Homes in ZIP Code 33042

• 

  

  

  /37

  Est $2,111,145

  Not Listed For Sale

  17026 Bonita Ln W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1989

  17026 Bonita Ln W, Summerland Key, FL 33042

  Last Sold Summary

  • 32 Days On Market
• 

  

  

  /4

  $100,000

  Pending

  • 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,

  Eugenia Hernandez Premium Properties R.E. Svc.

  0 Acosta Rd, Summerland Key, FL 33042
• 

  

  

  /38

  $785,000

  Sold Nov 04, 2025

  22464 La Fitte Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $913/SF
  • 41 Days On Market

  Current Estimated Value $790,402

  Last Listing Agent Steven Koleno Beycome of Florida, LLC

  22464 La Fitte Dr, Summerland Key, FL 33042
• 

  

  

  /23

  Est $852,820

  Not Listed For Sale

  17213 Snapper Ln, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1988

  17213 Snapper Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 7 Days On Market
• 

  

  

  /16

  $5,143

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  53 Barry Ave, Summerland Key, FL 33042

  This is a 2 story furnished or unfurnished single family house with a private pool, fenced in yard, screened patio, 2 bedrooms, 2 bathrooms with showers, stainless steel appliances, hurricane windows, washer and dryer, tile and wood floors. You are also able to use the amenities at our property next door such as 24 hour community gym and sauna. marina with boat ramp, outdoor games, bbq, kayaks

  Joseph Danieli AKT Realty LLC

  53 Barry Ave, Summerland Key, FL 33042
• 

  

  /30

  $700,000

  Sold May 08, 2026

  26868 Mariposa Rd, Ramrod Key, FL 33042

  • 4 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2023

  Last Sold Summary

  • 16% Below List Price
  • $481/SF
  • 202 Days On Market

  Current Estimated Value $745,045

  Last Listing Agent Dan Serban Key West Luxury Real Estate Inc (KW)

  26868 Mariposa Rd, Ramrod Key, FL 33042
• 

  

  /26

  Est $922,199

  Not Listed For Sale

  19648 Caribe St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft
  • Built 1957

  19648 Caribe St, Summerland Key, FL 33042

  Last Sold Summary

  • 176 Days On Market
• 

  

  /51

  $675,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  24740 Park Dr, Summerland Key, FL 33042

  Move-in ready and beautifully updated! This charming 2-bedroom, 2-bath home offers approximately 960 square feet of comfortable living space in the desirable Summerland Key Airport neighborhood.The recently updated interior features an inviting open floor plan and a stunning kitchen complete with quartz countertops, modern cabinetry, and updated appliances. The bright living and dining areas

  Diane Corliss Coldwell Banker Schmitt RE Co.

  24740 Park Dr, Summerland Key, FL 33042
• 

  

  /17

  $577,500

  Sold Feb 10, 2026

  56 W Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 2000

  Last Sold Summary

  • 26% Below List Price
  • $418/SF
  • 53 Days On Market

  Current Estimated Value $639,899

  Last Listing Agent Veronica Crego-Flores

  56 W Shore Dr, Summerland Key, FL 33042
• 

  

  /28

  Est $848,970

  Not Listed For Sale

  21702 Asturias Rd, Summerland Key, FL 33042

  • 4 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 1982

  21702 Asturias Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 47 Days On Market
• 

  

  /14

  $265,000

  $265K PRICE INCREASE

  • Land
  • 2,178 Sq Ft
  • $5,300,000 per Acre

  701 Spanish Main Dr Unit LOT 399, Cudjoe Key, FL 33042

  Welcome to island living at its best in the gated waterfront community of Venture Out on Cudjoe Key. Lot 399 is a desirable 35' x 69' corner RV lot offering ocean peeks, full hookups, and endless possibilities. Whether you're looking for a personal Florida Keys retreat, an income-producing investment, or the perfect spot to build your future island home, this ROGO-exempt property checks all the

  Monika Rydzak eXp Realty LLC KW Branch

  701 Spanish Main Dr Unit LOT 399, Cudjoe Key, FL 33042
• 

  

  /8

  $750,000

  Sold Feb 06, 2026

  24931 Overseas Hwy, Summerland Key, FL 33042

  • 1 Bed
  • 4 Baths
  • 1,965 Sq Ft
  • Built 1975

  Last Sold Summary

  • 42% Below List Price
  • $382/SF
  • 309 Days On Market

  Current Estimated Value $760,147

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  24931 Overseas Hwy, Summerland Key, FL 33042
• 

