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760 Longboat Court, Longboat Key
$840,000
3 Beds ⋅ 2 Baths ⋅ A4707147 MLS
Nestled in the heart of Longboat Key's historic North-End "Village", this beautifully restored 1920s beach bungalow seamlessly blends historic coastal charm with modern, high-end updates. Located just steps from the island's finest beaches, bay access points, and local dining, this coastal sanctuary sits on a private, oversized 9,400 sq. ft. lot surrounded by lush tropical landscaping. Inside, classic details like white tongue-and-groove ceilings, a cozy masonry wood-burning fireplace, and warm Saltillo tile floors complement a fully updated gourmet kitchen equipped with solid-surface countertops, custom shaker cabinetry, gas cooking, and striking tile flooring and backsplash. The main living space features a bright open layout, with vintage charm mixed with today's luxuries. Charming enclosed Florida Room sets the vibes with its panoramic views of the lush, tropical gardens. Oversized primary bedroom radiates the beach cottage vibes you're looking for. Spa-inspired bathrooms with frame-less glass showers, and stylish finishes throughout.The guest bedroom, currently used as a den, features walls of glass and continued vintage charm. Adding incredible versatility, an adjoining mother-in-law suite complete with its own kitchenette offers private accommodations for extended family, guests, or flexible living space. This area was designed to be both an extension of the primary living space with its continuous flow or, with its separate entrance, it's ideal for guests seeking privacy. Step outside into your private backyard oasis featuring a paver patio, lush gardens, an outdoor lounge area, and a private hot tub (2025) - perfect for relaxing after a day on the water. The oversized backyard is completely fenced and secured ready for the dream pool ($10K pool builder credit and permit convey). This residence features extensive, high-quality updates designed for modern comfort and efficiency. Recent improvements include, Energy & Climate: A 10kW solar panel system (2021), a new central air conditioning system (2025), and a mini-split system (2024). Interior & Structural: Comprehensive kitchen and bathroom renovations, new weather-grade subflooring in the cottage, and upgraded electrical service featuring an EV car charger and Cat-6W wiring throughout. Technology & Entertainment: A whole-home Bose integrated audio system. Utilities & Appliances: Completely updated cottage plumbing, instant hot water heater and a full suite of new appliances, including a washer and dryer. Windows: Replacement cottage windows installed in 2020 and new impact windows in the Mother-in-Law Suite. New interior paint and lighting (2026). Exterior Improvements: New landscaping, irrigation, electrical, and fencing just installed. Discover contemporary elegance blended with classic Florida island charm in one of Longboat Key's most sought-after historic areas. Set within a vibrant, golf-cart-accessible neighborhood, this exceptional property puts you close to local cafés, waterfront dining, unique boutiques, fitness facilities, and fishing piers. Enjoy convenient access to Sarasota Bay with a nearby boat launch and kayak areas, while pristine Gulf beaches are only minutes away - all with the freedom of no mandatory HOA. Schedule a visit to experience the unique lifestyle and character of this remarkable home firsthand.

760 Longboat Court, Longboat Key
608 Saint Judes Drive, Longboat Key
$950,000
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
791 Broadway Street, Longboat Key
$1,525,000
2 Beds ⋅ 2 Baths ⋅ A4694059 MLS
Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers the perfect blend of coastal charm, comfort, and relaxed island living. Thoughtfully designed across multiple levels including a large 11x30 third floor FLEX SPACE that could easily be converted into a 3RD BEDROOM. This home captures beautiful morning sunrises, colorful sunsets, and stunning views of Sarasota Bay and the intracoastal waterway. From the moment you step inside, you are greeted by an abundance of natural light, soaring ceilings, plantation shutters, and inviting open spaces that are ideal for both everyday living and entertaining. The property offers wonderful flexibility, including an oversized garage with plenty of room for golf carts, kayaks, bicycles, beach gear, and more. The outdoor living areas are equally inviting, with several unique spaces to relax and enjoy the surroundings — from the covered front porch to the rear deck overlooking the water, along with the peaceful sound of multiple water features throughout the property. Recent updates add comfort and peace of mind, including new impact-resistant and energy-efficient windows, two AC units, updated flooring, and many additional improvements that make this home feel warm, welcoming, and move-in ready. Enjoy the charm and convenience of the Village, just a short stroll from community fishing piers, a boat launch, exceptional dining, and the white sandy beaches and turquoise waters of the Gulf of Mexico. This is a wonderful opportunity to experience the laid-back Longboat Key lifestyle in one of the island’s most beloved neighborhoods.

