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 Michael Graf

Long Boat Key

About Long Boat Key

Longboat Key, Florida, is a tranquil paradise that offers the perfect blend of luxurious living and natural beauty. Nestled between the sparkling waters of the Gulf of Mexico and Sarasota Bay, residents enjoy stunning beaches, picturesque sunsets, and a laid-back, island lifestyle. The community is renowned for its upscale amenities, including gourmet dining, boutique shopping, and world-class golf courses, all while maintaining a quaint, small-town charm. With year-round warm weather, ample outdoor recreational activities, and a strong sense of community, Longboat Key is an ideal place for both relaxation and adventure, making it a highly desirable destination for those seeking a serene coastal retreat.
One of the most popular communities provided by Michael Graf
412
# of Listings
2
Avg # of Bedrooms
$795
Avg. $ / Sq.Ft.
$1,330,177
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

412 Properties Found. Page 17 of 28.

Price Reduction!!! Welcome to Your Coastal Retreat in Longboat Key! Discover the perfect blend of charm, comfort, and coastal elegance in this beautifully maintained 2-bedroom, 1.5-bath condo, nestled in one of Longboat Key’s most sought-after waterfront communities. Whether you're seeking a full-time residence or a seasonal escape, this canal-front gem offers everything you need to embrace Florida’s Gulf Coast lifestyle. Step into a fully updated kitchen featuring brand-new appliances, sleek countertops, and modern cabinetry—ready for you to cook, entertain, and unwind. The solid block construction provides peace of mind, while the one-year-old roof adds long-term value and security. Enjoy deeded beach access just moments from your door, or take a short stroll to some of the island's top-rated dining spots like Harry's, Solorzano’s Pizzeria, Lazy Lobster, Lo’ Key Island Café, and Euphemia Haye. Your new home also comes with a private 1-car carport and exterior storage unit for added convenience. Located on a generous canal-front lot, this home is just a short walk to the beach and a quick 15-minute drive to St. Armands Circle, a destination known for its upscale boutiques, fine dining, and European flair. Start your mornings by the bay, spend your afternoons basking on the white sands of the Gulf of Mexico, and unwind with stunning sunsets in a peaceful, bayfront neighborhood. Don't miss this rare opportunity to own a slice of paradise on Longboat Key—where turquoise waters, relaxed luxury, and vibrant coastal living await.
#O6326464

LONGBOAT KEY

779 SAINT JUDES DRIVE N

2 Beds

1 Baths

882 Sq.Ft.

$499,000

MLS#: O6326464

This beautiful corner unit is in excellent condition and has not experienced any storm damage, offering peace of mind for potential buyers. Additionally, being a two-story complex, association will not incur unexpected costs from new Milestone inspections providing buyers with one of the lowest quarterly fees on the island. Located just across the street from the turquoise, uncrowded public beaches of Longboat Key. You will enjoy captivating sunsets and partial Gulf of Mexico views in this lovely west facing 2 bedroom, 1 bath, upper level Longboat Key condominium. Conveniently located on the central portion of the key near the community park and tennis courts, Publix, library, CVS and various restaurants and amenities. Impact glass sliders and windows installed 12/2020 and new roof installed 4/2021. Pets and tenants allowed, see community details for restrictions.
#A4626210

LONGBOAT KEY

2850 GULF OF MEXICO DRIVE 2

2 Beds

1 Baths

791 Sq.Ft.

$489,000

MLS#: A4626210

Discover coastal living at its finest in this beautifully furnished 2-bedroom, 2-bath condo featuring a recently remodeled kitchen, new carpet, and modern electric shades. This bright and welcoming unit offers comfort and convenience just seconds from your own deeded beach access—perfect for daily walks or sunset strolls. Enjoy a resort-style lifestyle with incredible amenities including 4 swimming pools, tennis and pickleball courts, a clubhouse, fitness center, library, art studios, billiards, shuffleboard, kayak launch, and a woodshop. The community harbor offers boat slips for rent at just $350–$425 per year—an unbeatable value! No hurricane water intrusion, and all current assessments have been paid. Some online platforms may display inflated tax estimates—actual taxes will depend on exemptions and ownership details. A rare opportunity for turnkey coastal living in a vibrant, amenity-rich community!
#A4657888

LONGBOAT KEY

4350 CHATHAM DRIVE E106

2 Beds

2 Baths

1,072 Sq.Ft.

$469,000

MLS#: A4657888

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

2,376 Sq.Ft.

