Longboat Key Homes For Sale & Real Estate - 432 homes

Remarks: Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for. Don’t miss this exceptional opportunity to own a slice of paradise.

Listing is courtesy of: ROOST REALTY INC. (813-326-2569)

Listing Agent: Steve Barthelemy (813-943-2841)

Remarks: This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, and the Sarasota city skyline through Hurricane Impact Sliders installed in 2024. The kitchen has been opened up to the living/dining area providing a beautiful view over the golf course greens while owners are creating culinary delights in the kitchen. There is a breakfast bar, a laundry closet, pantry, and plenty of solid wood cabinet space for storage. The primary suite pampers owners with access to the southeast-facing terrace along with a spacious primary bath offering dual vanities, an updated tile shower, and abundant closet space. The split floor plan allows for maximum privacy for both the primary and the ensuite guest bedroom. Other highlights include ceramic tile flooring throughout, stone counters, a coveted underbuilding parking space and an excellent rental policy of 1 month minimum 12 X per year. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, dedicated pickleball courts, fitness center, clubhouse, on-site management, and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Ian Addy, Pa (941-961-8850)

Remarks: 45 x 20 Boat Slip on M-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline, close to parking for easy access. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.

Listing is courtesy of: LBRE LLC (941-383-8383)

Listing Agent: Jennifer Wilson (941-809-7592)

Remarks: Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, furnished two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400 square feet, 10-foot ceilings, double crown molding, plank wood flooring in the living areas, natural colors and floor to ceiling storm impact windows and doors. An open floor plan offers garden views from the spacious living room and the kitchen, which has both a breakfast bar and a seating area. A beautiful kitchen renovation was completed in December 2025 with handsome wood cabinets, stone countertops and GE Profile appliances. The split plan allows privacy for owners and guests in the two separate primary en-suite bedrooms, each with large windows, custom drapes and carpet, wall closets with built-ins and baths with combination tub/showers. ?An expansive balcony with glass railing barriers can be accessed through the living area and one of the primary suites. This lovely condo conveniently has a stack washer and dryer, linen closet, underbuilding storage unit and assigned parking and its own front desk concierge. Behind the 24-hour guarded-gate is true luxury living with a modern clubhouse, state-of-the-art fitness room, locker room and spa, sauna, bar and lounge, library, game room, ballroom and catering kitchen and outside terrace for gatherings and watching sunsets over the Gulf waters. Besides the magnificent beach and Florida-friendly landscaped grounds, the outdoor amenities include a peaceful courtyard, fire pit, resort-style pool and hot tub and new Har-tru tennis courts. Water Club is conveniently near island golf courses and Publix, and a short distance from St. Armands Circle and downtown Sarasota for dining, shopping, entertainment and cultural venues.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Kathleen Ucci (941-302-2344)

Remarks: Come savor laid-back luxury and the island lifestyle that Longboat Key is known for in this tranquil, seaside retreat. AND listed more than $100,000. under a current appraisal! This home is a decorators dream! Completely remodeled with a brand new kitchen, all new flooring, 4 bedrooms and 3 baths in an open and inviting space. The line is blurred between indoor and outdoor living with a gorgeous sparkling pool just beyond the mahogany French doors, surrounded by tropical plants and situated on a fabulous canal. For the boaters, you have a 14,000 lb. lift and no fixed bridges to the Gulf of Mexico, making your day on the water an easy experience. Nightly sunsets at the neighborhood beach is just a short walk away and something to make a regular habit of! A short distance to multiple restaurants, shopping, 12 miles of biking paths, and the incredible Joan Durante Park on the Bay only add to the remarkable quality of life living on an island can provide. When you’re ready for something more, St.Armands Circle and the cultural mecca of Downtown Sarasota is just a short drive away. This extraordinary home is a true island paradise you must come see.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Jodene Moneuse, Pa (941-302-4913)

