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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

415

# of Listings

2

Avg # of Bedrooms

$1,125

Avg. $ / Sq.Ft.

$2,037,707

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

415 Properties Found. Page 3 of 28.

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.

LONGBOAT KEY

1630 HARBOR CAY LANE

None Beds

None Baths

0.37 acres

$5,595,000

MLS#: A4657747

A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.

LONGBOAT KEY

7147 LA LENAIRE DRIVE

5 Beds

5 Baths

3,503 Sq.Ft.

$5,495,000

MLS#: TB8448347

Price reduced

This exquisite home is sure to exceed expectations! This exceptional 4 bed/5 bath canal-front estate is located in coveted Country Club Shores, where chic architecture, thoughtful craftsmanship, and effortless coastal luxury converge. Designed by DSDG architects to maximize the contemporary sightlines and southern exposure, this Voight built custom residence offers a spectacular open floor plan and is positioned just three lots from the open waters of Sarasota Bay. This extraordinary residence is better-than-new with a recently installed metal roof, AC systems, and whole home generator and has been impeccably maintained. The home has been built to effortlessly withstand the Florida coastal environment while maintaining its magnificent beauty and clean lines. Boaters will appreciate the Trex dock equipped with a 20,000-lb boat lift, kayak and paddleboard racks, and convenient launch deck - providing quick, easy access to bay and Gulf waters. Inside, the home is both stunning and impressive with exquisite finishings and custom millwork. The first-floor owner’s suite is a luxurious retreat highlighted by soaring triple-coffered tray ceilings, tranquil views, and private pool access for a midnight swim. The spa-like bathroom is pure luxury. The chef’s kitchen is a true showpiece, featuring Viking appliances, a Sub-Zero Pro refrigerator, a walk-in pantry, expansive countertops, and a dramatic 14-foot quartz island perfect for large gatherings. The integrated dining area is framed by an aquarium window which emphasizes the tranquil water views. The family room is a natural extension of the kitchen and provides a generous area with direct access to the lanai, grille and dining areas and is perfect for enjoying movies, or just gathering with friends and family. The great room is spacious with large archways, gas fireplace, custom built-in shelving, and coffered shiplap ceilings which add to the drama of this cozy but elegant space. A wall of windows provides access to the covered lanai area and expands the feeling of openness highlighting the pool, sparkling spa, and water views. The second floor has been completely reimagined to elevate both style and function, offering three private guest suites, a versatile and spacious Florida room, wet bar, and a 300+ bottle state-of-the-art walk-in wine cellar. The enclosed upper lanai enhances ambiance and panoramic views. The Florida room provides a flexible space for enjoying sporting events or wine tastings, and includes a full bath for convenience. The 3 bedrooms on the second level are generous in size and 2 of the 3 include ensuite baths. Outdoor living is equally exceptional. The lanai with a Cypress-clad ceiling includes a new grill and dining area and pool bath, which steps down to the saltwater pool, spa, and sun deck - an ideal setting for entertaining or enjoying sunshine year-round. Additional features include a two-car garage with generous overhead storage, a rear enclosed storage compartment, and an electric vehicle charger. There is ample vertical height in the garage to add a car lift as an option. Residents of Country Club Shores enjoy private deeded beach access to the Gulf of Mexico, with optional golf and tennis memberships available at the nearby Resort at the Longboat Key Club. This is waterfront living at its finest - refined, relaxed, and designed to be enjoyed. A must-see property to fully appreciate the exceptional lifestyle, upgrades, and craftsmanship throughout.

LONGBOAT KEY

548 HORNBLOWER LANE

4 Beds

4 Baths

3,976 Sq.Ft.

$5,455,000

MLS#: A4668463

Price reduced

A Rare Opportunity to Own an Exquisite Bayfront Property on Longboat Key!
Discover an extraordinary chance to build the waterfront estate of your dreams on this sprawling estate-sized property located in the exclusive enclave of Bayou Hammock. Boasting an impressive 200 feet of direct bayfront access, this prime location offers unobstructed, forever views across the bay to the Intracoastal Waterway.
Immerse yourself in the natural beauty of the surroundings, where panoramic vistas of sparkling water are complemented by the serene sights and sounds of graceful seabirds, playful sea life, and gentle bay breezes. This private, secluded setting provides a rare blend of tranquility and prestige, making it the perfect canvas for a magnificent custom estate.
Whether you envision a grand waterfront mansion, lush tropical landscaping, or a private dock to fully embrace the boating lifestyle, this property offers endless possibilities. Don't miss this once-in-a-lifetime opportunity to secure one of Longboat Key’s most coveted bayfront addresses.
For those who value privacy, elegance, and breathtaking waterfront views, this property represents an unparalleled offering. Walking distance to the beach and many fine restaurants and shopping.

