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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

493

# of Listings

2

Avg # of Bedrooms

$948

Avg. $ / Sq.Ft.

$1,697,946

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

493 Properties Found. Page 12 of 33.

RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of Mexico. Perfectly situated between the charm of Anna Maria Island and the upscale allure of St. Armands Circle, this oversized lot provides unparalleled space, privacy, and freedom—with no HOA and no deed restrictions limiting your design. Bordering the award-winning Joan Durante Park, you'll enjoy direct access to peaceful nature trails, scenic bayfront views, and regular visits from local wildlife including ospreys, eagles, and herons. Plus, enjoy private deeded beach access to a tranquil stretch of the Gulf, and walkable access to beloved Longboat Key staples like Euphemia Haye, Harry’s Continental Kitchen, and charming neighborhood shops. Whether you're building a serene getaway or a luxury showpiece, this one-of-a-kind homesite blends natural beauty, prime location, and limitless potential—a rare find on Florida’s Gulf Coast. Schedule your private showing today to walk the property and begin planning your Longboat Key dream build.

LONGBOAT KEY

560 GULF BAY ROAD

None Beds

None Baths

0.41 acres

$1,370,000

MLS#: A4649200

Welcome to 2,400+ square feet of refined living with breathtaking panoramic bay views. This residence offers an expansive open floor plan that includes two primary suites in a split configuration, ensuring privacy and comfort with a 3rd guest bedroom. With three full baths, three versatile entertaining areas, this home is ideal for hosting and relaxation and designed for those who seek both elegance and functionality.
Amenities Include 24-hour gated security, covered private parking, access to a well-appointed community clubhouse with a kitchen and large gathering space. two heated pools, fitness center, pickleball courts, kayak launch, scenic walking/biking trails, and a private deeded beach.

For those who appreciate the game of golf and an active social life a few miles from this exquisite residence is the Longboat Key Club (membership required) Which offers 45 holes of award-winning golf, tennis courts, private beach cabanas, beachside services, multiple restaurants, and a deep-water marina with boat slips.

Close by is St. Armands Circle and downtown Sarasota, two iconic destinations that provide a perfect blend of culture, shopping, dining, and entertainment, connected by the spectacular John Ringling Bridge which offers stunning views of the bay and city skyline. This bridge allows easy access between the two areas, making it simple to enjoy both.
Sarasota’s coastline has something to suit every preference. From the famous powdery sands of Siesta Key to the serene beaches on Longboat Key.
Create cherished memories and embrace the ultimate Florida lifestyle with this home.

LONGBOAT KEY

2020 HARBOURSIDE DRIVE 424

3 Beds

3 Baths

2,582 Sq.Ft.

$1,355,000

MLS#: N6136414

#A4647430

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 903

2 Beds

2 Baths

1,509 Sq.Ft.

$1,349,000

MLS#: A4647430

Price Improvement! SELLERS SAY THEY ARE MOTIVATED. BRING AN OFFER. New roof. New HVAC. New Ductwork. In the lovely gated community of Bayou, this home is set back from the road, offering a water view of Crane's Bayou in Bay Isles. Walk through your backyard to see manatees swimming about in the bayou. Here, you are close to Longboat Key's stunning Gulf beach, within proximity to the Longboat Key Club, the Town Green with its outdoor market and performing arts, the town tennis center, Publix and CVS. This home has an expansive open floor plan with a first-floor elevation of 16 feet. The interior features vaulted ceilings, porcelain tile and wood floors, an abundance of windows, sliding doors, and new skylights, which create a bright, airy space with tons of natural light. There are built-in interior planters to add a touch of greenery. A large stone fireplace, natural gas-powered, serves as the focal point of the family room, which is adjacent to the kitchen. A bonus loft space, accessible via a spiral staircase, has its own powder room and can be used as an office, den or art studio. The kitchen features quartz countertops, an island and a special pass-through window for serving on the lanai. The primary bedroom suite offers ample space with a large bath and sliding doors leading to the lanai, where you'll find your private saltwater pool and water views. There is also an office nook in the primary suite with a view of the pool and the bayou lagoon. There are two additional bedrooms with en suites and one with a large walk-in closet. One bedroom suite is set apart and is ideal for an in-law, nanny or caregiver, offering privacy and comfort. The outdoor space features a saltwater pool with a new pump, filter, and newer coping and pool surface. There is a separate pool bath. There is plenty of space for lounge chairs and outdoor dining. The backyard adjoins private open green space owned by the Bay Isles Association, further enhancing the sense of privacy. Additional property features include a new energy-efficient HVAC, a new roof to be completed for the new buyers, two lower-level storage spaces, new exterior lighting, and a landscape sprinkler system. Membership is included in the private Bay Isles Beach Club with access to five acres of beach perfection, restrooms, and outdoor grills. Go to the Longboat Key Club and enjoy 45-plus holes of golf, five restaurants and a world-class tennis center, including pickleball courts, available with separate membership. What an opportunity to own in this fantastic neighborhood!

