8,609

Summerland Key, FL Homes

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  • 943 Flagship Dr, Summerland Key, FL 33042
    943 Flagship Dr, Summerland Key, FL 33042
    943 Flagship Dr, Summerland Key, FL 33042
    /77

    $2,500,000

    Sold Jul 15, 2025

    943 Flagship Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $1,395/SF
    • 121 Days On Market

    Current Estimated Value $2,501,636

    Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    943 Flagship Dr, Summerland Key, FL 33042
    • 1141 Ocean Dr, Summerland Key, FL 33042
      1141 Ocean Dr, Summerland Key, FL 33042
      1141 Ocean Dr, Summerland Key, FL 33042
      /62

      Est $5,143,864

      Not Listed For Sale

      1141 Ocean Dr, Summerland Key, FL 33042

      • 5 Beds
      • 5 Baths
      • 3,421 Sq Ft
      • Built 2005
      1141 Ocean Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 22 Days On Market

  • 556 Caribbean Dr E, Summerland Key, FL 33042
    556 Caribbean Dr E, Summerland Key, FL 33042
    556 Caribbean Dr E, Summerland Key, FL 33042
    /61

    $2,199,000

    $501K PRICE DROP Under Contract
    • 3 Beds
    • 3 Baths
    • 2,167 Sq Ft

    556 Caribbean Dr E, Summerland Key, FL 33042

    MOTIVATED SELLERS! The sea writes the script at this 3 bed, 3 bath oceanfront retreat on the most highly sought after neighborhoods on Summerland Key, and it stands in a class of its own. Western exposure delivers nightly golden-hour performances over the Atlantic, while deep-draft boating--among the best this side of the 7-Mile Bridge--begins right from your backyard. You'll love deep channel

    Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

    556 Caribbean Dr E, Summerland Key, FL 33042
  • 17195 Hibiscus Ln W, Summerland Key, FL 33042
    17195 Hibiscus Ln W, Summerland Key, FL 33042
    17195 Hibiscus Ln W, Summerland Key, FL 33042
    /6

    $1,400,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    17195 Hibiscus Ln W, Summerland Key, FL 33042

    For statistical purposes only - 3 bedroom, 2 bath, 1,056 sq. ft. home on 15,125 sq. ft. corner lot. Located at the end of a short canal with open water views and easy boating access to the Gulf and Atlantic. Completely remodeled. Boat Lift. Concrete seawall. Furnished.

    Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17195 Hibiscus Ln W, Summerland Key, FL 33042
    • 25161 Center St, Summerland Key, FL 33042
      25161 Center St, Summerland Key, FL 33042
      25161 Center St, Summerland Key, FL 33042
      /39

      Est $637,952

      Not Listed For Sale

      25161 Center St, Summerland Key, FL 33042

      • 1 Bed
      • 1.5 Baths
      • 1,024 Sq Ft
      • Built 1958
      25161 Center St, Summerland Key, FL 33042

      Last Sold Summary

      • 6 Days On Market

  • 3672 Fox St, Big Pine Key, FL 33043
    3672 Fox St, Big Pine Key, FL 33043
    3672 Fox St, Big Pine Key, FL 33043
    /34

    $795,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,224 Sq Ft

    3672 Fox St, Big Pine Key, FL 33043

    Price and lifestyle come together in this canal-front home in Big Pine Key. Offering 3 bedrooms and 3 baths, this property is ideal as a full-time residence, vacation getaway, or investment opportunity.Inside, you'll find a bright, open floor plan with high ceilings and an updated kitchen featuring stainless steel appliances and granite counters. The primary suite opens to a private balcony,

    Diane Corliss Coldwell Banker Schmitt RE Co.

