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

414

# of Listings

2

Avg # of Bedrooms

$791

Avg. $ / Sq.Ft.

$1,312,840

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

414 Properties Found. Page 5 of 28.

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.

$2,495,000

MLS#: A4641064

Experience refined coastal living in this stunning custom canal-front home, where timeless architectural elegance blends seamlessly with effortless luxury on the exclusive north end of Longboat Key. The attention to detail in this exquisitely renovated home is reflected in every thoughtfully crafted element and high-end finish, including furniture quality bespoke cabinetry, automated Lutron lighting and shade control system with remote access, standing seam metal roof, high-impact rated windows and doors throughout, low maintenance artificial turf, advanced whole house surveillance system...an endless list of luxuries.

Step inside the marble entry foyer which flows into the heart of the home where the living room, dining area and the spectacular chef’s kitchen come together framing the view out to the resort-like private backyard oasis. Walls of windows, doors, and the exquisite copula with gorgeous wood clad ceiling and motorized shades bathe the space with natural light. The magazine worthy kitchen is outfitted with furniture quality cabinetry, professional grade Wolf and dual Sub-Zero appliance suite, walk-in pantry, and a generous center island featuring wrap around seating and abundant storage. This impeccably designed space effortlessly balances form and function, making it ideal for everything from everyday dining and casual gatherings to grand-scale entertaining.

Just off the dining area, you will find the sunroom with a folding NanaWall allowing for privacy as needed; this room is truly flexible. The living room features a custom wall unit, in-ceiling speakers, and is pre-wired for surround sound enhancing the TV viewing experience. The hallway off the living room leads to the private second bedroom (can also serve as study/office), beautiful marble clad full bath, and an oversized laundry room lined with two walls of cabinets.

The first-floor primary bedroom suite boasts vaulted ceilings and a spacious walk-in closet outfitted with a custom closet organizer. The luxurious spa bathroom exudes timeless style with high end cabinetry featuring twin vanities, dual function whirlpool/air tub, oversized marble shower and a private water closet.

The grand walnut staircase with dramatic glass tile risers leads to the private self-contained second floor guest quarters featuring separate HVAC zone and water heater. The two upper bedrooms feature hand scraped hardwood floors, tray ceilings, ensuite marble baths and spacious closets with custom organizers. This floor also houses abundant storage with two large storage closets complete with built in shelving.

Outside, the coastal lifestyle unfolds in the ultra-private rear yard with mature and lush tropical landscaping, resort style saltwater pool with sun shelf and spa, four hole putting green, oversized pergola with motorized sunshade, outdoor shower, and a 53 ft dock on a deep water canal fully equipped with power, water, fish cleaning station and a 16,000+lb lift. Enjoy power boating or sailing on the Bay or Gulf with no fixed bridges to stand in the way. Just a few minutes by foot to the azure waters and white sand beaches. Ideal as a year-round residence or seasonal retreat, this incredible home captures the quintessential Longboat Key beach to bay lifestyle.

A rare opportunity not to be missed! Schedule your private showing today.

LONGBOAT KEY

725 PENFIELD STREET

4 Beds

4 Baths

2,902 Sq.Ft.

$2,475,000

MLS#: A4662514

Great opportunity to refurbish per the FEMA plan for LBK or design & build your new Dream Home with the best water views being "1" in from Sarasota Bay. Bring serious buyers who love a project !! Revel in the breathtaking Sarasota Bay views. Following a complete remediation from storm Helene this property has been professionally prepared to be a cost-effective restoration. Additionally, the seller has architectural plans for a new build which will be conveyed with the property. This charming masonry home, rich in classic appeal, features two spacious dual owner's suites, a den/3rd bedroom with sliders opening to the patio, a large great room with a wood-burning fireplace, adjoining dining room, and an open kitchen. The expansive family room is adorned with walls of windows which boasts stunning water views over the private 110 feet of canal with a 2021 seawall and composite dock, including water and a power pedestal. This property offers quick access from your new dock to the intercoastal waterway, or the Gulf of Mexico - perfect for a day of fun boating or deep-water fishing. Relish the advantages of living in south Longboat Key, with all it has to offer including a resident only private deeded beach access, and reasonable HOA dues of $100.00 annually. The award-winning Resort at Longboat Key Club is right across the street and offers 45 holes of championship golf, tennis, pickleball, a spa and fitness center, and many dining options. The Resort hotel is super convenient for your guests who want to stay right on our beautiful sugar sand beach. Start living that easy bay to beach lifestyle today!

LONGBOAT KEY

548 KETCH LANE

2 Beds

3 Baths

3,211 Sq.Ft.