LONGBOAT KEY

3111 BAYOU SOUND

3 Beds

3 Baths

4,101 Sq.Ft.

$1,329,000

MLS#: A4645585

*NO FLOOD/STORM DAMAGE*MOVE-IN-READY*FULLY-FURNISHED*WATERFRONT*
Welcome to 550 De Narvaez Drive, a meticulously maintained WATERFRONT residence nestled on a spacious 10,000 square foot ELEVATED LOT in the coveted North end of Longboat Key. This light-filled 3-bedroom, 2-bathroom block home offers 1,758 square feet of refined living space, seamlessly blending comfort with modern upgrades. Enjoy serene CANAL VIEWS with direct access to Sarasota Bay, perfect for boating enthusiasts. The home boasts NEW IMPACT-RESISTENT WINDOWS and sliding doors, ensuring both safety and energy efficiency. The kitchen and bathrooms have been thoughtfully renovated to meet contemporary tastes. Recent improvements include NEWLY LINED PLUMBING PIPES and additional ATTIC INSULATION, enhancing the home's longevity and comfort. The expansive lot provides ample space for outdoor activities, gardening, or potential future expansions. Located in the tranquil Sleepy Lagoon neighborhood, this property offers a peaceful retreat while being conveniently close to the pristine beaches of Longboat Key, local dining, shopping, and recreational amenities. Whether you're seeking a permanent residence or looking for a lucrative real estate investment, 550 De Narvaez Drive presents an EXCEPTIONAL OPPORTUNITY to experience the quintessential Florida waterfront lifestyle. Schedule your private showing today before it’s gone!!

LONGBOAT KEY

550 DE NARVAEZ DRIVE

3 Beds

2 Baths

2,190 Sq.Ft.

$1,329,000

MLS#: A4638701

Build Your Dream Waterfront Oasis on Longboat Key! Discover the ultimate in Florida coastal living with this cleared and build-ready vacant lot on coveted Longboat Key. Featuring a 80ft wide seawall, private boat dock, and 10,000lb lift, this prime property offers direct access to the bay, making it a boater’s paradise. Cruise out to explore the Gulf of Mexico or enjoy serene sunsets on the bay from your backyard.

Nestled in one of the most prestigious areas along the Gulf Coast, Longboat Key boasts an exceptional lifestyle. Known for its pristine beaches, world-class golf courses, and exclusive resorts, this island gem combines natural beauty with luxury living. Enjoy easy access to fine dining, boutique shopping, and cultural attractions in nearby St. Armands Circle and downtown Sarasota.

Whether you're drawn to the island's peaceful charm, abundant wildlife, or active lifestyle, Longboat Key has it all. From kayaking and paddleboarding in the bay to relaxing on uncrowded sandy shores, every day feels like a vacation.

This lot is the perfect canvas to design and build your custom dream home, complete with water views and the amenities you’ve always desired. Don't miss this rare opportunity to live on prime boatable water in one of Florida’s most sought-after destinations!

