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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
490
# of Listings
2
Avg # of Bedrooms
$949
Avg. $ / Sq.Ft.
$1,700,578
Med. List Price

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490 Properties Found. Page 10 of 33.

Located within the prestigious Grand Bay community, this bayfront Cayman residence captures breathtaking panoramas of Sarasota Bay, the lush Harbourside Golf Course, and the dynamic city skyline. Spanning over 2,500 square feet, this three-bedroom retreat is designed for effortless indoor-outdoor living, with floor-to-ceiling glass sliders that open to east- and west-facing terraces from nearly every room. Inside, warm hardwood flooring and an open-concept layout invite customization to your personal style. The living and dining rooms seamlessly flow into the light-filled eat-in kitchen, where a charming breakfast nook is framed by expansive bay windows. The primary suite is a private sanctuary, featuring terrace access, an oversized walk-in closet, and en-suite his-and-her bathrooms—complete with dual vanities, a soaking tub, and a glass-enclosed shower. Two guest suites provide comfortable accommodations, one thoughtfully designed as a den with custom built-ins, while the other offers a private escape for overnight visitors. In addition, this residence includes covered parking and owner storage. Grand Bay residents enjoy a wealth of resort-style amenities, including a state-of-the-art fitness center, tennis courts, a sundeck with heated swimming pools, and a clubhouse hosting an array of social activities. On-site management and 24-hour security ensure a secure and well-maintained environment. As a coveted perk, owners also receive deeded access to the private Bay Isles Beach Club, where they can unwind on the pristine shores of the Gulf of Mexico, enjoy beachside barbecues, or partake in a game of volleyball. Located on Longboat Key, this community offers a tranquil retreat while being just moments from the fine dining, boutique shopping, and cultural attractions of St. Armands Circle and downtown Sarasota. Experience the best of coastal luxury in this waterfront haven.
#A4643153

LONGBOAT KEY

3040 GRAND BAY BOULEVARD 234

3 Beds

2 Baths

3,314 Sq.Ft.

$1,695,000

MLS#: A4643153

PRICED BELOW RECENT APPRAISAL; OVERSIZED corner lot ready to build substantial water front home with seawall, composite dock, eastern views down the canal and over to Sarasota Bay and western views to Longboat Key Club golf course and over to Gulf of Mexico.
#A4646557

LONGBOAT KEY

500 OUTRIGGER LANE

None Beds

None Baths

0.4 acres

$1,695,000

MLS#: A4646557

Welcome to the Aquarius Club, a boutique coveted beachfront community on the serene southern end of Longboat Key, where just 58 residences enjoy an intimate, resort-style setting along the Gulf of Mexico. This 5th-floor, turnkey furnished direct Gulf-front condominium offers over 1,550+ SF of refined coastal living, with a desirable split floor plan featuring two bedrooms and two bathrooms. Flooded with natural light, the interiors exude casual sophistication with contemporary porcelain wood-look tile flooring, an updated kitchen, and beautifully renovated bathrooms. Floor-to-ceiling hurricane-impact windows in both bedrooms frame breathtaking views of the Gulf, while the spacious living and dining areas feature impact-rated sliders that open onto an extended balcony—perfect for morning coffee as the waves roll ashore or unwinding at sunset with a glass of wine in hand. The seamless indoor-outdoor flow invites the fresh sea breezes and soothing sounds of the surf into your everyday living experience. Aquarius Club offers a host of amenities, including tennis court, two pickleball courts, on-site management, a Gulf-front heated pool, and recently updated lobbies, hallways, a fitness center, community room, and conference space—all thoughtfully reimagined with coastal elegance. Adding to the allure, the world-class St. Regis Longboat Key Resort is located directly next door, and residents enjoy a complimentary social membership, a $300,000 value, providing access to exclusive dining, pool, state-of-the-art gym, and exceptional beachfront luxury. This is a rare opportunity to own a beachfront sanctuary that perfectly balances privacy, elegance, and the relaxed rhythms of island life.
#A4650323

LONGBOAT KEY

1701 GULF OF MEXICO DRIVE 502

2 Beds

2 Baths

1,740 Sq.Ft.