LONGBOAT KEY

6516 BAYOU HAMMOCK ROAD

None Beds

None Baths

0.78 acres

$5,400,000

MLS#: A4632347

Under Construction. Poised along one of Longboat Key’s most coveted stretches, this new semi-custom estate by Mason Martin Builders delivers sophisticated coastal living with rare peace of mind. Each level is designed to capture sweeping Gulf views without the exposure of direct beachfront placement, creating a residence that feels both refined and protected. It is your private sanctuary by the sea.

Currently under construction and scheduled for completion in 2026, this architectural showcase spans approximately 10,300 total square feet with 4,900 square feet under air. Mason Martin’s craftsmanship is evident throughout, with modern tropical lines, exotic landscaping, and refined stonework that blend seamlessly into the surroundings.

Inside, the home is curated for luxury living and effortless entertaining. The main floor features a chef’s kitchen anchored by natural gas and equipped with high-end Wolf and Sub-Zero appliances. An oversized island, full butler’s pantry, and adjoining bar flow into the spacious living and dining areas. Floor-to-ceiling glass opens to generous terraces overlooking the lap pool, creating a beautiful blend of indoor and outdoor living. An elevator services all living levels.

The residence offers five bedrooms, five full bathrooms, and a powder room. The primary suite is a serene retreat with a private bar, a Gulf-facing terrace, and a spa-inspired bath. Guest suites provide their own refined comforts, and two full laundry rooms on separate floors enhance everyday convenience.

The ground level includes a four-car garage and a large flex space envisioned as a wellness sanctuary. Plumbing and power are prepared for a cold plunge, sauna, and gym. Outdoors, the property lives like a private resort with a long lap pool framed by shaded lounging areas, outdoor dining space, and lush privacy plantings. The one thousand square foot rooftop deck serves as the pinnacle of the home with an outdoor kitchen and panoramic sunset views over the Gulf.

Construction details further elevate this residence with extensive use of Ipe hardwood providing warmth, longevity, and natural resilience. Every detail has been planned to create a home of lasting beauty, modern comfort, and architectural significance. This is a rare opportunity to secure a semi-custom Gulf-view estate on Longboat Key before it becomes the next headline sale.

LONGBOAT KEY

2944 GULF OF MEXICO DRIVE

5 Beds

5 Baths

4,826 Sq.Ft.

$5,299,000

MLS#: A4672670

Longboat Key Waterfront Estate with Rare Beach and Boating Access. Designed by Stofft Cooney Architects and built in 2022 by Perrone Construction, one of the Gulf Coast’s premier luxury builders, this stunning coastal residence is a rare offering that blends modern design, structural integrity, and an exceptional location. Positioned on the desirable northern end of Longboat Key, the home offers a lifestyle few can match, with both deeded beach access directly across the street and canal frontage in the backyard. Where most homes require a choice between Gulf or Bay, this property offers the best of both. Step inside to discover a layout designed for both comfort and sophistication. The main level features a serene primary suite with a spa-inspired bathroom, a seated vanity, and a custom walk-in closet. A thoughtfully planned home office includes a custom built-in desk with dual workstations, offering dedicated space for both homeowners. The open-concept living area flows effortlessly into the designer kitchen, outfitted with quartz counters, Thermador appliances, a paneled refrigerator and freezer, wine fridge, and ice maker. A hidden walk-in pantry provides additional prep space and ample storage. Upstairs, a central family lounge connects three en-suite bedrooms, two with tranquil canal views where manatees are often spotted lingering at the water’s surface. The upper level is easily accessed by both a residential elevator and a beautifully crafted staircase with integrated storage. Every room has been carefully curated to reflect the home’s effortless luxury. For buyers seeking a fully realized, move-in-ready experience, furnishings can be negotiated separately. Outdoor living is elevated with a heated saltwater pool and spa, expansive lounging and dining terraces, and a fully equipped summer kitchen featuring stone counters, a Lynx grill, and built-in refrigeration, all protected by push-button retractable hurricane shutters. A dedicated pool bath adds convenience and keeps wet feet out of the house. The private dock includes a 16,000-pound boat lift, a 4,500-pound kayak or jet ski lift, plus additional space to dock a larger vessel in the water. The dock is fully outfitted with shore power, running water, integrated lighting, and a fish-cleaning station, ready for both adventure and convenience. Built high and dry, the home remained fully protected during recent storms, a true reflection of the enduring quality behind its construction. Combining beauty, function, and peace of mind, this is a rare opportunity to enjoy the very best of Longboat Key living, free from compromise.

