8,628

Summerland Key, FL Homes

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  • 220 E Caribbean Dr, Summerland Key, FL 33042
    220 E Caribbean Dr, Summerland Key, FL 33042
    220 E Caribbean Dr, Summerland Key, FL 33042
    /107

    $5,300,000 Sold Jun 13, 2025

    220 E Caribbean Dr, Summerland Key, FL 33042

    • 5 Beds
    • 7 Baths
    • 4,981 Sq Ft
    • Built 2025

    Last Sold Summary

    • 18% Below List Price
    • $1,064/SF
    • 165 Days On Market

    Current Estimated Value $5,377,365

    Last Listing Agent Stacy Shahan Island Real Estate Company Florida Keys

    220 E Caribbean Dr, Summerland Key, FL 33042
    • 22572 Jolly Roger Dr, Summerland Key, FL 33042
      22572 Jolly Roger Dr, Summerland Key, FL 33042
      22572 Jolly Roger Dr, Summerland Key, FL 33042
      /74

      Est $3,253,962 Not Listed For Sale

      22572 Jolly Roger Dr, Summerland Key, FL 33042

      • 6 Beds
      • 4 Baths
      • 3,225 Sq Ft
      • Built 1963
      22572 Jolly Roger Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $1,023/SF
      • 313 Days On Market

      Last Sold Price $3,300,000

      Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

  • 701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    /49

    $329,000

    • 2 Beds
    • 1 Bath
    • 738 Sq Ft

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042

    BACK ON MARKET WITH UPDATES DONE on this charming 2 bedroom, 1 bathroom property in Venture Out. Take a look at this listing with all the updates to make this a cozy home or potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
  • 743 E Shore Dr, Summerland Key, FL 33042
    743 E Shore Dr, Summerland Key, FL 33042
    /2

    $1,650,000 Sold Sep 03, 2025

    743 E Shore Dr, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,747 Sq Ft
    • Built 1991

    Last Sold Summary

    • 6% Below List Price
    • $944/SF
    • 1 Day On Market

    Current Estimated Value $1,725,385

    Last Listing Agent Scott Brisson KeyIsle Realty

    743 E Shore Dr, Summerland Key, FL 33042
    • 22983 Anne Bonny Ln, Summerland Key, FL 33042
      22983 Anne Bonny Ln, Summerland Key, FL 33042
      22983 Anne Bonny Ln, Summerland Key, FL 33042
      /40

      Est $1,038,344 Not Listed For Sale

      22983 Anne Bonny Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1986
      22983 Anne Bonny Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 3% Below List Price
      • $814/SF
      • 109 Days On Market

      Last Sold Price $1,075,000

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

  • 27374 Guadaloupe Ln, Summerland Key, FL 33042
    27374 Guadaloupe Ln, Summerland Key, FL 33042
    27374 Guadaloupe Ln, Summerland Key, FL 33042
    /18

    $1,499,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    27374 Guadaloupe Ln, Summerland Key, FL 33042

    New Construction coming Fall 2026. Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful boating canal in the Lower Keys, a short boat ride out to Looe Key Reef. 12x22 Swimming Pool and luscious landscaping.Inside the home: An open, airy floor plan that allows you to spread out and personalize your living space. A seamless

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    27374 Guadaloupe Ln, Summerland Key, FL 33042
  • 29462 Geraldine St, Big Pine Key, FL 33043
    29462 Geraldine St, Big Pine Key, FL 33043
    29462 Geraldine St, Big Pine Key, FL 33043
    /49

    $995,000 Sold Dec 23, 2025

    29462 Geraldine St, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 2,240 Sq Ft
    • Built 1991

    Last Sold Summary

    • 9% Below List Price
    • $444/SF
    • 65 Days On Market

    Current Estimated Value $1,010,151

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    29462 Geraldine St, Big Pine Key, FL 33043
    • 79 Coral Ave, Summerland Key, FL 33042
      79 Coral Ave, Summerland Key, FL 33042
      79 Coral Ave, Summerland Key, FL 33042
      /6

