Longboat Key Homes with Sidewalks Community Features

Welcome to Longboat Key, Florida—a picturesque barrier island that embodies the perfect blend of tranquility and coastal charm. Nestled between the Gulf of Mexico and Sarasota Bay, Longboat Key is renowned for its stunning white-sand beaches, crystal-clear waters, and vibrant sunsets that paint the sky in hues of orange and pink. This idyllic locale is not just a paradise for sun-seekers; it also boasts a rich tapestry of cultural experiences, from art galleries and fine dining to boutique shopping and world-class golf courses.

One of the standout features of Longboat Key is its commitment to community living, particularly in neighborhoods designed with sidewalks that encourage a sense of connection and outdoor enjoyment. These homes with sidewalks create a welcoming atmosphere, perfect for evening strolls, morning jogs, or simply enjoying a leisurely bike ride. Families can be seen enjoying the outdoors, fostering a sense of community and safety that is hard to find elsewhere.

In addition to the beautiful homes, residents of Longboat Key benefit from a variety of amenities, including lush parks, tennis courts, and access to private beach clubs. Whether you're looking for a vacation retreat or a permanent residence, the homes here are designed to provide comfort and luxury, all while being just a stone's throw away from the stunning natural beauty that surrounds them.

With its charming neighborhoods and vibrant community spirit, Longboat Key is not just a place to live—it's a lifestyle waiting to be embraced. Come discover the magic of this coastal gem and find your dream home today!

Newest Longboat Key Homes with Sidewalks Community Features

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

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key image

1975 Gulf Of Mexico Drive Unit G4-307, Longboat Key — G4 $849,000

Direct Gulf views take center stage at Seaplace G4-307. This spacious 2-bedroom, 2-bath residence with 1,257 square feet offers a wonderful opportunity to enjoy the beach...

2 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

4370 Chatham Drive Unit 304, Longboat Key image

4370 Chatham Drive Unit 304, Longboat Key — G $499,000

Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

1075 Gulf Of Mexico Drive Unit 205, Longboat Key image

1075 Gulf Of Mexico Drive Unit 205, Longboat Key — 7 $1,099,000

Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an...

3 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

4540 Gulf Of Mexico Drive Unit 204, Longboat Key image

4540 Gulf Of Mexico Drive Unit 204, Longboat Key — F $595,000

Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering the best of Longboat Key living with beautiful views of the preserved mangrov...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

2600 Harbourside Drive Unit I-12, Longboat Key image

2600 Harbourside Drive Unit I-12, Longboat Key $200,000

The middle pier, right in front at Longboat Key Club! I-12, a 45 ft x 21 ft. slip in the marina. Purchase of this slip does require membership in the LBK Club. This is th...

Longboat Key Moorings SubDv.
34228 Zip Code

2600 Harbourside Drive Unit Q-10, Longboat Key image

2600 Harbourside Drive Unit Q-10, Longboat Key $225,000

A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep...

Longboat Key Moorings SubDv.
34228 Zip Code

2600 Harbourside Drive Unit O-07, Longboat Key image

2600 Harbourside Drive Unit O-07, Longboat Key $216,000

Super city skyline views along with easy boat access! This 45 x 20 foot slip at Longboat Key Club Moorings is located on the north side of O-dock. Club membership is not ...

Longboat Key Moorings SubDv.
34228 Zip Code

2675 Gulf Of Mexico Drive Unit 204, Longboat Key image

2675 Gulf Of Mexico Drive Unit 204, Longboat Key — 2675 $1,595,000

Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longbo...

3 Beds
3 Baths
Veinte SubDv.
34228 Zip Code

4340 Falmouth Drive Unit 104, Longboat Key image

4340 Falmouth Drive Unit 104, Longboat Key — D $474,999 ▼

Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

508 Forest Way, Longboat Key — 508 $574,900 ▼

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

2600 Harbourside Drive Unit P-05, Longboat Key image

2600 Harbourside Drive Unit P-05, Longboat Key $200,000

Nestled in a beautifully protected marina on the exclusive Longboat Key, this premium 48x20-foot wet slip accommodates vessels up to 43 feet and provides a true vacation ...

Longboat Key Moorings SubDv.
34228 Zip Code