Summerland Key, FL Homes for Sale under $1,000,000

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  /31

  $998,000

  Open Sat 10AM - 12PM $57K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  83 Sugarloaf Dr, Summerland Key, FL 33042

  Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS home on a fenced half-acre, just 20 minutes from Key West and near Sugarloaf schools. Potential for a fourth (4) bedroom, office, hobby room, etc.. Features a swimming pool with full screened outdoor patio surround, and lush tropical landscaping with palms, orchids, agave, and mature mango trees. Two cistern tanks for watering plants,

  Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  83 Sugarloaf Dr, Summerland Key, FL 33042
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  /28

  $995,000

  $204K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  27452 Anguila Ln, Summerland Key, FL 33042

  OWNER FINANCING. 27452 ANGUILA LANE RAMROD KEY FOR RENT. REPAINTED INSIDE AND OUT. ALL NEW FLOORING. 1400 SQFT 180 MPH RATED 3/2 HOME. 300SQFT ENCLOSURE FOR ALL YOUR FISHING NEEDS.40' DOCK ON AN OVERSIZED CORNER LOT WITH LOTS OF ROOM FOR RV AN BOAT PARKING. MINUTES FROM LOOE KEY REEF. 9' CEILINGS, CROWN MOLDING AND CENTRAL AC. FULLY PEA ROCKED YARD FOR LOW MAINTENANCE. NEW METAL ROOF, HURRICANE

  Charles Roberts ICAMCO Realty LLC, dba Cosgrove Realty

  27452 Anguila Ln, Summerland Key, FL 33042
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  /70

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  123 Venetian Way, Summerland Key, FL 33042

  On a quiet dead-end street in the highly sought-after Sugarloaf Shores community, sits this fully renovated tropical retreat thats reminiscent of something straight out of a secret garden. Set on an oversized, gated and partially fenced parcel spanning over a quarter acre, this rare non-waterfront property offers the kind of lush green space that's nearly impossible to find in the Florida Keys.

  Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

  123 Venetian Way, Summerland Key, FL 33042
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  $864,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  3674 S Seas St, Big Pine Key, FL 33043

  Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening,

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  3674 S Seas St, Big Pine Key, FL 33043
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  /70

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  31247 Avenue J, Big Pine Key, FL 33043

  Experience the beauty of the Lower Florida Keys from this waterfront 3-bedroom, 2-bath home offering breathtaking open water views in Big Pine Key. Enjoy spectacular sunrises, refreshing island breezes, and the peaceful setting that makes waterfront living so special.Wraparound decking and elevated walkways invite you to take in the panoramic views while providing easy access to the home's

  Diane Corliss Coldwell Banker Schmitt RE Co.

  31247 Avenue J, Big Pine Key, FL 33043
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  /21

  $750,000

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

  19421 Canal Dr, Summerland Key, FL 33042

  Great opportunity to have your home in a charming neighborhood on Sugarloaf key, MM 19.5. Enjoy your 3-bedroom 2-bath single family home on a large 15000 sq ft lot with screened front porch and open patio in the backyard. This large yard has plenty of room for a pool, Boats, RV, Trailers and your toys! Home is located down the street from Sugarloaf School, 20 miles to Key West and 27 miles to

  Rosa Cappiello Century 21 Circle- Islamorada

  19421 Canal Dr, Summerland Key, FL 33042
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  /46

  $759,000

  • 3 Beds
  • 2 Baths
  • 985 Sq Ft

  27937 Coral Shores Rd, Summerland Key, FL 33042

  Dreams Can Come True in this Affordable Turn-Key Home! Enjoy the Florida Keys waterfront lifestyle at this elevated 3 bedroom, 2 bathroom, lushly landscaped, canal-front home in desirable Coral Shores Estates. Boaters will appreciate 46 feet of concrete dockage and excellent access to both the backcountry and the Atlantic Ocean. Built in 2006, the home features an open floor plan, cathedral

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  27937 Coral Shores Rd, Summerland Key, FL 33042
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  /20

