Sugarloaf Key, FL Homes for Sale

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  $999,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  17287 Cayman Dr, Summerland Key, FL 33042

  Turn key canal front home on Lower Sugarloaf Key. This is a prime location that offers a tranquil setting with NO Route 1 noise, an amazing neighborhood, and a short 17 mile drive to Key West! Property has a large lot that will accommodate a pool, RV, and plenty of room for you to create your own personal oasis. Enjoy your unobstructed views of the adjoining nature preserve with amazing sunrises.

  Jonathan Minerick Homecoin.com

  17287 Cayman Dr, Summerland Key, FL 33042
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  $19,750,000

  • 6 Beds
  • 7 Baths
  • 4,402 Sq Ft

  15760 Old State Road 4a, Summerland Key, FL 33042

  Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential--create a private luxury compound, a boutique resort

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  15760 Old State Road 4a, Summerland Key, FL 33042
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  $799,000

  • Land
  • 10 Acres
  • $79,900 per Acre

  0 Rocky Rd, Sugarloaf Key, FL 33042

  Rare opportunity to acquire approximately 10 acres of vacant residential land in Sugarloaf Key, an area known for its low-density character, natural surroundings, and limited land availability. Large parcels of this size are increasingly scarce in the Lower Florida Keys, positioning this property as a strategic long-term holding or future planning opportunity. On Monroe county records, the

  Eugenia Hernandez Premium Properties R.E. Svc.

  0 Rocky Rd, Sugarloaf Key, FL 33042
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  $4,250,000 Open Sun 10AM - 12PM

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 2, Key West, FL 33040

  Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

  Stephanie Marinucci Serhant

  231 E Shore Dr Unit 2, Key West, FL 33040
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  $1,100,000

  • Land

  2950 Overseas Hwy Unit 53, Key West, FL 33040

  Rare Gold Bayside RV Lot #53 in the exclusive Bluewater Key RV Resort on Saddlebunch Key, just 15 minutes from Key West. This spacious, highly improved lot offers beautiful open water views and a private tiki hut, providing the perfect setting to relax, entertain, and enjoy the Florida Keys lifestyle.As a designated Gold lot, the property features generous dimensions, privacy, and mature tropical

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 53, Key West, FL 33040
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  $3,850

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  19525 Date Palm Dr, Summerland Key, FL 33042

  Enjoy island living in this beautiful 3-bedroom, 2-bathroom home located on a quiet street in desirable Sugarloaf Key. This is an unfurnished annual rental featuring a large deck and private yard with plenty of space to enjoy the outdoors. Background check first, last, security deposit required. Dogs okay upon approval.

  Cliff Glansen FlatFee.com

  19525 Date Palm Dr, Summerland Key, FL 33042
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  $100,000

  • Land
  • 30.75 Acres
  • $3,252 per Acre

  14 67 26 Saddlebunch Key, Saddlebunch, FL 33040

  30 acres, two private islands on the gulf side of Saddlebunch Key. Not buildable, use can be private recreation, eco-preservation, or conservation. Listing includes parcel00120060-000000 and parcel 00120080-000000.If you love nature, here's s your spot!

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  14 67 26 Saddlebunch Key, Saddlebunch, FL 33040
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  $449,000

  • Land
  • 15,000 Sq Ft
  • $1,303,896 per Acre

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

  Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

  Pamela Stangler Expert Realty LLC

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
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  $10,499,000

  • 6 Beds
  • 8 Baths
  • 4,894 Sq Ft

  1041 Buttonwood Dr E, Sugarloaf Key, FL 33042

  Masterpiece of Modern Strength & Luxury | Brand-New Concrete Waterfront Estate on Prestigious Sugarloaf Key!This extraordinary new construction stunner is engineered as a rare modern fortress— built entirely of concrete, built to the most stringent hurricane-resistant codes, and designed for the discerning buyer who demands architectural excellence, security, and elevated coastal living. Set

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
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  $120,000

  • Land

  19617 Date Palm Dr, Sugarloaf Key, FL 33042

  Now only $120,000. Best priced lot in popular Upper Sugarloaf Key and priced for immediate sale! Take advantage of this opportunity to develop this larger 150 x 100 Tier III platted lot (infill lot located in a developed subdivision with adequate infrastructure). With its prime location and desirable features, this property is a rare find in today's market. Convenient to the community boat ramp

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  19617 Date Palm Dr, Sugarloaf Key, FL 33042
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  $100,000

  • Land
  • 1.01 Acres
  • $99,010 per Acre

  0 Acosta Rd, Summerland Key, FL 33042

  Vacant 1.01-acre parcel on Acosta Trail in Upper Sugarloaf Key, Monroe County, FL. Approx. 20 miles to Key West, 10 miles to Big Pine Key, and 5 miles to Cudjoe Key. Unimproved land offering future development or investment potential in the Lower Florida Keys. Additional 1.01-acre lot on Mira Rd (behind subject property) also available for sale. Buyer to verify zoning, ROGO status, flood zone,

