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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
507
# of Listings
2
Avg # of Bedrooms
$867
Avg. $ / Sq.Ft.
$1,539,132
Med. List Price

Browse Long Boat Key Real Estate Listings

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507 Properties Found. Page 26 of 34.

This EXQUISITE 3 bedroom - 3 ½ bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open floor plan with plenty of space for living, dining and entertaining and custom appointments throughout. Natural light fills the condo from the moment you enter the foyer and a large skylight is overhead. Floor to ceiling windows frame the 14’ ceiling’s perimeter creating a dramatic living space. The entire condo has been renovated incorporating the latest in design, trends and materials. A few of the highlights are: custom “barn doors”, custom kitchen cabinetry with floor to ceiling pantry space, state of the art appliances and a quartz countertop, a wine fridge and custom bar space, new recessed lighting and spectacular light fixtures, master suite complete with custom closets, king size bed and a breathtaking bathroom, a guest bedroom with an en suite bath. All of this with outstanding, breathtaking views of the Gulf, Bay and Golf Course. You won’t find another unit like this on LONGBOAT KEY. Schedule an appointment to visit today. LUXURY, GULF OF MEXICO, SARASOTA RENTALS, LONGBOAT KEY.
#A4504509

LONGBOAT KEY

455 LONGBOAT CLUB ROAD PH1

3 Beds

3 Baths

2,780 Sq.Ft.

$25,000

MLS#: A4504509

Coveted lifestyle and location on one of the widest deep water canals on LONGBOAT KEY with direct access to Sarasota Bay with no bridges! This house has been totally renovated right down to the studs giving you 3,230 square feet of total luxury living. Meticulously maintained, this home has 3 bedrooms. The primary bedroom is en-suite with a king size bed, 2nd and 3rd bedrooms feature queen size beds. There is an inviting heated pool and hot tub plus an outdoor area for family and friends to enjoy. The kitchen with all new appliances and soft close cabinets is a cooks delight. The comfortable main sitting area looks out over the pool and wide canal. If you're into boating or fishing, there's a brand new boat dock and a boat lift for your use. The community has a private beach access directly across the street. Emerald Harbor is a quaint neighborhood comprised of 3 quiet streets. Enjoy deeded access to the beautiful beach and warm GULF waters on the shores of LONGBOAT KEY. LUXURY, LONGBOAT KEY, VACATION RENTAL, SARASOTA, GULF OF MEXICO.
#A4670519

LONGBOAT KEY

690 OLD COMPASS ROAD

3 Beds

3 Baths

4,480 Sq.Ft.

$25,000

MLS#: A4670519

Beach Access & Gulf Views From This Incredible Luxury Home on Longboat Key. Welcome to your own Gulf-front retreat on Longboat Key! This expansive 4-bedroom, 3-bath home offers over 4,200 square feet of living space designed for relaxation, entertaining, and soaking in stunning beach views. Inside, you’ll find an open living and dining area with vaulted ceilings and multi-level walls of windows that bring in natural light and frame the Gulf. The primary suite includes a private balcony, a walk-in closet, and a spa-style bath. The kitchen is stocked with modern stainless steel appliances and features gorgeous counters, a curved island, and extensive storage with full cabinetry all while enjoying the breath taking views. Step outside to enjoy a private pool surrounded by generous patio space, perfect for lounging or dining outdoors. From the backyard, you’ll have direct access to the beach, making it easy to watch the sunset or stroll along the shoreline every night. The home also includes a spacious 4-car attached garage. SMALL dogs are allowed; cats are NOT permitted.
#A4666928

LONGBOAT KEY

5801 GULF OF MEXICO DRIVE

4 Beds

4 Baths

9,282 Sq.Ft.

$19,975

MLS#: A4666928

The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero appliances, a six-burner gas cooktop, double ovens, and a panel-ready side-by-side refrigerator/freezer. The owner's suite includes a spacious walk-in closet with custom cabinetry, a frameless walk-in shower, and a private water closet. A semi-private elevator with keyless entry provides direct access from the private garage. Residents enjoy access to The St. Regis Resort's legendary Butler and Concierge services, a private clubhouse, resident-only pool and spa, a state-of-the-art fitness center, and beachside cabanas. Just steps away, the resort offers a private Gulf-front beach, multiple pools with cabanas, a family-friendly waterway, an exclusive saltwater lagoon with Aldabra tortoises, and a world-class oceanfront spa. Experience the pinnacle of coastal elegance at The Residences at The St. Regis Longboat Key.
#A4644494

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 313

2 Beds

2 Baths

2,800 Sq.Ft.

