8,628

Summerland Key, FL Homes

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  • /43

    $990,000 Sold Dec 10, 2025

    29839 Newfound Blvd, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1995

    Last Sold Summary

    • 1% Below List Price
    • $566/SF
    • 4 Days On Market

    Current Estimated Value $996,771

    Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

    29839 Newfound Blvd, Big Pine Key, FL 33043
    • /2

      Est $897,445 Not Listed For Sale

      27434 Saint Lucie Ln, Ramrod Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 2022
      27434 Saint Lucie Ln, Ramrod Key, FL 33042

      Last Sold Summary

      • 4% Below List Price
      • $756/SF

      Last Sold Price $865,000

      Last Listing Agent Mark Gable Engel & Volkers Marathon

  • /84

    $1,290,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,596 Sq Ft

    29653 Saratoga Ave, Big Pine Key, FL 33043

    Looking for your piece of paradise in the Keys? You've found it! This property feels like a lush private resort. The exceptional features include pavers on deck and dock, heated/chilled pool, tiki hut and tiki bar, chef's outdoor kitchen, 10k boat lift, landscape irrigation with separate water meter, and landscape lighting. The entire yard is fenced and gated. The 1596 sq. ft. concrete block home

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (844) 638-3161

    29653 Saratoga Ave, Big Pine Key, FL 33043
  • /2

    $755,000 Sold Apr 24, 2025

    3786 Park Ave, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $642/SF
    • 9 Days On Market

    Current Estimated Value $790,044

    Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    3786 Park Ave, Big Pine Key, FL 33043
    • /2

      Est $2,208,823 Not Listed For Sale

      305 S Point Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 2,360 Sq Ft
      • Built 1986
      305 S Point Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Below List Price
      • $975/SF

      Last Sold Price $2,300,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /19

    $215,000

    • Land

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

    Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 761-5180

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
  • /48

    $291,000 Sold Mar 03, 2026

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $404/SF
    • 133 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
    • /2

      Est $1,467,072 Not Listed For Sale

      22863 Bluegill Ln, Cudjoe Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,986 Sq Ft
      • Built 2019
      22863 Bluegill Ln, Cudjoe Key, FL 33042

      Last Sold Summary

      • 13% Below List Price
      • $655/SF

      Last Sold Price $1,300,000

      Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  • /39

    $1,499,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    20838 5th Ave W, Summerland Key, FL 33042

    Discover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft Canal Front Pool Home in the exclusive waterfront enclave of Cudjoe Gardens. Set on an expansive 11,000 sq ft lot with 100 feet of waterfront, this ground-level, above-flood concrete ranch home offers seamless access to the Pool and water. Inside, enjoy nearly 2,000 square feet of living space with 3

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 952-7261

    20838 5th Ave W, Summerland Key, FL 33042
  • /47

    $1,282,000 Sold Nov 12, 2025

    29436 Independence Ave, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $855/SF
    • 82 Days On Market

    Current Estimated Value $1,256,862

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    29436 Independence Ave, Big Pine Key, FL 33043
    • /3

      Est $571,000 Not Listed For Sale

      0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

      0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

      Last Sold Summary

      • 128% Above List Price
      • 4 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Carmen David Xcellence Realty

  • /37

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    29160 Primrose Ln, Big Pine Key, FL 33043

    Welcome to Eden Pines! This well maintained 3BR/2B home sits on a generous very private 10,000 sq ft lot in Big Pine Key.Featuring a garage and tons of storage inside and out, fenced yard & room for a pool!Inside you will find 3BR, 2 updated baths and a smart layout with an open concept living.Step outside to a beautiful covered porch the perfect spot to enjoy your morning coffee watching the key

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (877) 521-8118

    29160 Primrose Ln, Big Pine Key, FL 33043
  • /2

    $255,000 Sold Oct 20, 2025

    150 Coral Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1993

    Last Sold Summary

    • $232/SF
    • 0 Days On Market

    Current Estimated Value $616,333

    Last Listing Agent Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

    150 Coral Ave, Summerland Key, FL 33042
    • /23

      Not Listed For Sale

      17295 Keystone Rd, Sugarloaf Shores, FL 33042

      17295 Keystone Rd, Sugarloaf Shores, FL 33042

      Last Sold Summary

      • 8 Days On Market

      Last Sold Price $690,000

      Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  • /60

    $487,500

    • 2 Beds
    • 1 Bath
    • 667 Sq Ft

    701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 602 in Venture OutExperience the epitome of Florida living in this charming Two-bedroom, one-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home with ocean views from the backyard home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 981-9841

