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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

491

# of Listings

2

Avg # of Bedrooms

$948

Avg. $ / Sq.Ft.

$1,698,612

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

491 Properties Found. Page 6 of 33.

A coveted island lifestyle awaits your vision with an incredible opportunity to build your dream home on one of the largest parcels of vacant waterfront land in the historic Village of Longboat Key! This listing includes two properties: Tax ID#7833400000 and Tax ID#7829500003. Together they offer an approximate 370’ of frontage on Bishops Bayou of serene and picturesque privacy. With no fixed bridges to the Gulf of Mexico, boating, fishing and beach life are mere moments away. Imagine the possibilities and come to see this beautiful spot with your own eyes! Surveys provided information on lot sizes. Seller will only sell the two parcels together.

LONGBOAT KEY

620 JACKSON WAY

None Beds

None Baths

0.91 acres

$2,950,000

MLS#: A4640068

LONGBOAT KEY CANAL FRONT HOME WITH DEEDED BEACH EASEMENT 2 BLOCKS AWAY. This 4 BED / 3.5 BATH MODERN COASTAL RETREAT is located on a SALTWATER CANAL WITH NO NEIGHBORS ACROSS THE CANAL AND NO BRIDGES TO SARASOTA BAY. Inspired by famed local architect Mark Sultana and built by quality builder Bluewater Construction, this 2011 custom built home harmoniously blends modern design and natural beauty. The first thing you notice when you enter the GREAT ROOM are the VALULTED TOUNGE AND GROOVE CIELINGS which give the space height and texture and create that spacious OPEN CONCEPT feeling you desire. The EXQUISITE TERRAZO FLOORS are light, bright, easy to maintain, and offer a nod to Sarasota's rich design history. The GAS FIREPLACE provides a focal point and gives warmth and character to the room. The generous use of * IMPACT RESISTANT DOORS, WINDOWS, AND SLIDERS * allows light to permeate the space and connect visually to the EXPANSIVE OUTDOOR BALCONY featuring commanding views of the LARGE SALTWATER POOL & SPA, TROPICAL MANGROVE OASIS, AND DOCK BELOW. The 7,000 LB BOAT LIFT and accompanying DOCK CONVENIENTLY FEATURES WATER AND ELECTRIC SERVICE. Jump in your boat and EXPLORE SARASOTA BAY IN MINUTES or just relax and take in the tranquil setting of your own back yard. Why leave the house when it feels like you are already living at an exclusive, private, resort destination? ESPECIALLY WHEN YOU HAVE A KITCHEN LIKE THIS! The heart of the home features CAMPBELL CUSTOM WOOD SHAKER CABINETRY, STUNNING QUARTS COUNTER TOPS, JENN-AIR SIDE BY SIDE FRIDGE, WOLF OVEN AND 5 BURNER INDUCTION COOK TOP, EXTRA QUIET BOSCH DISHWASHER, SUB ZERO BEVERAGE FRIDGE, AND AN ULINE ICEMAKER SO YOU CAN CREATE THOSE PERFECT COCKTAILS WITH FRIENDS. The EXPANSIVE CENTER ISLAND is a chef's dream and the spot where everyone loves to gather. You will never run out of kitchen storage space with the LARGE WALK-IN PANTRY here. The DINING SPACE HAS INCREDIBLE VIEWS and is perfect for entertaining, intimate family dinners, or just watching the EGRETS, NIGHT HERONS, AND PELICANS fishing the canal below. THE PRIMARY BEDROOM boasts a 28' x 8' BALCONY RETREAT offering scenic views, WOOD FLOORS, AND A HUGE WALK-IN CLOSET THAT MAKES STORAGE A BREEZE . The ensuite bathroom includes dual vanity sinks, a glass-enclosed shower, and a free-standing tub, all designed to provide a spa-like experience. BEDROOMS #2 AND #3 are each oversized and located on a different floor lending to the home's quiet and private ambiance. BEDROOM #4 IS A 20' X 19' ATTACHED MOTHER IN-LAW-SUITE WITH A PRIVATE ENTRANCE complete with KITCHENETTE AND WALK-IN CLOSET that could also serve well as a STUDIO / DEN / GYM / OFFICE. NOTABLE FEATURES AND UPGRADES INCLUDE * ELEVATOR-READY SHAFT * CROWN MOLDING * LUTRON LIGHTING * PREMIUM REMOTE CONTROL SHADES * OVERSIZED GARAGE * BUILT-IN SPEAKERS * SOLID CORE DOORS. * METAL ROOF RATED TO 150 MPH * JUST PAINTED INSIDE AND OUT IN 2023 * NEW 5 TON AC 2023 * NEW PAVER DRIVEWAY AND WALKWAY 2022 * This unique property is MUCH MORE THAN A HOME. IT'S A LIFESTYLE.

