8,628

Summerland Key, FL Homes

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  • /22

    $714,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    4039 Egret Ln, Summerland Key, FL 33042

    Charming 2 bed, 1 bath home in Big Torch Key featuring hardiplank siding, impact windows throughout, and a metal roof. The 12,000 sq ft lot offers 120 ft of waterfront, including 60 ft along the canal cleared for dockage. The spacious yard provides room to add a pool, tiki hut, outdoor entertaining areas, and still have ample space for boat, trailer or RV parking. Located on a deep-water canal

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (645) 238-9391

    4039 Egret Ln, Summerland Key, FL 33042
  • /40

    $950,000 Sold Sep 17, 2025

    17126 Wahoo Ln W, Sugarloaf Shores, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1977

    Last Sold Summary

    • 16% Below List Price
    • $825/SF
    • 85 Days On Market

    Current Estimated Value $982,007

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    17126 Wahoo Ln W, Sugarloaf Shores, FL 33042
    • /2

      Est $890,035 Not Listed For Sale

      460 Les Rohde Dr, Ramrod Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 2017
      460 Les Rohde Dr, Ramrod Key, FL 33042

      Last Sold Summary

      • 8% Below List Price
      • $748/SF

      Last Sold Price $970,000

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

  • /44

    $1,199,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft

    30329 Heron Ln, Big Pine Key, FL 33043

    Nature Lover's Waterfront Retreat on a Rare Double Canal Lot. Imagine living where the sky blazes with sunsets over a pristine bird sanctuary and gentle Key Deer roam freely through your yard. Welcome to 30329 Heron Lane, a beautifully maintained 3 bedroom, 2 bathroom elevated Conch Cottage perched on a 15,438 sq ft double corner canal lot with 268' of waterfront in Big Pine Key. From the moment

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 665-8962

    30329 Heron Ln, Big Pine Key, FL 33043
  • /53

    $2,725,000 Sold Mar 11, 2026

    1147 Flagship Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft
    • Built 1997

    Last Sold Summary

    • 6% Below List Price
    • $1,324/SF
    • 103 Days On Market

    Current Estimated Value $2,561,769

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    1147 Flagship Dr, Summerland Key, FL 33042
    • /2

      Est $1,164,687 Not Listed For Sale

      29663 Saratoga Ave, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 1,508 Sq Ft
      • Built 2023
      29663 Saratoga Ave, Big Pine Key, FL 33043

      Last Sold Summary

      • 27% Below List Price
      • $610/SF

      Last Sold Price $920,000

      Last Listing Agent Olivia Beck Meyer and Boumerhi Realty LLC

  • /47

    $599,000 New Construction

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    701 Spanish Main Dr Unit 30, Cudjoe Key, FL 33042

    Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 613-4104

    701 Spanish Main Dr Unit 30, Cudjoe Key, FL 33042
  • /2

    $185,000 Sold Mar 20, 2026

    1223 Rogers Ln, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $287,661

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

    1223 Rogers Ln, Cudjoe Key, FL 33042
    • /2

      Est $276,038 Not Listed For Sale

      31380 Ave G, Big Pine Key, FL 33043

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft
      • Built 1971
      31380 Ave G, Big Pine Key, FL 33043

      Last Sold Summary

      • 15% Below List Price
      • $217/SF

      Last Sold Price $240,000

      Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

  • /59

    $599,000 New Construction

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    701 Spanish Main Dr Unit 29, Cudjoe Key, FL 33042

    Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 613-4762

    701 Spanish Main Dr Unit 29, Cudjoe Key, FL 33042
  • /44

    $853,000 Sold Aug 12, 2025

    873 Indies Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,081 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Below List Price
    • $789/SF
    • 123 Days On Market

    Current Estimated Value $876,715

    Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

    873 Indies Rd, Summerland Key, FL 33042
    • /2

      Est $245,175 Not Listed For Sale

      31030 E Ave, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 1,087 Sq Ft
      • Built 1974
      31030 E Ave, Big Pine Key, FL 33043

