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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 14 of 28.

Build your dream home on beautiful Longboat Key where every day is a Holiday and life is and endless vacation. This spacious lot is located on a wonderful canal where you can be out in popular Sarasota Bay in just minutes to watch the dolphins or catch your dinner. There is room for a pool as the lot contains 125 ft. of road frontage. You can create your own design and landscape to your liking. The concrete Seawall is in very good condition. The lot is an ideal location with over 10 restaurants within 2 miles of for your dining pleasure. Everything from a quick Breakfast to fine dining when entertaining your guests. Being located close to the end of the canal toward the Bay you can escape from the noise, hustle and bustle of the city. Directly at the end of the block is your deeded beach access where you can sun, swim or just relax and enjoy the ocean breezes. Another plus is that 1 block over is the Cedars East Tennis Resort and club where memberships are available for swimming and the fitness center as well as the 10 Har-Tru Courts. This location is prime. Don't miss your opportunity to live and reside on one of the nicest Keys on the west coast of Florida.
#A4628317

LONGBOAT KEY

780 JUNGLE QUEEN WAY

None Beds

None Baths

0.26 acres

$795,000

MLS#: A4628317

REDUCED PRICE! Are you looking for a RESORT home with spacious rooms, fine finishes, vaulted ceilings and the convenience of a condo community with bay and beach access? Look no further. Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another 1,100 sq. ft. of screened lanai, storage and garage space, this resort home provides the ultimate in luxe living, comfort and convenience. Upon entering this home, you're greeted by an open concept great room and designer kitchen, vaulted ceilings, a conveniently placed guest bathroom, and views over the very private community pool. You'll never want to leave! The gourmet kitchen is a chef’s dream, featuring gleaming granite countertops including a striking azure blue granite breakfast bar, custom mosaic glass tile backsplash, solid wood cabinetry, and stainless JennAir appliances. Easy to maintain luxury vinyl plank floors flow throughout, adding sophistication and durability. Soaring cathedral ceilings and abundant natural light enhance the light, bright, spacious feel of this home and the private screened lanai offers a serene retreat with access to lushly landscaped grounds and the resort style pool. The oversized primary suite boasts vaulted ceilings, a walk-in closet, and an elegant ensuite bath with natural stone and custom tile shower. The second bedroom also has a vaulted ceiling plus walk-in closet and beautifully finished adjacent bathroom. The ground-level garage has extra depth enabling covered parking for two cars plus there's a separate room that can be flexibly used for storage, a home gym, or a wine cellar. As a Bay Isles resident, you'll enjoy exclusive access to resident-only amenities including a private clubhouse, fitness center, heated pool and spa, tennis courts, and the private Bay Isles Beach Club. This resort home is just minutes from the vibrant dining, shopping, and cultural scene of St. Armands Circle and downtown Sarasota. See this home today and enjoy the best of Longboat Key living.
#A4645559

LONGBOAT KEY

1928 HARBOURSIDE DRIVE 1403

2 Beds

2 Baths

2,606 Sq.Ft.

$795,000

MLS#: A4645559

Bingo....You have just found your diamond in the rough—Concrete block home is located just six in from the open Bay. Newer seawall. Two-bedroom home is ready for remodel. The home features 125 ft of canal front frontage and is in a desirable area in that it is situated in between more expensive properties. There is plenty of room for a pool. There is a nice, screened lanai overlooking the canal where one can sit and read a book or sip a cocktail. The kitchen is ready for you to create your own vision. There is also a storage shed for bicycles or garden tools. Many outdoor activities are close by with your deeded beach access at the top of the block and Joan Durante Park a short distance away. There are a handful of restaurants close by so no need to venture too far after a long day at the beach. With its mid-key location, it is easy to head to St Armand Circle, Sarasota or head north to Anna Maria Island. Home is easy to show, and owner has paid Longboat Key Underground Utility Assessment in full. Don’t miss out.... Opportunity knocks and is at your fingertips-
#A4649830

LONGBOAT KEY

780 JUNGLE QUEEN WAY

2 Beds

1 Baths

1,668 Sq.Ft.

