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Summerland Key Homes and Condos for Sale

Newest Summerland Key Homes and Condos for Sale

24923 Park Dr, Summerland image
24923 Park Dr, Summerland $899,000 ▼

Tropical Waterfront Living in the Florida Keys! Welcome to 24923 Park Drive in beautiful Summerland Key, where laid back Florida Keys living meets ultimate waterfront ...

  • 2 Beds
  • 1 Baths
  • 621091 MLS
  • ACTIVE Status
486 S Airport Dr, Summerland image
486 S Airport Dr, Summerland $1,300,000

Summerland Key Cove -- Come by Sea or by Plane A unique opportunity in Summerland Key Cove offering both canal-front living and access to the community's private airpo...

  • 2 Beds
  • 2 Baths
  • 620934 MLS
  • ACTIVE Status
27 N Lake Dr, Summerland image
27 N Lake Dr, Summerland $799,000 ▼

Welcome to the Mango Cottage on Summerland Key! Tucked away on a quiet dead-end street, this 3 bedroom, 1 bath canal front CBS home combines the laid back Florida Keys li...

  • 3 Beds
  • 1 Baths
  • 620897 MLS
  • ACTIVE Status
24171 Overseas Hwy, Summerland image
24171 Overseas Hwy, Summerland $1,600,000 ▼

Prime commercial property and investment opportunity! An exceptional multi-faceted real estate opportunity the the heart of the Florida Keys. Positioned directly on Overs...

  • 3 Baths
  • 620841 MLS
  • ACTIVE Status
25361 1st St, Summerland image
25361 1st St, Summerland $3,500,000

Experience the pinnacle of Florida Keys waterfront living in this exceptional 3-bedroom, 3-bathroom oceanfront estate offering breathtaking open water views, deep-water d...

  • 3 Beds
  • 3 Baths
  • 620742 MLS
  • ACTIVE Status
23950 Overseas Hwy, Summerland image
23950 Overseas Hwy, Summerland $2,999,000 ▼

Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Key...

  • 5 Beds
  • 4 Baths
  • 620578 MLS
  • ACTIVE Status
24740 Park Dr, Summerland image
24740 Park Dr, Summerland $649,000 ▼

Move-in ready and beautifully updated! This charming 2-bedroom, 2-bath home offers approximately 960 square feet of comfortable living space in the desirable Summerland K...

  • 2 Beds
  • 2 Baths
  • 620563 MLS
  • ACTIVE Status
361 Ave D, Summerland image
361 Ave D, Summerland $3,100,000

Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect ble...

  • 2 Beds
  • 3 Baths
  • 620532 MLS
  • ACTIVE Status
23940 Overseas Hwy, Summerland image
23940 Overseas Hwy, Summerland $899,000

Bring your water toys & experience island living in this newly built waterfront home in Summerland Key. The residence offers 3 bedrooms 2 bathrooms spacious modern desig...

  • 3 Beds
  • 2 Baths
  • 620512 MLS
  • ACTIVE Status
96 John St, Summerland image
96 John St, Summerland $535,000 ▼

Well-maintained 3-bedroom, 2-bath home offering 1,120 square feet of comfortable living space in a small, well-kept community in Summerland Key. This home is in excellent...

  • 3 Beds
  • 2 Baths
  • 620439 MLS
  • ACTIVE Status
Howell Ky, Summerland image
Howell Ky, Summerland $16,900,000

Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled op...

  • 5 Beds
  • 4 Baths
  • 620413 MLS
  • ACTIVE Status
466 W Shore Dr, Summerland image
466 W Shore Dr, Summerland $1,250,000 ▼

DOUBLE the Lot. DOUBLE the Waterfront. Endless Possibilities. Positioned on a rare spacious double lot near the Summerland Key airport, this waterfront property is tai...

  • 2 Beds
  • 2 Baths
  • 620321 MLS
  • ACTIVE Status
706 E Caribbean Dr, Summerland image
706 E Caribbean Dr, Summerland $1,185,000

OVERSIZED GARAGE. WATERFRONT LIVING. Bring the boat, tackle, dive gear, kayaks, and all the Keys toys-there's room for everything at 706 Caribbean Drive East. With can...

  • 3 Beds
  • 2 Baths
  • 620281 MLS
  • ACTIVE Status
848 E Caribbean Dr, Summerland image
848 E Caribbean Dr, Summerland $2,246,000

Built for the offshore lifestyle, this exceptional Summerland Key waterfront home blends luxury coastal living with the kind of boating access serious anglers dream about...

  • 3 Beds
  • 2 Baths
  • 620177 MLS
  • ACTIVE Status
414 E Caribbean Dr, Summerland image
414 E Caribbean Dr, Summerland $3,495,000

OCEANFRONT, CBS, POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove,...

  • 4 Beds
  • 4 Baths
  • 620024 MLS
  • ACTIVE Status
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