6,959

Homes in ZIP Code 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 $1,452,952

    Last Listing Agent Lindsay Ryan EXP Realty LLC

    153 Galleon Ln, Summerland Key, FL 33042
    • /28

      Est $880,377 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

      • 27% Above List Price
      • $439/SF
      • 47 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /5

    $569,000

    • 2 Beds
    • 1.5 Baths
    • 1,206 Sq Ft

    28178 Julia Ave, Little Torch Key, FL 33042

    Income producing Property 2 Bed 1 Bath w/Airbnb. Separate studio private entrance, metal roof, mini split AC, 200 AMP service, large workshop, impact windows, close to boat ramp. Custom lots of charm! .... the property '28168 Julia Ave, next door is for sale separately as a Rogo exempt lot ' Cash sale only please.

    Doug Addeo Regional Trust Corporation

    28178 Julia Ave, Little Torch Key, FL 33042
  • /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 $2,218,670

    Last Listing Agent Matthew Sheehan Ocean Sotheby's International Realty

    17346 Keystone Rd, Summerland Key, FL 33042
    • /20

      Est $1,107,828 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

      • 6% Above List Price
      • $983/SF
      • 235 Days On Market

      Last Sold Price $1,180,000

      Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  • /20

    $345,000

    • Land

    27453 Antigua Rd, Ramrod Key, FL 33042

    Building permit in-process for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.There are plans in review for an 8'x40' dock with the Army Corp.

    Donna Pezzi Keller Williams Key West Compass Realty

    27453 Antigua Rd, Ramrod Key, FL 33042
  • /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 $633,359

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

    134 Tortuga Ln, Summerland Key, FL 33042
    • /31

      Est $735,095 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

      • 7% Above List Price
      • $612/SF
      • 52 Days On Market

      Last Sold Price $690,000

      Last Listing Agent Kathryn Baldwin Bluescape Real Estate

  • /59

    $535,000

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

    Amanda Taylor Bluescape Real Estate

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
  • /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

    Current Estimated Value $717,493

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    25081 Overseas Hwy, Summerland Key, FL 33042
    • /68

      Est $2,983,363 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

      • 2% Below List Price
      • $1,123/SF
      • 38 Days On Market

      Last Sold Price $3,050,000

      Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  • /32

    $685,000

    • 3 Beds
    • 2 Baths
    • 936 Sq Ft

    27999 Lobster Tail Trail, Little Torch Key, FL 33042

    Located in Coral Shores Estates in Little Torch Key, this 2022-built elevated waterfront home offers modern construction, rental flexibility, and peaceful canal-front living in the Lower Florida Keys. This three-bedroom, two-bath residence features 936 square feet of efficiently designed living space on a 5,000 square foot lot. Short-term rentals with a 28-day minimum are allowed, making the

    Melissa Gibbins Expert Realty LLC (HQ)

    27999 Lobster Tail Trail, Little Torch Key, FL 33042
  • /52

    $1,006,000 Sold Mar 19, 2026

    27360 Barbados Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $967/SF
    • 21 Days On Market

    Current Estimated Value $982,414

    Last Listing Agent Brian Kruszewski LoKation Real Estate

    27360 Barbados Ln, Summerland Key, FL 33042
    • /43

      Est $1,302,600 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

      • $1,110/SF
      • 24 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Michelle Howerton Brenda Donnelly Real Estate LLC

  • /3

    $799,000

    • Land
    • 10 Acres
    • $79,900 per Acre

    0 Rocky Rd, Sugarloaf Key, FL 33042

    Rare opportunity to acquire approximately 10 acres of vacant residential land in Sugarloaf Key, an area known for its low-density character, natural surroundings, and limited land availability. Large parcels of this size are increasingly scarce in the Lower Florida Keys, positioning this property as a strategic long-term holding or future planning opportunity. On Monroe county records, the

    Eugenia Hernandez Premium Properties R.E. Svc.

