Longboat Key Homes with False Waterfront Description

Longboat Key Homes with False Waterfront Description

Welcome to Longboat Key, Florida, a stunning barrier island that offers the perfect blend of relaxation and luxury. Nestled along the Gulf Coast, Longboat Key is renowned for its pristine beaches, vibrant sunsets, and a laid-back atmosphere that invites residents and visitors alike to unwind. With a population of just over 7,000, this charming town fosters a close-knit community while providing easy access to the bustling cultural hubs of Sarasota and Bradenton.

Longboat Key is famous for its diverse real estate options, ranging from elegant beachfront condos to sprawling waterfront estates. Whether you’re seeking a cozy retreat or a lavish family home, the island's real estate market has something for everyone. It's important to note that while many properties boast breathtaking views and proximity to the water, some homes may have a "false waterfront" description. This means that while they may advertise waterfront access, the actual properties might not directly face the water or have unobstructed views.

However, even homes with a false waterfront description can offer their own unique charm and appeal. Many of these residences are just a short stroll from the beach or local waterways, allowing you to enjoy the coastal lifestyle without the premium price tag associated with true waterfront properties.

Living in Longboat Key means embracing a lifestyle filled with outdoor activities, fine dining, and cultural events. From sailing and fishing to art galleries and gourmet restaurants, the opportunities for enjoyment are endless. Discover your dream home in Longboat Key and experience the beauty of Florida living!

Newest Longboat Key Homes with False Waterfront Description

2 Beds ⋅ 2 Baths ⋅ A4702742 MLS ⋅ 711 BLDG.

Discover the best of Longboat Key living in this beautifully renovated 2-bedroom, 2-bath first-floor villa in the sought-after Spanish Main Yacht Club. Offering 1,327 square feet of light-filled living space, this south-facing residence features a stunning vaulted open-beam ceiling, new kitchen with wood cabinetry, solid-surface counters, stainless steel appliances, oversized island and breakfast bar, plus luxury vinyl and tile flooring throughout. The spacious primary suite includes a walk-in closet and beautifully renovated en-suite bath with walk-in shower, while the guest bedroom and bath are equally well appointed. A bright Florida room adds flexible living space and includes a stacked washer and dryer. Enjoy a brick patio, storage area, hurricane-rated windows and doors, ceiling fans, block construction, tile roof and assigned carport. Spanish Main Yacht Club offers deeded private beach access, heated community pool, clubhouse, shuffleboard, kayak storage and a coveted 40-slip private marina. A boat slip is currently available for lease, making this an exceptional opportunity for boating enthusiasts. Enjoy easy access to boating and fishing, plus beautiful Gulf sunsets just a short stroll away. Ideally located minutes from St. Armands Circle, Sarasota dining, shopping, arts and entertainment, and an easy drive to Anna Maria Island. Association fees include water, sewer, trash, grounds and pool maintenance, management, common-area expenses and private road maintenance. Buyer association approval required; leasing permitted with a one-month minimum, up to twice annually.

