Sugarloaf Key, FL Homes

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  /62

  $5,200,000

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

  17013 Coral Dr, Sugarloaf 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 Real Estate Co

  17013 Coral Dr, Sugarloaf Key, FL 33042
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  /31

  $7,200

  Total Monthly Price

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

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

  The advertised rate of $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 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

  886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
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  /32

  $950,000

  Sold Aug 13, 2026

  1129 Hawksbill Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $826/SF
  • 3 Days On Market

  Current Estimated Value $1,014,906

  Last Listing Agent Sean Farrer Coldwell Banker Schmitt RE Co

  1129 Hawksbill Ln, Summerland Key, FL 33042
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  /63

  Est $2,038,785

  Not Listed For Sale

  17057 Bonita Ln W, Sugarloaf Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,366 Sq Ft
  • Built 2015

  17057 Bonita Ln W, Sugarloaf Key, FL 33042

  Last Sold Summary

  • 190 Days On Market

  Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /72

  $3,899,000

  $100K PRICE DROP

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

  17015 Wahoo Ln W, Sugarloaf 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 Real Estate Co

  17015 Wahoo Ln W, Sugarloaf Key, FL 33042
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  /33

  $6,838

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft
  • Condo for Rent

  31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040

  The advertised rate of $6,838/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 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

  31 Palm Dr Unit SI FL1-ID1546457P, Key West, FL 33040
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  /6

  $1,937,500

  Sold Jun 05, 2026

  1058 Buttonwood Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft
  • Built 2001

  Last Sold Summary

  • $1,096/SF
  • 0 Days On Market

  Current Estimated Value $1,906,466

  Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  1058 Buttonwood Dr E, Summerland Key, FL 33042
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  /38

  Est $1,341,001

  Not Listed For Sale

  17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1994

  17165 Wahoo Ln W, Upper Sugarloaf Key, FL 33042

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
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  /32

  $5,500

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

  59 Palm Dr, Key West, FL 33040

  Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,500 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living. The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  59 Palm Dr, Key West, FL 33040
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  /46

  $2,000,000

  Sold Jul 14, 2026

  1330 Sugarloaf Blvd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $1,232/SF
  • 62 Days On Market

  Current Estimated Value $2,152,594

  Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

  1330 Sugarloaf Blvd, Summerland Key, FL 33042
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  /36

  Est $1,222,070

  Not Listed For Sale

  17246 Jamaica Ln, Summerland Key, FL 33042

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

  17246 Jamaica Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Stephen Hachey Flat Fee MLS Realty
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  /45

  $1,155,000

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  17183 Green Turtle Ln W, Summerland Key, FL 33042

  Live on the water on one of the largest lots in Sugarloaf Shores, fronting a 70 ft wide crystal clear swimming canal with easy ocean access. Recent upgrades make this home truly turnkey, including a new seawall, a new boat lift 15,000 lbs), and a newer roof. The big ticket items are already done for you.The grounds are the professionally landscaped with mature trees, fruit trees, a custom

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  17183 Green Turtle Ln W, Summerland Key, FL 33042
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  /38

  $4,275,000

  Sold Mar 04, 2026

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

  • 5 Beds
  • 5.5 Baths
  • 4,103 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $1,042/SF
  • 173 Days On Market

  Last Listing Agent Stephanie Marinucci Serhant

  231 E Shore Dr Unit 7, Key West, FL 33040
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  /63

  Est $4,572,811

  Not Listed For Sale

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042

  • 6 Beds
  • 6.5 Baths
  • 4,200 Sq Ft
  • Built 2023

  17129 Amberjack Ln, Sugarloaf Shores, FL 33042

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Jenna Stauffer Ocean Sotheby's International Realty
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  /10

  $474,000

  $25K PRICE DROP

  • Land
  • 14,810 Sq Ft
  • $1,394,118 per Acre

  63 Sugarloaf Dr, Sugarloaf Key, FL 33042

  Welcome to the lowest priced waterfront lot with an active building permit and DEP and Army Corp mitigation fees paid 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

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  63 Sugarloaf Dr, Sugarloaf Key, FL 33042
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  /75

  $2,715,000

  Sold May 14, 2026

  77 Bay Dr, Key West, FL 33040

  • 4 Beds
  • 3 Baths
  • 1,820 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $1,492/SF
  • 71 Days On Market

  Current Estimated Value $2,610,777

  Last Listing Agent Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  77 Bay Dr, Key West, FL 33040
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  /2

  Est $1,196,613

  Not Listed For Sale

  17277 Dolphin St E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1995

  17277 Dolphin St E, Summerland Key, FL 33042
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  /34

  $5,500

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

  37 Palm Dr, Key West, FL 33040

  Turnkey Waterfront Living in Saddlebunch Key - $5,500/month This fully furnished 3 bed, 3 bath canal-front home offers the ultimate Keys lifestyle just behind Baby's Coffee. Enjoy quick access to open water with your own boat lift, perfect for fishing or sunset cruising. Spacious open-concept living, updated kitchen, and outdoor entertaining areas make this a perfect getaway or full-time

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  37 Palm Dr, Key West, FL 33040
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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 $627,743

  Last Listing Agent Lola McKee eXp Realty LLC

  19557 Mayan St, Summerland Key, FL 33042
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  /11

  Not Listed For Sale

  56 Palm Dr, Key West, FL 33040

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

  56 Palm Dr, Key West, FL 33040

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Debora Bent Coastal Collection Real Estate
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  /20

