Sugarloaf Key, FL Homes

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  /49

  $1,000,000 Sold Sep 25, 2025

  2950 Overseas Hwy Unit 50, Key West, FL 33040

  • Land

  Last Sold Summary

  • 23% Below List Price
  • 128 Days On Market

  Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 50, Key West, FL 33040
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  /10

  Not Listed For Sale

  19 Palm Dr, Saddlebunch, FL 33040

  19 Palm Dr, Saddlebunch, FL 33040
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  /38

  $4,325,000 Pending

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

  231 E Shore Dr Unit 7, 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 7, Key West, FL 33040
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  /2

  $55,000 Sold Jun 02, 2025

  0 Canal Dr, Sugarloaf Key, FL 33042

  • Land

  Last Sold Summary

  • 11% Below List Price
  • 32 Days On Market

  Last Listing Agent Nate Meyer Meyer and Boumerhi Realty LLC

  0 Canal Dr, Sugarloaf Key, FL 33042
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  /2

  Est $2,284,901 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,360 Sq Ft

  305 S Point Dr, Summerland Key, FL 33042

  305 S Point Dr, Summerland Key, FL 33042
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  /74

  $2,875,000

  • 4 Beds
  • 3 Baths
  • 1,820 Sq Ft

  77 Bay Dr, Key West, FL 33040

  A Tropical Sanctuary just 15 miles from Key West, 77 Bay Drive is where open water, flawless design, and island soul come together in perfect harmony. Perched along the edge of the Atlantic, this reimagined residence offers panoramic sunrise views, direct boating access, and a lifestyle most only dream about. Step through the door and into a home that's been transformed from top to bottom, with

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  77 Bay Dr, Key West, FL 33040
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  /8

  $199,000 Sold Jul 22, 2025

  13 Beach Dr, Key West, FL 33040

  • Land

  Last Sold Summary

  • 20% Below List Price
  • 149 Days On Market

  Current Estimated Value $203,647

  Last Listing Agent Natallie Liz Expert Realty LLC (HQ)

  13 Beach Dr, Key West, FL 33040
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  /23

  Not Listed For Sale

  17295 Keystone Rd, Sugarloaf Shores, FL 33042

  17295 Keystone Rd, Sugarloaf Shores, FL 33042
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  /46

  $2,250,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  1330 Sugarloaf Blvd, Summerland Key, FL 33042

  Discover the rare opportunity to own a masterfully renovated waterfront property that has remained entirely unoccupied and never lived in since its completion. This three-bedroom, two-bathroom residence offers the luxury of a home where every single element is 100% brand new and unused. The home comes completely turn-key and fully furnished with a curated collection of brand-new furniture,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1330 Sugarloaf Blvd, Summerland Key, FL 33042
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  /27

  $1,900,000 Sold Jun 18, 2025

  17022 Starfish Ln W, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft
  • Built 1994

  Last Sold Summary

  • 14% Below List Price
  • $955/SF
  • 85 Days On Market

  Current Estimated Value $1,983,603

  Last Listing Agent Kieran Mahoney Sugarloaf Realty LLC

  17022 Starfish Ln W, Summerland Key, FL 33042
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 35, Key West, FL 33040

  2950 Overseas Hwy Unit 35, Key West, FL 33040
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  /45

  $3,995,900 Pending

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

  231 E Shore Dr Unit 1, 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 1, Key West, FL 33040
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  /60

  $2,512,500 Sold Oct 31, 2025

  1260 Sugarloaf Blvd, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $871/SF
  • 60 Days On Market

  Current Estimated Value $2,465,414

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  1260 Sugarloaf Blvd, Summerland Key, FL 33042
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 46, Key West, FL 33040

  2950 Overseas Hwy Unit 46, Key West, FL 33040
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  /74

  $3,050,000

  • 4 Beds
  • 4 Baths
  • 1,804 Sq Ft

  17385 Keystone Rd, Summerland Key, FL 33042

  Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most

  Lisa Swanson The Agency Florida Keys

  17385 Keystone Rd, Summerland Key, FL 33042
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  /40

  $950,000 Sold Sep 17, 2025

  17126 Wahoo Ln W, Sugarloaf Shores, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1977

  Last Sold Summary

  • 16% Below List Price
  • $825/SF
  • 85 Days On Market

  Current Estimated Value $995,210

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  17126 Wahoo Ln W, Sugarloaf Shores, FL 33042
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  /2

  Not Listed For Sale

  0 Crane Blvd, Sugarloaf Key, FL 33042

  0 Crane Blvd, Sugarloaf Key, FL 33042
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  /45

  $4,375,000 New Construction

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

  231 E Shore Dr Unit 3, 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 3, Key West, FL 33040
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  /4

  $730,000 Sold May 14, 2025

  2950 Overseas Hwy Unit 13, Key West, FL 33040

  • Land

  Last Sold Summary

  • 19% Below List Price
  • 1 Day On Market

  Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 13, Key West, FL 33040
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  /2

  Est $653,365 Not Listed For Sale

  • Studio

  17162 Starfish Ln W, Sugarloaf Shores, FL 33042

  17162 Starfish Ln W, Sugarloaf Shores, FL 33042
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  /55

  $2,299,999

  • 3 Beds
  • 3 Baths
  • 2,288 Sq Ft

  17210 Angelfish Ln, Summerland Key, FL 33042

  Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the

  The Spottswood Team Truman & Co. (KW)

