overlooking the canal. A well-appointed kitchen is complemented by a conveniently located pantry and laundry area just off the kitchen, while a guest bedroom and full bath complete this level. Upstairs, the primary ensuite offers its own fireplace, creating a comfortable private retreat. Two additional guest bedrooms feature balcony access, while a bonus living room provides a versatile second gathering space with direct access to the upper rear deck. With waterfront decks extending from both living areas, the home makes it easy to transition from indoor living to the outdoors and enjoy the canal views. A spacious 2-car garage provides abundant room for vehicles, boating gear and recreational equipment, complemented by 658 sq. ft. of permitted downstairs storage. A metal roof installed in 2017 adds another notable feature to the home. Whether gathering across multiple living areas, relaxing on the waterfront decks or heading out by boat for a day on the water, this property offers the space and versatility to make the most of life in the Keys. With an adjacent lot included in the sale, generous storage and a layout made for spending time together, it is easy to see why the sellers describe it simply as ''the perfect family house.''

27383 Saint Martin Ln, Ramrod

$1,399,000

Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

4 Beds ⋅ 3 Baths ⋅ 620915 MLS

Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd St, Marathon

$1,399,000

Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

3 Beds ⋅ 2 Baths ⋅ 619835 MLS

Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

22939 Gasparilla Ln, Cudjoe

$1,399,000

Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant—all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.

3 Beds ⋅ 2 Baths ⋅ 617709 MLS

Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant—all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.

51 Drost Dr, Cudjoe

$1,399,000

2 Beds ⋅ 2 Baths ⋅ 617647 MLS

1126 Grand St, Key Largo

$1,398,000

Extensively remodeled 3-bedroom, 2-bath CBS pool home in Duck Key offering 2,076 sq. ft. of living space, smart-home technology, contemporary design, an ocean view, and exceptional indoor-outdoor living. The comprehensive remodel features sleek modern finishes and clean architectural lines throughout. The remodeled kitchen features an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. High-contrast finishes, oversized interior doors, and designer lighting complement the home's sophisticated contemporary style. Both bathrooms have been completely redesigned with custom tilework, floating vanities, LED mirrors, premium fixtures, and large spa-inspired showers. Upstairs, the loft area and guest bedroom feature vaulted tongue-and-groove ceilings, adding warmth and architectural character to the modern interior. Outdoor living is highlighted by a new in-ground pool, expansive paver pool deck, and dramatic multi-story screened porch, creating generous space for entertaining, relaxing, and enjoying the Florida Keys climate. Elevated CBS construction provides substantial enclosed storage and flexible ground-level bonus space for storage, fitness equipment, hobbies, and other uses. Professionally prepared engineering plans for future expansion are also available. Located in Duck Key in the Middle Florida Keys, with convenient access to boating, fishing, waterfront dining, and nearby resort amenities. A distinctive opportunity for buyers searching for a remodeled Duck Key pool home with smart-home technology, contemporary finishes, ocean views, and extensive screened outdoor living.

3 Beds ⋅ 2 Baths ⋅ 620387 MLS

Extensively remodeled 3-bedroom, 2-bath CBS pool home in Duck Key offering 2,076 sq. ft. of living space, smart-home technology, contemporary design, an ocean view, and exceptional indoor-outdoor living. The comprehensive remodel features sleek modern finishes and clean architectural lines throughout. The remodeled kitchen features an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. High-contrast finishes, oversized interior doors, and designer lighting complement the home's sophisticated contemporary style. Both bathrooms have been completely redesigned with custom tilework, floating vanities, LED mirrors, premium fixtures, and large spa-inspired showers. Upstairs, the loft area and guest bedroom feature vaulted tongue-and-groove ceilings, adding warmth and architectural character to the modern interior. Outdoor living is highlighted by a new in-ground pool, expansive paver pool deck, and dramatic multi-story screened porch, creating generous space for entertaining, relaxing, and enjoying the Florida Keys climate. Elevated CBS construction provides substantial enclosed storage and flexible ground-level bonus space for storage, fitness equipment, hobbies, and other uses. Professionally prepared engineering plans for future expansion are also available. Located in Duck Key in the Middle Florida Keys, with convenient access to boating, fishing, waterfront dining, and nearby resort amenities. A distinctive opportunity for buyers searching for a remodeled Duck Key pool home with smart-home technology, contemporary finishes, ocean views, and extensive screened outdoor living.

209 Corsair Rd, Duck Key

$1,395,000

4 BEDROOMS. 60 FT OF WATERFRONT. JUST $800/SF IN KEY HAVEN! Discover an exceptional opportunity to enjoy the boating lifestyle at 34 Key Haven Road. This 4 bedroom, 2 bathroom waterfront home offers 1,743 SF of living space, a wide canal, and quick access to both the Atlantic and Gulf. Set on a 6,000 SF lot, the home combines comfortable island living with the features boaters appreciate most. Inside, a bright, open layout centers around an updated kitchen with quartz countertops and stainless steel appliances, connecting naturally to the living and dining areas. Sliding glass doors from the main living space and primary bedroom open to a spacious covered patio overlooking the water. The flexible floor plan includes a fourth bedroom with a separate entrance, ideal for guests, a private office, or additional living space. Outside, 60 feet of concrete seawall provides generous dockage, making spontaneous days on the water part of everyday life. A metal roof, accordion shutters, CBS construction, and elevated setting add practical appeal and low insurances. Located just minutes from Key West, this home delivers the space, waterfront access, and relaxed lifestyle that make Key Haven so desirable. Whether you're searching for a full-time residence or your own boating retreat, 34 Key Haven Road deserves a closer look!

4 Beds ⋅ 2 Baths ⋅ 621790 MLS

4 BEDROOMS. 60 FT OF WATERFRONT. JUST $800/SF IN KEY HAVEN! Discover an exceptional opportunity to enjoy the boating lifestyle at 34 Key Haven Road. This 4 bedroom, 2 bathroom waterfront home offers 1,743 SF of living space, a wide canal, and quick access to both the Atlantic and Gulf. Set on a 6,000 SF lot, the home combines comfortable island living with the features boaters appreciate most. Inside, a bright, open layout centers around an updated kitchen with quartz countertops and stainless steel appliances, connecting naturally to the living and dining areas. Sliding glass doors from the main living space and primary bedroom open to a spacious covered patio overlooking the water. The flexible floor plan includes a fourth bedroom with a separate entrance, ideal for guests, a private office, or additional living space. Outside, 60 feet of concrete seawall provides generous dockage, making spontaneous days on the water part of everyday life. A metal roof, accordion shutters, CBS construction, and elevated setting add practical appeal and low insurances. Located just minutes from Key West, this home delivers the space, waterfront access, and relaxed lifestyle that make Key Haven so desirable. Whether you're searching for a full-time residence or your own boating retreat, 34 Key Haven Road deserves a closer look!

34 Key Haven, Key Haven

$1,390,000

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

5 Beds ⋅ 4 Baths ⋅ 621031 MLS

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

1724 Rose St, Key West

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