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

2 Beds ⋅ 2 Baths ⋅ A4706455 MLS

Situated on an extra large 11,250 sf waterfront lot, with a 2020 dock and seawall, and deeded beach access, this fabulous single family home represents one of the best investments on all of Longboat Key! Completely renovated and ready for you to move right in and start enjoying island life or a dreamy location for you to earn monthly rental income while you envision building your own island getaway. Charmingly decorated, with a new kitchen and all new appliances, in an open floor plan with beautiful wood look tile that flows seamlessly from room to room. 2022 storm windows provide a full wall of light while taking in the views overlooking the canal; A day out on the boat can be a routine adventure with easy access to the intracoastal waterway and no fixed bridges to the Gulf of Mexico. When you return, the 2nd bath has a door to the back so you can come right off the boat to the showers or it also could provide a perfect location as a pool bath if you choose to put in a pool. A covered carport provides a perfect place for outdoor dining. In only a short walk or bike ride down the street, you have your deeded beach access point, and you have access to multiple restaurants, shopping, 11 miles of bike paths and the beautiful nature trails of Joan Durante Park. With this mid-key location it's just a short drive to the new St.Regis Resort, world famous St. Armands Circle and just beyond that, the culture rich city of downtown Sarasota. This is truly what laid back island life on Longboat Key is all about. Make an appointment to see this island home today. At this price point, it will not last long!

691 Tarawitt Drive, Longboat Key

4 Beds ⋅ 2 Baths ⋅ A4705334 MLS

Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from your own backyard, sunset walks on the Gulf, and a beautifully reimagined coastal home that is truly move-in ready. Previously appraised at $1.65 million late last year and more recently appraised at $1.5 million (with no material changes to the home), the home is now offered at $1.35 million—creating an exceptional opportunity to purchase below its most recent appraised value. Set along an impressive 120 feet of canal frontage, this 4-bedroom, 2-bath waterfront home offers DIRECT BOATING ACCESS TO SARASOTA BAY AND THE INTRACOASTAL plus PRIVATE DEEDED GULF BEACH ACCESS JUST EIGHT HOMES AWAY. It is a rare Longboat Key combination: keep your boat in your own backyard while enjoying private Gulf beach access just down the street. The location is equally exceptional, with Joan M. Durante Park, Cedars Tennis Resort & Club, and some of Longboat Key’s favorite restaurants, boutiques and shops all just moments from the property. Optional membership is available at nearby Cedars Tennis Resort & Club, offering tennis and pickleball courts, a Jr. Olympic swimming pool, 24/7 fitness center and additional resort-style amenities. Boating, beaches, recreation, dining and shopping are all right at your fingertips. This is far more than a typical “updated” home. With the exception of the foundation, VIRTUALLY EVERYTHING HAS BEEN RENOVATED OR REPLACED, INSIDE AND OUT. Improvements include a new roof, new AC systems, new interior walls, new flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes throughout, along with impact windows, high-impact sliding glass doors and impact-rated exterior doors. The result is the feel and peace of mind of a near-new coastal home in an irreplaceable waterfront setting. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The beautifully updated kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, copper hood and copper farmhouse sink. Updated bathrooms continue the elevated finishes throughout the home. The living space flows directly to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for entertaining, dining or relaxing by the water. Launch a kayak from your own property, step aboard your boat and cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The fenced backyard offers ample room for a future pool, while the property's higher elevation than many ground-level Longboat Key homes adds another meaningful advantage. Offered FULLY FURNISHED / TURNKEY WITH NO HOA, the home is ready for immediate enjoyment as a primary residence, second home or coastal retreat. Few properties at this price offer this combination of 120 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, furnishings, exceptional proximity to Longboat Key amenities and no HOA. $1.65M EARLIER APPRAISAL. $1.5M MOST RECENT APPRAISAL. NOW OFFERED AT $1.35M. YOUR BOAT IN THE BACKYARD. YOUR BEACH DOWN THE STREET. WELCOME TO LONGBOAT KEY.