$18,000

MLS#: A4644494

Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End of Longboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 10,000lbs Boat Lift and Deeded Beach Access only Steps Away! Truly A Boater's Paradise! At Almost 2500 Sq. Ft. of Interior Living, The Home Offers 4 Bedrooms, 3 Full Washrooms, 2 Balconies and Exquisite Finishes Throughout. Tropical and Lush Landscaping With Gorgeous Canal & Bay Views. An Outdoor Kitchen & Seating Area With A Sparkling Pool Overlooking The Canal. Bright Open Concept Floor Plan Features A Gourmet Kitchen including Large Island and High End Appliances. Located just three lots from the Canal Opening to the Intracoastal Waterway, this property provides quick and easy access to Sarasota Bay, the Intracoastal and the Gulf of Mexico. Close To Restaurants, Shops, Parks and only minutes From St. Armands Circle, Lido Beach, Anna Maria Island, Bradenton Beach and Downtown Sarasota.
#A4660191

LONGBOAT KEY

830 TARAWITT DRIVE

4 Beds

3 Baths

3,420 Sq.Ft.

$17,000

MLS#: A4660191

Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views greet you in nearly every room, with designer finishes, a chef’s kitchen, spa-style primary suite, and private beach access. With bespoke interiors and elevated design, this privately released residence redefines coastal sophistication. Longboat Key Towers offers amenities including a heated beachfront pool, fitness center, guest suites, sauna, and private event space. One-of-a-kind. One Winter to remember. Available January through March of 2026.
#A4661151

LONGBOAT KEY

601 LONGBOAT CLUB ROAD 404S

2 Beds

2 Baths

1,560 Sq.Ft.

$15,500

MLS#: A4661151

Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the open floor plan with a gourmet kitchen featuring quartz countertops, a breakfast bar, custom glass front cabinets, a glass front refrigerator and custom light fixtures. The flooring is luxury vinyl throughout, the main living area has a wet bar, electric fireplace, flat screen TV and lots of comfortable seating. The primary bedroom has a king bed, wall-mounted flat screen TV, built-in vanity and two walk-in closets, and the primary bath has a spacious shower with built-in seating and dual sinks. The guest bedroom and bath can be closed off for privacy and have a queen bed, wall-mounted flat screen TV and gorgeous water views! The Promenade is an upscale community with recently updated amenities, they have two areas to grill, a wonderful pool and spa, fitness, tennis and private beach access. The property is just five minutes to Publix, CVS and St Armands Circle.
#A4658115

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 1005

2 Beds

2 Baths

2,350 Sq.Ft.

$15,000

MLS#: A4658115

LOCATION, LOCATION, LOCATION!!! Gorgeous beach front PENTHOUSE condo available to rent in the sought after Longboat Key community of the Players Club. Enjoy views of the Gulf of Mexico, lush grounds and sparkling sandy beaches from the expansive terrace of this light and bright, corner unit, turnkey furnished condo. The property has three bedrooms, three bathrooms, living room/dining room combination with floor to ceiling sliding glass doors to enjoy the breathtaking waters of the Gulf of Mexico, brand new wood tile flooring and fresh paint throughout. The large kitchen has solid stone counters, wood cabinets, offers plenty of space for cooking/food preparing and a closet pantry. The primary bedroom has a king sized bed, amazing views of the Gulf of Mexico and walk out access to a private terrace, a walk in custom closet and an on suite bathroom with a garden tub, stall shower and double sinks. The first guest bedroom has a view of the Gulf of Mexico, a king sized bed, a custom walk in closet and on suite bathroom with a walk in shower. The second guest bedroom has two queen sized beds and a custom walk in closet. The guest bathroom has a stall shower. The condo has a laundry closet with full sized washer and dryer. Two parking spaces come with the rental of which one is covered and one is in the garage. The Player Club is abound with amenities which include 24 hour guard gated entry, private beach access with cabanas, putting green, heated salt water community pool and hydro therapy spa, BBQ grills, fire pits, 4 Har-Tru tennis courts, fitness center and a large clubhouse with a rooftop deck. No pets allowed. Three month minimum rentals due to the Association. CALL TODAY. This is not one to miss and will not last long!! THE KITCHEN IS BEING REMODELED SUMMER 2025 SO NEW PICTURES TO COME.
#A4609098

LONGBOAT KEY

1465 GULF OF MEXICO DRIVE 504

3 Beds

3 Baths

2,262 Sq.Ft.