$450,000

MLS#: A4629084

Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd floor island retreat located in this charming Gulf-to-Bay community. Recently completely updated including impact resistant sliding doors, this lovely hideaway offers nearly 1000 sq. ft. of remodeled living space in peaceful tropical surroundings. Nature lovers will be delighted with the everchanging sunrise views and watching manatees, dolphins & other wildlife at play. When you’re ready to explore, take a short walk to the private beachside “playground” for a round of tennis, shuffleboard, swimming, shelling, paddle boarding, kayaking, or a nice seaside stroll along miles of powder sand beaches. Finish your day by relaxing in your provided beach lounges and enjoying spectacular sunsets while sipping your favorite cocktail. Whitney Beach welcomes large pets, allows 6 monthly rentals per year, and boats up to 33’ can be accommodated when docks are available. After a fun-filled day on the water or at the beach, first-class Restaurants and Eateries are located within a short walk, bike or boat ride, and a Shopping Plaza with a Café, Beauty Salon, Coffee & Smoothie Shop, Pizza, Pilates Studio, 24 hour Gym & a Liquor store etc. are just one block away. Don't delay, start living your dream on Longboat Key today.
#A4661980

LONGBOAT KEY

6800 GULF OF MEXICO DRIVE 203

1 Beds

1 Baths

936 Sq.Ft.

$449,000

MLS#: A4661980

Major reduction again! A super opportunity to be the next owner! Immerse yourself in breathtaking panoramic bay views from this beautifully curated end-unit 2-bedroom coastal retreat. Filled with natural light and embraced by serene harbor waters, this radiant oasis perfectly captures the essence of relaxed seaside living. Enjoy the privilege of private deeded beach access, two sparkling resort-style pools, a friendly clubhouse, and marina—all nestled within a tranquil, pet-friendly community welcoming up to two furry companions. Convenience meets comfort with elevator access, a private storage bin, BBQ grill, and your own dedicated carport parking space. Just across the way, the exclusive Beach Club at 4415 GOM invites you to go barefoot along one of the region’s most pristine sandy beaches. Whether you're savoring your morning coffee with a harbor view, watching the sunrise from the poolside, or toasting to a sunset at your private beach—this is your coastal dream made real at an incredible value. Don't let this seaside sanctuary slip away—your dream lifestyle is waiting!
#A4648433

LONGBOAT KEY

600 SUTTON PLACE B305

2 Beds

2 Baths

1,360 Sq.Ft.

$448,000

MLS#: A4648433

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.

$429,900

MLS#: A4652643

Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 63 LOA, usable beam is 23 ft at the head of the slip.
#A4648812

LONGBOAT KEY

2600 HARBOURSIDE DRIVE L-03

None Beds

None Baths

N/A

$425,000

MLS#: A4648812

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

831 Sq.Ft.

$425,000

MLS#: A4661148

Chic and immaculate 2-bedroom townhome in sought-after Sutton Place, offered turnkey furnished and move-in ready. Thoughtful designer updates include beautifully tiled first floor, quartz kitchen countertops with custom cabinetry and backsplash, updated baths with modern fixtures, smart recessed lighting, and an enclosed lanai for office or family space. Upstairs features elegant dark engineered wood flooring with tiled bath. Spacious bedrooms provide ample closet space, plus a rare private garage with extra storage. The A/C includes an iWave-R ionization generator for enhanced comfort. Sutton Place offers resort-style amenities: two heated pools, marina with boat docks, kayak storage with electric kayak lift (rare and great to have) , BBQ grills, fishing dock, lovely community room with library and kitchen. On-site management. Private, deeded, Gulf-side beach pavilion with parking, restrooms, showers, and car wash. Sutton Place is a pet-friendly community. Bayfront Park is minutes away offering tennis, pickleball, basketball, and dog park. Two tandem kayaks are included.
#A4639006

LONGBOAT KEY

527 SUTTON PLACE T-12

2 Beds

1 Baths

1,448 Sq.Ft.

