Longboat Key Homes with Bay/Harbor Frontage

Longboat Key Homes with Bay/Harbor Frontage

Welcome to Longboat Key, Florida – a hidden gem nestled along the Gulf Coast, where the sun kisses the horizon and the waves serenade your soul. This picturesque barrier island is renowned for its pristine beaches, luxurious amenities, and a laid-back lifestyle that draws both families and retirees alike. With a rich tapestry of natural beauty and vibrant community spirit, Longboat Key is the perfect canvas for your dream home.

Imagine waking up to breathtaking views of the bay or harbor from your waterfront property. Homes with bay and harbor frontage in Longboat Key offer not only stunning vistas but also a lifestyle steeped in tranquility and adventure. Picture yourself sipping your morning coffee on a private balcony, watching the boats glide by, or enjoying an evening sunset that paints the sky in hues of orange and pink. These waterfront properties provide direct access to the sparkling waters, perfect for boating, fishing, or simply enjoying a leisurely stroll along the shore.

Longboat Key is not just about scenic beauty; it boasts a range of upscale dining options, boutique shopping, and recreational activities. Whether you're exploring the lush parks, playing a round of golf, or indulging in a spa day, the island offers something for everyone. With a strong sense of community and a welcoming atmosphere, Longboat Key is a place where memories are made and cherished.

Discover the allure of bay and harbor frontage homes in Longboat Key, where every day feels like a vacation. Your dream lifestyle awaits in this coastal paradise!

Newest Longboat Key Homes with Bay/Harbor Frontage

605 Sutton Place Unit 201, Longboat Key
$582,000
2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Virtually Staged. INCREDIBLE BAY VIEWS & BREATHTAKING SUNRISES! This is the one you've been waiting for! Discover exceptional coastal living in this beautifully renovated, light-filled CORNER residence in Sutton Place, a sought-after, pet-friendly beach-to-bay community. Meticulously maintained and thoughtfully updated, this spacious two-bedroom, two-bath residence showcases spectacular bay views from nearly every room through impact-rated windows and sliding glass doors. The open-concept chef's kitchen features premium cabinetry, abundant storage, and Cambria quartz countertops. The custom dining island with wraparound seating flows seamlessly into the expansive living area. Plantation shutters add timeless coastal elegance. The glass-enclosed lanai overlooking the bay is the perfect setting for morning coffee, spectacular sunrises, evening relaxation, or hosting guests. Both generously sized bedrooms enjoy beautiful water views and direct lanai access. The primary suite features a spacious walk-in closet with custom organizers and a beautifully renovated bathroom with walk-in shower. The guest bedroom also offers custom closet organizers and convenient access to the tastefully renovated guest bath. Additional conveniences include covered assigned parking, ample guest parking, elevator access, and an in-building storage unit. A BOATER'S PARADISE & PET-FRIENDLY COASTAL RETREAT! Sutton Place offers an exceptional waterfront lifestyle with marina facilities and boat slips available for just $300 annually (currently waitlisted), kayak launch and storage, and a fish-cleaning station. Residents also enjoy two heated swimming pools, clubhouse, grilling areas, car wash stations, and deeded beach access with a private beach pavilion featuring storage lockers, showers, and restrooms. The community weathered the 2024 hurricanes remarkably well, sustaining minimal damage with no impact to individual units. Spectacular bay views, beautiful renovations, exceptional boating amenities, and a welcoming pet-friendly community make this a rare opportunity to enjoy the very best of Florida's beach-to-bay lifestyle. Come experience it for yourself! Schedule your private showing today!***Virtual staging is limited to select furnishings***

