One of the most popular communities provided by {{page_data.agentName}}

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

455

# of Listings

2

Avg # of Bedrooms

$1,128

Avg. $ / Sq.Ft.

$2,046,259

Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

$250,000 - $500,000

455 Properties Found. Page 21 of 31.

Situated behind gates of the coveted Bay Isles on Longboat Key is the private enclave of Harbour Oaks. This meticulously renovated residence offers an effortless blend of comfort, refinement, and coastal living. Offering an expansive 3 bedrooms, 2 bathrooms as well as a 2-car garage overlooking one of the most pristine Longboat Key Club golf courses. Vaulted ceilings as well as skylights allow natural light to flood through the entire space. The custom modern kitchen is well-appointed with KitchenAid appliances including a 36-inch induction cooktop, built-in oven, refrigerator and dishwasher as well as a dedicated wine refrigerator within the expansive kitchen island. The master bedroom offers vaulted ceilings with a connected terrace to enjoy your morning coffee or watch beautiful Gulf sunsets. The primary bath exudes a sense of being at a spa with its tiled shower, glass shower door and double sink vanity. The third bedroom is currently being used as an office and gym, however could easily be set up as a bedroom. Harbour Oaks is also pet friendly and close to shopping, golf, tennis, beach and bay. Walks and bike rides can be enjoyed in one of the most scenic areas on Longboat Key. Bay Isles offers an exceptional coastal lifestyle including two fully staffed, 24-hour security entrances and exclusive access to a private, gated Gulf-front beach club. Residents have access to a thoughtfully appointed beachside retreat featuring a shaded pavilion, picnic spaces, restrooms, dedicated beach chair storage, grilling stations, and generous parking. Within minutes, access the famous St Armand’s Circle with its exceptional shopping and dining amenities. Cross the iconic Ringling Bridge to downtown Sarasota, which is well known for world-class theater, culture and dining. Additional amenities are available within Bay Isles upon joining the Longboat Key Club.

LONGBOAT KEY

2155 HARBOURSIDE DRIVE 804

3 Beds

2 Baths

2,119 Sq.Ft.

$775,000

MLS#: A4681778

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

NEW Best Price Opportunity Beach Front! Thoughtfully Updated with high- quality finishes! Experience refined Gulf-front living in this first-floor, Gulf-view residence with direct walk-out access to a private sandy beach. This pristine 2-bedroom, 2-bath home showcases an updated kitchen and spa-inspired baths, impact-resistant sliding doors that open seamlessly to two screened lanais, and a generously sized guest suite accommodating two double beds. A private laundry room with full-size washer and dryer, two interior storage closets, and a spacious exterior storage unit add exceptional convenience. Offered furnished with select exclusions. Milestone inspections are complete and assessments paid in full—delivering confidence and long-term value.
Westchester is an exclusive, impeccably managed beachfront community set on 7 acres with 700 feet of shoreline, featuring two heated pools, beach loungers, tiki huts, pickleball and tennis courts, shuffleboard, BBQ grills, kayak and bicycle storage, and on-site management. A new clubhouse with a fitness center and enhanced Gulf-side pool and landscaping are underway. A rare opportunity for elevated coastal living and investment excellence. CHECK THE VIRTUAL TOUR, and reserve your private viewing

LONGBOAT KEY

4805 GULF OF MEXICO DRIVE 103

2 Beds

2 Baths

1,393 Sq.Ft.

$774,900

MLS#: A4677568

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.

LONGBOAT KEY

490 N SHORE ROAD 6

2 Beds

2 Baths

1,350 Sq.Ft.

$750,000

MLS#: A4657668

This beautifully remodeled Junior Suite captures serene lagoon views while offering excellent income potential through the established hotel rental program. Hurricane-impact sliders frame the space and open to a private terrace with glass railing, allowing uninterrupted views across the tropical lagoon setting. Sold fully furnished, this residence is truly turnkey, blending personal enjoyment with resort-style investment appeal. Inside, soaring 10’ ceilings enhance the sense of space and comfort, complemented by faux wood tile floors, crown molding and warm wood accents with shiplap detailing that add texture and character. A quaint dining area features a rich wood accent wall, creating a cozy yet refined atmosphere. The kitchen is thoughtfully appointed with stone countertops, white cabinetry with glass panel accents, stainless steel appliances and a striking tile backsplash that adds visual interest without overpowering the space. The spa-inspired bath continues the elevated feel, finished with shiplap walls, dual vanities and a walk-in glass shower adorned with gorgeous tilework. Every detail has been considered to create a polished, welcoming retreat for guests and owners alike. As part of the hotel program, ownership includes access to the exclusive 410-acre Longboat Key Club. Enjoy 5 distinctive restaurants, 45 holes of championship golf, the renowned Tennis Gardens, spa and fitness facilities, a private white-sand beach with attentive service, and a full-service marina, all proudly recognized with the AAA Four-Diamond Award.

