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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

507

# of Listings

2

Avg # of Bedrooms

$867

Avg. $ / Sq.Ft.

$1,539,132

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

507 Properties Found. Page 17 of 34.

One or more photo(s) has been virtually staged. Presenting a stunning, fully renovated residence where Cali-Modern design meets the tranquil elegance of Longboat Key. This sophisticated, move-in ready home offers an abundance of good vibes and professional quality, available now on the highly sought-after North End of exclusive Longboat Key. Sleek, chic, and absolutely move-in ready, this property is an instant atmosphere setter.

From the moment you step inside, you'll feel the coastal modern bliss. Enjoy the clean, modern lines, vaulted ceilings, and stunning stone tile floors, all bathed in gorgeous southern sun light. The upgraded kitchen and bathrooms sparkle with new features, complemented by new appliances.

This home has been lovingly and extensively renovated, offering quality and style that goes well beyond the expected. You will find thoughtful design and premium features in every corner.

Step outside to your own private backyard oasis, the perfect spot to sip a sunset cocktail. Fully fenced and private this oasis sets up perfectly for the future pool. And talk about location! You are literally steps from both Gulf and Bay access. This home boasts unbeatable walkability to island favorites like Harry's Deli and The Continental Kitchen, Euphymya Haye and the Hayloft, Lo-Key Island Grille, Cedars East Tennis and Fitness Resort and many others.

The best-kept secret? A private back gate leads you directly into the 32 acres of Joan Durante Park, offering pure, natural Florida coastal hammock. This park is a true gem filled with nature walking trails, fishing piers, playground for the kids and multiple Bay access points (perfect for the kayak launch)

No fuss, no stress. With a standing seam metal roof, Hardi board siding, newer double-pane windows, New interior, new appliances and offered fully furnished, this charmer is ready for your island life to begin immediately. Don't wait, come feel the charm for yourself!

LONGBOAT KEY

624 SAINT JUDES DRIVE

3 Beds

3 Baths

1,397 Sq.Ft.

$840,000

MLS#: A4672840

Discover your boater's paradise on Longboat Key! This is a rare opportunity to build your dream oasis on the last available vacant lot in the exclusive, gated Laguna Yacht Village community of only 9 plots, with 8 beautifully built homes already in place. Nestled on the bay side, this prime lot offers a blank canvas for a custom home in a serene setting. Enjoy resort-style amenities including a community pool, a scenic walkway to a deeded boat slip, and quiet public beach access on the Gulf side. The community, only mildly affected by recent storms, offers a peaceful lifestyle while still catering to boating enthusiasts. Build your personal retreat where luxury and leisure meet!

LONGBOAT KEY

6324 LAGUNA DRIVE

None Beds

None Baths

0.04 acres

$799,999

MLS#: A4641212

Rare three-bedroom Seaplace opportunity • New kitchen & hurricane-rated windows • Gulf-front gated community

Welcome to Seaplace, one of Longboat Key’s most desirable Gulf-front communities. This rare three-bedroom, three-bath residence (Unit T1-108) offers the spacious layout and updates that are seldom available in Seaplace. The north-facing townhouse-style floor plan features an attached private garage, an open-concept main level, and generous natural light throughout. Recent upgrades include a new kitchen, hurricane-rated impact windows, sliding lanai door, and hurricane-standard front door, providing exceptional protection and energy efficiency. The garage door has also been replaced with an insulated model, and the new AC system ensures comfort year-round.

The main level combines living and dining areas with direct access to a screened lanai overlooking tropical landscaping. The kitchen features solid cabinetry, modern appliances, and convenient counter seating. Upstairs, the primary suite includes a walk-in closet and private bath, while two guest bedrooms and additional baths provide flexibility for visiting family or remote work space. The residence also includes an in-unit washer and dryer for everyday convenience.

Residents of Seaplace enjoy ½ mile of private Gulf beach frontage and extensive resort-style amenities across 42 acres of manicured grounds. Features include two heated swimming pools and spas, Har-Tru tennis courts, walking trails, a fitness center, clubhouse with full kitchen and library, sauna, playground, grilling areas, and 24-hour staffed gatehouse with on-site management.

