Lido Key Homes with Courtyard Exterior Features

Lido Key Homes with Courtyard Exterior Features

Welcome to Lido Key, a breathtaking barrier island nestled in the heart of Sarasota County, Florida. Known for its stunning beaches, vibrant atmosphere, and rich cultural heritage, Lido Key is a true gem on the Gulf Coast. With its soft, powdery sands and crystal-clear waters, this idyllic locale is perfect for beach lovers, families, and anyone seeking a slice of paradise.

One of the unique features of homes in Lido Key is their enchanting courtyard exterior designs. These charming courtyards serve as private oases, inviting residents to enjoy the Florida sunshine in a serene setting. Imagine sipping your morning coffee surrounded by lush landscaping, or hosting intimate gatherings with friends and family in your own outdoor sanctuary. The courtyard homes in Lido Key beautifully blend indoor and outdoor living, creating spaces that are both functional and inviting.

Beyond the beautiful homes, Lido Key offers an abundance of recreational activities. From kayaking in the nearby mangroves to exploring the vibrant St. Armands Circle, residents can immerse themselves in the local culture and enjoy world-class dining and shopping. Whether you’re looking for a permanent residence or a vacation retreat, Lido Key’s enchanting environment and welcoming community make it an ideal place to call home.

Experience the magic of Lido Key, where stunning homes with courtyard features await you. Embrace a lifestyle filled with sun, sand, and serenity in this captivating coastal paradise!

Newest Lido Key Homes with Courtyard Exterior Features

1161 Westway Drive, Sarasota
$13,750,000
6 Beds ⋅ 8 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
Virtually Staged. Known as the Grand Piano House, this striking contemporary waterfront estate in Lido Shores is an architectural landmark overlooking New Pass and the Gulf of Mexico. Designed by Jonathan Parks and Peter Shaw and built by Whitehead Construction, the residence features sweeping curves, dramatic elevations, and walls of glass capturing passing boats, open water, and spectacular sunsets. Set on more than half an acre behind a gated entrance and stone privacy wall, the property offers 105 feet of water frontage, 6,221 square feet of interior living, and nearly 7,500 square feet of terraces, balconies, and covered walkways. A lighted koi pond, sculptural staircase, and soaring ceilings introduce the dramatic, light-filled interiors. Oversized tile flooring extends throughout the main level, where formal living and dining rooms with a wet bar flow into generous gathering spaces. Walls of impact sliding glass doors open to expansive waterfront terraces, creating an effortless indoor-outdoor connection. The contemporary kitchen overlooks the informal dining area and adjoining family room, featuring Wolf gas cooking and warming drawer, Sub-Zero refrigeration, quartz countertops, a large island with breakfast bar seating, and a butler's pantry. Two guest bedrooms with east- and west-facing terraces share a modern bathroom, while a conveniently located laundry room completes the main level. Mahogany wood flooring extends throughout the second level, where the private primary wing overlooks New Pass. This retreat features a morning kitchen, custom walk-in closet, an adjoining study with built-in workstation, and separate bathrooms with spa-inspired finishes, including a steam shower. An additional guest bedroom and media room provide flexible accommodations, while a second laundry room, abundant storage, and three-stop elevator add convenience. Connected to the main residence by a covered bridge, the separate guest casita offers two bedrooms, private bathrooms, a vaulted wood-beamed ceiling, private entrance, and outdoor deck. An oversized split three-car garage includes additional workshop space. The versatile ground level features durable finished flooring, dedicated storage, workout and cabana spaces opening directly to the pool deck. Outdoors, the heated saltwater pool enjoys a dramatic waterside setting surrounded by mature tropical landscaping, expansive terraces, and covered entertaining areas. A fully equipped outdoor kitchen and elevated sun decks capture panoramic views of New Pass and the Gulf, providing exceptional spaces for dining, relaxing, and enjoying Sarasota's coastal lifestyle. Located in the architecturally celebrated Lido Shores neighborhood on northern Lido Key, the residence is moments from St. Armands Circle's boutiques and restaurants, the beaches of Lido and Longboat Key, and Downtown Sarasota's renowned dining, theaters, galleries, and cultural attractions. Optional community membership provides access to the neighborhood's private beach. The Grand Piano House offers a rare combination of architectural distinction, extraordinary waterfront views, and a coveted Sarasota address.

1161 Westway Drive, Sarasota

170 Roosevelt Drive Unit 10, Sarasota
$1,300,000
4 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Rare Income-Producing Portfolio on South Lido Key – 4 Turnkey STR Units A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes 4 updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle. Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $85804 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market. The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind. Unit Renovation & Mechanical Summary: • Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs • Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs • Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs Unit 6 - Updated AC is 3 years and WH is 3 years This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns. 4 units. One unbeatable coastal investment. Opportunities like this do not come around often.

170 Roosevelt Drive Unit 10, Sarasota

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