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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

507

# of Listings

2

Avg # of Bedrooms

$867

Avg. $ / Sq.Ft.

$1,539,132

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

507 Properties Found. Page 13 of 34.

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

Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, Spa/Wellness Center, white sand beach with umbrellas and waitstaff and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start your Longboat Life today!

LONGBOAT KEY

230 SANDS POINT ROAD 3205

1 Beds

1 Baths

634 Sq.Ft.

$1,150,000

MLS#: A4667440

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

Welcome to the Privateer South Tower – Your Dream Coastal Retreat!
Nestled along the pristine beaches of Longboat Key, behind the secure Longboat Key Club guard gate is this beautifully renovated 2-bedroom, 2-bath residence that offers the ultimate in coastal living. Featuring a stylish, coastal-themed design, this move-in-ready, turnkey condo is perfect for those seeking luxury and convenience.
With stunning bay, beach, and pool views, this home is the ideal place to relax and unwind. Two private terraces allow you to soak in the breathtaking sunsets and enjoy the views of the sugar sand beaches just steps away.
Privateer South Tower boasts an array of amenities for your enjoyment, including tennis, pickleball, and the unmatched beauty of unobstructed beach and ocean views while you lounge by the Olympic-sized heated pool with a diving board. Melt your cares away in the luxurious spa or engage in a friendly match of shuffleboard. For those looking to stay active, the state-of-the-art fitness center is sure to impress. Have friends coming to visit? Guests are welcome, with guest suites available for rental during their stay.
Located just minutes from the Longboat Key Club, downtown Sarasota, and St. Armands Circle, you’ll have easy access to fine dining, shopping, and a vibrant arts scene, along with an array of cultural events to explore year-round.
This is more than just a condo – it's a lifestyle. Schedule your private showing today and see all this incredible property provides!

LONGBOAT KEY

1000 LONGBOAT CLUB ROAD 604

2 Beds

2 Baths

1,509 Sq.Ft.

$1,100,000

MLS#: A4645933

Price reduced

#A4647430

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 903

2 Beds

2 Baths

1,509 Sq.Ft.

$1,100,000

MLS#: A4647430

616 Lyons Lane, Longboat Key – A Unique Opportunity to Create Your Coastal Dream Home
Nestled on the serene and picturesque Lyons Lane, on a stunning saltwater canal. This property offers a rare chance to embrace the coveted Longboat Key lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation, including the walls and pool, making it a blank canvas for your vision. The current residence with 2 bedroom + bunkroom, 2.5 bathroom with outdoor shower offers 1,755 square feet of living space perfect for those seeking a tranquil waterfront lifestyle.
Choose to renovate the existing structure to reflect your personal style or start fresh and build the coastal retreat of your dreams. With its prime location facing Bishops Bayou, and endless potential, this property invites you to craft a haven that perfectly suits your needs.
Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for.
Don’t miss this exceptional opportunity to own a slice of paradise. Whether you envision a modern masterpiece or a cozy coastal cottage, 616 Lyons Lane is ready to bring your dreams to life. Secure your place in this exclusive community and start enjoying the unparalleled beauty and charm of Longboat Key today. Photos with full furnishings from listing Prior to Hurricane Helene are included for reference.
Roof Replaced 2013: Dock Rebuilt 2017; HVAC and pool pump Replaced Post Hurricane in October 2024.

LONGBOAT KEY

616 LYONS LANE

2 Beds

2 Baths

2,510 Sq.Ft.

$1,100,000

MLS#: TB8335007

Imagine waking up every morning to the sound of gentle waves and stepping onto your balcony to enjoy uninterrupted, straight-on Gulf views—this rarely available 01-stack residence delivers beachfront living exactly the way it should be. Perfectly positioned behind the private gates of the Longboat Key Club and nestled between the iconic Resort at Longboat Key Club and the spectacular new St. Regis Resort, Unit 301 at Privateer North is an ISLAND BEAUTY designed to delight the most discerning buyers.

Picture yourself relaxing in the living room or primary suite, both opening to separate private balconies where you can sip your morning coffee, feel the warm Gulf breeze, and watch dolphins glide by almost daily. Then finish the day with some of the best sunsets in the state! With a layout tailored for coastal comfort, this home invites you to settle into a lifestyle where every day feels like a vacation.

Residents enjoy a refined, resort-style environment with a secure lobby, on-site manager, tennis and pickleball courts, a heated pool and spa, well-equipped fitness center, and beautifully refurbished amenities. Everything has been updated: lobby, hallways, elevators, social room, and enhanced beachfront landscaping—creating an unmistakably fresh and upscale atmosphere.

For golf, tennis, and pickleball enthusiasts, optional Longboat Key Club membership unlocks two championship golf courses (27 holes at Harbourside and 18 holes at Links on Longboat), 25 Har-Tru tennis courts, 8 new pickleball courts, professional instruction, and a top-tier pro shop.

And when you venture beyond the gates, you’re moments from 10 miles of pristine beaches, boating, fishing, fine and casual dining, boutique shopping at the famous St Armands Circle, and Sarasota’s world-class cultural offerings just over the Ringling Bridge.