LONGBOAT KEY

705 JUNGLE QUEEN WAY

4 Beds

3 Baths

4,471 Sq.Ft.

$2,950,000

MLS#: A4620988

Great opportunity to build on a private Cu-de-sac in Sleepy lagoon. There is private sandy beach access leading to the azure waters of the Gulf of Mexico. A new home at this location would have outstanding Gulf and stunning sunset views. This Cul-de-sac location is quite and peaceful and the perfect spot for a dream beach home.This location on Gulfside Road offers a unique opportunity to live on a quite loop beachside of Gulf of Mexico Drive. You will enjoy walking this beach and watching the amazing wildlife. This north Longboat location is near many outstanding restaurants and Anna Maria Island.

LONGBOAT KEY

6605 GULFSIDE ROAD

None Beds

None Baths

0.35 acres

$2,900,000

MLS#: A4646914

The Future of Luxury Living on Longboat Key! Discover this newly constructed coastal retreat that sets the standard for modern waterfront living. Located on the private north end of Longboat Key, this turnkey-furnished residence is a sanctuary of style & elegance. Soaring 16-foot driftwood ceilings create an atmosphere of warmth and grandeur, while large impact glass sliders connect you seamlessly between indoor and outdoor living. From the porcelain tiles, custom cabinetry, quartzite countertops in the kitchen to the Italian glass vanities in every bathroom, this home has been constructed with every detail in mind. Enjoy customizable Lutron lighting, automatic shades, built in surround sound system, and a Brinks alarm system with CCTV cameras to protect it all. Looking outdoors, a fire pit, outdoor grill, luxury pool & spa with a waterfall, newly installed dock & 10,000 lb boat lift await you. Built to withstand the elements, this flood-resistant home remains untouched by storms & was powered throughout the storms with it's own generator, offering peace of mind and unmatched durability. Experience the perfect fusion of luxury, privacy, and coastal charm—schedule your private tour today.

LONGBOAT KEY

600 DE NARVAEZ DRIVE

3 Beds

3 Baths

2,805 Sq.Ft.

$2,800,000

MLS#: A4645756

Welcome to paradise! This 3 bedroom floor plan offers Northwest and Southeast terraces boasting direct beach and sunset views from the great room and primary suite along with City and Bay views from the kitchen, den and guest bedroom. Floor to ceiling sliders showcase the big views at both ends and provide a bright welcoming atmosphere. The kitchen features a large center island, breakfast nook, granite counters, built-in desk, abundant cabinet space and all the conveniences to create memorable meals. Retreat to the primary suite where owners are pampered with terrace access, sunset views over the water, a walk-in closet and a spacious primary bath with separate shower, garden tub, dual vanities and water closet. Visitors will be comfortable staying in the ensuite guest bedroom that shares the Southeast terrace with the kitchen and 3rd bedroom that can also be used as a den. Other highlights include a separate laundry room with sink, an under building parking space, high speed fiber optic internet access and a smartphone app for easy tenant/guest access to the gates and building. Located behind the prestigious gates of The Longboat Key Club on the desirable South end of Longboat Key, owners will enjoy being minutes from the fine dining and shopping on St. Armands Circle in addition to the close proximity to Southwest Florida’s cultural hub of downtown Sarasota. At the Sanctuary, you will be part of 18 incredible beachfront acres with trails, an Olympic sized heated pool and spa, lighted tennis courts, a fitness center, onsite management, 24-hour manned security gate and a club house with planned activities. Become a member of the Longboat Key Club and partake in the superior golf courses, 6 private restaurants, spa and wellness center and other AAA four-diamond beach resort offerings. Roof replaced in 2023, Elevators modernized in 2022, drainpipes re-lined in 2024 and pool decking replaced in 2024. Building passed the Milestone Structural Integrity Inspection.

