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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
414
# of Listings
2
Avg # of Bedrooms
$791
Avg. $ / Sq.Ft.
$1,312,840
Med. List Price

Browse Long Boat Key Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

20 Properties Found. Page 2 of 2.

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

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

A rare opportunity to own the crown jewel of Florida’s west coast. Tucked away on the private, 38-acre island of Jewfish Key, this extraordinary 1.35-acre estate boasts its own secluded beach and endless views of sparkling aqua waters. Accessible only by boat, this Polynesian-inspired sanctuary offers complete privacy, surrounded by lush tropical vegetation and elevated 18 feet above sea level for peace of mind and panoramic vistas. Designed with a harmonious blend of natural materials and airy, open spaces, the property features raised walkways connecting multiple pavilions. The main residence includes four bedrooms and four-and-a-half baths, while a separate guest suite adds a fifth bedroom and full bath. The newly renovated kitchen is a showcase of modern elegance, with crisp white cabinetry, sleek quartz countertops, and a generous center island—perfect for casual dining and entertaining—flowing seamlessly into the sunlit living area through expansive sliding glass doors. The primary suite is a private haven, complete with a sitting area, bar, wine fridge, and breathtaking views of Sarasota Bay. Its spa-inspired bath offers a soaking tub, walk-in shower, and a serene, light-filled ambiance. Multiple screened porches and wraparound decks invite you to relax in the island breeze. Outdoors, enjoy a brand-new pool and spa with a sun shelf, a spacious sundeck overlooking the iconic Jewfish Key Sandbar, and a private dock with a jet ski lift for effortless access to fishing, kayaking, snorkeling, or simply exploring the surrounding waterways. Longboat Key and Anna Maria Island are just minutes away by boat, offering world-class dining, shopping, and entertainment. Whether as a luxurious personal retreat or an exceptional investment, this one-of-a-kind property delivers the very best of island living—where adventure, seclusion, and natural beauty converge in perfect harmony.
#A4613404

LONGBOAT KEY

7147 LA LENAIRE DRIVE

5 Beds

5 Baths

8,170 Sq.Ft.

$5,250,000

MLS#: A4613404

Under Construction. New Construction. Experience the pinnacle of waterfront luxury with this brand-new construction home in the heart of Longboat Key competitively priced and ready for its next owner. Situated on a private canal, this 4-bedroom plus den, 4,106 sqft residence offers the perfect blend of modern elegance and coastal charm. Designed for seamless indoor-outdoor living, the home features two lanais, a private pool with a spa, and an elevated foundation at 9.5 feet. Boating enthusiasts will appreciate the 10,000-lb boat dock and quick access to the Gulf of Mexico for endless days on the water. Inside, enjoy engineered hardwood flooring throughout, quartz countertops in every space, and a large walk-in pantry. The thoughtfully designed layout includes two laundry rooms for added convenience. Nestled in a quiet, private setting, yet just minutes from Longboat Key’s pristine beaches, golf courses, and fine dining, this home is a rare find. Don’t miss the chance to own a waterfront masterpiece in one of Florida’s most desirable locations.
#A4661312

LONGBOAT KEY

569 BAYVIEW DRIVE

4 Beds

4 Baths

5,282 Sq.Ft.

$5,199,950

MLS#: A4661312

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