$15,000

MLS#: A4609098

Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this turn-key furnished 3-bedroom, 2.5-bath home in the prestigious Country Club Shores community—just three homes from Sarasota Bay with quick access to the Gulf of Mexico. Boater’s paradise with two boat lifts (20,000 lb and 7,000 lb), a new seawall, and private dock complete with a custom fish cleaning station (all 2022–2023). Completely remodeled to the studs recently, this home blends elegant design and high-end engineering: new roof, plumbing, electrical, and PGT hurricane-impact sliding doors and windows throughout. The flowing open-concept floor plan extends to a resort-style outdoor area through retractable glass walls, revealing a heated pool, travertine decking, and inspiring partial Bay views of Sarasota Bay and the Ca’d’Zan. The showpiece chef’s kitchen sets the standard for luxury with custom Devittori cabinetry, level 5 leathered granite, and a massive 11’x5’ island crafted from a single granite slab. Outfitted with premium Sub-Zero and Wolf appliances, including a 60” range with double ovens, six burners, dual griddles, a pot filler, Sub-Zero wine fridge, refrigerator drawers, and designer hood. It’s also a fully integrated Smart Home—control lighting, fans, blinds, and even the kitchen faucet with voice commands or an app. Enjoy deeded private beach access, or join the nearby Longboat Key Club for world-class golf, tennis, and dining—all minutes from St. Armand's Circle and Downtown Sarasota. Live the Longboat Key waterfront lifestyle—where boating, beach, and luxury converge in one extraordinary home.
#A4669549

LONGBOAT KEY

595 BOWSPRIT LANE

4 Beds

2 Baths

3,455 Sq.Ft.

$14,500

MLS#: A4669549

New on site 4 days ago
Completely reimagined 1920s historic bungalow, originally the Longboat Key Post Office, located just two blocks from Whitney Beach and one block from Sarasota Bay and public boat ramp access. This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen equipped with stainless steel appliances and a gas range. The private, fully fenced backyard offers a heated swimming pool, separate hot tub, lush tropical landscaping, and the soothing sound of swaying palms. Serene Village location with no public parking ensures exceptional peace and privacy. Ample boat/RV parking on site and deeded bay access steps away. Walk to Mar Vista Dockside Restaurant & Pub; minutes by car or bicycle to St. Armands Circle and Lido Beach. Offered fully furnished for a minimum 28-day rental period. Two king suites with dual closets each plus queen sleeper sofa in Main House. There is an optional one-bedroom apartment above the garage with a queen bed. Ideal snowbird retreat or extended-stay executive residence. Available now.
#A4673262

LONGBOAT KEY

701 BROADWAY STREET

3 Beds

3 Baths

2,331 Sq.Ft.

$14,400

MLS#: A4673262

DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale kitchen, and tranquil living area. The primary King suite features an elegant walk-in shower and double vanity, along with a guest closet that will provide everything you need for a peaceful night’s sleep. A spacious queen guest bedroom next to the second bathroom, and a cozy third bedroom designed around a queen bed with a twin bunk perfect for additional guests. This unit in a hard to find 8-unit complex with breathtaking Gulf views, a private beach access located on the North end gives you the best of what the Key has to offer, privacy, amazing restaurants throughout Longboat, relaxing beach walks, unforgettable sunsets, a short stroll to many nearby restaurants and is centrally located; only 8 miles north from the renowned St. Armond’s Circle known for its outstanding restaurants and shopping scene, and 8 miles south of Anna Maria Island, known for its good eats, live music and fun atmosphere. Call for rates and availability.
#A4609144

LONGBOAT KEY

5611 GULF OF MEXICO DRIVE 1

3 Beds

2 Baths

1,675 Sq.Ft.

