Sugarloaf Key, FL Homes

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  /42

  $499,999

  • 2 Beds
  • 2 Baths
  • 873 Sq Ft

  4 Coral Dr, Key West, FL 33040

  Motivated Sellers - creative offers welcome!VA Assumable Rate at 3.5% for eligible Buyers!Enjoy your own slice of the Keys! This efficient 2-bedroom, 2-bath home offers comfort, functionality, and a wonderful outdoor lifestyle. The inviting floor plan flows easily between the living, dining, and kitchen areas, making everyday living and entertaining effortless. Step outside to a spacious back

  

  Lindsay Ryan

  EXP Realty LLC

  (786) 981-3025

  4 Coral Dr, Key West, FL 33040
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  /47

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 982 Sq Ft
  • Property for Rent

  24 Beach Dr, Key West, FL 33040

  **Oceanfront Home Close to Key West**Enjoy the best of both worlds with this completely remodeled oceanfront home, located just fifteen minutes from downtown Key West. Quiet mornings and breathtaking sunsets make this the ideal spot for a relaxing island retreat.**Features:**- **Open Water Views:** Start and end your day with incredible views of the ocean from the comfort of your home.- **2

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 882-9704

  24 Beach Dr, Key West, FL 33040
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  /56

  $1,725,000 Sold Jul 11, 2025

  17159 Amberjack Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1989

  Last Sold Summary

  • 14% Below List Price
  • $1,039/SF
  • 258 Days On Market

  Current Estimated Value $1,722,754

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  17159 Amberjack Ln, Summerland Key, FL 33042
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  /63

  Est $2,057,907 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,366 Sq Ft

  17057 Bonita Ln W, Sugarloaf Key, FL 33042

  17057 Bonita Ln W, Sugarloaf Key, FL 33042
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  /71

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  16941 Driftwood Ln, Summerland Key, FL 33042

  There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key West,

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (855) 606-6133

  16941 Driftwood Ln, Summerland Key, FL 33042
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  /20

  $7,945 per month

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Condo for Rent

  886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042

  The advertised rate of $7,945/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 8, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  886 Loggerhead Ln Unit ID1297829P, Summerland Key, FL 33042
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  /73

  $2,925,000 Sold Jun 10, 2025

  17018 Wahoo Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1991

  Last Sold Summary

  • 25% Below List Price
  • $1,987/SF
  • 122 Days On Market

  Current Estimated Value $2,877,889

  Last Listing Agent Coby Taylor Taylor & Assoc. RE, Inc.

  17018 Wahoo Ln, Summerland Key, FL 33042
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  /9

  Not Listed For Sale

  Lot 8 Overseas Hwy, Summerland Key, FL 33042

  Lot 8 Overseas Hwy, Summerland Key, FL 33042
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  /62

  $5,200,000

  • 4 Beds
  • 4 Baths
  • 2,660 Sq Ft

  17013 Coral Dr, Summerland Key, FL 33042

  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

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 882-3659

  17013 Coral Dr, Summerland Key, FL 33042
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  /20

  $7,404 per month

  • 3 Beds
  • 2.5 Baths
  • Condo for Rent

  31 Palm Dr Unit ID1307127P, Key West, FL 33040

  The advertised rate of $7,405/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  31 Palm Dr Unit ID1307127P, Key West, FL 33040
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  /69

  $2,200,000 Sold Jun 04, 2025

  70 Bay Dr, Key West, FL 33040

  • 5 Beds
  • 2 Baths
  • 2,450 Sq Ft
  • Built 1993

  Last Sold Summary

  • 12% Below List Price
  • $898/SF
  • 174 Days On Market

  Current Estimated Value $2,223,262

  Last Listing Agent Stephanie Wise Keller Williams Key West Compass Realty

  70 Bay Dr, Key West, FL 33040
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  /38

  Est $1,206,617 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042

  17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042
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  /43

  $1,599,000

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

  17152 Marlin Dr, Summerland Key, FL 33042

  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

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 692-4942

  17152 Marlin Dr, Summerland Key, FL 33042
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  /5

  $725,000 Sold Jul 30, 2025

  19462 Canal Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $520/SF
  • 3 Days On Market

  Current Estimated Value $733,340

  Last Listing Agent Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

  19462 Canal Dr, Summerland Key, FL 33042
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  /63

  Est $4,681,405 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 4,200 Sq Ft

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042
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  /44

