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Long Boat Key

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker

436

# of Listings

2

Avg # of Bedrooms

$1,120

Avg. $ / Sq.Ft.

$2,015,938

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

436 Properties Found. Page 7 of 30.

Welcome to Laguna Yacht Village on beautiful Longboat Key- a gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico with no fixed bridges, making it a boater’s dream. This modern Key West inspired three story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed living space.

Perfectly positioned to embrace the island lifestyle, this home includes a deeded deep-water dock (Slip #6) located in a protected lagoon just minutes from the Intracoastal Waterway and Gulf of Mexico — with no fixed bridges, making it a boater’s dream. Step inside and experience a harmonious blend of coastal elegance and comfort. Expansive living areas feature soaring ceilings, an abundance of natural light, and sophisticated finishes throughout.

The culinary-inspired kitchen, designed in timeless style, boasts custom cabinetry, quartz countertops, and an oversized central island — the ideal space for hosting and entertaining. The primary suite, complete with a study, serves as a serene retreat with dual vanities, a hydro-massage soaking tub, and a walk-in glass-enclosed shower for the ultimate spa-like experience.

Multiple balconies, including an elevated screened patio off the main level, provide refreshing sea breezes and captivating water views of the Gulf. A ground-floor patio further extends the outdoor living experience. The oversized garage provides ample storage for beach gear and boating essentials.

The gated community features a resort-style pool offering a true lock-and-leave lifestyle. Residents will appreciate convenient proximity to Longboat Key’s pristine beach, award-winning island restaurants, boutique shopping, and parks — all while being a short drive from the cultural heart of downtown Sarasota and St. Armands Circle.

LONGBOAT KEY

6322 LAGUNA DRIVE 1

4 Beds

3 Baths

2,886 Sq.Ft.

$2,499,900

MLS#: A4669170

Stunning Bay Isles Estate Home
Located within the prestigious double gated estate section of Bay Isles, this elegantly appointed residence offers exceptional privacy, refined finishes, and direct canal frontage with a private boat dock. The home features a spacious open floor plan with vaulted ceilings, abundant natural light, and seamless indoor outdoor living designed for both comfort and sophisticated entertaining.
Extensive recent improvements include a new tile roof, new A/C systems, updated plumbing, new irrigation system, enhanced landscaping, and a freshly painted exterior. The main living level showcases remodeled baths, a fully updated kitchen with new cabinetry, recessed lighting, and quartz countertops, as well as new 42" tile flooring throughout. Plantation shutters, solid surface counters, and a wood burning fireplace further enhance the home’s appeal.
The expansive screened lanai offers a resurfaced heated pool and spa, creating an ideal setting for year round enjoyment. Sliding doors provide effortless access to the outdoor living areas and canal views.
The lower level features a large non conforming space with additional bedrooms, a kitchen, full bath, and a generous game room with direct access to the dock—well suited for guests, extended family, or recreational use.
Residents of Bay Isles enjoy 24 hour manned gate security and deeded beach access to the Bay Isles Beach Club. The property is conveniently located near Sarasota and Bradenton, with easy access to TPA Tampa, SRQ Sarasota, and RSW Ft. Myers airports, as well as world class dining, shopping, and beaches, including St. Armands Circle.

LONGBOAT KEY

3421 BAYOU SOUND

3 Beds

3 Baths

3,768 Sq.Ft.

$2,499,500

MLS#: A4684177

Price reduced

A seamless blend of refined design and waterfront living defines this beautifully updated canal-front residence in Country Club Shores. Expanded from its original ranch design, the home offers approximately 2,700+ square feet of thoughtfully curated space, featuring four bedrooms, including dual primary suites on both the first and second levels—an ideal layout for guests or multi-generational living. Each bathroom is finished with timeless, elegant details that elevate the home’s overall sense of sophistication.

A comprehensive 2018 renovation introduced elevated style and modern functionality, anchored by a stunning chef’s kitchen appointed with Thermador appliances, built-in refrigeration, and a generous island. Just beyond, an expansive butler’s pantry and secondary prep kitchen enhance both convenience and flow, creating an effortless environment for everyday living and entertaining.

Natural light fills the interiors, drawing attention to tranquil canal views and soft glimpses of the bay from the den. The upstairs primary suite serves as a private retreat, complete with its own balcony overlooking the water—an inviting setting for quiet mornings and sunset evenings.

Outdoors, a private, low-maintenance setting unfolds with a sparkling pool and beautifully updated waterfront features, including a newer dock, seawall, and 24,000 lb boat lift.

