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

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