765 Saint Judes Drive N, Longboat Key

4 Beds ⋅ 3 Baths ⋅ TB8535597 MLS

** FULLY FURNISHED TURN KEY AIR BNB!! WITH FURTURE BOOKINGS IN PLACE** You're purchasing fun and income with this truly rare homes, offering on one of Longboat Key’s most coveted streets, 608 St. Jude Drive embodies the essence of refined coastal living. Set on an extraordinary DOUBLE LOT and backing to a serene nature preserve, this impeccably reimagined residence offers an unparalleled combination of luxury, privacy, and investment potential in one of the island’s most desirable locations. Spanning more than 2,100 square feet, this stunning four-bedroom, three-bath home has been thoughtfully transformed with uncompromising attention to detail. Every major component has been replaced following the recent storms with fully permitted improvements, including a new roof, hurricane-impact windows, all-new electrical, new HVAC systems, and beautifully updated appliances. Immaculately maintained and completely move-in ready, the home offers the confidence and peace of mind that only a comprehensive renovation can provide. Inside, light-filled living spaces flow effortlessly with timeless tile flooring throughout, creating a sophisticated yet relaxed coastal aesthetic. Every room has been designed for both comfort and effortless entertaining, making the home equally suited for everyday living or unforgettable island getaways. Beyond the interiors lies one of the property’s most extraordinary features—its expansive DOUBLE LOT. A rarity on Longboat Key, this oversized homesite offers exceptional flexibility with room to expand, build upward, or create the custom outdoor oasis you’ve always envisioned, all while enjoying the privacy of having no rear neighbors thanks to the lush natural preserve. Perfectly positioned between the Gulf of Mexico and intercoastal water ways, you’re just a short stroll to the pristine beaches on the west side of the island and the Intracoastal Waterway to the east. Enjoy morning walks to the beach, afternoons on the water, and evenings dining at nearby neighborhood restaurants just moments from your front door. World-class destinations including St. Armands Circle, the iconic The St. Regis Longboat Key Resort, and The Shore Longboat Key are only minutes away, placing the very best of Longboat Key’s celebrated lifestyle within effortless reach. Equally appealing as a private coastal sanctuary or a high-performing investment, the property has an established vacation rental history with upcoming reservations already in place, allowing the next owner to begin generating income immediately. The seller is also open to negotiating the home fully furnished, creating an exceptional turnkey opportunity. Properties offering this level of quality, location, and future potential are increasingly rare. With its coveted address, remarkable DOUBLE LOT, comprehensive renovations, and timeless coastal appeal, 608 St. Jude Drive is more than a home—it’s an opportunity to own one of Longboat Key’s most exceptional island retreats.

608 Saint Judes Drive, Longboat Key

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

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

4 Beds ⋅ 3 Baths ⋅ A4680514 MLS

PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous ¼-acre lot. Canal offers direct access to Sarasota Bay with no bridges. Conveniently located minutes from marinas, dining, and shopping, with easy access to St. Armands Circle, downtown Sarasota, and Anna Maria Island. Bring your personal touch to recreate this gem or start new and build the home you've always wanted on this 124 ft wide lot. A property with exceptional location and potential.

651 Jungle Queen Way, Longboat Key

2 Beds ⋅ 2 Baths ⋅ A4651805 MLS

Sought after mid-key cottage home with DEEDED BEACH ACCESS on the barrier island of Longboat Key. Entering the home, you are greeted by terrazzo floors, wood beam ceilings and a tile accented gas fireplace in the large living room. An additional room overlooking screened in pool can be used as an office, exercise room or extra space for guests. Newly renovated kitchen with wood cabinets, quartz countertops, new sink and fixtures. Bathrooms have been completely renovated with beautiful walk-in tiled showers. A built-in bookcase in the living room adds charm with plantation shutters, accent lighting and ceiling fans throughout. Completely restored home by licensed general contractor and professionally mitigated after hurricane Helene flood damage. The house shares a driveway and deeded beach access with 5920 Gulf of Mexico Drive making it a perfect guest house or family compound when purchased together. Another possibility is to use one as as a rental for an ongoing revenue stream. The property is being sold As-Is (use FAR-BAR-ASIS-7.

5924 Gulf Of Mexico Drive, Longboat Key

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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