$14,000

MLS#: A4609144

Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home features four bedrooms, a spacious bonus room, and a dedicated office, providing plenty of space for both relaxation and productivity. The private heated pool and spa create a resort-style retreat in your own backyard, surrounded by lush, meticulously maintained landscaping. Inside, the gourmet kitchen boasts modern appliances, ample counter space, and an open layout ideal for entertaining. Sunlit living areas with high-end finishes enhance the home’s beauty and warmth. A boater’s paradise, this home includes an 11,000 lb boat lift for effortless access to Sarasota Bay and the Gulf of Mexico. Located just minutes from pristine beaches, championship golf courses, and the upscale shopping and dining of St. Armands Circle, this home offers the perfect blend of luxury and convenience. NO storm damage! Available for an annual rental. Contact us today to schedule a private showing! NO storm damage!
#A4643954

LONGBOAT KEY

531 BIRDIE LANE

4 Beds

3 Baths

4,460 Sq.Ft.

$14,000

MLS#: A4643954

Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a true split plan. You will love the updated kitchen, with stainless appliances, granite counters, and sparkling tile backsplash. The living and dining areas have wood flooring, a nice contrast to the stylish seating, dining! The master suite offers wonderful Gulf views and access to the open patio, a king bed, flat screen TV, and walk-in closet. The master bath has dual sinks, soaking tub and an oversize shower. The guest bedroom offers two twin beds, flat screen TV, and views of the lushly landscaped grounds and views of the bay. In unit washer and dryer. This is one of the most sought-after buildings on Longboat Key, this well managed community was recently renovated with elegantly redecorated lobby and corridors, along with two social rooms, the Sunrise and Sunset rooms. There are Men's and Women's workout rooms, four Har-Tru tennis courts, two outdoor gazebos with gas grills and seating, a gorgeous gulf side heated resort style pool and spa, all surrounded by meticulously maintained grounds. Take the walkway to the sparkling sands of the private beach where there are plenty of chairs and chaises to relax and restore! The community offers 24/7 security and concierge services, and on-site management. Wake up, and fall asleep to, the sound of the waves gently lapping the shore. Welcome to Paradise!
#A4604126

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 405

2 Beds

2 Baths

1,788 Sq.Ft.

$14,000

MLS#: A4604126

GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge in the heart of Longboat Key. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, fitness center, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with full kitchen, hosts a number of social activities. Simply walk across the street to the private beach on the Gulf of Mexico for a morning of beachcombing, surf casting or memorable sunsets. Just minutes away from shopping, dining and entertainment in St.Armand' Circle and downtown Sarasota. Please contact Agent for availability
#T3488652

LONGBOAT KEY

716 BAYPORT WAY 716

3 Beds

2 Baths

2,504 Sq.Ft.

$13,500

MLS#: T3488652

Price reduced
Available for season 2026 This home has a split plan, generous size bedrooms and walk-in closets with a coastal theme flare. Open floor concept with formal dining. The kitchen as the heart of the home is expertly appointed with everything you will need for your home cooked meals. Head outside to the brand new beautiful pool and spa. One end features a soaking or sunbathing area, then step into the crystal clear deep end. Plenty of new stone pool deck on the offered lounge chairs to bask in the Florida sun. Welcome to peaceful Buttonwood Harbour, composed of 50 homes in one of Longboat Key's oldest and sought-after communities. Situated in the middle of Longboat Key, it is walking distance for most, to Publix, the Shoppes of Bay Isles, Tennis, post office, and CVS. Full of friendly neighbors and a favorite place for nature lovers. Boaters and fisherman will be happy with accessibility to the BHA boat ramp for launching and ability to dock your boat at the house during your stay, even utilize the kayak storage if you decide to rent them. No bridges from Buttonwood Harbour out to Sarasota Bay's open waters. Enjoy the day at Bayfront Park, 1.4 miles from the house. Amenities found at Bayfront Park include a 1,350 square foot indoor Recreation Center, a playground, a basketball court, shuffleboard courts, a multi-purpose open field, 3 dedicated pickleball courts, a tennis court, picnic tables, restrooms, and parking for a Town public beach access located across the street. The Bayfront Park Recreation Center is a public recreation facility run by the Town of Longboat Key. You will also find a dog park for your fur babies.
#A4655401

LONGBOAT KEY

613 BUTTONWOOD DRIVE

3 Beds

2 Baths

2,888 Sq.Ft.

$13,000

MLS#: A4655401

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