Longboat Key Homes with Maintenance Amenities

Welcome to Longboat Key, Florida – a true slice of paradise where the sun kisses the shore and the gentle waves serenade you into tranquility. Nestled between Sarasota Bay and the Gulf of Mexico, Longboat Key is renowned for its stunning beaches, vibrant wildlife, and a laid-back lifestyle that attracts both residents and visitors alike. This barrier island boasts a charming blend of luxury and natural beauty, making it an ideal destination for those seeking a peaceful retreat.

Longboat Key is not just about breathtaking views; it also offers a community that values convenience and comfort. Many homes in this idyllic region come with maintenance amenities, allowing you to enjoy the finer things in life without the hassle of upkeep. Imagine waking up to the sound of the ocean, knowing that your landscaping, pool maintenance, and even some utilities are taken care of. This allows you more time to soak up the sun, explore local boutiques, or indulge in gourmet dining at one of the many nearby restaurants.

With a variety of homes available, from elegant beachfront condos to spacious single-family residences, Longboat Key caters to diverse lifestyles. Whether you’re looking for a seasonal getaway or a permanent residence, you can find a property that perfectly aligns with your vision of coastal living.

Discover the charm of Longboat Key, where every day feels like a vacation, and life’s simple pleasures are just a heartbeat away. Embrace the beauty, luxury, and ease of living in this picturesque community. Your dream home awaits!

Newest Longboat Key Homes with Maintenance Amenities

1211 Gulf Of Mexico Drive Unit 603, Longboat Key image

1211 Gulf Of Mexico Drive Unit 603, Longboat Key — Promenade $1,595,000

Gulf views take center stage in this beautifully updated sixth-floor residence at The Promenade, where an elevated vantage point captures the turquoise waters of the Gulf...

2 Beds
2 Baths
Promenade 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 $795,000

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

3 Beds
2 Baths
Club Longboat Beach & Tennis 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

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 $624,900

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

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

36 Twin Shores Boulevard, Longboat Key image

36 Twin Shores Boulevard, Longboat Key $149,900

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (no...

1 Beds
1 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

3240 Gulf Of Mexico Drive Unit B504, Longboat Key image

3240 Gulf Of Mexico Drive Unit B504, Longboat Key — Bldg B Portobello $689,000 ▼

Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right ou...

2 Beds
2 Baths
Portobello SubDv.
34228 Zip Code

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key image

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key — Sea Gate Club $1,595,000

Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the cove...

2 Beds
2 Baths
Sea Gate Club SubDv.
34228 Zip Code