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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

$828

Avg. $ / Sq.Ft.

$1,409,238

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

88 Properties Found. Page 1 of 6.

Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening, watch the sky transform with unforgettable Longboat Key sunsets. Inside, thoughtful UPDATES create a fresh, welcoming home. The owners have recently installed a NEW ELECTRIC PANEL, added NEW LIGHTING, FRESH PAINT in areas where needed, and are offering the property FULLY TURN-KEY FURNISHED — so you can start enjoying it from day one. The OPEN LIVING AND DINING area flows easily for entertaining, while the SPLIT-BEDROOM design ensures privacy. The spacious primary suite features a WALK-IN CLOSET and SPA-STYLE BATH, while the guest suite provides a comfortable retreat for family and friends.
Privateer North has just completed a STUNNING MODERNIZATION of its common areas and elevators, complementing its prime beachfront setting. Amenities include a BEACHFRONT POOL AND SPA, FITNESS CENTER, SAUNA, TENNIS and PICKLEBALL courts, CONCIERGE service, and DIRECT BEACH ACCESS — everything you need for a true resort lifestyle. With the new St. Regis Resort just minutes away, and St. Armands Circle and downtown Sarasota within easy reach, this home blends relaxation and sophistication in one of the Gulf Coast’s most desirable locations. Whether a seasonal retreat or full-time residence, Unit 204 offers the perfect balance of LUXURY, LIFESTYLE, and ISLAND CHARM. Call the listing agent today for a V.I.P. tour!

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 204

2 Beds

2 Baths

1,509 Sq.Ft.

$919,000

MLS#: A4662463

LONGBOAT KEY WATERFRONT CONDO. UNOBSTRUCTED VIEW OF THE BAY. PEACEFUL LOCATION. BEAUTIFUL MARBLE FLOORS. A STAND ALONE CONDO UNATTACHED. LOCATED IN THE SOUGHT AFTER SPANISH MAIN YACHT CLUB ASSOCIATION. ALL THE AMENITIES INCLUDING DOCKAGE, POOL, CLUBHOUSE AND MUCH MORE.

LONGBOAT KEY

957 SPANISH DRIVE N

2 Beds

2 Baths

1,698 Sq.Ft.

$1,000,000

MLS#: A4629546

New on site 2 days ago

IT'S BIGGER THAN IT LOOKS! I bet you've heard that before but it's true! Rare find! & NO BUILDER ATTACHMENT! Just under a 1/2 acre homesite located on a quiet street & available now to build your dream home! Perfectly situated just 1 block to the public beach access that leads straight out to the Gulf Mexico! If you're new to Longboat Key, rest easy that rental restrictions limit to renting only one time a month so it doesn't feel like a tourist trap! It's relaxing, serene & will be your own escape from all the hustle & bustle. Did you know Longboat has amazing sidewalks for safe walking & bike riding that are wide & make it EASY to stay active. Literally, there is NO EXCUSE to not be active in a place like this. It is truly paradise. This property offers the ideal blend of luxury, convenience & peaceful, coastal living. Sewer & electric are present on the property in addition to an Artesian well for irrigation. Enjoy the island lifestyle with a short walk or bike ride to the Longboat Key Moorings Marina, Publix, charming boutiques, the library, churches, tennis center or Bayfront Park for pickleball & yoga. Only a short ride to Anna Maria Island, IMG Academy, world class medical or head south to St Armand's Circle for fine dining, the arts & less than an hour to three major airports: Tampa International, Sarasota/Bradenton or Clearwater/St Pete. Buyer is responsible to verify all boundaries. AMAZING SUNSETS INCLUDED!