$425,000

MLS#: A4639006

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

Island Living Meets Contemporary Comfort — Gulfside Loft at Seaplace Welcome to your coastal dream retreat on Longboat Key, where modern design meets beachside serenity in this rarely available loft-style condo at Seaplace. With soaring vaulted ceilings and an open layout bathed in natural light, this 1-bedroom, 1.5-bath unit blends style, comfort, and functionality. Upstairs, the spacious lofted primary suite feels like a private sanctuary, complete with a newly installed zebra silk-patterned carpet, abundant closet space, and a natural stone walk-in shower in the ensuite bath. Downstairs, convenience is key with a powder room, in-unit laundry, and a layout perfect for everyday living or entertaining guests. The kitchen has been tastefully updated with a Samsung range, microwave, and dishwasher that complement the warm tones of the granite countertops and stone tile flooring. Whether you’re hosting friends or enjoying a quiet evening in, the open-concept dining and living space. Step out through large sliding doors onto your private patio, where you can enjoy tranquil views of the golf course and lush tropical landscaping. Just steps from your front door, you’ll find the swimming pool and direct beach access—a priceless perk of Seaplace’s resort-style living. Seaplace amenities include: • 24/7 gated entry and security • Private access to a half-mile of pristine Gulf-front beach with chairs & umbrellas • Two swimming pools, two spas, a kiddie pool, and playground • Three Har-Tru tennis courts and a scenic walking trail • Recently renovated clubhouse with gym, library, media center, and outdoor grilling terrace This is more than a condo—it’s a lifestyle. Located just minutes from St. Armands Circle, Publix, Longboat Key Club world-class golf, and downtown Sarasota, this is your chance to experience the best of Longboat Key. Whether you're searching for a seasonal escape or a full-time beachside residence—this one-of-a-kind loft is a true gem. Schedule your private showing today!
#A4660634

LONGBOAT KEY

2055 GULF OF MEXICO DRIVE G2-214

1 Beds

1 Baths

1,206 Sq.Ft.

$399,900

MLS#: A4660634

Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price. This 2 bedroom, 2 bathroom villa is being renovated to code after Hurricane Helene and the attractive price reflects that it will not be ready to inhabit until estimated mid-summer 2025. Once you move in, you will enjoy Spanish Main's low-maintenance Longboat Key lifestyle with many restaurants within a short distance, deeded beach across Gulf of Mexico Drive, clubhouse, pool, private marina with a kayak launch and low-cost boat slips as available. Relax on your back patio with its tranquil view of flowering shrubs and trees. Your like-new home or investment property will have been renovated to code with impact doors and windows, cupboards, quartz counter-tops, tiled tub and shower enclosures, brand-new kitchen appliances and hot water tank. The A/C and mini-split systems were installed in 2021, and the roof in 2015. Don't miss this early-bird opportunity to live the Longboat Key lifestyle at such a low price. Bring your cash offer with short closing date, and be rewarded with ownership of a valuable slice of paradise!
#A4653508

LONGBOAT KEY

730 SPANISH DRIVE S 99

2 Beds

2 Baths

1,695 Sq.Ft.

$399,500

MLS#: A4653508

Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space is set up to SLEEP SIX. The remodeled kitchen boasts stainless steel appliances, a brand-new range, stone backsplash, granite countertops, recessed lighting, and solid wood cabinets—a perfect blend of style and function. A charming nook offers a cozy extra sleeping area or a relaxing spot to soak in breathtaking bay views. Feel secure with impact sliding doors that open seamlessly, complemented by brand-new Shade Store cellular window coverings. Unwind as you take in serene views of the water and pool area. The spacious bedroom with Shade Store cellular blinds—designed with top and bottom openings so you can always enjoy your view. features a walk-in closet with built-ins, leading to an ensuite The bathroom has been updated with a newer vanity and a brand-new shower remodel (2025) for a fresh, modern feel. Looking for more? Furnishings are optional, tastefully curated with designer touches. A Community Like No Other, relax by the water and watch dolphins and manatees play. Love fishing? There's a fish-cleaning station and kayak storage, plus an electric kayak launch—a rare find! Best of all, boat slips are available to rent. Additional amenities include: BBQ grills, Two heated pools, Marina & clubhouse, Car wash station, Exclusive deeded Longboat Key beach access, complete with a pavilion, storage locker, indoor showers, and restrooms! Enjoy the best of both worlds—spend the day at the beach, swimming in the Gulf of Mexico, or relax by the pool while admiring the incredible marine life from your own backyard. Additional Features: AND DON'T WORRY there is an elevator. Storage bin (3rd floor), Laundry room (2nd floor) Lighted Assigned Carport parking. Shopping and dining are just minutes away, including the famous St. Armand’s Circle. Are you ready to have it all? This is coastal living at its finest!
#C7507243

LONGBOAT KEY

600 SUTTON PLACE 101B

1 Beds

1 Baths

883 Sq.Ft.

$399,000

MLS#: C7507243

1 ... 15 16 17 18 19 ... 28
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

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

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