Sugarloaf Key, FL Homes

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  /3

  $849,000

  • Land
  • 10 Acres
  • $84,900 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

  0 Rocky Rd, Sugarloaf Key, FL 33042
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  /2

  Est $867,667 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  17036 Wahoo Ln, Summerland Key, FL 33042

  17036 Wahoo Ln, Summerland Key, FL 33042
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  /43

  $4,375,000 Pending

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

  231 E Shore Dr Unit 4, 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 Muzzillo Serhant

  231 E Shore Dr Unit 4, Key West, FL 33040
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  /37

  Est $2,058,900 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,638 Sq Ft

  17026 Bonita Ln W, Summerland Key, FL 33042

  17026 Bonita Ln W, Summerland Key, FL 33042
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  /47

  $4,250,000 New Construction

  • 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 Muzzillo Serhant

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

  Est $1,117,711 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,152 Sq Ft

  17094 Kingfish Ln W, Summerland Key, FL 33042

  17094 Kingfish Ln W, Summerland Key, FL 33042
• 

  

  /39

  $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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  /23

  Est $828,136 Not Listed For Sale

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

  17213 Snapper Ln, Summerland Key, FL 33042

  17213 Snapper Ln, Summerland Key, FL 33042
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  /116

  $1,949,999

  • 4 Beds
  • 4 Baths
  • 2,454 Sq Ft

  78 Bay Dr, Key West, FL 33040

  Set on a quater-acre lot in Bay Point, a quiet residential enclave celebrated for its natural surroundings, water views, and relaxed tropical lifestyle, this waterfront estate embodies the very best of Keys living. Residents enjoy the serenity of a low-density neighborhood framed by mangroves and open water, while remaining just minutes from the world-class dining, shopping, and entertainment of

  Jenny Benson Coastal Collection Real Estate Inc.

  78 Bay Dr, Key West, FL 33040
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  /32

  Est $3,132,614 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,976 Sq Ft

  176 Sugarloaf Dr, Summerland Key, FL 33042

  176 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  /19

  $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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  /26

  Est $974,120 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft

  19648 Caribe St, Summerland Key, FL 33042

  19648 Caribe St, Summerland Key, FL 33042
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  /3

  $449,000

  • Land
  • 0.34 Acre
  • $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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  /21

  Est $671,331 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft

  19518 Caloosa St, Summerland Key, FL 33042

  19518 Caloosa St, Summerland Key, FL 33042
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  /61

  $3,999,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042

  Retreat to over 20 acres of private paradise, where unobstructed open-water views and breathtaking sunrise and sunset skies set the tone for everyday. Remotely tucked away off Old State Road in Sugarloaf Key, this rare beachfront estate delivers a level of privacy and true coastal beauty that is nearly impossible to replicate in the Florida Keys. Concrete construction completed in 2024, this

  Madeleine Lowe Expert Realty LLC (HQ)

  16200 Old State Rd Unit 4A, Sugarloaf Key, FL 33042
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  /15

  Est $936,527 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  20 Shore Dr, Key West, FL 33040

  20 Shore Dr, Key West, FL 33040
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  /125

  $10,700,000 Open Fri 4PM - 6PM

  • 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 on

  Lisa Swanson The Agency Florida Keys

  1041 Buttonwood Dr E, Sugarloaf Key, FL 33042
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  /43

  Est $2,448,354 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,935 Sq Ft

  340 S Point Dr, Summerland Key, FL 33042

  340 S Point Dr, Summerland Key, FL 33042
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  /17

  $985,000

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft

  17171 Seagrape Ln, Summerland Key, FL 33042

  RARE OPPORTUNITY HERE! Seller IS the listing Agent!! Let's make a deal! This home is perfect for a DIY or Builder. Bring your imagination as it's located in very desirable location of Sugarloaf Shores where homes are over 2++ million dollars. It just needs a makeover but has great bones and many things you won't get now. Full 2 car garage with impact doors and shop. Legal downstairs bath. Large

  Marie Howe Century 21 Circle - Key West

  17171 Seagrape Ln, Summerland Key, FL 33042
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  /30

  Est $1,637,063 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  540 W Point Dr, Summerland Key, FL 33042