      Est $577,398 Not Listed For Sale

      79 Coral Ave, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 2004
      79 Coral Ave, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Above List Price
      • $455/SF
      • 32 Days On Market

      Last Sold Price $520,000

      Last Listing Agent Teodora Masters Bascom Grooms Real Estate (KW)

  • 30023 Pine Channel Rd, Big Pine Key, FL 33043
    30023 Pine Channel Rd, Big Pine Key, FL 33043
    30023 Pine Channel Rd, Big Pine Key, FL 33043
    /31

    $624,900

    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft

    30023 Pine Channel Rd, Big Pine Key, FL 33043

    Discover tranquil Keys living at 30023 Pine Channel Rd, a charming 3-bedroom, 2-bathroom home offering peaceful seclusion with effortless access to the Overseas Highway. Set on a generous lot and surrounded by mature, beautifully established trees, this property delivers the perfect blend of privacy, nature, and convenience.Step inside to find 1,218 sq ft of comfortable living space. The

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    30023 Pine Channel Rd, Big Pine Key, FL 33043
  • 7 Lot, Lower Keys, FL 33042
    7 Lot, Lower Keys, FL 33042
    /2

    $49,000 Sold Jun 06, 2025

    7 Lot, Lower Keys, FL 33042

    • Land
    • 0.19 Acre
    • $257,895 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 168 Days On Market

    Last Listing Agent Pamela Stangler MMLS Assoc.-Inactive Member

    7 Lot, Lower Keys, FL 33042
    • 27337 Tobago Ln, Summerland Key, FL 33042
      27337 Tobago Ln, Summerland Key, FL 33042
      27337 Tobago Ln, Summerland Key, FL 33042
      /40

      Est $731,043 Not Listed For Sale

      27337 Tobago Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1958
      27337 Tobago Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 8% Above List Price
      • $630/SF
      • 7 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • 17183 Coral Dr, Summerland Key, FL 33042
    17183 Coral Dr, Summerland Key, FL 33042
    17183 Coral Dr, Summerland Key, FL 33042
    /82

    $3,699,000

    • 4 Beds
    • 3.5 Baths
    • 1,744 Sq Ft

    17183 Coral Dr, Summerland Key, FL 33042

    Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable

    Jan Fritz Coldwell Banker Schmitt RE Co.

    17183 Coral Dr, Summerland Key, FL 33042
  • 115 E Cahill Ct, Big Pine Key, FL 33043
    115 E Cahill Ct, Big Pine Key, FL 33043
    115 E Cahill Ct, Big Pine Key, FL 33043
    /30

    $400,000 Sold Apr 15, 2025

    115 E Cahill Ct, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft
    • Built 1976

    Last Sold Summary

    • 11% Below List Price
    • $412/SF
    • 25 Days On Market

    Current Estimated Value $463,722

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

    115 E Cahill Ct, Big Pine Key, FL 33043
    • 20820 7th Ave W, Summerland Key, FL 33042
      20820 7th Ave W, Summerland Key, FL 33042
      /2

      Est $2,524,383 Not Listed For Sale

      20820 7th Ave W, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 1972
      20820 7th Ave W, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Below List Price
      • $1,425/SF

      Last Sold Price $2,850,000

      Last Listing Agent Steven Koleno Beycome of Florida, LLC

  • Vacant Central Ave, Big Pine Key, FL 33043
    Vacant Central Ave, Big Pine Key, FL 33043
    /2

    $85,000

    • Land

    Vacant Central Ave, Big Pine Key, FL 33043

    Tier 2 parcel with potential eligibility for ROGO points toward future building permits in Monroe County. Buyer to verify ROGO point availability and requirements with Monroe County. Adjacent lot is for sale MLS#618997

    Deni Heintzelman KeyIsle Realty

    Vacant Central Ave, Big Pine Key, FL 33043
  • 31124 Avenue E, Big Pine Key, FL 33043
    31124 Avenue E, Big Pine Key, FL 33043
    31124 Avenue E, Big Pine Key, FL 33043
    /28

    $510,500 Sold Aug 14, 2025

    31124 Avenue E, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Below List Price
    • $560/SF
    • 17 Days On Market

