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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
417
# of Listings
2
Avg # of Bedrooms
$1,122
Avg. $ / Sq.Ft.
$2,032,790
Med. List Price

Browse Long Boat Key Real Estate Listings

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417 Properties Found. Page 18 of 28.

GATED, DEEDED PRIVATE BEACH ACCESS! This is a rare thing to be found on the keys! The main level with plantation shutters and hardwood floors includes the kitchen, dining and living areas. The kitchen has Subzero and Jenn-Air built in stainless steel appliances and granite countertops. A large second story skylight shines natural light through open ceilings onto the main floor dining area. The living area includes a fireplace and provides access to the back screened in lanai. Split bedrooms can be found on the 3rd level of the home. Both bedrooms have ensuite bathrooms and walk in closets. The owners ensuite bathroom includes dual sinks and a shower skylight. A heated pool is only steps away. Take advantage of the gym in the main clubhouse as well as the many amenities offered, including tennis. Membership to the Longboat Key Club is available for the ultimate Longboat Key lifestyle.
#TB8422578

LONGBOAT KEY

1926 HARBOURSIDE DRIVE 1302

2 Beds

2 Baths

2,606 Sq.Ft.

$859,000

MLS#: TB8422578

The best-priced homesite in The Preserve on Longboat Key—an exceptional opportunity to create your custom dream home in one of the island’s most picturesque neighborhoods. Nestled in the charming north village, this property offers both privacy and convenience. Walk to local favorites like Shore LBK, Mar Vista, and Whitney’s, enjoy the water with the neighborhood boat dock and ramp, or take your golf cart to the beach for unforgettable Gulf sunsets. Enjoy the Longboat Key lifestyle—where pristine beaches, vibrant dining, and a welcoming community define everyday living. From here, you’re only a short drive to the St. Regis Longboat Key Resort, the boutiques and dining of St. Armands Circle, the island charm of Anna Maria and the world-renowned IMG Sports Academy. Whether as a full-time residence or vacation retreat, this lot provides the perfect canvas to bring your vision to life in paradise. Don’t miss the rare chance to own the best value in The Preserve.
#A4667206

LONGBOAT KEY

610 HIBISCUS WAY

None Beds

None Baths

0.17 acres

$850,000

MLS#: A4667206

PRICED TO SELL! Experience the ultimate in island living in the highly sought-after and prestigious Harbor Oaks community on Longboat Key. This one-story, 3-bedroom, 2.5-bath residence spans 2,219 sq. ft. and offers a host of desirable features—including a private pool, 2-car garage, and deeded beach access through the exclusive Bay Isles Beach Club. A new roof (2025) and fresh interior paint ensure peace of mind and a move-in-ready experience. High ceilings fill the home with natural light, enhancing the spacious feel throughout. The expansive living room, anchored by a wood-burning fireplace, seamlessly connects to the outdoor living area via pocket sliding glass doors, opening to two large screened lanais—ideal for both relaxing and entertaining. The chef’s kitchen is outfitted with granite countertops, stainless steel appliances, rich wood cabinetry, a breakfast bar, and a skylight for added brightness. The primary suite is a private retreat featuring a walk-in closet, two additional closets, updated master bath, and sliding doors leading to the terrace. A guest suite with en suite bath provides comfort and privacy for visitors. Additional highlights include an interior laundry room with sink, a newer AC unit (2018), and natural gas line for adding a pool heater. All furnishings are included. Residents of Harbour Oaks enjoy a resort-style lifestyle with access to a community pool, spa, and lushly landscaped surroundings—just minutes from Longboat Key’s vibrant Town Center. As part of Bay Isles, you’ll have exclusive access to the Bay Isles Beach Club, a private, gated Gulf-front oasis with a pavilion, picnic areas, BBQ grills, beach chairs, restrooms, and ample parking—perfect for sunset viewing or relaxing on Longboat Key’s pristine white sands. Optional membership opportunities at the Longboat Key Golf & Tennis Country Club and Harbourside Moorings deep-water slips offer even more ways to elevate your coastal lifestyle.
#A4656539

LONGBOAT KEY

2181 HARBOURSIDE DRIVE 1403

3 Beds

2 Baths

2,219 Sq.Ft.

