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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
$787
Avg. $ / Sq.Ft.
$1,319,398
Med. List Price

Browse Long Boat Key Real Estate Listings

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417 Properties Found. Page 15 of 28.

Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at each pier also features a 10,000 lb lift (elevator type) and is the perfect place to house your boat with quick access to Sarasota Bay and waterways beyond! The lot offers lovely mature trees and plenty of room for a pool. No HOA or CDD. Seller will provide existing house plans from Topsider Homes (any changes to plans would come at the expense of the buyer). Topsider Homes is a luxury builder that offers a design center for picking finishes and is experienced in building in hurricane prone areas. Prefer a renovation project? The existing Old Florida-style 2-bedroom, 1.5-bath ranch home with classic terrazzo floors offers tons of charm and potential. With a bit of vision, it could become a cozy primary residence or an income-producing rental.
#A4661485

LONGBOAT KEY

755 SAINT JUDES DRIVE N

2 Beds

1 Baths

1,582 Sq.Ft.

$700,000

MLS#: A4661485

Build your dream home on this exceptional vacant lot located in the heart of Longboat Key. Nestled midway on the island, this rare offering includes deeded beach access just a short stroll away, allowing you to enjoy the pristine Gulf shores at your leisure. Perfectly positioned for both privacy and convenience, the property is just moments from the upscale shopping and dining of St. Armands Circle, and the charming waterfront Village of Longboat Key to the north. Enjoy walking distance to grocery stores, boutique shoppes, and local dining, making everyday living effortless. Golf enthusiasts will love quick access to the Harbourside Golf Course at the Longboat Key Club, offering resort-style recreation right next door. With its ideal elevation and location, a future home on this lot could enjoy partial Gulf views, capturing the essence of coastal Florida living. An adjacent lot is also available, presenting a unique opportunity to create a private estate with nearly 300 feet of combined lot frontage—a truly rare find on the island. Endless possibilities await on this coveted stretch of Longboat Key.
#A4646749

LONGBOAT KEY

2929 PYRULA DRIVE

None Beds

None Baths

0.14 acres

$700,000

MLS#: A4646749

Don't miss the opportunity to build your dream home in one of Longboat Key’s most sought-after, established neighborhoods. Nestled right next to Joan M. Durante Bayfront Park and with beach access across the street you'll have quick access to the pristine, world-renowned Gulf of Mexico beaches. The newly restored seawall (2021) with wide concrete cap and raised dock with nautical dock lights at each pier also features a 10,000 lb lift (elevator type) and is the perfect place to house your boat with quick access to Sarasota Bay and waterways beyond! The lot offers lovely mature trees and plenty of room for a pool. No HOA or CDD. Seller will provide existing house plans from Topsider Homes (any changes to plans would come at the expense of the buyer). Topsider Homes is a luxury builder that offers a design center for picking finishes and is experienced in building in hurricane prone areas. Prefer a renovation project? The existing Old Florida-style 2-bedroom, 1.5-bath ranch home with classic terrazzo floors offers tons of charm and potential. With a bit of vision, it could become a cozy primary residence or an income-producing rental.
#A4661483

