Homes in ZIP Code 33042

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  /2

  $1,650,000 Sold Oct 30, 2025

  22864 Bluegill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 2002

  Last Sold Summary

  • $992/SF
  • 0 Days On Market

  Last Listing Agent Melissa Graham Bluescape Real Estate

  22864 Bluegill Ln, Summerland Key, FL 33042
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  /26

  Est $1,284,411 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  105 S Point Dr, Summerland Key, FL 33042

  105 S Point Dr, Summerland Key, FL 33042
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  /8

  $895,000

  • 1 Bed
  • 4 Baths
  • 1,965 Sq Ft

  24931 Overseas Hwy, Summerland Key, FL 33042

  Seize this rare opportunity to own a prime working waterfront property with exceptional Highway visibility. This unique offering includes two waterfront buildings located at 24931 & 24933 Overseas Highway in Summerland Key, each with separate water, electric, and sewer connections for added flexibility. Situated on a 10,673 SF lot, the property features a 813 SF building, a 1,152 SF building, and

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  24931 Overseas Hwy, Summerland Key, FL 33042
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  /41

  $2,075,000 Sold Feb 03, 2025

  20864 4th Ave W, Summerland Key, FL 33042

  • 3 Beds
  • 4 Baths
  • 3,056 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $679/SF
  • 19 Days On Market

  Current Estimated Value $2,189,504

  Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  20864 4th Ave W, Summerland Key, FL 33042
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  /32

  Est $1,878,300 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,000 Sq Ft

  127 Cedar Ln, Summerland Key, FL 33042

  127 Cedar Ln, Summerland Key, FL 33042
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  /50

  $1,299,000

  • 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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  /66

  $3,275,000 Sold Oct 28, 2025

  20816 4th Ave W, Cudjoe Key, FL 33042

  • 5 Beds
  • 4 Baths
  • 3,817 Sq Ft
  • Built 2021

  Last Sold Summary

  • 32% Below List Price
  • $858/SF
  • 206 Days On Market

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  20816 4th Ave W, Cudjoe Key, FL 33042
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  /2

  Est $1,655,274 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,810 Sq Ft

  17150 La Brisa Ct, Summerland Key, FL 33042

  17150 La Brisa Ct, Summerland Key, FL 33042
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  /29

  $1,377,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  141 Arica Ln, Cudjoe Key, FL 33042

  Experience the best of Florida Keys living in this beautifully maintained & extensively updated waterfront home on a desirable corner lot. Featuring a new 60 ft. concrete dock & 14,000 lb. elevator-style boat lift, you'll enjoy quick access to the Atlantic Ocean & Gulf for world-class fishing, diving, & sandbar adventures- making this property a true boater's dream! Inside, the split floor plan

  Madeleine Lowe Expert Realty LLC (HQ)

  141 Arica Ln, Cudjoe Key, FL 33042
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  /29

  $980,000 Sold May 29, 2025

  1107 Hawksbill Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $851/SF
  • 54 Days On Market

  Current Estimated Value $1,052,000

  Last Listing Agent Richard Haskins Buy The Keys

  1107 Hawksbill Ln, Summerland Key, FL 33042
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  /2

  Est $727,000 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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  /20

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft

  24840 Park Dr, Summerland Key, FL 33042

  Hard to find a home in a Park like setting with a boat ramp right out the back door! 3 bedrooms 2 full baths and open space living. Summerland key cove is just 25 miles from Key West. Great place to raise a family or to retire. Be it you're a boater, pilot, fisherman or just want the open space to walk and enjoy privacy of the park. This quit Island neighborhood offers rare access to the

  Thomas Murphy LAER Realty

  24840 Park Dr, Summerland Key, FL 33042
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  /41

  $1,000,000 Sold Sep 23, 2025

  237 La Fitte Rd, Summerland Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1973

  Last Sold Summary

  • 17% Below List Price
  • $874/SF
  • 162 Days On Market

  Current Estimated Value $1,045,502

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

  237 La Fitte Rd, Summerland Key, FL 33042
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  /37

  Est $2,051,044 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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  /7

  $4,400,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,119 Sq Ft

  231 E Shore Dr Unit 5, Summerland Key, FL 33042

  Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 5, Summerland Key, FL 33042
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  /40

  $550,000 Sold Feb 19, 2025

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft
  • Built 1996

  Last Sold Summary

  • 15% Below List Price
  • $674/SF
  • 22 Days On Market

  Last Listing Agent Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 366, Cudjoe Key, FL 33042
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  /2

  Est $1,111,185 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
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  /56

  $579,900

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042

  Introducing an exceptional waterfront investment opportunity in the heart of the Florida Keys! This beautifully remodeled waterfront home in the highly desirable gated community of Venture Out on Cudjoe Key is zoned for minimum one-day vacation rentals, making it an ideal choice for investors or those seeking a turnkey coastal retreat. Step inside and you'll immediately appreciate the home's

  Melissa Graham Bluescape Real Estate

  701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
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  /4

  $175,000 Sold Dec 23, 2025

  Lot 2 Overseas Hwy, Summerland Key, FL 33042

  • Land

  Last Sold Summary

  • 15% Below List Price
  • 25 Days On Market

  Last Listing Agent Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 2 Overseas Hwy, Summerland Key, FL 33042
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  /23

  Est $840,194 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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  /52

  $1,799,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  17213 Starfish Ln E, Summerland Key, FL 33042

  Tropical Paradise and Boater's Dream! Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully

  The Spottswood Team Truman & Co. (KW)