605 Sutton Place Unit 201, Longboat Key

5 Winslow Place, Longboat Key
$2,495,000
4 Beds ⋅ 4 Baths ⋅ Buttonwood Harbor SubDv. ⋅ 34228 Zip Code
Exceptional Waterfront Living on Longboat Key! Discover the perfect blend of coastal elegance, outstanding boating, and relaxed island living in this gorgeously renovated four-bedroom, four-bath residence offering 2,544 square feet of beautifully designed living space. Situated along a tranquil, protected bayou with expansive water views, this exceptional home captures the essence of the Longboat Key lifestyle. From the moment you enter, the home's flowing, open floor plan and thoughtfully designed living spaces create an inviting atmosphere, with spectacular water views from virtually every room. Beautifully renovated interiors combine sophisticated finishes with comfortable, effortless living. Designed with the chef in mind, the stunning kitchen is both a culinary showpiece and a natural gathering place. An oversized center island with a convenient prep sink provides exceptional workspace while inviting casual conversation and entertaining. Gorgeous quartz countertops, including a dramatic waterfall island design, complement the high-end appliance suite featuring Bosch cooking appliances. The kitchen flows seamlessly into the home's open living and dining areas, where expansive views of the pool and bayou provide a beautiful backdrop for everyday living and entertaining. The thoughtfully designed bedroom arrangement offers exceptional privacy and flexibility. The private primary suite features a spacious walk-in closet and beautifully appointed en-suite bath. A generous guest suite offers a large bedroom, separate den, and beautifully designed custom bath, creating an ideal private retreat for visiting family and friends. Two additional bedrooms, one with an en-suite bath and the other with an adjoining full bath, provide comfortable accommodations for family and guests. Outdoor living is equally spectacular. Surrounded by professionally designed tropical landscaping, the gorgeous custom, free-flowing heated pool and spa create a private resort-like setting overlooking the peaceful bayou. An easy-care saltwater system enhances the enjoyment of this exceptional outdoor retreat. For boating enthusiasts, the property is particularly appealing. A new composite dock, well-protected sailboat-depth water, and direct boating access to Sarasota Bay and the Gulf provide an outstanding opportunity to explore some of Southwest Florida's most beautiful waterways. Additional features include hurricane-impact windows and doors throughout, a newer roof, natural gas, an on-demand hot water heater, a welcoming circular driveway, and a garage featuring epoxy flooring and additional storage. The location is simply outstanding. Situated in a fabulous mid-island neighborhood, the home enjoys beach access just steps away, offering the rare opportunity to spend mornings on the Gulf's beautiful beaches and afternoons cruising the waters of Sarasota Bay. Nearby shopping, restaurants, the Town Green, and amphitheater add to the convenience and charm of this exceptional island setting. Beautifully renovated, thoughtfully designed, and surrounded by the natural beauty of its tranquil waterfront setting, 5 Winslow Place offers an exceptional opportunity to experience the very best of Longboat Key living. Whether your passion is boating, enjoying the Gulf's beautiful beaches, entertaining family and friends, or simply relaxing in the privacy of your own waterfront retreat, this extraordinary residence offers a lifestyle as inviting as its surroundings.

5 Winslow Place, Longboat Key

831 Bayport Way Unit 831, Longboat Key
$685,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

831 Bayport Way Unit 831, Longboat Key

2110 Harbourside Drive Unit 548, Longboat Key
$999,000
3 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. Sweeping Sarasota Bay views, spectacular sunrises and sunsets, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Ideally positioned on the fourth floor within gated Bay Isles, this spacious corner residence enjoys multiple exposures overlooking the bay, golf course, tennis and pickleball courts, and lush community grounds. The sought-after Banyan floor plan offers 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision, its generous proportions and private balconies provide an outstanding foundation for renovation. A welcoming foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that fill the rooms with natural light. The living room features built-in shelving and opens to a wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides casual dining space. The eat-in kitchen includes granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, with ample potential for a fresh design. The primary suite features floor-to-ceiling glass, balcony access, and sweeping Sarasota Bay views. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, an office, or den, each with balcony access. A guest bathroom, powder room, and dedicated laundry room with storage complete the layout. More than 600 square feet of balconies offer distinctive vantage points to enjoy morning sunrises, colorful sunsets, the sparkling bay, golf course, and the community's tennis and pickleball courts amid tropical greenery. Under-building garage parking and additional storage add convenience. Comfortable in its current condition, the residence is ready for a comprehensive renovation tailored to its next owner's tastes. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained grounds. Ownership also provides access to the private Bay Isles Beach Club along Longboat Key's Gulf shoreline. Near Longboat Key Club golf and marina amenities, this location offers convenient access to St. Armands Circle's shops and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's dining, theaters, galleries, and cultural attractions. Fairway Bay Atrium #548 combines remarkable views, spacious outdoor living, and the opportunity to create a personalized Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key

360 Gulf Of Mexico Drive Unit 333, Longboat Key
$1,575,000
3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
Virtually Staged. Complete Interior Photos Coming Soon! One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