    701 Spanish Main Dr Unit 602, Cudjoe Key, FL 33042
  • /3

    $325,000 Sold Oct 09, 2025

    29153 Tulip Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1984

    Last Sold Summary

    • $356/SF
    • 0 Days On Market

    Current Estimated Value $333,684

    Last Listing Agent Ryan Gernaat Coldwell Banker Schmitt Lower Keys (KW)

    29153 Tulip Ln, Big Pine Key, FL 33043
    • /2

      Est $298,000 Not Listed For Sale

      0 E Ave Unit 604969, Big Pine Key, FL 33043

      • Studio
      0 E Ave Unit 604969, Big Pine Key, FL 33043

      Last Sold Summary

      • 231% Below List Price

      Last Sold Price $90,000

      Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  • /66

    $799,000

    • 2 Beds
    • 2 Baths
    • 842 Sq Ft

    701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042

    Canal Front Oasis w/ Ocean Views & Resort Amenities | Income Producing Gem Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom high-rise home offers the ultimate Florida Keys lifestyle, combining tranquil canal-front living with breathtaking ocean views and an incredible array of world-class

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 841-6970

    701 Spanish Main Dr Unit 172, Cudjoe Key, FL 33042
  • /51

    $420,000 Sold Nov 21, 2025

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $515/SF
    • 185 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
    • /2

      Est $466,803 Not Listed For Sale

      27418 Jamaica Ln, Ramrod Key, FL 33042

      • Studio
      • 1 Bath
      • Built 1970
      27418 Jamaica Ln, Ramrod Key, FL 33042

      Last Sold Summary

      • 5% Below List Price

      Last Sold Price $490,000

      Last Listing Agent Sabre Mendoza Coldwell Banker Schmitt RE Co.

  • /53

    $865,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    1539 Lantana Ln, Big Pine Key, FL 33043

    Built like a fortress! This one-owner, CBS home was custom-built by Art Fuchs, one of the best. Most of the 195 ft. corner canal frontage provides an impressive concrete seawall with two step-down docks, davits and a fish-cleaning table. Dotted with coconut palms, slash pines, and a good-sized mango tree, this low-maintenance 7625 sq ft. property is bordered by a 45 ft. wide canal to the east and

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (877) 455-6393

    1539 Lantana Ln, Big Pine Key, FL 33043
  • /4

    $50,000 Sold Dec 19, 2025

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 41% Below List Price
    • 25 Days On Market

    Last Listing Agent Sabre Mendoza Coldwell Banker Schmitt RE Co.

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042
    • /2

      Not Listed For Sale

      13 Red Legs Ln, Cudjoe Key, FL 33042

      13 Red Legs Ln, Cudjoe Key, FL 33042

      Last Sold Summary

      Last Sold Price $50,000

      Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

  • /65

    $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

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 854-0770

    17015 Wahoo Ln W, Summerland Key, FL 33042
  • /2

    $50,000 Sold Nov 11, 2025

    Lot P No Name Key, No Name Key, FL 33043

    • Land

    Last Sold Summary

    • 12% Below List Price
    • 55 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot P No Name Key, No Name Key, FL 33043
    • /2

      Not Listed For Sale

      12 Red Legs Ln, Cudjoe Key, FL 33042

      12 Red Legs Ln, Cudjoe Key, FL 33042

      Last Sold Summary

      Last Sold Price $50,000

      Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

  • /26

    $1,225,000

    • 2 Beds
    • 2 Baths
    • 1,364 Sq Ft

    466 W Shore Dr, Summerland Key, FL 33042

    Welcome to 466 W Shore Dr in prestigious Summerland Key. This 2 bedroom concrete home is situated on a 12,000 sg foot lot, located on a wide deep water boating canal. There is an RV hookup, as well as power at the dock. And with 120' of concrete seawall, there is plenty of room for a large boat, or boats. The home is a split-bedroom and bathroom floor plan with beautiful terrazzo floors, updated

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    (786) 686-3066

    466 W Shore Dr, Summerland Key, FL 33042
  • /39

    $705,000 Sold Sep 08, 2025

    181 Doubloon Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $647/SF
    • 7 Days On Market

    Current Estimated Value $709,229

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    181 Doubloon Ln, Summerland Key, FL 33042
    • /2

