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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

509

# of Listings

2

Avg # of Bedrooms

$850

Avg. $ / Sq.Ft.

$1,495,999

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

509 Properties Found. Page 12 of 34.

It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025.

LONGBOAT KEY

615 BUTTONWOOD DRIVE

3 Beds

2 Baths

2,080 Sq.Ft.

$1,250,000

MLS#: A4673335

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

1,395 Sq.Ft.

$1,250,000

MLS#: A4657219

Welcome to an incredible opportunity in the highly sought-after Bayview Estates on Longboat Key. Situated on a stunning saltwater canal lot with direct access to Sarasota Bay and the Gulf of Mexico, this property is a boater's paradise. Featuring a deep-water canal with a dock, seawall, and lift already in place, the potential for creating your dream waterfront home is limitless. Enjoy peekaboo views of the bay and imagine the possibility of expanding or redeveloping the property to take in breathtaking vistas of Bishops Bayou, the Intracoastal Waterway, and beyond. This home is located just steps from the public beach access, offering unparalleled convenience to one of Longboat Key's best surf breaks. Nearby amenities include fine dining, shopping, tennis, fitness clubs, and community parks, ensuring the quintessential island lifestyle. While the home was damaged and flooded during recent hurricanes, it presents a fantastic opportunity for visionaries to rebuild or renovate and make it their own. Being sold for land value, this property is your chance to create a dream residence in one of Longboat Key's most coveted neighborhoods. Don’t miss out—schedule your private tour today!

LONGBOAT KEY

579 BAYVIEW DRIVE

4 Beds

2 Baths

2,144 Sq.Ft.

$1,250,000

MLS#: A4632655

Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle. From the moment you step inside, you’ll notice the attention to detail: custom ceramic tile floors, exquisite cabinetry, and a thoughtfully designed open kitchen that seamlessly flows into the dining area/great room - perfect for entertaining. The gourmet kitchen is equipped with updated appliances, abundant storage, and elegant finishes, ensuring both functionality and style. Hurricane-impact sliding doors and windows provide peace of mind, while inviting breathtaking views of the pool, beach, and mesmerizing sunsets. Step onto your expansive terrace, the ideal setting for morning coffee or evening cocktails as you listen to the waves. The primary suite features generous walk-in closets, while the additional guest bedrooms, especially guest suite 3 with walls of closets, offers ample space for friends, family, and all your beach toys. The HVAC system has been updated and well-maintained, ensuring comfort year-round. Enjoy the privacy of a semi-private elevator, shared with only one neighbor, leading directly to your covered parking space just steps from your door. At The Players Club, every day feels like a vacation. Amenities include a renovated clubhouse with catering kitchen and library/meeting room, resort-style pool & cabanas just steps from the beach,
Har-Tru tennis courts, pickleball, and putting green, and 24-hour fitness center, fire pits, and outdoor BBQs. You’ll also appreciate the fully funded reserves, successful milestone inspections, and recent elevator update/certifications, ensuring security and long-term peace of mind. Perfectly situated near the new St. Regis Resort and offering optional membership at The Longboat Key Club & Resort, you’ll have access to world-class golf, dining, tennis, and the only deep-water marina on the island. A short drive brings you to St. Armands Circle for upscale shopping, art galleries, and fine dining. Experience the best of Longboat Key living - call today to arrange your private showing and start living your Gulf-front dream.

LONGBOAT KEY

1445 GULF OF MEXICO DRIVE 404

3 Beds

2 Baths

1,787 Sq.Ft.

$1,250,000

MLS#: A4661956

It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025.

LONGBOAT KEY

615 BUTTONWOOD DRIVE

None Beds

None Baths

0.28 acres

$1,250,000

MLS#: A4673355

Price reduced

#A4642654

LONGBOAT KEY

552 JUAN ANASCO DRIVE

3 Beds

3 Baths

1,846 Sq.Ft.

$1,239,552

MLS#: A4642654

#A4660124

LONGBOAT KEY

1932 HARBOURSIDE DRIVE 244

2 Beds

2 Baths

1,192 Sq.Ft.

