Summerland Key, FL Homes

• 

  

  

  /50

  Est $1,868,690 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,060 Sq Ft

  21025 Hamilton Ave, Summerland Key, FL 33042

  21025 Hamilton Ave, Summerland Key, FL 33042
• 

  

  

  /27

  $987,500

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  3962 No Name Rd, Big Pine Key, FL 33043

  Investment Opportunity! Waterfront CBS duplex with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry room on each side, 2 central AC units and 2 electric meters. New Metal Roof within 2 years. Fenced yard with room to park your boat trailer. Great investment

  Stacy Shahan Island Real Estate Company Florida Keys

  3962 No Name Rd, Big Pine Key, FL 33043
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  /72

  $3,436,000 Sold May 16, 2025

  5460 Dorn Rd, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 2,134 Sq Ft
  • Built 1996

  Last Sold Summary

  • 7% Below List Price
  • $1,610/SF
  • 30 Days On Market

  Current Estimated Value $3,429,222

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  5460 Dorn Rd, Summerland Key, FL 33042
• 

  

  /2

  Est $970,135 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  152 Sugarloaf Dr, Summerland Key, FL 33042

  152 Sugarloaf Dr, Summerland Key, FL 33042
• 

  

  

  /29

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  31364 Avenue J, Big Pine Key, FL 33043

  Open Waterfront Double Lot with Protected Boating and Endless PossibilitiesDiscover the best of Florida Keys waterfront living on this spacious double lot located on a quiet street on the open water with 150 feet of protective canal frontage with seawall, this property offers direct boating access to both the backcountry and the Atlantic Ocean and is only one lot in from the mouth of the canal

  Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

  31364 Avenue J, Big Pine Key, FL 33043
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  /32

  $1,282,100 Sold Nov 04, 2025

  32857 Tortuga Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1994

  Last Sold Summary

  • 8% Below List Price
  • $916/SF
  • 23 Days On Market

  Last Listing Agent Madeleine Lowe Expert Realty LLC (HQ)

  32857 Tortuga Ln, Big Pine Key, FL 33043
• 

  

  /30

  Est $644,697 Not Listed For Sale

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

  19506 Seminole St, Summerland Key, FL 33042

  19506 Seminole St, Summerland Key, FL 33042
• 

  

  /4

  $675,000

  • Land
  • 0.31 Acre
  • $2,177,419 per Acre

  2080 Coral Way, Big Pine Key, FL 33043

  Rare opportunity to own a stunning ocean view double lot with 107 feet of canal frontage in sought-after Big Pine Key! Currently #5 in ROGO, this prime property comes with approved building plans—available upon request. The spacious lot offers ample room for your dream home with direct canal access and breathtaking open-water views. Buyers may have the ability to modify the existing plans—please

  Kelly Acosta ARGO GROUP PROPERTIES LLC

  2080 Coral Way, Big Pine Key, FL 33043
• 

  

  /35

  $560,000 Sold Aug 29, 2025

  19616 Aztec St, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,129 Sq Ft
  • Built 1953

  Last Sold Summary

  • 20% Below List Price
  • $496/SF
  • 196 Days On Market

  Current Estimated Value $574,109

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

  19616 Aztec St, Summerland Key, FL 33042
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  /9

  Est $639,046 Not Listed For Sale

  • 2 Beds

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

  701 Spanish Main Dr Unit 589, Cudjoe Key, FL 33042
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  /71

  $2,069,000

  • 3 Beds
  • 2 Baths
  • 1,849 Sq Ft

  1733 Sunrise Dr, Big Pine Key, FL 33043

  Beautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and canal access Property sits at 10 ft. elevation lot and features a durable aluminum roof, impact-resistant windows, and low-maintenance construction built for longevity in the Florida Keys. A 75 ft concrete dock, ideal for larger vessels, water toys, and fishing trips straight to open water. Spacious outdoor

  Norman De la Cruz Florida Realty of Miami Corp

  1733 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /10

  $2,000,000 Sold Jul 14, 2025

  441 Airport Dr N, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $887/SF
  • 166 Days On Market

  Current Estimated Value $2,000,597

  Last Listing Agent Jonathan Minerick Homecoin.com

  441 Airport Dr N, Summerland Key, FL 33042
• 

  