LONGBOAT KEY

535 SANCTUARY DRIVE A602

3 Beds

2 Baths

3,180 Sq.Ft.

$2,749,900

MLS#: A4647105

Welcome to Harbour Court, a secluded haven nestled within a private enclave of just 18 distinguished residences, behind the gates in Bay Isles. Set amidst lush tropical gardens, the home boasts direct Bayfront views and private sailboat water access right outside your door. Whether you're setting sail from your personal dock or enjoying the community’s resort-style amenities—like the serene pool, tennis courts, or the exclusive gated access to the Bay Isles Beach Club—you’ll find every moment here effortlessly elevated. Inside, discover a beautifully updated two-story home filled with light, style, and thoughtful design. The open split-plan layout offers ideal privacy: the spacious primary suite is conveniently located on the main level, with a second bedroom and den; while an upper-level guest suite and loft-style living quarters features enough space for working out, watching movies, and a second office area. Entertain with ease in the chef’s kitchen, where granite countertops and an impressive island, wood cabinetry, a butler’s pantry and wet bar set the stage for memorable evenings. Flow seamlessly into the dining room, which opens to a tranquil orchid atrium, perfect for moments of quiet reflection or lively conversation. Live large in the great room with high ceilings, cozy fireplace, and bay views for miles...clear to downtown Sarasota! From wood floors and soaring ceilings to designer finishes and an expansive waterfront terrace, every inch of this home reflects refined taste and timeless elegance. For those who seek both comfort and coastal sophistication, this is more than a home—it’s a lifestyle. This is your opportunity to live in a community offers a rare blend of luxury and laid-back island living, where every day feels like a retreat. Optional membership to the Longboat Key Club offers even more opportunities to indulge in the very best of island living.

LONGBOAT KEY

2282 HARBOUR COURT DRIVE

4 Beds

3 Baths

3,847 Sq.Ft.

$2,700,000

MLS#: A4650298

A gated entrance and paver driveway surrounded by lush landscaping leads to this lovely home on a wide canal that is a boater's dream. The location is a private half plus acre estate across the street from the beautiful Gulf of Mexico and beach. The exquisite double entry etched doors open to the first living level of storage and an elevator plus staircase that goes to the main level. The main living level features gorgeous wood floors, beautifully updated kitchen with granite breakfast bar that is open to the entertaining area with serene views over the wide canal waterway. All of the bedrooms have terraces. There is a caged pool and spa with an additional sunning area. This lovely canal home has been completely updated with the new gate and fence around property, major landscape work and premium sound system. The boater has direct intra coastal access. New seawall and dock installed in 2022.

LONGBOAT KEY

5930 GULF OF MEXICO DRIVE

3 Beds

2 Baths

2,570 Sq.Ft.

