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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
401
# of Listings
2
Avg # of Bedrooms
$849
Avg. $ / Sq.Ft.
$1,464,936
Med. List Price

Browse Long Boat Key Real Estate Listings

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Over $5M

40 Properties Found. Page 1 of 3.

PRICE ADJUSTMENT: This is a great opportunity to own a piece of paradise on beautiful Longboat Key in the community of Seaplace which is located on 42 acres of land right on the azure waters of the Gulf of Mexico. This beautifully updated 2bedroom/1bath condominium is coming furnished for your convenience. Newly installed hurricane impact slider in the living room and impact window in the primary bedroom and all kitchen appliances are stainless steel. This residence would make a wonderful vacation getaway or investment. Seaplace has many amenities which include two swimming pools with spas, kiddie pool, three Har-Tru tennis courts, a lovely remodeled clubhouse with sauna and fitness room all looking over the magnificent Gulf. Locally only a short distance to Saint Armand's Circle and downtown Sarasota where you will enjoy a fabulous variety of restaurants, shopping, Art Galleries, theaters, Ballet, Sarasota Orchestra and the Opera.
#A4654096

LONGBOAT KEY

2055 GULF OF MEXICO DRIVE G2-108

2 Beds

1 Baths

1,033 Sq.Ft.

$499,999

MLS#: A4654096

This well-appointed, fully furnished, two-bedroom, two-bath Portobello residence is so close with deeded access to Longboat Key's 10-mile beach. This impeccably maintained convenient ground-level home is in pristine condition, and a spaciously designed, coastal-inspired interior creates feelings of tranquility and hospitality. The primary living space enjoys abundant natural light from sliding glass doors opening onto a screened and covered lanai for your relaxation and added dining alfresco. The kitchen has all appliances and granite countertops with passageway to the dining area. The primary bedroom has sliding glass doors to the lanai with en-suite bath and generous walk-in closet, and a guest wing offers every comfort with its sliding glass door to the lanai too. Portobello gives support and comfort to owners with a full-time on-site maintenance crew. You and your family and friends will love the outdoor activities that are near such as LBK Town Center, the beach, miles of pedestrian walkways and more miles of designated bikeways, golf, fishing, Bayfront Park with pickleball, treed dog park and amenities for all ages, staffed USTA award-winning public 10 Har-Tru clay tennis courts and the renowned one-of-a-kind mecca for shopping and dining at St. Armands Circle. L-I-V-I-N the dream on Longboat Key. News Flash! Starbucks to open on LBK late Summer 2025 at midkey 3174 Gulf of Mexico Drive. We are walking distance away, and a $100 gift certificate will be given to Buyer.
#A4637105

LONGBOAT KEY

3240 GULF OF MEXICO DRIVE B104

2 Beds

2 Baths

1,432 Sq.Ft.

$499,900

MLS#: A4637105

Price Reduction!!! Welcome to Your Coastal Retreat in Longboat Key! Discover the perfect blend of charm, comfort, and coastal elegance in this beautifully maintained 2-bedroom, 1.5-bath condo, nestled in one of Longboat Key’s most sought-after waterfront communities. Whether you're seeking a full-time residence or a seasonal escape, this canal-front gem offers everything you need to embrace Florida’s Gulf Coast lifestyle. Step into a fully updated kitchen featuring brand-new appliances, sleek countertops, and modern cabinetry—ready for you to cook, entertain, and unwind. The solid block construction provides peace of mind, while the one-year-old roof adds long-term value and security. Enjoy deeded beach access just moments from your door, or take a short stroll to some of the island's top-rated dining spots like Harry's, Solorzano’s Pizzeria, Lazy Lobster, Lo’ Key Island Café, and Euphemia Haye. Your new home also comes with a private 1-car carport and exterior storage unit for added convenience. Located on a generous canal-front lot, this home is just a short walk to the beach and a quick 15-minute drive to St. Armands Circle, a destination known for its upscale boutiques, fine dining, and European flair. Start your mornings by the bay, spend your afternoons basking on the white sands of the Gulf of Mexico, and unwind with stunning sunsets in a peaceful, bayfront neighborhood. Don't miss this rare opportunity to own a slice of paradise on Longboat Key—where turquoise waters, relaxed luxury, and vibrant coastal living await.
#O6326464