      Last Sold Summary

      • 14% Below List Price
      • $198/SF

      Last Sold Price $215,000

      Last Listing Agent Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  • /39

    $499,000

    • 2 Beds
    • 2 Baths
    • 618 Sq Ft

    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042

    Affordable waterfront Living in the Lower Keys! This waterfront 2-bedroom, 2-bath mobile home is located in Venture Out, a gated, resort-style community offering endless activities and true Island living at a price point rarely found on the water.Enjoy direct boating to open water, just minutes from the Atlantic and Gulf, making this a boaters dream. Located at Mile Marker 23, you're only 20

    Suzanne Moore Suzanne Moore Real Estate

    701 Spanish Main Dr Unit 411, Cudjoe Key, FL 33042
  • /29

    $510,000 Sold Apr 28, 2025

    1693 Bayview Dr, Little Torch Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 917 Sq Ft
    • Built 1976

    Last Sold Summary

    • 13% Below List Price
    • $556/SF
    • 60 Days On Market

    Last Listing Agent Ana Tey-Guerra Trexy International Realty, Inc

    1693 Bayview Dr, Little Torch Key, FL 33042
    • /6

      Not Listed For Sale

      31450 Avenue C, Big Pine Key, FL 33043

      • 2 Beds
      • 1 Bath
      • 480 Sq Ft
      • Built 1963
      31450 Avenue C, Big Pine Key, FL 33043

      Last Sold Summary

      • $490/SF
      • 19 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Kirksten Irick Preferred Properties (KW)

  • /38

    $830,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft

    30471 Coconut Hwy, Big Pine Key, FL 33043

    Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped

    Richard Haskins Buy The Keys

    30471 Coconut Hwy, Big Pine Key, FL 33043
  • /45

    $819,000 Sold May 19, 2025

    25093 Center St, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Below List Price
    • $517/SF
    • 18 Days On Market

    Current Estimated Value $817,108

    Last Listing Agent Susan Hawkinson Bascom Grooms Real Estate (KW)

    25093 Center St, Summerland Key, FL 33042
    • /2

      Est $245,968 Not Listed For Sale

      27328 St Vincent Ln, Ramrod Key, FL 33042

      • Studio
      27328 St Vincent Ln, Ramrod Key, FL 33042

      Last Sold Summary

      • 92% Below List Price

      Last Sold Price $128,000

      Last Listing Agent Brian Kruszewski LoKation Real Estate

  • /22

    $465,000

    • 1 Bed
    • 1 Bath
    • 799 Sq Ft

    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042

    A place to live, winter or Airbnb. Daily rentals allowed. Waterfront view down the canal. 17 ft seawall. Covered back patio for grilling or lounging. Front covered balcony. and back covered patio deck with mini sink, mini fridge & mini freezer. 1993' Manufactured home with Florida Room totaling 799 sq. ft. approx. 1 Bedroom w/a bonus room. Updated Bathroom with walk in shower, glass doors, hand

    Rose Dell Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 455, Cudjoe Key, FL 33042
  • /31

    $925,000 Sold Jan 30, 2026

    29178 Guava Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $602/SF
    • 5 Days On Market

    Current Estimated Value $934,774

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    29178 Guava Ln, Big Pine Key, FL 33043
    • /49

      Est $441,520 Not Listed For Sale

      701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042

      701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042

      Last Sold Summary

      • 28% Above List Price
      • 27 Days On Market

      Last Sold Price $345,000

      Last Listing Agent PATRICIA BRUMMER Waterfront Keys Realty Inc.

  • /26

    $550,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    31171 Avenue H, Big Pine Key, FL 33043

    Big Pine Key Here's your opportunity to get into a 3 Bedroom. 2 Bath stilt home in the Keys. Metal Roof. Brand New Central A/C & Heat. Sliding door from house to Covered Porch. Garage and Storage, downstairs, Concrete Patio. Back yard has concrete slab for a storage shed. Sewer has been connected and paid for in full. Fenced. Easement behind fence line between this home and back neighbor. For