$2,695,000

MLS#: A4607638

Introducing an exceptional beachfront residence that defines luxury living on Longboat Key. With breathtaking gulf-front sunset views, this three-bedroom, four-bath retreat spans over 3,000 square feet under air, offering an unparalleled coastal lifestyle. Move-in ready and elegantly appointed, this residence features stunning modern light fixtures, fresh interior paint and stylish coastal furnishings. The primary suite is a private sanctuary, boasting a spacious walk-in closet, a secluded beachfront terrace and dual baths. On opposite end of the home, a deluxe en-suite guest room with a large walk-in closet awaits, along with a versatile third guest room, office or den, complete with a full bath across the hall. Designed for functionality and style, the gourmet kitchen has been renovated to open seamlessly to the great room, while allowing for breathtaking beach and gulf views. Highlights include solid wood cabinetry, stone countertops, a center island, a built-in dining table and a cozy breakfast nook overlooking the beach. The spacious great room offers endless configuration possibilities and direct access to the main balcony. A semi-private elevator provides effortless access to some of Longboat Key’s desirable amenities, including impeccable concierge service, an 18,000-square-foot clubhouse featuring a fitness center, spa, game room, library and ballroom, a heated beachfront pool and spa, fire pit courtyard, Har-Tru tennis courts and 24-hour gated security for ultimate peace of mind. Set on 16 acres of lush tropical landscaping, Water Club boasts 680 feet of private beachfront and welcomes pets. This premier beachfront community offers the best of island living including golfing, boating, unique boutiques, exceptional dining, and the arts and entertainment of downtown Sarasota just minutes away. Experience the pinnacle of coastal luxury at Water Club where every day is a celebration of Longboat Key’s beauty and serenity.

LONGBOAT KEY

1281 GULF OF MEXICO DRIVE 404

3 Beds

4 Baths

3,378 Sq.Ft.

$2,695,000

MLS#: A4637995

This exceptional 3-bedroom, 3.5-bathroom + family room residence, with 3,825 square feet of living space, is located within the gated Marina Bay community on Longboat Key, offering an ideal blend of privacy, comfort, and waterfront living. Arrive by private elevator into a welcoming foyer that opens to a spacious, light-filled layout. Wood floors and expansive glass walls frame stunning views of Sarasota Bay and the city skyline, creating a refined, relaxing atmosphere. The main living area flows seamlessly to a large wraparound terrace - perfect for entertaining or enjoying the bay. The updated kitchen features a center island, casual dining area, high-end stainless-steel appliances, and a stylish tile backsplash. Both guest bedrooms are en suite with private terrace access. The primary suite offers panoramic bay views, terrace access, dual walk-in closets, and a spa-like bath with a freestanding soaking tub, dual vanities, and a glass-enclosed shower. Additional features include 2 under-building parking spaces and a well-appointed laundry room and ample storage. Marina Bay is a gated, pet-friendly community offering exceptional amenities, including on-site management, a fitness center, library, tennis courts, pickleball and a heated resort-style pool. As part of Bay Isles, residents also enjoy membership to the Bay Isles Beach Club, a private Gulf-front retreat with gated parking, pavilions, grilling areas, restrooms, and seating to take in Longboat Key’s spectacular sunsets. Deeded beach access ensures a premier spot on the sand. For those seeking a resort-style experience, membership to the nearby Longboat Key Club is available, offering 45 holes of championship golf, world-class tennis facilities, a full-service spa and wellness center, waterfront dining, and the Longboat Key Club Moorings, with 291 deep-water slips and concierge services.

LONGBOAT KEY

2410 HARBOURSIDE DRIVE 121

3 Beds

3 Baths

4,210 Sq.Ft.

$2,695,000

MLS#: A4641064

Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Longboat Key. This exquisite residence boasts 4 bedrooms and 4.5 bathrooms across 2,788 square feet of impeccable design. Built with Italian flooring, cabinetry, and fixtures, the home exudes a timeless elegance. Enjoy the ultimate privacy and relaxation with a spacious primary bedroom, complemented by a spa-like ensuite. The primary wing extends its allure outdoors with a wrap-around balcony, offering panoramic views of the lush surroundings. The open-concept living spaces seamlessly blend style and functionality, creating an ideal environment for both entertaining and everyday living. The kitchen is a culinary masterpiece, featuring top-of-the-line appliances and sleek design, the sliding glass doors invite natural light to illuminate the interiors, enhancing the overall ambiance. Step outside to a meticulously landscaped yard, where outdoor living spaces beckon for gatherings or peaceful solitude. Enjoy the convenience of being just a short stroll from exceptional restaurants, upscale shopping, and breathtaking sunsets. Experience the sophisticated yet relaxed lifestyle that comes with being a resident of the North Village on Longboat Key.

LONGBOAT KEY

610 HIBISCUS WAY

4 Beds

4 Baths

3,654 Sq.Ft.

