Sarasota's Premier Homes
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.
$2,046,281
Med. List Price

Browse Long Boat Key Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

455 Properties Found. Page 27 of 31.

Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and presentation space, fitness center, sauna, pickleball and tennis courts, outdoor grilling and entertainment area, kayak and paddleboard launch with storage, billiards, poker room, woodworking shop, library and bike storage. This self-managed community has strong reserves, no special assessments and no water intrusion from the 2024 storm season. Ideally located near Bayfront Park and just minutes from Publix, Longboat Key Town Center and St. Armands Circle.
#A4674307

LONGBOAT KEY

4370 CHATHAM DRIVE 104

2 Beds

2 Baths

1,072 Sq.Ft.

$480,000

MLS#: A4674307

Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutes Experience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space. Recent improvements include hurricane-rated impact windows and lanai enclosure, providing peace of mind and energy efficiency while enhancing natural light and sound protection. Inside, durable flooring and a neutral color palette create a bright, relaxed atmosphere. The kitchen offers stainless-steel appliances, ample cabinetry, and a breakfast bar that opens to the main living area. The primary suite includes a walk-in closet and private bath, while the guest bedroom and full hall bath provide comfortable separation for visitors. A full-size washer and dryer inside the unit adds convenience and functionality. Residents of Seaplace enjoy approximately ½ mile of Gulf beach frontage and an array of resort-style amenities across 42 acres of manicured grounds. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, walking paths, a clubhouse with fitness center, sauna, and library, a playground, and community grilling areas. The on-site management and 24-hour staffed gatehouse provide security and peace of mind in this established coastal community. The quarterly association fee of $4,315 covers exterior maintenance, building insurance, water, sewer, cable, and amenities. Service animals permitted per association rules; no pets otherwise. Seasonal and annual rentals are allowed with a two-month minimum. Seaplace’s location combines tranquility with access to shopping, dining, and cultural attractions. Publix (0.8 mi) and Bayfront Park (1.6 mi) are nearby for groceries, recreation, and pickleball. Enjoy dining at Harry’s Continental Kitchens (1.3 mi), Euphemia Haye (1.1 mi), or The Shore Restaurant (1.9 mi), and explore boutique shopping at St. Armands Circle (3.8 mi). Longboat Key Club Golf & Tennis (2.7 mi) and Downtown Sarasota (6.5 mi) offer golf, marinas, and cultural venues including the Ringling Museum and Selby Gardens. Seaplace residents enjoy direct beach access for sunset walks along the Gulf, tropical courtyards, and a private coastal setting minutes from everything. Whether a seasonal retreat or year-round home, Unit G4-206 blends location, comfort, and quality within a secure, Gulf-front environment on Longboat Key. Includes hurricane-rated windows and lanai enclosure, in-unit laundry, screened lanai, and access to pools, tennis, clubhouse, and Gulf-front amenities. A 3D virtual tour and floor plan viewer are available within the listing for additional detail.
#A4663933

LONGBOAT KEY

1975 GULF OF MEXICO DRIVE G4-206

2 Beds

2 Baths

1,068 Sq.Ft.

$479,000

MLS#: A4663933

Price reduced
A perfect coastal retreat located in Seaplace, and now at an unbeleivable price! This is one of Longboat Keys most desirable beachfront communities. A light and bright 2 bedroom, 1 plus bath, 5th floor condo with a beautiful Bay view. (the photos of the view just do not do it justice!) An exceptional location in the highly sought-after Gulf-front M1 building means you can have your toes in the sand in mere moments. It is beautifully turn-key furnished and meticulously maintained and is ready for its next appreciating owner. The large primary bedroom has its own private ensuite portion of the bath with a sink that can be shut off from a full bath, making it what one would call a 1 bath PLUS. The 2nd bedroom offers a perfect spot for visitors to help you enjoy this amazing way of life to the fullest. Seaplace offers resort style living with unmatched amenities that include 2 large pools and hot tubs; a kiddie pool; 3 har-tru tennis courts; a recently renovated Gulf-front clubhouse; a fitness center; library; gas grills; a one-mile paved walking path surrounding the lush 42-acre property, and a gatehouse with 24-hour security. Located near the newly opened St.Regis Resort, St.Armands Circle and the cultural epicenter of downtown Sarasota, you’ll be close to world-class restaurants, hotels, entertainment, arts, culture, and shopping. Come see this fabulous condo soon and make your island living dream a reality in 2026!
#A4675820