  

  /72

  Est $3,603,174

  Not Listed For Sale

  5460 Dorn Rd, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,134 Sq Ft
  • Built 1996

  5460 Dorn Rd, Summerland Key, FL 33042

  Last Sold Summary

  • 30 Days On Market
• 

  

  /20

  $950,000

  $49K PRICE DROP

  • 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 living space. 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
• 

  

  /85

  $1,800,000

  Sold Jan 23, 2026

  17054 Coral Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,422 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $743/SF
  • 240 Days On Market

  Current Estimated Value $1,880,079

  Last Listing Agent Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  17054 Coral Dr, Summerland Key, FL 33042
• 

  

  /20

  Est $1,143,174

  Not Listed For Sale

  511 W Indies Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1996

  511 W Indies Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 235 Days On Market
• 

  

  /7

  $4,400,000

  New Construction Pending

  • 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 Marinucci Serhant Florida LLC - Delray Beach Office

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

  /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

  Current Estimated Value $1,675,164

  Last Listing Agent Melissa Graham Bluescape Real Estate

  22864 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /31

  Est $806,348

  Not Listed For Sale

  24943 Park Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1956

  24943 Park Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 52 Days On Market
• 

  

  /72

  $1,250,000

  $100K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 2,258 Sq Ft

  4049 Egret Ln, Summerland Key, FL 33042

  Waterfront living meets comfort and functionality in this move-in ready canal front home. Offering 120 feet of concrete dockage in a deep water canal. Quick boating access to Niles Channel. Designed for the ultimate Florida Keys lifestyle, this property combines spacious indoor living with exceptional outdoor entertaining areas. The main home features 2 bedrooms and 2 bathrooms with an

  Deni Heintzelman KeyIsle Realty

  4049 Egret Ln, Summerland Key, FL 33042
• 

  

  /50

  $1,100,000

  Sold Mar 06, 2026

  19749 Date Palm Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft
  • Built 2017

  Last Sold Summary

  • 15% Below List Price
  • $446/SF
  • 151 Days On Market

  Current Estimated Value $1,155,703

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

  19749 Date Palm Dr, Summerland Key, FL 33042
• 

  

  /68

  Est $3,033,134

  Not Listed For Sale

  431 E Shore Dr, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,715 Sq Ft
  • Built 1993

  431 E Shore Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 38 Days On Market
• 

  

  /3

  $275,000

  • Land
  • 6,969 Sq Ft
  • $1,718,750 per Acre

  1155 Thatch Ln, Cudjoe Key, FL 33042

  Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the ROGO process.

  Tommy Mack Coastal Collection Real Estate Inc.

  1155 Thatch Ln, Cudjoe Key, FL 33042
• 

  /2

  $1,299,000

  Sold Jan 28, 2026

  28532 Dirk Rd, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1985

  Last Sold Summary

  • $849/SF
  • 5 Days On Market

  Current Estimated Value $1,336,044

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  28532 Dirk Rd, Summerland Key, FL 33042
• 

  

  /39

  Est $1,741,098

  Not Listed For Sale

  474 Caribbean Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1973

  474 Caribbean Dr E, Summerland Key, FL 33042

  Last Sold Summary

  • 127 Days On Market
• 

  

  /23

  $1,100,000

  • 3 Beds
  • 1.5 Baths
  • 960 Sq Ft

  4276 Dorn Rd, Big Torch Key, FL 33042

  Welcome to your slice of paradise! Down in Big Torch Key, you'll feel a sense of solitude, satisfaction and serenity. Minimal, if any, noise or light pollution on this Key; look up at night and you will see stars you've never seen before! Quick and easy access to the Atlantic and Gulf of America, plenty of fishing spots and places to relax on the water without those big upper Key crowds. The

  Dylan Calhoun Luxe Properties

  4276 Dorn Rd, Big Torch Key, FL 33042
• 

  

  /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

  Current Estimated Value $3,419,593

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

  20816 4th Ave W, Cudjoe Key, FL 33042
• 

  

  /43

  Est $1,257,818

  Not Listed For Sale

  1050 Gulf Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,171 Sq Ft
  • Built 1985

  1050 Gulf Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 24 Days On Market
• 

  

  /4

  $100,000

  Pending

  • Land
  • 1.01 Acres
  • $99,010 per Acre

  0 Mira Rd, Sugerloaf, FL 33042

  Vacant 1.01-acre parcel on Mira Rd in Upper Sugarloaf Key, Monroe County, FL. Approx. 20 miles to Key West, 10 miles to Big Pine Key, 5 miles to Cudjoe Key, and a short drive to local restaurants, marinas, and waterfront attractions throughout the Lower Florida Keys. Unimproved land offering future development or investment potential. Adjacent 1.01-acre lot on Acosta Trail (in front of subject

  Eugenia Hernandez Premium Properties R.E. Svc.

