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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
514
# of Listings
2
Avg # of Bedrooms
$851
Avg. $ / Sq.Ft.
$1,501,565
Med. List Price

Browse Long Boat Key Real Estate Listings

514 Properties Found. Page 19 of 35.

Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views plus Deeded Beach access right across the street.  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

1,150 Sq.Ft.

$684,900

MLS#: A4643486

Whether you choose resort style living or just want to enjoy vacationing at the beach while earning income when you are not using your condo then this is the place for you! This unit is consistently booked and 2026 is already filling up fast! The entrance to this unit is via beautiful pergolas and lush landscaping, which immediately sets the vibe for a tropical getaway. The resort is right on the beach and amenities include a large heated pool, several grills, tennis, basketball and pickleball. Repeat guests have commented choosing this unit because of its location and that they love having a screened in patio to enjoy morning coffee or simply the warm gulf air. Casa Del Mar is one of the few resorts in Longboat permitted to offer short term rentals and also offers some of the lowest property management fees as well. Come check out this turnkey 2 bedroom 2 bath condo and make beach living your reality! (approximately 900 sqft with screened in lanai)
#TB8453208

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 10D

2 Beds

2 Baths

756 Sq.Ft.

$675,000

MLS#: TB8453208

Price reduced
Welcome to your island retreat, an impeccably renovated 2-bedroom, 2-bath residence offering luxury Longboat Key living at its finest with preserved mangrove and Sarasota Bay views. Every detail has been thoughtfully updated ,this home has been renovated from top to bottom, featuring new flooring, new plumbing, new electrical, new lighting, hurricane-impact windows with shutters for peace of mind and MORE! The brand-new kitchen showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, creating a beautiful space that opens to the bright and airy living area. Both bathrooms have been updated with modern finishes and quarts countertops as well. A Murphy bed in the office area adds versatility, perfect for guests or additional workspace. Enjoy deeded beach access directly across the street for endless days on the sand, or take advantage of boat slips available for residents, ideal for boaters looking to explore Sarasota Bay and the Gulf. Windward Bay is a pet-friendly, amenity-rich community offering multiple pools, tennis and pickleball courts, a fitness center with sauna, kayak storage, and walking paths along the bayfront. Perfectly situated near world-renowned restaurants on Longboat Key, St. Armands Circle, and Anna Maria Island, this home combines effortless luxury with the ultimate coastal convenience. Move-in ready and maintenance-free, your Longboat Key lifestyle awaits!
#A4667631

LONGBOAT KEY

4540 GULF OF MEXICO DRIVE 204

2 Beds

2 Baths

1,312 Sq.Ft.

$675,000

MLS#: A4667631

Price reduced
Step back in time and experience the “Old Florida Lifestyle” in the heart of Longboat Key’s historic Longbeach Village! Tucked away on the northernmost end of the island, this rare property features two charming Key West–style beach cottages on one lot, surrounded by lush tropical landscaping for a truly private island retreat.

The main updated cottage offers a light-filled, open floor plan with 2 bedrooms, 2 bathrooms, a den, laundry room, and spacious living area. The kitchen was tastefully updated in 2021 with quartz countertops, hardwood cabinets, and newer appliances, complete with a breakfast bar for casual dining. Open the windows and let the coastal breeze fill your home, or step outside to the wooden deck and tiki bar—perfect for entertaining and enjoying evenings listening to the nearby Gulf waves.

Across the wooden overpass sits the guest cottage, a cozy retreat with 1 bedroom, 1 bathroom, full kitchen, living space, and a private porch. It even has its own access via the private alleyway, making it ideal for visitors or rental potential.

Additional updates include Hardie board siding (2021), appliances (2021), quartz countertops (2021), cabinets (2021), and A/C (2017), ensuring modern comfort while maintaining that laid-back island vibe.