  $1,699,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,998 Sq Ft

  17094 Coral Dr, Summerland Key, FL 33042

  This beautifully appointed home is located in prestigious Sugarloaf Shores, an upscale coastal community of waterfront homes just 15 miles from the magic of Key West. As you enter the 3 Bedroom 2 Bath 2,000 sq. ft. home a massive Great Room greets you highlighted by a true chef's Kitchen offering lots of custom cabinetry, stainless appliances, 2 wine coolers and large center island for friends

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 244-7125

  17094 Coral Dr, Summerland Key, FL 33042
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  /34

  $600,000 Sold Sep 22, 2025

  19557 Mayan St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Below List Price
  • $607/SF
  • 186 Days On Market

  Current Estimated Value $613,791

  Last Listing Agent Lola McKee eXp Realty LLC

  19557 Mayan St, Summerland Key, FL 33042
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  /2

  Est $1,128,153 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  17277 Dolphin St E, Summerland Key, FL 33042

  17277 Dolphin St E, Summerland Key, FL 33042
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  /30

  $1,129,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  18 W Circle Dr, Key West, FL 33040

  Located in the desirable Saddlebunch Key community, 18 W Circle Dr offers true canal front living just minutes from Key West. This quiet, residential neighborhood is known for its natural surroundings, strong community feel, and easy access to town without the congestion of downtown living. The property features private dockage with approximately 3 feet of draft, ideal for skiffs, flats boats,

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 963-4064

  18 W Circle Dr, Key West, FL 33040
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  /2

  $1,175,000 Sold Apr 24, 2025

  16 Boulder Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 2016

  Last Sold Summary

  • 6% Below List Price
  • $799/SF
  • 2 Days On Market

  Current Estimated Value $1,189,834

  Last Listing Agent Joe Bracciale Select Properties of NWFL

  16 Boulder Dr, Key West, FL 33040
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  /2

  Not Listed For Sale

  2950 Overseas Hwy Unit 58, Key West, FL 33040

  2950 Overseas Hwy Unit 58, Key West, FL 33040
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  /53

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  17215 Bonita Ln E, Summerland Key, FL 33042

  Completely reimagined and absolutely stunning, this beautifully remodeled home in Sugarloaf Shores showcases a full renovation, including a brand new 20x8 dock scheduled for completion in early March which is included in the sale. The beautiful 3 Bedroom 2 Bathroom home features commercial grade luxury vinyl floors, beautiful new finishes, custom cabinetry, new appliances, and fresh paint inside

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 798-4569

  17215 Bonita Ln E, Summerland Key, FL 33042
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  /11

  $250,000 Sold May 12, 2025

  56 Palm Dr, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1973

  Last Sold Summary

  • 15% Below List Price
  • $372/SF
  • 5 Days On Market

  Last Listing Agent Debora Bent Coastal Collection Real Estate

  56 Palm Dr, Key West, FL 33040
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  /2

  Not Listed For Sale

  0 Vacant Unit 607262, Saddlebunch, FL 33040

  0 Vacant Unit 607262, Saddlebunch, FL 33040
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  /15

  $190,000

  • Land

  838 Loggerhead Ln, Sugarloaf Key, FL 33042

  Time to build your waterfront, Florida Keys home far from the madding crowd! So close to Key West yet so quiet and so close to nature. This property has everything to offer, large lot size in an relatively small subdivision, beautiful, clear, clean canal, excellent boating access to Gulf, close to sandbars at Snipes Pt and Marvin Key, great fishing grounds and lots of ocean to explore and enjoy

  

  Margarita Villoch

  Island Group Realty (KW)

  (855) 789-7766

  838 Loggerhead Ln, Sugarloaf Key, FL 33042
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  /32

  $1,830,000 Sold Apr 02, 2025

  17023 Allamanda Dr W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $1,658/SF
  • 77 Days On Market

  Current Estimated Value $1,843,943

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  17023 Allamanda Dr W, Summerland Key, FL 33042
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  /2

