Longboat Key Homes with Coastal Architectural style

Welcome to Longboat Key, Florida, a picturesque barrier island that offers a serene escape nestled between the Gulf of Mexico and Sarasota Bay. Known for its stunning beaches, lush landscapes, and vibrant community, Longboat Key is a coveted destination for those seeking a tranquil yet luxurious lifestyle. With an average of 260 sunny days a year, this charming locale is perfect for outdoor enthusiasts and beach lovers alike.

The coastal architectural style of homes in Longboat Key reflects the elegance and beauty of the surrounding environment. These residences often feature airy open floor plans, expansive windows that invite natural light, and spacious outdoor areas that seamlessly blend indoor and outdoor living. Many homes boast exquisite details such as shingle roofs, wrap-around porches, and tropical landscaping, creating a harmonious connection to the stunning coastal scenery.

Whether you’re looking for a cozy beachfront cottage or a sprawling estate with panoramic views of the Gulf, Longboat Key offers an impressive array of properties that cater to diverse tastes and lifestyles. The community is not just about beautiful homes; it also boasts a rich cultural scene, with gourmet dining, boutique shopping, and art galleries just a stone's throw away.

Living in Longboat Key means embracing a lifestyle filled with sun-soaked days, breathtaking sunsets, and a close-knit community spirit. Discover your dream home here, where coastal charm meets modern luxury, and experience the best of Florida living.

Newest Longboat Key Homes with Coastal Architectural style

765 Saint Judes Drive N, Longboat Key image

765 Saint Judes Drive N, Longboat Key $1,350,000

Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from you...

4 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

707 Saint Judes Drive S Unit 1, Longboat Key image

707 Saint Judes Drive S Unit 1, Longboat Key — #1 $399,000

Have you ever dreamed of living on the water on Longboat Key, with your boat just steps from your back door? Imagine starting your morning with coffee outside in front of...

1 Beds
1 Baths
St Judes Apts 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

7001 Gulf Of Mexico Drive Unit 24, Longboat Key image

7001 Gulf Of Mexico Drive Unit 24, Longboat Key — Seagrape $1,299,000 ▲

Direct Gulf-Front. Stunning Renovation. Endless Views. Welcome to an extraordinary Gulf-front residence where timeless coastal elegance meets uncompromising craftsmans...

2 Beds
2 Baths
Long Beach SubDv.
34228 Zip Code

7094 Longboat Drive E, Longboat Key image

7094 Longboat Drive E, Longboat Key $6,995,000

Pre-Construction. To be built. An extraordinary opportunity to create a world-class waterfront estate on Sarasota Bay, this stunning new construction residence offers the...

6 Beds
7 Baths
Longboat Key SubDv.
34228 Zip Code

4350 Chatham Drive Unit 105, Longboat Key image

4350 Chatham Drive Unit 105, Longboat Key — E-105 $307,000 ▼

PRICE IMPROVED — WATERFRONT VALUE ON LONGBOAT KEY! Beautifully furnished 1-bedroom waterfront condo in a gated, active boating community, ideally suited as a seasonal ret...

1 Beds
1 Baths
Longboat Harbour Towers SubDv.
34228 Zip Code

4234 Gulf Of Mexico Drive Unit M1, Longboat Key image

4234 Gulf Of Mexico Drive Unit M1, Longboat Key — M1 $649,000

COMMUNITY BOAT SLIP AVAILABLE! It really is all about the location- and of course the view! Situated on gorgeous Sarasota Bay, this lovely two bedroom, two bath first flo...

2 Beds
2 Baths
Pelican Harbour & Beach Club 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

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

615 Dream Island Place Unit 105, Longboat Key image

615 Dream Island Place Unit 105, Longboat Key — N/A $949,000 ▼

Paradise Found: Fully Renovated Luxury at Harbour Villa Club, a True Longboat Key Gem! Welcome to a slice of heaven on the pristine North-End of Longboat Key at Harbour V...

2 Beds
2 Baths
Harbour Villa Club At The Bucc SubDv.
34228 Zip Code

6701 Gulf Of Mexico Drive Unit 332, Longboat Key image

6701 Gulf Of Mexico Drive Unit 332, Longboat Key — 3 $649,000 ▼

Here is a rare opportunity to own a walk-out, gulf-front beach condo on Longboat Key. Tucked just behind a beach-grass dune and set on a grassy knoll, this one-bedroom re...

1 Beds
2 Baths
Whitney Beach SubDv.
34228 Zip Code

1281 Gulf Of Mexico Drive Unit 111, Longboat Key image

1281 Gulf Of Mexico Drive Unit 111, Longboat Key — Water Club 2 $1,050,000

Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with...

2 Beds
3 Baths
Water Club At Longboat Key SubDv.
34228 Zip Code