$1,695,000

MLS#: A4650323

On the third floor of an exclusive beachfront condominium, this oceanfront residence on Longboat Key offers sweeping, unobstructed vistas of the Gulf of Mexico from every room. With sunlight beaming through walls of glass and the sound of gentle waves in the background, indulge in the pleasures of a coastal lifestyle. Ideally mid-island, this condominium is near Bay Isles Shoppes and within a 10-minute drive to vibrant St. Armands Circle and downtown Sarasota, placing world-class shopping, dining and entertainment within easy reach. This 1,460-square-foot residence captures the essence of beachfront serenity with a wraparound balcony designed for soaking in the spectacular views. The two-bedroom layout includes a great room, dining area and a kitchen with a cozy breakfast nook. Both bedrooms have floor-to-ceiling windows that frame the ever-changing seascape. Islands West is a 15-story Gulf-front condominium offering resort-style amenities such as secure key fob entry, clubhouse remodeling in progress to include social room with library, state-of-the-art fitness center and catering kitchen, along with a heated pool and spa, and outdoor lounge with grilling area. Outdoor enthusiasts will appreciate the tennis court with pickleball lines, and dedicated storage for bikes, kayaks and paddleboards. Animal lovers will be pleased to know the building is pet-friendly with a two-pet policy. Enjoy the convenience of Bay Isles Shoppes just across the street with Publix, CVS, post office, banking, dining, Longboat Key tennis center and Bayfront Park. In addition, it’s only four miles to world-renowned St. Armands Circle and seven miles to downtown Sarasota for five-star shopping, dining, entertainment and the arts.
#A4649816

LONGBOAT KEY

2525 GULF OF MEXICO DRIVE 3F

2 Beds

2 Baths

1,635 Sq.Ft.

$1,695,000

MLS#: A4649816

Check out the new photos in the photo gallery. Beautiful waterfront home in the highly sought-after neighborhood of Emerald Harbor on north Longboat Key! A beautiful boating community with wide, deep-water canals with easy access to the intercoastal and Cannon’s Marina. This particular property has a one-story three-bedroom pool home with approximately 2,200 SF of living space located on an oversized 15,000 SF lot. It had some water intrusion for the first time from Hurricane Helene but has been professionally remediated and is ready for renovation. The home has a newer metal roof (2021), a newer A/C (2023) and a 30 ft pool. Another option is to build your dream home on this large lot to take advantage of the intercoastal water views. Emerald Harbor has its own deeded beach access across the street on Gulf of Mexico Drive. Close to many new restaurants and shops.
#A4638118

LONGBOAT KEY

721 OLD COMPASS ROAD

3 Beds

2 Baths

2,818 Sq.Ft.

$1,680,000

MLS#: A4638118

Take advantage of this great opportunity to build your dream home on an oversized waterfront lot in Emerald Harbor, a premier neighborhood on the north-end of Longboat Key with deeded beach access. This valuable lot is over 15,000 SF with approximately 100’ of waterfront and is located on a wide canal with deep sailboat water and views and direct access to Sarasota Bay. The home was flooded for the first time during Hurricane Helene and has been professionally remediated.
#A4638425

LONGBOAT KEY

721 OLD COMPASS ROAD

None Beds

None Baths

0.35 acres

$1,680,000

MLS#: A4638425

What a wonderful opportunity to own in a very private building with only twenty residents. This large 3bed/3bath corner condominium located on the 4th floor facing the azure waters of the Gulf of Mexico with full gulf views. The views are breathtaking to wakeup to every morning and watch the magnificent sunsets in the evening. Coming totally unfurnished to decorate and choose the furnishings and accessories for your own personal touches and taste and make into your own beautiful paradise. Freshly painted a neutral shade, newer hurricane impact sliders and windows in all rooms as well as electric screens on the lanai. All appliances are included with newer refrigerator and washer dryer. This residence has large rooms and loads of closet and storage space and covered parking under the building. Enjoy the convenience of Publix and CVS close by for shopping. World renowned Saint Armand's Circle only a short ride away to explore the wonderful restaurants and boutique shopping and exciting downtown Sarasota to walk around to enjoy the different art galleries, shopping and many various restaurants, as well as local theatres, ballet, opera house and Sarasota Orchestra. Then a bonus of having the new Five Star Saint Regent Hotel with several restaurants to enjoy a short walk or drive away. Don't miss this opportunity to live on beautiful and unique Longboat Key.
#A4652383

LONGBOAT KEY

2675 GULF OF MEXICO DRIVE 404

3 Beds

3 Baths

2,346 Sq.Ft.

$1,675,000

MLS#: A4652383

Cottage style Emerald Harbor home with deep boating water for a very large boat and deeded beach access.This is truly the Florida lifestyle with most rooms overlooking the beautiful pool area and then out to the gorgeous water views. The beach is only a two minute walk away for shelling and sunsets. This three bedroom home has a terrific split floor plan and feels like an English cottage. Added features are a large master bedroom with pool and water views and an eat-in kitchen that also opens up to the pool area. The home features a really beautiful caged pool and deck that overlooks the canal with dock andviews all surrounded by gorgeous tropical landscaping. NEW SEAWALL 2024
#A4640075

LONGBOAT KEY

721 EMERALD HARBOR DRIVE

3 Beds

2 Baths

2,400 Sq.Ft.