$2,650,000

MLS#: A4645544

#A4655347

LONGBOAT KEY

4 WINSLOW PLACE

4 Beds

3 Baths

4,234 Sq.Ft.

$2,600,000

MLS#: A4655347

This house had no flooding after major hurricanes of 2024 due to its high elevation and hurricane resistant doors and windows. Assumable loan available. Coveted lifestyle and location in Emerald Harbor on one of the widest canals on Longboat Key with direct access to Sarasota Bay with no bridges. Move in ready and fully furnished. New roof 2024, new heat pump and spa 2023 and outdoor pool/lanai lighting. 50 foot dock and 10,000 lb boatlift with 100 feet of seawalled waterfront. Dolphin and manatees are rugularly seen in canals. Meticulously maintained and beautifully landscaped. A spacious open floor plan with 3 bedrooms, 2 full baths and 1 half bath. There is a gorgeous pool and spa ready for immediate enjoyment. The split bedroom floor plan features sliding glass doors in the master suite, living room and dining room and kitchen opening into the screen enclosed lanai and pool. Renovated kitchen -quartz countertops cabinets and new appliances, new bathrooms, travertine flooring, recessed lighting and freshly painted interior. Seawall, lift and dock were installed in 2017, pool and front pavers completed in 2018. Emerald Harbor is a quaint and desirable lifestyle. It is only a 5 minute walk to beach. The HOA includes a deeded beach access path. Everything in the house conveys except some select art decor. Aerial views were taken prior to new next door construction.

LONGBOAT KEY

781 BINNACLE POINT DRIVE

3 Beds

2 Baths

2,269 Sq.Ft.

$2,585,000

MLS#: TB8372210

Experience the pinnacle of island living in this exquisite 3-bedroom, 3-bath penthouse at Villa di Lancia, a prestigious Gulf-front enclave on Longboat Key. One of only 38 residences in this gated, resort-style community, this rare offering boasts a 195 sq ft balcony with sweeping Gulf views—plus glimpses of Sarasota Bay and the downtown skyline. Meticulously maintained by the original owner and offered turnkey furnished, pride of ownership is evident throughout, and the timeless layout invites your vision for contemporary updates. The views from the main living area and primary suite are simply breathtaking, and there is a large covered portion of the balcony to provide shade if needed. The unit has a natural gas fireplace and cooktop, solid core doors, wood cabinetry and stone counters throughout, and a ceiling height of 9’ 9”. The second bedroom has a walk in closet and ensuite bathroom, plantation shutters, and expansive views across the golf course to Sarasota Bay. The third bedroom is currently used as a den, but could be easily restored to a third bedroom. It also has golf course and bay views. The kitchen is well designed with shaker style cabinetry, granite countertops, a central island with pull out drawers and a planning desk, but there is good potential to expand or reimagine as desired. Villa di Lancia residents enjoy direct beach access, lushly landscaped grounds, a staffed gatehouse, and an impressive suite of amenities: har-tru tennis courts (also striped for pickleball), a fitness center, sauna, resort-style pool, hot tub, and elegant clubhouse for social gatherings. Onsite property management, maintenance, and concierge-level services ensure carefree living. Just minutes from the world-class shopping and dining of St. Armands Circle and the vibrant arts scene of Downtown Sarasota, Villa di Lancia offers the perfect blend of privacy, luxury, and convenience. This unit has one assigned garage parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

LONGBOAT KEY

2185 GULF OF MEXICO DRIVE 243

3 Beds

3 Baths

2,965 Sq.Ft.

