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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

470

# of Listings

2

Avg # of Bedrooms

$1,104

Avg. $ / Sq.Ft.

$2,046,903

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

470 Properties Found. Page 14 of 32.

It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025. Gov. Ron Desantis announced February 20, 2026, another record-breaking year for tourism in Florida welcomed 143.3 million visitors throughout 2025. An estimated 33.5 million visitors as the highest fourth quarter for visitation on record. According to the release, Florida is the #1 domestic travel destination in the U.S. and a standout choice for international visitors.

LONGBOAT KEY

615 BUTTONWOOD DRIVE

3 Beds

2 Baths

2,080 Sq.Ft.

$1,250,000

MLS#: A4673335

ESTATE SIZE BUILDABLE LOT 100' X 140' HOUSE TORN DOWN & SALT WATER CANAL FRONT LOT CLEARED & READY TO BUILD YOUR DREAM HOME IN DESIRABLE BUTTONWOOD HARBOUR NEIGHBORHOOD. Rare south end of Longboat Key location ( Sarasota County ) vacant lot with seawall situated Mid Longboat Key. Buttonwood Harbour neighborhood also has its own Boat Basin/Marina with community docks available for boats up to 28 feet with easy access & no bridges to Sarasota Bay & Gulf of Mexico access. The close by neighborhood beach offers miles of gorgeous crystal sand beach & magnificent sunsets where neighbors congregate nightly to toast their good fortune!

LONGBOAT KEY

660 LONGVIEW DRIVE

None Beds

None Baths

0.25 acres

$1,250,000

MLS#: A4632788

Price reduced

This highly desirable 4th floor corner residence at Beachplace boasts full direct views of the Gulf from almost every room. Renovated in a coastal contemporary style with long plank porcelain tile flooring throughout, the island lifestyle is readily apparent upon entering. The kitchen offers azure water views while meal prepping, stainless steel appliances, breakfast bar, granite counters and a closet pantry. The primary bedroom pampers owners with access to the covered terrace, spacious primary bathroom offering dual vanities and expansive water views. Highlights include impact windows, TWO Parking Spaces, new entry door, updated flooring in the bedrooms and new interior doors. With an excellent rental policy of 1 month minimum/12 times a year, there is healthy income potential - call for more details. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, fitness center, clubhouse, on-site management and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota. Your Longboat Life awaits! RENTALS IN PLACE CONVEY WITH SALE.

LONGBOAT KEY

1145 GULF OF MEXICO DRIVE 401

2 Beds

2 Baths

1,172 Sq.Ft.

$1,250,000

MLS#: A4678330

Price reduced

Arrive by private elevator into this 2BR + den, 3.5BA residence offering 2,550 sq. ft. in Grand Bay. Wood floors run throughout the main living areas, leading to floor-to-ceiling sliders with views of the Harbourside Golf Course and Sarasota Bay. The covered terrace extends the living space and is well suited for enjoying daylight and coastal breezes. The living and dining areas are well proportioned for everyday living and entertaining, with a tray ceiling in the dining room. A den with custom built-ins is currently used as an office and sitting area and offers flexibility as a potential third bedroom. The kitchen features white cabinetry, stone countertops, tile backsplash and ample counter space, along with an eat-in area that opens to the outdoor living area. The primary suite enjoys floor-to-ceiling glass and a bath with a walk-in glass shower, soaking tub, distinctive tilework and separate water closets. The guest bedroom offers quiet community views. A powder bath and an in-residence laundry room add convenience. Grand Bay amenities include a staffed lobby, clubhouse, two pools and spas, fitness center with saunas and Har-Tru tennis courts. Bay Isles privileges include walking paths and membership to the private Bay Isles Beach Club with gated Gulf-front access on Longboat Key, parking, restrooms and shaded picnic areas. Optional membership to the Longboat Key Club provides access to championship golf courses, private beach club, marina, tennis facilities, fitness center, dining venues and a full-service spa.

LONGBOAT KEY

3040 GRAND BAY BOULEVARD 234

3 Beds

3 Baths

2,550 Sq.Ft.

$1,250,000

MLS#: A4675109

It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025. Gov. Ron Desantis announced February 20, 2026, another record-breaking year for tourism in Florida welcomed 143.3 million visitors throughout 2025. An estimated 33.5 million visitors as the highest fourth quarter for visitation on record. According to the release, Florida is the #1 domestic travel destination in the U.S. and a standout choice for international visitors.