  17210 Angelfish Ln, Summerland Key, FL 33042
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  /3

  $225,000 Sold Nov 14, 2025

  1A Palm Dr, Other Florida, FL 33040

  • Land

  Last Sold Summary

  • 18% Below List Price
  • 79 Days On Market

  Last Listing Agent Roger Cousineau Keller Williams Key West Compass Realty

  1A Palm Dr, Other Florida, FL 33040
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  /2

  Est $236,148 Not Listed For Sale

  • Studio

  951 Hawksbill Ln, Sugarloaf Key, FL 33042

  951 Hawksbill Ln, Sugarloaf Key, FL 33042
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  /53

  $2,375,000

  • 5 Beds
  • 4 Baths
  • 2,772 Sq Ft

  205 S Point Dr, Summerland Key, FL 33042

  Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views.The primary suite is a private

  Dawn McComish Lokation Real Estate

  205 S Point Dr, Summerland Key, FL 33042
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  /30

  $2,100,000 Sold Mar 26, 2025

  15800 Old State Road 4a, Summerland Key, FL 33042

  • 2 Beds
  • 3 Baths
  • 1,548 Sq Ft
  • Built 2006

  Last Sold Summary

  • 19% Below List Price
  • $1,357/SF
  • 154 Days On Market

  Current Estimated Value $2,160,966

  Last Listing Agent Rodrigo Kirilauscas K & A Realty

  15800 Old State Road 4a, Summerland Key, FL 33042
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  /8

  Est $417,009 Not Listed For Sale

  53 Sugarloaf Dr, Sugarloaf Shores, FL 33042

  53 Sugarloaf Dr, Sugarloaf Shores, 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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  /6

  $14,500 Sold Sep 29, 2025

  0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042

  • Land

  Last Sold Summary

  • 7% Above List Price
  • 4 Days On Market

  Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.

  0 Vacant Land Unit 616529, Sugarloaf Key, FL 33042
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  /2

  Not Listed For Sale

  0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042

  0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042
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  /53

  $1,175,000

  • Land

  2950 Overseas Hwy Unit 63, Key West, FL 33040

  Rare Platinum RV Lot in Prestigious Bluewater Key - Bayside Lot #63Opportunities like this are truly rare. Located in the highly sought-after Bluewater Key RV Resort in Saddlebunch Key, Bayside Lot #63 offers an exceptional luxury RV lifestyle just minutes from Key West, within one of the top-ranked RV resorts in the United States.This Platinum Lot is among the most extensively improved sites in

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 63, Key West, FL 33040
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  /43

  $975,000 Sold May 30, 2025

  17425 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2018

  Last Sold Summary

  • 19% Below List Price
  • $677/SF
  • 65 Days On Market

  Current Estimated Value $1,024,439

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  17425 Jamaica Ln, Summerland Key, FL 33042
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  /8

  Est $551,257 Not Listed For Sale

  17256 Keystone Rd, Sugarloaf Key, FL 33042

  17256 Keystone Rd, Sugarloaf Key, FL 33042
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  /60

  $1,050,000

  • Land

  2950 Overseas Hwy Unit 37, Key West, FL 33040

  Exceptional luxury RV site located within the exclusive, gated Bluewater Key Luxury RV Resort. This rare oversized Platinum Plus double lot offers an unparalleled level of privacy, surrounded by lush tropical landscaping and positioned in one of the resort's most coveted locations--just steps from the elegant clubhouse and resort-style pool.Designed for elevated outdoor living, the property

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 37, Key West, FL 33040
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  /23

  $710,000 Sold Aug 20, 2025

  19603 Seminole St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $598/SF
  • 5 Days On Market

  Current Estimated Value $728,201

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  19603 Seminole St, Summerland Key, FL 33042
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  /21

  Not Listed For Sale

  2950 Overseas Hwy Unit 28, Key West, FL 33040

  2950 Overseas Hwy Unit 28, Key West, FL 33040
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  /76

  $869,999

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  19512 Aztec St, Summerland Key, FL 33042

  Motivated seller! Bring all Reasonable offers 2 bedrooms, 1.5 baths with a 500sq ft screened lanai in the main building. There are 2 additional buildings that could be used as offices or bedrooms. Custom Pool with jacuzzi and swim jet. Completely remodeled in 2020 with new roof, new A/C. Located in the established Indian Mound Estates neighborhood w/ Access to private boat ramp with cabana and

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  19512 Aztec St, Summerland Key, FL 33042
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  /36

  $1,215,000 Sold Apr 09, 2025

  17246 Jamaica Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2020

  Last Sold Summary

  • 12% Below List Price
  • $844/SF
  • 23 Days On Market

  Current Estimated Value $1,201,910

  Last Listing Agent Stephen Hachey

  17246 Jamaica Ln, Summerland Key, FL 33042
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  17 Palm Dr, Key West, FL 33040

  17 Palm Dr, Key West, FL 33040
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  /12

  $599,000

  • Land
  • 0.27 Acre
  • $2,183,468 per Acre

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042

  **Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!**Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean.Key features include:- **Unparalleled Location:** Just 14 miles from

  Daiane Sardinas Carvalho Centennial Realty Group, LLC

  16841 Driftwood Ln, Sugarloaf Shores, FL 33042
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  /39

  $1,175,000 Sold Apr 10, 2025

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  • Land

  Last Sold Summary

  • 23% Below List Price
  • 154 Days On Market

  Last Listing Agent Jimmy Lane Island Life Realty Experts

  2950 Overseas Hwy Unit 39, Key West, FL 33040

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