Additional highlights include hurricane-impact windows and doors, classic plantation shutters, and 2022 air conditioning systems—completing this exceptional offering in one of Longboat Key’s most desirable waterfront communities.

Ideally located just moments from St. Armands Circle, with its renowned dining and boutique shopping, this residence offers a lifestyle of effortless coastal sophistication.

LONGBOAT KEY

531 WEDGE LANE

4 Beds

3 Baths

2,751 Sq.Ft.

$2,499,000

MLS#: A4687694

Price reduced

Fully Renovated in Coveted Longbeach Village, This Waterfront Retreat Captures the Rare Charm of Old Longboat Key with the Polished Ease of Like-New Coastal Living...Positioned on a Saltwater Canal with a New Seawall, New Dock with Trex Decking, 8,000-Lb Boat Lift, Dual PWC Accommodations, Dock Lighting, Electrical, and Water, This Home is Designed for the Boating Lifestyle without Sacrificing Style, Comfort, or Convenience...Inside, the Residence Showcases Light-Filled Interiors, a Dramatic Floating Staircase, Ceramic Tile Flooring, Designer Finishes, and an Effortless Indoor-Outdoor Flow Made for Relaxed Island Living...the First Floor Features a Newly Added True Fourth Bedroom, a Sleek Entertaining Bar with Built-In Draft Beer System, and Open Living Spaces that Connect Beautifully to the Private Outdoor Setting...Upstairs, the Gourmet Kitchen Offers Built-In Appliances, Quartz Countertops, Soft-Close Drawers, Undercabinet Lighting, Wall Oven, Cooktop with Externally Vent Hood, a Large Island with Basin Sink, and Generous Storage...Outdoors, the Saltwater Pool and Spa, Premium Landscaping, Extensive Landscape Lighting, ClearView No-See-Um Screening, Covered Terrace, and Canal Views Create a Private Resort-Style Escape for Everyday Living and Effortless Entertaining...Ownership Has Been Thoughtfully Strengthened with New Impact Windows and Doors, a Newer Roof, Updated Dockside Infrastructure, Enhanced Energy Efficiency, and Refined Interior and Exterior Improvements Throughout...Set in One of Longboat Key’s Most Beloved Coastal Enclaves, the Property is Moments from Mar Vista, Shore, Whitney’s, Iconic Nearby Sandbars, Sarasota Bay, White Sand Gulf Beaches, and Open Water Just Beyond the Canal...Offered Fully Renovated and Thoughtfully Finished, This is a Rare Opportunity to Own a Substantially Enhanced Waterfront Home in Longbeach Village...Book Your Private Tour Today and Live a Fuller Life on Longboat Key.

LONGBOAT KEY

7149 LONGBOAT DRIVE N

4 Beds

3 Baths

3,230 Sq.Ft.

$2,499,000

MLS#: A4687604

Experience the best of Longboat Key living in this elevated coastal retreat, ideally located in the desirable Conrad Beach community just a block from the Gulf of Mexico. Designed with timeless style and modern comfort in mind, this 4-bedroom, 4.5-bath residence offers sophisticated finishes, smart upgrades, and all the pleasures of island life without the upkeep of a private pool. Spanning 2,900 square feet, the open-concept layout showcases a chef’s kitchen with an oversized quartz island, premium appliances, and generous counter space ideal for entertaining family and friends. Light-filled second-level living and dining spaces open to an expansive porch and outdoor dining space , creating a seamless indoor-outdoor flow. The first living level features a serene primary suite with a spa-inspired bath and private balcony, offering a peaceful retreat. Upstairs guest suites provide privacy and comfort, with terraces to capture the island’s cooling breezes and glowing Gulf sunsets. A stunning rooftop deck with jacuzzi crowns the home, creating an unforgettable setting for evening relaxation or gatherings under the stars. Additional highlights include impact-rated windows and doors, elevator ready, and a two-car garage with ample storage. The award-winning Conrad Beach community offers a recently renovated resort-style pool with bath facilities and beautifully maintained landscaping, all just a short stroll from the shoreline. Enjoy the vibrant charm of nearby Anna Maria Island, Longbeach Village dining, marinas, and boutique shopping at St. Armands Circle and Sarasota. This home blends coastal sophistication, privacy, and comfort—an ideal winter haven to share with family and friends.

LONGBOAT KEY

333 FIREHOUSE COURT

4 Beds

4 Baths

2,900 Sq.Ft.

$2,495,000

MLS#: A4672573

#A4674925

LONGBOAT KEY

640 LYONS LANE

3 Beds

3 Baths

2,130 Sq.Ft.