LONGBOAT KEY

755 SAINT JUDES DRIVE N

None Beds

None Baths

0.25 acres

$700,000

MLS#: A4661483

Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining outdoor lanai. Almost everything is new & improved in this open concept, sunny & bright home from updated electrical to new impact resistant hurricane proof sliders & windows throughout. You’ll really enjoy the large new window in the kitchen with great views of the pool so you can keep an eye on family & grandchildren. The totally redesigned kitchen features all new custom raised panel cabinetry with soft close drawers, light gray with graining Quartz center island & kitchen counters, Frigidaire Gallery induction cooktop, white subway tile back splash & built in Whirlpool microwave & oven. Newly installed Luxury Vinyl Plank flooring is 9” wide plank in a light oak color. Other improvements include a wine refrigerator, a n HVAC system installed in 2023 plus a new roof on this building in 2024 & exterior painted in 2024. The Sellers have invested close to $100,000 to accomplish this stunning remodel. The open floor plan features a large Great Room which includes the dining area & the living room with several couches plus a double bed size Murphy bed attractively hidden between two built in bookshelves & cabinetry for extra sleeping accommodation. The generous sized Primary Bedroom with En Suite bath has serene waterfront Bay views with sliders opening to the screened in balcony. The En Suite features dual sinks, a custom walk-in tub/shower combo & a Toto toilet. The second guest bedroom is bright & comfortable with an adjoining bath with a shower. Bonus feature of the in unit laundry room is a full size LG high efficiency washer & dryer. There is abundant storage room in this unit especially in the number of new kitchen cupboards, storage areas & closets. Assigned storage lockers are also available in the mail room. Pelican Harbour & Beach Club condominium complex offers one of the best Amenity packages on Longboat Key including 200 feet of private deeded beach with new lounge chairs, resort style heated pool, adjoining clubhouse, marina for boats up to 28 feet with Sarasota Bay frontage of 800 feet, kayak storage & launch area and is large dog/pet friendly complex plus has tennis & pickleball courts which have recently been renovated & painted. On site maintenance staff plus a professional management company, funded reserves and has successfully passed its milestone inspection for the beach side midrise condo building plus has installed brand new roofs & hurricane rated carports. None of the units in this building sustained any damage from hurricanes Helene or Milton or had any water intrusion. Pelican Harbour’s perfect location at Mid Key Longboat is close to all the best restaurants & shops on Longboat Key and Bay Front Park which offers walk in pickleball games, tennis courts, dog park areas plus an exercise/fitness classes building.
#A4643486

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Q2

2 Beds

2 Baths

1,248 Sq.Ft.

$699,900

MLS#: A4643486

Million Dollar View!!! This one won't last. Don't miss the incredible bay view from this 2 bed/2 bath, recently redesigned condo. Brand new bathrooms and kitchen with all new appliances, backsplash, countertops and lighting. Spacious floorplan featuring a great room, and open dining and kitchen spaces. Plenty of storage. In-unit laundry. Fantastic patio space to enjoy quiet evenings and enjoy the bay view. Pelican Harbour is a pet-friendly community with a heated, resort-style pool and so many other amenities. Walk across the street to a private, deeded Gulf of Mexico beach access to 10 miles of gorgeous sandy beach and endless sunsets. Bring your own boat. Private docks located on the property available on a first-come basis with additional fee. Your new condo is located near the middle of Longboat Key next to Bayfront Park with basketball, tennis, pickleball courts and the newly installed artificial turf dog parks separated for small and large dogs. Minutes to grocery, pharmacy and banking. This 2nd floor condo had no hurricane damage. From your condo, head south to the legendary St Armands Circle for upscale shopping and top-rated dining, or head north to Bradenton Beach's famous Bridge Street with all the fun, shopping, and food you could want. All directions point to FUN IN THE SUN. This is truly Gulf-to-Bay living!
#A4629857

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE Y2

2 Beds

2 Baths

1,248 Sq.Ft.

$695,000

MLS#: A4629857

Significant Reduction ! Enjoy breathtaking water views from most rooms in this beautifully renovated top-floor 2-bedroom, 2-bath condo located on the 3rd floor of the highly desirable Longboat Harbour community. Styled with a touch of French flair, the interior features plush velvety carpet throughout—luxurious underfoot and easy on the knees. The kitchen is outfitted with sleek stainless steel appliances, and both bathrooms have been tastefully updated. Impact windows provide peace of mind, and a stacked washer and dryer are conveniently located inside the unit. Offered fully furnished, this home is completely move-in ready. Longboat Harbour is a vibrant waterfront community offering resort-style living. Residents enjoy access to four heated pools, a well-equipped fitness center, sauna and locker rooms, as well as billiards and game rooms. For outdoor recreation, there are shuffleboard, tennis, and pickleball courts, along with a fishing pier. The community also has a full-time on-site manager for added convenience. Boating enthusiasts will appreciate the available docks that accommodate sail and power boats up to 34 feet on a first-come, first-served basis for an annual fee. There is additional storage for bikes and kayaks, and members are welcome to join the Longboat Harbour Yacht Club, which hosts a variety of social activities. All owners enjoy deeded access to a private beach directly across the street, complete with restrooms, picnic tables, indoor showers, and beach chair storage. Ideally located mid-key, this home is convenient to everything Longboat Key has to offer.
#A4657012

LONGBOAT KEY

4420 EXETER DRIVE L303

2 Beds

2 Baths

1,152 Sq.Ft.

