Longboat Key Homes with Community Mailbox Community Features

Longboat Key Homes with Community Mailbox Community Features

Welcome to Longboat Key, a charming barrier island located in the beautiful state of Florida. Known for its pristine beaches, stunning sunsets, and upscale amenities, Longboat Key offers a unique blend of tranquility and luxury.

If you're looking for a home with the convenience of a community mailbox, Longboat Key has plenty to offer. Homes with Community Mailbox Community Features are a popular choice among residents who value a sense of community and ease of mail delivery. With this feature, you can enjoy the convenience of having your mail delivered to a central location within your community, saving you time and ensuring the security of your packages and letters.

Living in a community with mailbox amenities also provides opportunities to connect with your neighbors and foster a sense of belonging. Whether you're picking up your mail or chatting with fellow residents, the community mailbox area can become a hub of social interaction and community engagement.

In addition to the Homes with Community Mailbox Community Features, Longboat Key boasts a range of amenities and attractions, including world-class golf courses, upscale shopping and dining options, and a vibrant arts and culture scene. Whether you're looking for a peaceful retreat or an active lifestyle, Longboat Key offers something for everyone.

Come and discover the beauty and convenience of Longboat Key, where luxury living meets community charm. Find your dream home with a community mailbox feature and experience the best that this island paradise has to offer.

Newest Longboat Key Homes with Community Mailbox Community Features

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, expansive outdoor living, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Located on the fourth floor within the gated Bay Isles community, this spacious corner residence offers the sought-after Banyan floor plan with 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 and updates, the residence offers generous proportions, an open layout, and multiple private balconies overlooking Sarasota Bay and the surrounding tropical landscape. A welcoming entry foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that bring in natural light and showcase the views. The living room features built-in shelving and opens to a large wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides additional casual dining space. The eat-in kitchen features granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, offering an opportunity to reimagine the space to suit your personal style. The primary suite features floor-to-ceiling glass, balcony access, and sweeping views of Sarasota Bay. 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, a home office, or den, each with access to an outdoor balcony. A guest bathroom, separate powder room, and dedicated interior laundry room with additional storage complete the floor plan. With more than 600 square feet of balcony space, the residence offers exceptional opportunities for outdoor living, from morning coffee overlooking the bay to relaxing in the afternoon breeze. Under-building garage parking and additional storage add everyday convenience. While comfortable in its current condition, this residence presents an exciting opportunity for a comprehensive renovation, allowing the next owner to transform its spacious interiors into a personalized waterfront home. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated swimming pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained tropical grounds. Ownership also provides access to the private Bay Isles Beach Club, offering a Gulf-front retreat along Longboat Key's white-sand shoreline. Ideally situated near Longboat Key Club's golf and marina amenities, the community is convenient to St. Armands Circle's boutiques and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions. With its desirable fourth-floor setting, expansive balconies, captivating bay views, and exceptional renovation potential, Fairway Bay Atrium #548 offers a compelling opportunity to create a distinctive Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key
3330 Gulf Of Mexico Drive Unit 301D, Longboat Key
$795,000
2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code
Longboat Arms - real coastal living at it best, a tranquil, low-density waterfront enclave. This waterfront unit has it all, both bedrooms with water views, as well as the living and dining area, just the best location within the community. Unrivaled amenities with a renovated Clubhouse, boat ramp, private boat slips, kayak storage and launch and assigned covered parking. A heated community pool, tennis courts and all just steps from a deeded Beach Access. This waterfront enclave is ideally located mid-key and only one mile north of the Publix shopping center. Schedule your private tour today!

3330 Gulf Of Mexico Drive Unit 301D, Longboat Key
1561 Gulf Of Mexico Drive Unit 301, Longboat Key
$19,995,000
3 Beds ⋅ 5 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

1561 Gulf Of Mexico Drive Unit 301, 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
2425 Gulf Of Mexico Drive Unit 14B, Longboat Key
$1,600,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters. This is your chance to live the Gulf Coast lifestyle—don’t miss it!

2425 Gulf Of Mexico Drive Unit 14B, Longboat Key
1241 Gulf Of Mexico Drive Unit 803, Longboat Key
$3,195,000
3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

1241 Gulf Of Mexico Drive Unit 803, Longboat Key
597 Sutton Place, Longboat Key
$499,999
2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Your Longboat Key lifestyle starts here! Imagine spending your mornings at the beach, afternoons by the pool, and evenings enjoying the island breeze. Located in the desirable Sutton Place community, this 2-bedroom, 1.5-bath townhome offers an incredible opportunity to create your own coastal retreat in one of Florida's most sought-after island destinations. Featuring a private garage, screened porch, and Italian tile flooring, this home is ready for your personal touch and updates. Whether you envision a stylish seasonal getaway or a comfortable year-round residence, the possibilities are yours to explore. The real highlight? The lifestyle! Sutton Place offers deeded private beach access to the Gulf, two community pools, a clubhouse, kayak storage, BBQ areas, and marina amenities with private boat slips potentially available, subject to availability and community regulations. Enjoy the best of Longboat Key living, from beautiful Gulf beaches and boating to nearby restaurants, shopping, and everything this special island has to offer. Bring your vision, make it your own, and start living the island lifestyle you've been dreaming of!

597 Sutton Place, Longboat Key
1591 Gulf Of Mexico Drive Unit 515, Longboat Key
$2,670,000
1 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key
4330 Falmouth Drive Unit 107, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

4330 Falmouth Drive Unit 107, Longboat Key
5320 Gulf Of Mexico Drive Unit 101, Longboat Key
$999,000
3 Beds ⋅ 2 Baths ⋅ Longboat Landing Condominium SubDv. ⋅ 34228 Zip Code
Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

5320 Gulf Of Mexico Drive Unit 101, Longboat Key
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