  $999,000

  • Land
  • 21,780 Sq Ft
  • $1,998,000 per Acre

  16770 Cypress Rd, Sugarloaf Shores, FL 33042

  Active Permit! Start building today! Save years of planning and permitting with this exceptional 21,600 sq. ft. waterfront parcel in sought-after Sugarloaf Shores. Situated on a wide canal with ocean-side access, this property includes transferable approvals for a single family home with a 100' dock and a 15,000-lb boat lift, along with engineered plans for a custom pool offering the ultimate

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  16770 Cypress Rd, Sugarloaf Shores, 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 $1,670,649

  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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  /39

  Not Listed For Sale

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  2950 Overseas Hwy Unit 39, Key West, FL 33040

  Last Sold Summary

  • 154 Days On Market

  Last Listing Agent Jimmy Lane Island Life Realty Experts
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  /73

  $2,849,000

  $150K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  17041 Marlin Dr, Sugarloaf Key, FL 33042

  Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  17041 Marlin Dr, Sugarloaf Key, 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

  Current Estimated Value $827,920

  Last Listing Agent Suzanne Moore Suzanne Moore Real Estate

  57 Palm 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
• 

  

  /97

  $1,199,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  17151 Marlin Dr, Sugarloaf Key, FL 33042

  This beautifully remodeled waterfront bungalow is nestled in the heart of Sugarloaf Shores ,one of the Lower Florida Keys' most desirable boating communities. Set on an expansive 12,500 sq ft lot surrounded by lush tropical landscaping, this elevated two-story home offers the perfect blend of privacy, comfort, and island charm. With 3 Bedrooms plus a Loft and 2 Bathrooms, the layout is

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  17151 Marlin Dr, Sugarloaf Key, FL 33042
• 

  

  /5

  $75,000

  Sold Jun 22, 2026

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042

  • Land
  • 14,810 Sq Ft
  • $220,588 per Acre

  Last Sold Summary

  • 46% Below List Price
  • 177 Days On Market

  Last Listing Agent Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
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  /4

  Not Listed For Sale

  2950 Overseas Hwy Unit 13, Key West, FL 33040

  2950 Overseas Hwy Unit 13, Key West, FL 33040

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Oleksandr Khiznichenko Keller Williams Key West Compass Realty
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  /44

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  17286 Jamaica Ln, Summerland Key, FL 33042

  Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  17286 Jamaica Ln, Summerland Key, FL 33042
• 

  

  /74

  $2,450,000

  Sold Aug 17, 2026

  17385 Keystone Rd, Summerland Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 1,804 Sq Ft
  • Built 1985

  Last Sold Summary

  • 25% Below List Price
  • $1,358/SF
  • 168 Days On Market

  Current Estimated Value $2,837,733

  Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  17385 Keystone Rd, Summerland Key, FL 33042
• 

  /2

  Not Listed For Sale

  0 Vacant Unit 607262, Saddlebunch, FL 33040

  0 Vacant Unit 607262, Saddlebunch, FL 33040
• 

  

  /47

  $1,129,000

  • 2 Beds
  • 2 Baths
  • 932 Sq Ft

  24 Beach Dr, Key West, FL 33040

  Oceanfront views, a private concrete dock, and turnkey renovations just 15 minutes from Key West. This elevated 2-bedroom, 2-bath home in the Saddlebunch Keys offers the Lower Keys waterfront lifestyle buyers search for, with open-water views, direct boating access, and room to enjoy the outdoors year-round.Inside, the renovated home features an open layout, vaulted ceilings, and a kitchen

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  24 Beach Dr, Key West, FL 33040
• 

  

  /49

  $1,000,000

  Sold Sep 25, 2025

  2950 Overseas Hwy Unit 50, Key West, FL 33040

  • Land
  • 2,655 Sq Ft
  • $16,406,780 per Acre

  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
• 

  /2

  Est $511,642

  Not Listed For Sale

  17172 Marlin Dr, Sugarloaf Shores, FL 33042

  • Studio

  17172 Marlin Dr, Sugarloaf Shores, FL 33042
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  /53

  $1,175,000

  • Land
  • 2,945 Sq Ft
  • $17,379,626 per Acre

  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

  $1,410,000

  Sold Apr 30, 2026

  17152 Marlin Dr, Sugarloaf Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1989

  Last Sold Summary

  • 12% Below List Price
  • $1,175/SF
  • 70 Days On Market

  Current Estimated Value $1,399,166

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  17152 Marlin Dr, Sugarloaf Key, FL 33042
• 

  /2

  Est $199,913

  Not Listed For Sale

  825 Hawksbill Ln, Sugarloaf Key, FL 33042

  • Studio

  825 Hawksbill Ln, Sugarloaf Key, FL 33042
• 

  

  /59

  $3,750,000

  • 4 Beds
  • 3.5 Baths
  • 2,409 Sq Ft

  17387 E Dolphin St, Sugarloaf Key, FL 33042

  Welcome to Morning Glory - The Dolphin House, a rare direct oceanfront retreat in the Florida Keys. Situated on an oversized oceanfront lot, this 4BR/3.5BA home offers 2,478 SqFt of coastal elegance, breathtaking Atlantic views, and the peaceful lifestyle buyers dream about. Wake up to stunning sunrises, relax by the pool beneath swaying palms, enjoy waterfront dining with guests and friends, or

  17387 E Dolphin St, Sugarloaf Key, FL 33042
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  /84

  $1,600,000

  Sold Apr 09, 2026

  17125 Wahoo Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 1982

  Last Sold Summary

  • $971/SF
  • 8 Days On Market

  Current Estimated Value $1,560,242

  Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  17125 Wahoo Ln, Summerland Key, FL 33042

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