LONGBOAT KEY

580 NEPTUNE AVENUE

None Beds

None Baths

0.43 acres

$1,000,000

MLS#: A4663455

PRICING UPDATE! Longboat Key's best kept secret. Sands Point Condominium is everything you could ask for! Lowest priced 2 bedroom condominium in this community blending gorgeous mid-century architecture with stunning location along the Gulf of Mexico. Situated next to the Longboat Key Club complex, Sands Points offers everything you need to relax and unwind under the Florida sun and all the amenities you could think of. This community offers direct access to the beautiful white sand beaches of Longboat Key, endless views of the Gulf of Mexico sunsets, New Pass and its own private marina. This second floor unit is accessed by either elevator or nearby stairs. Wall to wall windows offer expansive views from both the living/dining area and primary bedroom suite. This two bedroom unit is filled with sunlight and has had extensive recent (2023) remodeling throughout. The beautiful luxury vinyl plank flooring and tall baseboards extend throughout the entire unit. The expansive combination living/dining spaces offer room for large groups or to allow for separate seating areas; all without giving up sunny views. The gorgeous kitchen offers stainless steel Samsung appliances including French door refrigerator with 2 freezer drawers, range and microwave. The double stainless sink is a plus for those who love to cook. Beautiful stone countertops top fresh white cabinetry with soft-close doors and drawers. A generous pantry holds everything you need for cooking and entertaining. Dual sided cabinetry forms the breakfast bar offering even more storage. The interior laundry room has GE Insignia washer and dryer and added cabinetry for storage. Both bathrooms have been updated with cabinetry and countertops.
The primary bedroom is a huge space with a wall of windows offering a bright, airy space and ample room for adding a desk or lounges and has both built in and walk in closets.
Mid-century charm exudes from the clubhouse; terrazzo floors and complementing furnishings make this a fun place to gather and entertain. It includes a kitchen and library area. There is onsite management housed in this building as well.
Take a short walk to the stunning beach-this is what you came here for! Expansive white sand beach area wraps around the complex and has palapa tables, beach chairs and a newly renovated (just about complete) overlooking New Pass. Watch the dolphins and enjoy the spectacular sunsets. The marina has boat slips (currently a wait-list) kayak launch and storage and bicycle storage. HVAC new in 2020.
condo offers an assigned covered parking spot right outside of your building and a separate assigned storage unit.
St. Armand's Circle with a variety of restaurants and shops is a short drive away. Easy access to downtown Sarasota and it's cultural and entertainment venues.
You must see this home to fully appreciate the location, charm and design and expansive beach area of Sands Point. Don't fight the crowds to get to the beach; you are here!

LONGBOAT KEY

100 SANDS POINT ROAD 225

2 Beds

2 Baths

1,492 Sq.Ft.

$999,995

MLS#: A4644832

#A4655739

LONGBOAT KEY

615 DREAM ISLAND PLACE 105

2 Beds

2 Baths

1,509 Sq.Ft.

$999,500

MLS#: A4655739

Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an unparalleled coastal living experience. Wake up to the sights and sounds of the Gulf as it stretches from the beautiful white sandy beaches to the calming waters of Sarasota Bay. Enjoy breathtaking sunrises and sunset afterglows from just about any room, creating a cozy and inviting atmosphere. Step inside this meticulously maintained residence, featuring a spacious and thoughtfully designed layout, walls of glass sliders, plus high ceilings in the building. The eat-in kitchen has picture-perfect bay views and is steps from the dining room. The primary suite is a secluded getaway on the southeast with terrace access, walk-in closets, and an oversized en-suite bathroom. The second bedroom suite is arranged in a split layout for optimal privacy. Situated in a prime location on South Longboat Key, this residence provides easy access to pristine beaches, cultural attractions, and a wide range of recreational activities. The Promenade is a beautifully private, resort-style community that was recently updated. Residents enjoy the convenience of on-site management, a full-service concierge team (7 days/week), a secure lobby, ample under-building parking, security, and a 24-hour staffed guard gate. The options for relaxation are impressive, offering health club facilities with a fitness center, social rooms, four Har-Tru tennis courts, shuffleboard, a Gulfside sundeck featuring a gazebo with a barbecue grill, dining/lounge areas, as well as an oversized heated swimming pool and spa. The perfect finishing touch is the boardwalk leading down to the beach, where you can enjoy lovely Tiki huts.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 704

2 Beds

2 Baths

1,775 Sq.Ft.