Imagine living where every day ends with a beachfront sunset and every moment feels effortless—this is Longboat Key luxury at its finest, and it can be yours. Call for your private tour!

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 301

2 Beds

2 Baths

1,509 Sq.Ft.

$1,100,000

MLS#: A4672422

#A4671542

LONGBOAT KEY

2323 HARBOUR OAKS DRIVE

3 Beds

2 Baths

2,920 Sq.Ft.

$1,097,000

MLS#: A4671542

Coastal Elegance at Privateer South, Longboat Key!
Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light.
Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces—perfect for morning coffee or evening sunsets over the water.
The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic.
The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry—ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed.
Two terraces—overlooking the shimmering Gulf and eastern sunrise views—extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout.
Privateer South is one of Longboat Key’s premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida’s most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle.
Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive.
Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living—an inspired residence where every day feels like a retreat.

LONGBOAT KEY

1000 LONGBOAT CLUB ROAD 402

2 Beds

2 Baths

1,390 Sq.Ft.

$1,095,000

MLS#: A4670053

Price reduced

Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of pristine Gulf frontage, this home immerses you in the beauty and serenity of coastal living. Beautiful engineered white oak wood floors flow throughout the open, sun-filled living space, which seamlessly extends to your private balcony’s, the perfect spot to enjoy the tranquil sound of the waves and stunning sunsets. The updated kitchen features stone countertops, white cabinetry, and has been opened up to create a larger, more connected floor plan ideal for entertaining. The primary suite is a private sanctuary, boasting a remodeled marble bath with high-end fixtures and a spa-like ambiance. The guest suite provides equal comfort and privacy, featuring a beautifully appointed travertine-floored bathroom. A custom wall of California closets offers exceptional storage and style. The Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, eight professional har-tru tennis courts, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat is a pet-friendly community allowing up to two pets with fees that include exterior maintenance and insurance, cable, water, sewer and trash. Perfect as a full-time residence or an income-producing rental, with one-month minimum leases permitted up to 12 times per year. Only a short drive to many fine restaurants, boutiques, Anna Maria Island, St. Armands Circle and the City of Sarasota. Sarasota is a well-known center for arts and culture including the Asolo Theater, Van Wezel Performing Arts Center and Ringling Museum. Schedule your showing today and make resort style living a reality.

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 331

2 Beds

2 Baths

1,484 Sq.Ft.

$1,095,000

MLS#: A4670624

Price reduced

#A4589513

LONGBOAT KEY

615 DREAM ISLAND ROAD 202

2 Beds

2 Baths

1,509 Sq.Ft.

$1,095,000

MLS#: A4589513

Gulf view Corner One Bedroom End Unit now available with extra square footage, a wall separating the living room/bedroom and extra windows, in Building 4. This completely renovated unit is currently in the hotel program with over $162K in gross income for 2023. Building 4 is situated farthest north on the gulf side where owners value privacy from the pool activities, but are still close to the amenities. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!

LONGBOAT KEY

240 SANDS POINT ROAD 4201

1 Beds

1 Baths

732 Sq.Ft.

$1,090,000

MLS#: A4672351

Price reduced

Rarely available and beautifully renovated 11th floor Penthouse with breathtaking Gulf, Sunset and Bay views and ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the luxurious St. Regis Resort. This island gem has brought many years of joy to the Seller based on its perfect South LBK beachside location and all it's resort style amenities. The sleek European style interior boasts carefree luxury vinyl plank flooring, along with new carpeting in both bedrooms, LED lighting, dazzling designer tile in both bathrooms, and the color scheme throughout mirrors its direct seaside setting. The open-concept kitchen makes entertaining a breeze and offers gorgeous quartz counter tops, custom backsplash, stylish GE appliances, sparkling hardware, and a customized breakfast bar. Both the primary and guest bedroom each lead to a separate balcony where you can soak up the sun while enjoying the peaceful surroundings and endless water and beach views. Residents enjoy the convenience of on-site management, an updated guest suite & additional guest quarters for your overflow visitors, a secure lobby, tennis and pickle ball, heated pool and spa, a great gym, and a refurbished lobby, hallways, social room, community bathrooms, and the landscaping create an even more exceptional experience in this world-class beach location. A membership to Longboat Key Club’s exceptional offerings will provide many hours of outdoor fun and golf & tennis enthusiasts will appreciate the two championship courses & tennis gardens. These facilities, along with professional instruction and well-appointed pro shops, cater to athletes of all levels. Outside the gates, Longboat Key offers fine & casual dining, deep water boating & fishing, 10 miles of sugar sand beaches, and a great variety of local treasures to explore. The Sarasota Opera & Ballet, Van Wezel Performing Arts, and all of Sarasota's cultural offerings including boutique shopping and popular restaurants are just minutes away, creating the perfect balance of relaxation and activity in this sought-after island paradise.

LONGBOAT KEY

1000 LONGBOAT CLUB ROAD 1105

2 Beds

2 Baths

1,390 Sq.Ft.

$1,075,000

MLS#: A4657701

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