$675,000

MLS#: A4657012

Only a few properties on fabulous Longboat Key allow short term rentals, and this is one of them! Casa Del Mar, a beautiful little Beach Resort uniquely positioned on a nice stretch of beach on the Gulf of Mexico, with nightly and weekly rentals available making your island getaway a nice investment as well! Add to it that an on-site rental office ensures seamless bookings. This second floor unit is being offered turn-key furnished, including a washer and dryer. The condo did not suffer any damage in the recent storms and although the landscape took a hit, it is coming back strong. The sparkling pool on the beach, tennis and pickleball courts, grilling area and picnic tables are all just steps away to add to the enjoyment of your beach escape. Located close to multiple restaurants, local parks, world famous St.Armands circle and the cultural mecca of downtown Sarasota, which all contribute to this remarkable quality of life in this little Island paradise.
#A4641498

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 19B

2 Beds

2 Baths

900 Sq.Ft.

$675,000

MLS#: A4641498

JAW-DROPPING WATER VIEWS! Revel & Relax as you experience amazing water views from every room of this inviting two-bedroom and two-bathroom condominium. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the magnificent moon while casting its illuminating reflection upon Sarasota Bay, all from this incredible place to call "home sweet home" or "home sweet second home." Lovingly maintained and move-in ready with brand new hurricane windows and a new roof in 2023. Additional highlights include a spacious walk-in master bedroom closet and an ample storage closet on the sun-filled Lanai/Florida room. A designated parking space and spacious owner’s closet (For all your beach toys and bicycles) is yours in the first level parking garage. “Pet Friendly” Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails for your enjoyment. Unparalleled resort-like amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits/barbecues throughout the property. Steps away from stunning sunsets and the sugary sand beaches of The Gulf. (With one deeded beach access and two public beach accesses directly across the street.) For those seeking outdoor adventure, this property offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the water. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including brand new roofs, resealing the buildings bayfront exteriors and painting of all the midrises in 2023/2024. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This property is not just a home, but a lifestyle filled with serenity and natural beauty. “Florida Gulf to Bay Living” at its finest. Schedule your private tour today and make your dreams a reality!
#A4650568

LONGBOAT KEY

4800 GULF OF MEXICO DRIVE 204

2 Beds

2 Baths

1,325 Sq.Ft.

$650,000

MLS#: A4650568

Welcome to your tropical retreat on Longboat Key! This newly renovated 2BR/2BA ground floor, end-unit coastal home combines relaxed elegance with modern comfort. Stylish updates include neutral tile flooring throughout (no carpet!), crown molding, upgraded baseboards, fresh paint, in-unit laundry with full-sized machines, a private exterior storage room, a peaceful garden-view lanai, and impact-rated PGT windows and sliders—offering both beauty and peace of mind. The kitchen shines with granite countertops, solid wood cabinetry, new stainless appliances, and a breakfast bar that opens to the light-filled living and dining areas—perfect for entertaining or everyday living. The spacious primary suite offers a walk-in closet, updated ensuite bath, and a flexible bonus space ideal for a home office or third sleeping area. A split-bedroom layout ensures privacy, with the guest suite tucked behind a frosted glass door, featuring its own bath and linen closet. Ideally situated on the bayside of this coveted Gulf-to-Bay community, the home is steps from the clubhouse, fitness center, heated pool, kayak launch, fishing pier and tennis/pickleball courts—plus just moments from the deeded Gulf beach access. Spend your days kayaking Sarasota Bay and your evenings enjoying sunsets from the private beach—complete with complimentary chairs. Banyan Bay is an intimate, friendly community of just 44 homes, offering covered parking, and a rare to find pet-friendly policy with no size or breed restrictions. The community has passed its milestone inspection and is certified for another 10 years, providing added peace of mind. Rental-friendly (4 leases/year, 1-month minimum), this property is ideal as a full-time residence, vacation getaway, or income-producing investment. Located minutes from shops, dining, parks, St. Armands Circle, and downtown Sarasota. This is truly the best of Gulf-to-Bay living!
#A4663298