$1,200,000

MLS#: A4660124

Experience the ultimate in Gulf-front living from this meticulously updated 1827 sq. ft. beach retreat located on the sunny southern side and offering peaceful Gulf and courtyard vistas. The open floor plan is perfectly suited for entertaining, seamlessly connecting the living and dining areas. A modern wet bar with sleek finishes and electric fireplace complements the cozy ambiance of the great room. Floor-to-ceiling glass sliders line the gorgeous interior, opening to a wraparound terrace that offers ocean views and extends to the kitchen and primary suite, creating seamless indoor-outdoor flow. The kitchen, renovated with quartz countertops and chic shaker-style cabinetry, offers plenty of storage, tile backsplash, and stainless-steel Bosch appliances, making it as functional as it is stylish. Overnight guests will appreciate the privacy afforded by the split-bedroom layout. Situated for optimal Gulf views, the primary suite is a peaceful retreat with direct terrace access, dual walk-in closets, and a built-in makeup vanity. The en-suite bathroom has been beautifully modernized with quartz countertops, a glass-enclosed shower with multiple shower heads, and a private water closet. The guest bedroom includes a walk-in closet and an updated bathroom with a floating vanity. Additional conveniences include one secure under-building parking space and a storage locker. The Promenade delivers unparalleled luxury with amenities designed to elevate everyday living. On-site management, a full-service concierge team, and secure lobby with a manned guard gate offer peace of mind and effortless convenience. Residents enjoy exclusive access to beautifully updated social rooms, and a fully equipped fitness center with sauna. Outdoor amenities include four Har-Tru tennis courts, a Gulfside sundeck, and an oversized heated swimming pool and spa. A private boardwalk leads directly to the sugar sand beach and azure waters of the Gulf of Mexico and complete this exceptional coastal experience.

LONGBOAT KEY

1211 GULF OF MEXICO DRIVE 108

2 Beds

2 Baths

1,827 Sq.Ft.

$1,199,000

MLS#: A4667361

Price reduced

Unit 208 is the largest 3-bedroom unit in this stack located in a building that is an easy walk to the beach and the pool. It is the lowest price by sq. ft. for a 3-bedroom home on the Gulf. This rarely available corner end-unit residence has windows on 3 sides, filling the space with natural light and capturing views throughout. Located in the highly desired Gulf-front community of The Players Club, where you'll find 4 Har Tru tennis courts, a luxury clubhouse with a fitness center, and a 70 ft. heated saltwater pool. You'll find this home to be spacious and airy. There is a 4-panel sliding glass door in the living room and a large 2-panel slider in the primary suite, both open onto a large covered balcony with sweeping, unobstructed views of the Gulf, creating an effortless indoor-outdoor living experience. In addition to the open floor plan, the 3 bedrooms and 3 full baths, you'll find there is quite a bit of flexible space to be used as an extra dining spot, an office or even a 4th bedroom. The Players Club offers an unmatched lifestyle with top-rated Har-Tru tennis courts, a beautifully updated clubhouse, a resort-style gulf-front pool, and direct access to the pristine beach of Longboat Key. It's just a few minutes walk down the beach to enjoy the St. Regis resort for dining and cocktails on the beach. Positioned on the desirable south end of Longboat Key, the community is just moments from Longboat Key Club, Publix, island dining, and within easy reach of downtown Sarasota’s theaters, restaurants, and shopping. A reserved garage space is also included, an invaluable amenity on Longboat Key. There is a private utility/storage closet adjacent to the entry. Property management is on the grounds. There is a gated entry to this community that is attended 24 hours a day. This unit is a rare opportunity to own a light-filled, gulf-front corner unit in one of the island’s sought-after communities.

LONGBOAT KEY

1425 GULF OF MEXICO DRIVE 208

3 Beds

3 Baths

1,897 Sq.Ft.

