Longboat Key Homes with Maintenance Free Community Extras

Longboat Key, Florida, is a stunning barrier island located in the Gulf of Mexico. Known for its pristine beaches, luxurious resorts, and world-class golf courses, Longboat Key is a haven for those seeking a relaxed and upscale coastal lifestyle.

Situated in the city of Longboat Key, this region offers an array of homes with maintenance-free community extras. Living in a maintenance-free community means that homeowners can enjoy a hassle-free lifestyle without the worry of exterior home maintenance.

These homes typically come with a range of amenities and services, including landscaping, lawn care, exterior painting, and even roof repairs. This allows residents to spend more time enjoying the beautiful surroundings and less time on home maintenance tasks.

In addition to the convenience of maintenance-free living, Longboat Key offers a range of community extras that enhance the overall living experience. Many neighborhoods feature private pools, fitness centers, tennis courts, and clubhouse facilities, providing residents with ample opportunities for recreation and socializing.

Whether you are looking for a cozy villa or a spacious single-family home, Longboat Key's maintenance-free communities offer a variety of housing options to suit different preferences and budgets. With its idyllic location and desirable amenities, Longboat Key is the perfect place to call home for those seeking a carefree and luxurious lifestyle.

Newest Longboat Key Homes with Maintenance Free Community Extras

3040 Grand Bay Boulevard Unit 225, Longboat Key image

3040 Grand Bay Boulevard Unit 225, Longboat Key — Bldg. 2 $1,349,000

Virtually Staged. Set within Grand Bay on Longboat Key, this renovated 3BR/3.5BA residence offers panoramic views of Sarasota Bay, the Harbourside golf course and the cit...

3 Beds
4 Baths
Grand Bay SubDv.
34228 Zip Code

4390 Exeter Drive Unit 107, Longboat Key image

4390 Exeter Drive Unit 107, Longboat Key — 4390 $425,000

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet...

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

5260 Gulf Of Mexico Drive Unit 413, Longboat Key image

5260 Gulf Of Mexico Drive Unit 413, Longboat Key — Banuan Bay Club $550,000

Move-in-ready condition, ground-floor bayside condominium with Sarasota Bay views and deeded private Gulf beach access in the sought-after Banyan Bay Beach Club! Discover...

2 Beds
2 Baths
Banyan Bay SubDv.
34228 Zip Code

524 Spanish Drive S Unit 125, Longboat Key image

524 Spanish Drive S Unit 125, Longboat Key $569,000

If you are looking for a tastefully upgraded Longboat Key beach house, this is it! Relax in your completely renovated coastal-contemporary, stand-alone villa, with its fr...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

350 Gulf Of Mexico Drive Unit 213, Longboat Key image

350 Gulf Of Mexico Drive Unit 213, Longboat Key — 350c $899,500

Welcome to one of Longboat Key's premier bayfront communities, Tangerine Bay Club, where your days are spent like you live at a luxury resort! This three bedroom, 2 and a...

3 Beds
3 Baths
Tangerine Bay Club SubDv.
34228 Zip Code

2000 Harbourside Drive Unit 1501, Longboat Key image

2000 Harbourside Drive Unit 1501, Longboat Key — Fairway Bay $699,000

Nestled in the attractive community of Fairway Bay in Bay Isles on Longboat Key is this fabulous 2BR/2BA elevated townhouse. This tastefully decorated condo residence is ...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

4350 Chatham Drive Unit 105, Longboat Key image

4350 Chatham Drive Unit 105, Longboat Key — E-105 $310,000

Exceptional opportunity to own a beautifully furnished waterfront residence in a gated, amenity-rich boating community. This one-bedroom unit features hurricane-impact sl...

1 Beds
1 Baths
Longboat Harbour Towers SubDv.
34228 Zip Code

521 Bayport Way Unit 521, Longboat Key image

521 Bayport Way Unit 521, Longboat Key — N/A $619,900 ▼

We are offering an exceptional investment opportunity at Bayport Beach & Tennis Club. Unit 521 is PRICED BELOW a recent June 2026 independent appraisal and currently the ...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

100 Sands Point Road Unit 303, Longboat Key image

100 Sands Point Road Unit 303, Longboat Key — Sands Point $915,000

Don’t miss this rare opportunity to call Sands Point home – an iconic beachfront community widely regarded as the crown jewel of Longboat Key. Nestled on the island’s co...

3 Beds
2 Baths
Sands Point SubDv.
34228 Zip Code

546 Spanish Drive S, Longboat Key — Spanish Main Yacht Club Condo $499,000 ▼

The lifestyle stays premium. The price just got friendlier. Tucked within the waterfront community of Spanish Main Yacht Club on the north end of Longboat Key, this fully...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

2600 Harbourside Drive Unit H-05, Longboat Key image

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

The most convenient dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Nicely manicured lawn fr...

Longboat Key Moorings SubDv.
34228 Zip Code

1965 Gulf Of Mexico Drive Unit G5-103, Longboat Key image

1965 Gulf Of Mexico Drive Unit G5-103, Longboat Key — G5 $649,000

Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desira...

2 Beds
3 Baths
Seaplace SubDv.
34228 Zip Code