One of the most popular communities provided by {{page_data.agentName}}

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

510

# of Listings

2

Avg # of Bedrooms

$858

Avg. $ / Sq.Ft.

$1,510,427

Med. List Price

Browse Long Boat Key Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

108 Properties Found. Page 7 of 8.

Price reduced

This property s a STEAL! Motivated seller has reduced this waterfront property far below any other property on Longboat Key. Don't miss the opportunity to build your dream home in this established neighborhood nestled next to Joan M. Durant Bayfront Park and beach access across the street. The seawall was restored in 2021 with wide concrete cap and raised dock with nautical dock lights at each pier and a 10,000 lb. lift (elevator type). Quick access to Sarasota Bay and waterways beyond. The lot offers mature trees and plenty of room for a pool, no HOA or CDD fees. Seller will provide existing house plans from Topsider Homes (any changes to plans would come at the expense of the Buyer). Prefer a renovation project: Seller has floorplan and related costs for renovation. This could become a cozy primary residence, income producing property or winter hideaway.

LONGBOAT KEY

755 SAINT JUDES DRIVE N

2 Beds

1 Baths

1,294 Sq.Ft.

$625,000

MLS#: A4661485

Price reduced

Discover the ideal blend of comfort, convenience and coastal charm in this beautifully furnished townhouse in Fairway Bay, a sought-after, gated community within Bay Isles on Longboat Key. Enjoy easy access to the gorgeous Gulf beach of Longboat Key via a private beach club, and an abundance of activities, including biking, recreation, pickleball and tennis, ideal for those who embrace an active lifestyle. The main level of this townhome offers an open, eat-in kitchen with a breakfast bar that flows effortlessly into the inviting living room, complete with a wood-burning fireplace and large sliding doors leading to a screened lanai with stairs to the outdoors. A convenient half bath completes this level, making it ideal for entertaining. Upstairs, the primary suite features a spacious walk-in closet and a private en-suite bath with double sinks. A second bedroom, also with its full en-suite bath, provides comfort and privacy for guests. The laundry is conveniently on this upper level. On the garage level, you’ll find a large storage room and a bonus space, offering endless possibilities such as a home gym, hobby area or even a space for guests. Fairway Bay homeowners have access to the on-site clubhouse, where there are social activities, a community gym and Har-Tru tennis courts for residents only. Fairway Bay is in Bay Isles, where you have 24/7 gated security and deeded access to the beautiful and private Bay Isles Beach Club. Here you can enjoy gated parking, restrooms, beach chair and umbrella storage, an ice machine, refrigerator and microwave, the ideal place for barbecues, picnics, and sunset gatherings with family and friends. Furniture is included, making this an effortless move-in opportunity to start enjoying the Longboat Key lifestyle from day one. This home is in proximity to Longboat Key Club where you have 45 holes of golf, a world-class tennis center, pickleball courts and five private restaurants accessible to you with additional membership. It’s rare to find a home in Bay Isles offering this level of lifestyle, amenities and value. Don’t miss this opportunity to live your best life on Longboat Key and start making memories of a lifetime today.

LONGBOAT KEY

1912 HARBOURSIDE DRIVE 602

2 Beds

2 Baths

1,590 Sq.Ft.

$620,000

MLS#: A4668394

An easy access slip with the views to along with the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28, and a usable beam of 25 feet and a long and extra wide finger pier. This location provides close proximity to the hospitality room and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam dependant on the vessel type and measure. Membership in the Longboat Key Club is required

LONGBOAT KEY

2600 HARBOURSIDE DRIVE B-13

None Beds

None Baths

1.0 acres

$600,000

MLS#: A4666677

104 ft. x 29.5 ft. Boat Slip at Longboat Key Moorings Marina. This is a 104 ft. long T-dock/face dock ready to accommodate a large yacht; ample electrical service outlets. O-13 is 49.5 feet, and O-14 is 54.5 ft, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle o St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. Longest vessel permitted at the dock is 99 feet, usable beam is 25 feet. Vessel must be approved prior to entering the marina. A photo and boat specs must be provided to the Association.