LONGBOAT KEY

225 SANDS POINT ROAD 7205

1 Beds

1 Baths

642 Sq.Ft.

$750,000

MLS#: A4676041

Price reduced

Investment Opportunity with low HOA fees! Beautifully updated and decorated two-bedroom, two-bath unit with vaulted ceilings can sleep up to 6 at Casa Del Mar on Longboat Key. Casa Del Mar is a popular beach resort with short-term rentals located directly on the Gulf. Use the condo for your own vacation and enjoy all Longboat Key has to offer while collecting income the rest of the year. This turnkey furnished condo is tiled throughout and offers views of the tropically landscaped courtyard and partial Gulf views from the extended living area. The primary ensuite bedroom is furnished with a king size bed and built-in cabinetry. The guest bedroom is furnished with 2 twin beds, built-in cabinetry with a full bath in the hallway. The kitchen has stone counters, solid wood cabinets and stainless appliances. Community amenities include a huge 30’ x 60’ gulf front heated pool, grill area, tennis, pickleball and basketball. Complimentary beach lounges are provided for guests and umbrella rentals are available. Casa Del Mar’s on-site management handles year-round bookings along with all the details so you can enjoy your investment stress-free. Annual gross income for #14F: 2023 $45,131, 2024 $59,833, and 2025 $56,388. Great location convenient to St Armand’s Circle with shops, fine and casual dining, and entertainment and a short drive over the bridge to the southwest cultural hub of downtown Sarasota.

LONGBOAT KEY

4621 GULF OF MEXICO DRIVE 14F

2 Beds

2 Baths

900 Sq.Ft.

$750,000

MLS#: A4664627

Price reduced

#A4666016

LONGBOAT KEY

4600 GULF OF MEXICO DRIVE 206

2 Beds

2 Baths

1,523 Sq.Ft.

$750,000

MLS#: A4666016

Enjoy peaceful lagoon views from this completely remodeled Junior Suite. Sold turnkey furnished and currently in the hotel program, the Junior Suites in this building have 10’ ceilings unlike the other buildings. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace. As an owner in the hotel program you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, spa, fitness center, white sand beach with umbrellas & waitstaff, and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying your Longboat Life today!

LONGBOAT KEY

225 SANDS POINT ROAD 7101

1 Beds

1 Baths

642 Sq.Ft.

$750,000

MLS#: A4678918

Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted with newly installed flooring. Unit is move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. Seller has replaced new impact resistant hurricane windows and sliders. A replacement hurricane rated front door will also be installed. The Westchester is conveniently located in close proximity to St. Armand's Circle, downtown Sarasota and many dining experiences. Renovated Clubhouse with Fitness equipment is currently under construction, while the pool deck area will include a hot tub. These renovations, together with landscaping have an anticipated completion of May, 2026. R & R IS THE PACE, LBK IS THE PLACE!!!!

LONGBOAT KEY

4835 GULF OF MEXICO DRIVE 106

2 Beds

2 Baths

1,393 Sq.Ft.

$749,900

MLS#: A4677656

Rarely available with unobstructed and direct Gulf views unit in the desirable G4 building. Experience true beachfront living in this direct Gulf-front 2-bedroom, 2-bath residence located in the highly desirable Seaplace Community on Longboat Key. This fully updated, move-in-ready condo offers breathtaking direct water, beach, and sunset views, creating a front-row seat to Florida’s most spectacular coastal scenery. The interior features tile flooring throughout, a bright and open layout, and a modern kitchen with stainless steel appliances, making it easy to enjoy or immediately place into service as a rental. The screened lanai is equipped with a roll-down hurricane shutter, providing added storm protection, peace of mind, and convenience when you’re away. Seaplace is a gated, resort-style beachfront community known for its lush tropical landscaping and outstanding amenities, including direct beach access, two heated swimming pools, a kiddie pool, two hot tubs, three Har-Tru tennis courts, a scenic one-mile walking trail, and a beautifully remodeled clubhouse with fitness center, sauna, library, and Gulf-view patio with BBQ grills. Residents also enjoy 24-hour guard-gated security and on-site management, providing comfort and peace of mind. Ideally located just minutes from St. Armands Circle and downtown Sarasota, this condo is perfect as a vacation home, investment property, or full-time residence, offering an exceptional blend of comfort, convenience, and true beachfront lifestyle.

LONGBOAT KEY

1975 GULF OF MEXICO DRIVE G4-309

2 Beds

2 Baths

933 Sq.Ft.

$749,500

MLS#: A4676819

Price reduced

#A4670932

LONGBOAT KEY

4900 GULF OF MEXICO DRIVE 203

2 Beds

2 Baths

1,325 Sq.Ft.