With no HOA or deed restrictions, this property offers flexibility for personal use or investment. Best of all, it’s just steps from both the beach and the bay—enjoy Whitney Beach, two fishing docks, the community boat/kayak launch, and popular dining at Mar Vista and Shore.
#TB8425751

LONGBOAT KEY

660 LINLEY STREET

3 Beds

3 Baths

1,564 Sq.Ft.

$675,000

MLS#: TB8425751

Peek-a-boo Gulf views from back deck in this open concept 2-Bedroom, 2-Bathroom Condo at Club Longboat Beach & Tennis is A Perfect Longboat Key Retreat offers an expansive 1,484 SqFt of thoughtfully designed living space, this condo combines comfort, convenience, and a balcony help you unwind and enjoy the fresh coastal air. As a well-maintained residence  (new HVAC 2025, hot water heater, stainless fridge), this home offers a welcoming, move-in ready atmosphere and provides a sanctuary where you can enjoy both peaceful living and the energy of Longboat Key's vibrant community. Why Live on Longboat Key? Longboat Key is renowned for its pristine beaches, relaxed atmosphere, and upscale lifestyle. With easy access to fine dining, shopping, cultural attractions, and outdoor recreation, it’s the ideal location for those seeking a laid-back coastal lifestyle, while still being close to the excitement of Sarasota. Whether you’re taking a morning stroll on the beach or enjoying the world-class amenities nearby, Longboat Key offers a unique blend of tranquility and activity. Club Longboat Beach & Tennis is more than just a place to live – it’s a destination where every day feels like a vacation. Enjoy direct access to the beautiful white sands of Longboat Key Beach, perfect for sunbathing, swimming, and watersports. The community offers resort-style amenities, including meticulously maintained tennis courts, a fitness center, a heated pool, and 24-hour security. Whether you’re looking to relax poolside or stay active with tennis or fitness, there’s something for everyone. Don’t miss out on the opportunity to own your slice of paradise.
#A4671314

LONGBOAT KEY

5055 GULF OF MEXICO DRIVE 435

2 Beds

2 Baths

1,484 Sq.Ft.

$675,000

MLS#: A4671314

Bask in breathtaking views across Sarasota Bay to the sparkling downtown skyline from this beautifully updated 2-bedroom, 2-bath condo in the exclusive, guard-gated community of Bay Isles. Offered turnkey furnished, this top-floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Inside, the kitchen showcases granite countertops and rich wood cabinetry, while both bedrooms are en-suite for privacy and convenience. Lovingly maintained as a part-time vacation retreat since 1989, the condo reflects light use and thoughtful care.Fairway Bay, within Bay Isles, offers a true resort lifestyle with swimming pools, spas, tennis courts, a fitness center, and a welcoming clubhouse for social gatherings. As a Bay Isles resident, you’ll also have access to the private Bay Isles Beach Club, where you can relax on pristine Gulf shores or reserve the clubhouse for special occasions.This coveted location places you within walking distance of a marina, Publix, CVS, and local shops, while just minutes away you’ll find St. Armands Circle (5 miles), downtown Sarasota (8 miles), and all the cultural, dining, and shopping options the Gulf Coast is known for. Bay Isles is also home to 27 holes of championship golf, the world-class Tennis Gardens, the Longboat Key Moorings Marina, and two of the five acclaimed restaurants of the Longboat Key Club—where memberships are available separately.  Live every day like you’re on vacation in this exceptional Gulf Coast retreat.
#A4666650

LONGBOAT KEY

1932 HARBOURSIDE DRIVE 254

2 Beds

2 Baths

1,192 Sq.Ft.

$650,000

MLS#: A4666650

New on site 1 day ago
Beachfront Living at Islander Club on Longboat Key

Experience relaxed beachfront living at the Islander Club, one of Longboat Key’s most established and sought-after Gulf-front communities. Located directly on the Gulf of Mexico, this beautifully updated 2-bedroom, 2-bath residence offers true resort-style living in a premier island setting.