Remarks: Beautifully positioned within Grand Bay on Longboat Key, this 2-bedroom + den residence offers 2,550 sq ft of light-filled living with a private elevator opening directly into the home. Expansive Sarasota Bay views, two generous terraces, and seamless indoor–outdoor flow create an ideal setting for sunsets, bay breezes, and relaxed coastal living. Set behind the gated Bay Isles entrance, residents enjoy resort-style amenities, deeded beach access, and a lifestyle defined by location, comfort, and waterfront elegance. The spacious primary suite offers a tranquil retreat with direct terrace access, peaceful water views, a large walk-in closet, and a spa-like bath featuring dual vanities, a soaking tub, and a walk-in shower. The generous kitchen featuring a Sub-Zero refrigerator and causal eat-in dining, den, and guest suite each open to a second terrace that overlooks Bay Isles’ beautifully landscaped grounds and tennis courts. The den offers versatility for a home office or additional living space, while the guest suite features an en-suite bath and private access to the expansive terrace. A dedicated wine and storage room adds a thoughtful layer of convenience and elegance, blending seamlessly into the home’s well-planned layout. Grand Bay residents enjoy an array of resort-style amenities, including two pools, a fitness center, tennis courts, a clubhouse, and deeded beach access through the Bay Isles Beach Club. Set behind the secure gates of Bay Isles, this residence offers the perfect blend of space, privacy, and the coveted Longboat Key lifestyle.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Dianne Anderson (941-350-3513)

Remarks: Unique location on the lawn at Longboat Key Club Moorings! A 70 x 21 slip that is conveniently located near the Marina Village. One of the boaters favorite location. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 65 LOA; beam depends on the vessel. Call to discuss

Listing is courtesy of: LBRE LLC (941-383-8383)

Listing Agent: Jennifer Wilson (941-809-7592)

Remarks: Enjoy the best of Gulf-front living in one of the largest units, this 3-bedroom, 3-bath residence with a flexible study/den/4th bedroom, in a gated community located on the sought-after south end of Longboat Key. This residence offers sweeping views of the Gulf of Mexico and includes an enclosed lanai with new telescopes, hurricane windows, and a spacious interior with tile floors in the main living areas and a neutral color palette. A wall of sliding glass doors in the living room opens to a spacious enclosed terrace—perfect for relaxing, dining, and enjoying the sounds of the surf through the new telescoping hurricane windows. The kitchen is large enough for all the chefs in the family. Corian countertops, a tile backsplash, and a breakfast bar that connects easily to the living space. The primary suite includes a king-size bed, wake up to view of the Gulf, access to the terrace, and an en-suite bath with a large walk-in shower. For your guests, the second bedroom has an en-suite bathroom. The third bedroom provides a great space for guests or a home office. The private terrace offers views of the beautifully maintained grounds, the beach, and the Gulf beyond. The Players Club elevates coastal living with resort-style amenities, including a beautifully updated clubhouse featuring a state-of-the-art fitness center, social and catering spaces, four Har-Tru tennis courts, 4 Har-Tru pickleball courts, a putting green, and a heated saltwater pool and spa. Players Club is located just a short drive to St. Armands Circle, where you will enjoy the shopping and dining experiences. Just over the Ringling Bridge, there are many theater options downtown Sarasota. Additional conveniences include on-site management and a 24-hour staffed gate, ensuring comfort and peace of mind.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Diane Smith (941-313-4957)

Remarks: Experience the coastal gulf front living lifestyle to its fullest, in this 3-bedroom 2 bath condo with views of the Gulf from inside as well as the 2 balconies. Make this your new oasis and enjoy the sunsets off one of your two separate balconies (one off the main living area and another private balcony for the primary bedroom). Start experiencing this 3-bedroom condo at Seaplace which is located on a pristine beach area of Longboat Key. There is an array of amenities across the 42 beautifully landscaped acres, including two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a fitness center and a new gulf front firepit area. The clubhouse offers a kitchen, library, fitness area and sauna. Additional features include playground, grilling areas, on-site management, and a 24-hour staffed gatehouse.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Bruce A Meyer, Pa (941-266-8152)