  17213 Starfish Ln E, Summerland Key, FL 33042
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  /67

  $1,900,000 Sold Nov 06, 2025

  17077 Bonita Ln W, Summerland Key, FL 33042

  • 4 Beds
  • 4 Baths
  • 2,400 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $792/SF
  • 87 Days On Market

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

  17077 Bonita Ln W, Summerland Key, FL 33042
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  /32

  Est $3,034,086 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
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  /69

  $1,795,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft

  620 Barry Ave, Summerland Key, FL 33042

  NEW CONSTRUCTION - COMPLETED 2025 & MOVE-IN READYExperience refined coastal luxury in this brand-new CBS home located in one of the most desirable boating communities in the Florida Keys. Designed for those who appreciate style, comfort, and modern efficiency, this 4-bedroom, 3-bath residence delivers over 4,400 sq ft of beautifully finished indoor and outdoor living space.Step inside and be

  Kelly Gardner Bluescape Real Estate

  620 Barry Ave, Summerland Key, FL 33042
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  /5

  $175,000 Sold Aug 21, 2025

  27313 Saint Martin Ln, Ramrod Key, FL 33042

  • Land

  Last Sold Summary

  • 12% Below List Price
  • 9 Days On Market

  Current Estimated Value $355,333

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  27313 Saint Martin Ln, Ramrod Key, FL 33042
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  /26

  Est $932,473 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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  /9

  $2,400,000

  • Land
  • 0.55 Acre
  • $4,356,000 per Acre

  24356 Overseas Hwy, Summerland Key, FL 33042

  Begin your Florida Keys venture at this exceptional waterfront Commercial property. The site consists of four lots measuring 60'x100' each, creating a 24,000-square-foot parcel with 240 feet of concrete seawall. The property comes equipped with water and electrical connections. Its strategic location offers excellent access to both the Atlantic and Gulf waters, including proximity to Looe Key

  Scott Brisson KeyIsle Realty

  24356 Overseas Hwy, Summerland Key, FL 33042
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  /114

  $1,477,000 Sold Sep 02, 2025

  153 Galleon Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $947/SF
  • 49 Days On Market

  Current Estimated Value $1,470,813

  Last Listing Agent Lindsay Ryan EXP Realty LLC

  153 Galleon Ln, Summerland Key, FL 33042
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  /28

  Est $743,876 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  21702 Asturias Rd, Summerland Key, FL 33042

  21702 Asturias Rd, Summerland Key, FL 33042
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  /2

  $495,000

  • Land

  701 Spanish Main Dr Unit 369, Cudjoe Key, FL 33042

  Rare opportunity for water front 35 ft sea wall, now vacant lot, home was removed, located in the community of Venture Out. Build your new home or install a cement slab and use the lot for your RV or rent the site to a RV user who would like to have their boats in front of their home with easy access to open water, and the marina . Beautiful views

  Debra Schoepe Berkshire Hathaway HomeServices Knight & Gardner Realty

  701 Spanish Main Dr Unit 369, Cudjoe Key, FL 33042
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  /59

  $2,175,000 Sold Jun 20, 2025

  17346 Keystone Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft
  • Built 2019

  Last Sold Summary

  • 13% Below List Price
  • $992/SF
  • 41 Days On Market

  Current Estimated Value $2,191,430

  Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

  17346 Keystone Rd, Summerland Key, FL 33042
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  /20

  Est $1,182,972 Not Listed For Sale

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

  511 W Indies Dr, Summerland Key, FL 33042

  511 W Indies Dr, Summerland Key, FL 33042
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  /39

  $640,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

  Welcome to this completely remodeled, direct canal front cottage located at 701 Spanish Main Dr in Cudjoe Key, FL. This beautiful property offers 2 bedrooms and 2 bathrooms within its 816 sq.ft. of finished living space. The home sits on a 2,568 sq.ft. lot, providing ample outdoor space for relaxing and entertaining. The property features a bright and airy interior with an open floor plan,

  Randal Longo Keys Realty Redefined LLC

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
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  /19

  $505,000 Sold Jul 30, 2025

  134 Tortuga Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $478/SF
  • 4 Days On Market

  Current Estimated Value $547,855

  Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  134 Tortuga Ln, Summerland Key, FL 33042
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  /15

  Est $571,986 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  1045 Loggerhead Ln, Summerland Key, FL 33042

  1045 Loggerhead Ln, Summerland Key, FL 33042
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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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  /27

  $724,000 Sold Oct 20, 2025

  25081 Overseas Hwy, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $633/SF
  • 75 Days On Market

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

  25081 Overseas Hwy, Summerland Key, FL 33042
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  /31

  Est $786,530 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  24943 Park Dr, Summerland Key, FL 33042

  24943 Park Dr, Summerland Key, FL 33042
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  /40

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  857 Caribbean Dr E, Summerland Key, FL 33042

  HOME is where the BOAT IS!Discover effortless access to world-class boating on one of the widest, deepest, and most desirable canals in the Lower Keys. Your 17,000-lb boat lift sits on a pristine flow-through canal--meaning clean, clear water and quick access. In just minutes, you can be fishing the Atlantic, exploring the backcountry in the Gulf, or gliding toward a perfect Key West sunset.This

  Donna Pezzi Keller Williams Key West Compass Realty

  857 Caribbean Dr E, Summerland Key, FL 33042
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  /47

  $312,500 Sold Mar 17, 2025

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft
  • Built 2000

  Last Sold Summary

  • 22% Below List Price
  • $601/SF
  • 194 Days On Market

  Last Listing Agent Anne Press Lokation Real Estate

  701 Spanish Main Dr Unit 537, Cudjoe Key, FL 33042

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