    Current Estimated Value $528,131

    Last Listing Agent Derrick Johnson Coco Plum Real Estate

    31124 Avenue E, Big Pine Key, FL 33043
    • 27342 Anguila Ln, Summerland Key, FL 33042
      27342 Anguila Ln, Summerland Key, FL 33042
      27342 Anguila Ln, Summerland Key, FL 33042
      /48

      Est $1,002,433 Not Listed For Sale

      27342 Anguila Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1976
      27342 Anguila Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Below List Price
      • $765/SF
      • 36 Days On Market

      Last Sold Price $1,010,000

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

  • 10 5th Ave, Big Pine Key, FL 33043
    10 5th Ave, Big Pine Key, FL 33043
    10 5th Ave, Big Pine Key, FL 33043
    /6

    $49,000

    • Land
    • 1 Acre
    • $49,000 per Acre

    10 5th Ave, Big Pine Key, FL 33043

    1 ACRE LOT IN Big Pine Key, LOCATED JUST SOUTH OF U.S. Route 1 – PEACEFUL, NATURAL SURROUNDINGS – RARE OPPORTUNITY.BEST PRICE ON THE MARKET! EXCELLENT LONG-TERM INVESTMENT! DON’T MISS THIS OPPORTUNITY!

    Mason Gascot Knowledge Base Real Estate

    10 5th Ave, Big Pine Key, FL 33043
  • 22915 Bluegill Ln, Summerland Key, FL 33042
    22915 Bluegill Ln, Summerland Key, FL 33042
    22915 Bluegill Ln, Summerland Key, FL 33042
    /62

    $1,185,000 Sold Oct 06, 2025

    22915 Bluegill Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2001

    Last Sold Summary

    • 6% Below List Price
    • $882/SF
    • 37 Days On Market

    Current Estimated Value $1,164,112

    Last Listing Agent Deni Heintzelman KeyIsle Realty

    22915 Bluegill Ln, Summerland Key, FL 33042
    • 17082 Starfish Ln W, Summerland Key, FL 33042
      17082 Starfish Ln W, Summerland Key, FL 33042
      17082 Starfish Ln W, Summerland Key, FL 33042
      /30

      Est $2,171,070 Not Listed For Sale

      17082 Starfish Ln W, Summerland Key, FL 33042

      • 6 Beds
      • 3 Baths
      • 3,000 Sq Ft
      • Built 1988
      17082 Starfish Ln W, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Above List Price
      • $733/SF
      • 38 Days On Market

      Last Sold Price $2,200,000

      Last Listing Agent Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  • 1557 Long Beach Dr, Big Pine Key, FL 33043
    1557 Long Beach Dr, Big Pine Key, FL 33043
    1557 Long Beach Dr, Big Pine Key, FL 33043
    /52

    $3,899,000

    • 6 Beds
    • 6 Baths
    • 3,029 Sq Ft

    1557 Long Beach Dr, Big Pine Key, FL 33043

    Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over

    Surelis Yanes Miami Portfolio Collection

    1557 Long Beach Dr, Big Pine Key, FL 33043
  • 22822 John Silver Ln, Summerland Key, FL 33042
    22822 John Silver Ln, Summerland Key, FL 33042
    22822 John Silver Ln, Summerland Key, FL 33042
    /34

    $1,300,000 Sold Aug 18, 2025

    22822 John Silver Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 2002

    Last Sold Summary

    • 19% Below List Price
    • $619/SF
    • 214 Days On Market

    Current Estimated Value $1,327,532

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    22822 John Silver Ln, Summerland Key, FL 33042
    • 17174 Kingfish Ln W, Summerland Key, FL 33042
      17174 Kingfish Ln W, Summerland Key, FL 33042
      /2

      Est $954,987 Not Listed For Sale

      17174 Kingfish Ln W, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,218 Sq Ft
      • Built 1975
      17174 Kingfish Ln W, Summerland Key, FL 33042

      Last Sold Summary

      • 44% Below List Price
      • $546/SF

      Last Sold Price $665,000

      Last Listing Agent Oshry Barkalifa Key West Luxury Real Estate Inc (KW)