LONGBOAT KEY

2600 HARBOURSIDE DRIVE O-13/14

None Beds

None Baths

N/A

$600,000

MLS#: A4661181

This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full bathrooms, and an open floor plan that provides a comfortable space for both living and entertaining. The spacious kitchen and dining area offer plenty of room for cooking and gathering, with ample cabinetry and an open flow that makes the space perfect for hosting. The 38-foot private balcony, accessible from both the living room and bedrooms, offers a tranquil spot to enjoy the coastal breeze and the surrounding scenery. The primary suite serves as a peaceful retreat with an en-suite bathroom and a walk-in closet, while the guest bedroom, located next to the second full bathroom, ensures comfort and privacy. Additional features include a private covered parking space and secure storage. Situated in the heart of Longboat Key, this residence is conveniently located near waterfront dining, shopping, golf, and a short drive to St. Armands Circle and downtown Sarasota. The Islander Club offers a range of resort-style amenities, including 800 feet of private beach frontage, two Har-Tru tennis courts, a renovated community room with a full kitchen, billiards, table tennis, a library, fitness center and a heated pool. This is a wonderful opportunity to enjoy Longboat Key living in a residence that provides both comfort and ample space.

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 25N

2 Beds

2 Baths

1,235 Sq.Ft.

$599,000

MLS#: A4667153

Offered at $599,000!
This stunning residence presents an incredible opportunity to experience the coveted Longboat Key lifestyle.

Welcome to your completely renovated coastal retreat, bright, airy, and beautifully designed to capture breathtaking water views of Crane’s Bayou, Buttonwood Harbor, and Sarasota Bay. Natural light fills every corner of this end-unit condo, creating an inviting and serene atmosphere throughout.

The designer kitchen features elegant quartz countertops and contemporary finishes, flowing seamlessly into a spacious, sunlit living area perfect for relaxing or entertaining. The home offers two generous bedrooms and two fully-up-to-date bathrooms, including a luxurious primary suite with a walk-in closet and spa-inspired en-suite bath adorned with high-end fixtures.

Recent upgrades include hurricane-impact windows (2024), a new AC system, and a new water heater, ensuring comfort, efficiency, and peace of mind for years to come.

Residents of Longboat Arms enjoy exceptional waterfront amenities, including a newly upgraded heated pool, clubhouse, tennis courts, community grill area, and DEEDED BEACH ACCESS just across the street. Exclusive access to a private boat ramp makes it ideal for kayaks, paddleboards, jet skis, and all watercrafts. Boat docks are also available on a first-come, first-served basis for an annual fee—perfect for boating enthusiasts who want to embrace the best of Gulf Coast living.

Don’t miss this rare opportunity to own a beautifully updated condo with spectacular views. Offered at just $599,000, well below market value!

LONGBOAT KEY

3320 GULF OF MEXICO DR DRIVE 208C

2 Beds

2 Baths

1,154 Sq.Ft.

$599,000

MLS#: A4670488

This beauty is ready for a new owner! Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED and FULLY RENOVATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun bathe! Recent tastefully completed renovations include ALL NEW TILE FLOORING, NEW A/C UNIT, a fully updated gourmet kitchen with quartz counters, new cabinets, new appliances, a WASHER/DRYER IN UNIT, fully remodeled bathrooms, new doors and fresh paint throughout, a new primary WALK-IN closet, and PLANTATION SHUTTERS, that provide an interior that is both stylish and inviting. The owners opened the lanai to add more interior space to the living area with a seamless transition. No need to replace the sliders as they did that for you (NEW HURRICANE IMPACT SLIDERS) Need additional storage space? This condo also features a separate storage locker and bike/Kayak storage as well. Located in a prime location within a gated community on Longboat Key, this property is a water-lover's paradise. Boating enthusiasts will appreciate the deep-water canal access to Sarasota Bay, with boat slips available on a first come basis and additional kayak launches. Longboat Harbour is renowned for its welcoming atmosphere and an array of amenities designed to cater to every interest and lifestyle. This resort like community with an on-site manager offers a range of recreational activities including mini-golf, shuffleboard, tennis, and pickleball. Fitness enthusiasts will appreciate the large and well-equipped fitness center, complete with private locker rooms and saunas. Additionally, the beautifully renovated recreation room overlooking the bay, serves as the heart of social gatherings in Longboat Harbour, hosting a variety of clubs and activities complemented by a kitchen and dance floor. The four heated swimming pools provide relaxation and enjoyment year-round. For beach lovers, a community beach pavilion across Gulf of Mexico Drive offers residents private, PRIVATE DEEDED BEACH ACCESS with a cabana, parking, restrooms, and dressing areas. Witness breathtaking sunrises, spot manatees, and savor stunning sunsets from this serene beachfront location. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's most active, social, and vibrant communities! Seize the opportunity to experience waterfront living at its finest. Schedule your private showing today.

LONGBOAT KEY

4390 EXETER DRIVE 206

2 Beds

2 Baths

1,152 Sq.Ft.