$1,650,000

MLS#: A4640075

Welcome to your dream oasis. Just completed fully updated, turnkey furnished unit, directly on the Gulf, at Sunset Beach. This stunning retreat boasts spectacular renovations, featuring a custom kitchen with solid wood cabinets, a light commercial-grade hood fan and elegant quartz countertops throughout. The kitchen has a GE Monogram induction stove with a convection oven, a GE Monogram refrigerator and dishwasher, and a Sharp microwave drawer. You can experience the conveniently located laundry room with a Speed Queen washer and dryer. Endless Tankless Tempra hot water system, bar fridge, and a new air conditioning unit. Both baths are equipped with Hansgrohe water fixtures and Kohler electric toilets. A complete trim package, including crown molding and solid core doors, enhances the finishings. Enjoy the seamless beauty of porcelain tile flooring throughout, complemented by a newer impact front door, high-impact windows, and patio slider. Additional features include remote-controlled window shades and fans. Exterior enhancements grace the common hallways with new ceramic tile. Sunset Beach, a small gated community on southern Longboat Key, features three mid-sized buildings south of Publix and CVS. You’ll find yourself close to a public library, tennis courts, banks, places of worship, restaurants, and Town Hall. Embrace the lifestyle just minutes from world-renowned St. Armand's Circle and Sarasota, where endless adventures await.
#A4632024

LONGBOAT KEY

2105 GULF OF MEXICO DRIVE 3303

2 Beds

2 Baths

1,631 Sq.Ft.

$1,650,000

MLS#: A4632024

SPECIAL HOLIDAY PRICING. Indulge in the ultimate coastal escape with this rare 3-bedroom, 3-full-bath, turnkey furnished Gulf-front residence—perfectly positioned next door to the St. Regis on Longboat Key. Wake up to sweeping Gulf views, stroll along the pristine shoreline, and relax in a beautifully maintained, amenity-rich environment designed for effortless beach living. Located within the coveted gates of the Players Club, this community has passed all inspections and boasts fully funded reserves, offering peace of mind and long-term value. This home offers a curated blend of modern design and luxurious amenities with all new porcelain plank flooring and LED lighting throughout. The primary suite boasts Gulf views, a spacious walk-in closet with an en-suite bath designed for comfort. A chef’s kitchen features extended built-in cabinetry offering ample storage for culinary essentials and additional seating areas. The open concept living room seamlessly extends to the very spacious balcony, inviting breathtaking beach, tropical landscape and pool vistas, ideal for enjoying spectacular sunsets. There is a nicely appointed large second bedroom providing an amazing guest suite, and the third bedroom styled as a den/home office with a sleeper sofa offering flexibility for additional guests or remote work. Outdoor living is elevated with the expansive screened balcony, creating the ultimate retreat for alfresco dining and relaxation. Enjoy the exclusive lifestyle of this meticulously maintained gated community, featuring a remodeled clubhouse, outside terrace, state-of-the-art fitness center, storage, onsite office, under-building covered parking with plenty of pickleball and tennis courts. The newly renovated pool and landscaping throughout the community is very impressive and you will also enjoy private gulf-front access on a wide beach with sun loungers supplied. The Players Club is on the south end of Longboat Key providing easy access to beach visits, golfing, dining and shopping with a short drive to downtown Sarasota. Peace of mind with an elevated unit, high above the flood plain and the Players Club has passed all engineering and reserve studies with all elevators renovated and certified, and reserves are fully funded. The pool and grounds renovation projects are nearly completed which really makes this a stand-out community. Opportunities like this are few and far between. Don’t miss your chance to own a slice of paradise this holiday season. Schedule your private showing today and make the beach life yours.
#A4642029

LONGBOAT KEY

1465 GULF OF MEXICO DRIVE 104

3 Beds

3 Baths

2,342 Sq.Ft.