$795,000

MLS#: A4649830

Experience Longboat Key living at its finest in the community of Fairway Bay, just beyond the gates of Bay Isles! This two-bedroom, 2.5-bath plus bonus room townhouse offers three levels of serene island living. The main level boasts a well-designed, open-concept eating and living area, enhanced by soaring cathedral ceilings, skylights and expansive windows. Recently installed luxury vinyl flooring spans the entirety of the main living level which also features a powder bath, quaint in-kitchen breakfast nook as well as a wood-burning fireplace. Off the living room, the sliding glass doors will lead you out to the private screened-in lanai, where you can take in views of tall, mature trees and a variety of tropical plants. Upstairs, the top level features bamboo flooring throughout and two primary bedroom suites, each with gorgeous solid wood furniture and their en-suite baths for ultimate comfort and privacy. Some additional features include new carpeting on the first level stairs, bamboo flooring throughout the third level, luxury vinyl flooring on the first and second levels, a 2018 HVAC package unit, and new paint in the garage and bonus room. This unit is also available fully furnished if desired. The first level of this home offers an attached, oversized one-car garage with an additional large storage closet. The interior garage door leads right into an incredibly spacious bonus room, ideal for a home office, gym, movie room or anything else you may desire. A large walk-in storage closet completes this space, serving as the ideal storage for your beach chairs, water toys and more. Behind the 24/7 staffed gates of Bay Isles, residents are privy to two heated pools, a spa, two regulation tennis courts, a well-equipped fitness center, barbecue grills, a private marina with kayak launch, a clubhouse for private events and even on-site maintenance. The Residents of Fairway Bay also enjoy exclusive access to the Bay Isles Beach Club and private deeded beach area. Available for residents are lounge chairs, a pavilion, grills, picnic area, volleyball, storage and locker rooms. For any other amenities residents may be seeking, additional membership options are also available just up the road at the stunning Longboat Key Club, offering 45 holes of championship golf, tennis, pickleball, as well as access to their 291-slip deep water marina. Whether you’re seeking a serene retreat or an active lifestyle, this townhome offers a blend of comfort, style and convenience!
#A4645431

LONGBOAT KEY

1912 HARBOURSIDE DRIVE 602

2 Beds

2 Baths

2,606 Sq.Ft.

$775,000

MLS#: A4645431

Rare opportunity for investment or rental opportunity on lot zoned for Duplex. Rebuild the current structure (1,135 Sq Ft 2 br 2 ba each side) or build your best version of a duplex rental property located on Longboat Key on this 9,000 sq ft lot Convenient North Key Location. The Gulf, Kayak/Sarasota Bay Access, Euphemia Haye Restaurant, Joan Duarte Park are literally at either end of the block on Gulf Bay Road. Public beaches, Anna Maria Island, Sarasota and St Armand’s Circle shopping area are short drive away. Adjacent property next door also available.
#A4633787

LONGBOAT KEY

660 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633787

Rare opportunity for investment or rental opportunity on lot zoned for Duplex. Rebuild the current structure (1,135 Sq Ft 2 br 2 ba each side) or build your best version of a duplex rental property located on Longboat Key on this 9,000 sq ft lot. Convenient North Key Location. The Gulf, Kayak/Sarasota Bay Access, Euphemia Haye Restaurant, Joan Duarte Park are literally at either end of the block on Gulf Bay Road. Public beaches, Anna Maria Island, Sarasota and St Armand’s Circle shopping area are short drive away. Adjacent property next door also available.
#A4633783

LONGBOAT KEY

650 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633783

This Atrium unit in Building Five of Fairway Bay built in 1988 is behind the gates of and walking distance to the Longboat Key Club & Resort Bayside. It is a three/bedroom, two/bathroom turnkey-furnished unit on the second floor but on the third level of the building and has direct Sarasota Bay views from the living area and the primary bedroom suite. It has 2,039 square feet of air-conditioned space and 200 square feet of exterior covered balcony, as well as both the other bedrooms have glass-blocked enclosed smaller balconies. This unit features a brand new 3.5 ton Trane HVAC system and a brand new electrical panel both in April of 2025. All after storm assessments and the upcoming landscape assessment has been and will be paid by the seller. There is a private, locked and gated entry foyer off the second floor walkway. The unit has a foyer entry also and as soon as you step inside, you see the bay. The large Kitchen with newer appliances and newer Corian countertops is across from the foyer. Both open to the large Living Room/Dining Room combination. Guest Bedroom one is to the left of the front door entry and Bedroom two, which is being used as an office/den/study is next to it with bathroom two between both. Both other bedrooms have walk-in closets. To the right of the Living Room/Dining Room area is a hallway with walk-in laundry room with washer/dryer, utility sink, HVAC system and the newer 2023 hot water heater. At the end of this hallway is the primary suite with the primary bathroom, with separate new tile shower stall and a separate newly enclosed tile bathtub and dual sinks. All the sliding glass doors facing the bay have newer manual hurricane shutters. Everything that you see, you get and this unit is in move-in condition right now. No dogs are allowed in Building Five, only cats are allowed. Your 16 x 20 foot parking space under the building on the ground floor #519 is assigned and covered. There is also 4 x 10 extra feet in front of it to the garage wall. There is also a deeded and 5 x 12 assigned storage room across from the parking space. The Atrium has a private pool between building five and building six. The rental restrictions are a one month minimum, once a year. This address is 2110 Harbourside Drive. The community has its own community swimming pool, clubhouse, and newly enlarged and redone fitness center all close by at 2018 Harbourside Drive. There is a deeded beach access across the street with 600 feet on beach on the Gulf of Mexico that can be accessed by walking, biking or driving with plenty of parking, a gazebo, shaded areas, grills (bring your own charcoal), seating, dining, restrooms and showers for your use 24/7. This is an estate sale and ready for you to buy.
#A4636284