$2,400,000

MLS#: A4636290

Stunning Bay Isles Estate Home: Discover the epitome of luxury living in this elegant Bay Isles estate home. With a spacious open floor plan, this residence offers a perfect blend of comfort and sophistication. Featuring three generously sized bedrooms and an expansive lanai with a recently redone heated pool and spa, this home is perfect for relaxation and entertaining. Enjoy breathtaking views of the canal from your private boat dock. Key Features: • New Tile roof, new AC, Updated Plumbing, new irrigation system, Enhanced Landscaping and recently painted exterior • Large Open Floor Plan: Ideal for modern living and entertaining. • Expansive Lanai: Recently resurfaced heated pool and spa for year-round enjoyment. • Private Boat Dock: Direct canal access for boating enthusiasts. • Wood Burning Fireplace: Cozy ambiance for cooler evenings. • Wet Bar: Perfect for hosting gatherings. • Plantation Shutters & Sliding Doors to Lanai: Enhancing natural light and accessibility. • Vaulted Ceilings & Solid Surface Counters: Adding elegance and durability to the home. • Recently Remodeled Baths: Modern and stylish updates. Additional Space: The downstairs area offers a large open non-conforming space with additional bedrooms, Kitchen , bath, and a spacious game room that leads to the outside dock—ideal for guests or entertainment. Location: Nestled within the double-gated estate neighborhood of Bay Isles, this home ensures privacy and security with a 24-hour manned guard gate. Residents enjoy deeded beach access to the exclusive Bay Isles Beach Club, just a short bike ride away. Convenience: • Easy access to TPA Tampa, SRQ Sarasota, and RSW Ft Myers airports. • Proximity to the vibrant cities of Sarasota and Bradenton. • Short drive to fine dining, stunning beaches, and world-class shopping at St. Armand’s Circle.

LONGBOAT KEY

3421 BAYOU SOUND

3 Beds

3 Baths

6,059 Sq.Ft.

$2,399,500

MLS#: A4642260

Experience all the best of what the island lifestyle can offer in picturesque Longboat Key, one of the desirable barrier islands of Sarasota. In the sought-after gated community of Bay Isles and Queens Harbour, this luxurious, tropically inspired residence offers two spacious exterior entertaining spaces. The well-designed floor plan wraps around a charming brick-paved courtyard with lush landscaping and picturesque palm trees as a backdrop for privacy and relaxation. A sparkling black-bottom pool offers a cool spot to rest, and a separate guest casita completes the courtyard. Enter the home’s grand entrance as it reveals a spacious, light-filled vestibule with a striking, curved staircase, a 20-foot ceiling, and panoramic views through an abundance of windows overlooking the spectacular Longboat Key Club golf course and lake. This exceptional residence offers a harmonious blend of luxury, comfort and timeless elegance in 4,000 square feet of living area. The exquisite interior details include grand 14-20-foot ceilings with tray and crown molding features, French doors, attractive built-ins and updated finishes throughout. A rare find, this home is ideal for multigenerational living, with two equally spacious 15-by-20-foot primary suites, with one on the first floor and the second, upstairs. Both primary suites offer walk-in closets and a luxurious spa-like bath. The upstairs suite sits adjacent to the bonus room loft, providing a TV/lounge room for guests, or children to have their space. Designed with entertaining in mind, the chef’s kitchen features Miele and Sub-Zero appliances, including a Wolf five-burner gas cooktop, ice maker and wine cooler. The beautiful quartzite countertops are backdropped by a gorgeous sea-colored glass tile backsplash and beautiful custom cabinetry. The formal living and dining rooms offer access to the second brick-paved patio that overlooks the fourth hole of the golf course and offers additional gathering spaces, a gas fire pit, and amazing lake and sunset views. Additionally, the first floor offers a spacious family room and an office with built-ins overlooking the courtyard. The secondary bedrooms offer private accommodations, walk-in closets and en-suite baths. Additional features include a new roof, new main air conditioner and tankless water heater! The Queens Harbour neighborhood is ideally behind the gates of Bay Isles and features a community heated pool. Residents enjoy a maintenance-free lifestyle and deeded access to Gulf of Mexico beaches with the Bay Isles Beach Club. The gated, private beach pavilion for residents includes barbecue, volleyball, parking, beach chair storage and restrooms. This wonderful home is available for private showings by appointment.

LONGBOAT KEY

3521 FAIR OAKS LANE

4 Beds

4 Baths

4,592 Sq.Ft.