$850,000

MLS#: A4656539

One or more photo(s) has been virtually staged. Front-row Gulf views and beachfront living set this 2BR/2BA residence apart at the Islander Club of Longboat Key. With over 1,235 sq. ft. of light-filled space set just above the sand, savor sweeping vistas of the shoreline and SPECTACULAR SUNSETS over the Gulf. White tile floors and neutral tones throughout create a sense of openness that draws focus to the stunning natural surroundings. A wall of glass sliders in the living room opens to the expansive terrace, where salty breezes and soft waves make every day feel like a vacation. The terrace spans the full width of the residence and can be accessed from both bedrooms, blending indoor and outdoor living in perfect balance. It’s a space with strong potential to match the lifestyle it serves. The primary suite is bathed in natural light, with floor-to-ceiling windows, a walk-in closet and a private bath with a separate water closet. The guest bedroom is equally inviting, with generous space and direct Gulf views. Islander Club is a highly desirable Gulf-front community offering resort-style amenities, including a beachfront pool, tennis courts, a fitness center, library, and billiards room, along with a secure, gated entrance. Conveniently located in the heart of Longboat Key, you're just minutes from St. Armands Circle, downtown Sarasota, and everything the area has to offer. Additionally, while membership to the Longboat Key Club is not required, it is available for residents seeking enhanced amenities. The club offers Restaurants, lounges, beach & poolside facilities, spa, fitness center, tennis courts, and access to 45 holes of championship golf.
#A4649187

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 36N

2 Beds

2 Baths

1,235 Sq.Ft.

$849,000

MLS#: A4649187

Price reduced
Beachplace Penthouse with Gulf Views — Top-Floor Residence with Direct Beach Access Discover an inviting top-floor retreat in Building 10 at Beachplace, offering direct access to the Gulf of Mexico and wide views of the community’s lush landscape, sparkling shoreline, and partial Bay vistas. This furnished 6th-floor residence provides a bright coastal setting, ready for your personal touch. New impact floor-to-ceiling sliders and windows (2024) illuminate the more than 1,500-square-foot layout, bringing natural light into the open living and dining areas and connecting seamlessly to the beach-to-bay terrace. The kitchen sits at the center of the home and offers an efficient design with eating space, breakfast bar seating, and laundry closet. The split-bedroom layout enhances privacy. The primary suite includes terrace access, built-in closet with dressing area, and an en-suite bath. The guest suite, located on the opposite side of the residence, is positioned to enhance privacy. Additional conveniences include one under-building parking space (deeded, covered) plus additional outside parking, and generous storage. Beachplace is a gated Gulf-front community known for resort amenities and well-managed operations. Residents enjoy 24-hour security, on-site management, a large clubhouse, fitness center, tennis courts, walking paths, and a Gulf-side sundeck with heated pool and spa. A private boardwalk leads directly to the beach. The community’s amenities also include a spa, sauna, meeting rooms, and beautifully maintained grounds. Ideally positioned along the southern end of Longboat Key, this residence places you minutes from the island’s best recreation and conveniences. Enjoy nearby marinas, championship golf at the Longboat Key Club, waterfront dining, and the boutiques of St. Armands Circle. Downtown Sarasota—home to world-class arts, theaters, galleries, and the Bayfront Park—lies just over the bridge. With wide beaches, tropical landscaping, and exceptional amenities, Beachplace offers an effortless coastal lifestyle in one of Sarasota’s most desirable Gulf-front settings.
#A4671687

LONGBOAT KEY

1065 GULF OF MEXICO DRIVE 603

2 Beds

2 Baths

1,503 Sq.Ft.

$849,000

MLS#: A4671687

One or more photo(s) has been virtually staged. Presenting a stunning, fully renovated residence where Cali-Modern design meets the tranquil elegance of Longboat Key. This sophisticated, move-in ready home offers an abundance of good vibes and professional quality, available now on the highly sought-after North End of exclusive Longboat Key. Sleek, chic, and absolutely move-in ready, this property is an instant atmosphere setter. From the moment you step inside, you'll feel the coastal modern bliss. Enjoy the clean, modern lines, vaulted ceilings, and stunning stone tile floors, all bathed in gorgeous southern sun light. The upgraded kitchen and bathrooms sparkle with new features, complemented by new appliances. This home has been lovingly and extensively renovated, offering quality and style that goes well beyond the expected. You will find thoughtful design and premium features in every corner. Step outside to your own private backyard oasis, the perfect spot to sip a sunset cocktail. Fully fenced and private this oasis sets up perfectly for the future pool. And talk about location! You are literally steps from both Gulf and Bay access. This home boasts unbeatable walkability to island favorites like Harry's Deli and The Continental Kitchen, Euphymya Haye and the Hayloft, Lo-Key Island Grille, Cedars East Tennis and Fitness Resort and many others. The best-kept secret? A private back gate leads you directly into the 32 acres of Joan Durante Park, offering pure, natural Florida coastal hammock. This park is a true gem filled with nature walking trails, fishing piers, playground for the kids and multiple Bay access points (perfect for the kayak launch) No fuss, no stress. With a standing seam metal roof, Hardi board siding, newer double-pane windows, New interior, new appliances and offered fully furnished, this charmer is ready for your island life to begin immediately. Don't wait, come feel the charm for yourself!
#A4672840

LONGBOAT KEY

624 SAINT JUDES DRIVE

3 Beds

3 Baths

1,387 Sq.Ft.

