Longboat Key Homes with Private Mailbox Exterior Features

Longboat Key Homes with Private Mailbox Exterior Features

Welcome to Longboat Key, a stunning jewel nestled along the sun-kissed shores of Florida’s Gulf Coast in Manatee County. This exclusive subdivision is renowned for its breathtaking beaches, lush landscapes, and vibrant community, making it the perfect destination for those seeking a serene yet luxurious lifestyle.

Longboat Key boasts an array of exquisite homes, many of which feature charming private mailbox exteriors that add a touch of character and individuality to each property. Imagine stepping outside your front door to retrieve your mail from a beautifully designed mailbox that complements your home’s architecture. These thoughtful details not only enhance curb appeal but also foster a sense of community among residents.

The homes in Longboat Key are as diverse as the residents themselves, ranging from cozy beach cottages to opulent waterfront estates. Each property is meticulously crafted to provide comfort and elegance, with many offering stunning views of the Gulf of Mexico or the serene canals that meander through the area.

Living in Longboat Key means enjoying a lifestyle filled with outdoor activities, from sunbathing on pristine beaches to sailing in the azure waters. The area is also home to world-class dining, boutique shopping, and abundant recreational opportunities, ensuring that there’s always something to explore.

Whether you’re looking for a peaceful retreat or an active lifestyle, Longboat Key offers the perfect blend of luxury and tranquility. Come discover your dream home in this idyllic paradise, where every day feels like a vacation!

Newest Longboat Key Homes with Private Mailbox Exterior Features

$815,000
2 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Situated on an extra large 11,250 sf waterfront lot, with a 2020 dock and seawall, and deeded beach access, this fabulous single family home represents one of the best investments on all of Longboat Key! Completely renovated and ready for you to move right in and start enjoying island life on Longboat Key or a dreamy location for you to earn monthly rental income while you envision building your own island getaway. Charmingly decorated, with a new kitchen and all new appliances, in an open floor plan with beautiful wood look tile that flows seamlessly from room to room. 2022 storm windows provide a full wall of light while taking in the views overlooking the canal; A day out on the boat can be a routine adventure with easy access to the intracoastal waterway and no fixed bridges to the Gulf of Mexico. When you return, the 2nd bath has a door to the back so you can come right off the boat to the showers or it also could provide a perfect location as a pool bath if you choose to put in a pool. A covered carport provides a perfect place for outdoor dining. In only a short walk or bike ride down the street, you have your deeded beach access point, and you have access to multiple restaurants, shopping, 11 miles of bike paths and the beautiful nature trails of Joan Durante Park. With this mid-key location it's just a short drive to the new St.Regis Resort, world famous St. Armands Circle and just beyond that, the culture rich city of downtown Sarasota. This is truly what laid back island life on Longboat Key is all about. Make an appointment to see this island home today. At this price point, it will not last long!

691 Tarawitt Drive, Longboat Key
$38,450,000
11 Beds ⋅ 17 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.

5965 Gulf Of Mexico Drive, Longboat Key
$2,900,000
3 Beds ⋅ 5 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Pre-Construction. To be built. Build your dream waterfront home on North Longboat Key! Discover an exceptional opportunity to create your custom coastal retreat on this build-to-suit lot with 120 feet of waterfront frontage. The property is primed for development, with a permit filed and anticipated approval. Included in the price are complete architectural plans by Sweet Sparkman Architecture and Interiors, renowned for their innovative designs that harmonize modern luxury with beauty of Florida's coastal landscapes. The thoughtfully designed floor plan ensures a seamless flow for everyday living and entertaining, capturing breathtaking water views from key living areas. Whether you’re relaxing indoors or going out to enjoy the vibrant outdoor spaces, this home has been envisioned to maximize its unparalleled waterfront location. Key features include a new seawall in 2023 that provides a solid foundation for waterfront living. Deeded beach access, just a short distance away, offers private enjoyment of pristine sandy shores on Longboat Key. Boating enthusiasts will appreciate the ample frontage for a dock and boat, providing easy access to Sarasota Bay and beyond. On sought-after North Longboat Key, the property offers proximity to acclaimed restaurants like Shore, Whitney’s and Mar Vista, ensuring dining and entertainment are always nearby. This is your chance to bring a remarkable vision to life in one of Florida’s desired locations. Schedule your private showing today and imagine the possibilities.

720 Tarawitt Drive, Longboat Key
$900,000
4 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value.. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit.

578 - 580 Companion Way, Longboat Key
$900,000
4 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Massive Price Reduction - Rare Opportunity to Own Your Slice of Beach Paradise! Live the ultimate coastal lifestyle with sun, sand, and breathtaking surroundings at an exceptional value. Stunning curb appeal duplex located in the highly desirable Longboat Key featuring two separate addresses, 578 Companion Way and 580 Companion Way. This bright and welcoming coastal retreat offers an elegant and comfortable living environment where refreshing sea air and natural sunlight fill the interior through expansive windows. The property features two separate units including one 2 bedroom 2 bathroom unit and one 2 bedroom 1 bathroom unit. Offered fully furnished and showcasing high quality updates throughout, the property includes a new roof, new AC systems, new water heaters, and all new appliances completed in 2025, delivering modern luxury and peace of mind. Residents may enjoy access to Cedars East resort style amenities including pool, fitness center, and tennis courts with a small optional membership fee. Ideally positioned just steps from the pristine, wide, and uncrowded Gulf beaches, this property provides the ultimate Longboat Key lifestyle. Conveniently located near world class dining and shopping at St Armands Circle, vibrant downtown Sarasota, championship golf courses, marinas, cultural attractions, and everything Sarasota has to offer. Vacation rentals are permitted, creating an outstanding opportunity for investors, seasonal residents, or families seeking to live in one unit while generating additional rental income from the second unit.

578 Companion Way, Longboat Key
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