711 Spanish Drive S Unit 211, Longboat Key

2 Beds ⋅ 3 Baths ⋅ N6144572 MLS ⋅ 508 BLDG.

There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island lifestyles. Natural light is one of the first things you notice. An abundance of windows fills the home with sunshine, creating a bright, calm, and serene atmosphere that feels perfectly suited to its coastal surroundings. New luxury vinyl plank flooring extends through the entry and main living level, giving the home a fresh, cohesive look, while carpeting along the staircase and throughout the third-floor bedroom level adds warmth and comfort to the private spaces. The second floor brings the kitchen, dining, and living areas together in an easy, welcoming flow designed for relaxed everyday living and effortless entertaining. Just beyond the living room, the screened balcony creates a peaceful outdoor retreat for morning coffee, casual dining, quiet reading, or unwinding at the end of the day. A convenient half bath completes this level. Upstairs, the primary suite offers a private ensuite bath with dual sinks and a comfortable sense of separation from the main living areas. The second bedroom features a walk-in closet and is positioned near the full guest bath and upstairs laundry closet. The washer and dryer are approximately three months old and are included with the home. Thoughtful improvements add both style and confidence, including a roof replaced in 2024, a 2024 HVAC system serviced in April 2026, updated interior paint, refreshed flooring, newer toilets, faucets, light fixtures and vents, and a new garage door. Garage parking adds welcome convenience along with room for bicycles, beach equipment, and additional storage. Life at Cedars Tennis Resort & Club is centered around the outdoors and the relaxed sophistication of Longboat Key. Enjoy tennis and pickleball, spend the afternoon by the heated community pool, stay active in the fitness facilities, or gather for a meal without leaving the neighborhood. Nearby beach access makes Gulf days easy to enjoy, while waterfront restaurants, island cafés, marinas, biking routes, and the natural beauty of Longboat Key are all close at hand. For buyers considering investment potential, the property has a strong short-term rental history and is already heavily booked from December through June 2027, offering the advantage of established demand and reservations already in place. All rentals remain subject to current association rules, approval requirements, and the terms of existing reservations. From fresh seafood and sunset dinners to quiet mornings near the shore, this location places the best of Longboat Key within easy reach. St. Armands Circle, Anna Maria Island, and the cultural attractions of Sarasota are also nearby, allowing you to enjoy the island’s peaceful atmosphere without feeling removed from everything the area has to offer. Whether envisioned as a full-time residence, seasonal retreat, or income-producing coastal getaway, this is an opportunity to enjoy thoughtful updates, abundant natural light, resort-inspired amenities, garage parking, and the unmistakable lifestyle of Longboat Key. ¤ Please see 3D Tour and Video ¤

508 Forest Way Unit 508, Longboat Key

2 Beds ⋅ 2 Baths ⋅ A4701748 MLS ⋅ 4325 BLDG.

Longboat Key living has never been easier than with this beachfront property facing the Gulf. This turnkey, 1,456-square-foot condominium offers two bedrooms and two baths. Entering, your breath is taken away by an unobstructed view of the water. The story only gets better as you enjoy a private balcony where you can take in the sights and sounds of the crashing waves and unwind to unforgettable sunsets over the Gulf. It comes fitted with hurricane shutters, a renovated sliding door, a washer and dryer hookup, and the kitchen and baths were remodeled in 2012. Plus, you'll have a reserved parking spot to call your own. Get acquainted with the easygoing neighbors, take the family for a swim in the pool at the renovated clubhouse, or cook a nice meal in the outdoor barbecue area, all set among beautifully landscaped grounds. And if the pool isn't your style, that's okay, you can get acquainted with nature firsthand! The owners note frequently sighting dolphins treading the water and sea turtle nests right outside their door.

4325 Gulf Of Mexico Drive Unit 402, Longboat Key

4 Beds ⋅ 3 Baths ⋅ TB8535597 MLS

A truly rare 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

Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. 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 and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. 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 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

2800 Harbourside Drive Unit D-16, Longboat Key

Create your custom coastal retreat or bring the seller’s thoughtfully prepared plans to life at 561 Gulf Bay Road. This rare 9,990-square-foot vacant homesite is ideally located in the heart of Longboat Key, between the charm of Anna Maria Island and the sophistication of St. Armands Circle. Bordering the 32-acre Joan M. Durante Community Park, the property offers exceptional privacy, peaceful natural surroundings, and convenient access to scenic walking trails, a picnic pavilion, and picturesque views of Sarasota Bay and the Sarasota skyline. Imagine watching eagles, ospreys, and other native wildlife from your future home or backyard. With no HOA or deed restrictions, you have the flexibility to personalize the available plans or design a custom residence that reflects your vision and lifestyle. The property also includes deeded beach access to a quiet stretch of white sand along the Gulf of Mexico, allowing you to enjoy the best of both Gulf and bay living. Nearby destinations include Euphemia Haye, Harry’s Continental Kitchens, boutique shopping, and a neighborhood deli, with additional dining, recreation, shopping, and entertainment available throughout Longboat Key, Anna Maria Island, and Sarasota. Underground utility improvements throughout the area are complete. Previously prepared plans for a custom single-family residence and an elevation study are available upon request, providing an excellent starting point for your future island home. Buyers should independently verify current building requirements and property suitability. This is a special opportunity to build in one of Longboat Key’s most naturally beautiful and desirable locations. Schedule your private showing and begin planning your Florida coastal lifestyle. Representative Photos Added to listing showcase preliminary renderings showcasing Conditioned Square Footage of 4,936 and Unconditioned Square Footage of 4,053.