$2,345,000

MLS#: A4651424

Enjoy Sunsets and experience direct beachfront living with stunning Gulf views on South Longboat Key in this exceptional Villa Di Lancia residence that has been updated. This 3-bedroom, 3-bath home spans 2,448 sq ft and lives like a single-family beach home. Once you walk in, the interior welcomes you with an open, sun-filled layout. You will want to spend most of your time on the spacious covered terrace, relaxing and enjoying the stunning views. The split floor plan provides privacy, with two bedrooms featuring en-suite baths, generous closets, and ample storage. The primary suite is a true retreat, overlooking the Gulf. Step outside onto the oversized covered terrace and walk down your private stairs directly to the turquoise water of the Gulf and your beachside pool and spa. Villa Di Lancia offers a range of amenities, including a clubhouse, tennis courts, pickleball, fitness center, social room, onsite management office, and EV charging station. The community is pet-friendly, allowing one pet, and includes one under-building parking space plus plenty of guest parking. Special features of this home include a semi-private elevator, custom shutters, crown molding, a walk-in pantry, and a generous laundry room. Conveniently located on the southern end of Longboat Key, close to casual and fine dining restaurants, tennis and pickleball courts, as well as essential amenities like Publix Grocery Store and CVS Drugstore. Villa Di Lancia is more than just a home—it's a lifestyle for those seeking luxury, comfort, and coastal living in one of Florida's most desirable Gulf Coast locations. Residences are rarely available here.

LONGBOAT KEY

2165 GULF OF MEXICO DRIVE 114

3 Beds

3 Baths

2,993 Sq.Ft.

$2,250,000

MLS#: A4661123

Motivated Seller! Bring offers! Live the ultimate Beach lifestyle! This Raised (16ft.)Hurricane ready three bedroom(Possible 4Th) three bath, three car garage home is situated perfectly between the gulf and bay. 2024 weather events proved benign for this sturdy home. Enjoy your deeded beach across the street and a private boat dock on Sarasota bay. The exclusive, gated community of Laguna Yacht Village is Longboat Key's best kept secret, consisting of only 8 homes on 9 lots. This quiet, private beach/ boating development is unmatched! The home has been thoroughly modernized and expanded in 2019/2020 by the current owners. New 25 year aluminum roof, pre-painted hardiplank exterior, enclosed upper deck expanded Master Suite, complete bathroom and kitchen renovations, new water heater, air conditioner, washer dryer and kitchen appliances (Sub Zero and Bosch) as well as refinished hardwood floors on the main level and newly laid matching hardwood floors throughout the entire upstairs make this effectively a totally new home. Whilst not required by the current owners, the upstairs loft area could easily be converted into a 4th bedroom. The majority of the work was accomplished by Greyhawk of Bradenton. Other lavish touches include new solid panel doors, new 16 feet wide opening glass slider doors, integrated 180 bottle wine fridge, an oversized 3 car+ garage including new door and the installation of a 10,000 lb boat lift at the deeded private dock. Call today to schedule your private Viewing.

LONGBOAT KEY

6330 LAGUNA DRIVE

3 Beds

3 Baths

4,736 Sq.Ft.

$2,195,000

MLS#: A4638843

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.

$2,150,000

MLS#: A4648088

#TB8403758

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 83S

2 Beds

2 Baths

1,485 Sq.Ft.

$2,100,000

MLS#: TB8403758

DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key. You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place.

Entering the home, you are greeted by terrazzo floors, stunning 2 story foyer and a water view of the canal. All new wood kitchen cabinets including island and coffee bar with quartz countertops making this a great area to entertain guests. All 3 bathrooms have been completely renovated and include custom tile showers. Large master bedroom with en-suite bathroom. An enclosed lanai overlooking the canal is a perfect spot for an office or tropical retreat. Large living room with wood burning fireplace and new tile flooring provides a relaxing space. New kitchen and bath fixtures throughout. Ceiling fans in each room.

Being in the middle of LBK provides easy access to Anna Maria Island and Bradenton to the north, St. Armands and Sarasota to the south. SRQ airport is less than 45 minutes.

Completely restored home by licensed general contractor and professionally mitigated after hurricane Helene flood damage. The house shares a driveway, deeded beach and canal access with 5924 Gulf of Mexico Drive making it a perfect guest house or family compound when purchased together (or use one as a rental for an ongoing revenue stream}. The property is being sold as-is.

Please use AS IS Residential Contract for Sale and Purchase_FloridaRealtors-FloridaBar-ASIS-7.xdp

LONGBOAT KEY

5920 GULF OF MEXICO DRIVE

2 Beds

3 Baths

3,708 Sq.Ft.