The quarterly association fee of $3,526 covers exterior maintenance, building insurance, water, sewer, cable, and community amenities. Service animals are permitted per association policy; no pets otherwise. Rentals are allowed with a two-month minimum, offering both flexibility and investment potential.

Located along Longboat Key’s scenic Gulf of Mexico Drive, Seaplace provides a premier coastal lifestyle close to shopping, dining, and cultural venues. Publix (0.8 mi) and Bayfront Park Recreation Center (1.6 mi) are nearby for convenience and recreation. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), and The Shore Restaurant (1.9 mi), or spend the afternoon exploring St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer world-class leisure and arts within minutes.

This beautifully maintained residence combines modern updates, hurricane-rated protection, and Seaplace’s unmatched beachfront amenities. Whether as a year-round home or seasonal retreat, Unit T1-108 represents a rare three-bedroom ownership opportunity in a Gulf-front community on Longboat Key.

Includes garage, in-unit laundry, and access to pools, tennis, clubhouse, and beach amenities. Floor plan viewer are available within the listing for additional detail.

LONGBOAT KEY

2075 GULF OF MEXICO DRIVE T1-108

3 Beds

2 Baths

2,305 Sq.Ft.

$799,000

MLS#: A4660639

Prime CANAL lot on beautiful Long Boat Key. l with 2 new working boat lifts installed in 2023 (10,000lb capacity & 13,000lb capacity)! Ready to be built on - lot has been cleared. New 100' sea wall installed in 2022. Deeded beach access to the gulf as well. Perfect location near amazing restaurants and beautiful beaches.

LONGBOAT KEY

766 SAINT JUDES DRIVE N

None Beds

None Baths

0.15 acres

$799,000

MLS#: TB8439776

Price reduced

LARGE PRICE REDUCTION - COASTAL ELEGANCE ON LONGBOAT KEY - DIRECT GULF FRONT PROPERTY:
Welcome to a rare opportunity to embrace the BEST of coastal living on Longboat Key. Perched along the pristine shoreline, this meticulously maintained condo offers uninterrupted Gulf of Mexico views—where you can wake up to the gentle sound of waves and witness sunsets that transform the sky into a vibrant masterpiece. UPDATES GALORE: New AC, New Hot Water Heater, New Roof, New Luxury Flooring, New Hurricane Impact Resistant Sliding Doors, New Modern Bathroom. BEING SOLD TURN-KEY. EVERYTHING STAYS!
BRIGHT & INVITING INTERIORS: Step inside to discover an open, light-filled layout designed to maximize space and natural beauty. Large glass sliders seamlessly connect the interior to the outdoors, bathing the open kitchen and living area in natural light while blending modern functionality with coastal charm. The thoughtfully designed bedroom and bathroom serve as serene retreats, balancing comfort and style perfectly. YOUR PRIVATE OUTDOOR OASIS: Enjoy a standout private balcony that offers a front-row seat to the endless blue water and sandy beach. Whether savoring a quiet morning coffee or an evening cocktail, the gentle sea breeze creates an ideal setting for relaxation.
RESORT-STYLE COMMUNITY AMENITIES: Enhancing your lifestyle, the community boasts a range of well-maintained amenities including:
A sparkling pool, Tennis courts, shuffleboard, beach chairs, leasable boat slips, and a tranquil pavilion by the bayou for water enthusiasts.
UNMATCHED LOCATION & LIFESTYLE: This condo combines a highly desirable location with the privacy and comfort of a true coastal home—perfect for year-round living, a seasonal retreat, or a savvy investment. Adding to its appeal, the community features exclusively two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, ensuring a streamlined, worry-free living
experience. Discover Longboat Key at its finest—where luxury meets laid-back coastal charm. Schedule your private tour today!

LONGBOAT KEY

6701 GULF OF MEXICO DRIVE 311

1 Beds

1 Baths

1,008 Sq.Ft.