LONGBOAT KEY

749 NORTON STREET

None Beds

None Baths

0.23 acres

$1,299,000

MLS#: A4634122

short stories:...Prime canalfront Property on Longboat Key---Endless Potential!!! The choice is yours with this unique 3 bedroom 2 bath home l

LONGBOAT KEY

563 JUAN ANASCO DRIVE

3 Beds

2 Baths

1,728 Sq.Ft.

$1,297,111

MLS#: A4633669

Discover the exceptional potential of 640 Lyons Lane, a perfectly situated vacant lot on a unique street in North Longboat Key, with homes only on one side and protected wetlands on the other. This property includes permitted plans for a stunning three-bedroom, three-and-a-half-bathroom home, offering an outstanding opportunity to build your dream residence in the sought-after Longboat Key. The existing plans showcase a well-designed layout, featuring a spacious primary suite with expansive views over the tranquil canal. For those seeking additional space, the plans can be updated to add another level, further enhancing the property's value and living area. Enjoy breathtaking water views from both the front and rear of the property, creating a serene and picturesque living environment. Adding to its allure, the property includes a newly installed pool and a convenient boat dock with a 10,000 lb lift, all seamlessly integrated into the new planned design, perfect for embracing the Florida boating lifestyle. Enjoy direct access to the Millar and Sarasota Bays with no fixed bridges to the Gulf, offering unparalleled convenience for boating enthusiasts. This listing is for the lot only and does not include the cost of construction. However, the permitted plans, surveys, and other essential documentation are included. Buyers have the flexibility to start over with new plans if desired. Pricing is available for the existing permitted plans from the contractor, but the buyer is free to choose any builder for the construction. Whether you're looking to create a permanent residence or a luxurious vacation retreat, 640 Lyons Lane offers the ideal canvas. Don't miss this opportunity to own a piece of paradise in Longboat Key, with proximity to pristine beaches, golf courses, and fine dining.

LONGBOAT KEY

640 LYONS LANE

None Beds

None Baths

0.23 acres

$1,295,000

MLS#: A4657391

High and Dry, Beautifully Renovated, and Fully Furnished, this Stunning Villa is Move-In Ready! This single-story villa in prestigious Harbour Oaks offers nearly 2,500 square feet of light-filled living space with tasteful finishes and high-end furnishings hand selected by a designer. Elevated over 11 feet, the home remained untouched by flooding or hurricane damage—offering peace of mind in addition to peace and quiet.
In addition to cosmetic upgrades, a new roof (2024) and a new HVAC system (2025), ensures both comfort and long-term value.

A highly desired ground floor unit with no upstairs neighbors, the villa features soaring ceilings, radiant skylights, and expansive golf course views. Over 800 square feet of screened lanai space overlooks the Harbourside Golf Course, creating a tranquil setting for morning coffee or evening entertaining.

Step inside to an elegant formal living and dining area with herringbone-pattern wood-look tile and a striking geometric feature wall. The open layout and stunning floors continues to the rear of the home, where a spacious kitchen-family room offers custom built-ins, a French bistro-inspired bar area with open shelving, a waterfall island, and a sunny breakfast nook. Tucked off the family room is a dedicated half-bath.

The serene primary suite boasts golf course views, generous closet space, and a spa-like bath with dual vanities. Two additional bedrooms at the front of the home share a well-appointed full bath, while a functional laundry room connects to the attached two-car garage.

Harbour Oaks is known for its resort-style amenities, including a heated pool, spa, and beautifully manicured grounds—all just minutes from Longboat Key Town Center. As a resident of Bay Isles, you’ll also enjoy deeded access to the Bay Isles Beach Club, a private Gulf-front retreat with a pavilion, grills, beach loungers, restrooms, and ample parking.

Optional membership to the Longboat Key Club—featuring championship golf, tennis, and Harbourside Moorings deepwater slips—further enhances the exceptional lifestyle offered by this one-of-a-kind property.

LONGBOAT KEY

2103 HARBOURSIDE DRIVE 1102

3 Beds

2 Baths

3,248 Sq.Ft.