$595,000

MLS#: A4670032

Discover the irresistible charm of historic Longbeach Village and seize a rare opportunity to build your dream island home on Longboat Key. Welcome to the lowest priced vacant single-family parcel available on Longboat Key, an exceptional chance to design a custom residence just off the coast of Sarasota. This desired corner lot in the heart of the village offers flexible design possibilities, including optional rear alley access in addition to two street frontages, giving you potential entry on up to three sides of the property. Positioned within this golf-cart-friendly community, the homesite provides effortless access to everything that makes Longbeach Village so beloved. Enjoy the dazzling white sands and shimmering turquoise waters of the Gulf of Mexico just moments from your door, along with the serene beauty of Sarasota Bay at opposite end of Broadway, both only about a block away. Here, sunrise and sunset become part of your daily routine. Residents of the village enjoy numerous waterfront conveniences, including multiple neighborhood kayak launch points, two fishing piers, a community boat ramp and a variety of dining, shopping and fitness options within minutes of home. With no mandatory HOA, you can store your boat, golf cart, or other island toys beneath a beautiful new elevated home and fully embrace the relaxed coastal lifestyle. This exceptional piece of island real estate invites you to bring your vision to life. Start planning your dream home or private vacation retreat today and experience the unmatched charm of Longbeach Village for yourself.

LONGBOAT KEY

641 BROADWAY STREET

None Beds

None Baths

0.14 acres

$595,000

MLS#: A4672996

#A4671823

LONGBOAT KEY

4760 GULF OF MEXICO DR. VILLA 7

2 Beds

2 Baths

931 Sq.Ft.

$595,000

MLS#: A4671823

****Creatively coined “Studio 54,” located at The Islander Club on Longboat Key Beach, this 2-bedroom, 2-bathroom condominium has an enormous lanai that brings the beautiful island breezes in all year long. Located in an upgraded and modern building directly on the beach, this disco pad is fresh, light, bright and happening. The front of this condo faces east, overlooking the lush grounds and the Longboat Key Golf Course. View of Beach from Primary Bedroom.

****This private, gated community features the island’s largest pool and renovated buildings and grounds. Closest building to the water, enormous pool, state-of-the-art gym, and the building is transformed. Newer roof, new covered parking slabs, new tennis and pickleball courts, new plumbing, and elevators (coming soon). Also, you may rent this home out for a minimum of 30 days to 1 year at a time.

****As you will see in the photos and the professional video tour (available on request), the condo has space that could be innovated into more functional use and creature comforts—such as turning the foyer into a music or piano corner, a zen garden, or built-in storage, and taking the laundry closet and making it an ensuite laundry nook. The home has Hurricane glass on every window.

****Studio 54 is a one-of-a-kind opportunity that offers endless possibilities. Imagine your coastal dream life here and bougie on down to be the life of the party in your personal luxury waterfront condo. Don’t end up on the waiting list to get into this "club".

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 54N

2 Beds

2 Baths

1,235 Sq.Ft.

$590,000

MLS#: A4668215

THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor of the G3 building, this home is move in ready! The previous den has been enclosed for a proper bedroom and updated! The primary bedroom and bathroom have both been updated. Updated lighting, updated baseboards, no carpet, new hurricane rated sliders and windows! Plantation shutters are added for easy care and the coastal vibe! This building is located directly adjacent to the Har-Tru tennis courts, perfect for the avid player! Seaplace is a Gulf front community situated on lushly maintained grounds and offers not only tennis courts, a secure guarded gated entry, clubhouse, two heated pools/spas, fitness, Gulfside BBQ, organized social functions, onsite management and the icing on the cake is direct beach access! Residence comes completely furnished, assigned parking space #115, and assigned storage space. Perfect for your second home and income protection, with a 2-month minimum rental period. Seaplace is located on beautiful Longboat Key convenient to grocery shopping, banking, and the best shopping on St. Armand's Circle! Or make a reservation at any number of first-class restaurants on the Key, and dine waterside, or find a nice cozy quiet booth inside and take in one of nature's most beautiful gifts of a sunset, and if you are lucky, you just may see the dolphins diving and playing! Come off the beach at the south end and you are immediately in downtown Sarasota, where you can catch any number of plays, or a live band for evening entertainment. The weekend offers a sidewalk Farmer's Market, with an assortment of vendors! Whatever time you have planned to be here, may just not be enough!!!

LONGBOAT KEY

2039 GULF OF MEXICO DRIVE G3-207

2 Beds

2 Baths

1,257 Sq.Ft.

