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$1,999,999
3Beds
3.5Baths
2,100Sqft
Cudjoe, Florida, 33042, United States
Designed for those who live by the tides, this extraordinary waterfront residence captures everything that defines the Florida Keys lifestyle. Situated on a rare 15,625 sq ft double lot with 175 feet of deep-water dockage, the home enjoys a premier location one in from open water, delivering sweeping open water views while remaining protected within a wide 50-foot canal.
Homes and Land
$1,999,999
23087 Sailfish Lane
3Beds
3.5Baths
2,100Sqft
Cudjoe, Florida, 33042, United States
Designed for those who live by the tides, this extraordinary waterfront residence captures everything that defines the Florida Keys lifestyle. Situated on a rare 15,625 sq ft double lot with 175 feet of deep-water dockage, the home enjoys a premier location one in from open water, delivering sweeping open water views while remaining protected within a wide 50-foot canal. Architecturally striking, the Keys Cottage-style home features an elevated design, metal roof, wraparound outdoor spaces, and an abundance of natural light. Inside, the expansive Great Room impresses with soaring 13' ceilings, generous gathering areas, and seamless flow to outdoor living spaces overlooking the water. The kitchen is both functional and welcoming, equipped with a gas range, extensive cabinetry, oversized counters, pantry, and dumbwaiter, making entertaining effortless. The upper level is a true retreat the entire second floor is devoted to the primary suite, complete with stunning open water views and a private veranda. A second balcony offers a unique vantage point for watching nighttime rocket launches across the horizon. Outdoors, the property becomes a private tropical compound, featuring a fenced yard, hot tub, mature palms, and fruit trees including mango, guava, fig, and cherry. A brick-paved driveway leads to a two-car garage with interior access, completing this exceptional offering.
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Homes and Land
$1,999,999
23087 Sailfish Lane
3Beds
3.5Baths
2,100Sqft
$1,999,999
Cudjoe, Florida, 33042, United States
$1,599,000
3Beds
2Baths
1,200Sqft
Sugarloaf, Florida, 33042, United States
Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike.
Homes and Land
$1,599,000
17152 Marlin Drive
3Beds
2Baths
1,200Sqft
Sugarloaf, Florida, 33042, United States
Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated pool, fire pit and covered sitting area plus a putting green for your avid golfers. Wander through the tropically landscaped yard featuring mature avocado, coconut, mango, and pineapple trees as you stroll to the water where you are just minutes away from the open ocean, with a private dock and boat lift situated on a 100' wide crystal-clear canal. The 3 Bedroom 2 Bath home has been beautifully remodeled, featuring a bright, open great room that frames serene canal views. The kitchen is outfitted with premium stainless-steel appliances, quartz counters, wine cooler and breakfast bar where friends and family can gather around while you cook up the days' catch. Just minutes to world-class fishing and diving via Tarpon or Sammy Creek and 15 minutes to the magic of Key West. The quiet location ensures a peaceful retreat, away from the hustle and bustle, while keeping you close to the water.
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Homes and Land
$1,599,000
17152 Marlin Drive
3Beds
2Baths
1,200Sqft
$1,599,000
Sugarloaf, Florida, 33042, United States
$1,799,000
3Beds
2.5Baths
2,456Sqft
Cudjoe, Florida, 33042, United States
Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal.
Homes and Land
$1,799,000
51 Sawyer Drive
3Beds
2.5Baths
2,456Sqft
Cudjoe, Florida, 33042, United States
Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock, direct ocean access via a 60-ft wide canal, and proximity to the neighborhood marina. Enter through a covered entry into an airy Great Room with soaring ceilings and newly installed marble-look tile, giving the space a crisp, clean feel. The spacious kitchen features warm wood cabinetry, generous counter space, and casual bar seatingideal for entertaining. A primary suite retreat includes his-and-hers closets and a spa-like bath, plus an adjacent den that offers flexibility as a 4th bedroom, home office, or studio. The attached 2-car Garage allows plenty of space for all your toys. The tropically landscaped yard with shady palms and pretty brick drive boasts picturesque curb appeal. Cudjoe Gardens offers a full-service marina, fueling station, and a charming canal-side restaurantall moments from your front door. Just 20 miles to Key West, this is an exceptional opportunity to enjoy world-class boating and tropical elegance without stairs or compromise.
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Homes and Land
$1,799,000
51 Sawyer Drive
3Beds
2.5Baths
2,456Sqft
$1,799,000
Cudjoe, Florida, 33042, United States
$925,000
3Beds
2Baths
1,500Sqft
Summerland, Florida, 33042, United States
Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space.