$1,285,000

MLS#: A4656063

Welcome to the perfect opportunity to build your dream home in the coveted Sleepy Lagoon Park on Longboat Key! This desirable lot is located on a saltwater canal with direct access to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico—perfect for boating enthusiasts. With the current structure on the property being removed in the coming weeks, this lot is ready for you to envision and create your ideal waterfront retreat. Two lots from the mouth of the canal, the property offers peekaboo views of the bay and the potential for even more breathtaking vistas with the right elevation and design. Imagine waking up to serene sunrises, taking morning walks along the nearby beach, and catching stunning sunsets every evening. All utilities are in place, making this lot a seamless canvas for your new construction. Enjoy the quintessential Longboat Key lifestyle with nearby amenities such as fine dining, shopping, tennis, fitness clubs, and community parks. This is your chance to own a prime piece of land in one of the most desirable locations on the island. Call today for more details and to schedule your private tour of this exceptional property. Don't miss this rare opportunity to bring your dream home to life!

LONGBOAT KEY

592 JUAN ANASCO DRIVE

None Beds

None Baths

0.23 acres

$1,285,000

MLS#: A4632452

Rarely is there a renovation that starts below the foundation (all sewer drain lines with new PVC), to the 2-year-old metal roof. Top to bottom, that's right roof, windows, electrical, water lines, HVAC, flooring insulation all new ductwork. The shellcrete exterior concrete (front yard, side yard leading to one dock and both driveways) as well as the pool deck, that's right all shellcreted. These modern finishes make you feel from the moment you pull up to the front, you've arrived at a new home. This is the way you renovate an original ground floor ranch, not leaving a stone unturned. It's time to take advantage of this home and move to the water, Beach access is deeded to this lot, across Gulf of Mexico Drive. Call with questions and to make your appointment for a private showing

LONGBOAT KEY

791 SAINT JUDES DR N

3 Beds

3 Baths

2,011 Sq.Ft.

$1,260,000

MLS#: A4653070

One or more photo(s) has been virtually staged. Welcome to a blank canvas for your beachfront dream home in this 7th-floor corner residence at Promenade on Longboat Key, where sophisticated design meets expansive, breathtaking vistas. With 2 bedrooms plus a den that can easily transform back into a full 3rd bedroom, and 3 elegant baths, this home awaits your personal vision. Upon entering, walls of glass frame endless horizons—with the Gulf on one side and Sarasota Bay sparkling on the other—while gorgeous sunset views bathe every room in warm light. The open layout flows effortlessly, creating a sense of airy spaciousness enhanced by tasteful finishes and abundant natural light. Step outside onto an extensive terrace that soars above the beach, offering a resort-like retreat perfect for relaxation or entertaining guests. Residents of Promenade enjoy a host of exceptional amenities, including 24-hour concierge service, newly renovated lobby and common areas, dedicated men’s and women’s gyms, club rooms, lush landscaping, a heated lap pool, four Har-Tru tennis courts and an oversized parking garage. This is a rare opportunity to embrace luxury waterfront living in one of Longboat Key’s most coveted communities, where every detail has been designed for a life of refined style and remarkable potential. Please note some interior photos are virtually staged.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 701

3 Beds

3 Baths

2,320 Sq.Ft.

$1,250,000

MLS#: A4639963

ESTATE SIZE BUILDABLE LOT 100' X 140' HOUSE TORN DOWN & SALT WATER CANAL FRONT LOT CLEARED & READY TO BUILD YOUR DREAM HOME IN DESIRABLE BUTTONWOOD HARBOUR NEIGHBORHOOD. Rare south end of Longboat Key location ( Sarasota County ) vacant lot with seawall situated Mid Longboat Key. Buttonwood Harbour neighborhood also has its own Boat Basin/Marina with community docks available for boats up to 28 feet with easy access & no bridges to Sarasota Bay & Gulf of Mexico access. The close by neighborhood beach offers miles of gorgeous crystal sand beach & magnificent sunsets where neighbors congregate nightly to toast their good fortune!