    0 Rocky Rd, Sugarloaf Key, FL 33042
  • /2

    $175,000 Sold Dec 10, 2025

    ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 17% Below List Price
    • 23 Days On Market

    Last Listing Agent Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

    ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042
    • /49

      Est $1,248,700 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

      • 9% Above List Price
      • $642/SF
      • 86 Days On Market

      Last Sold Price $1,150,000

      Last Listing Agent Nate Meyer Meyer and Boumerhi Realty LLC

  • /18

    $445,000

    • Land

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

    Welcome to Lot 183 in Venture Out, a gated waterfront community on Cudjoe Key known for its resort-style amenities and laid-back Keys lifestyle. This beautifully maintained lot features a 35' seawall for your boat, a concrete table and benches for outdoor dining, and lush landscaping on both sides for added privacy. Enjoy easy access to the marina, boat ramp, heated pool, tennis and pickleball

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
  • /45

    $2,090,000 Sold Jul 07, 2025

    23066 Tarpon Ln, Summerland Key, FL 33042

    • 4 Beds
    • 3.5 Baths
    • 1,938 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $1,078/SF
    • 65 Days On Market

    Current Estimated Value $1,959,009

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    23066 Tarpon Ln, Summerland Key, FL 33042
    • /21

      Est $705,756 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

      • 10% Above List Price
      • $562/SF
      • 159 Days On Market

      Last Sold Price $642,500

      Last Listing Agent Wendy Holifield Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /65

    $3,695,000

    • 3 Beds
    • 3 Baths
    • 2,870 Sq Ft

    24348 Caribbean Dr W, Summerland Key, FL 33042

    A stunning location with all attributes geared to the view of the beautiful open bay of Summerland Cove. This OCEANFRONT 3 bedroom 3 bath home is on the market for the first time since construction in 1996 and features an extensive renovation nearly complete. The property includes a stunning covered & heated pool with screened enclosure, a 28 foot concrete dock with davits, deep water boating

    Caroline Bauer Key West Sales, LLC

    24348 Caribbean Dr W, Summerland Key, FL 33042
  • /2

    $2,030,000 Sold Nov 17, 2025

    27450 W Indies Dr, Summerland Key, FL 33042

    • 2 Beds
    • 4 Baths
    • 1,968 Sq Ft
    • Built 1984

    Last Sold Summary

    • 22% Below List Price
    • $1,032/SF
    • 273 Days On Market

    Current Estimated Value $2,047,913

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

    27450 W Indies Dr, Summerland Key, FL 33042
    • /59

      Est $1,259,790 Not Listed For Sale

      381 Caribbean Dr E, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,548 Sq Ft
      • Built 1983
      381 Caribbean Dr E, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Above List Price
      • $807/SF
      • 5 Days On Market

      Last Sold Price $1,250,000

      Last Listing Agent Justyn Ewald Expert Realty LLC (HQ)

  • /43

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    27415 Barbuda Ln, Ramrod Key, FL 33042

    Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved it's hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Key's most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    27415 Barbuda Ln, Ramrod Key, FL 33042
  • /60

    $938,000 Sold Dec 11, 2025

    460 Barry Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1985

    Last Sold Summary

    • 22% Below List Price
    • $651/SF
    • 196 Days On Market

    Current Estimated Value $949,823

    Last Listing Agent Noel Betancourt Tropic Shores Realty

    460 Barry Ave, Summerland Key, FL 33042
    • /36

      Est $1,484,719 Not Listed For Sale

      919 Bay Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 2,018 Sq Ft
      • Built 1988
      919 Bay Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 48% Above List Price
      • $498/SF
      • 1 Day On Market

      Last Sold Price $1,005,000

      Last Listing Agent Tom Barbato BHHS EWM Realty

  • /13

    $85,000

    • Land
    • 4 Acres
    • $21,250 per Acre

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

    Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or

    Banks Prevatt Coldwell Banker Schmitt RE Co.