$1,999,000

MLS#: A4652254

Immerse yourself in the ultimate beachfront lifestyle with this exquisite 6th-floor residence in the prestigious Promenade community, a serene sanctuary nestled on nearly seven acres of lush, park-like grounds along the pristine Gulf shoreline. Originally designed as a three bedroom unit, this newly renovated 2,100 square-foot condominium has been thoughtfully reimagined to offer two luxurious en-suite bedrooms and a versatile den, all meticulously designed to maximize breathtaking panoramic views from Gulf to Bay. Floor-to-ceiling windows and expansive glass sliders bathe the interiors in natural light and frame captivating vistas of the Gulf of America, Sarasota Bay, downtown Sarasota, and the Promenade's impeccably manicured landscapes. Step onto one of two private balconies to savor the gentle sea breeze and witness awe-inspiring sunsets over the horizon. Refined updates include new flooring, a rejuvenated primary bath, and a refreshed kitchen complete with modern appliances. The open-concept floor plan seamlessly blends the kitchen's cozy breakfast nook with an inviting living and dining area, creating a sophisticated space ideal for both relaxation and entertaining. The den offers flexibility as a home office or potential third bedroom. Residents of The Promenade enjoy an array of exceptional amenities, including a resort-style heated pool and spa, private beach access, Har-Tru tennis courts, a grilling station, concierge services, a state-of-the-art fitness center, 24-hour security, and secure garage parking. Ideally situated, this coastal retreat is just 2.5 miles from the world-renowned shopping and dining of St. Armands Circle and minutes from downtown Sarasota's vibrant arts and cultural scene. Discover a life of refined elegance and unparalleled tranquility in this remarkable Gulf-front residence.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 601

2 Beds

3 Baths

2,320 Sq.Ft.

$1,999,000

MLS#: A4644113

BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters.
This is your chance to live the Gulf Coast lifestyle—don’t miss it!

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 14B

2 Beds

2 Baths

1,767 Sq.Ft.

$1,999,000

MLS#: A4654664

6501 Gulf of Mexico Drive – A Dream Home Opportunity

This is your chance to create the ultimate beachfront retreat on a quiet, private street in North Longboat Key. Enjoy stunning, picturesque sunsets and the serenity of a private beach just steps away. Situated near Gulfside Road, a private road with convenient beach access, this property boasts a prime location.

North Longboat offers a relaxed yet luxurious lifestyle, with an array of fine dining options and proximity to Anna Maria Island. Just a short drive south, you’ll find the renowned Longboat Key Club featuring golf and tennis, as well as the vibrant shopping and dining of St. Armand’s Circle and downtown Sarasota.

Don’t miss this rare opportunity to craft your dream home in this exceptional setting. Experience the best of coastal living in an area known for its tranquility and beauty

LONGBOAT KEY

6501 GULF OF MEXICO DRIVE

3 Beds

2 Baths

2,100 Sq.Ft.

$1,995,000

MLS#: A4637721

SPECTACULAR LONGBOAT KEY BEACH COMPOUND WITH DEEDED ACCESS TO THE GULF OF MEXICO! This FULLY ELEVATED beach home has been meticulously maintained, offers top of the line finishes, and is located just a short 4 minute walk with PRIVATE DEEDED BEACH ACCESS to the sparkling waters of the Gulf on LONGBOAT KEY! Surrounded by Joan Durante Park, this property offers the ultimate in privacy and seclusion. With a spacious 1880 conditioned square feet, 3 bedrooms, 3 full bathrooms plus a pool bath, this unique property is sprawled across TWO FULL LOTS, and offers a private resort like heated inground pool, fabulous TIKI BAR, multiple outdoor decks, and TONS of room for outdoor activities. Top of the line Verona commercial kitchen appliances, huge island, and a generous use of marble and quartz counters throughout. Gorgeous White Oak distressed hardwood floors and many unique architectural features including a two story cupola / crow's nest. Professionally landscaped with full outdoor lighting package which sets an enchanting evening mood across the entire property. Huge garage space downstairs has been fully lined with indoor/outdoor carpret and makes for a great recreational area. In addition, this stunning property is being offered fully furnished with a unique collection of carefully curated art and furniture pieces. No expense was spared to create this amazing island masterpiece--offering every amenity, this home offers absolute comfort and luxury!

LONGBOAT KEY

540 GULF BAY ROAD

3 Beds

3 Baths

3,760 Sq.Ft.

$1,950,000

MLS#: TB8388618

No busy street to cross!! Situated on the west side of Gulf of Mexico Dr, build your dream home on this large lot (16,000 sq ft) just steps from the sugar sand beach on beautiful Longboat Key on the Gulf. This lot has the added bonus of backing up to Gulfside Road with a very short walk to beach access at the end of the street. Longboat Key is a barrier island situated off the Gulf Coast of Florida and has so much to offer — beach, boating, tennis, pickleball, cycling and more. Fly straight into Sarasota airport and enjoy quick access to Longboat Key, Anna Maria Island, St. Armands Circle, downtown Sarasota and the University Town Center.

LONGBOAT KEY

6549 GULF OF MEXICO DRIVE

None Beds

None Baths

0.37 acres

$1,900,000

MLS#: A4634739

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