$840,000

MLS#: A4672840

Experience exceptional beachfront living in this beautiful Gulf-front residence at Arbomar on Longboat Key. Unit 402 is a 2-bedroom, 2-bath condominium offering direct, unobstructed Gulf of Mexico views and immediate beach access, making it the most affordable 2-bedroom, 2-bath opportunity on Longboat Key with true Gulf frontage. The residence features a bright, open layout designed to capture stunning water views and coastal breezes. Significant recent improvements provide exceptional value and peace of mind, including a new roof, new balconies and walkways, updated carports, and new doors and impact-rated windows throughout the community. Inside, the home is move-in ready with a newer AC system and newer appliances, ideal for full-time living, a seasonal retreat, or an income-producing beach getaway. Arbomar offers elevator access, a heated beachfront pool, fitness center, and a welcoming, well-maintained community. All special assessments will be paid in full by the seller at closing, eliminating future capital expense concerns for the buyer. Perfectly positioned on Longboat Key, Arbomar is just minutes from St. Armands Circle, Sarasota’s dining and cultural attractions, and world-class golf—while delivering the rare luxury of direct Gulf views and private beach access at an exceptional value.
#A4675789

LONGBOAT KEY

4485 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,022 Sq.Ft.

$830,000

MLS#: A4675789

Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. This rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A well-established vacation rental with a strong income history, this property is an ideal opportunity for both personal enjoyment and investment. Nestled within an intimate beachfront community offering 340 feet of pristine Gulf frontage, Sand Cay provides an exceptional resort-style experience. Residents and guests enjoy first-class amenities including tennis courts, shuffleboard, a heated pool, basketball area, barbecue stations, a full-time on-site manager, and a convenient in-house rental program. Perfectly located, the resort is just minutes from the boutique shops and fine dining of St. Armands Circle and the vibrant arts and cultural attractions of downtown Sarasota. Light and bright, this third-floor garden-view condo is ideally situated between the pool and the beach. The inviting floor plan features two bedrooms, two bathrooms, a spacious living and dining area, an updated and fully equipped kitchen, a cozy den/office nook, and a private balcony with an awning—ideal for morning coffee or unwinding after a day by the Gulf. Your slice of Longboat Key paradise awaits. Schedule your showing today.
#A4673798

LONGBOAT KEY

4725 GULF OF MEXICO DRIVE 314

2 Beds

2 Baths

1,104 Sq.Ft.

$829,000

MLS#: A4673798

Experience elevated Longboat Key bayfront living in this BEAUTIFULLY UPDATED and impeccably maintained 2-bedroom, 2-bath corner END-UNIT condo. This ELEGANT RESIDENCE offers stunning unobstructed full SARASOTA BAY VIEWS from every room through dramatic FLOOR TO CEILING WINDOWS. EXCEPTIONALLY PRIVATE and boasting the LARGEST FLOOR PLAN in the community, this condo is located on the elevated second floor with convenient elevator access—perfectly blending comfort, sophistication, and coastal serenity. Inside, PORCELAIN TILE FLOORING THROUGHOUT creates a clean, modern aesthetic ideal for low-maintenance Florida living. The lovely updated open-concept kitchen flows seamlessly into the spacious great room, framing tranquil bay views. Features include high end quartz countertops, stainless steel appliances, a large breakfast island, 42” cabinetry, and elegant iridescent Mother-of-Pearl backsplash, with views overlooking the pool and waterfront. The bayfront primary suite is a peaceful retreat with direct lanai access, a generous walk-in closet, and a luxurious ensuite bath featuring a custom walk-in shower, dual-sink vanity, and quartz counters. The second bedroom—also with bay views and lanai access—offers a spacious closet concealed behind a sleek barn door and sits adjacent to the beautifully updated guest bath, making it ideal for guests or a stylish home office. Recent upgrades provide peace of mind, including PGT hurricane-impact windows, including a panoramic window in the great room, a 2021 HVAC system, and a 2020 water heater. Additional conveniences include an in-unit laundry, private storage, and assigned under-building parking. The monthly HOA fee of $1,325 covers hazard, hurricane, and flood insurance, recreational amenities, and FULLY FUNDED RESERVES—a major value for bayfront condo ownership. Special Assessments: Two modest monthly assessments totaling $527. The first assessment is $293 and the second assessment is $234. Located within the sought-after Windward Bay, residents enjoy a true Gulf-to-Bay lifestyle across 26 acres of lushly landscaped waterfront spanning nearly half a mile of Sarasota Bay frontage. Community amenities include BOAT SLIPS ($60/month), kayak storage and launches, three private beach accesses, two heated pools (one just steps away), a fitness center, saunas, tennis and pickleball courts, walking paths, BBQ grills, fire pits, and a clubhouse with library and catering kitchen. With only 151 residences, Windward Bay offers low-density, resort-style living at its finest. The community is PET-FRIENDLY allowing two pets up to 75 lbs each, with green spaces and pet comfort stations throughout. A rare bonus: approved renter pets are also permitted, making this condo especially appealing for investment or seasonal rental income. Ideally located mid-island, you’re minutes from championship golf, full-service marinas, and the dining, shopping, and cultural attractions of St. Armands Circle, downtown Sarasota, and Anna Maria Island. Whether you’re seeking a luxury Longboat Key waterfront condo, a serene island retreat, or a strong rental opportunity, this exceptional bayfront residence delivers the ultimate coastal lifestyle—sunsets included.
#A4666016