    Rose Dell Keller Williams Key West Compass Realty

    31171 Avenue H, Big Pine Key, FL 33043
  • /18

    $499,000 Under Contract

    • Land

    701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042

    Experience the ultimate in oceanfront living with this fantastic lot in a pristine gated community. Boasting a 53' concrete seawall and deep water access, this property is a boater's dream. The lot is RV-ready. It's also buildable, free from ROGO restrictions, and has a successful history as a vacation rental. Venture Out at Cudjoe Cay is a distinguished residential condominium community that

    The Spottswood Team Truman & Co. (KW)

    701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042
    • /8

      Est $538,754 Not Listed For Sale

      17256 Keystone Rd, Sugarloaf Key, FL 33042

      17256 Keystone Rd, Sugarloaf Key, FL 33042

      Last Sold Summary

      • 44% Above List Price
      • 248 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Al Barbosa One Sotheby's International Realty

  • /30

    $430,000

    • 2 Beds
    • 1 Bath
    • 415 Sq Ft

    21857 Disturbed Pine Rd, Summerland Key, FL 33042

    Acre Property! I've heard it said privacy is the ultimate luxury. Your Keys bungalow in the woods with a separate screened porch enclosure 13 X 18 plus a storge room 9 X 12. Connected to the house by a wood deck walkway. Artist retreat, man cave or maybe just because you love privacy and want an escape. Lots of potential. Are you handy! Additionally, there are 2 carports, Multiple storage areas.

    Rose Dell Keller Williams Key West Compass Realty

    21857 Disturbed Pine Rd, Summerland Key, FL 33042
  • /35

    $629,500 Sold Sep 30, 2025

    31463 Avenue A, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $484/SF
    • 24 Days On Market

    Current Estimated Value $626,738

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

    31463 Avenue A, Big Pine Key, FL 33043
    • /2

      Est $1,031,273 Not Listed For Sale

      783 Pirates Rd, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 2017
      783 Pirates Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 3% Below List Price
      • $842/SF

      Last Sold Price $1,000,000

      Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

  • /62

    $2,599,000

    • 3 Beds
    • 2 Baths
    • 2,224 Sq Ft

    16843 E Point Dr, Summerland Key, FL 33042

    Welcome to your private waterfront retreat in the highly sought-after Southpoint neighborhood of Sugarloaf Key - where space, privacy and effortless access to the open water redefine the Lower Keys Lifestyle.Positioned along a crystal clear canal just moments from the Bay, this elevated residence offers over 2200 sq.ft of thoughtfully designed living space, featuring three spacious bedrooms and

    Suzanne Moore Suzanne Moore Real Estate

    16843 E Point Dr, Summerland Key, FL 33042
  • /34

    $580,000 Sold Sep 15, 2025

    30868 Malaga Ln, Big Pine Key, FL 33043

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Below List Price
    • $537/SF
    • 137 Days On Market

    Current Estimated Value $620,611

    Last Listing Agent Loren Rea Truman & Co. (KW)

    30868 Malaga Ln, Big Pine Key, FL 33043
    • /2

      Est $800,327 Not Listed For Sale

      29654 Constitution Ave, Big Pine Key, FL 33043

      • 4 Beds
      • 2 Baths
      • 1,547 Sq Ft
      • Built 1963
      29654 Constitution Ave, Big Pine Key, FL 33043

      Last Sold Summary

      • 1% Below List Price
      • $510/SF

      Last Sold Price $789,000

      Last Listing Agent Frank Griffiths Lokation Real Estate

  • /32

    $975,000

    • 4 Beds
    • 3 Baths
    • 2,503 Sq Ft

    30451 Hibiscus Ln, Big Pine Key, FL 33043

    ONE-OF-A-KIND! Custom-built home '2010'on a large 125 X 250 property, 31,250 sq. ft. more than 1/2 acre. 4bd/3bth plus a bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms. 2 are ensuite. Separate Kitchen Dining & Living Room and an extra room for office or hobbies, gym or guest. Concrete slab under house same size of house so lots

    Rose Dell Keller Williams Key West Compass Realty

    30451 Hibiscus Ln, Big Pine Key, FL 33043
  • /51

    $1,200,000 Sold Jun 16, 2025

    1060 W Shore Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2.5 Baths
    • 2,137 Sq Ft
    • Built 1977

    Last Sold Summary

    • 23% Below List Price
    • $562/SF
    • 26 Days On Market

    Current Estimated Value $1,340,996

    Last Listing Agent Elizabeth Greco-DeGrenier Coldwell Banker Schmitt RE Co.