Remarks: Welcome to Your Beach House Sanctuary on Longboat Key! Experience the ultimate coastal lifestyle in this beautifully renovated island retreat, ideally situated just four homes from Tarawitt Point on a deep-water canal. Set on an expansive 125x90 ft lot, this waterfront property offers 125 feet of seawall with dockage for a boat up to 30 feet, a jet ski lift, and additional space for all your water toys. With the Intracoastal Waterway just 50 yards from the canal’s end, you’ll enjoy direct, no-bridge access to Sarasota Bay—perfect for fishing, cruising, or sunset boating. Catch bait and be fishing in under 30 minutes! Inside, this meticulously maintained home features: 3 spacious bedrooms, 2 full baths + 1 half bath, 1-car garage, Open-concept floor plan with stunning bay views! The oversized primary suite offers a comfortable seating area, TV space, a generous walk-in closet, and a beautifully updated bath with dual vanities and a large walk-in shower. The kitchen and living area flow seamlessly onto a porch overlooking the bay—ideal for morning coffee or evening cocktails. Renovated in 2022, the home boasts a new roof, new windows and doors, granite countertops, new appliances, updated bathrooms, new flooring, fresh interior and exterior paint, and even a relaxing hot tub. Deeded beach access sits directly across Tarawitt Drive, offering effortless enjoyment of the Gulf’s turquoise waters and sugar-sand beaches. Enjoy walkable access to some of the island’s favorite dining destinations, including: Harry's Restaurant, Euphemia Haye, The Lazy Lobster, A short bike ride takes you to: The Shore Restaurant, Mar Vista Dockside Restaurant And you’re just an easy drive to Anna Maria Island, St. Armands Circle, and downtown Sarasota. This is more than a home—it’s a waterfront lifestyle defined by boating, beach days, and breathtaking bay views.

Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)

Listing Agent: Ian Greenberg, Llc (941-724-4003)

Remarks: Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico with no fixed bridges, making it a boater’s dream. This modern Key West inspired three story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed living space. Perfectly positioned to embrace the island lifestyle, this home includes a deeded deep-water dock (Slip #6) located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico — with no fixed bridges, making it a boater’s dream. Step inside and experience a harmonious blend of coastal elegance and comfort. Expansive living areas feature soaring ceilings, an abundance of natural light, and sophisticated finishes throughout. The culinary-inspired kitchen, designed in timeless style, boasts custom cabinetry, quartz countertops, and an oversized central island — the ideal space for hosting and entertaining. The primary suite, complete with a study, serves as a serene retreat with dual vanities, a hydro-massage soaking tub, and a walk-in glass-enclosed shower for the ultimate spa-like experience. Multiple balconies, including an elevated screened patio off the main level, provide refreshing sea breezes and captivating water views of the Gulf. A ground-floor patio further extends the outdoor living experience. The oversized garage provides ample storage for beach gear and boating essentials. The gated community features a resort-style pool offering a true lock-and-leave lifestyle. Residents will appreciate convenient proximity to Longboat Key’s pristine beach, award-winning island restaurants, boutique shopping, and parks — all while being a short drive from the cultural heart of downtown Sarasota and St. Armands Circle.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Brandy Loebker (941-404-4737)

Remarks: Slip F-06 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 70 X 26, and a usable beam of 23 feet and a 32 FT long finger pier. This location provides close proximity to parking with a view of the west side of the marina and golf courses. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 65 feet. Beam; on the vessel type and measure. Membership in the Longboat Key Club is required.

Listing is courtesy of: LBRE LLC (941-383-8383)

Listing Agent: Jennifer Wilson (941-809-7592)

Remarks: Coveted Southern exposure offering morning sun with a very tropical feel over looking the Longboat Key Club golf course. With palm trees and beautifully landscaped grounds right outside your windows and privacy on your balcony. Featuring two bedrooms and two bathrooms, this spacious residence is open and airy with a beautifully updated kitchen, bathrooms and impact windows, this is the largest two bedroom available at Beachplace offering 1503 sq. ft. This residence also includes TWO under building parking spaces and one outside parking space that convey with the property. Beachplace offers a very nice fitness center, a guard gated entry, a Junior Olympic sized swimming pool, a splash pool, hot tub, tennis, pickle ball, grilling area and the beach is equipped with lounge chairs and umbrella's. Beachplace offers a Jr. Olympic sized swimming pool with swim lanes, a splash pool, hot tub, fitness center, grilling area, tennis, pickle ball and a 24 hour guard gated entrance. All furnishings are included and this would make a great rental.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Maggie Hicks (941-321-1759)

