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Longboat Key Homes with Two Story Property Description

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Longboat Key Homes with Two Story Property Description

Welcome to Longboat Key, Florida, a stunning barrier island that offers a perfect blend of luxury, tranquility, and natural beauty. Nestled along the Gulf Coast, Longboat Key is renowned for its pristine beaches, crystal-clear waters, and lush tropical landscapes. This idyllic destination is not only a haven for sun-seekers and water sports enthusiasts but also a vibrant community that boasts an array of upscale dining, boutique shopping, and cultural attractions.

One of the most appealing aspects of Longboat Key is its diverse real estate market, particularly the charming two-story homes that grace this picturesque island. These properties often feature spacious floor plans, allowing for ample living space and breathtaking views of the Gulf or the serene bay. Imagine waking up each morning in your two-story home, where sunlight floods through large windows, illuminating the elegant interiors. Many of these residences come with modern amenities, private pools, and beautifully landscaped gardens, offering the perfect setting for both relaxation and entertainment.

Whether you’re looking for a vacation retreat or a permanent residence, Longboat Key's two-story homes provide the ideal backdrop for a laid-back lifestyle. With easy access to the island’s stunning beaches and vibrant community events, you’ll find endless opportunities to create lasting memories with family and friends. Explore the charm of Longboat Key, where luxury meets coastal living, and discover your dream home today!

Newest Longboat Key Homes with Two Story Property Description

560 Chipping Lane, Longboat Key image
560 Chipping Lane, Longboat Key $3,999,990

Exceptional waterfront living meets serious Longboat Key boating in this beautifully updated 4300 sf residence in Country Club Shores. Expansive water views, flexible li...

  • 5 Beds
  • 5 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
3530 Mistletoe Lane, Longboat Key image
3530 Mistletoe Lane, Longboat Key $2,675,000

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interi...

  • 4 Beds
  • 4 Baths
  • Coreys Landing SubDv.
  • 34228 Zip Code
3453 Gulf Of Mexico Drive Unit 200, Longboat Key image
3453 Gulf Of Mexico Drive Unit 200, Longboat Key — 3453 $390,000

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 s...

  • 1 Beds
  • 1 Baths
  • Sea Horse Beach Resort SubDv.
  • 34228 Zip Code
711 Old Compass Road, Longboat Key image
711 Old Compass Road, Longboat Key $6,495,000 ▼

This spectacular waterfront pool home was just completed in 2026 and is built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired resi...

  • 4 Beds
  • 6 Baths
  • Emerald Harbor SubDv.
  • 34228 Zip Code
657 Halyard Lane, Longboat Key image
657 Halyard Lane, Longboat Key $4,300,000

Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboa...

  • 4 Beds
  • 5 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
626 Buttonwood Drive, Longboat Key image
626 Buttonwood Drive, Longboat Key $4,395,000 ▼

Private Marina. Experience the pinnacle of coastal living in this exceptional new construction waterfront residence, ideally situated in the heart of Longboat Key. Perfe...

  • 6 Beds
  • 6 Baths
  • Longboat Shores SubDv.
  • 34228 Zip Code
705 Jungle Queen Way, Longboat Key image
705 Jungle Queen Way, Longboat Key $2,795,000

Tucked away on the coveted north end of Longboat Key, this custom-designed coastal contemporary residence offers a rare blend of modern architecture, boating access, and ...

  • 4 Beds
  • 4 Baths
  • Shipmans Add SubDv.
  • 34228 Zip Code
7143 La Lenaire Drive, Longboat Key image
7143 La Lenaire Drive, Longboat Key $5,995,000

Private island living on Jewfish Key, one of eight homes, accessible by boat only. This rare offering presents a lifestyle few will ever experience: a secluded island san...

  • 4 Beds
  • 4 Baths
  • La Lenaire Isle SubDv.
  • 34228 Zip Code
3606 Fair Oaks Place, Longboat Key image
3606 Fair Oaks Place, Longboat Key $4,999,000

Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend ...

  • 5 Beds
  • 3 Baths
  • Bay Isles SubDv.
  • 34228 Zip Code
523 Juan Anasco Drive, Longboat Key image
523 Juan Anasco Drive, Longboat Key $1,690,000 ▼

This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four be...

  • 4 Beds
  • 3 Baths
  • Sleepy Lagoon SubDv.
  • 34228 Zip Code
3527 Fair Oaks Lane, Longboat Key image
3527 Fair Oaks Lane, Longboat Key $2,550,000

Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gat...

  • 4 Beds
  • 5 Baths
  • Queens Harbour (F/K/A Manchester Bay) SubDv.
  • 34228 Zip Code
524 Hornblower Lane, Longboat Key image
524 Hornblower Lane, Longboat Key $2,900,000

Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, whe...

  • 3 Beds
  • 4 Baths
  • Country Club Shores SubDv.
  • 34228 Zip Code
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