$798,000

MLS#: A4640305

Carefree living awaits you with beautiful panoramic views of Sarasota Bay in this beautiful condominium at The Atrium on Longboat Key inside Bay Isles. This spacious updated unit is move-in ready for you to enjoy all that Florida living has to offer! The large kitchen is open to the dining/living rooms that overlook the gorgeous Bay. You can enjoy beautiful sunrises or evening gatherings from inside your unit or on your spacious private balcony. There are 2 bedrooms plus a den that's being used as a bedroom (closet can easily be added). Set "behind the gates" of Bay Isles, the Atrium offers residents a laidback, amenity-rich way of life featuring 24 hour gated security, under building-parking, a spacious storage room, walking pathways, kayak launch, heated community pool, fitness center/exercise room, tennis/pickleball courts, recently updated clubhouse, community BBQs, even added new 2EV charging stations. An extra bonus with this condo is you will receive a highly sought after beach access membership to the Bay Isles Beach Club which is across the street. To get to the beach there is even an underground tunnel for easy access so no waiting to cross the road. Newer AC (2018). This beach club provides a stress-free beach life with easy parking, storage lockers for beach chairs, ice machine, refrigerator as well as recently updated spa-like bathrooms making it convenient for residents to sit back, relax and enjoy beach life. Longboat Key Golf & Tennis Country Club memberships and deep water slips are available. Only a short distance to Publix with easy quick access that's walkable from the back road of Bay Isles. The Atrium with only 40 units has a charming quaint peaceful feel throughout.Furniture in unit does stay. Up to 1% of the loan amount for rate buy down or lender credits is being offerred specifically for this home. (This is not a commitment to lend or lock, and restrictions may apply)

LONGBOAT KEY

2110 HARBOURSIDE DRIVE 526

3 Beds

2 Baths

2,231 Sq.Ft.

$795,000

MLS#: A4669215

Price reduced

This beautifully remodeled Junior Suite offers peaceful lagoon views and a robust income stream. Sold fully furnished and part of the hotel program, it's a turnkey investment with resort-style perks. Unlike other buildings, this one features Junior Suites with soaring 10-foot ceilings, adding a sense of space and luxury. From your private terrace, watch manatees, dolphins, and a vibrant array of tropical birds glide by. As an owner in the hotel program, you will enjoy access to the exclusive 410-acre Longboat Key Club. Indulge in five upscale restaurants, 45 holes of championship golf, award-winning Tennis Gardens, spa and fitness center, a private white sand beach with umbrellas and waitstaff, and a full-service marina. Recent renovations to the rooms, pool, dining areas, and guest services elevate this already award-winning property, which proudly holds the AAA Four-Diamond Award. Whether for investment or leisure, this is your chance to live the Longboat Life.

LONGBOAT KEY

225 SANDS POINT ROAD 6201

1 Beds

1 Baths

642 Sq.Ft.

$790,000

MLS#: A4657026

"One Chance! One Corner-End Condo! One Dream! Don’t Let It Slip Away!”
The only coveted corner/end unit currently on the market at Windward Bay—these special residences are truly prized. End units are usually the first to sell, and for good reason: they offer approximately 250 additional square feet of living space, flooding your home with light and delivering a bright, inviting atmosphere you’ll love. This second-floor location is equally exceptional—it’s the only level where you can enjoy continuous flooring throughout, creating a sleek and modern look. No one below means more freedom, more fun, and more style. Truly extraordinary, this special end unit offers a front-row seat to nature’s most enchanting show. Picture dolphins leaping in the sparkling waters and gentle manatees gliding just below your window—the very reason the current owners fell in love with this home. From breathtaking sunrises to moonlit reflections shimmering across Sarasota Bay, every moment feels like a postcard come to life. Step inside and feel the difference! Where luxury meets comfort with a complete remodel featuring a stunning Thomasville kitchen, sleek new floors, and beautifully updated bathrooms (2022). Enjoy modern conveniences like a Midea refrigerator, remote-control blinds (2025), and most importantly peace of mind with automatic hurricane shutters in the Living and Florida Rooms. This two-bedroom, two-bath property is more than a condo—it’s a lifestyle defined by serenity, security, spectacular views, and maintenance free living. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. 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. 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. Own the best of Longboat Key Bayfront living and make it yours before it’s just a memory! Paradise has an address..and it's 4500 Gulf of Mexico Drive #G206 on Longboat Key, in the rare gem of a community known as Windward Bay! Contact us today to schedule your private showing. Live the Magic & Don't Miss Out! Your Waterfront Dream Awaits!”