$2,495,000

MLS#: A4674925

The Sanctuary behind the gates of the Longboat Key Club located on the beachfront is one of the most
desirable addresses on Longboat Key, Florida. New to the market, this full on, direct Gulf view residence B305
in Building III at 545 Sanctuary Drive offers about 3,000 square feet with three bedrooms & 2 ½ bathrooms
providing spacious and elegant beach front living. From the handsome double door entry, the gleaming marble
floor dining area invites you into this luxurious condominium home. Then, you will be treated to a sparkling like
diamonds daytime Gulf water views or in the evening, breathtaking sunsets in shades of purple & orange.
These magnificent direct Gulf views can be enjoyed from the attractively furnished living room and the serene
primary bedroom & of course from the 21-foot-long covered Gulf side terrace. This unique Carlyle floorplan also
features a second, east facing private terrace which can be accessed through the guest bedroom as well as from
the handsome kitchen as you enjoy morning sunrises with a cup of coffee.
This beach retreat is in impeccable condition with high quality furnishings plus electric storm shutters on all sliding
doors. This unit also has one under building garage space #150 plus a climate controlled storage cage.
Decorated in neutral tones, this home offers coastal elegant style throughout. The cozy eat in kitchen has custom built light
wood cabinetry, high end finishes, cream colored granite counter tops, tile backsplash & double ovens. The gracious, large
primary bedroom suite is a tranquil retreat with Gulf water views, a large walk-in closet & a spa like En Suite bathroom with
double sinks, a soaking tub & a walk-in shower.
The Sanctuary offers an exclusive resort lifestyle. The beautiful beach front measures 1200 feet of pristine white sand. The resort
style, heated Olympic sized swimming pool includes a 25 meter lap lane plus there is a separate outdoor whirlpool & fire pit area.
Amenities include two lighted Har-Tru tennis courts & a state of the art fitness center with saunas located in the newly redecorated
clubhouse which offers a fully equipped kitchen & entertainment room. On site management, 24 hour security & 18 acres of
meticulously maintained grounds & beach enhance the sense of exclusivity & security.

LONGBOAT KEY

545 SANCTUARY DRIVE B305

3 Beds

2 Baths

2,580 Sq.Ft.

$2,495,000

MLS#: A4681142

Welcome to Marina Bay – the premier condominium within the gated Bay Isles Community on Longboat Key. This exceptional corner residence spans 3,578 sq ft of sunlit, sophisticated living, and shares it fourth floor lobby with only one other unit. The large, updated kitchen/dining room features extra-large windows allowing for an unobstructed view of Sarasota Bay. Exquisite floor-to-ceiling windows, in the oversized living room, frame sweeping panoramic vistas of Sarasota Bay and downtown Sarasota, while the unusually large balcony provides the perfect setting for morning coffee, evening relaxation, and observing abundant bird and marine life. A second, west-facing balcony delivers spectacular Gulf sunsets, offering the rare pleasure of both sunrise and sunset living. Marina Bay is the epitome of resort-style living, with a heated pool and spa, newly renovated tennis and pickleball courts, and well-appointed fitness room. Head to the adjacent marina or around the manicured Longboat Key Club Harbourside Golf Course. Ideally situated, this residence is in close proximity to Publix, CVS, Chase Bank, and local shops. Whether as a refined full-time residence or an elevated part-time retreat, this rare offering delivers unmatched luxury, convenience, and island living. Key Features include: Corner-end unit with 3 bedrooms and 3 ½ newly renovated baths, A walk-in double shower in main suite, New floor tile on oversized screened balcony, bathrooms, and main suite floors, Equipped with storm shutters, and access to private beach for Bay Isles residents only.

LONGBOAT KEY

2450 HARBOURSIDE DRIVE 244

3 Beds

3 Baths

3,083 Sq.Ft.