$1,625,000

MLS#: A4642029

A Rare Jewel on Longboat Key – Luxury Beachfront Living at The Sanctuary Welcome to an extraordinary opportunity to own a fully renovated, impeccably designed 3-bedroom, 2.5-bath residence in The Sanctuary—a premier Gulf-front community tucked behind the exclusive gates of the Longboat Key Club. This elevated retreat offers a front-row seat to both breathtaking sunsets over the Gulf of Mexico and picturesque sunrises over the golf course and Sarasota Bay, delivering sweeping, unobstructed views in every direction. Step inside and experience the grandeur of coastal elegance. The spacious open-concept layout is anchored by a bright, airy living and dining area framed by floor-to-ceiling glass and sliding doors that lead to an expansive private balcony—your personal perch above the sea. Whether entertaining guests or enjoying a quiet morning coffee, this space seamlessly blends indoor comfort with outdoor splendor. The split-bedroom design enhances privacy and flexibility. The lavish primary suite features a custom walk-in closet and a spa-inspired bath with an oversized glass walk-in shower, separate vanity space, and soothing finishes throughout. The guest suite, ideally positioned near the entrance, offers en-suite comfort, dual closets, and stunning views of the beach. A third bedroom—perfect as a den, office, or additional guest room—adds versatility to the floor plan. Additional highlights include a half bath for guests, a full-size laundry room with utility sink, and refined finishes throughout. The Sanctuary lifestyle is truly unmatched. Residents enjoy access to resort-style amenities, including a Gulf-front pool with lap lanes and spa, a children’s wading pool, expansive sundecks with shaded gazebos, a well-equipped fitness center, Har-Tru tennis courts, saunas, a clubhouse, and 24-hour security. Stroll or bike along the community’s scenic path or take the private boardwalk to over 1,200 feet of pristine white sand beach—an open invitation to unwind by the sea. Additional services include concierge-level security, on-site management, and secure, staffed gated access. The lifestyle here is effortlessly refined and deeply relaxing. Situated just minutes from the vibrant shopping, dining, and cultural attractions of St. Armands Circle and downtown Sarasota, this residence offers the perfect balance of tranquility, luxury, and convenience. This is more than a home—it’s a statement of refined coastal living. Don’t miss your chance to claim a rare slice of paradise on Longboat Key.
#A4633717

LONGBOAT KEY

575 SANCTUARY DRIVE A303

3 Beds

2 Baths

2,055 Sq.Ft.

$1,620,000

MLS#: A4633717

Discover the ultimate in luxury living at Veinte, a boutique beachfront condominium that offers breathtaking views of the Gulf of Mexico. With only 20 exclusive units, residents enjoy unparalleled privacy and access to a heated pool and a stunning stretch of beach. This beautifully designed split floor plan unit features two spacious bedrooms, each with its own en-suite bathroom, ensuring comfort and privacy for you and your guests. The unit is being offered turnkey furnished with incredible views from every room enhancing the living experience. The well-equipped kitchen and expansive living/dining area make this unit perfect for entertaining or simply enjoying the serene island lifestyle. Veinte is conveniently located near St. Armands Circle and downtown Sarasota, offering easy access to shopping, dining, cultural attractions, and entertainment. With direct access to a pristine beach, indulge in sunbathing, beachcombing, or morning strolls along the shoreline. and close to everything else Sarasota has to offer, this is your chance to embrace coastal living at its finest.
#A4653703

LONGBOAT KEY

2675 GULF OF MEXICO DRIVE 203

2 Beds

2 Baths

2,013 Sq.Ft.

$1,600,000

MLS#: A4653703

One or more photo(s) virtually staged. Welcome home to your Waterfront Retreat in Buttonwood Harbor! This remodeled mid-century modern home features 3 bedrooms and 2 baths with a spacious split floor plan. The large open and airy living room/dining room combo is perfect for entertaining family and friends. Indulge your culinary desires in the heart of the home - the newly renovated kitchen. Custom solid wood shaker-style cabinets feature soft-close and pantry pull-out shelves. High-end appliances include a commercial-grade venting hood over the induction stove top, Dutch oven, wall oven and an oversized stainless-steel sink. The stunning centerpiece of the kitchen, a 9x6 quartzite stone island, provides space for meal preparation and casual dining. Unwind in the spa-style primary bath, a haven of relaxation and luxury. Pamper yourself in the lavish soaking tub, a spacious walk-in shower, and dual vanities. Other upgrades to mention include porcelain tile floors throughout; a heat-seamed roof, new fascia, soffit and gutters; new A/C and ductwork; fresh interior/exterior paint. Experience outdoor bliss with a newly landscaped yard, circular paved driveway, and a 2-car garage and a large/long laundry room with utility sink and extra storage space. Located on a canal, the home provides the ultimate outdoor space for entertainment with a firepit, Pergola, and dock lighting to add ambiance to your evening outdoors. The dock area is equipped with a boat lift, electric, water, a raised seawall cap, and outdoor shower. Buttonwood Harbor is a tranquil enclave of exquisite homes in a lush tropical setting. Exclusive community perks include a private boat ramp, fishing piers, beach access, and nearby Publix shopping center. Schedule your private viewing today and seize the chance to live the ultimate coastal lifestyle. HOA is optional - $600 Annual Fee - Irrigation water free with membership.
#A4640109

LONGBOAT KEY

619 BUTTONWOOD DRIVE

3 Beds

2 Baths

3,159 Sq.Ft.

