Longboat Key Homes with City View

Welcome to Longboat Key, Florida, a stunning barrier island nestled in Sarasota County that is renowned for its pristine beaches, vibrant community, and luxurious lifestyle. With its picturesque coastline and lush tropical landscapes, Longboat Key offers an idyllic retreat for those seeking the perfect blend of relaxation and adventure.

Longboat Key is known for its upscale residential areas, featuring a variety of homes that cater to a diverse range of tastes and preferences. One of the most captivating aspects of this charming island is the availability of homes with breathtaking city views. Imagine waking up to the gentle sound of waves lapping against the shore, with panoramic vistas of the skyline in the distance. These homes not only provide a serene atmosphere but also offer a unique perspective of the vibrant life that Sarasota has to offer.

Residents of Longboat Key enjoy a wealth of amenities, including world-class dining, boutique shopping, and an array of recreational activities. The island is perfect for outdoor enthusiasts, with opportunities for boating, fishing, and golfing, all set against a backdrop of stunning natural beauty. The close-knit community fosters a welcoming environment, making it easy to forge lasting friendships.

Whether you’re in search of a vacation home, a permanent residence, or an investment property, Longboat Key’s homes with city views provide an unparalleled opportunity to experience the best of Florida living. Embrace the charm of this coastal paradise and discover the perfect place to call home in Longboat Key!

Newest Longboat Key Homes with City View

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

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key image

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key — Windward Bay $799,999

Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door....

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

2600 Harbourside Drive Unit R-13, Longboat Key image

2600 Harbourside Drive Unit R-13, Longboat Key $400,000

Stunning Sarasota Bay Views! An easy access slip with the views to go along with the superb amenity package, Slip R-13 at Longboat Key Club Moorings Marina provides one o...

Longboat Key Moorings SubDv.
34228 Zip Code

2450 Harbourside Drive Unit 244, Longboat Key image

2450 Harbourside Drive Unit 244, Longboat Key — 2450 $1,995,000 ▼

Welcome home to this corner 3 bed/3.5 residence with sweeping southeast bay and city views at Marina Bay behind the Bay Isles gates on Longboat Key. This showstopping res...

3 Beds
4 Baths
Marina Bay SubDv.
34228 Zip Code

1211 Gulf Of Mexico Drive Unit 701, Longboat Key image

1211 Gulf Of Mexico Drive Unit 701, Longboat Key — Promenade $2,125,000

Virtually Staged. Sweeping sunrise to sunset views define this beautifully reimagined 7th floor residence at the Promenade on Longboat Key. Fully renovated in 2026, this ...

2 Beds
3 Baths
Promenade SubDv.
34228 Zip Code

2600 Harbourside Drive Unit H-04, Longboat Key image

2600 Harbourside Drive Unit H-04, Longboat Key $275,000

A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water t...

Longboat Key Moorings SubDv.
34228 Zip Code

535 Sanctuary Drive Unit A603, Longboat Key image

535 Sanctuary Drive Unit A603, Longboat Key — Sanctuary Iv $2,899,000 ▼

Welcome to refined coastal living at The Sanctuary—an exclusive gulf-side enclave tucked behind the gates of the Longboat Key Club. This beautifully updated 6th-floor res...

3 Beds
3 Baths
Sanctuary SubDv.
34228 Zip Code

1932 Harbourside Drive Unit 244, Longboat Key image

1932 Harbourside Drive Unit 244, Longboat Key — M-2 $1,175,000 ▼

Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

535 Sanctuary Drive Unit C807, Longboat Key image

535 Sanctuary Drive Unit C807, Longboat Key — 4 $3,750,000 ▼

Sanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Sarasota. *NOW UNFURNISHED*. Total renovations completed in 2023 with nothing overloo...

3 Beds
3 Baths
Sanctuary SubDv.
34228 Zip Code

3060 Grand Bay Boulevard Unit 174, Longboat Key image

3060 Grand Bay Boulevard Unit 174, Longboat Key — Grand Bay One $1,798,000 ▼

PRICE POINT ADJUSTMENT ON HIGH FLOOR UNIT! Resort Living At It's Finest with this Grand Bay Condominium offers Privacy in the exclusive Bay Isles community. Grand Bay i...

2 Beds
3 Baths
Bay Isles SubDv.
34228 Zip Code

1065 Gulf Of Mexico Drive Unit 402, Longboat Key image

1065 Gulf Of Mexico Drive Unit 402, Longboat Key — 10 $799,000 ▼

This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, ...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

1591 Gulf Of Mexico Drive Unit 216, Longboat Key image

1591 Gulf Of Mexico Drive Unit 216, Longboat Key — Champagne $2,750,000 ▼

Incredible value at St. Regis Longboat Key. The last two one bedroom residences sold for $2,970,000 and $2,975,000. Step inside this spacious residence to discover a clea...

1 Beds
2 Baths
St Regis SubDv.
34228 Zip Code