LONGBOAT KEY

779 SAINT JUDES DRIVE N

2 Beds

1 Baths

882 Sq.Ft.

$499,000

MLS#: O6326464

PENTHOUSE UNIT!! DEEDED BEACH ACCESS DIRECTLY ACROSS THE STREET!! New roof 2025! Top-floor, end-unit living with sparkling water views and everyday coastal ease. This light-filled 2-bed/2-bath residence opens with a reimagined, wall-removed kitchen that flows into the living area—finished with wood-look tile throughout and sleek quartz counters—so the view is the star from the moment you walk in. Step onto the balcony for morning coffee over the canal and watch boats drift by, then head out for a beach day via the community’s deeded Gulf access just across Gulf of Mexico Drive. Back at home, a brand-new roof adds peace of mind, while the gated Longboat Harbour lifestyle brings resort-style pools overlooking the bay, a clubhouse fitness center, and the option to keep a boat at the community docks (subject to availability). Practical perks include a covered, assigned carport and a nearby storage room. Minutes to the dining and boutiques of St. Armands and the charm of Anna Maria, this bright, updated condo delivers the waterfront Longboat Key experience—canal-front setting, water views, and deeded beach access—all in one.
#A4667903

LONGBOAT KEY

4380 EXETER DRIVE 303

2 Beds

2 Baths

1,152 Sq.Ft.

$499,000

MLS#: A4667903

0.5 mi to Gulf beach access • Two heated pools & tennis courts • Gated Gulf-front community Welcome to Seaplace, a premier Gulf-front condominium community along Longboat Key’s scenic Gulf of Mexico Drive. This two-bedroom, two-bath residence (Unit G4-308) combines coastal living and community amenities in one of Sarasota County’s most desirable barrier-island locations. The open-concept layout flows seamlessly from the kitchen through the main living area to a screened lanai overlooking lush tropical landscaping and the Har-Tru tennis courts. Durable LVP flooring enhances the main living spaces, while neutral finishes allow a bright, airy feel throughout. The kitchen features stainless-steel appliances, ample cabinetry, and generous counter space for meal prep. The primary suite includes a walk-in closet and private bath; the secondary bedroom and full guest bath offer ideal separation for visiting friends and family. Convenient in-unit washer and dryer add everyday functionality. Residents of Seaplace enjoy approximately ½ mile of Gulf beachfront, two heated swimming pools and spas, a Gulf-side sundeck, Har-Tru tennis courts, walking paths throughout 42 acres of manicured grounds, a well-equipped fitness center, clubhouse with full kitchen and library, sauna, children’s playground, barbecue grills, and 24-hour staffed security gate. The quarterly association fee of $4,315 covers exterior maintenance, building insurance, water, sewer, cable, and amenities. Service animals are permitted per association rules; no pets otherwise. Seasonal and annual rentals are allowed with a two-month minimum. Situated along the island’s southern corridor, Seaplace offers proximity to both natural beauty and daily convenience. Publix (0.8 mi) and Bayfront Park Recreation Center (1.6 mi) provide easy access to groceries, pickleball courts, and a kayak launch. Fine dining options such as Harry’s Continental Kitchens (1.3 mi) and Euphemia Haye (1.1 mi) are nearby, along with The Shore Restaurant (1.9 mi) and the boutiques of St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer world-class recreation and cultural attractions including the Van Wezel Performing Arts Hall, Ringling Museum, and Marie Selby Botanical Gardens. Seaplace’s Gulf-front setting provides direct beach access for sunrise or sunset walks, while community walking trails and tropical courtyards create a resort-style atmosphere year-round. This move-in-ready residence represents an exceptional opportunity to enjoy coastal living on Longboat Key, combining location, amenities, and Gulf access within a secure, well-maintained community. Includes interior laundry, screened lanai, and access to multiple pools, tennis, clubhouse, and beachfront amenities. Floor plan are available within the listing for additional detail.
#A4666939

LONGBOAT KEY

1975 GULF OF MEXICO DRIVE G4-308

2 Beds

2 Baths

1,178 Sq.Ft.

