One of the most popular communities provided by {{page_data.agentName}}

Long Boat Key

One of the most popular communities provided by Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.
One of the most popular communities provided by Michael Graf
492
# of Listings
2
Avg # of Bedrooms
$953
Avg. $ / Sq.Ft.
$1,705,074
Med. List Price

Browse Long Boat Key Real Estate Listings

35 Properties Found. Page 3 of 3.

Rarely available Bay Isles Harbor bayfront lot. Enjoy incredible sweeping Sarasota Bay views in the prestigious Harbor section of Bay Isles. The property is at the end of a cul-de-sac on an oversized 16,000-square-foot lot with 150 feet of canal frontage overlooking Sarasota Bay. This is an incredible opportunity to build your dream residence on an extraordinary Bay Isles Harbor Lot with panoramic Sarasota Bay views. Owners enjoy the private Bay Isles lifestyle behind the gates, with access to the Bay Isles Beach Club and Longboat Key Club's Harbourside Golf Course, Tennis Gardens and other amenities available to club members. Architect renderings available.
#A4657747

LONGBOAT KEY

1630 HARBOR CAY LANE

None Beds

None Baths

0.37 acres

$5,595,000

MLS#: A4657747

From that very first moment you enter En Provence on Longboat Key, you realize you've entered a special and exclusive place. Private location on the Shimmering Gulf waters. Exquisitely taking advantage of all the views from almost every room and angle, but yet a level of comfort to just relax and take a breath. Stunning evening sunsets creating the backdrop in this direct Gulf-front, 3BR/3BA residence with private 2+ car air-conditioned garage. The ground level lobby entrance leads you to the private elevator. Exiting the elevator to your entry foyer, with its 11’ ceilings is when the true experience begins. The honed travertine marble floors lead you to the main foyer, where your potential new and rewarding lifestyle begins. This en Provence floor plan has the entire gulf front portion of your home open to the gulf waters. This area encompasses the grand saloon, dining room, kitchen and family room.  The kitchen boasts a center island with  warming drawers, abundance of drawers and cabinets in the Neff cabinetry, granite countertops, top-of-the-line Sub-Zero & Dacor appliances and a butler’s pantry. Meandering through these common areas you're drawn to the abundance of windows and glass. Through the sliding glass doors you enter the expansive terrace, which has a fully equipped summer kitchen with gas stove for your grilling enjoyment. The primary bedroom is entered through stately double-doors for the owner's ultimate escape. Of course, water views and an entrance to the terrace are also available. The primary bathroom has been completely renovated to a standard that only the photographs or a private viewing can describe. Every space is another adventure that must be visited to understand the exclusivity of this offering. Located in this intimate community of just 21 residences, En Provence provides the ultimate in beachfront living on Longboat Key, with its gorgeous pool and spa area, guard gate, community entertaining area with catering kitchen, fitness room and security monitored grounds.
#A4640254

LONGBOAT KEY

2141 GULF OF MEXICO DR UNIT 4

3 Beds

3 Baths

4,200 Sq.Ft.

$5,500,000

MLS#: A4640254

Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the backyard, the location couldn’t be more ideal.
Inside, the home features beautiful hardwood floors throughout, soaring ceilings including twelve-foot heights in select rooms and a thoughtfully designed floor plan with three bedrooms, an office, a game room, fitness room, and a sitting area. The layout easily allows for conversion to five bedrooms if needed. Off the chef’s kitchen, custom wood beams add warmth and character, while the great room centers around a stunning fireplace, creating a space that feels both luxurious and inviting.
The kitchen is equipped with a full Thermador appliance package, high-end cabinetry, and expansive countertops perfect for entertaining or everyday living. The primary suite is a true retreat, offering two oversized walk-in closets and a luxurious his-and-her bathroom setup with dual vanities and a soaking tub.
Step outside to your private resort-style escape, complete with a gorgeous pool, elevated spa, and fully outfitted outdoor kitchen. The oversized four-car garage has high ceilings and is ready for multiple car lifts, ideal for car enthusiasts or extra storage.
Built to the latest codes and engineered for peace of mind, this home is just minutes from the Longboat Key Club, Anna Maria Island, and St. Armands Circle. Surrounded by nature, you’ll enjoy watching dolphins, manatees, and native birds right from your backyard.
This is Florida living elevated, effortless, and ready for you.
#A4657152

LONGBOAT KEY

670 OLD COMPASS ROAD

5 Beds

5 Baths

5,792 Sq.Ft.