    3672 Fox St, Big Pine Key, FL 33043
  • 0 Spanish Channel Dr, No Name Key, FL 33043
    0 Spanish Channel Dr, No Name Key, FL 33043
    0 Spanish Channel Dr, No Name Key, FL 33043
    /3

    $65,000

    Sold Aug 04, 2025

    0 Spanish Channel Dr, No Name Key, FL 33043

    • Land
    • 8,510 Sq Ft
    • $332,714 per Acre

    Last Sold Summary

    • 86% Below List Price
    • 54 Days On Market

    Last Listing Agent Barbara Eads Barbara Eads Realty

    0 Spanish Channel Dr, No Name Key, FL 33043
    • 716 Caribbean Dr E, Summerland Key, FL 33042
      716 Caribbean Dr E, Summerland Key, FL 33042
      716 Caribbean Dr E, Summerland Key, FL 33042
      /37

      Est $1,221,338

      Not Listed For Sale

      716 Caribbean Dr E, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 1983
      716 Caribbean Dr E, Summerland Key, FL 33042

      Last Sold Summary

      • 19 Days On Market

  • 1481 Sugarloaf Blvd, Summerland Key, FL 33042
    1481 Sugarloaf Blvd, Summerland Key, FL 33042
    1481 Sugarloaf Blvd, Summerland Key, FL 33042
    /53

    $1,710,000

    $89K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,605 Sq Ft

    1481 Sugarloaf Blvd, Summerland Key, FL 33042

    Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy.Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring

    Jenna Stauffer Ocean Sotheby's International Realty

    1481 Sugarloaf Blvd, Summerland Key, FL 33042
  • 29073 Iris Dr, Big Pine Key, FL 33043
    29073 Iris Dr, Big Pine Key, FL 33043
    29073 Iris Dr, Big Pine Key, FL 33043
    /53

    $615,000

    Sold Mar 31, 2026

    29073 Iris Dr, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $460/SF
    • 4 Days On Market

    Current Estimated Value $653,756

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt RE Co.

    29073 Iris Dr, Big Pine Key, FL 33043
    • 20995 2nd Ave W, Summerland Key, FL 33042
      20995 2nd Ave W, Summerland Key, FL 33042
      20995 2nd Ave W, Summerland Key, FL 33042
      /40

      Est $2,344,405

      Not Listed For Sale

      20995 2nd Ave W, Summerland Key, FL 33042

      • 3 Beds
      • 2.5 Baths
      • 2,184 Sq Ft
      • Built 2007
      20995 2nd Ave W, Summerland Key, FL 33042

      Last Sold Summary

      • 6 Days On Market

  • 28528 Channel View Dr, Little Torch Key, FL 33042
    28528 Channel View Dr, Little Torch Key, FL 33042
    28528 Channel View Dr, Little Torch Key, FL 33042
    /14

    $3,900

    • 2 Beds
    • 3 Baths
    • 1,080 Sq Ft

    28528 Channel View Dr, Little Torch Key, FL 33042

    Current resident moving out on 6/30/26.This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent on a year lease.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna,

    Joseph Danieli AKT Realty LLC

    28528 Channel View Dr, Little Torch Key, FL 33042
  • 231 W Indies Dr, Summerland Key, FL 33042
    231 W Indies Dr, Summerland Key, FL 33042
    231 W Indies Dr, Summerland Key, FL 33042
    /55

    $1,035,000

    Sold Apr 01, 2026

    231 W Indies Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft
    • Built 1990

    Last Sold Summary

    • 4% Below List Price
    • $752/SF
    • 173 Days On Market

    Current Estimated Value $1,032,940

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    231 W Indies Dr, Summerland Key, FL 33042
    • 17279 Oleander Ln, Sugarloaf Key, FL 33042
      17279 Oleander Ln, Sugarloaf Key, FL 33042
      17279 Oleander Ln, Sugarloaf Key, FL 33042
      /49

      Est $6,696,546

      Not Listed For Sale

      17279 Oleander Ln, Sugarloaf Key, FL 33042

      • 10 Beds
      • 11.5 Baths
      • 10,607 Sq Ft
      • Built 1992
      17279 Oleander Ln, Sugarloaf Key, FL 33042

      Last Sold Summary

      • 7 Days On Market

  • 28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042
    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042
    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042
    /25

    $685,000

    $60K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $4,892,857 per Acre

    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042

    Vacant Land on Canal waiting on permit 41.5 points today for a 3497 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom three-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house.