$480,000

MLS#: A4666939

Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutes Experience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space. Recent improvements include hurricane-rated impact windows and lanai enclosure, providing peace of mind and energy efficiency while enhancing natural light and sound protection. Inside, durable flooring and a neutral color palette create a bright, relaxed atmosphere. The kitchen offers stainless-steel appliances, ample cabinetry, and a breakfast bar that opens to the main living area. The primary suite includes a walk-in closet and private bath, while the guest bedroom and full hall bath provide comfortable separation for visitors. A full-size washer and dryer inside the unit adds convenience and functionality. Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an array of resort-style amenities across 42 acres of manicured grounds. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking paths, a clubhouse with fitness center, sauna, and library, a playground, and community grilling areas. The on-site management and 24-hour staffed gatehouse provide security and peace of mind in this established coastal community. The quarterly association fee of $4,315 covers exterior maintenance, building insurance, water, sewer, cable, and amenities. Service animals permitted per association rules; no pets otherwise. Seasonal and annual rentals are allowed with a two-month minimum. Seaplace’s location combines tranquility with access to shopping, dining, and cultural attractions. Publix (0.8 mi) and Bayfront Park (1.6 mi) are nearby for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and explore boutique shopping at St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer golf, marinas, and cultural venues including the Ringling Museum and Selby Gardens. Seaplace residents enjoy direct beach access for sunset walks along the Gulf, tropical courtyards, and a private coastal setting minutes from everything. Whether a seasonal retreat or year-round home, Unit G4-206 blends location, comfort, and quality within a secure, Gulf-front environment on Longboat Key. Includes hurricane-rated windows and lanai enclosure, in-unit laundry, screened lanai, and access to pools, tennis, clubhouse, and Gulf-front amenities. A 3D virtual tour and floor plan viewer are available within the listing for additional detail.
#A4663933

LONGBOAT KEY

1975 GULF OF MEXICO DRIVE G4-206

2 Beds

2 Baths

1,178 Sq.Ft.

$479,000

MLS#: A4663933

Offers 1% lender credit at closing. Seller is offering $10,000 toward closing costs or prepaids, plus a $1,000 bonus to the buyer’s agent with a full-price offer—an exceptional opportunity you don’t want to miss! Discover coastal living at its finest in this beautifully furnished 2-bedroom, 2-bath condo featuring a recently remodeled kitchen, new carpet, and modern electric shades. This bright and welcoming unit offers comfort and convenience just seconds from your own deeded beach access—perfect for daily walks or sunset strolls. Enjoy a resort-style lifestyle with incredible amenities including 4 swimming pools, tennis and pickleball courts, a clubhouse, fitness center, library, art studios, billiards, shuffleboard, kayak launch, and a woodshop. The community harbor offers boat slips for rent at just $350–$425 per year—an unbeatable value! No hurricane water intrusion, and all current assessments have been paid. Some online platforms may display inflated tax estimates—actual taxes will depend on exemptions and ownership details. A rare opportunity for turnkey coastal living in a vibrant, amenity-rich community!
#A4657888

LONGBOAT KEY

4350 CHATHAM DRIVE E106

2 Beds

2 Baths

1,072 Sq.Ft.