$5,495,000

MLS#: A4657152

Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of Mexico. On the bay side, Ghost Island sandbar emerges at low tide, creating a natural haven that attracts abundant wildlife and offers fantastic shelling. It also serves as a natural barrier, providing protection during storms. On the Gulf side, deeded access to an exclusive community beach is just a half-mile away. Whether you’re heading out for a day on the water or popping over to St. Armands Circle for dinner and shopping, this home puts you in the center of it all. The residence spans 4,733 square feet and includes three bedrooms and three-and-a-half baths. A soaring 20-foot ceiling defines the living room, where wall-to-wall built-ins create a refined focal point. The dining room opens to a remodeled kitchen outfitted with Graber wood cabinetry and professional-grade Frigidaire appliances. The primary bedroom is on the second floor, featuring a private bayfront balcony, dual walk-in closets, and an adjoining 270-square-foot bonus room ideal for a home office or wellness retreat. Outdoor amenities include a bayfront pool and spa for enjoying Florida sunsets. Additional highlights include impact-resistant windows and doors, and a two-car garage. For those who want to design and build their dream home, this property offers a spectacular location. Imagine a custom rooftop deck with breathtaking 360-degree views of the bay, Gulf, and downtown Sarasota. This is an opportunity to create something extraordinary. This exceptional property presents a rare opportunity to park your boat in the backyard and join the privileged few who call this well-established neighborhood home. By land or by sea, welcome to your fabulous Florida lifestyle!
#A4657691

LONGBOAT KEY

585 GUNWALE LANE

3 Beds

3 Baths

6,609 Sq.Ft.

$5,425,000

MLS#: A4657691

SOPHISTICATED WATERFRONT LIVING ON SARASOTA BAY-- POSTMODERN GEM 
Experience sophisticated waterfront living in this postmodern 5,424 square foot architectural gem situated on an .834 acre lot.  Perfectly positioned on this generous and private parcel, the estate boasts 275 feet of Sarasota Bay waterfront. The split-level home is surrounded by mature tropical landscaping with Azek composite decks on each level, a shaded garden-level seating area, and a hot tub composite deck. The soaring ceilings and expansive impact windows provide abundant natural light, bringing the outside in,  and providing unobstructed views of the Bay throughout the house.  The interior provides an inviting open floor plan, along with generous private spaces. Entering the home through the large foyer, you are greeted with 180 degree Bay views, which continue as you move into the living and dining rooms. On the next level, you will find a spacious chef’s kitchen with guest seating, breakfast area, and deck, all with full views of the Bay.  A family room and private guest wing is located on this level, with 2 bedrooms each with ensuite baths. The home has two master suites, each with private decks and full Bay views.  Overall, this home provides the perfect environment for entertaining or for finding serenity and solitude with nature and abundant wildlife. 
The ground level includes a 3-car garage, a separate storage room with garage doors allowing access for a 4th car and golf cart, and a separate 900 square foot workshop and exercise space which could also be used as a game/hobby area.
Outside, enjoy the island waterfront lifestyle with an elevated 50-foot long refinished swimming pool and tile deck overlooking the newly designed and constructed (2018) Azek composite boat dock (Duncan Seawall). The deep water dock has two 4-piling boat lifts, a kayak lift, fish cleaning station, as well as a composite bench for viewing the many seasons of Sarasota Bay. 
Finally, and significantly, the property is located just blocks (5 minute walk) from one of Longboat Key’s 12 designated beach access points for early morning or sunset walks on the white sands of the Gulf. The boat dock is just a short ride by boat to the ICW and to Longboat Pass for quick access to the Gulf. In addition, the community has two private tennis courts for use by HOA members and their guests.  This community of 18 custom homes is tucked away down a mangrove-lined winding road that delivers you to one of the most secluded and serene communities on Longboat Key. 
The current owners have invested over $1 million in upgrades since 2017, too numerous to include, but available upon request.
#A4639736

LONGBOAT KEY

741 HIDEAWAY BAY DRIVE

4 Beds

4 Baths

9,158 Sq.Ft.

$5,350,000

MLS#: A4639736

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