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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
496
# of Listings
2
Avg # of Bedrooms
$950
Avg. $ / Sq.Ft.
$1,695,880
Med. List Price

Browse Long Boat Key Real Estate Listings

135 Properties Found. Page 5 of 9.

Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor end unit offering spectacular, front-row Gulf views in one of Longboat Key’s most intimate beachfront communities. Perfectly positioned mid-island along the sandy shores of the Gulf of Mexico, this elegant 2-bedroom, 2-bath residence captures direct, unobstructed views of the turquoise waters and mesmerizing sunsets from nearly every room. As a corner unit, it’s bathed in natural light and offers enhanced sight lines—creating a bright, open, and serene coastal retreat. Step onto your private balcony and take in over 350 feet of secluded beachfront, where dolphins, manatees, and colorful marine life glide through the waves just beyond your door. Inside, you’ll find a blend of comfort and coastal sophistication, ideal for relaxing or entertaining. Sea Gate Club is a boutique community of just 89 residences spread across 15 stories, offering a uniquely quiet and refined lifestyle. The building has undergone major capital improvements in recent years, including impact-rated windows (2021), a full exterior restucco and repaint (2022), a new roof (2023), and upgrades to the pool, spa, and elevator doors. Additional enhancements are already in motion, with a new AC tower coming in 2025 and a sun deck scheduled for completion in Summer 2025—all fully paid for by current owners, totaling over $100K/unit. Residents enjoy resort-style amenities including a Gulf-front pool and hot tub, fitness center, clay tennis court, library, and a social room with catering kitchen. Shaded tiki huts, outdoor showers, and climate-controlled storage for bikes, kayaks, and paddleboards complete the experience of true beachfront living. Ideally located, Sea Gate places you just steps from Publix, CVS, and Bayfront Park, where you’ll find pickleball, tennis, shuffleboard, a playground, and kayak launch. Boaters will appreciate proximity to Longboat Key Moorings and nearby marinas, while St. Armands Circle—just three miles away—offers an upscale mix of dining, boutique shopping, and laid-back coastal charm. Here, you truly get the best of both worlds: to the north, the natural beauty of Anna Maria Island, and to the south, the vibrant arts, culture, and dining of downtown Sarasota. Whether you’re soaking in sunset views from your balcony or exploring nearby island attractions, every day feels like a vacation. This is Gulf-front living at its finest—private, peaceful, and rarely available. Schedule your private showing today and claim your slice of Longboat Key paradise.
#A4656887

LONGBOAT KEY

2425 GULF OF MEXICO DRIVE 10F

2 Beds

2 Baths

1,658 Sq.Ft.

$1,700,000

MLS#: A4656887

Premium Lot Opportunity on Longboat Key!

An exceptional opportunity to own a premium parcel along the prestigious Gulf of Mexico Drive on Longboat Key. If built to three stories, the property offers the potential for incredible, unobstructed views of the Gulf of Mexico from the top floor. This property offers approximately 13,042 sq ft (per survey) of land just a 2–3 minute walk from the beach and the pristine turquoise waters of the Gulf of Mexico. The site has partial construction of a structure that holds no contributory value and is considered uninhabitable, and the existing structure remains in as-is condition.

Located in one of Florida’s most desirable coastal communities, this lot provides the perfect setting for a future custom luxury residence or estate. 

This property offers an unbeatable location: two beach access points are within a 2–3 minute walk, Publix and pharmacy are only a quarter mile away, Bay Isles Golf Course and The Longboat Key Club are less than one mile away, and the world-renowned St. Armands Circle, with its many restaurants, boutiques, and entertainment options, is just five miles away.