  • 333 Indies Rd, Ramrod Key, FL 33042
    333 Indies Rd, Ramrod Key, FL 33042
    333 Indies Rd, Ramrod Key, FL 33042
    /66

    $2,795,000

    • 4 Beds
    • 5.5 Baths
    • 3,224 Sq Ft

    333 Indies Rd, Ramrod Key, FL 33042

    Spectacular sunset views from this custom-built, fully furnished 4-5 bedroom, 51/2 bath oceanside home in beautiful Breeze Swept Beach Estates. Situated on an oversized 10,500 sq. ft. fenced lot, the property offers plenty of parking for boats, RV's, and jet skis.This custom home features 3,224 sq. ft. under air and an additional 1,276 sq. ft. of sunset and sunrise viewing decks, including a

    Greg MacLaren Internet Realty of the Florida Keys

    333 Indies Rd, Ramrod Key, FL 33042
  • 28009 Gulf Blvd, Big Pine Key, FL 33043
    28009 Gulf Blvd, Big Pine Key, FL 33043
    28009 Gulf Blvd, Big Pine Key, FL 33043
    /42

    $749,000 Sold Sep 19, 2025

    28009 Gulf Blvd, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $743/SF
    • 88 Days On Market

    Current Estimated Value $735,393

    Last Listing Agent Ian Calderwood Bluescape Real Estate

    28009 Gulf Blvd, Big Pine Key, FL 33043
    • 21025 Hamilton Ave, Summerland Key, FL 33042
      21025 Hamilton Ave, Summerland Key, FL 33042
      21025 Hamilton Ave, Summerland Key, FL 33042
      /50

      Est $1,822,427 Not Listed For Sale

      21025 Hamilton Ave, Summerland Key, FL 33042

      • 6 Beds
      • 3.5 Baths
      • 4,060 Sq Ft
      • Built 1983
      21025 Hamilton Ave, Summerland Key, FL 33042

      Last Sold Summary

      • 35% Above List Price
      • $333/SF
      • 47 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Mike Kane Internet Realty of the Florida Keys

  • 662 Blackbeard Rd, Little Torch Key, FL 33042
    662 Blackbeard Rd, Little Torch Key, FL 33042
    662 Blackbeard Rd, Little Torch Key, FL 33042
    /32

    $2,100,000 New Construction

    • 5 Beds
    • 4 Baths
    • 2,886 Sq Ft

    662 Blackbeard Rd, Little Torch Key, FL 33042

    Pre-Construction Luxury Home | Jolly Roger EstatesIntroducing a rare pre-construction opportunity in the desirable waterfront community of Jolly Roger Estates. This CBS-built, fortress-like home is designed for durability, efficiency, and modern coastal living. The two-story floor plan offers 5 bedrooms, 4 bathrooms, and 2,886 square feet of living space, along with a spacious downstairs storage

    Lanny Gardner Bluescape Real Estate

    662 Blackbeard Rd, Little Torch Key, FL 33042
  • State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
    /2

    $52,000 Sold Jun 30, 2025

    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042

    • Land

    Last Sold Summary

    • 31% Below List Price
    • 218 Days On Market

    Last Listing Agent Sandra Dolowy KeyIsle Realty

    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
    • 152 Sugarloaf Dr, Summerland Key, FL 33042
      152 Sugarloaf Dr, Summerland Key, FL 33042
      /2

      Est $971,858 Not Listed For Sale

      152 Sugarloaf Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1995
      152 Sugarloaf Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Below List Price
      • $701/SF

      Last Sold Price $875,000

      Last Listing Agent Team Connect Coastal Collection Real Estate Inc.

  • 132 Sugarloaf Dr, Summerland Key, FL 33042
    132 Sugarloaf Dr, Summerland Key, FL 33042
    132 Sugarloaf Dr, Summerland Key, FL 33042
    /15

    $644,500

    • Land

    132 Sugarloaf Dr, Summerland Key, FL 33042

    Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

    Heather Mason Coastal Collection Real Estate Inc.