LONGBOAT KEY

4600 GULF OF MEXICO DRIVE 206

2 Beds

2 Baths

1,523 Sq.Ft.

$800,000

MLS#: A4666016

Discover your boater's paradise on Longboat Key! This is a rare opportunity to build your dream oasis on the last available vacant lot in the exclusive, gated Laguna Yacht Village community of only 9 plots, with 8 beautifully built homes already in place. Nestled on the bay side, this prime lot offers a blank canvas for a custom home in a serene setting. Enjoy resort-style amenities including a community pool, a scenic walkway to a deeded boat slip, and quiet public beach access on the Gulf side. The community, only mildly affected by recent storms, offers a peaceful lifestyle while still catering to boating enthusiasts. Build your personal retreat where luxury and leisure meet!
#A4641212

LONGBOAT KEY

6324 LAGUNA DRIVE

None Beds

None Baths

0.04 acres

$799,999

MLS#: A4641212

Prime CANAL lot on beautiful Long Boat Key. l with 2 new working boat lifts installed in 2023 (10,000lb capacity & 13,000lb capacity)! Ready to be built on - lot has been cleared. New 100' sea wall installed in 2022. Deeded beach access to the gulf as well. Perfect location near amazing restaurants and beautiful beaches.
#TB8439776

LONGBOAT KEY

766 SAINT JUDES DRIVE N

None Beds

None Baths

0.15 acres

$799,000

MLS#: TB8439776

Carefree living awaits you with beautiful panoramic views of Sarasota Bay in this beautiful condominium at The Atrium on Longboat Key inside Bay Isles. This spacious updated unit is move-in ready for you to enjoy all that Florida living has to offer! The large kitchen is open to the dining/living rooms that overlook the gorgeous Bay. You can enjoy beautiful sunrises or evening gatherings from inside your unit or on your spacious private balcony. There are 2 bedrooms plus a den that's being used as a bedroom (closet can easily be added). Set "behind the gates" of Bay Isles, the Atrium offers residents a laidback, amenity-rich way of life featuring 24 hour gated security, under building-parking, a spacious storage room, walking pathways, kayak launch, heated community pool, fitness center/exercise room, tennis/pickleball courts, recently updated clubhouse, community BBQs, even added new 2EV charging stations. An extra bonus with this condo is you will receive a highly sought after beach access membership to the Bay Isles Beach Club which is across the street. To get to the beach there is even an underground tunnel for easy access so no waiting to cross the road. Newer AC (2018). This beach club provides a stress-free beach life with easy parking, storage lockers for beach chairs, ice machine, refrigerator as well as recently updated spa-like bathrooms making it convenient for residents to sit back, relax and enjoy beach life. Longboat Key Golf & Tennis Country Club memberships and deep water slips are available. Only a short distance to Publix with easy quick access that's walkable from the back road of Bay Isles. The Atrium with only 40 units has a charming quaint peaceful feel throughout.Furniture in unit does stay. Up to 1% of the loan amount for rate buy down or lender credits is being offerred specifically for this home. (This is not a commitment to lend or lock, and restrictions may apply)
#A4669215

LONGBOAT KEY

2110 HARBOURSIDE DRIVE 526

3 Beds

2 Baths

2,031 Sq.Ft.

