Longboat Key Homes with Gated Amenities

Welcome to Longboat Key, Florida, a hidden gem nestled along the stunning Gulf Coast. This picturesque barrier island boasts pristine beaches, crystal-clear waters, and an inviting atmosphere that attracts both residents and visitors alike. With its lush landscapes and vibrant sunsets, Longboat Key offers a serene escape while being conveniently located near the bustling city of Sarasota.

Longboat Key is not just about natural beauty; it’s a community that thrives on a laid-back lifestyle enriched with upscale dining, boutique shopping, and a plethora of recreational activities. From world-class golf courses to luxurious spas, there’s something for everyone. The island’s unique charm is complemented by its commitment to maintaining a peaceful environment, making it an ideal place for families, retirees, and everyone in between.

For those seeking a home in this idyllic setting, Longboat Key offers a variety of luxurious residences with gated amenities that provide an extra layer of security and exclusivity. Imagine living in a beautifully designed home surrounded by meticulously landscaped grounds, complete with private pools, fitness centers, and access to the beach. These gated communities not only enhance your lifestyle but also foster a sense of belonging among neighbors who share a passion for the coastal way of life.

Whether you’re looking for a year-round residence or a seasonal retreat, Longboat Key’s gated homes offer the perfect blend of luxury, privacy, and convenience. Embrace the opportunity to live where others vacation, and discover the captivating charm of Longboat Key, where your dream home awaits!

Newest Longboat Key Homes with Gated Amenities

3360 Bayou Sound, Longboat Key $4,699,999

Virtually Staged. Brand-new custom construction in Bay Isles? This is it. Introducing an exceptional new residence in one of Longboat Key’s most coveted gated communities...

5 Beds
5 Baths
Bay Isles SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 109, Longboat Key image

1241 Gulf Of Mexico Drive Unit 109, Longboat Key — Water Club $989,000

Experience refined coastal living at The Water Club on Longboat Key, where lush tropical grounds meet the Gulf’s powdery white-sand beaches and shimmering aquamarine wate...

2 Beds
3 Baths
Water Club At Longboat Key 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

2101 Harbourside Drive Unit 1103, Longboat Key image

2101 Harbourside Drive Unit 1103, Longboat Key — N/A $1,495,000

3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized privat...

3 Beds
3 Baths
Harbor Oaks SubDv.
34228 Zip Code

2020 Harbourside Drive Unit 442, Longboat Key image

2020 Harbourside Drive Unit 442, Longboat Key — M-4 $699,000

Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within t...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 608, Longboat Key image

1241 Gulf Of Mexico Drive Unit 608, Longboat Key — Water Club $2,200,000

Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every ...

2 Beds
4 Baths
Longboat Key Club 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

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

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

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