$749,000

MLS#: A4670932

Charming Florida style home with 3 bedrooms and 2 baths on a large spacious, fenced backyard lot with plenty of room for a pool in the Longbeach Village area of north Longboat Key. Recently renovated with newer metal roof (2013), new kitchen and both bathrooms (2020), new electrical panel in 2021, new waterproof laminated floor (2024), new A/C (2025), new refrigerator (2025), new washer/dryer (2025), new microwave (2025), new dishwasher (2025), and is in move-in condition. Furnishings are optional but sold separately. The Village is a quaint neighborhood offering boating, dining, art exhibits, music programs, shopping, cafes, 24-hr gym, pilates and a voluntary Homeowners Association that plans social events, book clubs, painter's group, etc is normally $30/yr. From this property you are a short distance (3-8 minutes walking distance) to the gulf and its sugar sand beaches or bay, several restaurants, public boat ramp, kayak launch and 2 fishing piers. Don't miss this great opportunity to own your piece of paradise in this highly sought-after north Longboat Key location whether it will be your primary residence, second home, weekend beach retreat or rent out property! Don't forget to bring your flip flops and bathing suit! Stop by and consider the possibilities of owning this very special charming, well maintained home. Seller is willing to give concessions to Buyer at closing

LONGBOAT KEY

751 FOX STREET

3 Beds

2 Baths

1,276 Sq.Ft.

$749,000

MLS#: TB8474602

Price reduced

BEACHFRONT CONDO with FANTASTIC BEACH & GULF VIEW. Enjoy coastal living at its best in this beautifully updated 2-bedroom, 2-bath condo with 1,257 sq ft under air, located on the fourth floor of the highly sought-after Seaplace Community on Longboat Key. This residence offers fantastic Gulf and beach views, higher ceiling height than many units, and a screened lanai where you can relax with refreshing sea breezes and sparkling water views. Inside, you’ll find newer appliances, kitchen backsplash, wood flooring throughout the kitchen, living room, second bedroom, and second bathroom, a newer water heater, Murphy bed, folding doors in the second bedroom, updated ceiling trim in the living room, and fresh interior paint completed about a year ago. Seaplace is a gated, resort-style beachfront community known for its lush landscaping and outstanding amenities, including direct beach access, two heated pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, a one-mile walking trail, and a remodeled clubhouse with fitness center, sauna, library, and Gulf-view patio with BBQ grills, along with 24-hour guard-gated security and on-site management. Ideally located just minutes from St. Armands Circle and downtown Sarasota, this condo is perfect as a vacation home, investment property, or full-time residence, offering an exceptional blend of comfort, convenience, and beachfront lifestyle.

LONGBOAT KEY

1965 GULF OF MEXICO DRIVE G5-407

2 Beds

2 Baths

1,257 Sq.Ft.

$734,500

MLS#: A4676816

Experience exceptional bayfront living at 4310 Falmouth Drive, Unit 102, located in the sought-after Longboat Harbour community on Longboat Key—a premier coastal city and barrier island along Florida’s Gulf Coast, renowned for attracting year-round residents, second-home owners, seasonal residents, and visitors seeking a refined, upscale seaside lifestyle. This A-Building, direct bayfront residence captures full Sarasota Bay views from the kitchen, dining area, living room, enclosed lanai, and primary bedroom—offering a front-row seat to sunrise skies, passing boats, dolphins, manatees, eagles and all kinds of exciting wildlife just 40 feet from the tranquil water vistas. Thoughtfully updated, the home features luxury vinyl flooring, upscale LG quartz Viatera Rococo countertops in the kitchen and both bathrooms, and soft-close drawers and custom cabinetry throughout. The spacious primary suite includes double vanities and a beautifully updated walk-in shower, while the guest bath also offers a walk-in shower with quartz finishes. Significant capital improvements provide peace of mind, including new hurricane-rated windows and sliders (2024, Cat5), HVAC (2021) with approximately 8 years remaining on a 12-year warranty, and a water heater (2023). The enclosed lanai expands usable living space while maintaining sweeping Sarasota Bay views. Offered fully furnished for a seamless, move-in-ready bayfront lifestyle. Longboat Harbour is a gated, resort-style community offering an impressive array of amenities, including four heated pools, tennis and pickleball courts with active player groups, fitness center, sauna, meeting rooms, billiards, putting green, woodworking shop, kayak storage, shuffleboard, locker rooms, fishing piers, two community grills, on-site management, and a protected harbor. Boat slips are available to members of the Longboat Harbour Yacht Club (subject to availability). Enjoy the best of island living with private deeded beach access just a short walk or drive across the street—complete with seating, chair storage, cabana, restrooms, indoor and outdoor showers, parking, and a convenient car-wash area. Additional features in the condo include washer and dryer connections in a hall closet and assigned covered carport parking with abundant guest spaces nearby. In the living room, open the sliders to seamlessly expand your indoor–outdoor living space, or keep them closed and enjoy the patio as an enclosed lanai—then open the glass sliders to let in refreshing coastal breezes and salt air. Located just 7.5 miles north of St. Armands Circle, and a short drive to downtown Sarasota’s Arts District, world-class dining and shopping, with Sarasota-Bradenton International Airport nearby. Direct Sarasota Bay views and private deeded Gulf beach access make this exceptional residence the ultimate Longboat Key lifestyle opportunity.

LONGBOAT KEY

4310 FALMOUTH DRIVE 102

2 Beds

2 Baths

1,072 Sq.Ft.

$729,000

MLS#: A4679011

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