Longboat Key Homes with Courtyard Exterior Features

Welcome to Longboat Key, Florida – a slice of paradise nestled between the Gulf of Mexico and Sarasota Bay. Known for its pristine beaches, vibrant sunsets, and lush landscapes, Longboat Key is a haven for those seeking both relaxation and adventure. This idyllic barrier island boasts a warm, tropical climate, making it a year-round destination for residents and visitors alike. With its charming boutiques, exquisite dining options, and a variety of recreational activities, Longboat Key offers a unique blend of tranquility and sophistication.

One of the standout features of homes in this stunning locale is the enchanting courtyard exterior design. These homes are thoughtfully crafted to embrace the outdoors, creating private retreats that harmonize with the natural beauty surrounding them. Imagine stepping through a grand entrance into a serene courtyard, where lush gardens, bubbling fountains, and cozy seating areas invite you to unwind and entertain. The courtyard layout not only enhances the aesthetic appeal of the home but also provides an intimate space for family gatherings, morning coffee, or evening stargazing.

Living in Longboat Key means enjoying the best of both worlds – the luxury of coastal living and the comfort of a welcoming community. Whether you’re looking for a vacation getaway or a permanent residence, the homes with courtyard features offer a perfect blend of elegance and functionality. Experience the beauty and charm of Longboat Key, where your dream home awaits amidst the sun-soaked shores and vibrant lifestyle. Come discover your own piece of paradise today!

Newest Longboat Key Homes with Courtyard Exterior Features

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

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 Q-10, Longboat Key image

2600 Harbourside Drive Unit Q-10, Longboat Key $225,000

A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep...

Longboat Key Moorings SubDv.
34228 Zip Code

36 Twin Shores Boulevard, Longboat Key image

36 Twin Shores Boulevard, Longboat Key $139,000 ▼

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

2800 Harbourside Drive Unit D-16, Longboat Key image

2800 Harbourside Drive Unit D-16, Longboat Key $425,000

Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between ...

Longboat Key Moorings SubDv.
34228 Zip Code

711 Old Compass Road, Longboat Key image

711 Old Compass Road, Longboat Key $6,495,000 ▼

This spectacular waterfront pool home was just completed in 2026 and is built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired resi...

4 Beds
6 Baths
Emerald Harbor SubDv.
34228 Zip Code

2600 Harbourside Drive Unit B-16, Longboat Key image

2600 Harbourside Drive Unit B-16, Longboat Key $500,000

An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as ...

Longboat Key Moorings SubDv.
34228 Zip Code

2301 Gulf Of Mexico Drive Unit 44N, Longboat Key image

2301 Gulf Of Mexico Drive Unit 44N, Longboat Key — 2301 $625,000

Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated wi...

2 Beds
2 Baths
Islander Club Of Longboat SubDv.
34228 Zip Code

2301 Gulf Of Mexico Drive Unit 45N, Longboat Key image

2301 Gulf Of Mexico Drive Unit 45N, Longboat Key — Islander Club Of Longboat $625,000

Experience the Longboat Key lifestyle at the highly desirable Islander Club, where Gulf-front living, resort-style amenities, and an exceptional location come together. T...

2 Beds
2 Baths
Islander Club Of Longboat SubDv.
34228 Zip Code

4340 Falmouth Drive Unit D-204, Longboat Key image

4340 Falmouth Drive Unit D-204, Longboat Key — D $479,000

Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located...

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