LONGBOAT KEY

2110 HARBOURSIDE DRIVE 522

3 Beds

2 Baths

2,239 Sq.Ft.

$773,750

MLS#: A4636284

ASTONISHING SELLER BONUS OFER! Motivated Seller is offering to pay off remaining balance of the $26,490-7/1/2024 special assessment from list price at closing. LOOK NO FURTHER! THIS IS IT! A DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, and curated high-end finishes of this exquisitely renovated, highly sought after, two+ bedroom condominium, including an additional Queen size Murphy Bed/Guest Closet situated in the Florida room.  Instantly be captivated by the fusion of elegance and natural beauty coupled with an awe-inspiring Sarasota Bay View. The sheer scale of this impeccable remodel defies description. The open-concept floor plan allows for seamless flow between the living, dining, and cooking areas, creating a warm, cozy and welcoming atmosphere. The heart of the home boasts the show-stopping “Entertaining Gourmet Kitchen, Dining for Six and Bar Area” centered around a spacious granite island countertop. The soul of the home is revealed in the sun filled “Water & Nature Viewing” Living Area and Florida Room, with additional formal dining area for 6. For your viewing pleasure, gaze and experience manatees at play, dancing dolphins, or with your birds-eye view enjoy a cacophony of birds as you overlook Sarasota Bay. A Primary Bedroom Sanctuary with fireplace and brilliantly designed “En-Suite” bathroom awaits, featuring an elegant and sleek “custom walk-in-closet". Bask in the serenity of moonlit nights or wake up to breathtaking sunrises over the water, you may never want to leave this amazing home. “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 the tranquil Gulf of Mexico 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. Whether you prefer a peaceful kayak ride or a thrilling jet ski adventure, the possibilities are endless. 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. Florida Gulf to Bay Living at its finest. Contact us today to schedule your private tour and experience the beauty and luxury of this incredible home for yourself! One of the finest listings ever at Windward Bay, experiencing C-205 will "Make your day!" Seller will consider all offers!
#A4649789

LONGBOAT KEY

4800 GULF OF MEXICO DRIVE 205

2 Beds

2 Baths

1,325 Sq.Ft.

$768,000

MLS#: A4649789

This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a small, waterfront, boutique midrise building containing only 9 residences: this is island living at its best! It features two bedrooms and 2 and a half baths plus a bonus ground floor air conditioned room and a workshop. Take the steps up to your first living level and enjoy a galley kitchen open to the large great room with sliders to one of 2 outdoor balconies above the ground level, poolside covered porch. On this level is also a half bath. Take the steps up to the second level and the views become even more astounding through the sliders from the Primary ensuite bedroom! Here you will also find the 2nd bedroom and the second bath. Besides the sparkling waterside pool, this small and friendly community has 3 small docks available that allow for easy water access with your kayak, paddleboard or small boat. And don’t forget it has its own clay tennis court as well. One of the nicest and widest beaches on Longboat Key is located just down the street and it wraps all the way around Greer island where you can stand and admire your condo across the waterway from your walk! Multiple restaurants and shopping destinations are within a bike ride or short walk away and the cultural epicenter of downtown Sarasota and Bradenton are just off island when you choose to leave. This may well be the laid-back island life style you are searching for.
#A4657668

LONGBOAT KEY

490 N SHORE ROAD 6

2 Beds

2 Baths

2,367 Sq.Ft.

$750,000

MLS#: A4657668

New on site today
3 bed 3 bath
#TB8425751

LONGBOAT KEY

660 LINLEY STREET

3 Beds

3 Baths

1,564 Sq.Ft.

$750,000

MLS#: TB8425751

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.