Do not miss this rare opportunity to secure one of Longboat Key’s premier parcels and bring your vision to life. Buyer is responsible for verifying all building requirements, height restrictions, permitting, and conditions with the local jurisdiction.
#A4651954

LONGBOAT KEY

2944 GULF OF MEXICO DRIVE

None Beds

None Baths

0.3 acres

$1,700,000

MLS#: A4651954

New on site 3 days ago
Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive family room transitions beautifully into the contemporary eat-in kitchen, featuring clean, high-end finishes, abundant cabinetry, a large central island, and top-of-the-line stainless steel appliances that will delight. Thoughtful details such as graceful archways, ambient lighting, and tasteful materials add refined character throughout. Originally a 3-bedroom design, the home has been artfully reimagined to offer 2 bedrooms plus a dedicated office space—perfect for today’s flexible lifestyle. The oversized primary suite is a private sanctuary with a generous walk-in closet and a beautifully remodeled spa-like bath complete with double sinks and a fully tiled walk-in shower. The second bedroom is equally well-appointed, with direct access to an updated full bath. Sliders from both the kitchen and the primary suite open to the expansive screened upper-level deck with skylights—an ideal setting for al fresco dining, morning coffee, or sunset relaxation while overlooking the private lap pool, inviting patio, and meticulously refreshed landscaping. This residence offers true lock-and-leave convenience with a newer roof, advanced drainage system, updated landscaping, and low-maintenance, higher-end finishes that make it virtually maintenance-free. A rare 3-car garage provides ample space for vehicles and storage.

Residents of Bay Isles enjoy access to the exclusive Bay Isles Beach Club, where sugar-white sands and the Gulf’s turquoise waters await. Enjoy proximity to the Longboat Key Club’s world-class golf, tennis, and pickleball facilities, as well as the LBK Marina. Daily conveniences—including Publix, the Caron Family Pavilion, and town services—are just moments away. A short drive brings you to the fine dining, boutique shopping, and cultural treasures of St. Armands Circle and downtown Sarasota, with Sarasota-Bradenton International Airport only 15 minutes away. This is Longboat Key luxury at its finest—simply move in, unpack, and embrace the effortless resort lifestyle you deserve.
#A4658086

LONGBOAT KEY

3210 BAYOU SOUND

2 Beds

3 Baths

4,907 Sq.Ft.

$1,699,999

MLS#: A4658086

Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secluded sandbars, the turquoise waters of the Gulf of Mexico, and several nearby waterfront restaurants.  From the moment you arrive at this magical property, Zen Vibes will calm the mind and put it's whimsical spell on you. Lush plantings, perfectly positioned sitting areas, a private cocktail pool and a custom dock flanked by native mangroves surround this elevated Charmer. Perfectly updated and decorated for maximum pleasure, the vaulted ceilings, clerestory windows providing lots of natural light, and huge back deck enhance the inviting living space and make this home perfect for entertaining indoors & outdoors. Cherry wood cabinetry, a cozy breakfast bar, granite tops, gas range and stainless steel appliances enhance the private kitchen which overlooks the comfortable family room. The primary suite with it's vaulted ceilings and wood floors is totally tucked away, and it's spa-like bathroom with dual sink, separate shower and jetted tub is a perfect retreat highlighted by natural stone and Travertine finishes. The guest bedrooms offer sunrise views, vaulted ceilings and cozy wood flooring and share a Moroccan inspired bathroom. The pecky cypress ceilings, indirect lighting throughout the living space and the colorful interior design and decor are truly special and the enclosed workshop, garage space and gardening sheds below provide additional room for fun. Easy access to miles of Longboat Key's pristine sugar sand beaches where neighbors gather to enjoy spectacular sunsets or just to enjoy a relaxing beach day. The convenience of nearby casual & fine dining, shopping and a short drive to Anna Maria Island's popular night life spots, as well as the Longboat Key Club with resort style amenities, make this the perfect island location for anyone dreaming of living the coveted Florida lifestyle. So come and discover your coastal adventures today on Florida's most prestigious barrier island.
#A4657604

LONGBOAT KEY

701 MARBURY LANE

3 Beds

2 Baths

4,811 Sq.Ft.

$1,697,000

MLS#: A4657604

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

New on site 4 days ago
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

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