LONGBOAT KEY

5840 GULF OF MEXICO DRIVE

4 Beds

4 Baths

4,145 Sq.Ft.

$5,280,000

MLS#: A4670094

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!

LONGBOAT KEY

585 GUNWALE LANE

3 Beds

3 Baths

4,733 Sq.Ft.

$5,225,000

MLS#: A4657691

#A4661312

LONGBOAT KEY

569 BAYVIEW DRIVE

4 Beds

4 Baths

4,106 Sq.Ft.

$5,049,000

MLS#: A4661312

New on site 4 days ago

Where every day unfolds like a private Gulf Coast retreat.

Set directly along the shimmering waters of the Gulf of Mexico, this refined 3-bedroom, 3½-bath residence at La Firenza offers an elevated expression of coastal living on Longboat Key. Encompassing approximately 3,582 square feet, the home pairs timeless elegance with a gracious, livable scale—designed to celebrate light, views, and an effortless indoor-outdoor lifestyle framed by unforgettable sunsets.

A private elevator opens to a formal foyer that immediately sets the tone, with paneled walls, mirrored accents, and classic detailing that transitions seamlessly into the main living areas. The layout unfolds into expansive living and dining spaces defined by soaring tray ceilings, custom millwork, and a coastal aesthetic. Walls of glass along the Gulf-facing side of the residence, drawing the horizon into nearly every principal room and creating a constant connection to the water. Multiple seating areas allow for both intimate moments and elegant entertaining, all oriented toward the terraces and the ever-changing Gulf beyond.

The primary suite is a tranquil sanctuary positioned to maximize sunset views, offering generous proportions, layered ceiling details, and direct access to the terrace. Guest suites are thoughtfully placed to provide privacy and comfort, each with well-appointed en-suite baths. Throughout the residence, finishes reflect a classic, refined style—stone flooring, bespoke cabinetry, architectural ceilings, and carefully curated lighting—creating a home that feels both polished and inviting.

Outdoor living is an essential extension of the interior, with a spacious terrace ideal for dining, lounging, and sunset gatherings, complete with a summer kitchen overlooking the beach. Residents of La Firenza enjoy a boutique, gated setting with private beach access, a heated beachfront pool and spa, fitness facilities, and secure garage parking. Ideally located near the dining, shopping, and cultural offerings of Longboat Key and St. Armands Circle, this exceptional residence offers a rare opportunity to experience beachfront living defined by elegance, privacy, and enduring coastal beauty.

LONGBOAT KEY

4127 Gulf of Mexico Drive GULF OF MEXICO DRIVE N-101

3 Beds

3 Baths

3,582 Sq.Ft.

$4,990,000

MLS#: A4676599

#A4657152

LONGBOAT KEY

670 OLD COMPASS ROAD

5 Beds

5 Baths

4,022 Sq.Ft.

$4,925,000

MLS#: A4657152

Price reduced

New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 4-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa, and an elevated foundation at 9.5 feet for added peace of mind.
Boaters will enjoy concrete canal bulkhead with quick access to the Gulf of Mexico, perfect for endless days on the water. Inside, the home features engineered hardwood flooring, sleek quartz countertops throughout, a large walk-in pantry, and the convenience of dual laundry rooms.
Set in a tranquil, private location just minutes from Longboat Key’s renowned beaches, golf courses, and upscale dining, this home is a rare gem. Don’t miss your opportunity to own a waterfront retreat in one of Florida’s most sought-after coastal communities.

LONGBOAT KEY

530 DE NARVAEZ DRIVE

4 Beds

4 Baths

4,106 Sq.Ft.

$4,895,000

MLS#: A4669195

Bay Isles Harbor, Longboat Key - Stunning 4BR/5.5BA, 5,080 SF waterfront home in the Bay Isles Harbor Area. Architecturally stunning Contemporary residence featuring a rare three-pod circular design connected by unique corridors. This one-of-a-kind home offers exceptional privacy, abundant natural light, and seamless indoor–outdoor living. The primary living pod showcases a soaring wood-paneled ceiling, floor-to-ceiling windows, and an open great room ideal for entertaining. A semi-circular primary suite includes a spa-inspired bath with dual showers, private office, lounge area, and direct access to the pool and spa. The dramatic circular kitchen pod features a curved island, two-story ceiling, skylight, radial appliance layout, and custom integrated storage. A separate bedroom pod offers two semi-circular en-suite bedrooms with walk-in closets and private outdoor patios. Above the oversized 32' x 32' three-car garage is a fully self-contained secondary primary suite with independent HVAC, Murphy beds, expansive living area, and luxury bath with steam shower and spa amenities. Designed as both a sculptural masterpiece and a livable luxury retreat. Extra large 3 car garage 32' x 32'8". Enjoy a private dock on protected deep sailboat water with a 12,000 lb. lift. Bay Isles residents enjoy gated security and access to the exclusive Bay Isles Beach Club on the Gulf of Mexico.