LONGBOAT KEY

2045 GULF OF MEXICO DRIVE M1-502

2 Beds

1 Baths

928 Sq.Ft.

$475,000

MLS#: A4675820

AMAZING NEW PRICE! NO PREVIOUS ASSESSMENT ADDED TO MONTHLY HOA FEES! Looking for a Beach/Bay Getaway Villa? LOCATION! LOCATION! LOCATION! This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded soft sandy beaches that attract visitors from all over the world. (Take joy with 3 beach access points, one private deeded) Enjoy walks along the shore, kayaking on the bay or read a book, unwind and soak up the sun on your own private patio while taking in the beauty of this incredible location. The patio is an ideal spot for morning coffee, watching a game of shuffleboard, hosting friends for sunset libations, evening grilling, or simply relaxing in solitude. Your beach/bay lifestyle possibilities are endless. Worry free living with recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). As an added bonus with the sale of this Villa, the longtime owner since 1976, former Canadian Navy-Man, and a wonderful Nonagenarian, will be leaving most of his nautical treasures gathered from lands around the world for you to enjoy. Set like a jewel on the barrier island of Longboat Key, the community of Windward Bay is a magical wildlife haven nestled mid-island, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails to relish. A low-density residence and a nature lover’s delight to gaze both frolicking dolphins and manatees as they play. Bird enthusiasts jubilate with their front-row seat of the magnificent Florida birds that call Windward Bay their home. Witness the vibrant plumage and graceful flights of these majestic creatures as they effortlessly navigate the glorious skies above. Windward Bay offers numerous amenities that make it an exceptional value including: 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee, barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. 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. This wonderful villa exemplifies “Florida Gulf to Bay Living” at its finest. Perfect for couples or individuals seeking paradise! Schedule your private tour today and make these experiences a reality.
#A4652683

LONGBOAT KEY

4840 GULF OF MEXICO DRIVE Villa 15

2 Beds

2 Baths

1,084 Sq.Ft.

$469,000

MLS#: A4652683

72 ft x 26 ft Boat Slip on L-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline from atop your flybridge. LBK Club membership is required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 67 LOA. Usable beam depends on vessel. Call to discuss the possibilities. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.
#A4645494

LONGBOAT KEY

2600 HARBOURSIDE DRIVE L-04

None Beds

None Baths

N/A

$450,000

MLS#: A4645494

Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat, or investment property, this one-bedroom, two-bath unit fits your needs. This two-story property weathered three hurricanes in 2024, sustaining only minor flooding in the garage during Hurricane Helene and a cracked top-floor window during Hurricane Milton. The HOA will cover and replace the window. On the ground floor, enjoy your private parking garage and storage space. The main living area on the first floor features an open-concept living room and kitchen, ideal for relaxing or entertaining. Step out onto the screened balcony to enjoy the natural beauty of Florida or unwind with your morning coffee. This floor also has a full bathroom and a pull-out sofa for hosting guests. The second floor boasts a spacious master bedroom with a king-sized bed and two walk-in closets, filled with natural light from large windows. This level includes a second bathroom and a sun deck with an outdoor shower, offering peaceful views of a natural reserve. It’s the perfect spot to soak up the sun or enjoy a good book in a hammock. Short-term rentals with a 14-day minimum stay are allowed, adding investment potential. From July 2024 - July 2025, the home already has booked rental income booked totaling $45,0000. With some cosmetic upgrades, this could be even more! The unit is part of a top-notch tennis club that now includes two pickleball courts. You'll be close to the pool and the island’s beaches. Pet-friendly and welcoming, the community features a Junior Olympic-sized pool, a Tiki Bar, and a restaurant for a resort-like feel. Nature trails wind through the property, leading to a dock with stunning views of Sarasota Bay— perfect for launching your kayak to explore mangrove tunnels or paddle alongside manatees and dolphins. Whether you're into kayaking, tennis, pickleball, cycling, or jogging in nearby John Durante Community Park, this condo offers the perfect balance of luxury and leisure. Your island paradise is waiting—make it yours today!
#A4629084

LONGBOAT KEY

619 CEDARS COURT

1 Beds

2 Baths

1,244 Sq.Ft.

$450,000

MLS#: A4629084

Price reduced
Across from the beach walk to sunsets at your private beach pavilion! This spacious, private two-story townhome with an enclosed garage is ideally positioned in a prime, quiet location within the community set away from incoming traffic. Updated, fully furnished, and truly turnkey. Enjoy a screened in back porch surrounded by lush landscaping, offering a peaceful private retreat. The home features both front and rear entrances, a kitchen with island seating, and tile flooring throughout the entire first floor. Large TVs with speaker systems are located both downstairs and upstairs. The enclosed garage includes an additional walk-in shower perfect after beach days along with a washer and dryer. Ample parking is available for residents and guests. Located at Sutton Place on Longboat Key, this mid-island community offers the best of coastal living with deeded beach access just steps away, plus a private boat marina and expansive Sarasota Bay views. Residents enjoy two heated community pools (one overlooking the marina), a clubhouse, kayaking access, BBQ areas, and beautifully maintained grounds. Bike to Bayfront Park for pickleball or tennis, visit nearby dog parks, or simply relax and enjoy both the Gulf of Mexico and Sarasota Bay right outside your door. Highlights: • Deeded beach access across the street • Enclosed garage + outdoor shower • Fully furnished & turnkey • Two heated community pools • Private marina & bay views • Quiet, private location within the community
#P4937545

LONGBOAT KEY

549 SUTTON PLACE t 19

2 Beds

2 Baths

1,248 Sq.Ft.