  $950,000

  $49K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft

  24840 Park Dr, Summerland Key, FL 33042

  Hard to find a home in a Park like setting with a boat ramp right out the back door! 3 bedrooms 2 full baths and open living space. Summerland key cove is just 25 miles from Key West. Great place to raise a family or to retire. Be it you're a boater, pilot, fisherman or just want the open space to walk and enjoy privacy of the park. This quit Island neighborhood offers rare access to the

  Thomas Murphy LAER Realty

  24840 Park Dr, Summerland Key, FL 33042
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  /61

  $750,000

  • Land
  • 9.26 Acres
  • $80,994 per Acre

  0 Niles Rd Unit A11925960, Summerland Key, FL 33042

  Prime residential lot opportunity in Key Colony Beach, Monroe County, located at 0 Niles Rd, Key Colony, FL 33042. This approximately 9.2-acre property is situated in the Florida Keys with convenient access to nearby points of interest including Murray's Market (0.45 miles), Big Pine Key Boat Rentals (0.6 miles), Merrill Homes Inc (0.6 miles), and WWUS-FM Big Pine Key (1.85 miles). The lot is

  0 Niles Rd Unit A11925960, Summerland Key, FL 33042
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  /36

  $779,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  1719 Narcissus Ave, Big Pine Key, FL 33043

  Located in the peaceful National Key Deer Refuge, this charming 2BD/2BA canal front home in Eden Pines offers the perfect blend of tranquility and classic Florida Keys living. Enjoy frequent visits from the beloved Key Deer while relaxing on one of the screened porches. The property features a fenced yard, outdoor shower, garage, storage area, and rainwater collection system for easy landscape

  Karen Haack Coldwell Banker Schmitt RE Co.

  1719 Narcissus Ave, Big Pine Key, FL 33043
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  /43

  $899,000

  $400K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  19267 Hansen Trail, Summerland Key, FL 33042

  Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living. Offering nearly 2,000 square feet of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes, all new impact windows and doors, and smart-home conveniences throughout. The open-concept design

  Justyn Ewald Expert Realty LLC (HQ)

  19267 Hansen Trail, Summerland Key, FL 33042
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  /41

  $840,000

  $40K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  3635 Tradewinds St, Big Pine Key, FL 33043

  Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a

  Michel Luna Lifestyle International Realty

  3635 Tradewinds St, Big Pine Key, FL 33043
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  /22

  $819,000

  New Construction $20K PRICE DROP

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

  27215 Mariposa Rd, Summerland Key, FL 33042

  NEW CONSTRUCTION!This charming 1,500 sqft home is a true retreat, perfectly positioned in the Lower Keys, just a moments walk from the popular Looe Key Tiki Bar and Boondocks restaurants. Tucked away in a quiet, low-traffic neighborhood, this property offers the ideal combination of peace and convenience, allowing you to embrace the relaxed Keys lifestyle.Inside, you'll

  Nick Boumerhi Meyer and Boumerhi Realty LLC

  27215 Mariposa Rd, Summerland Key, FL 33042
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  /38

  $799,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  1634 Lantana Ln, Big Pine Key, FL 33043

  Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam.Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  1634 Lantana Ln, Big Pine Key, FL 33043
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  /4

  $985,000

  • Land
  • 6,098 Sq Ft
  • $7,035,714 per Acre

  Unlisted Address

  ROGO EXEMPT CANALFRONT WITH GREAT SUNSETS AND OPEN WATER VIEWS READY FOR YOU TO BRING YOUR BOAT WITH STEP DOWN DOCK. DOCK NEEDS SOME TLC. ACTIVE WATER METER ON SITE, SEWER STUBBED IN AND READY FOR CONNECTION AS A PRIOR HOME WAS DEMOLISHED. BUYER TO VERIFY ALL INFORMATION. POWER IN FRONT. SURVEY AVIALABLE. TWO STORY HOME WOULD PROVIDE SPECTACULAR VIEWS AND A TREMENDOUS OPPORTUNITY FOR YOUR VISION,

  Unlisted Address

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