$2,450,000

MLS#: TB8491404

Experience the pinnacle of island living in this exquisite 3-bedroom, 3-bath penthouse at Villa di Lancia, a prestigious Gulf-front enclave on Longboat Key. One of only 38 residences in this gated, resort-style community, this rare offering boasts a 195 sq ft balcony with sweeping Gulf views—plus glimpses of Sarasota Bay and the downtown skyline. Meticulously maintained by the original owner and offered turnkey furnished, pride of ownership is evident throughout, and the timeless layout invites your vision for contemporary updates. The views from the main living area and primary suite are simply breathtaking, and there is a large covered portion of the balcony to provide shade if needed. The unit has a natural gas fireplace and cooktop, solid core doors, wood cabinetry and stone counters throughout, and a ceiling height of 9’ 9”. The second bedroom has a walk in closet and ensuite bathroom, plantation shutters, and expansive views across the golf course to Sarasota Bay. The third bedroom is currently used as a den, but could be easily restored to a third bedroom. It also has golf course and bay views. The kitchen is well designed with shaker style cabinetry, granite countertops, a central island with pull out drawers and a planning desk, but there is good potential to expand or reimagine as desired. Villa di Lancia residents enjoy direct beach access, lushly landscaped grounds, a staffed gatehouse, and an impressive suite of amenities: har-tru tennis courts (also striped for pickleball), a fitness center, sauna, resort-style pool, hot tub, and elegant clubhouse for social gatherings. Onsite property management, maintenance, and concierge-level services ensure carefree living. Just minutes from the world-class shopping and dining of St. Armands Circle and the vibrant arts scene of Downtown Sarasota, Villa di Lancia offers the perfect blend of privacy, luxury, and convenience. This unit has one assigned garage parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

LONGBOAT KEY

2185 GULF OF MEXICO DRIVE 243

3 Beds

3 Baths

2,445 Sq.Ft.

$2,400,000

MLS#: A4651046

#A4688141

LONGBOAT KEY

3610 BAYOU CIRCLE

3 Beds

3 Baths

3,192 Sq.Ft.

$2,400,000

MLS#: A4688141

Fractional Ownership. Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2025, fee for each 30 day interest is set at $24,785, with an anticipated decrease in 2026. This comprehensive fee covers a wide range of services and expenses, including Condo fees, Property taxes, Utilities, Housekeeping services, Property management, Insurance, Furniture replacement reserve, and Maintenance reserve.

This elegant and gracious two-bedroom St. Regis residence is owned by a limited liability company (LLC), offering a distinctive ownership structure where shares are allocated in 30 day segments. Prospective buyers have the opportunity to purchase one or more 30 day segments May through October, with each 30 day segment available at a price of $400,000. This condominium is designed with spacious rooms, expansive glass windows, and soaring ceilings that create an airy and inviting atmosphere. The gourmet kitchen is well-appointed with premium Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, and a side-by-side refrigerator, making it ideal for culinary enthusiasts. The large owner's suite offers a luxurious primary bath featuring double vanities, a deep soaking tub, a frameless walk-in shower, and a private water closet. The residence is being sold fully furnished with pieces from Restoration Hardware. With walls of glass opening to the large wraparound private terrace, owners can host memorable gatherings with stylish furnishings, an outdoor gas grill, and offering stunning views of Sarasota Bayfront. Additional conveniences include a private two-car garage on the first level and easy access to a semi-private elevator that opens directly into the residence. Nestled within the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico, The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in fractional luxury living at The St. Regis Longboat Key.

LONGBOAT KEY

1591 GULF OF MEXICO DRIVE 512

2 Beds

2 Baths

2,154 Sq.Ft.

$2,400,000

MLS#: A4668544

Price reduced

#A4687106

LONGBOAT KEY

3481 BAYOU SOUND

5 Beds

3 Baths

3,391 Sq.Ft.

$2,400,000

MLS#: A4687106

Price reduced

Behind the gates of the renowned Longboat Key Club, this stunning residence at The Pierre offers a rare opportunity to enjoy elevated coastal living paired with the ease and sophistication of a true resort lifestyle. Completely renovated by Brista Homes, this 3-bedroom, 3.5-bath condominium is spacious, refined, and thoughtfully curated, with three oversized bedrooms each featuring a private ensuite with natural stone and engineered wood flooring throughout for a relaxed yet refined coastal feel. The sleek modern kitchen by Cucine Ricci showcases clean lines, quartz countertops, and high-end finishes that blend style and function, while tranquil golf course views with glimpses of Sarasota Bay fill the living spaces and the balcony offers additional views of the Gulf of Mexico. With a membership opportunity, the world-class golf, dining, and resort amenities of the Longboat Key Club are just steps away. The Pierre is known for its exceptional service and amenities, including a 24-hour concierge, iconic “P”-shaped waterfront pool, deeded beach access to one of Florida’s most beautiful coastlines, tennis and shuffleboard courts, a fitness center with sauna, a club room with catering kitchen, and three private guest suites for visiting family and friends. Ideally located near St. Armands Circle and downtown Sarasota, this residence offers premier shopping, dining, arts, and culture while preserving the privacy and tranquility of gated island living and the very best of the Longboat Key lifestyle. Furnishings are negotiable.