  0 Acosta Rd, Summerland Key, FL 33042
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  $1,175,000

  • Land

  2950 Overseas Hwy Unit 64, Key West, FL 33040

  Platinum opportunities in Bluewater Key are rare -- and Bayside Lot #64 is truly one of the finest. Located in the highly sought-after Bluewater Key Luxury RV Resort on Saddlebunch Key, this bayside property delivers an elevated RV lifestyle just minutes from Key West within one of the nation's most celebrated RV resort communities.Designated as a Platinum Lot, this is one of the resort's

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 64, Key West, FL 33040
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  $4,375,000 Open Sun 10AM - 12PM

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft

  231 E Shore Dr Unit 6, Key West, FL 33040

  Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available—each starting at $4 million—this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West. Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5

  Stephanie Marinucci Serhant

  231 E Shore Dr Unit 6, Key West, FL 33040
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  $2,950,000

  • 4 Beds
  • 3 Baths
  • 2,812 Sq Ft

  16805 Tamarind Rd, Summerland Key, FL 33042

  OPEN WATER ELEGANCE on prestigious Southpoint, Sugarloaf Key. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle.Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  16805 Tamarind Rd, Summerland Key, FL 33042
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  $55,000

  • Land
  • 6,000 Sq Ft
  • $399,300 per Acre

  0 Vacant Land Unit 618301, Sugarloaf Key, FL 33042

  ROGO land dedication lot worth 2 points with paperwork completed and Monroe County letter of eligibility on file. No hidden expenses with this lot. Cost-effective way to get your permit faster! This lot is not buildable and is sold for land dedication purposes only.

  Nate Meyer Meyer and Boumerhi Realty LLC

  0 Vacant Land Unit 618301, Sugarloaf Key, FL 33042
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  $649,000

  • Land
  • 2,613 Sq Ft
  • $10,816,667 per Acre

  2950 Overseas Hwy Unit 33, Key West, FL 33040

  Welcome to Lot 33 at Bluewater Luxury RV Resort -- a premier destination for upscale RV living in the Florida Keys.This deeded Tropical Luxury RV lot offers an exceptional blend of comfort, convenience, and elegance in a lush, tropical setting. Spacious and level, Lot 33 easily accommodates your RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful island

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 33, Key West, FL 33040
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  $1,099,000

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  19267 Hansen Trail, Summerland Key, FL 33042

  Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living. Offering nearly 2,000 square feet of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes, all new impact windows and doors, and smart-home conveniences throughout. The open-concept design

  Justyn Ewald Expert Realty LLC (HQ)

  19267 Hansen Trail, Summerland Key, FL 33042
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  $100,000

  • Land
  • 1.01 Acres
  • $99,010 per Acre

  0 Mira Rd, Sugerloaf, FL 33042

  Vacant 1.01-acre parcel on Mira Rd in Upper Sugarloaf Key, Monroe County, FL. Approx. 20 miles to Key West, 10 miles to Big Pine Key, 5 miles to Cudjoe Key, and a short drive to local restaurants, marinas, and waterfront attractions throughout the Lower Florida Keys. Unimproved land offering future development or investment potential. Adjacent 1.01-acre lot on Acosta Trail (in front of subject

  Eugenia Hernandez PREMIUM PROPERTIES R.E SERVICE

  0 Mira Rd, Sugerloaf, FL 33042
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  $1,100,000

  • Land

  2950 Overseas Hwy Unit 52, Key West, FL 33040

  Rare Platinum Bayside RV Lot #52 in the exclusive Bluewater Key RV Resort on Saddlebunch Key, just 15 minutes away from Key West. This spacious, highly improved lot offers beautiful open water views and a private tiki hut, creating the perfect setting for relaxing or entertaining in your own tropical retreat.As a designated Platinum lot, this property offers generous size, privacy, and lush

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 52, Key West, FL 33040
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  $1,599,000

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft

  1151 Sugarloaf Blvd, Summerland Key, FL 33042

  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

  Wendy Zintsmaster Truman & Co. (KW)

  1151 Sugarloaf Blvd, Summerland Key, FL 33042
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  $910,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  813 Hawksbill Ln, Summerland Key, FL 33042

  Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE GENERATOR WITH TRANSFER SWITCH,Built on sturdy concrete pilings with Hardie board siding and a metal roof, Large workshop, storage space on first level with Laundry room, this three-story retreat of island living. Inside, you’ll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys

  Guadalupe Perez Douglas Elliman

  813 Hawksbill Ln, Summerland Key, FL 33042
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  $650,000

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  4 Shore Dr, Key West, FL 33040

  Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard is a leafy oasis or reconfigured for parking.

  Elizabeth Jolin Coldwell Banker Schmitt RE Co

  4 Shore Dr, Key West, FL 33040
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  $1,695,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  16640 Cypress Rd, Summerland Key, FL 33042

  RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  16640 Cypress Rd, Summerland Key, FL 33042
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  $190,000

  • Land
  • 1.02 Acres
  • $186,275 per Acre

  Lot 15 bk2 Bad George Rd, Sugarloaf Key, FL 33042

  Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. Great location near Sugarloaf school. Easy commute to Key West, only 25 minutes. Nearby boat ramps.

  Elizabeth Greco-DeGrenier Coldwell Banker Schmitt RE Co.

  Lot 15 bk2 Bad George Rd, Sugarloaf Key, FL 33042

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