LONGBOAT KEY

5260 GULF OF MEXICO DRIVE 401

2 Beds

2 Baths

1,293 Sq.Ft.

$650,000

MLS#: A4663298

Luxury turnkey furnished beach condominium in the sought-after resort-style Club Longboat Beach and Tennis community. Near the beautiful sandy beaches on the Gulf, experience captivating sunsets from Longboat Key’s 10-mile sugary sandy beaches with your own private beach access. Imagine waking up to lush, pristine landscaping, tropical sea oats, and sparkling blue Gulf waters with the sound of crashing waves providing you with peace and serenity. This amazing community also offers the best tennis courts on the Island, with 8 Har-Tru Tennis courts, lights for night play, a dedicated tennis pro and a ball machine to allow you hours of practice to perfect your tennis game. This move-in ready fully furnished 1,624-square-foot two-bedroom, two bath unit provides an open kitchen, spacious living room with adjacent private balcony with partial water views, an integrated dining room, a bonus room and interior laundry room. Enjoy comfort and style accented with exquisite décor and custom furnishings, the home is outfitted with real wood floors, hurricane-impact windows, plantation shutter sliders, two living areas, one could be converted into a third bedroom or office, and two balconies of 140 square feet each of outside living area. The primary bedroom has an en-suite bath, king-size bed, dual custom built closets and a private balcony to enjoy your morning coffee. The guest bedroom you will find cozy with a double-size bed. The kitchen offers plenty of cabinet space, granite counters plus a wine cooler. This spotless home is well maintained, has tons of storage including an outdoor storage closet for your beach toys, covered parking for one car and plenty of parking for guests. On the second floor, the unit is accessible by elevator or stairs. Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, tennis, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat has 85 well-managed units and is a pet-friendly community allowing up to two pets. The condominium fees include exterior maintenance and insurance, cable, water, sewer and trash. Make it your home or a rental property. The minimum lease is one month and can be rented up to 12 times per year. Only a short drive to many fine restaurants, shops, 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. Make your appointment today to see this amazing home!
#A4645879

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 422

2 Beds

2 Baths

1,624 Sq.Ft.

$649,900

MLS#: A4645879

One or more photo(s) has been virtually staged. Opportunity Knocks at Seaplace — Prime Gulfside Condo with Endless Potential Welcome to Seaplace, one of Longboat Key’s most sought-after communities. This rarely available second-floor, two-bedroom, two-bath condo offers over 1,200 square feet of living space and a world of renovation possibilities. With its generously sized layout and open living/dining area that flows onto a screened-in lanai, you’ll enjoy peaceful northwest-facing Gulf views and daily sea breezes. Whether you're looking to create your dream beach retreat, a winter getaway, or a smart investment, this is the perfect blank canvas. While the interior is in original condition and ready for a full renovation, the location is unbeatable. Building M2 is just steps from the beach and pool, offering easy access to the best of coastal living. You'll also find ample storage, one deeded uncovered parking spaces, and plenty of room to entertain. Seaplace is a gated, resort-style community featuring 24-hour guard service, a beautifully updated clubhouse, two swimming pools, two hot tubs, a kiddie pool, three tennis courts, and a scenic walking trail along the Gulf. Don’t miss this opportunity to renovate to your vision and own in one of the most desirable spots on Longboat Key.
#A4661329

LONGBOAT KEY

1945 GULF OF MEXICO DRIVE M2-213

2 Beds

2 Baths

1,369 Sq.Ft.