  0 Mira Rd, Sugerloaf, FL 33042
• 

  

  /29

  $1,300,000

  Sold Jan 09, 2026

  141 Arica Ln, Cudjoe Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • Built 2010

  Last Sold Summary

  • 6% Below List Price
  • $777/SF
  • 19 Days On Market

  Current Estimated Value $1,344,957

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  141 Arica Ln, Cudjoe Key, FL 33042
• 

  

  /49

  Est $1,134,953

  Not Listed For Sale

  21790 Spain Blvd, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 1,790 Sq Ft
  • Built 1978

  21790 Spain Blvd, Summerland Key, FL 33042

  Last Sold Summary

  • 86 Days On Market
• 

  

  /55

  $1,250,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 927 Sq Ft

  257 La Fitte Rd, Summerland Key, FL 33042

  Location, location, location. This home has stunning sunrise and ocean views from this one- of-a kind Open Water property. Picture perfect views from theFrench Doors off of the living room leading onto a sprawling deck overlooking the turquoise water. This home has a pool and is a spacious 2 Bedroom 1.5 Bath with a loft. Dock with 7,000lb. boat lift and storage enclosure.

  John L. Markle Keller Williams Realty Premier Properties - Kendall

  257 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /52

  $1,650,000

  Sold Jan 28, 2026

  17213 Starfish Ln E, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1993

  Last Sold Summary

  • 15% Below List Price
  • $943/SF
  • 111 Days On Market

  Current Estimated Value $1,675,697

  Last Listing Agent The Spottswood Team Truman & Co. (KW)

  17213 Starfish Ln E, Summerland Key, FL 33042
• 

  

  /21

  Est $729,770

  Not Listed For Sale

  19518 Caloosa St, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft
  • Built 1992

  19518 Caloosa St, Summerland Key, FL 33042

  Last Sold Summary

  • 159 Days On Market
• 

  

  /74

  $2,950,000

  $550K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,812 Sq Ft

  16805 Tamarind Rd, Summerland Key, FL 33042

  OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Sugarloaf Shores. 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

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  16805 Tamarind Rd, Summerland Key, FL 33042
• 

  

  /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 $1,104,423

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  237 La Fitte Rd, Summerland Key, FL 33042
• 

  

  /59

  Est $1,289,797

  Not Listed For Sale

  381 Caribbean Dr E, Summerland Key, FL 33042

  • 3 Beds
  • 2.5 Baths
  • 1,548 Sq Ft
  • Built 1983

  381 Caribbean Dr E, Summerland Key, FL 33042

  Last Sold Summary

  • 5 Days On Market
• 

  

  /26

  $399,000

  Pending Pre-Foreclosure

  • 2 Beds
  • 1 Bath
  • 767 Sq Ft

  27942 Snapper Ln, Summerland Key, FL 33042

  Fantastic starter home in the stunning islands of the Florida Keys! This beautifully renovated home comes fully furnished including stainless steel appliances, microwave, 2 beds, dressers, TVs, couches, tables, and dishes. Located in an adorable and quiet community just over 26 miles from Key West. Bring your buyers!

  Nikki Tatum EXP Realty, LLC

  27942 Snapper Ln, Summerland Key, FL 33042
• 

  

  /69

  $1,700,000

  Sold Jan 02, 2026

  620 Barry Ave, Summerland Key, FL 33042

  • 4 Beds
  • 3 Baths
  • 2,120 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $802/SF
  • 26 Days On Market

  Current Estimated Value $1,756,060

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  620 Barry Ave, Summerland Key, FL 33042
• 

  

  /53

  Est $1,154,839

  Not Listed For Sale

  845 Gulf Dr, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1987

  845 Gulf Dr, Summerland Key, FL 33042

  Last Sold Summary

  • 293 Days On Market

Showing Results 601 - 640, Page 16 of 18