LONGBOAT KEY

4500 GULF OF MEXICO DRIVE 206

2 Beds

2 Baths

1,523 Sq.Ft.

$778,000

MLS#: A4671822

Set in the sought-after Longbeach community on the northern end of Longboat Key, this beautifully updated, Turnkey Furnished 2BR/2BA residence blends comfort, elegance and effortless Gulfside living. Poised on the second floor, it enjoys picturesque views over the community’s manicured landscape and out toward the shimmering waters of the Gulf. Inside, over 1,100 sq. ft. of refined space unfolds in soothing neutral tones that let the views take center stage. High-impact glass, crown molding and thoughtful design touches elevate the interior, creating a light and welcoming ambiance throughout. The galley kitchen is a model of both style and functionality, featuring stone countertops, white cabinetry, stainless steel appliances and a quaint adjacent workspace perfect for a home office or breakfast nook. The dining area flows easily into the living room, where sliders open to a screened terrace overlooking the lush greenery and the Gulf beyond, creating an ideal space for relaxing or entertaining. The spacious primary suite is a serene retreat with a large walk-in closet, direct terrace access and a tastefully updated bath with contemporary finishes. The guest bedroom is equally inviting, offering ample space and privacy for visiting family or friends. Located directly on the beach, Longbeach offers residents an active, resort-style lifestyle with a heated pool, tennis courts and onsite management, all just moments from the island’s popular restaurants and shops. The property will be leased from 3/1/26 to 4/30/26 at $8,000 p/month.

LONGBOAT KEY

7155 GULF OF MEXICO DRIVE 22

2 Beds

2 Baths

1,352 Sq.Ft.

$775,000

MLS#: A4671224

#A4670932

LONGBOAT KEY

4900 GULF OF MEXICO DRIVE 203

2 Beds

2 Baths

1,325 Sq.Ft.

$775,000

MLS#: A4670932

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.

LONGBOAT KEY

650 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633783

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.

LONGBOAT KEY

660 GULF BAY ROAD

None Beds

None Baths

0.21 acres

$775,000

MLS#: A4633787

Price reduced

Spectacular, unobstructed Bay views over the marina and mangrove islands and the rare opportunity for two pets, a feature seldom available among condominiums on Longboat Key! This light and bright, two-bedroom, two-bath condominium spans 1,312 square feet and features a remodeled kitchen with quartz countertops and an open design that highlights the water views. The open-concept living room is framed by expansive windows overlooking the bay, marina and mangroves and flows seamlessly into the dining area and Florida room. The primary bedroom and second bedroom capture magical bay views through the Florida room. The atmosphere is bright and welcoming. The furniture and some of the artwork is negotiable. Plenty of storage throughout, including an exterior storage room at the parking level for beach items and bikes. Windward Bay is within 26 acres of natural grounds and half a mile of waterfront trails. The community offers extensive amenities, such as two heated pools, two marinas with 28 boat slips (current waitlist) and jet ski slips for a low monthly fee, six pickleball courts and a tennis court, barbecue grills, fishing piers, two fish cleaning stations, kayak racks, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, two saunas and community fire pits. Great location on the island convenient to fantastic restaurants and shopping on St. Armand's Circle. Live the coveted Longboat key lifestyle!

LONGBOAT KEY

4500 GULF OF MEXICO DRIVE 202

2 Beds

2 Baths

1,312 Sq.Ft.