$1,199,000

MLS#: A4671888

This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom. 9-foot ceilings in an open floor plan where walls have been removed create incredible openness while showcasing a stunning straight-on view of Sarasota Bay. Extended breakfast area adds 4’ x 9’, 36 SF overall not included in total SQFT. Contemporary porcelain tile flooring and a neutral color palette allow for unlimited design opportunities. This unit, with extensive upgrades, has been lightly used and well maintained. Upgrades include NEW high efficient A/C system, Pella impact windows and doors throughout, plumbing and electrical and a whole-house water filtration system. Motorized hurricane shutters added in 2024 protect all bay view openings and are in addition to the impact windows. The remodeled kitchen features a Sub-Zero refrigerator, Bosch dishwasher, Wolf 5-element induction cooktop, (gas line is in place if gas cooktop is desired), Wolf microwave and wall oven, walk-in pantry and a granite- surfaced island with wine cooler. A casual dining and large gathering room are highlighted by a gas fireplace, vaulted skylight, and customized built-in wall unit with flat screen TV. An outdoor bayside patio with wood-grain porcelain tile overlooks the resort-sized pool, pond and fountain and you are treated to breathtaking direct views of Sarasota Bay. The primary suite has a beautiful bay view and is accompanied by a large walk-in closet, with customized storage units as well as a wall safe, and a luxurious ensuite bath with steam shower, granite, dual sinks and extra storage. Complete privacy is enjoyed in the guest suite with specialized built-in providing closet space, private bath and flat screen TV. Additional features are a gated front patio with connection for a gas grill as well as an oversized 2-car garage with built-ins for extra storage. A pet-friendly community, amenities include monitored gated entry, resort-style pool, exercise facility and clubhouse, Cloud Court surfaced tennis courts, regulation sized pickleball courts and organized social activities including group Happy Hours and excursions to local events. Tangerine Bay Club (TBC) features a freshly renovated boat dock, 2 kayak launches and prime fishing right on Sarasota Bay. The cherry on top is hassle-free boating. Literally walk to Dockside Marina where you can purchase or rent a covered boat storage unit with a launch to the bay. TBC owners enjoy private access to the Gulf of Mexico’s pristine beach by joining the newly remodeled Bay Isle Beach Club for a modest annual fee. Positioned in the southernmost point of the island, TBC is close to St Armands and downtown for dining, entertainment, shopping and more. TBC exemplifies fiscal responsibility, boasting well-funded reserves. There are no current assessments. Major capital projects have been funded without special assessments, including building painting and waterproofing, elevator rebuilt, roofs in 2024, and exterior tile walkways. Required milestone inspections have been completed with no issues. Imagine a lifestyle in this bayfront beauty, with refined elegance in the lush, tropically landscaped 10-acre Mediterranean setting! This is Florida living at its best!

LONGBOAT KEY

360 GULF OF MEXICO DRIVE 322

2 Beds

2 Baths

2,276 Sq.Ft.

$1,195,000

MLS#: A4671956

Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated and meticulously styled, the interior pairs warm wood accents with neutral tones, complemented by faux wood tile floors flowing throughout. Dual sliders frame shimmering Gulf waters and invite natural light into the living space. The kitchen is a standout, with stone countertops, harmonizing cabinetry with glass panel accents and a colorful tile backsplash that adds just the right touch of vibrancy. Off the bedroom space, a beautifully updated bath features all-white cabinetry, a separate water closet and a glass walk-in shower with striking tilework. For added ease, in-unit laundry utilities are included. This unit participates in the Resort Rental Program and has a healthy rental history, with nightly rentals allowed, making it both an enjoyable retreat and a strong investment. As an owner, you’ll have access to the exclusive amenities of the 410-acre Longboat Key Club, including 45 holes of championship golf, 20 Har-Tru tennis courts at the award-winning Tennis Gardens, a full-service marina, private Gulf-front beach with umbrellas and attendant service, a world-class fitness and wellness center, spa and five private dining options. Recently renovated guest services, dining areas, and resort amenities have elevated the experience even further, earning accolades such as the AAA Four-Diamond Award and recognition from Condé Nast Traveler as a Top Florida Resort.

LONGBOAT KEY

210 SANDS POINT ROAD 2405

1 Beds

1 Baths

650 Sq.Ft.

$1,175,000

MLS#: A4664039

Price reduced

Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attention—with bold architecture, elegant updates, and a prime waterfront location that elevates the Florida lifestyle into something exceptional. Nestled on a quiet corner lot in the coveted Sleepy Lagoon Park neighborhood, this home is your gateway to prestige, privacy, and the purest form of coastal living.

Spanning 1,708 square feet of refined single-story living, this 3-bedroom, 2.5-bath residence is a masterclass in modern comfort and timeless materials. Designed with block construction and finished in stucco with a durable metal roof, the home is as solid as it is stylish. Inside, terrazzo flooring sweeps across the entire home, providing a sleek and enduring foundation underfoot.

Enter into a light-drenched open floor plan, where the layout has been carefully crafted for entertaining, lounging, and effortless day-to-day living. The living room flows into a dining space and gourmet kitchen—outfitted with stone counters, solid surface tops, a spacious island, and stainless steel appliances including a convection oven and cooktop. Whether you’re entertaining guests or enjoying a peaceful morning coffee, every room connects you to the water and the outdoors.

The primary suite is an owner’s haven, complete with a walk-in closet and full bath featuring a tub/shower combination. Two additional bedrooms—each with walk-in closets—offer comfort, functionality, and flexibility. A second full bath, half bath, and spacious laundry area provide all the elements of ease and convenience.