360 Gulf Of Mexico Drive Unit 333, Longboat Key

1932 Harbourside Drive Unit 242, Longboat Key
$539,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key

575 Sutton Place, Longboat Key
$575,000
3 Beds ⋅ 3 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Experience refined coastal living at Sutton Place on Longboat Key, where an effortless Gulf-to-Bay lifestyle awaits. Ideally situated mid-key, this premier address offers rare peace of mind alongside private beach access just to the north at 4415 Gulf of Mexico Drive. Beyond the sand, you are minutes from St. Armands Circle, downtown Sarasota, and Anna Maria Island, and only a half-mile from Bayfront Park’s pickleball courts, dog park, playground, and walking trails. Sutton Place provides an exceptional suite of resort-style amenities. On the Gulf side, enjoy a covered beachfront pavilion with gated ample parking, restrooms, tables, outdoor showers, chair storage, and beach lockers ($30/yr). Bayside, take advantage of two heated pools, an active clubhouse, BBQ areas, a fishing pier, and a marina with boat slips for vessels up to 23’ ($300/yr), plus a kayak launch with storage ($150/yr; two kayaks included in the sale). A new 38’x33’ fitness center and sauna facility is also underway. The community is pet-friendly (two pets up to 25 lbs) and permits flexible 1-month minimum leasing twice per year. Inside this spacious 3-bedroom, 2.5-bathroom, 1,450-sq-ft townhouse, large diagonal porcelain tile flooring flows seamlessly throughout the entire property. The living and dining spaces feature classic plantation shutters, a ceiling fan, and a deep 7’x3’ under-stair storage closet. The well-appointed kitchen is outfitted with a sleek Samsung stainless steel appliance package—complete with a convection oven and built-in microwave—and casual breakfast bar seating for two. Just off the kitchen, a dedicated spacious laundry room with a closing privacy door houses GE laundry units, the water heater, an exterior fire exit door, and generous cabinetry and shelving for additional storage. The attached 20’ x 18' 1-car garage features durable tile flooring, dual side bump-outs for extra gear, a secondary refrigerator, and extensive storage capacity. Out back, step through sliders to your private screened lanai, positioned directly west-facing with sunshades to capture breathtaking evening sunsets over serene greenbelt views. Ascend the carpeted staircase to the tranquil primary suite, highlighted by plantation shutters, custom closet built-ins, and an en-suite bath finished with designer tilework and a sleek, glass-enclosed walk-in shower. Down the hall, the second bedroom offers a generous walk-in closet, while the updated full guest bath features a quartz-topped vanity and a glass-enclosed walk-in shower. Full hurricane impact windows throughout ensure pin-drop quiet and restful nights in every room. Exceptional resilience comes standard at an 11’ baseline elevation, with zero water or wind damage from recent storms. Notable mechanicals and structural updates include full impact windows and sliders, a 2023 water heater, a 2018 HVAC maintained on an active service contract, and a clean 10-year milestone certification passed in January 2024.

575 Sutton Place, Longboat Key

7147 La Lenaire Drive, Longboat Key
$4,980,000
5 Beds ⋅ 6 Baths ⋅ La Lenaire Isle SubDv. ⋅ 34228 Zip Code
Some of the World’s Most Desirable Addresses Aren’t Reached by Road. There is an unmistakable distinction between owning a beautiful waterfront home and owning a private island retreat. At 7147 La Lenaire Drive, on the intimate shores of Jewfish Key, that distinction becomes extraordinary. Reached exclusively by boat, this remarkable estate offers a level of escape, natural beauty, and understated luxury in that is becoming increasingly difficult to find along Florida’s Gulf Coast. Set on approximately 1.35 acres amid a limited enclave of island residences, this five-bedroom, five-and-a-half-bath waterfront estate is as captivating in its architecture as it is in its setting. An inspired collection of elevated pavilions, interconnected by covered timber walkways, creates the atmosphere of a secluded luxury resort, where open-air living, beautifully appointed accommodations, and the surrounding tropical landscape come together in perfect harmony. From the moment you enter, the architecture makes an impression. Dramatic vaulted ceilings, magnificent exposed timber beams, rich natural wood, and expansive walls of glass lend the interiors an effortless sophistication. Sunlight moves through the living spaces, while the surrounding palms and shimmering water provide an ever-changing backdrop. Every architectural element contributes to a sense of warmth, grandeur, and individuality. Designed to accommodate both memorable entertaining and leisurely island living, the impressive great room flows into a beautifully updated kitchen with an expansive gathering island, sleek white cabinetry, stone countertops, and stainless steel appliances. Generous dining and lounging spaces invite everything from intimate evenings to extended visits with family and friends, all surrounded by the beauty of the island. The residence’s thoughtfully separated bedroom accommodations provide a wonderful balance of togetherness and privacy. The primary retreat is a sanctuary of its own, featuring soaring ceilings, captivating water views, and a beautifully appointed bath with a freestanding soaking tub overlooking the bay. Additional guest accommodations, including a separate suite with its own kitchen and bath, offer an elevated experience for extended visitors. Outdoors, the property becomes a private destination unto itself. An expansive sun-drenched deck surrounds the spectacular pool and spa, framed by graceful palms and the brilliant colors of the surrounding water. A beautifully crafted covered entertaining pavilion, complete with an outdoor kitchen, creates the perfect setting for evenings with friends. Screened gathering areas, inviting terraces, and a sandy waterfront shoreline offer a variety of intimate places to unwind. At the water’s edge, a private dock extends your lifestyle beyond the island. Spend the morning cruising the Intracoastal, discover the nearby beaches and waterfront restaurants, or simply enjoy the pleasures of being surrounded by water. With Longboat Key and Anna Maria Island within boating distance, the best of the Gulf Coast remains wonderfully accessible, yet the feeling of retreat is complete. Jewfish Key offers something even the most extraordinary mainland properties cannot replicate: the experience of arriving home by water, leaving the ordinary behind, and entering a world defined entirely by your own pace. For those who have experienced exceptional homes, this is an opportunity to experience an exceptional way of living.

7147 La Lenaire Drive, Longboat Key

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