Homes and Land
$925,000
195 W Shore Drive
3Beds
2Baths
1,500Sqft
Summerland, Florida, 33042, United States
Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for pilots, business owners, or anyone needing substantial storage or staff housing. Inside, you'll find warm wood finishes, a spacious kitchen and a cozy living area with tongue-and-groove wood ceilings and recessed lighting. Owners in this aviation community enjoy access to the Blanche Bergin Marina Park, complete with boat ramp and available dockage for a fee. Whether you're flying in, boating out, or simply enjoying the peace of the Florida Keys, this home offers unmatched versatility and potential. A rare opportunity to own a hangar home with marina and boat ramp privileges in a private, tranquil setting.
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Homes and Land
$925,000
195 W Shore Drive
3Beds
2Baths
1,500Sqft
$925,000
Summerland, Florida, 33042, United States
$899,000
3Beds
2Baths
1,203Sqft
Cudjoe, Florida, 33042, United States
Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides.
Homes and Land
$899,000
153 Peg Leg Lane
3Beds
2Baths
1,203Sqft
Cudjoe, Florida, 33042, United States
Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides. Inside you will find an open floor plan leading out to a full-length Porch overlooking the water for morning coffee or evening cocktails with family and friends. The spacious Kitchen offers stainless appliances and center island with seating. Porch access is enjoyed from the Primary Suite and Guest Bedroom. Plenty of room to entertain outside on the covered lanai or in the large yard where you will find lots of fruit trees including papaya, key lime, avocado and banana. Metal roof and lots of tropical landscaping complete this Florida Keys home.
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Homes and Land
$1,599,000
3Beds
2Baths
1,508Sqft
Cudjoe, Florida, 33042, United States
Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience.
Homes and Land
$1,599,000
21250 Conch Drive
3Beds
2Baths
1,508Sqft
Cudjoe, Florida, 33042, United States
Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you to your deeded dock equipped with water and electric, giving you effortless ocean access just steps from your door. The interior is light, open, and welcoming, with a focus on bringing the outside in. Enjoy a wraparound porch that frames panoramic views of the Atlantic, while inside you'll find an open floor plan with tile floors and island-inspired charm throughout. The entire second level is dedicated to a spacious primary suite, complete with a cozy sitting area overlooking the sea. Cudjoe Cove offers low HOA dues, a resort-style pool with waterfall, and trailer storage. Just 20 minutes from Key West and moments from restaurants, a marina, and conveniences this home is ideal as a full-time residence, a second home, or a vacation getaway.
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Homes and Land
$1,599,000
21250 Conch Drive
3Beds
2Baths
1,508Sqft
$1,599,000
Cudjoe, Florida, 33042, United States
$549,000
3Beds
1.5Baths
1,104Sqft
Little Torch, Florida, 33042, United States
Positioned to capture beautiful open water views of Pine Channel, this property sits in a quiet neighborhood that blends privacy with convenience. Spanning an impressive 12,000 sq ft, this double lot offers a rare opportunity to secure space, flexibility, and open water views in the Lower Keys.
Homes and Land
$549,000
744 Trinidad Lane
3Beds
1.5Baths
1,104Sqft
Little Torch, Florida, 33042, United States
Positioned to capture beautiful open water views of Pine Channel, this property sits in a quiet neighborhood that blends privacy with convenience. Spanning an impressive 12,000 sq ft, this double lot offers a rare opportunity to secure space, flexibility, and open water views in the Lower Keys. Enjoy being just minutes from shopping, restaurants, nightlife, the nature park, and the Big Pine Community Park while savoring the peaceful surroundings and water views that make Keys living so desirable. This property is best suited for buyers or investors with a vision to create their ideal Keys retreat or reimagine the site to match the incredible location, lot size, and views. With two separate Real Estate numbers, the property presents unique building and investment potential also. The vacant lot offers the ability to enter ROGO, while the lot with the existing home is ROGO exempt, a valuable advantage for any future development plans.
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Homes and Land
$549,000
744 Trinidad Lane
3Beds
1.5Baths
1,104Sqft
$549,000
Little Torch, Florida, 33042, United States
$5,200,000
4Beds
3.5Baths
2,660Sqft
Sugarloaf, Florida, 33042, United States
Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.
Homes and Land
$5,200,000
17013 Coral Drive
4Beds
3.5Baths
2,660Sqft
Sugarloaf, Florida, 33042, United States
Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound. Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. Step outside and immerse yourself in resort-style living with a heated and chilled waterfront pool, soothing spa, hot tub, invigorating cold plunge, and a fire pit encircled by flickering tiki torches to gather with friends and family while sipping cocktails as the sun melts into the horizon. Lounge on the expansive covered porch while enjoying views of the peaceful nature preserve for incredible bird watching, and a setting that offers total privacy and serenity. Boaters will love the protected canal access with 2 boat lifts (8K & 12K lbs), just minutes from open water. Additional features include a 4-car garage with EV charger, covered RV Tiki with 50 amp service, whole-house 35kW generator (750-gal tank), whole house water softening system and Sonos throughout, including garage and outdoor zones. Whether you're seeking a private sanctuary, a trophy lot, or the ultimate Florida Keys lifestyle, Blue Sky Pointe delivers. This is the most premiere lot on Sugarloaf Key a once-in-a-lifetime opportunity.