LONGBOAT KEY

510 HARBOR GATE WAY

4 Beds

5 Baths

5,080 Sq.Ft.

$4,895,000

MLS#: A4671696

Experience unparalleled luxury in this beautifully updated 3-bedroom condo at the highly coveted L’Ambiance condominium behind the exclusive gates of the Longboat Key Club. This seventh floor sabal floorplan offers sweeping views of the Gulf of Mexico, the Bay and downtown Sarasota. The exceptional renovation was a collaboration between interior designer Chris Sloan and Markley Construction, known for their expertise in high end renovations at L’Ambiance. Fresh paint and designer wall treatments, white oak floors, and stunning new lighting enhance this flowing floor plan, where natural light cascades over spacious rooms designed for gorgeous entertaining and everyday moments. The kitchen has been reimagined to enhance functionality and opened to capture gorgeous views, creating a bright and airy floorplan with ample countertop space. A defining focal point, the dreamy white kitchen features Wolf and Sub-Zero appliances, quartzite countertops, white oak accents and plentiful storage. A stunning wet bar with a Sub-Zero wine fridge and refrigerator drawers provides a seamless connection from the kitchen to the great room. Included in this renovation was the transformation of the den/office into a third usable bedroom, with pocket doors for privacy. This is a rarely seen feature in L'Ambiance and is perfect for out of town guests. The bathrooms have been completely renovated with the latest design trends, and the primary bath offers a luxurious spa-like retreat with a separate makeup vanity. No detail has been overlooked: solid core doors, new baseboards, fresh paint, custom white oak beams, electric window treatments, upgraded hardware and impact rated windows and sliding glass doors through Mullets have been installed. Step outside and prepare to be captivated by the breathtaking views that surround you. Enjoy both sunrise and sunset from your expansive balconies—one offering panoramic views of the downtown skyline and sparkling Bay, and the other providing a front-row seat to the mesmerizing Gulf sunsets. Whether you’re relaxing on your terrace or watching the lights of downtown illuminate the evening sky, this residence delivers a front-row view of the best of Longboat Key. L’Ambiance residents enjoy luxury amenities such as 24-hour security, a 240' lap pool and patio, hot tub that is just steps to the sparkling Gulf waters. There are also 2 well maintained Har-Tru tennis courts. Building amenities include a full time manager and staff with concierge services, fitness center, clubhouse with catering kitchen, individual wine lockers, library, game room and 3 guest suites, storage, and a secured garage parking, surrounded by lush landscaping and walkways. Two parking spots are included with this condo with one of the spots being conveniently located right by the elevator. Furnishings may be available with separate agreement.

LONGBOAT KEY

435 L AMBIANCE DRIVE J703

3 Beds

2 Baths

2,820 Sq.Ft.

$4,795,000

MLS#: A4667475

#A4673592

LONGBOAT KEY

610 YARDARM LANE

4 Beds

4 Baths

4,138 Sq.Ft.

$4,700,000

MLS#: A4673592

Price reduced

Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The expansive terrace is ideal for entertaining, featuring a built-in gas grill and outdoor cooking space overlooking the beach and lush grounds. The kitchen is both stylish and functional, featuring a center island, white cabinetry, and pristine white stone countertops. High-end appliances, including a natural gas cooktop, enhance the space, while a bold blue tile backsplash adds a striking contrast. The adjacent eat-in area, with Gulf views and a built-in desk, enhances both charm and practicality. The primary suite offers terrace access and a spa-like bath with a soaking tub, dual vanities, a makeup area, and a glass-enclosed shower. Two guest suites each include en-suite baths and scenic views. A large office provides flexibility and could easily convert into a fourth bedroom. Additional features include an in-residence laundry room and 2 car garage. Set on nearly six acres of pristine beachfront, En Provence blends elegance and convenience with a clubhouse, resort-style pool and spa, fitness center, and 24-hour guard gate. For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa.

LONGBOAT KEY

2161 GULF OF MEXICO DRIVE 3

3 Beds

3 Baths

3,800 Sq.Ft.

$4,695,000

MLS#: A4643048

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