LONGBOAT KEY

615 BUTTONWOOD DRIVE

None Beds

None Baths

0.28 acres

$1,250,000

MLS#: A4673355

#A4686721

LONGBOAT KEY

2120 HARBOURSIDE DRIVE 623

3 Beds

2 Baths

2,031 Sq.Ft.

$1,225,000

MLS#: A4686721

Price reduced

Live in this third floor Beaches of Longboat Key condo and enjoy a living maintenance free lifestyle. Located on the southern end of Longboat Key behind the gates of the Longboat Key Club, this spacious two bedroom two bath condo in the unique 04 stack has magnificent full Golf course views from every room. This lovely residence has hurricane code sliding glass doors that open to the expansive terrace . The double door entrance opens to a private foyer and beyond is the living area plus adjacent granite kitchen with an eating area. There is also a dining room. The split floor plan separates the master suite from the two guest suites. The Beaches building has recently been renovated and has a welcoming and beautiful lobby plus upgraded hallways. Amenities include 24 concierge service, an on site manager, fitness center, two tennis courts, a fabulous Gulf side pool plus a spa. The private beach access leads to the sandy shores of the Gulf of Mexico with a private sitting area with lounge chairs and umbrellas. The Beaches is minutes from St. Armands Circle for enjoying fine dining and shopping and easy access to downtown Sarasota for the arts and theatre plus shopping and dining. Garage parking is private located under the building plus there is lots of guest and extra parking and a private storage area. A Gulf front life style in Paradise!

LONGBOAT KEY

775 LONGBOAT CLUB ROAD 304

2 Beds

2 Baths

1,602 Sq.Ft.

$1,215,000

MLS#: A4671935

Laid-back Living on Longboat Key -- A Boater's Paradise! Welcome to 744 Jungle Queen Way, a fully renovated, FURNISHED 3-bedroom, 2-bathroom coastal retreat on the stunning Longboat Key! Whether you're a boating enthusiast, a beachcomber, or someone who just loves the island life, this home delivers the ultimate Florida lifestyle. ***Prime Location & Waterfront Living Nestled just seven homes away from Sarasota Bay, this property is a boater's dream with two boat lifts, offering quick access to the Gulf of Mexico's crystal-clear waters. Spend your days fishing, cruising, or island-hopping--all from your backyard! ***Deeded Beach Access - Just 777 Steps to Paradise... take a short stroll across Gulf of Mexico Drive and find yourself on the powdery sands of Longboat Key's legendary beaches. Enjoy sun-soaked days, breathtaking sunsets, and gentle Gulf breezes right outside your door. ***Close to Local Favorites & Hidden Gems. In just a short walk, you'll find island hotspots like the Lo'Key Island Grille, Guppy's Restaurant, and the award-winning Euphemia Haye. A short boat ride, you can enjoy The Shore, Cortez Kitchen, Swordfish Grille, Tide Tables, Anna Maria Oyster Bar, Bridgetenders and Dockside restaurants. ***Modern Updates with Coastal Charm. Step inside to an open-concept layout featuring a spacious, upgraded kitchen with solid wood cabinetry and stone countertops -- perfect for entertaining. The home's split-bedroom design ensures privacy, while the extra-wide lot provides a natural buffer between properties for peace and tranquility. ***Take a short scenic 1-mile stroll from your front door to enjoy the beauty of Florida's coastal landscape at Joan M. Durante Park and the Sarasota Bay overlook dock for a peaceful escape. This 32-acre bay front nature preserve features winding boardwalks, shaded trails, and scenic waterfront views, perfect for birdwatching, peaceful walks, or catching a sunrise over the mangroves. ***Your Slice of Island Paradise Awaits! Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this home captures the essence of laid-back luxury. Don't miss your chance to live the dream on Longboat Key! ***Schedule your private showing today!

LONGBOAT KEY

744 JUNGLE QUEEN WAY

3 Beds

2 Baths

1,688 Sq.Ft.

$1,200,000

MLS#: TB8463320

#A4685572

LONGBOAT KEY

948 SPANISH DRIVE S

2 Beds

2 Baths

1,399 Sq.Ft.