  /15

  Est $760,320 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft

  16991 Shore Dr, Summerland Key, FL 33042

  16991 Shore Dr, Summerland Key, FL 33042
• 

  

  /7

  $4,275,000 New Construction

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

  231 E Shore Dr Unit 4, 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 4, Summerland Key, FL 33042
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  /38

  $700,000 Sold Sep 30, 2025

  31480 Avenue G, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 2001

  Last Sold Summary

  • 10% Below List Price
  • $768/SF
  • 179 Days On Market

  Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  31480 Avenue G, Big Pine Key, FL 33043
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  /56

  Est $1,770,790 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,166 Sq Ft

  20966 8th Ave W, Summerland Key, FL 33042

  20966 8th Ave W, Summerland Key, FL 33042
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  /62

  $1,025,000

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

  231 W Indies Dr, Summerland Key, FL 33042

  Welcome to your open-water paradise! This 3-bedroom, 2-bath home is all about embracing the Florida lifestyle. Wake up to breathtaking open-water sunrises while you sip coffee on your private balcony, then spend your afternoons lounging by the sparkling pool. The main level offers two comfortable bedrooms and a full bath -- perfect for family or guests -- while the entire second floor is your

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  231 W Indies Dr, Summerland Key, FL 33042
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  /50

  $1,599,000 Sold Jun 10, 2025

  29655 Forrestal Ave, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $828/SF
  • 42 Days On Market

  Current Estimated Value $1,584,762

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

  29655 Forrestal Ave, Big Pine Key, FL 33043
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  /21

  Est $749,647 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  19570 Mayan St, Summerland Key, FL 33042

  19570 Mayan St, Summerland Key, FL 33042
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  /55

  $5,800,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  31449 Avenue I, Big Pine Key, FL 33043

  Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings, sleek contemporary lines, and expansive windows and doors showcasing breathtaking panoramic water views. Experience mesmerizing sun and moon rises over the water, views of distant islands, bridges,

  Stephen Hachey

  31449 Avenue I, Big Pine Key, FL 33043
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  /44

  $695,000 Sold Mar 28, 2025

  29135 Camellia Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $561/SF
  • 3 Days On Market

  Current Estimated Value $713,811

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

  29135 Camellia Ln, Big Pine Key, FL 33043
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  /36

  Est $960,357 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,245 Sq Ft

  21066 3rd Ave, Summerland Key, FL 33042

  21066 3rd Ave, Summerland Key, FL 33042
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  /8

  $489,500

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  3 W Cook, Cook Island Key, FL 33043

  Oceanfront home on offshore island only accessible by boat. This off grid rustic beachfront bungalow has two bedrooms, two baths, and an additional upstairs loft with panoramic views of Cook Island, Atlantic and Coupon Bight. The house amenities include solar power, generator hookup, hot and cold water from rain collecting cistern, inverter a/c units, permitted septic system. Repairable fully

  Stephen Hachey FLAT FEE MLS REALTY

  3 W Cook, Cook Island Key, FL 33043
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  /54

  $615,000 Sold Jul 11, 2025

  701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1999

  Last Sold Summary

  • 14% Below List Price
  • $712/SF
  • 194 Days On Market

  Last Listing Agent Jan Fritz Coldwell Banker Schmitt RE Co.

  701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
• 

  /2

  Est $1,802,832 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,579 Sq Ft

  17334 La Brisa Ln, Summerland Key, FL 33042

  17334 La Brisa Ln, Summerland Key, FL 33042
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  /32

  $455,000

  • 3 Beds
  • 3 Baths
  • 844 Sq Ft

  31129 Avenue G, Big Pine Key, FL 33043

  MOTIVATED AND PRICED TO SELL. Introducing a charming and beautifully updated home in the heart of Big Pine Key. This three bedroom two and a half bathroom residence offers comfort, privacy, and modern style all within an inviting island neighborhood. Step inside to find a bright and thoughtfully renovated interior with an open living area, updated kitchen, and stylish finishes throughout. The

  Ted Stewart Truman & Co. (KW)

  31129 Avenue G, Big Pine Key, FL 33043
• 

  

  /31

  $650,000 Sold Apr 23, 2025

  30620 18th Ln, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1982

  Last Sold Summary

  • $580/SF
  • 3 Days On Market

  Current Estimated Value $657,521

  Last Listing Agent Christopher Tanaka Coldwell Banker Schmitt RE Co.

