Lido Key Homes with Courtyard Exterior Features

Lido Key Homes with Courtyard Exterior Features

Welcome to Lido Key, a hidden gem nestled in the heart of Sarasota County, Florida. This picturesque barrier island is renowned for its stunning beaches, vibrant culture, and a laid-back lifestyle that attracts both residents and vacationers alike. With its powdery white sands and crystal-clear waters, Lido Key offers a tropical paradise where you can bask in the sun, indulge in water sports, or take leisurely strolls along the shore.

One of the standout features of homes in Lido Key is their enchanting courtyard exterior designs. These charming courtyards create a seamless blend of indoor and outdoor living, offering a private oasis for relaxation and entertainment. Imagine sipping your morning coffee surrounded by lush landscaping or hosting evening gatherings under the stars in your own secluded retreat. The courtyard space enhances the overall aesthetic of the home, providing a serene backdrop that complements the island's natural beauty.

Living in Lido Key means you’re just moments away from world-class dining, boutique shopping, and exciting recreational activities. Explore the nearby St. Armands Circle, where you can find unique shops and delectable eateries, or take a short drive to the cultural offerings of downtown Sarasota.

Whether you’re seeking a vacation home or a permanent residence, Lido Key’s charming properties with courtyard features offer a perfect blend of elegance and coastal living. Embrace the tranquility and beauty of this extraordinary island community, where every day feels like a vacation. Discover your dream home in Lido Key today!

Newest Lido Key Homes with Courtyard Exterior Features

$325,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
LIDO BEACH STUDIO EFFICIENCY — RENOVATED & IDEAL FOR PERSONAL USE OR INCOME Discover an excellent opportunity to own a completely renovated studio efficiency in one of Sarasota’s most desirable beachside locations. Located at 170 Roosevelt Drive, Unit 17, this charming property is just a short walk from beautiful Lido Beach, St. Armands Circle, and Ted Sperling Park, putting dining, shopping, recreation, and the beach lifestyle right outside your door. Completely renovated in 2025, the unit offers a fresh, updated space that is well suited for a personal beach getaway, investment property, or a combination of both. The property has been rented frequently since 2014, providing an established history of rental use. The listing agent is also the property manager and can provide prospective buyers with information regarding rental income and expenses. Whether you're looking for your own Sarasota retreat or an opportunity to generate rental income when you're not using it, this efficiently designed studio offers flexibility in a fantastic location. Enjoy easy access to the Gulf beaches, St. Armands Circle, parks, restaurants, shops, and everything that makes Sarasota's barrier-island lifestyle so appealing. A rare opportunity to own a renovated, low-maintenance beach-area studio in a highly sought-after location

170 Roosevelt Drive Unit 17, Sarasota
$325,000
1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Welcome to 170 Roosevelt Dr. Unit #8,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from St. Armands, downtown Sarasota’s arts and cultural scene. Low HOA fees, and a well-maintained community complete the package for units 5,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #8 is move-in ready and waiting for you.

170 Roosevelt Drive Unit 8, Sarasota
$2,399,000
4 Beds ⋅ 3 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Welcome to 103 Fillmore Drive, a beautifully renovated 4-bedroom (or 3 bedroom plus den/office), 3-bath pool home with an assumable flood policy located in the heart of world-famous St. Armands Circle. Just a few blocks from the white sands of Lido Beach, this exceptional property offers the perfect opportunity as a primary residence, vacation home, or income-producing investment. The home has been completely renovated and features an open, inviting layout designed for comfortable Florida living. The living area includes a cozy fireplace and flows seamlessly to the outdoor entertaining spaces. Step outside to your private backyard oasis with a sparkling pool, tropical landscaping, bar with grill,and a firepit lounge area—perfect for relaxing or entertaining under the Florida sunshine. Major improvements include a new roof installed in 2025, kitchen and baths updated and whole home beautifully remodeled. Located just moments from the renowned restaurants, boutiques, and vibrant atmosphere of St. Armands Circle and minutes to downtown Sarasota, the home offers an unbeatable island lifestyle. With estimated rental income potential of approximately $100,000 annually, this property presents a rare opportunity in one of Sarasota’s most desirable coastal communities.

103 Fillmore Drive, 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
$349,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Welcome to 170 Roosevelt Dr. Unit #5,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from downtown Sarasota’s arts and cultural scene. Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.

170 Roosevelt Drive Unit 5, Sarasota
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