561 Gulf Bay Road, Longboat Key

2 Beds ⋅ 2 Baths ⋅ A4700908 MLS ⋅ Veinte BLDG.

Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of the Gulf of America and breathtaking sunsets! Veinte is a luxury boutique condominium community with only 20 residences and includes private under-building garage parking, bicycle storage, abundant guest parking, and resort-style amenities including a gorgeous pool facing the Gulf, tennis/pickleball court, and a BBQ area. Perfectly positioned on Longboat Key, you can walk next door to Maison Blanche for renowned Zagat and Golden Spoon award-winning dining or stroll across the street to Publix, CVS, Longboat Key Fitness personal trainers, and J.McLaughlin. Only a short distance from St. Armands, Golf Courses, boating, boutique shopping, restaurants, Opera, Ballet and many Galleries to explore. Once entering this unique residence, you will be greeted with the beautiful white sandy beaches and azure waters of the Gulf of America. Inside, some TLC or updates will make this an incredible residence. to your own personal taste. Sit on your lanai for your morning coffee or afternoon cocktail and watch the million-dollar view and fabulous sunsets. The unit has two large bedrooms and an open concept floor plan including a large dining area, family room and spacious kitchen.

2675 Gulf Of Mexico Drive Unit 203, Longboat Key

2 Beds ⋅ 2 Baths ⋅ A4700306 MLS ⋅ 4390 BLDG.

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and also includes an in-home washer and dryer. Longboat Harbour offers an extensive collection of resident amenities, including a dedicated parking space, sauna, outdoor pools, putting green, kayak and paddleboard launch with storage, pickleball and tennis courts. Boat docks are available on a first-come, first-served basis for less than $600 annually, subject to availability. Residents also enjoy a recreation center with activities including poker, table tennis, billiards, arts and crafts, woodcarving and grilling areas. A deeded, private beach provides convenient access to the Gulf, along with storage, restrooms and showers. The condominium association has completed new roofing, providing added peace of mind. If you've been waiting for the right way to live, I think you just found it.

4390 Exeter Drive Unit 107, Longboat Key

2 Beds ⋅ 2 Baths ⋅ A4699874 MLS ⋅ 914 BLDG.

Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after 55+ community of Spanish Main Yacht Club! This newly remodeled 2-bedroom, 2-bathroom residence is offered fully furnished turnkey with all brand-new, high-end coastal furnishings. Ideally situated just steps from the active marina and a picturesque seawall—perfect for peaceful mornings, frequent dolphin and manatee sightings, and stunning bayfront sunrises—you'll also enjoy Gulf-side beach sunsets just a short stroll away. Thoughtfully designed, the home offers premium mattresses dressed in organic cotton linens and a fully stocked kitchen, providing a refined, move-in ready living experience from the moment you arrive. Residents enjoy access to a fantastic array of community amenities, including a private marina with available boat docks and kayak storage, deeded beach access, a heated community pool, and shuffleboard courts. Ideally located just minutes from the upscale dining and boutiques of St. Armands Circle and a scenic drive to Anna Maria Island, this property offers the perfect blend of active-adult tranquility and local accessibility. Whether you are boating, fishing, or relaxing in the bright, inviting Florida room, this is a rare opportunity to live the ultimate Longboat Key lifestyle.