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Homes and Land
$5,200,000
17013 Coral Drive
4Beds
3.5Baths
2,660Sqft
$5,200,000
Sugarloaf, Florida, 33042, United States
$949,000
3Beds
2Baths
1,036Sqft
Ramrod, Florida, 33042, United States
Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood.
Homes and Land
$949,000
420 W Indies Drive
3Beds
2Baths
1,036Sqft
Ramrod, Florida, 33042, United States
Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a standing-seam metal roof, impact doors and windows, and engineered wood flooring throughout. The open kitchen is both stylish and functional, featuring marble countertops, a large center island with electric and USB connections, a 5-burner propane stove, perfect for entertaining. All three bedrooms are comfortably sized, and both bathrooms have been beautifully remodeled with high-end finishes and bidet toilets. The elevated home provides a bright, airy interior and a comfortable retreat above the ground level. Downstairs, the outdoor living space is designed for relaxed Florida Keys living. A spacious covered lanai with bar and multiple seating areas creates an inviting place to gather, while the fully fenced 7,131 sq. ft. oversized corner lot offers privacy and room to enjoy the outdoors. Additional features include a gas fire pit, outdoor shower with hot water, lemon and lime trees, and convenient boat tie-downs. Boaters will appreciate the composite dock with 11,000-lb davits and quick access to deep water via the clear flow-through canal. This turnkey property is an excellent opportunity to enjoy the Lower Keys lifestyle with modern upgrades, exceptional boating, and outstanding outdoor amenities.
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Homes and Land
$999,000
0.38Sqft
Cudjoe, Florida, 33042, United States
An exceptional opportunity awaits in one of the Lower Keys' most desirable neighborhoods. This oversized corner lot is ROGO exempt and comes with approved building plans already on file with Monroe County, allowing you to skip the waiting line and begin building your dream home immediately.
Homes and Land
$999,000
21082 6th Avenue
0.38Sqft
Cudjoe, Florida, 33042, United States
An exceptional opportunity awaits in one of the Lower Keys' most desirable neighborhoods. This oversized corner lot is ROGO exempt and comes with approved building plans already on file with Monroe County, allowing you to skip the waiting line and begin building your dream home immediately. The existing structure has been demolished, clearing the way for a seamless transition from vision to reality. Set on a spacious corner canal parcel, the property boasts approximately 280 feet of water frontage, providing panoramic canal views and generous dockage potential. A brand-new 17,000 lb. boat lift is already installed, ready for your vessel. With deep-draft oceanside access just moments away, this location is ideal for boating enthusiasts who need quick and easy access to open water. Cudjoe Gardens is one of the few neighborhoods in the Lower Keys offering a full-service marina, a public boat ramp, and the locally loved Bent Prop restaurant, all within the community. Whether you're ready to build your full-time residence or a seasonal escape, this property offers a rare chance to create a custom home in a prime waterfront setting without the long ROGO wait.
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Homes and Land
$740,000
2Beds
2Baths
1,040Sqft
Big Torch, Florida, 33042, United States
Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate.
Homes and Land
$740,000
4099 Egret Lane
2Beds
2Baths
1,040Sqft
Big Torch, Florida, 33042, United States
Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate. The homeowner will remain in place after purchase of the home. Details will be negotiated with the right buyer. Great boating from the 50 foot wide canal with little traffic. Come enjoy the peacefulness and privacy you are looking for in the Keys.
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Homes and Land
$1,899,000
3Beds
3Baths
1,998Sqft
Little Torch, Florida, 33042, United States
This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits.
Homes and Land
$1,899,000
28573 Le Grand Road
3Beds
3Baths
1,998Sqft
Little Torch, Florida, 33042, United States
This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens to the Chef's Kitchen enhanced with sleek white cabinetry, stainless steel appliances, gas range, wall oven, walk-in pantry and center island for friends and family to gather around. The first floor is also home to a Guest Bedroom and Bath and the Primary Suite featuring a large bathroom, walk-in closet and direct access to the large screened veranda overlooking the water. The 2nd story offers an ensuite Guest Bedroom and Office/Den plus a Porch with amazing 360 degree sunrise to sunset views. Plenty of room for all off your toys with 1,450 sq. ft. of Garage and storage. The 2 additional adjoining lots is the perfect place for a pool, RV and accessories and ensures complete privacy. Storm ready with impact doors and windows and metal roof. Jolly Roger Estates is a small coastal community of waterfront homes just minutes to dining and shopping and the magic of Key West less than 30 minutes away.
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Homes and Land
$1,899,000
28573 Le Grand Road
3Beds
3Baths
1,998Sqft
$1,899,000
Little Torch, Florida, 33042, United States
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