$999,000

MLS#: A4647136

A corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and private golf course views and was completely renovated, with the added benefit of being in the hotel program. A separate bedroom from the living room, with a pullout sofa, offers more flexible sleeping arrangements. The living room and bedroom open directly to your private balcony, with stairs leading to the additional open patio area, which is the advantage of the walk-down. There is also the added luxury of in-unit laundry. The primary en-suite bath has double sinks and a full shower, with private access for your guests. There is also plenty of closet space. The resort at Inn on the Beach offers a variety of dining experiences, including a pool, a fitness center, a full-service spa, championship golf, tennis and more. Conveniently on southern Longboat Key, just minutes to St. Armands Circle, with its restaurants and shopping, along with Sarasota and all it offers.

LONGBOAT KEY

250 SANDS POINT ROAD 5101

1 Beds

1 Baths

716 Sq.Ft.

$995,000

MLS#: A4640389

This lot is located in The Preserve at Longbeach with plans and design already to go, an exclusive enclave of 12 new homes, light filled and luxurious contemporary homes. Refinement meets relaxation at the north end of LBK in Longbeach Village - where beach-to-bay access with waterfront amenities, al fresco dining, multiple kayak launch points, a neighborhood boat dock and ramp, and a free-spirited lifestyle await. Exhale and enjoy a neighborhood where the waterfront is at your fingertips and peacocks walk the streets. All that makes Coastal Florida living so enchanting is yours to enjoy here - be one of only 12. Located a short distance from the public beach access, the tranquil beaches of Longboat Key are yours to enjoy whether going for a swim in warm, Gulf waters, walking the beach or enjoying the sunset. Whether by boat or car, you're only minutes from world-class dining and shopping, a host of cultural amenities, and nearby barrier islands.

LONGBOAT KEY

6800 LONGBOAT DRIVE S

None Beds

None Baths

0.16 acres

$995,000

MLS#: A4660982

A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car garage home is newly renovated thoughout. Step through the door into the spacious open kitchen and living area that expands into a back additional living area large enough for lounging and a pool table. 4 bedrooms and 3 bathrooms offers ample space for family and friends. The open backyard is great to relax and enjoy the Florida weather. The home is located close to wonderful dining and entertainment. The detached 2 car garage offers plenty of space for paddle boards, kayakes or a small boat storage.

LONGBOAT KEY

608 SAINT JUDES DRIVE

4 Beds

3 Baths

2,106 Sq.Ft.

$989,000

MLS#: D6142646

A one of a kind boat slip available for sale with fortified pilings that are plastic coated and an extended finger pier, deep water, protected, yet easy access to Sarasota Bay and the Gulf at Longboat Key Moorings Marina. This is a 154 ft. T-dock/face dock ready to accommodate a yacht; T of D-dock has 2 50s/100 service outlets. D-19 is 74.5 feet, and D-20 is 79.5 feet, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. This only deep water marina on the West Coast of Florida is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes bath house, laundry facilities, restaurant, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. This slip will accommodate one or two vessels total 149 feet. Usable beam is 25 feet.

LONGBOAT KEY

2800 HARBOURSIDE DRIVE DRIVE D-19 D-20

None Beds

None Baths

N/A

$985,000

MLS#: A4646560

Seasonal Income Awaits – Turnkey Duplex in the Heart of Longboat Key

’Tis the season for a lucrative investment! This fully renovated duplex in the heart of Longboat Key offers the perfect blend of income potential and coastal charm. Featuring two separate units, each with 2 bedrooms and 2 bathrooms, this property is sold fully turnkey, so you can start generating rental income immediately.

Step outside to a spacious backyard and inviting outdoor living space, perfect for relaxation or entertaining. Best of all, you’re just seconds away from the pristine beaches of Longboat Key, where soft sands and breathtaking sunsets await.

Whether you're looking for a high-performing rental property or a personal retreat with built-in income, this is an opportunity you don’t want to miss!

Prime Location | Turnkey Investment | Minutes to the Beach

LONGBOAT KEY

578-580 COMPANION WAY

4 Beds

None Baths

2,432 Sq.Ft.