    132 Sugarloaf Dr, Summerland Key, FL 33042
  • Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
    /2

    $55,000 Sold Dec 04, 2025

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 90% Above List Price
    • 73 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
    • 19506 Seminole St, Summerland Key, FL 33042
      19506 Seminole St, Summerland Key, FL 33042
      19506 Seminole St, Summerland Key, FL 33042
      /30

      Est $644,902 Not Listed For Sale

      19506 Seminole St, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1982
      19506 Seminole St, Summerland Key, FL 33042

      Last Sold Summary

      • $611/SF
      • 73 Days On Market

      Last Sold Price $645,000

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

  • 701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 384, Cudjoe Key, FL 33042
    /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
  • 270 Airport Dr S, Summerland Key, FL 33042
    270 Airport Dr S, Summerland Key, FL 33042
    270 Airport Dr S, Summerland Key, FL 33042
    /57

    $1,550,000 Sold Mar 02, 2026

    270 Airport Dr S, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,275 Sq Ft
    • Built 1980

    Last Sold Summary

    • 30% Below List Price
    • $1,216/SF
    • 63 Days On Market

    Current Estimated Value $1,657,924

    Last Listing Agent Solaris Gregory Expert Realty LLC (HQ)

    270 Airport Dr S, Summerland Key, FL 33042
    • 701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042
      701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042
      701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042
      /9

      Est $631,762 Not Listed For Sale

      701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042

      • 2 Beds
      • Built 1991
      701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042

      Last Sold Summary

      • 8% Above List Price
      • $851/SF
      • 200 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Kim Babenzien Expert Realty LLC (HQ)

  • 16750 Old State Road 4a, Summerland Key, FL 33042
    16750 Old State Road 4a, Summerland Key, FL 33042
    16750 Old State Road 4a, Summerland Key, FL 33042
    /100

    $8,995,000

    • 6 Beds
    • 5 Baths
    • 5,208 Sq Ft

    16750 Old State Road 4a, Summerland Key, FL 33042

    Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach -- a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and

    Lisa Swanson The Agency Florida Keys

    16750 Old State Road 4a, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
    /29

    $235,000 Sold Oct 31, 2025

    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 2% Below List Price
    • 76 Days On Market

    Current Estimated Value $250,193

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 621, Cudjoe Key, FL 33042
    • 16991 Shore Dr, Summerland Key, FL 33042
      16991 Shore Dr, Summerland Key, FL 33042
      16991 Shore Dr, Summerland Key, FL 33042
      /15

      Est $696,838 Not Listed For Sale

      16991 Shore Dr, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 1,134 Sq Ft
      • Built 1958
      16991 Shore Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 10% Above List Price
      • $560/SF
      • 17 Days On Market

      Last Sold Price $635,000

      Last Listing Agent Vladimir Prokhodnoy Expert Realty LLC (HQ)

  • 0 Bk 14 Lt 1 Vacant Land Unit B26008689, Cudjoe Key, FL 33042
    0 Bk 14 Lt 1 Vacant Land Unit B26008689, Cudjoe Key, FL 33042
    /2

    $175,000

    • Land
    • 0.16 Acre
    • $1,093,750 per Acre

    0 Bk 14 Lt 1 Vacant Land Unit B26008689, Cudjoe Key, FL 33042

    Discover one of Cudjoe Key's desirable vacant parcels — a 6,000 sq ft waterfront lot offering direct access to the Lower Keys'. Located on a quiet road, this property pairs privacy with easy access to local conveniences and the laid-back lifestyle of the Lower Keys

    Jaysen Larrieux LoKation

    0 Bk 14 Lt 1 Vacant Land Unit B26008689, Cudjoe Key, FL 33042
  • 28131 Helen Ave, Little Torch Key, FL 33042
    28131 Helen Ave, Little Torch Key, FL 33042
    28131 Helen Ave, Little Torch Key, FL 33042
    /29

    $390,000 Sold May 28, 2025

    28131 Helen Ave, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 856 Sq Ft
    • Built 1972

    Last Sold Summary

    • 8% Below List Price
    • $456/SF
    • 91 Days On Market

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

    28131 Helen Ave, Little Torch Key, FL 33042

Showing Results 561 - 600, Page 15 of 18

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