Longboat Key Homes with Gulf/Ocean to Bay Frontage

Longboat Key Homes with Gulf/Ocean to Bay Frontage

Welcome to Longboat Key, Florida—an enchanting barrier island that offers a unique blend of coastal charm and sophisticated living. Nestled between the Gulf of Mexico and Sarasota Bay, Longboat Key is renowned for its stunning natural beauty, pristine beaches, and vibrant community atmosphere. With its lush landscapes and warm, inviting climate, this picturesque locale is a haven for those seeking both relaxation and adventure.

One of the most captivating features of Longboat Key is its homes with Gulf and Ocean to Bay frontage. Imagine waking up to the soothing sounds of the waves and the gentle caress of the sea breeze, all while enjoying breathtaking views from your own backyard. These waterfront properties are not just homes; they are a lifestyle choice that embodies the essence of beachfront living. With direct access to both the tranquil bay waters and the sparkling Gulf, residents can indulge in a variety of water activities, from kayaking and paddleboarding to fishing and sailing.

The real estate market in Longboat Key offers a diverse range of luxurious properties, from elegant single-family homes to upscale condominiums, all designed to maximize the stunning views and natural surroundings. Each residence is a testament to quality craftsmanship, featuring spacious layouts, modern amenities, and outdoor living spaces perfect for entertaining or simply soaking in the sunset.

Whether you are looking for a year-round residence or a seasonal getaway, Longboat Key promises an unparalleled lifestyle enriched by breathtaking scenery, vibrant culture, and a tight-knit community. Discover your dream home here, where every day feels like a vacation!

Newest Longboat Key Homes with Gulf/Ocean to Bay Frontage

$1,050,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat Key’s distinctive Gulf to Bay communities. Thoughtfully redesigned and renovated in 2023, this 2 bedroom, 2 bath residence offers approximately 1,456 square feet of sophisticated, move in ready living with virtually every detail updated. The renovation includes new flooring, countertops and windows, along with a dedicated home office that creates the perfect space for working remotely or enjoying a quiet study. The sleek, redesigned kitchen features premium JennAir appliances, crisp contemporary cabinetry, beautiful countertops, a water purification system and thoughtful finishes throughout. Designed with entertaining in mind, the residence also features a custom bar complete with a wine cooler, dedicated whisky display and built in cigar humidor, creating a distinctive space for cocktails, wine and evenings with friends. New furnishings throughout, including select pieces from Restoration Hardware, complete the refined yet relaxed coastal feel. Bayport offers an exceptional Longboat Key lifestyle, stretching from the Gulf of Mexico to Sarasota Bay and giving residents the opportunity to enjoy both beach and bay. Community amenities include private Gulf beach access, a heated swimming pool, tennis courts, fitness facilities, clubhouse, walking and nature paths, kayak facilities and access to Sarasota Bay. Start the morning with a walk along the Gulf, work from your private home office, spend the afternoon by the pool or on the water, and finish the evening entertaining at home or taking in a Longboat Key sunset. Completely remodeled, beautifully furnished and ready to enjoy from day one, 732 Bayport Way offers the opportunity to step directly into the Longboat Key lifestyle without the time, expense or inconvenience of undertaking a major renovation.

732 Bayport Way, Longboat Key
$339,000
1 Beds ⋅ 1 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code
Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC system, and modern finishes throughout. Every detail has been thoughtfully considered to deliver effortless island living. The building offers convenient elevator access, plus a wealth of amenities designed for relaxation and recreation. This vibrant community stretches from beach to bay, granting you deeded beach access and a rooftop deck where unforgettable sunsets await. Cool off in the heated pool, unwind at the tiki bar, or gather with neighbors in the clubhouse. Outdoor enthusiasts will love the kayak and canoe launch, while boat slips are available first-come, first-serve for $700/year. Additional perks include a fitness center, laundry facility, bike storage, storage locker, wood shop, and on-site management. Condo fees thoughtfully cover TV, internet, and water for added peace of mind. Beyond your doorstep, indulge in the best of the region. Savor waterfront dining at Dry Dock Waterfront Grill, shop at nearby Publix, or explore the boutiques of St. Armands Circle. Anna Maria Island's charm is just a short drive away. Discover your slice of paradise—schedule your private showing today and embrace the Longboat Key lifestyle.