Remarks: One or more photo(s) has been virtually staged. Priced to sell - Fully renovated villa ready for immediate occupancy! Welcome to Spanish Main Yacht Club, a sought-after 55+ waterfront community on Longboat Key, where coastal living meets exceptional value. This 2-bedroom, 2-bath villa-style condo offers 1700 SqFt of interior living space, 1087 of it under air, with endless potential to make it your dream home. This stand-alone condo has undergone FEMA-approved storm mitigation and a full rebuild. Bring your vision and decorate to suit your personal style—below market value! Step inside to find a spacious open-concept living and dining area, perfect for entertaining. The adjoining Florida room offers additional flexible space, bathed in natural light—ideal for morning coffee or quiet evenings. The primary suite features an en-suite bathroom, closet and indoor laundry room. Enjoy private beach access just steps away, or take advantage of the community marina with first-come, first-served boat slips, kayak racks, and direct access to Sarasota Bay. Amenities include a heated outdoor pool, shuffleboard courts, a clubhouse with game room, library, and frequent community events. This pet-friendly community offers covered carport parking, guest spaces, and maintenance-free living, all set within beautifully maintained, palm-lined grounds. Just minutes from St. Armand’s Circle and Anna Maria Island, this location offers world-class shopping, dining, and entertainment, plus access to some of Florida’s finest white sand beaches. Whether you're looking for an investment, full-time residence or a vacation getaway, this villa offers endless potential in one of Longboat Key’s most desirable communities. Seller says bring offers—don’t miss your chance to own a piece of paradise!

Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC (855-286-3573)

Listing Agent: Geoff Scalera (941-321-4158)

Remarks: DIRECT WATERFRONT OPPORTUNITY IN LONGBOAT KEY! Here's your rare chance to own a waterfront property with direct access to the Intercoastal Waterway! Perfectly located for vacation rentals, this canal-front 1-bedroom, 1-bathroom end unit offers incredible potential for income, especially with high demand bookings from January to April. This property boasts 21 feet of water frontage and a newly installed seawall (June 2021). Enjoy the Florida lifestyle with easy access to boating, kayaking, and fishing. Additional outdoor amenities include a paver patio. Just steps away from a private beach access, kayak launch, and deeded beach entry. The property also has direct access to the scenic Joan M. Durante Park, with 32 acres of walking trails, gardens, recreational areas, and breathtaking Sarasota Bay views. Take a short walk to top-rated restaurants, shops, a deli, bike and kayak rentals, and more. Plus, you're just a short drive to St. Armands Circle and Anna Maria Island! This is the most economical waterfront property you'll find in all of Longboat Key!

Listing is courtesy of: NIZZ REALTY INC (954-526-5105)

Listing Agent: Filitsa Sterner Mistretta (941-928-3666)

Remarks: Beautifully renovated in 2023, with dazzling views of the Gulf of Mexico and the private beach across the way, this 2nd floor island retreat is located in a charming Gulf-to-Bay community, nestled between the azure blue water of the Gulf of Mexico and serene Bishops Bayou, where Manatees & Dolphins play. This lovely 2nd level end-unit features an open floor plan, enhanced by a gorgeous designer kitchen with quartz countertop & backsplash and bronze hardware, which overlooks the dining-living room combo, all offering Gulf views. The Florida room overlooks one of the two sparkling swimming pools, which are at your disposal. Hurricane resistant sliding doors and windows offer peace of mind, and the roof has recently been replaced. Luxury vinyl flooring extends all the way through the living space, including the primary suite, which is tucked away for optimal privacy. The screened front patio is the perfect spot to relax and enjoy the turquoise water views, and there is a 9' x 5' storage room for all your toys. Just bring your flip flops & beach wear and start enjoying the laid-back island lifestyle. Two heated pool, tennis & pickleball courts, 23 boat slips, a vintage boathouse/clubhouse, grilling stations, kayak launch, shuffleboard, private deeded beach directly across the road with gazebos and beach lounges plus those amazing sunsets. Two large pets are welcome and the condo can be rented 6 times per year with one month minimum. After a fun-filled day kayaking, beach strolling, fishing or boating, first-class restaurants and casual eateries are located within a short walk, bike or boat ride. Coffee, smoothie & donut shops, liquor store, 24-hour gym, Pilates studio & beauty salon, boutiques and more are just a block away. Don't miss this wonderful opportunity to make your dreams of living on Longboat Key come true!

