Longboat Key Homes with Maintenance Free Community Extras

Welcome to Longboat Key, Florida, a picturesque barrier island that embodies the essence of coastal living. Nestled along the sparkling waters of the Gulf of Mexico, Longboat Key is renowned for its stunning beaches, lush landscapes, and vibrant community spirit. With an average of 260 sunny days a year, this tropical paradise is the perfect backdrop for a laid-back lifestyle, where residents can enjoy sun-soaked days and breathtaking sunsets.

Longboat Key offers a unique blend of luxury and tranquility, making it an ideal destination for families, retirees, and everyone in between. The island boasts a variety of recreational activities, from world-class golf courses and tennis clubs to boating and fishing opportunities. With its charming boutiques, fine dining restaurants, and cultural attractions, residents can indulge in the best of both worlds—relaxation and excitement.

For those seeking a maintenance-free lifestyle, Longboat Key presents an array of homes with community extras designed to enhance everyday living. Imagine waking up in a beautifully appointed residence where landscaping, pool maintenance, and exterior upkeep are taken care of, allowing you more time to savor the island’s beauty. These homes often feature modern amenities, spacious layouts, and access to exclusive community facilities, such as fitness centers, clubhouses, and private beach access.

Whether you’re looking for a seasonal retreat or a permanent residence, Longboat Key offers a unique opportunity to experience the best of Florida living, all within a welcoming and vibrant community. Discover your dream home in this coastal paradise today!

Newest Longboat Key Homes with Maintenance Free Community Extras

539 Forest Way Unit 539, Longboat Key image

539 Forest Way Unit 539, Longboat Key — Na $639,000

Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a ...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

1591 Gulf Of Mexico Drive Unit 312, Longboat Key image

1591 Gulf Of Mexico Drive Unit 312, Longboat Key — Champagne $4,290,000

Tucked into the Champagne Building at The Residences at The St. Regis Longboat Key, unit 312 is a fully furnished coastal residence done right. Ceilings soar, glass walls...

2 Beds
3 Baths
St Regis SubDv.
34228 Zip Code

2800 Harbourside Drive Unit E-21, Longboat Key image

2800 Harbourside Drive Unit E-21, Longboat Key $385,000

JUST INSIDE THE T-DOCK! An easy access premium 63 x 23.5 ft. slip, with a unique configuration; it has a pier extension, a 9 ft wide finger pier, and the extended portion...

Longboat Key Moorings SubDv.
34228 Zip Code

521 Forest Way, Longboat Key — N/A $599,900

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars T...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

1561 Gulf Of Mexico Drive Unit 404, Longboat Key image

1561 Gulf Of Mexico Drive Unit 404, Longboat Key — Armand $12,750,000

Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand...

3 Beds
4 Baths
St Regis SubDv.
34228 Zip Code

5055 Gulf Of Mexico Drive Unit 115, Longboat Key image

5055 Gulf Of Mexico Drive Unit 115, Longboat Key — 1 $750,000 ▼

Welcome to effortless Gulf-front living at Club Longboat Beach & Tennis Resort, one of Longboat Key’s sought-after beachfront communities. This beautifully updated three-...

3 Beds
2 Baths
Club Longboat Beach & Tennis SubDv.
34228 Zip Code

2800 Harbourside Drive Drive Unit M-10, Longboat Key image

2800 Harbourside Drive Drive Unit M-10, Longboat Key $289,000 ▲

A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enj...

Bay Isles SubDv.
34228 Zip Code

4370 Chatham Drive Unit 304, Longboat Key image

4370 Chatham Drive Unit 304, Longboat Key — G $425,000 ▼

MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on th...

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

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

1075 Gulf Of Mexico Drive Unit 303, Longboat Key image

1075 Gulf Of Mexico Drive Unit 303, Longboat Key — Beachplace $925,000

Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered ful...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key image

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key — Longboat Arms $589,900 ▼

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the...

2 Beds
2 Baths
Longboat Arms 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