$1,199,000

MLS#: A4685572

Discover your slice of paradise in this cozy and character-filled home in the sought-after historic neighborhood of Longbeach Village on north end of Longboat Key. This beautifully turnkey furnished home with an updated metal roof, new impact windows, new cabinetry and appliances, has been lovingly restored to retain its historic character and warmth, yet provide modern conveniences. This Florida-style gem sits on an oversized lot and offers a blend of comfort and style. Enter the home through an enclosed front porch where you can sip your morning coffee and overlook your mini tropical oasis in the front yard, or through the inviting shared breezeway connecting the main house and guest cottage. The inviting living room features a wood-burning fireplace. The pine wood flooring and shiplap accents add a touch of rustic elegance. The kitchen has been updated and boasts striking countertops, attractive new cabinets, and an extended countertop space, ideal for entertaining. The bedroom in the main house is a haven of tranquility with vaulted ceilings, a large walk-in closet and natural light overlooking a rear courtyard deck shaded by a magnificent tree. The separate guest cottage, connected via the breezeway, is a delightful addition and has a private entrance and patio area. It features a full kitchenette, providing convenience for guests or extended family. The heart of this home is its outdoor space, with too many beautiful areas to list. A covered entertaining area overlooks the pool and spa, enclosed within a screened-in lanai and a terrific new indoor/outdoor kitchen. Enjoy the Florida sunshine and cool off in style. The spacious outdoor paver patio provides a generous seating area surrounded by an attractive bamboo fence, adding an extra layer of seclusion within a lush and well-manicured tropical yard. The setting provides a serene and private oasis. The large lot offers plenty of parking options for guests, or even your boat or golf cart. Longboat Key's pleasant climate means you can enjoy this tropical paradise year round. With beach-to-bay access, a boat ramp and numerous restaurants just down the street, this home in Longbeach Village offers an amazing lifestyle. This golf-cart and pet-friendly neighborhood is a one of a kind on the islands, as is this unique historic property.

LONGBOAT KEY

7030 POINSETTIA AVENUE

2 Beds

2 Baths

1,402 Sq.Ft.

$1,199,000

MLS#: A4686787

Price reduced

One or more photo(s) has been virtually staged. Positioned as the southern-most community on Longboat Keys’ Gulf of Mexico Drive is the stunning Tangerine Bay. Its presence of pristinely manicured tropical color admired by all that enter the Key. Within this gated community lies #515- horizontal to Sarasota’s bayfront experiencing views that span across blue waters abundant with active sea-life. This 2bd/Den/2.5bath/2-car private garage home, with excellent wall space for displaying your finest art collection, extends over 2,300 square feet of living space. Courtyard entry, equipped with gas hook-up for your own grill, offers slider access into the kitchen/ family room area which is perfect for a different entertaining perspective since the courtyard is large enough to also accommodate table and chairs. Of course, the coveted place to dwell will be the grand living/ dining area and balcony to experience morning sun over the calming waters or the miracle of all the hues the sky can offer as the sun begins to set behind you. Large primary en-suite enjoys the water view and slider access to the balcony, considerably sized walk-in closet and super-spacious bathroom to create the spa-like atmosphere of your dreams. #515 will not disappoint with the generous kitchen, kitchen water filtration, split floorplan, updated windows and doors, 2024 roll-down hurricane shutters, 2023 A/C, 2026 water heater, roof and sprinkler heads replaced approx. three years ago. With a spanning lap pool, meandering lush lounging areas, spa, fishing/day dock, tennis/ pickleball, fitness center and clubhouse- Tangerine Bay is poised for pleasure to all who get to call it home. For a small annual fee, owners can also become members of the Bay Isles Beach Club.

LONGBOAT KEY

380 GULF OF MEXICO DRIVE 515

2 Beds

2 Baths

2,380 Sq.Ft.

$1,199,000

MLS#: A4683391

Price reduced

Seller is willing to discuss a subsidy on the quarterly condominium fee for reserve increase over the next two years! Step into this highly desirable corner residence featuring three bedrooms, three full baths, and an expansive 36’ x 11’ sunroom at The Players Club. You’ll immediately be drawn to the impressive 31-foot balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. Inside, the sun-filled kitchen is thoughtfully designed with custom cabinetry and a built-in breakfast table that expands both workspace and storage. It flows seamlessly into the main living and dining areas, creating a warm and open environment for entertaining or daily living. Just off the kitchen, elegant French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The owner’s suite provides a private sanctuary with a spa-inspired bathroom featuring a soaking tub, separate glass-enclosed shower, dual vanities, and a spacious walk-in closet. The second bedroom functions as a true secondary master, complete with dual sinks, a full vanity, and a fitted walk-in closet, offering comfort and privacy for family or visitors. A third bedroom adds flexibility for guests, workspace, or hobbies. A unique feature of this residence is the private garage, offering rare security and convenience for residents, plus an additional covered parking space underneath the building for extra guest or secondary vehicle use. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves. Just minutes from St. Armands Circle, downtown Longboat Key, and Longboat Key Club, with championship golf, premier tennis, and a deep-water marina, this corner residence blends privacy, convenience, and resort-style coastal living. Units with this versatile layout and resort-ready features are highly sought after. Offered partially furnished.