But what truly defines this home is what lies beyond the doors. A private, heated pool, enclosed within a screened lanai, becomes your year-round sanctuary. The oversized covered deck is perfect for afternoon shade or sunset cocktails. And then there’s the water: with direct canal access to the Intracoastal Waterway, this home is a dream for boaters. The 2022 composite dock and concrete seawall are in pristine condition and ready for your vessel.

No HOA means you can live your way, and with 1-month minimum leases allowed (rental license required), this property also offers incredible short- or long-term rental potential. Add in a two-car garage, central air, electric heat, public water/sewer, and fiber optic internet, and you have every modern amenity at your fingertips.

This is more than just a home—it’s a statement of lifestyle. A bold, beautiful, and rare opportunity to own in one of Longboat Key’s most established and beloved communities, just moments from world-class beaches, golf, fine dining, and everything the Sarasota area has to offer.

For the visionary buyer who seeks distinction, privacy, and water access—501 De Narvaez is where your story begins.

LONGBOAT KEY

501 DE NARVAEZ DRIVE

3 Beds

2 Baths

1,708 Sq.Ft.

$1,168,375

MLS#: TB8398888

Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush.
The well-appointed kitchen features generous counter space and *stainless steel appliances*, making meal preparation a delight—especially with your own gulf view backdrop. Continue into the spacious living room, where expansive windows draw in the coastal scenery and lead seamlessly to the covered balcony. It’s the perfect place to unwind, entertain, or simply take in the soothing sound of the waves.
The primary suite offers private balcony access, a split bathroom layout, and an oversized walk-in closet. Visitors will appreciate the two spacious guest suites ideally located for optimal privacy and relaxing at the end of the day.
The Players Club elevates coastal living with resort-style amenities, including a beautifully updated clubhouse featuring a state-of-the-art fitness center, social and catering spaces, four Har-Tru tennis courts, and a heated saltwater pool and spa. The community is ideally located just a short drive from the dining and boutiques of St. Armands Circle and the vibrant cultural offerings of downtown Sarasota. Additional conveniences include on-site management, and a 24-hour staffed gate, ensuring comfort and peace of mind.
This residence blends light-filled interiors, generous living spaces, and world-class amenities—offering an exceptional opportunity to enjoy the best of life on the desired southern end of Longboat Key.

LONGBOAT KEY

1425 GULF OF MEXICO DRIVE 408

3 Beds

3 Baths

1,707 Sq.Ft.

$1,150,000

MLS#: A4674194

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental management option. Building 4 itself boasts an advantageous position on the northernmost stretch of the beach, promising a sense of quietude and enhanced privacy away from the main pool areas. Ownership of this suite grants exclusive access to the prestigious member-only Longboat Key Club. This membership unlocks a wealth of amenities designed to elevate the lifestyle experience, even during owner-occupied periods. Culinary delights await at five exclusive restaurants, offering a diverse array of fine dining options. Golf enthusiasts can indulge in 45 holes of championship golf, while tennis players can hone their skills at the award-winning Tennis Gardens. For relaxation and rejuvenation, a state-of-the-art spa and wellness center is available. The pristine white sandy beach is complemented by umbrella service and attentive waitstaff, ensuring a luxurious beach day. Furthermore, a full-service marina caters to boating enthusiasts.

LONGBOAT KEY

240 SANDS POINT ROAD 4206

1 Beds

1 Baths

640 Sq.Ft.

$1,115,000

MLS#: A4667039

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental management option. Building 4 itself boasts an advantageous position on the northernmost stretch of the beach, promising a sense of quietude and enhanced privacy away from the main pool areas. Ownership of this suite grants exclusive access to the prestigious member-only Longboat Key Club. This membership unlocks a wealth of amenities designed to elevate the lifestyle experience, even during owner-occupied periods. Culinary delights await at five exclusive restaurants, offering a diverse array of fine dining options. Golf enthusiasts can indulge in 45 holes of championship golf, while tennis players can hone their skills at the award-winning Tennis Gardens. For relaxation and rejuvenation, a state-of-the-art spa and wellness center is available. The pristine white sandy beach is complemented by umbrella service and attentive waitstaff, ensuring a luxurious beach day. Furthermore, a full-service marina caters to boating enthusiasts.

LONGBOAT KEY

240 SANDS POINT ROAD 4205

1 Beds

1 Baths

640 Sq.Ft.

$1,115,000

MLS#: A4667038

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