$449,000

MLS#: P4937545

Welcome to Neptune on Longboat Key — a charming community where coastal comfort meets relaxed island living. This bright 2-bedroom, 1-bath residence features tile flooring throughout, a full kitchen with quality appliances, and a beautifully tiled bath. The open living and dining area leads to a screened lanai surrounded by lush tropical landscaping — the perfect spot to enjoy morning coffee and Gulf breezes. Neptune is a boutique, 12-unit complex offering direct beach access and tropical grounds. Owners enjoy excellent rental flexibility with a 1-month minimum lease, up to 12 times per year. Ideally located near Publix, St. Armands Circle, and the dining and cultural attractions of Sarasota — perfect as a vacation retreat, income property, or year-round island getaway.
#A4670111

LONGBOAT KEY

2850 GULF OF MEXICO DRIVE 2

2 Beds

1 Baths

695 Sq.Ft.

$449,000

MLS#: A4670111

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the option to manage the unit themselves, choose a management company of choice or use the management team on site. It is perfectly situated with access to both a private beach and the bay for a tranquil tropical get away. Enjoy kayaking, heated pool, hot tub, BBQ grill on spacious grounds right off the boat dock which includes a fish cleaning station. The Beach Castle Resort is a short drive from Anna Maria Island, St Armand Circle, and downtown Sarasota loaded with fine dining, entertainment, parks, clubs, marinas, endless shopping and all that the tropical environment offers. Longboat Key offers a tropical lifestyle defined by pristine beaches, world-class golf, and a relaxed atmosphere which is where you will find this one-of-a-kind unit.
#A4661148

LONGBOAT KEY

5310 GULF OF MEXICO DRIVE 18

1 Beds

1 Baths

711 Sq.Ft.

$425,000

MLS#: A4661148

ONE YEAR of HOA fees to be paid by the Seller for an acceptable offer with a qualified buyer - $1700+ a month . Experience effortless coastal living in this lovely 2-bedroom, 2-bath end-unit bayside villa offering the highly sought-after Bay-to-Beach lifestyle on Longboat Key. Beautifully appointed and sold turnkey, this ground-floor residence is truly Martha Stewart–perfect—move-in ready and designed for relaxed elegance. The villa welcomes you with an enclosed den/Florida room, a serene retreat where you can unwind while enjoying tranquil views of lush greenery and native birdlife. Hurricane impact windows and doors throughout ensure peace of mind while maintaining a quiet, comfortable interior. The open-concept living space is ideal for both everyday living and entertaining. A spacious family room and dining area flow seamlessly from the renovated kitchen, which features rich maple cabinetry, solid granite countertops, and an inviting, functional layout. Every detail has been thoughtfully curated, from custom cornices and blinds to coordinated bedding and decorative pillows—straight out of Serena & Lily. Additional highlights include a separate laundry room with pantry storage, complete with a garden door that opens to peaceful landscaping and provides direct access to the private marina, kayak storage, and an electric kayak launch—perfect for embracing the boating lifestyle right outside your door. This pet-friendly villa offers unmatched convenience and value with a private carport, extra guest parking just steps away, a new washer and dryer, a recently upgraded air-conditioning system and tankless water heater. Just across Gulf of Mexico Drive, enjoy exclusive access to your private beach facility, featuring gated parking, restrooms, showers, and chair storage—true resort-style living. Spend your days boating, kayaking, or soaking up the sun, then end each evening watching breathtaking sunsets over the sugar-sand beaches of the Gulf. This exceptional Longboat Key villa is move-in perfect and ready to enjoy—just bring your flip-flops. Opportunities like this are rare, and this one will not last long.
#A4675729

LONGBOAT KEY

576 SUTTON PLACE

2 Beds

2 Baths

1,270 Sq.Ft.