$575,000

MLS#: A4657767

RARE FIND!!! This fully furnished turnkey 1bedroom/1bath end unit has an open kitchen, dining and living room combo with a sofa sleeper and a screened lanai accommodating four guests comfortably. This lovely turnkey unit has a spectacular view of the Gulf of Mexico from the kitchen, living room and screened in lanai. Walk out of the lanai and dive into the heated pool with an outdoor grill or sink your feet into the sand and ease on into the gulf to experience a tranquil tropical get away in this perfectly situated condo that says paradise as far as the eyes can see. The interior was fully renovated in 2025 with new A/C, Hot Water Heater all new kitchen stainless steel appliances, cabinetry and furniture with the primary bedroom and built-in closet space. The unit is loaded with all the amenities you need. Around the corner of the unit is the laundry facility and a miniature golf course and shuffleboard for a little bit of relaxing fun. This unit is a Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the option to manage the unit themselves, choose a management company of choice or use the management team on site. The Silver Sands Condo is a short drive from Anna Maria Island, St Armand Circle, and downtown Sarasota loaded with fine dining, entertainment, parks, clubs, marinas, endless shopping and all that the tropical environment offers. Longboat Key offers a tropical lifestyle defined by pristine beaches, world-class golf, and a relaxed atmosphere which is where you will find this one-of-a-kind unit. As mentioned, this type of unit is rarely on the market. Don't wait, now is the time to make this your piece of paradise!

LONGBOAT KEY

5841 GULF OF MEXICO DRIVE 244

1 Beds

1 Baths

520 Sq.Ft.

$575,000

MLS#: A4669761

The lowest priced fully renovetd, FULL BAY VIEW condo on all of Longboat Key! This tranquil and beautifully renovated island retreat located in the beach to bay community of Sutton Place offers that and so much more. This 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous, remodeled kitchen is open to the living/dining area across an expanse of granite that includes a custom made dining table with lots of storage underneath and seating all around! Porcelain tile flooring makes the journey from one room to another a seamless and beautiful transition. These smart owners have converted the lanai into finished square footage and it is the perfect spot to enjoy a morning coffee or an evening beverage while watching the fish jump or the birds fly by. They also upgraded to IMPACT RESISTANT SLIDING DOORS AND WINDOWS throughout. The Primary bedroom has this same gorgeous view and a renovated ensuite bath. The once walk-in closet was converted to a small office space, (which could easily be changed back) but it’s current use is rather genius. When guests are not in town, the 2nd bedroom is another tranquil space to enjoy. Did I mention this is a 2 pets friendly community?! Sutton Place also offers its own PRIVATE BEACH CLUB and includes an abundance of amenities including 2 pools, a clubhouse, and an onsite marina with slips for a nominal fee of only $300 per year. The community recently completed a number of updates including repainting, reroofing and passing the milestone inspection and securing a 10 year certification. This owner has paid for all of those upgrades in full. The unit is being offered furnished with exceptions. Here you will find a remarkable quality of laid-back island life but if you're ready for more, enjoy the multitude of restaurants, shopping and the cultural mecca of downtown Sarasota, all within a short drive away.

LONGBOAT KEY

600 SUTTON PLACE 104B

2 Beds

2 Baths

1,144 Sq.Ft.

$575,000

MLS#: A4644920

Make your dreams come true with this beautiful waterfront condominium located at the popular Longboat Harbour resort! Enjoy gorgeous views of the water the moment you step in. This newly renovated 2BD/2BA second floor unit offers a roomy open floor plan with plenty of natural light, is being sold turnkey furnished. New Luxury Vinyl flooring and hurricane windows has been installed throughout. The updated kitchen has Granite countertops and new appliances. Benefit from your own private washer and dryer located in the guest bathroom. The inclusive patio with new sliders oversees the canal as well as a partial view of the gulf. One assigned covered parking space is included. Sorry, no pets are allowed. Conveniently located on mid Longboat Key between the quaint towns of Anna Maria Island and Lido. Saint Armand's Circle and Downtown Sarasota is only minutes away with fine dining, specialized shopping, art galleries, Sarasota Orchestra, Van Wezel theater and more... Great investment property, second home or weekend getaway. Longboat Harbour resort is a gated community with on site management. Amenities include: four heated swimming pools, tennis courts, sauna room, art studio room, bike storage, BBQ grills, clubhouse, billiard room, woodshop facility, fitness center, pickleball courts, putting green, shuffleboard, kayaking storage, boat docks and a fishing station. Deeded beach access is located across the Street with a pavilion which has restrooms, showers, chair storage, car/boat washing. New roof 2025.

LONGBOAT KEY

4380 EXETER DRIVE 204

2 Beds

2 Baths

992 Sq.Ft.

$549,900

MLS#: A4656600

#A4671530

LONGBOAT KEY

4380 EXETER DRIVE H202

2 Beds

2 Baths

1,152 Sq.Ft.

$549,000

MLS#: A4671530

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