Situated on the 6th floor along the desirable south/southeast side of the building, the residence spans more than 40 feet, capturing stunning Gulf views and refreshing coastal breezes. Inside, the home has been thoughtfully refreshed with new luxury engineered wood flooring, fresh coastal-inspired paint, and updated lighting throughout. The open floor plan creates a bright, airy atmosphere, with the kitchen flowing seamlessly into the main living area. Large impact windows in the primary bedroom bring in abundant natural light while framing uninterrupted Gulf views. The primary suite includes a private ensuite bath, a full-size washer and dryer are conveniently located inside the unit, and additional storage off the living room adds everyday functionality.

Residents of the Islander Club enjoy an impressive collection of resort-style amenities set on an expansive stretch of private beachfront. Community features include over 400 feet of private beach frontage, two fishing jetties, Har-Tru tennis courts, a beachfront heated pool and spa, a fitness center, saunas, and a newly renovated clubhouse with a full kitchen, library, billiards, and table tennis. The community also offers secure gated entry, elevators, professional on-site management, and 24/7 maintenance, providing both comfort and peace of mind.

The location is equally exceptional. The Longboat Key Club is just a short bike ride or drive away, offering world-class golf, dining, tennis, and pickleball. The boutiques and restaurants of St. Armands Circle are less than four miles away, with downtown Sarasota’s cultural attractions, shopping, and dining just beyond.

This turnkey beachfront condominium offers the perfect opportunity to enjoy effortless coastal living in one of Longboat Key’s most desirable Gulf-front communities. Simply bring your flip-flops and start enjoying the island lifestyle.
#A4675582

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 64S

2 Beds

2 Baths

1,235 Sq.Ft.

$650,000

MLS#: A4675582

Modern Waterfront Living in the Heart of Longboat Key-Experience the best of coastal living in this beautifully renovated 2-bedroom, 2-bathroom condo, perfectly situated on the water in one of Longboat Key’s most desirable communities. This light-filled residence features a newly reimagined open-concept kitchen with gleaming quartz countertops, bright modern cabinetry, premium stainless steel appliances, and recessed lighting—creating a fresh and inviting space ideal for entertaining. The seamless flow continues into the dining and living areas, enhanced by high end LVP updated flooring throughout. Both bedrooms offer comfort and tranquility, complemented by two spa-like bathrooms boasting high-end finishes, updated designer fixtures and fans throughout along with shiplap accents. A brand-new HVAC system ensures year-round comfort, electric panel replaced 3 years ago. Enjoy picturesque water views and take advantage of the community’s exceptional amenities, including a recently renovated heated waterfront pool, tennis courts, private kayak launch, waterside seating areas, and boat docks available for rent.
Located just minutes from your deeded beach access, you’re perfectly positioned to enjoy the sunrises, sunsets, and pristine shores of the Gulf of Mexico. Indulge in nearby fine dining at local favorites like Dry Dock Waterfront Grill, Mar Vista, Shore, Euphemyia Haye and Maison Blanche. Shopping and entertainment await at nearby St. Armands Circle, Lido Key, and downtown Sarasota.
Convenient to Publix, fitness centers, banks, golf and tennis courts, and more, this property offers the perfect blend of luxury, location, and low-maintenance living. Whether you’re seeking a year-round residence, vacation home, or investment opportunity, this stunning condo delivers exceptional value in a premier coastal setting.
#A4666980

LONGBOAT KEY

3320 GULF OF MEXICO DRIVE 207-C

2 Beds

2 Baths

1,187 Sq.Ft.

$649,999

MLS#: A4666980

Price reduced
Imagine the serene sands of the Gulf, just steps away, offering the ideal blend of luxury and opportunity with rental income while you're away. An on-site rental office ensures seamless bookings for your beautifully renovated condominium with new A/C at Casa Del Mar. You and your guests will relish the gulf-front pool, tennis courts with pickleball, grilling area and picnic tables, all while basking in the soothing embrace of the gulf waters as the simple, fulfilling life awaits. For those who wish to travel light, the unit is turnkey furnished, fully equipped, and ready to provide your ideal beach getaway. Upgrades include new kitchen and baths, quartz countertops and tile throughout, and stainless-steel appliances. The unit comes with a washer and dryer. 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.
#A4632978