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Tina Rudek Stark, Pa (941-920-0303)

Remarks: One or more photo(s) has been virtually staged. Welcome to this rarely available Seagate direct beachfront residence, where unmatched coastal living meets exceptional convenience. Step from your private terrace straight onto the sand, an experience that truly defines beachfront living. Perfectly situated across from the Publix Bay Isles Shopping Center and just moments from the world-famous Longboat Key Club and Resort, this location offers the best of Longboat Key at your doorstep. This beautifully renovated two-bedroom, two-bath residence, just under 1,500 square feet, features a bright, open floor plan with stunning Gulf views from every room. The split-bedroom layout provides two generously sized suites with abundant storage. Designer finishes shine throughout, and no detail has been overlooked. The chef’s kitchen boasts Quartz countertops, custom backsplash tile, bright white cabinetry, new appliances, and a wine cooler, perfect for entertaining. Enjoy alfresco dining on your private terrace overlooking the gardens, pool, and shimmering Gulf waters. Few properties offer the luxury of stepping directly from your home into the sand or strolling a few steps to what often feels like your very own private pool. Seagate is celebrated for its meticulous grounds and exceptional amenities. Meandering pathways wind through lush tropical gardens, while dedicated storage for kayaks and paddle boards makes it easy to explore the turquoise Gulf. Relax under the palm-thatch huts, unwind in the spectacular resort-style pool and spa, or stay active in the state-of-the-art fitness center that rivals those in five-star hotels. The newly renovated club room provides an elegant gathering space for conversation, games, watching TV, or preparing meals in the chef’s kitchen. Perfectly positioned on the coveted south end of Longboat Key, Seagate offers unmatched access to St. Armands Circle and all of the island’s finest dining, shopping, and recreation. This is truly an extraordinary opportunity to own within one of Longboat Key’s most beloved and impeccably maintained beachfront communities.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Ryan Heers (941-726-1703)

Remarks: Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip.

Listing is courtesy of: LBRE LLC (941-383-8383)

Listing Agent: Jennifer Wilson (941-809-7592)

Remarks: Under contract-accepting backup offers. ALERT: MARKET SHOCKER! STOP THE SCROLL! This Is The Lowest-Priced Villa in Prestigious Windward Bay—Period. Looking for a Beach/Bay Getaway Villa? LOCATION! LOCATION! LOCATION! This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded soft sandy beaches that attract visitors from all over the world. (Take joy with 3 beach access points, one private deeded) Enjoy walks along the shore, kayaking on the bay or read a book, unwind and soak up the sun on your own private patio while taking in the beauty of this incredible location. The patio is an ideal spot for morning coffee, watching a game of shuffleboard, hosting friends for sunset libations, evening grilling, or simply relaxing in solitude. Your beach/bay lifestyle possibilities are endless. Worry free living with recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). As an added bonus with the sale of this Villa, the longtime owner since 1976, former Canadian Navy-Man, and a wonderful Nonagenarian, will be leaving most of his nautical treasures gathered from lands around the world for you to enjoy. Set like a jewel on the barrier island of Longboat Key, the community of Windward Bay is a magical wildlife haven nestled mid-island, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails to relish. A low-density residence and a nature lover’s delight to gaze both frolicking dolphins and manatees as they play. Bird enthusiasts jubilate with their front-row seat of the magnificent Florida birds that call Windward Bay their home. Witness the vibrant plumage and graceful flights of these majestic creatures as they effortlessly navigate the glorious skies above. Windward Bay offers numerous amenities that make it an exceptional value including: 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee, barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. Monthly Condos Fees in 2025 were actually reduced and since 2024 have only increased by $2 a month. The Milestone Inspection and Capital Reserve Study are complete. THIS VILLA HAS NO PREVIOUS ASSESSMENT ADDED TO MONTHLY HOA FEES! This wonderful villa exemplifies “Florida Gulf to Bay Living” at its finest. Perfect for couples or individuals seeking paradise! Schedule your private tour today and make these experiences a reality.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Debby Mccaig (941-544-1713)

Remarks: Easy access and views! 40 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. Longest boat permitted is 35 feet. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

Listing is courtesy of: LBRE LLC (941-383-8383)

Listing Agent: Jennifer Wilson (941-809-7592)