3804 Gulf Of Mexico Drive Unit B204, Longboat Key
$649,000
1 Beds ⋅ 2 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code
Here is a rare opportunity to own a walk-out, gulf-front beach condo on Longboat Key. Tucked just behind a beach-grass dune and set on a grassy knoll, this one-bedroom residence is ideally positioned to capture refreshing sea breezes and spectacular sunset views. The natural topography also helps protect the building from heavy weather and water intrusion. Remodeled Interior and Modern Upgrades: Completely remodeled, this unique one-bedroom condo now features a desirable two-bathroom floor plan. The newly designed open kitchen includes premium appliances, upgraded stone countertops, and new cabinetry, creating a bright and functional space for everyday living and entertaining. Updates continue throughout the residence, including hurricane-impact sliding doors, a new front window, and beautifully modernized bathrooms. The condo is being sold turn-key, with everything included for a seamless move-in experience. Inside, the open, light-filled layout maximizes both space and natural beauty. Large glass sliders connect the living area to the outdoors, filling the kitchen and main living space with sunlight while blending coastal charm with modern functionality. The bedroom and bathrooms are thoughtfully designed to provide comfortable, serene retreats. Private Outdoor Living: The distinctive ground-floor Whitney Beach Gulfside floor plan offers two inviting outdoor spaces: a front privacy-fenced enclosed patio, ideal for alfresco dining or beachfront gardening, and a rear open patio perfect for relaxing. Whether you are enjoying morning coffee or an evening cocktail, the gentle sea breeze creates a peaceful setting for unwinding. Resort-Style Community Amenities: Whitney Beach offers a range of well-maintained amenities designed to enhance the coastal lifestyle, including: Sparkling community pool , Tennis courts and shuffleboard, Beach chairs for relaxed days by the Gulf, Boat slips available, Tranquil bayou pavilion for water enthusiasts. Unmatched Longboat Key Location: Located on the quiet northern end of Longboat Key, Whitney Beach places you close to excellent restaurants, shops, and everyday conveniences. Enjoy easy access by foot, bike, or car, with St. Armands Circle just a short drive away. Flexible Living and Investment Potential. This condo combines a highly desirable gulf-front location with the privacy, comfort, and ease of a casual beachfront lifestyle. It is well suited for year-round living, a seasonal retreat, or a smart investment opportunity. With one-month minimum rentals allowed up to 12 times per year, the property offers strong rental flexibility. As an added bonus, the community features two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, helping provide a no-surprises ownership experience. Discover Longboat Key: Enjoy the best of Longboat Key, where luxury meets laid-back coastal charm. Schedule your private tour today.

6701 Gulf Of Mexico Drive Unit 332, Longboat Key
$949,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a serene environment. Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to strategically placed additional windows featured in corner/end units of this community. The subtle elegance of the interior is complemented by sleek flooring that enhances the flow from room to room. The kitchen is a true highlight, featuring quality cabinetry, elegant quartz counters, and modern stainless-steel appliances, which allow a harmonious flow, delivering both functionality and sophistication. The open-concept layout continues through the dining and living areas, combining a blend of textures and stylish finishes to cohesively create an environment of relaxed elegance. An abundance of natural light floods this space through large retractable sliding glass doors, which provide the option of extending the outdoors in. A private outdoor patio showcases a beautiful backdrop of lush tropical landscaping, adding to the property’s overall appeal. The bedrooms within the property are thoughtfully designed, each offering generous space and natural light. The primary suite offers a restful retreat, complete with an ensuite bathroom featuring modern fixtures and thoughtful design, ensuring comfort and privacy. This property will continue to amaze, as beauty extends beyond its walls into an amenity-rich community of 27 acres of picturesque tropical landscaping. This gulf-to-bay community offers an active island lifestyle with 4 Har-Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court, and amazing nature trails. A distinct advantage and unique selling point of this property is its proximity to a private, deeded beach. This property offers future owners not just exclusive beach access, but a revitalizing retreat amidst the hustle and bustle of life—truly a valuable benefit that amplifies the charm of this residence. Close to local amenities yet precisely positioned to offer privacy and quietude, this property represents an excellent opportunity for discerning buyers. Experience the best of coastal living in this beautiful home, where modern comfort meets natural beauty. Welcome home!