$795,000

MLS#: A4669215

Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the modern upgrades, making it perfect for both casual meals and entertaining. The guest bedroom includes custom built-ins with ample storage and a convenient desk, ideal for a home office. The primary suite is both roomy and inviting, enhanced by built-in bookshelves and an en-suite bath filled with natural light from a skylight above the tub. Additional highlights include an interior laundry room and an oversized garage with sleek epoxy flooring, easily accommodating 4–5 vehicles. Step out onto your private lanai, where serene views of the community pool create the perfect setting for relaxation and contentment. Located in the prestigious, guard-gated community of Bay Isles, this residence is just a short stroll to shopping and the newly opened St. Regis Resort. Community amenities abound, including tennis courts, a fitness center, and onsite management. Residents also enjoy access to a private beach club offering Longboat Key’s famous white sand beaches, a shaded pavilion, restrooms, and event space. Enhancing this resort-style living, Bay Isles residents may also enjoy memberships at the exclusive Longboat Key Club, featuring a world-class marina, championship golf courses, renowned tennis gardens, and fine dining. This is more than a home—it’s a lifestyle. Welcome to your Longboat Key retreat.
#A4666101

LONGBOAT KEY

1922 HARBOURSIDE DRIVE 1104

2 Beds

2 Baths

1,316 Sq.Ft.

$795,000

MLS#: A4666101

Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of comfort, coastal elegance, and unforgettable daily moments. Set within an intimate community of just 26 Bayside and 18 Gulf side residences, Banyan Bay provides a peaceful retreat with exceptional amenities. Start your mornings with a stroll along your private Gulf beach access, join neighbors for a friendly match on the tennis/pickleball court, launch a kayak directly onto the bay, or unwind by the heated pool after a day on the water. A day dock/fishing pier, fitness center, clubhouse, and convenient bicycle storage further enhance the lifestyle of this warm, social community. Inside, more than 1,400 square feet of thoughtfully designed living space showcases a spacious kitchen with granite countertops, SS appliances, and a breakfast bar and nook ideal for casual dining or gathering with friends. The open great-room layout features soaring ceilings that fill the home with natural light and frame the captivating bayfront scenery. The primary suite offers its own private terrace overlooking the shimmering water—perfect for quiet mornings or evening breezes. A guest suite on the main level ensures comfort and privacy, while a charming spiral staircase leads to a versatile loft and a spacious third bedroom suite—ideal for hosting visitors, working remotely, or enjoying a dedicated creative space. Terra cotta tile flooring throughout the first level brings warmth and coastal character, while Tommy Bahama inspired finishes make this turnkey furnished residence truly move-in-ready. Beyond the community, you’ll find Centre Shops, Durante Park, and the Longboat Key Center for the Arts just moments away, adding convenience and charm to the neighborhood. Discover the rare combination of lifestyle, location, and waterfront living that only Banyan Bay can offer—where every day feels like a coastal escape.
#A4673695

LONGBOAT KEY

5270 GULF OF MEXICO DRIVE 508

3 Beds

3 Baths

1,460 Sq.Ft.

$794,999

MLS#: A4673695

Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass doors lead to a private, open terrace with a glass railing, allowing the lush, tropical setting to remain the focal point while inviting the outdoors in. Inside, the residence feels airy and welcoming thanks to 10’ ceilings and a carefully curated blend of textures and finishes. Faux wood tile floors run throughout, complemented by crown molding and warm wall accents with shiplap detailing that add depth and character without overwhelming the space. The dining nook is intimate and inviting, enhanced by a rich wood feature wall that creates a relaxed, comfortable atmosphere for casual meals or evening unwinding. The kitchen is both stylish and efficient, featuring stone countertops, crisp white cabinetry with glass-panel details, stainless steel appliances and a patterned tile backsplash that brings subtle visual interest. The bathroom continues the elevated feel with a spa-inspired design, offering dual vanities, a walk-in glass shower with detailed tilework and natural textures that create a calming retreat after a day in the sun. Offered fully furnished and seamlessly integrated into the hotel rental program, this residence allows owners to enjoy flexibility while benefiting from resort-level operations. Ownership includes access to the exclusive 410-acre Longboat Key Club, with five acclaimed dining venues, 45 holes of championship golf, the award-winning Tennis Gardens, spa and fitness facilities, a private white-sand beach with attendant service, and a full-service marina. Recent property-wide updates to guest rooms, pool areas, dining spaces, and services further enhance the experience at this AAA Four-Diamond destination.
#A4676042

LONGBOAT KEY

225 SANDS POINT ROAD 6201

1 Beds

1 Baths

642 Sq.Ft.

$790,000

MLS#: A4676042

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