$775,000

MLS#: A4664363

Price reduced

Located in the quiet, gated community of Bay Isles on Longboat Key, this beautifully renovated – 2nd-floor residence in Harbour Oaks offers over 2,000 square feet of comfortable, thoughtfully designed living space. The entryway has built-in shelves and cubbies that make it easy to keep jackets, shoes, and bags organized. Inside, the main living areas feature high tray ceilings, recessed lighting, and warm wood floors, creating a clean and open atmosphere. Large windows let in plenty of natural light, giving the space a bright and airy feel. The kitchen has been fully renovated with modern finishes, including quartz countertops, a 36-inch induction cooktop, KitchenAid stainless steel appliances, a wine fridge, and a large island with a waterfall edge. A skylight above adds to the open feel, bringing natural light to both breakfast nook and separate dining area. The living room leads out to a screened terrace with spectacular views of the golf course and pond - an ideal spot to relax or catch up with friends. The primary suite includes direct access to the terrace, soft carpet, vaulted ceilings, a custom walk-in closet, and an en-suite bath with dual sinks, a walk-in glass shower, and another skylight for natural light. Two additional bedrooms provide flexible space for guests, work, or hobbies. Living in Bay Isles includes access to private deeded beach access through the Bay Isles Beach Club. Optional membership to the Longboat Key Club provides access to 45 holes of championship golf (plus driving ranges with free balls and pro shops), 20 Har Tru tennis courts with resident pros and clinics, six private member-only restaurants and lounges, and a full-service marina (Moorings) with boating access to Sarasota Bay.

LONGBOAT KEY

2155 HARBOURSIDE DRIVE 804

3 Beds

2 Baths

2,600 Sq.Ft.

$769,000

MLS#: A4666643

Where can you get an exquisite 3 BEDROOM Waterfront Condo on the Coveted South End of Longboat Key under 800,000? Discover the ultimate island lifestyle in this END unit beautifully furnished condo located in the highly sought-after Bay Harbour community with a desired southern exposure. With LOWER maintenance fees and a PET-friendly policy, this condo is the perfect blend of comfort, luxury, and convenience. Believe it or not - It gets even better - the 2023 special assessment of $23,000 has been PAID in full for improvements of a new roof, total building painting, door painting and internal pipe lining. This immaculate condo features a bright, coastal interior with a serene, open layout and spectacular bay AND pool views that you can view from the multiple windows that a desired end unit offers. Enjoy the recent updates which include a newer kitchen, floors (2021), primary bath toilet (2024), and 2025 garbage disposal. The spacious primary suite offers breathtaking water views, his and her built-in closets, and an en-suite bath perfect for unwinding after a day of boating or beachcombing. The expansive third bedroom allows for extra room for your visiting family and guests. Work from home - no problem - the owners currently use one of bedrooms as an office. Step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch and optional boat slips just steps from your front door. For boating enthusiasts, Bay Harbour is a true gem. With no bridges to Sarasota Bay and just one bridge to the Gulf, you'll have unrestricted access to deep waters. The community can accommodate boats up to 42 feet in length, and the remodeled marina is equipped with electrical, freshwater, a fish cleaning station, and low-voltage lighting. Plus, enjoy frequent visits from dolphins along the seawall and playful manatees in the harbor. Bay Harbour is composed of 39 residences and offers a wealth of amenities, including a heated waterfront pool, kayak storage, a floating kayak launch, a fitness center, assigned covered parking, and assigned locked storage locker and inside locked bike storage. Take advantage of excellent fishing right from the property or simply relax and take in the views. This location is unparalleled, just minutes from world-renowned St. Armands Circle, downtown Sarasota, and WALKABLE to the Longboat Key Club, Dry Dock, Charthouse and more. Whether you're seeking a permanent residence or a seasonal island retreat, Bay Harbour offers the perfect combination of location, luxury, and lifestyle. Don’t miss your chance to call this waterfront oasis home!

LONGBOAT KEY

450 GULF OF MEXICO DRIVE B207

3 Beds

2 Baths

1,474 Sq.Ft.

$760,000

MLS#: A4667364

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