806 Bayport Way Unit 806, Longboat Key
$6,295,000
4 Beds ⋅ 5 Baths ⋅ Hideaway Bay Subdivision SubDv. ⋅ 34228 Zip Code
Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. WHERE COASTAL LUXURY LIVING MEETS THE BAY! This exquisite four-bedroom, five-bath Key West-inspired residence, crafted by acclaimed builder John Cannon, seamlessly blends indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views. Enjoy the vibrant hues of sunrise and sunset over tranquil waters, with palm fronds swaying in the coastal breeze. With a newly renovated private forty-foot-deep water dock and boat lift, Maison d’Azur is a haven for boat enthusiasts and nature lovers. Spend afternoons in the saltwater pool and evenings on the loggia as the Belt of Venus rises over Sarasota Bay. Enjoy dining from your custom outdoor kitchen, surrounded by lush tropical landscaping. Step inside to experience luxury and meticulous craftsmanship, with a grand foyer featuring soaring ceilings and custom pillars. The open floor plan connects a chef’s kitchen, equipped with Sub Zero, Miele, Fisher and Paykel, and Wolf appliances, to a spacious family room with built in cabinetry, creating an inviting atmosphere for entertaining. Archways lead to elegantly decorated formal dining and living rooms. Ascend the private elevator to the second floor, where a great room with a custom entertainment center awaits, along with a study perfect for savoring a cognac on the captain’s porch. The expansive second floor offers a loggia and bedrooms with stunning panoramic views of the pool and Sarasota Bay. Maison d’Azur embodies exquisite taste and timeless beauty. With imported materials and innovative technology throughout, every detail has been curated for an elegant experience. This residence is sold fully furnished, with pieces selected to enhance each room’s design and ambiance. Hideaway Bay is located on Longboat Key, an eleven-mile island off the coast of Sarasota. This enclave of only seventeen estates is steps away from the deeded beach and boasts two private tennis courts. Residents enjoy easy access to premier country clubs, golf courses, waterfront activities, dining options, and upscale shopping. Experience coastal living where every day feels like a vacation amidst the beauty and tranquility of the Gulf Coast. This property sustained no damage from the storms/hurricanes of last year. It boasts an elevation of 10.5’, ensuring you stay high and dry.

757 Hideaway Bay Drive, Longboat Key
$699,000
2 Beds ⋅ 3 Baths ⋅ Northgate Of Longboat Key SubDv. ⋅ 34228 Zip Code
This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half baths plus a bonus ground floor air conditioned room and a workshop. Take the steps up to your first living level and enjoy a galley kitchen open to the large great room with sliders to one of 2 outdoor balconies above the ground level, poolside covered porch. On this level is also a half bath. Take the steps up to the second level and the views become even more astounding through the sliders from the Primary ensuite bedroom! Here you will also find the 2nd bedroom and the second bath. Besides the sparkling waterside pool, this small and friendly community has 3 small docks available that allow for easy water access with your kayak, paddleboard or small boat. And don’t forget it has its own clay tennis court as well. One of the nicest and widest beaches on Longboat Key is located just down the street and it wraps all the way around Greer island where you can stand and admire your condo across the waterway from your walk! Multiple restaurants and shopping destinations are within a bike ride or short walk away and the cultural epicenter of downtown Sarasota and Bradenton are just off island when you choose to leave. This may well be the laid-back island life style you are searching for.

490 N Shore Road Unit 6, Longboat Key
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