$469,000

MLS#: A4657888

72 ft x 26 ft Boat Slip on L-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline from atop your flybridge. LBK Club membership is required. Direct access to Sarasota Bay and the ICW. 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 to St. Armand's Circle. The Marina has everything a boater could need. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 67 LOA. Usable beam depends on vessel. Call to discuss the possibilities. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.
#A4645494

LONGBOAT KEY

2600 HARBOURSIDE DRIVE L-04

None Beds

None Baths

N/A

$450,000

MLS#: A4645494

Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat, or investment property, this one-bedroom, two-bath unit fits your needs. This two-story property weathered three hurricanes in 2024, sustaining only minor flooding in the garage during Hurricane Helene and a cracked top-floor window during Hurricane Milton. The HOA will cover and replace the window. On the ground floor, enjoy your private parking garage and storage space. The main living area on the first floor features an open-concept living room and kitchen, ideal for relaxing or entertaining. Step out onto the screened balcony to enjoy the natural beauty of Florida or unwind with your morning coffee. This floor also has a full bathroom and a pull-out sofa for hosting guests. The second floor boasts a spacious master bedroom with a king-sized bed and two walk-in closets, filled with natural light from large windows. This level includes a second bathroom and a sun deck with an outdoor shower, offering peaceful views of a natural reserve. It’s the perfect spot to soak up the sun or enjoy a good book in a hammock. Short-term rentals with a 14-day minimum stay are allowed, adding investment potential. From July 2024 - July 2025, the home already has booked rental income booked totaling $45,0000. With some cosmetic upgrades, this could be even more! The unit is part of a top-notch tennis club that now includes two pickleball courts. You'll be close to the pool and the island’s beaches. Pet-friendly and welcoming, the community features a Junior Olympic-sized pool, a Tiki Bar, and a restaurant for a resort-like feel. Nature trails wind through the property, leading to a dock with stunning views of Sarasota Bay— perfect for launching your kayak to explore mangrove tunnels or paddle alongside manatees and dolphins. Whether you're into kayaking, tennis, pickleball, cycling, or jogging in nearby John Durante Community Park, this condo offers the perfect balance of luxury and leisure. Your island paradise is waiting—make it yours today!
#A4629084

LONGBOAT KEY

619 CEDARS COURT

1 Beds

2 Baths

2,376 Sq.Ft.

$450,000

MLS#: A4629084

Furnished Seaplace residence • New hurricane-rated windows & lanai door • Gated Gulf-front community Enjoy the relaxed coastal lifestyle of Seaplace, a premier gated Gulf-front community along Longboat Key’s scenic Gulf of Mexico Drive. This furnished two-bedroom, two-bath condominium (Unit G5-304) features recent upgrades including new hurricane-rated impact windows and a new lanai sliding door, offering energy efficiency, sound protection, and peace of mind. The open-concept floor plan connects the kitchen, dining, and living areas to a screened lanai with southern exposure, filling the space with natural light and views of the community’s tropical landscaping. The kitchen includes ample cabinetry, stainless-steel appliances, and bar seating. Both bedrooms are well-sized, with the primary suite featuring an en-suite bath and walk-in closet. A brand-new in-unit washer and dryer adds convenience, and the home is offered fully furnished for immediate enjoyment or seasonal use. Residents of Seaplace enjoy approximately ½ mile of community Gulf frontage with resident beach access and an array of resort-style amenities spread across 42 manicured acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking paths, a fitness center, clubhouse with full kitchen and library, sauna, playground, and outdoor grilling areas. The community also provides a 24-hour staffed gatehouse, on-site management, and a social calendar that enhances the friendly, relaxed atmosphere. The quarterly association fee of $4,247 covers exterior maintenance, building insurance, water, sewer, cable, and access to community amenities. Service animals are permitted per association policy; no pets otherwise. Rentals are allowed with a two-month minimum, offering flexibility for seasonal ownership. Ideally located near Publix (0.8 mi), Bayfront Park Recreation Center (1.6 mi), and Longboat Key Club Golf & Tennis (2.7 mi), Seaplace residents enjoy quick access to shopping, recreation, and dining. Notable nearby restaurants include Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), and The Shore (1.9 mi). Boutique shopping and cafés await at St. Armands Circle (3.8 mi), while Downtown Sarasota (6.5 mi) offers cultural attractions such as the Ringling Museum, Van Wezel Performing Arts Hall, and Selby Gardens. Combining updated hurricane protection, southern exposure, and move-in readiness, Unit G5-304 represents a beautiful opportunity to own a furnished residence in one of Longboat Key’s most established Gulf-front communities. Includes furnished interiors, brand-new washer and dryer, hurricane windows and lanai door, and access to pools, tennis, clubhouse, and resident beach amenities.
#A4660599

LONGBOAT KEY

1965 GULF OF MEXICO DRIVE G5-304

2 Beds

1 Baths

1,023 Sq.Ft.