LONGBOAT KEY

1445 GULF OF MEXICO DRIVE 101

3 Beds

3 Baths

2,092 Sq.Ft.

$1,195,000

MLS#: A4684021

Framed by sweeping vistas that span the manicured Harbourside golf course, Sarasota Bay, and the distant city skyline, this 3BR/3.5BA residence in Grand Bay offers an exceptional vantage point that captivates from the moment you arrive. Positioned on the fifth floor, the perspective is both expansive and elevated, showcasing breathtaking panoramic views while maintaining a strong visual connection to the surrounding landscape. The living room is thoughtfully designed to highlight this remarkable setting, with a full wall of sliding glass doors opening to a balcony that extends the entire length of the residence. From this elevated perch, corner walls of glass draw the eye outward, creating a dramatic focal point where golf course, bay, and skyline converge in one uninterrupted panorama. High ceilings with crown molding and tile flooring provide a clean, timeless foundation throughout the main living areas. The kitchen offers generous space and functionality, featuring stone countertops, under-cabinet lighting, a center island, stainless steel appliances, a tray ceiling, and an adjacent dining area. Well laid out and highly functional, it also presents an excellent opportunity to personalize finishes and reflect your own design vision. A versatile bonus room with an enclosure feature adds flexibility, ideal for a private office, media room, or additional guest accommodations. The primary suite serves as a comfortable retreat, complete with direct terrace access and serene sunrise views over Sarasota Bay. The spacious bath includes dual vanities, a soaking tub, glass-enclosed shower, and a separate water closet. Additional conveniences include an in-residence laundry room and under-building parking. Residents of Grand Bay enjoy a refined, amenity-rich lifestyle, with access to a clubhouse, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Ownership also includes the privileges of Bay Isles, featuring gated entry, scenic walking paths, and membership to the private Bay Isles Beach Club. Large dogs are welcome.

LONGBOAT KEY

3060 GRAND BAY BOULEVARD 155

3 Beds

3 Baths

2,250 Sq.Ft.

$1,195,000

MLS#: A4685023

Experience the ultimate in Gulf-front living from this meticulously updated 1827 sq. ft. beach retreat located on the sunny southern side and offering peaceful Gulf and courtyard vistas. The open floor plan is perfectly suited for entertaining, seamlessly connecting the living and dining areas. A modern wet bar with sleek finishes and electric fireplace complements the cozy ambiance of the great room. Floor-to-ceiling glass sliders line the gorgeous interior, opening to a wraparound terrace that offers ocean views and extends to the kitchen and primary suite, creating seamless indoor-outdoor flow. The kitchen, renovated with quartz countertops and chic shaker-style cabinetry, offers plenty of storage, tile backsplash, and stainless-steel Bosch appliances, making it as functional as it is stylish. Overnight guests will appreciate the privacy afforded by the split-bedroom layout. Situated for optimal Gulf views, the primary suite is a peaceful retreat with direct terrace access, dual walk-in closets, and a built-in makeup vanity. The en-suite bathroom has been beautifully modernized with quartz countertops, a glass-enclosed shower with multiple shower heads, and a private water closet. The guest bedroom includes a walk-in closet and an updated bathroom with a floating vanity. Additional conveniences include one secure under-building parking space and a storage locker. The Promenade delivers unparalleled luxury with amenities designed to elevate everyday living. On-site management, a full-service concierge team, and secure lobby with a manned guard gate offer peace of mind and effortless convenience. Residents enjoy exclusive access to beautifully updated social rooms, and a fully equipped fitness center with sauna. Outdoor amenities include four Har-Tru tennis courts, a Gulfside sundeck, and an oversized heated swimming pool and spa. A private boardwalk leads directly to the sugar sand beach and azure waters of the Gulf of Mexico and complete this exceptional coastal experience.

LONGBOAT KEY

1211 GULF OF MEXICO DR 108

2 Beds

2 Baths

1,827 Sq.Ft.

$1,189,000

MLS#: A4667361

Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for. Don’t miss this exceptional opportunity to own a slice of paradise.

LONGBOAT KEY

616 LYONS LANE

2 Beds

2 Baths

1,755 Sq.Ft.

$1,175,000

MLS#: TB8490318

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