$950,000

MLS#: A4623518

* * DO NOT MISS OUT ON THIS LONGBOAT SPECIAL * * MULTIPLE USES ARE AVAILABLE TO YOU * * Presently set up as a 3 bedroom / 2 bathroom / 2 car garage home with a formal living room. Completely updated kitchen that provides access to a family room and attached reading room. Oversized 2 car garage with a FULL INLAW SUITE above the garage. INLAW SUITE has a huge living room. Kitchen that opens to dinette. One bedroom and a one bathroom. It has two separate entrances (one from inside home and one with direct access to outside). Large balcony off the living room. FOR THE DEVELOPER - Large quarter acre lot that is 123' wide. Lots of space to build that dream home. Previous marketing indicates private deeded beach access (this statement is not warranted, and buyer needs to verify). EVERYONE WANTS TO LIVE ON LONGBOAT KEY. This is paradise at its best! Multiple golf courses on the island and easy access to more on the mainland. Go north and enjoy Bradenton Beach and Anna Maria and all that they have to offer. Go south and enjoy St. Armands Circle or Downtown Sarasota. All of the shopping and restaurants you could want! If you are a boater, multiple marinas locally to handle all of your boating needs. * * PLEASE NOTE * * It is buyer’s responsibility to verify all information. Information posted in MLS or any marketing information is not guaranteed.

LONGBOAT KEY

651 JUNGLE QUEEN WAY

4 Beds

3 Baths

2,242 Sq.Ft.

$950,000

MLS#: U8252397

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.

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 36N

2 Beds

2 Baths

1,485 Sq.Ft.

$949,000

MLS#: A4649187

Discover this exquisitely renovated condo with high-impact windows and sliders that lives like a single-family home! This fully furnished 3-bedroom, 2-bath home in the friendly “Harbour Oaks” section of the prestigious Bay Isles community on Longboat Key comes with a private 2 car garage. With just under 2,000 square feet of living space, this residence perfectly combines luxury, comfort, and convenience. This home has been meticulously designed with high-end finishes by an interior designer, offering a sophisticated aesthetic throughout, featuring custom wood paneling, recessed lighting, engineered wood floors, Stark wool carpet in the primary bedroom, and custom window treatments. The 2020 upgraded kitchen features premium stainless-steel appliances and an induction range. Additional thoughtful design elements include cove lighting in the dining room and a wood-burning fireplace with custom Carrera Marble surround. The lanai with a motorized no-see-um bug screen overlooks the Longboat Key Club Harbourside Golf Course, providing breathtaking and comfortable sunset views framed by beautiful trees and lush greenery. For safety, durability and financial peace of mind, this gorgeous second floor residence features recently upgraded high-impact sliders and windows, plus community-wide new roofing and siding. Located in the gated Bay Isles community with 24/7 security, this home is within walking or biking distance to the private and newly renovated Bay Isles Beach Club, the Longboat Key Club Moorings Marina and Portofino restaurant, the Longboat Key Club Pickleball and Tennis Courts, Publix, CVS, as well as to the new Longboat Key St. Regis, which offers exceptional dining options and the vibrant St. Regis Monkey Bar, now open to the public. This remarkable turn-key property with a beautiful community pool and spa offers a rare opportunity to embrace the unparalleled Longboat Key lifestyle. Don’t miss the chance to make it your own.

LONGBOAT KEY

2195 HARBOURSIDE DRIVE 404

3 Beds

2 Baths

2,600 Sq.Ft.

$949,000

MLS#: A4635715

Sought after mid-key cottage home with DEEDED BEACH ACCESS on the barrier island of Longboat Key. Entering the home, you are greeted by terrazzo floors, wood beam ceilings and a tile accented gas fireplace in the large living room. An additional room overlooking screened in pool can be used as an office, exercise room or extra space for guests. Newly renovated kitchen with wood cabinets, quartz countertops, new sink and fixtures. Bathrooms have been completely renovated with beautiful walk-in tiled showers. A built-in bookcase in the living room adds charm with plantation shutters, accent lighting and ceiling fans throughout.

Completely restored home by licensed general contractor and professionally mitigated after hurricane Helene flood damage. The house shares a driveway and deeded beach access with 5920 Gulf of Mexico Drive making it a perfect guest house or family compound when purchased together. Another possibility is to use one as as a rental for an ongoing revenue stream. The property is being sold As-Is (use FAR-BAR-ASIS-7.

LONGBOAT KEY

5924 GULF OF MEXICO DRIVE

2 Beds

2 Baths

2,286 Sq.Ft.

$949,000

MLS#: A4651805

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