  540 W Point Dr, Summerland Key, FL 33042
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  /3

  $135,000

  • Land

  19617 Date Palm Dr, Sugarloaf Key, FL 33042

  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 and near the

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

  19617 Date Palm Dr, Sugarloaf Key, FL 33042
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  /29

  Est $1,611,059 Not Listed For Sale

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

  86 Bay Dr, Key West, FL 33040

  86 Bay Dr, Key West, FL 33040
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  /19

  $694,000

  • 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 was once an orchid house and could be returned as

  Elizabeth Jolin Coldwell Banker Schmitt Islamorada

  4 Shore Dr, Key West, FL 33040
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  /2

  Est $1,445,371 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,181 Sq Ft

  33 Bay Dr, Key West, FL 33040

  33 Bay Dr, Key West, FL 33040
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  /4

  $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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  /41

  Est $1,175,887 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  17139 Amberjack Ln, Summerland Key, FL 33042

  17139 Amberjack Ln, Summerland Key, FL 33042
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  /49

  $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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  /2

  Est $1,024,777 Not Listed For Sale

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

  45 Blue Water Dr, Key West, FL 33040

  45 Blue Water Dr, Key West, FL 33040
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  /50

  $1,299,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft

  19749 Date Palm Dr, Summerland Key, FL 33042

  An incredible opportunity, especially for those looking for a spacious, 2464 sq ft well-equipped 12-foot stilted custom-built, waterfront home. 4 bedrooms, 3 baths plus a den with recent improvements and updates. Enormous Master bedroom and master bath with a gigantic tub. A huge breathtaking kitchen with stainless steel appliances. The combination of a large living area, open floor plan, modern

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  19749 Date Palm Dr, Summerland Key, FL 33042
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  /56

  Est $687,443 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  35 Palm Dr, Key West, FL 33040

  35 Palm Dr, Key West, FL 33040
• 

  

  /39

  $4,375,000 New Construction

  • 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 Muzzillo Serhant

  231 E Shore Dr Unit 6, Key West, FL 33040
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  /2

  Est $1,244,853 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 2,038 Sq Ft

  15 Boulder Dr, Key West, FL 33040

  15 Boulder Dr, Key West, FL 33040
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  /5

  $24,500

  • Land
  • 0.5 Acre
  • $49,000 per Acre

  2351 Alamanda Dr, Sugarloaf Shores, FL 33042

  Excellent Location within Indian Lake Estates, close to club house! Enjoy inexpensive golf on an improved golf course and remodeled Club house! Have a Great Lunch on the outside Patio at the 19th Hole! Enjoy a vast view in a peaceful setting! You will be sold! Plus you have a 7500 Acre Lake to fish for large mouth Bass! Enjoy the tranquility and being able to see the stars again in this rural

  Robert Burns Allstar Realty Inc

  2351 Alamanda Dr, Sugarloaf Shores, FL 33042
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  /51

  Est $3,260,093 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,380 Sq Ft

  85 Bay Dr, Key West, FL 33040

  85 Bay Dr, Key West, FL 33040
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  /83

  $4,400,000

  • 4 Beds
  • 4.5 Baths
  • 2,907 Sq Ft

  16745 Tamarind Rd, Sugarloaf Shores, FL 33042

  Step into your own waterfront sanctuary, 'Casa Del Mar' in prestigious Sugarloaf Shores on Lower Sugarloaf Key, where clean, modern design meets unmistakable Florida Keys ease. This beautifully built CBS home with impact windows delivers 4 spacious bedrooms and 4.5 baths, wrapped in contemporary style and coastal charm.Inside, the heart of the home is a true chef's kitchen with high-end

  Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

  16745 Tamarind Rd, Sugarloaf Shores, FL 33042
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  /18

  Est $1,678,664 Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 3,538 Sq Ft

  17042 Starfish Ln W, Summerland Key, FL 33042

  17042 Starfish Ln W, Summerland Key, FL 33042
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  /75

  $3,500,000

  • 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 The Agency Florida Keys

  16805 Tamarind Rd, Summerland Key, FL 33042
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  /48

  Est $447,386 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  19461 Canal Dr, Summerland Key, FL 33042

  19461 Canal Dr, Summerland Key, FL 33042
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  /2

  $55,000

  • Land

  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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  /29

  Est $831,945 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,544 Sq Ft

  91 Frazier Ln, Summerland Key, FL 33042

  91 Frazier Ln, Summerland Key, FL 33042

Showing Results 161 - 200, Page 5 of 18