  Est $458,284 Not Listed For Sale

  • Studio

  17172 Marlin Dr, Sugarloaf Shores, FL 33042

  17172 Marlin Dr, Sugarloaf Shores, FL 33042
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  /59

  $3,999,000

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft

  17015 Wahoo Ln W, Summerland Key, FL 33042

  Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (833) 854-0770

  17015 Wahoo Ln W, Summerland Key, FL 33042
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  /54

  $1,550,000 Sold Nov 05, 2025

  15 Bay Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft
  • Built 1990

  Last Sold Summary

  • 18% Below List Price
  • $764/SF
  • 248 Days On Market

  Current Estimated Value $1,561,522

  Last Listing Agent Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

  15 Bay Dr, Key West, FL 33040
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  /2

  Est $192,409 Not Listed For Sale

  • Studio

  825 Hawksbill Ln, Sugarloaf Key, FL 33042

  825 Hawksbill Ln, Sugarloaf Key, FL 33042
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  /17

  $675,000

  • Land

  17215 Keystone Rd, Sugarloaf Shores, FL 33042

  Cleared canal-front lot in Sugarloaf Shores with building permit in place and first inspection not due until December 2026! Positioned on the desirable no-bridge side, this expansive 27,716 sq. ft. residential parcel is surrounded by multi-million-dollar homes and offers easy access to the open water where days are enjoyed paddling and kayaking through mangrove-line creeks or heading out to

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 957-7959

  17215 Keystone Rd, Sugarloaf Shores, FL 33042
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  /83

  $3,300,000 Sold Jul 11, 2025

  16705 Tamarind Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 3,086 Sq Ft
  • Built 2015

  Last Sold Summary

  • 27% Below List Price
  • $1,069/SF
  • 299 Days On Market

  Current Estimated Value $3,321,761

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  16705 Tamarind Rd, Summerland Key, FL 33042
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  /2

  Not Listed For Sale

  0 E Circle Dr, Saddlebunch, FL 33040

  0 E Circle Dr, Saddlebunch, FL 33040
• 

  

  /10

  $499,000

  • Land

  63 Sugarloaf Dr, Sugarloaf Shores, FL 33042

  Welcome to the lowest priced waterfront lot with an active building permit on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active building permit for a custom 2,120 sq.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (305) 834-4054

  63 Sugarloaf Dr, Sugarloaf Shores, FL 33042
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  /44

  $810,000 Sold Feb 19, 2026

  57 Palm Dr, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,380 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $587/SF
  • 185 Days On Market

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  57 Palm Dr, Key West, FL 33040
• 

  /2

  Est $971,609 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,008 Sq Ft

  18954 Acosta Trail, Summerland Key, FL 33042

  18954 Acosta Trail, Summerland Key, FL 33042
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  /45

  $1,599,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  17227 Allamanda Dr, Summerland Key, FL 33042

  Welcome to your own slice of paradise in the desirable Sugarloaf Shores neighborhood of the Lower Keys! This beautifully designed 3 bedroom, 2 bath home offers 1,788 sq. ft. of inviting living space that perfectly blends comfort, quality, and the laid-back island lifestyle. Located on the no-bridge side of Sugarloaf Shores, this property provides quick water access to world-class fishing, diving,

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 803-0852

  17227 Allamanda Dr, Summerland Key, FL 33042
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  /2

  $144,000 Sold Mar 04, 2025

  Lot 15 Aztec St, Sugarloaf Key, FL 33042

  • Land

  Last Sold Summary

  • 4% Below List Price
  • 2 Days On Market

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

  Lot 15 Aztec St, Sugarloaf Key, FL 33042
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  /2

  Not Listed For Sale

  Lot 6 Mad Bob Rd Unit 1, Sugarloaf Key, FL 33042

  Lot 6 Mad Bob Rd Unit 1, Sugarloaf Key, FL 33042
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  /9

  $450,000

  • 2 Beds
  • 1 Bath
  • 460 Sq Ft

  6 Beach Dr, Key West, FL 33040

  Rare DOUBLE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This lot can be cleared providing huge wide water sunset views and the ability to add dockage with shallow boating access. Located in the Saddlebunch Keys, just 10 minutes from all of the superior dining and nightlife of Key West, Florida. Repair trailer that is on site under the 50% rule, or build your dream home

  

  Anneliese Dietrick

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 756-8747

  6 Beach Dr, Key West, FL 33040

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