Summerland Key, FL Homes

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  /30

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  30461 Poinciana Rd, Big Pine Key, FL 33043

  Charming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 bath home, with an office, features vaulted ceiling, brand new mini split air condition units and plenty of windows and French doors that allow light to fill the home. The large primary bedroom has a screened in porch off the back perfect for relaxing. Also, in the rear of the home is an attached, private 1/1

  Dorry Santiago Keller Williams Realty Profess

  30461 Poinciana Rd, Big Pine Key, FL 33043
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  /36

  $685,000 Sold Oct 15, 2025

  701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 2010

  Last Sold Summary

  • 16% Below List Price
  • $793/SF
  • 164 Days On Market

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

  701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
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  /29

  Est $928,834 Not Listed For Sale

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

  27359 Jamaica Ln, Summerland Key, FL 33042

  27359 Jamaica Ln, Summerland Key, FL 33042
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  /24

  $995,000

  • Land
  • 5 Acres
  • $199,000 per Acre

  2231 Middle Torch Rd, Summerland Key, FL 33042

  Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential. The property currently features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each

  Stephany Duvall Engel & Volkers Marathon

  2231 Middle Torch Rd, Summerland Key, FL 33042
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  /12

  $269,000 Sold Sep 29, 2025

  20822 1st Ave, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 10% Below List Price
  • 18 Days On Market

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  20822 1st Ave, Cudjoe Key, FL 33042
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  /2

  Est $1,032,312 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  479 Blackbeard Rd, Summerland Key, FL 33042

  479 Blackbeard Rd, Summerland Key, FL 33042
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  /42

  $785,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  31033 Hibiscus Dr, Big Pine Key, FL 33043

  Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized double lot with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Additional highlights include an on-demand hot water heater, a seawall, and

  Karen Haack Coldwell Banker Schmitt RE Co.

  31033 Hibiscus Dr, Big Pine Key, FL 33043
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  /18

  $260,000 Sold Oct 17, 2025

  31036 Avenue H, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • Built 1983

  Last Sold Summary

  • 38% Below List Price
  • $264/SF
  • 48 Days On Market

  Last Listing Agent Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  31036 Avenue H, Big Pine Key, FL 33043
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  /31

  Est $738,324 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  4245 Egret Ln, Summerland Key, FL 33042

  4245 Egret Ln, Summerland Key, FL 33042
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  /16

  $250,000

  • Land

  LOT 12 Saint Lucie Ln, Ramrod Key, FL 33042

  Canalfront lot on Ramrod Key located in a desirable waterfront community oceanside between Key West and Marathon, offering quick access to the Atlantic Ocean then onto Florida Bay. No building permit is currently in place; buyers may apply through ROGO or purchase a separate building right.

  Karan Moeller Ocean Sotheby's International Realty

  LOT 12 Saint Lucie Ln, Ramrod Key, FL 33042
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  /20

  $250,000 Sold Feb 21, 2025

  701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 6% Below List Price
  • 167 Days On Market

  Current Estimated Value $260,534

  Last Listing Agent Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 14, Cudjoe Key, FL 33042
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  /29

  Est $855,634 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  22774 Cudjoe Dr, Summerland Key, FL 33042

  22774 Cudjoe Dr, Summerland Key, FL 33042
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  /7

  $4,375,000 Open Sun 10AM - 1PM

  • 5 Beds
  • 5.5 Baths
  • 3,119 Sq Ft

  231 E Shore Dr Unit 6, Summerland Key, FL 33042

  Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 6, Summerland Key, FL 33042
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  /51

  $990,000 Sold Oct 28, 2025

  22841 Buccaneer Ln, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Below List Price
  • $516/SF
  • 139 Days On Market

  Current Estimated Value $1,045,727

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  22841 Buccaneer Ln, Summerland Key, FL 33042
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  /23

  Est $755,733 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  283 Pirates Rd, Summerland Key, FL 33042

  283 Pirates Rd, Summerland Key, FL 33042
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  /18

  $3,999,999

  • 5 Beds
  • 5 Baths
  • 3,700 Sq Ft

  17229 Oleander Ln, Summerland Key, FL 33042

  Modern luxury seamlessly blends with relaxed tropical living in this oversized, brand-new construction home located on Sugarloaf Key. This elevated three-story residence features 5 bedrooms and 5 bathrooms all en suite, offering approximately 3,700 square feet of thoughtfully designed living space on a 10,000-square-foot lot. Designed with both lifestyle and functionality in mind, the home

  Justyn Ewald Expert Realty LLC (HQ)

  17229 Oleander Ln, Summerland Key, FL 33042
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  /44

  $635,000 Sold Mar 25, 2025

  30650 15th St, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 976 Sq Ft
  • Built 1997

  Last Sold Summary

  • 6% Below List Price
  • $651/SF
  • 106 Days On Market

  Current Estimated Value $663,648

  Last Listing Agent Jeannine Cook Rook Realty

  30650 15th St, Big Pine Key, FL 33043
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  /33

  Est $1,067,408 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  131 W Indies Dr, Summerland Key, FL 33042

  131 W Indies Dr, Summerland Key, FL 33042
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  /55

  $2,299,999

  • 3 Beds
  • 3 Baths
  • 2,288 Sq Ft

  17210 Angelfish Ln, Summerland Key, FL 33042

  Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the

  The Spottswood Team Truman & Co. (KW)

  17210 Angelfish Ln, Summerland Key, FL 33042
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  /46

  $550,000 Sold May 28, 2025

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 754 Sq Ft
  • Built 1989

  Last Sold Summary

  • 12% Below List Price
  • $729/SF
  • 72 Days On Market

  Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

  701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

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