    Barbara Eads Barbara Eads Realty

    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042
  • 23920 Overseas Hwy, Summerland Key, FL 33042
    23920 Overseas Hwy, Summerland Key, FL 33042
    23920 Overseas Hwy, Summerland Key, FL 33042
    /58

    $835,000

    Sold May 28, 2025

    23920 Overseas Hwy, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $672/SF
    • 60 Days On Market

    Current Estimated Value $902,570

    Last Listing Agent Aleida Ramirez United Realty Group Inc

    23920 Overseas Hwy, Summerland Key, FL 33042
    • 2035 Long Beach Dr, Big Pine Key, FL 33043
      2035 Long Beach Dr, Big Pine Key, FL 33043
      2035 Long Beach Dr, Big Pine Key, FL 33043
      /38

      Est $2,436,723

      Not Listed For Sale

      2035 Long Beach Dr, Big Pine Key, FL 33043

      • 5 Beds
      • 3 Baths
      • 1,181 Sq Ft
      • Built 2016
      2035 Long Beach Dr, Big Pine Key, FL 33043

      Last Sold Summary

      • 6 Days On Market

  • 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
  • 3 W Cook, Cook Island Key, FL 33043
    3 W Cook, Cook Island Key, FL 33043
    /2

    $553,000

    Sold Mar 06, 2026

    3 W Cook, Cook Island Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $737/SF
    • 312 Days On Market

    Current Estimated Value $473,667

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

    3 W Cook, Cook Island Key, FL 33043
    • 31625 Warner St, Big Pine Key, FL 33043
      31625 Warner St, Big Pine Key, FL 33043
      31625 Warner St, Big Pine Key, FL 33043
      /30

      Est $1,024,294

      Not Listed For Sale

      31625 Warner St, Big Pine Key, FL 33043

      • 1 Bed
      • 1 Bath
      • 650 Sq Ft
      • Built 1937
      31625 Warner St, Big Pine Key, FL 33043

      Last Sold Summary

      • 3 Days On Market

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

    $3,399,000

    $300K PRICE DROP
    • 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
  • 28212 Gato Rd, Summerland Key, FL 33042
    28212 Gato Rd, Summerland Key, FL 33042
    28212 Gato Rd, Summerland Key, FL 33042
    /35

    $669,000

    Sold Oct 24, 2025

    28212 Gato Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,077 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $621/SF
    • 80 Days On Market

    Current Estimated Value $708,819

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    28212 Gato Rd, Summerland Key, FL 33042
    • 468 Sawyer Dr, Summerland Key, FL 33042
      468 Sawyer Dr, Summerland Key, FL 33042
      468 Sawyer Dr, Summerland Key, FL 33042
      /57

      Est $1,412,006

      Not Listed For Sale

      468 Sawyer Dr, Summerland Key, FL 33042

      • 4 Beds
      • 4 Baths
      • 1,797 Sq Ft
      • Built 1972
      468 Sawyer Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 215 Days On Market

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

    $85,000

    • Land
    • 6,667 Sq Ft
    • $555,279 per Acre

    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
  • 1659 Long Beach Dr, Big Pine Key, FL 33043
    1659 Long Beach Dr, Big Pine Key, FL 33043
    1659 Long Beach Dr, Big Pine Key, FL 33043
    /45

    $1,910,000

    Sold Feb 26, 2026

    1659 Long Beach Dr, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $1,146/SF
    • 7 Days On Market

    Current Estimated Value $1,933,403

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    1659 Long Beach Dr, Big Pine Key, FL 33043
    • 93 Venetian Way, Summerland Key, FL 33042
      93 Venetian Way, Summerland Key, FL 33042
      93 Venetian Way, Summerland Key, FL 33042
      /40

      Est $992,756

      Not Listed For Sale

      93 Venetian Way, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft
      • Built 1983
      93 Venetian Way, Summerland Key, FL 33042

      Last Sold Summary

      • 11 Days On Market

  • 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
  • 22882 Buccaneer Ln, Summerland Key, FL 33042
    22882 Buccaneer Ln, Summerland Key, FL 33042
    22882 Buccaneer Ln, Summerland Key, FL 33042
    /41