$749,000

MLS#: A4624142

Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enclave of Bay Isles. Located on the third living level of the four level over parking building 6, you will enjoy panoramic views of Sarasota Bay as you gaze out from your almost 400 foot wrap around terrace. This particular condo has been tastefully updated with new HVAC with Wi-Fi thermostat in 2024; new refrigerator, washer & dryer, Hunter Douglas battery operated remote-controlled window treatments, lighting & plumbing fixtures & freshly painted all in 2023. Nothing more to do but to move in and enjoy everything Grand Bay, Longboat Key and Sarasota have to offer! Your amenities include two large resort style heated swimming pools and spas, tennis courts, state of the art fitness center and expansive clubhouse with social activities as well as access to the private white sandy well maintained beach at the Bay Isles Beach Club on the Gulf of Mexico. You will also have access to beautiful peaceful walking trails winding along the bay front, marina and golf courses. A short drive will lead you to choice eateries along Gulf of Mexico Drive or over the bridge to St Armands Circle and downtown Sarasota.
#A4627468

LONGBOAT KEY

3070 GRAND BAY BOULEVARD 632

2 Beds

2 Baths

1,655 Sq.Ft.

$749,000

MLS#: A4627468

Sought-After Beachfront Living at The Islander Club – Resort-Style Luxury on Longboat Key. Welcome to this beautifully updated 2-bedroom, 2-bath condo in the prestigious Islander Club, one of Longboat Key’s most desirable beachfront communities. Located on the 6th floor, this spacious residence spans over 40 feet along the south/southeast side, offering breathtaking Gulf views from the primary suite and the perfect setting for relaxed coastal living. Inside, you'll find new luxury engineered wood flooring throughout, fresh coastal-inspired paint, and updated lighting that complements the open floor plan. The bright and airy living space flows effortlessly from the kitchen to the main living area, while large impact windows in the primary bedroom bring in stunning natural light and uninterrupted Gulf views. The primary suite also features an ensuite bath, and there is a full-size washer and dryer in-unit along with extra storage off the living room for added convenience. The Islander Club offers an array of resort-style amenities including over 400 feet of private beach frontage, two fishing jetties, two Har-Tru tennis courts, a newly renovated community room with a full-size kitchen, billiards, table tennis, a library, fitness center, saunas, and on-site management and maintenance. A beautiful beachfront heated swimming pool and spa add to the luxury experience. Located just a short bike ride or drive to the Longboat Key Club, you’ll have easy access to exceptional dining, golf, tennis, and pickleball. The world-renowned shops and restaurants of St. Armands Circle are less than four miles away and easily reached by bike or car. Don’t miss the opportunity to enjoy the best of turnkey beachfront living and experience the ultimate in daily relaxation here on Longboat Key—just bring your flip flops and move right in.
#A4655868

LONGBOAT KEY

2295 GULF OF MEXICO DRIVE 64S

2 Beds

2 Baths

1,485 Sq.Ft.

$744,000

MLS#: A4655868

Experience direct Gulf-front living in this turnkey-furnished, first-floor walkout residence at The Westchester on Longboat Key. Enjoy turquoise water views from nearly every room, with miles of pristine beach just outside your door. This two-bedroom, two-bath condominium is tastefully decorated in a coastal style and features a spacious split floor plan designed for comfort and privacy, along with seamless indoor-outdoor access to the pool and beach. The living and dining areas include a built-in entertainment center and serving buffet. The kitchen is appointed with stainless steel appliances, generous counter space, and abundant storage. Both bedrooms offer en suite baths and generous walk-in closets, with additional storage in dual closet spaces. The primary suite includes a private screened lanai overlooking the Gulf, and there is an in-unit washer and dryer for added convenience. A larger screened lanai off the great room frames panoramic Gulf views and opens directly to the community pool and pristine shoreline. This well-designed and fully furnished unit includes assigned covered parking and invites you to enjoy effortless coastal living. Community amenities include lighted tennis and pickleball courts, a basketball court, two heated pools, shuffleboard, outdoor grills and cabanas, kayak and bicycle storage, and generous private storage lockers for beach gear. A newly renovated clubhouse is coming soon, featuring a full kitchen, lending library, and fitness area. Rentals are permitted, offering flexibility for seasonal or year-round use. The Westchester’s mid-key location offers convenient proximity to Bayfront Park with its dog parks, as well as to nearby Publix supermarket, pharmacy, banking, and fitness facilities. Residents are also within minutes of the Centre Shops, Whitney Plaza Shops, and popular north-end waterfront dining, including bayside favorites like Shore Restaurant and Mar Vista. Longboat Key offers a private golf course, full-service marina, waterfront parks, and a variety of dining options. Nearby destinations include St. Armands Circle and downtown Sarasota.
#A4658276

LONGBOAT KEY

4805 GULF OF MEXICO DRIVE 105

2 Beds

2 Baths

1,604 Sq.Ft.

$725,000

MLS#: A4658276

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.

$720,000

MLS#: A4632978

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