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 16B

2 Beds

2 Baths

900 Sq.Ft.

$649,900

MLS#: A4632978

Price reduced
One of a kind, never rented, ready for a new owner to put their touches on this opportunity! Unit has endless views.  Come look, Being able to rent this unit, by the month, twelve times a year, that offers our beautiful GULF BEACH within seconds of the front door is incredible! Our third floor views are breathtaking, yet fully protected from the elements. Our Building is quiet, but close to BEACHPLACE amenities!  Owners are motivated to sell and we can give you a complete tour when you visit. Also new HURRICANE Windows recently added.  BONUS TWO PARKING SPACES,
 ONE IN GARAGE,ONE OUTSIDE!  BEST VALUE IN BEACHPLACE BY FAR> GO COMPARE!
#A4624142

LONGBOAT KEY

1065 GULF OF MEXICO DRIVE 302

2 Beds

2 Baths

1,392 Sq.Ft.

$649,000

MLS#: A4624142

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

A must-see, this exceptional two-bedroom, two-bath penthouse is the only residence in Seaplace with no shared walls, offering unparalleled privacy and tranquility. Fully remodeled in 2019, the home features a designer kitchen with quartz countertops, custom cabinetry and premium appliances, seamlessly complemented by elegant soft grey laminate hardwood flooring throughout. A spacious lanai spans the length of the residence, filling the interior with natural light and picturesque garden views. Significant recent upgrades include a new air-conditioning system (2020) with added UV filtration (2024), hurricane-rated sliding doors in the primary suite and living room (2025) and a water heater (2020), all with transferable warranties. Additional highlights include floor-to-ceiling remote-controlled blinds, an in-unit full-size washer and dryer, and a reserved parking space. Seaplace offers a wealth of resort-style amenities, including two swimming pools, two hot tubs, a kiddie pool, Har-Tru tennis courts, a fitness center, a newly renovated clubhouse, beachfront grilling areas and private beach access. The 24-hour guard-gated community ensures security and exclusivity. Ideally just minutes from St. Armands Circle, this prime location provides convenient access to world-class dining, luxury shopping and Sarasota’s renowned cultural attractions. Whether you're seeking a full-time coastal residence, a seasonal getaway or a high-demand investment opportunity, this penthouse represents the finest in Longboat Key living. Schedule your private showing today!
#A4667002

LONGBOAT KEY

1935 GULF OF MEXICO DRIVE G7-402

2 Beds

2 Baths

1,068 Sq.Ft.

$649,000

MLS#: A4667002

Luxury Coastal Living at Longboat Harbour:  Experience stunning canal views and modern elegance in this impeccably renovated 3rd-floor condo, ideally situated in the desirable all-age community of Longboat Harbour. Offered turnkey furnished, this beautifully curated residence is ready for your immediate enjoyment, whether you're seeking a winter retreat or full-time coastal living.  Step inside to discover a completely reimagined, open-concept layout that blends sleek design with seaside charm. Every detail has been thoughtfully considered—from custom cabinetry and clever storage solutions to high-end fixtures and quartz countertops in both the kitchen and bath. The chef-inspired kitchen is outfitted with premium GE Stainless Steel Café appliances, and the entire space is anchored by ceramic wood-look tile flooring that adds both warmth and durability.  Enjoy restful nights in either of the two king-size bedrooms, and indulge in the peace of mind that comes with updated electric and plumbing, PGT impact windows, 2018 AC, new ductwork, and added insulation for optimal comfort and quiet.  You'll love entertaining in the great room or relaxing on your private balcony as dolphins, manatees, and coastal birds pass by—every moment feels like a postcard.  Resort-Style Amenities Include:  4 heated swimming pools, Tennis & pickleball courts, Fitness center, billiards, and sauna, Clubhouse with kitchen, game and card rooms, Putting green, library, shuffleboard, and kayak storage, 56-slip marina with water and electric (waitlist for slips), Picnic area with gas grill and bike storage.  From the serene water views to the exceptional interior design, this condo feels like stepping into a brand-new model home. Welcome to a life of luxury, comfort, and coastal bliss on Longboat Key.
#A4659070

LONGBOAT KEY

4350 CHATHAM DRIVE E307

2 Beds

2 Baths

1,072 Sq.Ft.

