Longboat Key Homes with Shingle Roof

Longboat Key Homes with Shingle Roof

Welcome to Longboat Key, Florida, a hidden gem nestled in Manatee County, where the shimmering Gulf of Mexico meets pristine sandy shores. This idyllic barrier island is renowned for its laid-back lifestyle, stunning natural beauty, and vibrant community spirit. Longboat Key offers an exceptional blend of luxury and tranquility, making it the perfect destination for both full-time residents and seasonal visitors.

One of the standout features of homes in Longboat Key is the charming aesthetic of shingle roofs. These roofs not only add a classic coastal flair to the architecture but also provide durability and weather resistance, essential for withstanding the region's tropical climate. Whether you’re looking for a cozy beach cottage or a sprawling waterfront estate, the homes here with shingle roofs create a welcoming atmosphere that perfectly complements the island’s serene surroundings.

Longboat Key is not just about beautiful homes; it’s a lifestyle. Residents enjoy access to world-class dining, boutique shopping, and a plethora of outdoor activities, including golf, tennis, and water sports. The island boasts numerous parks and nature preserves, perfect for leisurely strolls or family picnics, while its pristine beaches offer the ideal backdrop for sunbathing and sunset watching.

With its unique combination of luxurious living and natural beauty, Longboat Key is more than just a place to live; it’s a community where you can truly relax and thrive. Come discover your dream home in this enchanting coastal paradise, where every day feels like a vacation!

Newest Longboat Key Homes with Shingle Roof

$575,000
3 Beds 2 Baths A4701615 MLS
EXCEPTIONAL INVESTMENT OPPORTUNITY on beautiful Longboat Key! Whether you're looking for a vacation home, seasonal retreat, income-producing property (rental history available upon request), or full-time residence, this extra-charming and TASTEFULLY REMODELED 3-bedroom, 2-bath beach bungalow ( TURNKEY FURNISHED) offers outstanding value in one of Florida's most sought-after island communities. (The third bedroom closet was removed to create additional space and maximize rental appeal.)The home has been thoughtfully renovated throughout, featuring a stunning new kitchen with brand-new cabinetry, granite countertops, and brand-new stainless steel appliances. Additional upgrades include brand-new electrical wiring and HURRICANE - IMPACT WINDOWS THROUHOUT . Both bathrooms have been completely remodeled with stylish, contemporary finishes, creating a FRESH MOVE-IN READY . As an added bonus, this is one of the few homes on the street with an extra 18" of elevation. The spacious living area retains its classic island charm with beautiful wood flooring, and an open dining area with a breakfast bar. The generous primary suite offers two closets, a sitting area, and a private exterior entrance, while the large laundry room provides additional convenience and opens to the side porch. Outside, the fenced backyard, shaded by mature trees, offers plenty of space to relax, entertain, and store all your beach toys, including jet skis and a boat. Ideally located on a quiet street that ends at a canal with beautiful bay views, the property is just a short distance to restaurants, shopping, and Joan M. Durante Park. Enjoy the nearby Bayfront Park Recreation Center or take a quick bike ride to Bicentennial Park. Best of all, you're just moments from Longboat Key's beautiful sandy beaches and breathtaking Gulf sunsets. With its prime Longboat Key location, extensive renovations, and versatility as a primary residence, second home, or investment property, this home presents a rare opportunity. It also offers excellent potential as the site for a future custom-built home while generating rental income during the design and permitting process. An exceptional island retreat with outstanding lifestyle and income potential.

601 Saint Judes Drive, Longboat Key

$900,000
4 Beds 3 Baths A4682264 MLS
Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value.. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit.

578 - 580 Companion Way, Longboat Key

$900,000
4 Beds 3 Baths A4682186 MLS
Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit.

578 Companion Way, Longboat Key

$1,749,500
2 Beds 3 Baths A4652254 MLS
DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key.  You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place. Entering the home, you are greeted by terrazzo floors, stunning 2 story foyer and a water view of the canal.   All new wood kitchen cabinets including island and coffee bar with quartz countertops making this a great area to entertain guests.  All 3 bathrooms have been completely renovated and include custom tile showers. Large master bedroom with en-suite bathroom. An enclosed lanai overlooking the canal is a perfect spot for an office or tropical retreat. Large living room with wood burning fireplace and new tile flooring provides a relaxing space. New kitchen and bath fixtures throughout.  Ceiling fans in each room. Being in the middle of LBK provides easy access to Anna Maria Island and Bradenton to the north, St. Armands and Sarasota to the south. SRQ airport is less than 45 minutes. Completely restored home by licensed general contractor and professionally mitigated after hurricane Helene flood damage. The house shares a driveway, deeded beach and canal access with 5924 Gulf of Mexico Drive making it a perfect guest house or family compound when purchased together (or use one as a rental for an ongoing revenue stream}. The property is being sold as-is. Please use AS IS Residential Contract for Sale and Purchase_FloridaRealtors-FloridaBar-ASIS-7.xdp

5920 Gulf Of Mexico Drive, Longboat Key

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