$649,000

MLS#: A4661329

The most perfectly peaceful lagoon views are enjoyed from this first floor Junior Suite in Building 6. Unlike the other buildings, this building boasts 10' ceilings making it feel especially spacious while optimizing natural light and view. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace overlooking the turquoise lagoon water. Building 6 offers extra privacy as it is located across the street from the main entrance, but still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. Updates to the residence include new washer/dryer, new dishwasher, new microwave, new glass shower doors, new commode, new closet shelving, and new fire alarm. This unit is not part of the hotel program; however, it can be rented out by the owner or a 3rd party vendor on a nightly basis. Owners can also become members of the Longboat Key Club to partake in the numerous Resort amenities (Golf, Tennis, Restaurants, Fitness Center, Marina) if they still want to enjoy the benefits of owning in a Resort community without being part of the hotel program.
#A4658152

LONGBOAT KEY

225 SANDS POINT ROAD 6103

1 Beds

1 Baths

642 Sq.Ft.

$649,000

MLS#: A4658152

LOCATION ALERT!!! Build your dream home on this 6,000 sq ft vacant residential lot. This spacious lot offers a creative, vast playground of architectural possibilities and also those famous and coveted gorgeous, Gulf sunsets and sunrises. You are located in the heart of The Village in Longboat Key, convenient walking distance to fabulous restaurants like The Shore, Mar Vista and Whitney's. The Gulf beaches are only a few blocks away to enjoy days relaxing on the beach. Build up and have panoramic views of the teal green water of the intercostal waterway. Don’t miss this great opportunity!
#A4648890

LONGBOAT KEY

6981 LOIS AVENUE

None Beds

None Baths

0.14 acres

$649,000

MLS#: A4648890

Partial Gulf View Condo in Highly Sought-After Seaplace Community. Selling as Fully furnished. Don’t miss this rare opportunity to own a 2-bedroom, 2-bath condo in the desirable M2 Building at Seaplace, one of Longboat Key’s premier beachfront communities. Located on the second floor, this residence offers a serene coastal lifestyle with partial Gulf and beach views. The open living and dining area features luxury vinyl flooring in the living room and kitchen, creating a clean, coastal feel. The screened lanai provides a peaceful retreat with refreshing sea breezes and a glimpse of the sparkling Gulf waters. Seaplace is a gated, resort style community known for its beautifully landscaped grounds and impressive amenities. Residents enjoy direct beach access, two heated swimming pools, a kiddie pool, two hot tubs, three Har-Tru tennis courts, a one-mile walking trail, and a remodeled clubhouse with a fitness center, sauna, library, and Gulf-view patio with BBQ grills. The community also offers 24-hour guarded gate security and on-site management for peace of mind. Ideally situated just minutes from St. Armands Circle and downtown Sarasota, you’ll have easy access to world-class dining, shopping, arts, and cultural attractions. Whether you’re seeking a vacation home, investment property, or full-time residence, this condo offers the perfect blend of comfort, convenience, and coastal living. Schedule your private showing today and experience why Seaplace is one of Longboat Key’s most desirable beachfront communities!
#A4659299

LONGBOAT KEY

1945 GULF OF MEXICO DRIVE M2-207

2 Beds

2 Baths

1,188 Sq.Ft.

$635,000

MLS#: A4659299

RENOVATIONS IN PROGRESS, WILL BE DELIVERED FURNISHED AND RENOVATED. Damages occurred during the recent storms and now the remediation has been completed and well into renovations. The pictures are before and after, so buyers can get an idea of how it looked before the storm. Ideal for buyers who would like to rent out the property while not residing in it, with an on-site rental office that ensures seamless bookings. Your guests will relish the Gulf-front pool, tennis courts, grilling area and picnic tables with pickleball, all within a short distance of soothing Gulf waters. Just a short drive to local restaurants, Anna Maria Island, local parks, grocery shopping, CVS, places of worship, banks, world-renowned St. Armands Circle, top-rated Sarasota and all it offers.
#A4652491

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 2F

2 Beds

2 Baths

900 Sq.Ft.

$625,000

MLS#: A4652491

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7 Reasons to Work with a Realtor
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Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
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Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
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