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
  • /82

    $2,495,000 Sold Mar 02, 2026

    835 Gulf Dr, Summerland Key, FL 33042

    • 4 Beds
    • 3.5 Baths
    • 2,416 Sq Ft
    • Built 2023

    Last Sold Summary

    • 11% Below List Price
    • $1,033/SF
    • 195 Days On Market

    Current Estimated Value $2,615,037

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    835 Gulf Dr, Summerland Key, FL 33042
    • /53

      Est $1,095,435 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

      • $1,081/SF
      • 293 Days On Market

      Last Sold Price $1,090,000

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

  • /3

    $449,000

    • Land

    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

    Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

    Pamela Stangler Expert Realty LLC

    Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
  • /48

    $1,225,000 Sold Apr 30, 2025

    903 Indies Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,161 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Below List Price
    • $567/SF
    • 84 Days On Market

    Current Estimated Value $1,270,582

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    903 Indies Rd, Summerland Key, FL 33042
    • /29

      Est $1,108,275 Not Listed For Sale

      23034 Wahoo Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1992
      23034 Wahoo Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 8% Above List Price
      • $1,153/SF
      • 27 Days On Market

      Last Sold Price $1,199,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /55

    $339,000

    • 2 Beds
    • 1.5 Baths
    • 748 Sq Ft

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

    Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental as

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
  • /5

    $170,000 Sold Dec 04, 2025

    27313 Antigua Rd, Ramrod Key, FL 33042

    • Land

    Last Sold Summary

    • 41% Below List Price
    • 7 Days On Market

    Current Estimated Value $208,333

    Last Listing Agent Pamela Stangler Expert Realty LLC

    27313 Antigua Rd, Ramrod Key, FL 33042
    • /31

      Est $1,269,749 Not Listed For Sale

      27367 Martinique Ln, Summerland Key, FL 33042

      • 4 Beds
      • 3 Baths
      • 2,080 Sq Ft
      • Built 2007
      27367 Martinique Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Below List Price
      • $624/SF
      • 12 Days On Market

      Last Sold Price $1,298,000

      Last Listing Agent Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  • /25

    $469,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    27973 Snapper Ln, Little Torch Key, FL 33042

    Welcome to your dream retreat by the sea! This beautifully renovated 2/2 offers the perfect blend of classic coastal charm and modern upgrades. Recently renovated with a new roof (2021), new doors and windows (2000), new AC units and updated paint throughout. This home is located in a serene waterfront community with an unlimited free-access boat launch located only minutes from the house. Enjoy

    Bill Vaught (REO Vaught Realty LLC Vaught Realty

    27973 Snapper Ln, Little Torch Key, FL 33042
  • /34

    $650,000 Sold Sep 10, 2025

    558 E Shore Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1994

    Last Sold Summary

    • 12% Below List Price
    • $467/SF
    • 22 Days On Market

    Current Estimated Value $712,027

    Last Listing Agent Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    558 E Shore Dr, Summerland Key, FL 33042
    • /32

      Est $734,398 Not Listed For Sale

      519 Pirates Rd, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1987
      519 Pirates Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 8% Above List Price
      • $746/SF
      • 263 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Banks Prevatt Coldwell Banker Schmitt RE Co.

  • /54

    $799,000

    • 2 Beds
    • 2 Baths
    • 640 Sq Ft

    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042

    Luxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after community of Venture Out! This contemporary high-rise boasts million-dollar views from every angle, including a screened patio for ultimate enjoyment. With an outside elevator providing easy access, this stunning home features a serene primary suite with stylish decor and a beautiful walk-in shower in the

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
  • /40

    $1,075,000 Sold Jun 16, 2025

    791 W Indies Dr, Summerland Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1982

    Last Sold Summary

    • 20% Below List Price
    • $933/SF
    • 191 Days On Market

    Current Estimated Value $1,094,752

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    791 W Indies Dr, Summerland Key, FL 33042

Showing Results 601 - 640, Page 16 of 18

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