914 Spanish Drive S Unit 76, Longboat Key

2 Beds ⋅ 2 Baths ⋅ A4699875 MLS ⋅ 683 BLDG.

Experience the ultimate Longboat Key lifestyle in this beautifully renovated single-story villa located in the highly sought-after 55+ waterfront community of Spanish Main Yacht Club. This move-in-ready 2-bedroom, 2-bath residence features a bright, open floor plan, brand-new appliances, updated finishes throughout, and a spacious Florida room perfect for relaxing or entertaining. Ideally situated just steps from the community marina, enjoy peaceful mornings watching manatees and dolphins while taking in breathtaking sunrise views over Sarasota Bay. Deeded private beach access to the Gulf of Mexico is just a short stroll away, offering unforgettable sunset walks along the sugar-sand beaches. Residents enjoy a maintenance-free lifestyle with exceptional amenities, including a heated community pool, clubhouse, library, shuffleboard courts, and marina with boat docks and kayak storage (subject to availability). An active social environment makes Spanish Main Yacht Club one of Longboat Key's most desirable waterfront communities. Conveniently located just minutes from the world-class shopping and dining of St. Armands Circle and the charm of Anna Maria Island, this villa is ideal as a year-round residence, seasonal getaway, or investment opportunity. Don't miss your chance to own a slice of paradise on Longboat Key.

683 Spanish Drive S Unit 214, Longboat Key

2 Beds ⋅ 2 Baths ⋅ A4699520 MLS

Discover this stunning, completely renovated interiors two-bedroom, two-bath home nestled in the Historic Longbeach Village on the quiet north end of Longboat key. More than just a home, this is a true coastal lifestyle. Perfectly positioned just a five minute walk to the largest public beach on Longboat Key. you'll enjoy effortless access to sugar-white sand, breathtaking Gulf sunsets, and endless days of beachside relaxation. Thoughtfully redesigned with upscale designer finishes throughout, this charming residence blends timeless Old Florida character with modern luxury. Terrazzo floors flow throughout the home, while the fully remodeled kitchen features premium cabinetry, quality appliances, and a functional layout that's perfect for everyday living or entertaining. Both bathrooms have been beautifully renovated with high-end finishes, including a luxurious primary bath with a large soaking tub, custom walk-in shower, and designer tile. No detail was overlooked and no expense was spared in this exceptional renovation. Leave the car behind and stroll to local favorites including Whitney's The Shore, and Mar Vista, all just minutes away. Ride your bike through the peaceful village, walk to the beach, or simply relax and enjoy the tranquil surroundings that make this neighborhood so special. Just over the bridge, Coquina Beach offers pristine shoreline, stunning Gulf Views, convenient concessions, and a popular farmers market, while Anna Maria Island provides an abundance of boutique shopping, waterfront dining, and laid-back island atmosphere. St. Armands Circle is only a short drive away with upscale shopping, restaurants, theater, marinas, and boat launches. Opportunities to own a fully renovated home in Historic Longbeach Village with this combination of location, walkability, and coastal charm are rare. Don't miss your chance to experience the serenity, beauty, and unmatched lifestyle of Longboat Key.

580 Linley Street, Longboat Key

"Create your ideal coastal retreat on the last available homesite in the peaceful and picturesque Conrad Beach enclave on Longboat Key. Just a 5-minute walk to the Gulf of Mexico and Whitney’s restaurant and a 2-minute drive to renowned restaurant Shore Longboat Key. This prime location offers easy access to pristine beaches and stunning sunsets. Conrad Beach is an award-winning neighborhood esteemed for its coastal charm and beautiful homes with low association fees covering yard maintenance, irrigation, and a community pool for a carefree lifestyle. Spanning 9,757 square feet, this homesite provides ample space to design your dream home and is conveniently located steps away from the community pool, offering a perfect retreat on sunny days. Longboat Key boasts some of Florida's most sought-after beaches, restaurants, tennis courts, and waterfront parks. With easy access to downtown Sarasota and St. Armands Circle, you'll have endless opportunities for recreation and entertainment. Don't miss this opportunity to create your coastal masterpiece in one of Florida's most desirable locations, where sun, sand, and sea await."

363 Firehouse Lane, Longboat Key

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