$424,900

MLS#: A4675729

70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. This is a great slip with exceptional views of Sarasota Bay and the city skyline. Easy in/out boat access too. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 65 LOA. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.
#A4621955

LONGBOAT KEY

2600 HARBOURSIDE DRIVE R-07

None Beds

None Baths

N/A

$400,000

MLS#: A4621955

Imagine living with these breathtaking water views from the early morning magnificent sunrises to the afternoons with Manatees and Dolphins swimming by your own slice of paradise. Untouched by the recent storms, this one bedroom one bath unit is one the most affordable options on Longboat Key. Tastefully decorated and fully furnished with Luxury Vinyl Laminate floors, Impact Sliders and Windows, Granite Countertops, beautiful premium cabinets and newer appliances in the kitchen. All you need to bring is your clothes and toothbrush. Located in the amenity rich Longboat Harbour Gated Condominium complex which offers private gated beach access including a pavilion with bathrooms, 4 heated swimming pools, grills, extra storage, shuffle board, putting green, tennis and pickle ball courts, a club house with a billiard and card room, dining hall, wood shop and even an art and craft room. Deep Water Marina to accommodate power or sailboats up to 34 feet, available on a first come first serve basis for under $400 per year. Great rental opportunity. Located mid key with easy access to St Armand’s and Sarasota. Truly a resort lifestyle with an affordable price.
#A4652643

LONGBOAT KEY

4310 FALMOUTH DRIVE 105

1 Beds

1 Baths

747 Sq.Ft.

$399,900

MLS#: A4652643

Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn’t just a home; it’s a transformative lifestyle choice for those craving adventure, relaxation, and vibrant social connections. Picture yourself waking up to breathtaking bay views every morning from your stylish condo, featuring elegant granite countertops, state-of-the-art appliances, and a spa-like shower that redefines luxury. Your perfect beach days await with exclusive private beach access, complete with a dedicated beach house that offers showers and restrooms for your convenience. For boating enthusiasts, the Longboat Key Yacht Club provides convenient boat slips and kayaks, giving you immediate access to the pristine waters of the bay. Stay energized and engaged with an array of top-tier amenities, including tennis courts, shuffleboard, a rejuvenating sauna, and a fully equipped gym. Join a dynamic social scene filled with workshops, a cozy library, an inspiring art studio, and clay classes, plus the warm camaraderie of the Book Buddies club that fosters connections. With four inviting swimming pools, a grand banquet hall for gatherings, a fun game room for entertainment, and convenient private beach parking, every day feels like a luxurious getaway. This is more than just a condo; it’s a lifestyle experience you truly deserve. Don’t let this extraordinary Longboat Key oasis pass you by! Schedule your showing today and discover if it’s your perfect match!
#A4678473

LONGBOAT KEY

4310 FALMOUTH DRIVE 304

1 Beds

1 Baths

747 Sq.Ft.

$399,000

MLS#: A4678473

Price reduced
Live the Longboat Key Lifestyle in this townhome featuring, a new roof and fresh exterior paint. This chic, designer-styled two-story, two-bedroom townhome is offered furnished and move-in ready. Every room reflects thoughtful, elegant design, from curated furnishings to refined color palettes.The first floor features beautiful tile flooring and numerous upgrades, including a stunning kitchen with quartz countertops and backsplash, custom cabinetry, a designer sink and faucet, and a conveniently located washing machine. Bathrooms have been tastefully updated with designer fixtures, and smart recessed lighting enhances the ambiance throughout the home.Spacious bedrooms offer ample closet space and excellent storage throughout. Upstairs, elegant dark engineered wood flooring complements the tiled bathroom, creating a warm and sophisticated retreat. The enclosed lanai provides versatile bonus space ideal for a home office or family room.Additional highlights include an A/C system with iWave-R ionization generator, a private garage with extra storage, 2 tandem kayaks included. Sutton Place amenities include two heated pools, a marina with boat slips, remodeled community room, electric kayak lift, BBQ, a private beach pavilion with parking and restrooms. Gulf to bay access, walking distance to Bayfront Park with dog park and paddleball. 2 pets allowed in this friendly, social community.
#A4677642

LONGBOAT KEY

527 SUTTON PLACE

2 Beds

1 Baths

1,088 Sq.Ft.

$399,000

MLS#: A4677642

One or more photo(s) has been virtually staged. Enjoy the Longboat Key lifestyle in this beautifully renovated, standalone, 3-bedroom 2-bath home at an exceptionally low price. This villa has it all - water and marina views, a bright, modern open kitchen, new appliances, and an indoor laundry room. It is now ready for you to move in. The roof, A/C, and windows were replaced in 2015 and new doors were installed in 2026. Spanish Main's deeded access to Longboat Key's uncrowded beach is across Gulf of Mexico Drive, and the deep-water marina and kayak launch near your front door offers boat slips as available at a very low annual price. The clubhouse is being renovated, and the nearby heated pool is now available. Spanish Main Yacht Club, an over 55 community, is conveniently located near several restaurants, a lovely park, Town tennis, pickle-ball, dog park, fitness activities, and St. Armands Circle shops and restaurants. Let me show you what this beautiful, unique community has to offer!
#A4681118

LONGBOAT KEY

805 SPANISH DRIVE N

3 Beds

2 Baths

1,405 Sq.Ft.

$399,000

MLS#: A4681118

1 ... 25 26 27 28 29 ... 31
Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service