LONGBOAT KEY

660 LONGVIEW DRIVE

None Beds

None Baths

0.25 acres

$1,250,000

MLS#: A4632788

Welcome to your perfect Gulf-front getaway at The Players Club on Longboat Key. This beautifully renovated second-floor condominium offers stunning views of the Gulf of Mexico and is just steps from the pristine beach. From the moment you enter, your eyes are drawn through the spacious great room to the expansive balcony, where you can relax for hours in the fresh air—reading, listening to the waves, and taking in the breathtaking sunsets.
The interior is a seamless blend of style and functionality, fully renovated from the studs out in late 2020. Porcelain tile flooring runs throughout the unit, complemented by custom LED ceiling lighting, custom blinds, and designer touches like shiplap in the entryway. The open-concept kitchen is ideal for entertaining, featuring granite countertops, stainless steel appliances, custom cabinetry, an induction stove with convection and steam baking functions, and wine fridge.
The master suite provides a serene retreat with private balcony access, a walk-in closet with custom organizers, and a split en-suite bathroom featuring elegant custom tile and a Toto bidet in the powder area. A second en-suite bedroom, located off the front hallway, also boasts a large walk-in closet, making it a perfect space for guests. Additional conveniences include a stylish powder room with custom wallpaper and vanity, an in-unit laundry closet, and both interior and exterior storage.
This unit is being sold fully FURNISHED, with a few personal exclusions, and includes under-building assigned parking and access to convenient bike racks. Just outside your front door is a private storage closet, adding to the functionality of this well-appointed home.
Residents of The Players Club enjoy a wealth of premium amenities, including a newly renovated clubhouse with a state-of-the-art fitness center, library, catering kitchen, and both indoor and outdoor social gathering spaces. Four Har-Tru tennis courts (with pickleball capabilities), a 70-foot heated swimming pool and spa, and beautifully maintained grounds round out the resort-style offerings. The community features a security gate and on-site management, ensuring peace of mind and convenience.
Ideally located on the south end of Longboat Key, The Players Club is just minutes from the island’s Publix, the world renown St Regis hotel, and a short drive from the upscale shops, fine dining, and cultural attractions of St. Armands Circle and downtown Sarasota. This is your opportunity to experience luxurious coastal living in one of Florida’s most desirable communities.

LONGBOAT KEY

1445 GULF OF MEXICO DRIVE 203

2 Beds

2 Baths

1,973 Sq.Ft.

$1,250,000

MLS#: A4654675

Waterfront Paradise on Longboat Key – Deeded Beach Access + Private Pool + Private Dock! Welcome to your dream coastal retreat! This fully renovated 2 bedroom, 2 bath canal-front home on Longboat Key is the ultimate blend of luxury, comfort, and convenience. Nestled just steps from 10 miles of pristine Gulf beaches—with deeded beach access—you’ll enjoy the best of both water worlds: boat out back, beach up the block. Bring your boat and dock it with ease—this property includes private dock pilings on a deep-water canal. After a day on the water, take a dip in your saltwater swimming pool surrounded by elegant travertine and brick pavers, rinse off in the outdoor shower, and unwind fireside on your expansive pool deck, enjoying tranquil evenings under the stars. The interior exudes coastal sophistication with thoughtful upgrades throughout: plantation shutters, a stunning oversized tile fireplace, a beautifully redesigned kitchen and baths, and a cozy wood-burning fireplace in the family room that overlooks the canal. Recent upgrades include a new HVAC system (2019), fresh interior paint, new baseboards, new interior doors, and a total professional flood mitigation—complete with new drywall, and rewired electrical. This home sits on a beautifully landscaped lot with a paver driveway and covered carport. Every detail has been handled—just move in and start living the Longboat Key lifestyle. Enjoy easy access to island shopping, top-rated restaurants, dog-friendly parks, and charming local boutiques. Just minutes to St. Armands Circle, Sarasota, Anna Maria Island, and Bradenton. Boater’s dream. Beach lover’s paradise. Island living at its finest. Don’t miss this rare opportunity—schedule your private tour today!

LONGBOAT KEY

726 JUNGLE QUEEN WAY

2 Beds

2 Baths

1,659 Sq.Ft.

$1,250,000

MLS#: A4657219

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