$449,900

MLS#: A4660599

Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd floor island retreat located in this charming Gulf-to-Bay community. Recently completely updated including impact resistant sliding doors, this lovely hideaway offers nearly 1000 sq. ft. of remodeled living space in peaceful tropical surroundings. Nature lovers will be delighted with the everchanging sunrise views and watching manatees, dolphins & other wildlife at play. When you’re ready to explore, take a short walk to the private beachside “playground” for a round of tennis, shuffleboard, swimming, shelling, paddle boarding, kayaking, or a nice seaside stroll along miles of powder sand beaches. Finish your day by relaxing in your provided beach lounges and enjoying spectacular sunsets while sipping your favorite cocktail. Whitney Beach welcomes large pets, allows 6 monthly rentals per year, and boats up to 33’ can be accommodated when docks are available. After a fun-filled day on the water or at the beach, first-class Restaurants and Eateries are located within a short walk, bike or boat ride, and a Shopping Plaza with a Café, Beauty Salon, Coffee & Smoothie Shop, Pizza, Pilates Studio, 24 hour Gym & a Liquor store etc. are just one block away. Don't delay, start living your dream on Longboat Key today.
#A4661980

LONGBOAT KEY

6800 GULF OF MEXICO DRIVE 203

1 Beds

1 Baths

936 Sq.Ft.

$449,000

MLS#: A4661980

Imagine living with these breathtaking water views from the early morning magnificent sunrises to the afternoons with Manatees and Dolphins swimming by your own slice of paradise. Untouched by the recent storms, this one bedroom one bath unit is one the most affordable options on Longboat Key. Tastefully decorated and fully furnished with Luxury Vinyl Laminate floors, Impact Sliders and Windows, Granite Countertops, beautiful premium cabinets and newer appliances in the kitchen. All you need to bring is your clothes and toothbrush. Located in the amenity rich Longboat Harbour Gated Condominium complex which offers private gated beach access including a pavilion with bathrooms, 4 heated swimming pools, grills, extra storage, shuffle board, putting green, tennis and pickle ball courts, a club house with a billiard and card room, dining hall, wood shop and even an art and craft room. Deep Water Marina to accommodate power or sailboats up to 34 feet, available on a first come first serve basis for under $400 per year. Great rental opportunity. Located mid key with easy access to St Armand’s and Sarasota. Truly a resort lifestyle with an affordable price.
#A4652643

LONGBOAT KEY

4310 FALMOUTH DRIVE 105

1 Beds

1 Baths

747 Sq.Ft.

$429,900

MLS#: A4652643

Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip.
#A4648812

LONGBOAT KEY

2600 HARBOURSIDE DRIVE L-03

None Beds

None Baths

N/A

$425,000

MLS#: A4648812

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. 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. It is perfectly situated with access to both a private beach and the bay for a tranquil tropical get away. Enjoy kayaking, heated pool, hot tub, BBQ grill on spacious grounds right off the boat dock which includes a fish cleaning station. The Beach Castle Resort 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.
#A4661148

LONGBOAT KEY

5310 GULF OF MEXICO DRIVE 18

1 Beds

1 Baths

831 Sq.Ft.

$425,000

MLS#: A4661148

Beach Harbor Club is a beautifully maintained Gulf-to-bay community offering boat slips on the bay and private beach access on the Gulf side. Just bring your bathing suit and flip flops as this two-bedroom and two-bath unit has been beautifully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was updated with a light blond luxury vinyl plank. Both baths had updates including cabinetry and countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing.
#A4667199

LONGBOAT KEY

3802 GULF OF MEXICO DRIVE A203

2 Beds

2 Baths

1,007 Sq.Ft.

$419,900

MLS#: A4667199

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