      Not Listed For Sale

      0 Crane Blvd, Sugarloaf Key, FL 33042

      0 Crane Blvd, Sugarloaf Key, FL 33042

      Last Sold Summary

      Last Sold Price $600,000

      Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  • /52

    $1,899,000 Under Contract

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

    1232 W Shore Dr, Big Pine Key, FL 33043

    Tucked away on an oversized open water lot in Eden Pines, this waterfront home offers a rare blend of sweeping water views, privacy, and the natural beauty that makes living in the Florida Keys so special. Set on a beautifully landscaped and fully fenced half-acre, this 3 bed, 2 bath residence provides a sense of space rarely found in the Keys. Enjoy morning coffee overlooking the water as the

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (844) 436-5125

    1232 W Shore Dr, Big Pine Key, FL 33043
  • /31

    $735,000 Sold Jun 06, 2025

    27373 Antigua Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $619/SF
    • 6 Days On Market

    Current Estimated Value $783,658

    Last Listing Agent Sandra Dolowy KeyIsle Realty

    27373 Antigua Ln, Ramrod Key, FL 33042
    • /2

      Est $1,215,393 Not Listed For Sale

      17162 Starfish Ln W, Sugarloaf Shores, FL 33042

      • Studio
      17162 Starfish Ln W, Sugarloaf Shores, FL 33042

      Last Sold Summary

      • 97% Below List Price

      Last Sold Price $618,000

      Last Listing Agent Alina Schilling Lenson Realty Inc

  • /63

    $1,325,000

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    28560 Doubloon Rd, Summerland Key, FL 33042

    Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 772-6030

    28560 Doubloon Rd, Summerland Key, FL 33042
  • /5

    $235,000 Sold Sep 09, 2025

    1388 Avenue B, Big Pine Key, FL 33043

    • Land

    Last Sold Summary

    • 33% Below List Price
    • 212 Days On Market

    Current Estimated Value $250,520

    Last Listing Agent Sarah Dolson Keller Williams Key West Compass Realty

    1388 Avenue B, Big Pine Key, FL 33043
    • /2

      Est $409,054 Not Listed For Sale

      390 W Indies Dr, Ramrod Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,426 Sq Ft
      • Built 1958
      390 W Indies Dr, Ramrod Key, FL 33042

      Last Sold Summary

      • 5% Below List Price
      • $302/SF

      Last Sold Price $430,000

      Last Listing Agent Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /17

    $599,900

    • 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

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 957-7959

    17215 Keystone Rd, Sugarloaf Shores, FL 33042
  • /42

    $550,000 Sold Dec 01, 2025

    27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1984

    Last Sold Summary

    • 19% Below List Price
    • $637/SF
    • 125 Days On Market

    Current Estimated Value $575,715

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

    27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042
    • /2

      Not Listed For Sale

      31255 Avenue G, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 936 Sq Ft
      • Built 1973
      31255 Avenue G, Big Pine Key, FL 33043

      Last Sold Summary

      • $342/SF

      Last Sold Price $320,000

      Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  • /27

    $630,000

    • 3 Beds
    • 2 Baths
    • 1,367 Sq Ft

    30350 Oleander Blvd, Big Pine Key, FL 33043

    Charming 3 Bedroom 2 Bathroom home in Big Pine Key, ready to welcome its next owners! Tucked away on a quiet street and surrounded by lush natural beauty, this property offers a peaceful and private setting. Inside, you will find a bright and spacious layout with abundant natural light flowing throughout the living areas. The kitchen is designed for both function and style, featuring a peninsula

    Agent Photo

    Ryan Gernaat

    Coldwell Banker Schmitt Lower Keys (KW)

    (877) 318-9145

    30350 Oleander Blvd, Big Pine Key, FL 33043
  • /28

    $500,000 Sold Jun 20, 2025

    30952 Baileys Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 575 Sq Ft
    • Built 1958

    Last Sold Summary

    • 13% Below List Price
    • $870/SF
    • 18 Days On Market

    Current Estimated Value $512,316

    Last Listing Agent Joyce Craul Expert Realty LLC (HQ)

    30952 Baileys Ln, Big Pine Key, FL 33043

Showing Results 201 - 240, Page 6 of 18

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