$1,599,000

MLS#: A4640109

Welcome to Unit 504S — a rare corner residence perched above the sand and sea on the highly sought-after south end of Longboat Key. With uninterrupted views of both the Gulf of Mexico and the Links on Longboat Golf Course, this spacious 2-bedroom, 2.5-bath condominium offers a rare opportunity to design your dream coastal retreat. Spanning over 1,560 square feet, the split-bedroom floorplan provides an ideal layout for privacy and entertaining, while walls of glass invite natural light and panoramic scenery from every angle. Step out onto the private balcony and take in golden sunsets over the Gulf or morning light rising across the fairways — this unit captures both, thanks to its prized corner orientation. This unit presents a true blank slate for customization. Whether you envision sleek modern coastal or timeless island elegance, this residence offers the ideal foundation with generous room proportions, a semi-private elevator entry, and one of the most desirable lines in the building — rarely available and highly coveted. Residents of Longboat Key Towers enjoy resort-style living with direct beach access, a beachfront heated pool and spa, fitness center, sauna, steam room, and a recently updated social room. Gated access, on-site management, and available guest suites elevate the lifestyle, offering peace of mind and convenience. Located within the gates of the prestigious Longboat Key Club, you’re just moments from championship golf, tennis facilities, a world-class marina, and private club amenities. Beyond the gates, explore the vibrant shops and restaurants of St. Armands Circle or take in the arts and culture of downtown Sarasota—all within minutes. Whether you're seeking a full-time residence or seasonal escape, this is more than a home. It’s a front-row seat to one of Florida’s most spectacular coastlines, ready for you to make it your own.
#A4654674

LONGBOAT KEY

601 LONGBOAT CLUB ROAD 504S

2 Beds

2 Baths

1,835 Sq.Ft.

$1,590,000

MLS#: A4654674

New on site 3 days ago
AQUARIUS CLUB – This exquisitely renovated fourth floor residence is situated within an exclusive beachfront boutique community on Longboat Key, located directly adjacent to the new Five Diamond St. Regis Resort. Modern design blends seamlessly with coastal elegance in the two-bedroom, two-bathroom retreat. The meticulously updated interior offers 1,551 Sq. ft of open living space, with privacy in a split bedroom floor plan. A generous balcony unveils views of the Gulf with floor-to-ceiling windows and sliding glass doors that lend brightness to the space, creating an airy atmosphere that feels both expansive and welcoming throughout. The kitchen is open to the living area, with details such as beautiful quartz countertops, an expansive island with dramatic quartz waterfall edge, recessed lighting, open shelving and modern cabinetry that blends sleek white finishes with natural wood. The state-of-the-art Café appliances are matte white and Wi-Fi enabled including a French door refrigerator and electric range (with glass cooktop and double convection ovens), plus an undermount single basin stainless steel kitchen sink by Moen. The epitome of luxury and comfort, the spacious primary bedroom includes plantation shutters and a private ensuite bath that features an open, integrated closet providing a cohesive dressing and bathing area with tub. The additional bedroom is stylish and functional, with new carpet, floor-to ceiling windows with plantation shutters, and a custom closet. The lobby and community rooms have been beautifully updated and with just 58 residences, Aquarius Club offers a beachfront resort living experience that caters to those seeking a higher quality of life in a more intimate setting. Enjoy an amenity-rich lifestyle beachside with a heated pool, beach umbrellas, barbecue grill, fitness center, hospitality room with catering kitchen, library and game room, tennis and pickle ball courts, onsite management, and maintenance supervisor. A highlight of ownership at Aquarius Club is the “complimentary” social membership included for the new St. Regis Resort, located next door. Adding to the convenience and enjoyment of your beachfront retreat at Aquarius Club, the St. Regis membership offers discerning dining opportunities, preferred pricing on Spa services, use of resort pool and winding river, state-of-the-art fitness center and more. Embrace the unparalleled sophistication and charm of the Longboat Key lifestyle.
#A4659020

LONGBOAT KEY

1701 GULF OF MEXICO DRIVE 404

2 Beds

2 Baths

1,740 Sq.Ft.

$1,550,000

MLS#: A4659020

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