  30620 18th Ln, Big Pine Key, FL 33043
• 

  /2

  Est $1,322,427 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,440 Sq Ft

  23047 Bluegill Ln, Summerland Key, FL 33042

  23047 Bluegill Ln, Summerland Key, FL 33042
• 

  

  /17

  $265,000

  • Land

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042

  Spacious RV lot measuring approximately 35 x 69 in the highly desirable Venture Out Resort on Cudjoe Key. This ROGO exempt lot is ready for your RV with both 30- and 50-amp service, water, and sewer hookups, plus the flexibility to build in the future. The community offers resort-style amenities including a heated pool, hot tub, private marina with boat ramp, fuel dock and community store,

  Jenifer Hirsch Bluescape Real Estate

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
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  /40

  $635,000 Sold Aug 29, 2025

  31148 Avenue C, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Below List Price
  • $499/SF
  • 212 Days On Market

  Current Estimated Value $639,399

  Last Listing Agent Sandra Rodriguez Lokation Real Estate

  31148 Avenue C, Big Pine Key, FL 33043
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  /49

  Est $1,788,782 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft

  22766 Jolly Roger Dr, Summerland Key, FL 33042

  22766 Jolly Roger Dr, Summerland Key, FL 33042
• 

  

  /64

  $2,000,000

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  3127 Stewart Rd, Summerland Key, FL 33042

  Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, this is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved, natural

  Pamela Stangler Expert Realty LLC

  3127 Stewart Rd, Summerland Key, FL 33042
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  /58

  $1,164,000 Sold Dec 12, 2025

  164 Tortuga Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $831/SF
  • 27 Days On Market

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

  164 Tortuga Ln, Summerland Key, FL 33042
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  /29

  Est $1,755,602 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  17234 Green Turtle Ln E, Summerland Key, FL 33042

  17234 Green Turtle Ln E, Summerland Key, FL 33042
• 

  

  /29

  $1,549,000

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  20841 8th Ave W, Cudjoe Key, FL 33042

  Meticulously maintained and located in the desirable boating community of Cudjoe Gardens, this nearly 1,900 sq ft home includes 90 feet of dockage, a 10,000 lb boat lift, hurricane impact windows, doors, and garage door, as well as a gorgeous pool creating your own private oasis. A boater's paradise with easy access to both ocean side and gulf side! The inside boasts 3 spacious bedrooms and an

  Collin Tingle Coldwell Banker Schmitt Lower Keys (KW)

  20841 8th Ave W, Cudjoe Key, FL 33042
• 

  

  /23

  $950,000 Sold Jan 15, 2025

  1563 Lantana Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $652/SF
  • 86 Days On Market

  Current Estimated Value $928,327

  Last Listing Agent Doug Addeo Regional Trust Corporation

  1563 Lantana Ln, Big Pine Key, FL 33043
• 

  /2

  Est $1,235,523 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  19563 Canal Dr, Summerland Key, FL 33042

  19563 Canal Dr, Summerland Key, FL 33042
• 

  

  /3

  $300,000

  • Land

  0 Candice Ave, Little Torch Key, FL 33042

  Rare opportunity to acquire a 6-parcel assemblage totaling approx. 13.67 acres on Little Torch Key. Includes five 6,000 sq. ft. Mates Beach lots on Candice Avenue (two Tier 3 Infill) and a 12.97+/- acre tract with 2.61 acres upland and 10.36 acres environmentally sensitive land. Perfect for agricultural or beekeeping use, conservation project, or long-term investment. Located in a desirable Lower

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  0 Candice Ave, Little Torch Key, FL 33042
• 

  

  /43

  $725,000 Sold Jan 17, 2025

  30631 15th St, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $503/SF
  • 38 Days On Market

  Current Estimated Value $740,943

  Last Listing Agent Stacy Stahl Realty ONE Group Destination

  30631 15th St, Big Pine Key, FL 33043
• 

  /2

  Est $855,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  154 Cutthroat Dr, Summerland Key, FL 33042

  154 Cutthroat Dr, Summerland Key, FL 33042

Showing Results 601 - 640, Page 16 of 18