$649,000

MLS#: A4659070

Exceptional full Bay views, private beach access and kayak launch and incredible value! This fully furnished 2BR/2BA retreat at Pelican Harbour & Beach Club delivers the quintessential Longboat Key lifestyle. From its 2nd-floor vantage point, enjoy peaceful sunrises over the Bay and the tranquil fountain view from your screened lanai, surrounded by lush tropical landscaping. Then, end your day with spectacular Gulf sunsets and leisurely beach walks from your private beach access. The updated kitchen gleams with new 2025 solid quartz countertops, stainless Samsung appliances, a tile backsplash, and a breakfast-bar island—perfect for entertaining. Open living and dining areas flow seamlessly toward the water, creating a bright, inviting space ideal for relaxing or hosting friends. The spacious owner’s suite opens to the lanai and features a 2023-renovated ensuite bath with stone countertops, dual sinks, porcelain tile flooring, a glass shower, and custom closets. The guest suite offers another beautifully updated bath and generous storage. Additional highlights include hurricane-rated windows and doors, in-unit laundry, a 2023 roof, 2024 exterior paint, and a hurricane-rated carport conveniently located just outside your door. Ideally situated mid-island, Pelican Harbour & Beach Club offers outstanding amenities: Bay and beach access, first-come dock slips, a heated resort-style pool, two tennis/pickleball courts, a clubhouse, kayak storage and launch, and ample owner storage. This pet-friendly, rental-friendly community welcomes large dogs and seasonal visitors and perfectly combines luxury, flexibility, and coastal charm—just minutes from Bayfront Park, the new St. Regis Resort, St. Armands Circle, and downtown Sarasota’s vibrant restaurants, culture, and shopping.
#A4667654

LONGBOAT KEY

4234 GULF OF MEXICO DRIVE E2

2 Beds

2 Baths

1,150 Sq.Ft.

$649,000

MLS#: A4667654

Experience beachfront living with a beautiful view in this coastal-style renovated condominium in the sought-after Seaplace community on Longboat Key. Ideally designed with an open floor plan, this residence is positioned to capture breathtaking views of the Gulf, offering stunning vistas of shimmering turquoise waters, its pristine sand beach and lush tropical landscaping. Selling furnished. This home features an updated and open kitchen with granite countertops and stainless steel appliances, creating an inviting space for cooking and entertaining. Both bedrooms are impressively spacious, and the primary suite has a generous walk-in closet and a lovely waterfront view. Enjoy your morning coffee or sunsets from the screened-in lanai, where the sweeping Gulf views serve as your daily backdrop. For added convenience, the condominium includes a separate storage unit ideal for bikes, beach gear and more. Residents of Seaplace enjoy one of the most desired settings on Longboat Key. Spanning 43 acres along the Gulf, this private, gated community offers a half mile of pristine beachfront with complimentary beach chairs and umbrellas. Resort-style amenities include two heated swimming pools, two spas, a kiddie pool and a playground. The recently remodeled clubhouse features a fitness center, sauna, library, large kitchen, enhanced audio/visual capabilities, and a spacious Gulf-front patio equipped with multiple grills. Additional amenities include three Har-Tru tennis courts and a scenic one-mile walking trail. Enjoy the best social community with gatherings at sunset and happy hour. Whether you’re seeking a tranquil coastal retreat or a vibrant, amenity-rich social community, this Seaplace condominium delivers the best of Longboat Key living.
#A4674747

LONGBOAT KEY

1965 GULF OF MEXICO DRIVE G5-303

2 Beds

1 Baths

933 Sq.Ft.

$635,000

MLS#: A4674747

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