    $650,000

    Sold Jul 01, 2025

    22882 Buccaneer Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1984

    Last Sold Summary

    • 19% Below List Price
    • $580/SF
    • 81 Days On Market

    Current Estimated Value $693,519

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    22882 Buccaneer Ln, Summerland Key, FL 33042
    • 27018 Angelfish Rd, Summerland Key, FL 33042
      27018 Angelfish Rd, Summerland Key, FL 33042
      27018 Angelfish Rd, Summerland Key, FL 33042
      /48

      Est $665,163

      Not Listed For Sale

      27018 Angelfish Rd, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1992
      27018 Angelfish Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 15 Days On Market

  • 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
  • 17177 Bonita Ln W, Summerland Key, FL 33042
    17177 Bonita Ln W, Summerland Key, FL 33042
    17177 Bonita Ln W, Summerland Key, FL 33042
    /42

    $1,450,000

    Sold Jun 23, 2025

    17177 Bonita Ln W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft
    • Built 1978

    Last Sold Summary

    • 19% Below List Price
    • $1,018/SF
    • 362 Days On Market

    Current Estimated Value $1,456,214

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17177 Bonita Ln W, Summerland Key, FL 33042
    • 221 Cutthroat Dr, Summerland Key, FL 33042
      221 Cutthroat Dr, Summerland Key, FL 33042
      221 Cutthroat Dr, Summerland Key, FL 33042
      /19

      Est $909,657

      Not Listed For Sale

      221 Cutthroat Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1985
      221 Cutthroat Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 498 Days On Market

  • 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
  • 23086 Snapper Ln, Summerland Key, FL 33042
    23086 Snapper Ln, Summerland Key, FL 33042
    23086 Snapper Ln, Summerland Key, FL 33042
    /52

    $2,300,000

    Sold Sep 12, 2025

    23086 Snapper Ln, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $889/SF
    • 147 Days On Market

    Current Estimated Value $2,252,788

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    23086 Snapper Ln, Summerland Key, FL 33042
    • 27310 W Indies Dr, Summerland Key, FL 33042
      27310 W Indies Dr, Summerland Key, FL 33042
      /2

      Est $1,158,026

      Not Listed For Sale

      27310 W Indies Dr, Summerland Key, FL 33042

      • 2 Beds
      • 3 Baths
      • 1,120 Sq Ft
      • Built 1984
      27310 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

  • 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
  • 31129 Avenue G, Big Pine Key, FL 33043
    31129 Avenue G, Big Pine Key, FL 33043
    31129 Avenue G, Big Pine Key, FL 33043
    /32

    $455,000

    Sold Feb 25, 2026

    31129 Avenue G, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 844 Sq Ft
    • Built 1994

    Last Sold Summary

    • $539/SF
    • 52 Days On Market

    Last Listing Agent Ted Stewart Truman & Co. (KW)

    31129 Avenue G, Big Pine Key, FL 33043
    • 27328 Jamaica Ln, Summerland Key, FL 33042
      27328 Jamaica Ln, Summerland Key, FL 33042
      27328 Jamaica Ln, Summerland Key, FL 33042
      /36

      Est $989,175

      Not Listed For Sale

      27328 Jamaica Ln, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,518 Sq Ft
      • Built 1979
      27328 Jamaica Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 22 Days On Market

  • 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

    $955K PRICE DROP
    • 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 Berkshire Hathaway HomeServices Knight & Gardner Realty

    16750 Old State Road 4a, Summerland Key, FL 33042
  • 19591 Navajo St, Summerland Key, FL 33042
    19591 Navajo St, Summerland Key, FL 33042
    19591 Navajo St, Summerland Key, FL 33042
    /22

    $649,000

    Sold May 20, 2026

    19591 Navajo St, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Below List Price
    • $624/SF
    • 25 Days On Market

    Current Estimated Value $667,264

    Last Listing Agent Mike Kane Internet Realty of the Florida Keys

    19591 Navajo St, Summerland Key, FL 33042

Showing Results 481 - 520, Page 13 of 18

Florida Monroe County Summerland Key

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