791 Broadway Street, Longboat Key
610 Hibiscus Way, Longboat Key
$2,650,000
4 Beds ⋅ 5 Baths ⋅ A4691880 MLS
Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Longboat Key. This exquisite residence boasts 4 bedrooms and 4.5 bathrooms across 2,788 square feet of impeccable design. Built with Italian flooring, cabinetry, and fixtures, the home exudes a timeless elegance. Enjoy the ultimate privacy and relaxation with a spacious primary bedroom, complemented by a spa-like ensuite. The primary wing extends its allure outdoors with a wrap-around balcony, offering panoramic views of the lush surroundings. The open-concept living spaces seamlessly blend style and functionality, creating an ideal environment for both entertaining and everyday living. The kitchen is a culinary masterpiece, featuring top-of-the-line appliances and sleek design, the sliding glass doors invite natural light to illuminate the interiors, enhancing the overall ambiance. Step outside to a meticulously landscaped yard, where outdoor living spaces beckon for gatherings or peaceful solitude. Enjoy the convenience of being just a short stroll from exceptional restaurants, upscale shopping, and breathtaking sunsets. Experience the sophisticated yet relaxed lifestyle that comes with being a resident of the North Village on Longboat Key.

610 Hibiscus Way, Longboat Key
720 Broadway Street, Longboat Key
$760,000
A4690381 MLS
Rare corner-lot opportunity in the historic and highly sought-after Longbeach Village on the north end of Longboat Key. Build your own tropical retreat with the potential for views of Sarasota Bay. Ideally located just a short stroll from beloved local favorites Mar Vista Dockside Restaurant & Pub and Shore Longboat Key. A public boat launch is only half a block away, and convenient public beach access awaits at the west end of Broadway Street. Even more opportunity awaits, as the adjacent lot is also available for purchase, creating the potential to combine both properties for a larger homesite, expanded outdoor living space, or a truly exceptional island compound. A prime location to create your dream coastal getaway.

720 Broadway Street, Longboat Key
578 - 580 Companion Way, 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
834 Jungle Queen Way, Longboat Key
$1,050,000
2 Beds ⋅ 2 Baths ⋅ A4682236 MLS
Virtually Staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just seconds from the open water. Located just a short walk from some of the world’s most renowned white-sand beaches and only minutes from the charming shops and restaurants of the island, this property represents the ultimate blend of lifestyle and potential. Don’t miss this chance to own a piece of paradise and build your legacy on the water. Schedule your private tour today to explore the endless possibilities this rare site has to offer!

834 Jungle Queen Way, Longboat Key
578 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
624 Saint Judes Drive, Longboat Key
$695,000
3 Beds ⋅ 3 Baths ⋅ A4672840 MLS
Due to a change with the buyer, this stunning property is back on the market and available for immediate showings. Everything is prepped, cleaned and ready for the new owner. Inspections, survey, flood elevation, appraisal, wind mitigation, title work and 4-point inspection are all performed, passed and ready to go. A simple change in the buyer's lifestyle created your next opportunity. If you or your client missed this the first time, Now is the perfect time. Let’s get you in for a private tour before it’s gone again! On site you will discover this stunning, fully renovated Cali-Modern residence, where coastal design meets the tranquil elegance of Longboat Key. Sophisticated and move-in ready, this home offers an effortless lifestyle on the highly sought-after North End of the island. From the moment you step inside, you are greeted by clean, modern lines, vaulted ceilings, and beautiful stone tile floors, all bathed in gorgeous natural light. The home has been lovingly and extensively renovated, featuring a sparkling upgraded kitchen and bathrooms, new appliances, and premium finishes in every corner. Step outside to your private, fully fenced backyard oasis—the perfect spot for sunset cocktails and spacious enough to accommodate a future pool. The location is truly unbeatable. You are steps from both Gulf and Bay access and within walking distance of island favorites like Harry's Deli, The Continental Kitchen, Euphemia Haye, and Cedars East Tennis & Fitness Resort. With excellent rental potential projected at $13,000 per month in season, this property is a powerful income generator. The best-kept secret? A private back gate leads you directly into the 32 acres of Joan Durante Park, a natural gem filled with walking trails, fishing piers, and kayak launches. With a standing seam metal roof, Hardi board siding, newer double-pane windows, and offered fully furnished, this charmer is truly turnkey. Don't wait—come experience the magic of island life for yourself!

624 Saint Judes Drive, Longboat Key
610 Hibiscus Way, Longboat Key
$850,000
A4667206 MLS
The best-priced homesite in The Preserve on Longboat Key—an exceptional opportunity to create your custom dream home in one of the island’s most picturesque neighborhoods. Nestled in the charming north village, this property offers both privacy and convenience. Walk to local favorites like Shore LBK, Mar Vista, and Whitney’s, enjoy the water with the neighborhood boat dock and ramp, or take your golf cart to the beach for unforgettable Gulf sunsets. Enjoy the Longboat Key lifestyle—where pristine beaches, vibrant dining, and a welcoming community define everyday living. From here, you’re only a short drive to the St. Regis Longboat Key Resort, the boutiques and dining of St. Armands Circle, the island charm of Anna Maria and the world-renowned IMG Sports Academy. Whether as a full-time residence or vacation retreat, this lot provides the perfect canvas to bring your vision to life in paradise. Don’t miss the rare chance to own the best value in The Preserve.

610 Hibiscus Way, Longboat Key
5924 Gulf Of Mexico Drive, Longboat Key
$849,500
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
5920 Gulf Of Mexico Drive, 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