LONGBOAT KEY

455 LONGBOAT CLUB ROAD 408

3 Beds

3 Baths

2,780 Sq.Ft.

$2,399,000

MLS#: A4678407

This is West Coast of Florida living at its finest, designed for those seeking a refined and effortless second home near the Gulf. Elevated and elegantly appointed, this custom residence is ideally located west of Gulf of Mexico Drive in the highly desirable Conrad Beach community on Longboat Key, where coastal serenity meets thoughtful design.

Surrounded by lush tropical landscaping with accent lighting, the home blends timeless island architecture with modern comforts ideal for seasonal or extended stays. Inside, an open and inviting floor plan centers around a gourmet kitchen featuring a large quartz island perfect for entertaining, abundant workspace, and seamless flow into the main living areas. A full in-house generator provides peace of mind while you are away, making ownership as easy as it is enjoyable.

Multiple porches and terraces, including a rooftop observation deck, create exceptional indoor-outdoor living and invite you to savor Gulf breezes and unforgettable West Coast Florida sunsets. The primary suite, located on the main living level, offers a private retreat with a spa-inspired bath and a serene balcony overlooking the tropical surroundings. Upstairs, guest bedrooms and a spacious loft-style family room provide flexible accommodations for visiting friends and family, all with access to wraparound terraces that capture the beauty of the island setting. The home comfortably sleeps ten, making it ideal for hosting while still maintaining privacy and comfort.

Outdoor living is equally well designed, with expansive decks perfect for quiet mornings or relaxed gatherings. A beautifully landscaped path leads to the oversized resort-style community pool, complete with bath facilities and entertaining space, offering all the benefits of a luxury amenity without the responsibility of maintaining a private pool. From the community observation deck, enjoy glimpses of the Gulf and dramatic evening skies.

Favorite features include high-impact windows and doors, full house generator and 5 minute walk to the soft powder sand beaches and beautiful Gulf waters. The award-winning Conrad Beach community enhances the lock-and-leave lifestyle with lawn care, irrigation, and landscaping services included.

Just moments from pristine beaches, the charm of Longboat Key’s north end, marinas, and the dining and boutiques of St. Armands Circle, this home offers the ideal blend of privacy, convenience, and coastal living. Schedule your private showing and experience how effortless owning a second home on Florida’s West Coast can be.

LONGBOAT KEY

311 FIREHOUSE COURT

3 Beds

3 Baths

2,352 Sq.Ft.

$2,399,000

MLS#: A4665445

Price reduced

Rare Beachfront Opportunity - Two Adjacent Residences at The Islander Club, South Longboat Key Seize a truly rare and unique opportunity to own two adjacent Gulf-front residences in the North Tower of The Islander Club on South Longboat Key. Featuring highly sought-after southwest and northwest exposures, these first-floor walk-out condos live like a maintenance-free beachfront home, with no stairs or elevators and direct access from two private terraces to the Olympic-size beachfront pool and the private white sandy shores of the Gulf of Mexico’s crystal clear aqua waters.
Combined, the residences offer 2,500+ square feet of Gulf-front living space, including four beachfront bedrooms and four full bathrooms, two balconies with over 500 square feet of total outdoor frontage, and expansive walls of glass showcasing panoramic Gulf views, brilliant sunshine, gorgeous sunsets, and refreshing cross-breezes. The layout functions as an expansive and seamless beachfront residence with flexible configuration options—combine both units into one refined Gulf-front luxury home, or live in one and rent the other, or tailor and customize the space for personal use or investment potential.

Located directly on the beach in South Longboat Key, this one-of-a-kind legacy property is just three miles from St. Armands Circle and minutes from downtown Sarasota’s dining, shopping, and cultural attractions. Two covered parking spaces are included, along with additional guest parking available.

The Islander Club features 400 feet of private beachfront, a new fitness and community center, beachfront pool, two Har-Tru tennis courts (soon to be remodeled for pickleball use as well), library, conference room, on-site management, gated access, and a highly advantageous and rare owner-to-owner rental program. Convenient to Publix, CVS, acclaimed restaurants, boutique shopping, and Sarasota’s renowned arts scene.

Enjoy breathtaking Gulf sunsets and an unmatched Longboat Key beachfront lifestyle at one of Longboat Key’s most sought-after beachfront addresses.

LONGBOAT KEY

2301 GULF OF MEXICO DRIVE 12N and 11N

4 Beds

4 Baths

2,415 Sq.Ft.

$2,377,000

MLS#: A4675054

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