    1060 W Shore Dr, Big Pine Key, FL 33043
    • /2

      Est $695,788 Not Listed For Sale

      1313 State Rd Unit 4A, Little Torch Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 990 Sq Ft
      • Built 1977
      1313 State Rd Unit 4A, Little Torch Key, FL 33042

      Last Sold Summary

      • 7% Below List Price
      • $659/SF

      Last Sold Price $652,410

  • /26

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft

    31071 E Ave, Big Pine Key, FL 33043

    2005'' 3 Bedroom 2 Bath Modular home. Nice big columns. 50 X 100 lot. 12/14/2017 Metal roof with peel & stick underlayment 5v crimp. 8 X 24 covered porch with 2 sets of sliding doors off dining and living room. bay window in the Kitchen. Porch faces south with no homes across the street. 288 sq.ft legal permitted storage enclosure. Concrete slab. 14.97 ft above base flood. Buyer to verify any

    Rose Dell Keller Williams Key West Compass Realty

    31071 E Ave, Big Pine Key, FL 33043
  • /40

    $640,000 Sold Sep 15, 2025

    3806 Dyer Rd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1990

    Last Sold Summary

    • 8% Below List Price
    • $702/SF
    • 54 Days On Market

    Current Estimated Value $663,700

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    3806 Dyer Rd, Big Pine Key, FL 33043
    • /37

      Est $1,635,613 Not Listed For Sale

      2256 Matthews Rd, Big Pine Key, FL 33043

      • 4 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 2024
      2256 Matthews Rd, Big Pine Key, FL 33043

      Last Sold Summary

      • 4% Below List Price
      • $850/SF
      • 5 Days On Market

      Last Sold Price $1,700,000

      Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

  • /29

    $800,000

    • 2 Beds
    • 2 Baths
    • 1,162 Sq Ft

    28452 Yucatan Ln, Summerland Key, FL 33042

    SATURDAY 28TH OPEN HOUSE 10AM-1PM Canal front home with quick exit out of the canal to Pine Channel for Atlantic or Gulf access. 7200 sq.ft. lot. Back yard big enough for a pool. Pack your toothbrush and your ready for your salt life to begin. Being sold mostly furnished 2bd/2bth 1162 sq.ft. Home, plus, southerly facing screen porch, which has accordian shutters,porch faces back yard and canal.

    Rose Dell Keller Williams Key West Compass Realty

    28452 Yucatan Ln, Summerland Key, FL 33042
  • /57

    $925,000 Sold Mar 13, 2026

    2123 Spanish Channel Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,185 Sq Ft
    • Built 1991

    Last Sold Summary

    • 6% Below List Price
    • $781/SF
    • 49 Days On Market

    Current Estimated Value $954,843

    Last Listing Agent Anne Press Lokation Real Estate

    2123 Spanish Channel Dr, Big Pine Key, FL 33043
    • /2

      Not Listed For Sale

      23008 Overseas Hwy, Cudjoe Key, FL 33042

      23008 Overseas Hwy, Cudjoe Key, FL 33042

      Last Sold Summary

      Last Sold Price $525,000

      Last Listing Agent Kieran Mahoney Sugarloaf Realty LLC

  • /107

    $2,999,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,538 Sq Ft

    747 La Fitte Rd, Summerland Key, FL 33042

    Spectacular open water location, with fabulous views from this newly constructed well-built oceanfront concrete home. Direct ocean or gulf access from massive dock that includes three boat lifts (one 15,000 pound, one 12,000 pound and a 10,000 pound double Waverunner lift). Relax in a large heated/chilled inground pool with a big covered pool patio area which drinks in the Ocean view. Home is

    John L. Markle Keller Williams Realty Premier Properties - Kendall

    747 La Fitte Rd, Summerland Key, FL 33042

Showing Results 281 - 320, Page 8 of 18

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