$2,580,000

MLS#: A4651046

One or more photo(s) has been virtually staged. Welcome to Tangerine Bay Club, the southernmost condominium on Longboat Key, where refined sophistication meets resort-style living. This exceptional direct Bayfront end residence offers panoramic views of Sarasota Bay and the feel of a single-family home. Move-in ready with a new roof, the home has been extensively updated by the previous owner, featuring elegant granite countertops in the kitchen and baths. The spacious chef’s kitchen is a standout, complete with a center island, abundant custom cabinetry with built-in spice racks, a striking range hood, and top-tier Thermador appliances, including a 6-burner natural gas cooktop. A large breakfast room just off the kitchen adds casual dining flexibility. The open living and dining areas are ideal for entertaining and include impact-rated windows and sliders, gas fireplace, and gas hookups for both a grill and water heater. Three generously sized bedrooms each feature full ensuite baths. The primary suite impresses with Bay views, private lanai access, and a 7’x10’ custom walk-in closet. The ensuite bath includes a Jacuzzi tub and large multi-head shower. The third bedroom doubles as a den, also with a walk-in closet. Design highlights include 8-ft. mahogany doors, arched doorways, high ceilings, Hunter Douglas blinds, plantation shutters, and a well-appointed laundry room. An oversized 2-car garage provides ample storage. Community amenities at Tangerine Bay Club are unmatched: a 25-meter heated pool, kayak storage, fitness center, tennis and pickleball courts, day dock, fishing pier, and on-site management. Residents also have the option to join the Bay Isles Beach Club for just $500 per year. Located in the heart of South Longboat Key, this gated community is just minutes from the upscale shops and restaurants of St. Armands Circle, as well as downtown Sarasota’s vibrant arts scene and white sand beaches. Being offered fully furnished. Please note: patio photo is virtually staged; no patio furniture is included. Tangerine Bay Club is renowned for its Mediterranean-inspired architecture, lush 10-acre tropical setting, and active social atmosphere. A truly unique coastal lifestyle.

LONGBOAT KEY

340 GULF OF MEXICO DRIVE 124

3 Beds

3 Baths

2,700 Sq.Ft.

$2,495,000

MLS#: A4648088

Welcome to The Water Club on Longboat Key, where refined Gulf-front living meets everyday comfort and effortless elegance. This ninth-floor residence delivers sweeping, unobstructed views from the Gulf of Mexico to Sarasota Bay. Spanning nearly 2,700 square feet, this three-bedroom (currently configured as two bedrooms plus den), three-bath home offers an ideal balance of indoor space and terrace access for those who crave the beach lifestyle without compromise. From the moment you step out of the private elevator lobby, you're met with clean architectural lines, serene tones, and expansive vistas through walls of floor-to-ceiling glass. The open-concept living and dining areas flow seamlessly from a granite-clad kitchen with crisp white cabinetry, custom tile backsplash, and island, creating a cohesive and functional space. The primary suite is its own private sanctuary—separated from the guest wing for ultimate privacy, it features three walk-in closets, a spa-style bath with soaking tub, glass shower, and a dedicated water closet. Step through sliding doors onto the primary’s dedicated Gulf-front terrace to soak in brilliant sunsets. Each guest bedroom includes its own terrace access and en-suite bath, ensuring comfort and privacy for visitors. The open den, located off the main living space, is ideally situated to serve as a flexible third bedroom, office, or media room. Ten-foot ceilings, crown molding, oversized tile and hardwood floors further elevate the interiors. A dedicated laundry room, wine storage, and secure, under-building parking add convenience and peace of mind. Residents at The Water Club enjoy a true resort-style living experience, with 24-hour staffed guard gate, impeccable concierge service, and a renovated beachfront clubhouse. Amenities include a social lounge, catering kitchen, state-of-the-art fitness center with spa services, four Har-Tru tennis courts, and a sprawling sun deck with heated pool and spa that overlooks the Gulf. Tucked along the pristine shoreline of Longboat Key, The Water Club offers an unmatched waterfront lifestyle with easy access to the island’s finest offerings. Enjoy nearby championship golf and marina amenities at the Longboat Key Club, explore the upscale shops and restaurants of St. Armands Circle, or take in the vibrant arts, dining, and cultural attractions of downtown Sarasota—just minutes away. Whether you're seeking a serene retreat or an active coastal lifestyle, this exceptional residence brings the best of Gulf-front living to your doorstep.

LONGBOAT KEY

1281 GULF OF MEXICO DRIVE 906

2 Beds

3 Baths

3,066 Sq.Ft.

$2,495,000

MLS#: A4648449

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