Longboat Key Real Estate

Longboat Key Real Estate

Welcome to Longboat Key, a stunning barrier island nestled along the Gulf of Mexico in the beautiful state of Florida. Known for its pristine beaches, luxurious resorts, and world-class golf courses, Longboat Key is a true paradise for those seeking a tranquil and upscale coastal lifestyle.

Longboat Key is situated just off the coast of Sarasota, offering residents and visitors the perfect blend of natural beauty and urban conveniences. With its convenient location, residents can easily access the vibrant cultural scene, shopping, dining, and entertainment options that Sarasota has to offer.

The island itself boasts approximately 12 miles of pristine white sandy beaches, where residents and visitors can soak up the sun, swim in the crystal-clear waters, or enjoy a leisurely stroll along the shore. Longboat Key is also home to several marinas, making it a haven for boating enthusiasts.

For golf enthusiasts, Longboat Key offers an array of championship golf courses designed by some of the world's most renowned architects. These courses provide a challenging yet scenic backdrop for golfers of all skill levels.

In addition to its natural beauty and recreational opportunities, Longboat Key is also known for its luxurious real estate options. From waterfront estates and condominiums with breathtaking views to charming single-family homes nestled in quiet neighborhoods, there is a property to suit every taste and lifestyle.

Whether you are looking for a permanent residence or a vacation home, Longboat Key offers an unparalleled quality of life. With its stunning beaches, world-class amenities, and serene atmosphere, it's no wonder that Longboat Key is considered one of Florida's most sought-after destinations.

Newest Listings in Longboat Key

$1,458,000
3 Beds ⋅ 3 Baths ⋅ Sabal Cove SubDv. ⋅ 34228 Zip Code
Location, Location, Location! This three bedroom, three bath villa/condo, located on the desirable side of the community in coveted Winding Oaks can be yours. One of 56 Nantucket style, maintenance free villas has vaulted ceilings, plentiful closets, some of which are walk-in, and updated with hurricane windows, sliders and garage door, ceiling fans, newer baths and kitchen, oversized Trex deck overlooking Bayou and the golf course for spectacular sunrise vistas, Balcony Railings, atrium with plantings for a Zen relaxing feel, separate air conditioned laundry room, split plan and open and airy main area to enjoy your family around the wood burning fireplace to take out the Winter chill. "Single family" feel offers a two car garage and if this isn’t enough, the community salt water pool awaits you. Community is currently being Painted and Repaired on the exterior of the Villas. Winding Oaks is pet friendly and boasts deeded beach access to Bay Isles Beach Club, comfortably appointed with restrooms, showers, tables/seating and grills. Best of both worlds as you enjoy sipping fine wine as you witness the most beautiful Sunsets on Longboat Key. R and R is the pace, LBK is the place!

3453 Winding Oaks Drive Unit 27, Longboat Key
$2,150,000
3 Beds ⋅ 2 Baths ⋅ Longboat Key Estates SubDv. ⋅ 34228 Zip Code
Exciting waterfront living. This luxurious three bedroom and two bathroom residence features breathtaking views, spacious interiors, and modern amenities. Enjoy the private dock, pristine pool, and serene beauty of Longboat Key. Your coastal paradise awaits. Step into elegance with this meticulously deigned home boasting high end finishes and an open floor plan. The gourmet kitchen is a chef's dream, while the master suite offers a tranquil retreat. Floor to ceiling windows and sliding glass doors line the Florida room leading out into the expansive patio and pool area where southern exposure offers sun exposure all day long. The water frontage is 100 feet long with a concrete seawall and a composite dock. The 10,000lb lift connected to the dock sits on the western end of the seawall allowing for ease of use. With meticulous landscaping and proximity to local amenities, this property seamlessly combines sophistication with the laid back charm of coastal living. Your dream home awaits on Rountree Dr.

616 Rountree Drive, Longboat Key
$1,250,000
3 Beds ⋅ 3 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code
Presenting a distinguished 3-bedroom, 3-bathroom condominium encompassing 2,544 square feet of living space. This residence boasts extraordinary full bay views! extending over the communal boat docks. It is situated at the bay, with easy access to gulf beach. The docks offer mooring options at a nominal cost on a fist first-come, first-served basis at $321 a year (there are two available at the time of listing). The air conditioning system has been updated within the last 4-5 years, and both water heaters have been replaced just over a year ago. One can marvel at the remarkable vistas from the comfort of this condo. Each bathroom has been meticulously renovated, featuring marble countertops, refined fixtures, and modernized showers. The dimensions of the rooms are generous, providing ample space for hosting family and friends. Culinary endeavors are elevated in the fully remodeled kitchen, which includes granite countertops, contemporary cabinetry and stainless steel appliances. Full size washer & dryer available in utility closet. The installation of hurricane-resistant windows and recent addition of window treatments and shutters—just over a year old—add to the residence's allure. The rear sliding glass doors are designed to retract, complemented by retractable screens, ensuring an unobstructed view of the bay and the sensation of an expansive sunroom. For the aquatic enthusiast, community kayaks can be launched directly from the boat docks. Additionally, deeded beach access lies conveniently across the street. The bedrooms are newly carpeted, and the tile flooring throughout the residence is not only recent but in impeccable condition. Parking is ample with one carport space and additional parking for guests. This unique condominium is offered as a turnkey fully furnished property, with some personal exceptions, allowing you to enjoy the comfort and elegance of this space immediately. Nestled in an active, friendly community, you will find ample opportunities to engage with neighbors and enjoy a vibrant social life. The community offers an array of amenities including a heated pool, fitness center, shuffleboard courts, and boat docks. An elevator provides access to all four floors of the building and is optimally positioned for three units in this segment. Two communal grilling areas are available for residents’ enjoyment. This captivating waterfront complex on Longboat Key awaits your visit.

3808 Gulf Of Mexico Drive Unit E312, Longboat Key
$2,490,000
3 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
WELCOME TO THE EPITOME OF COASTAL LUXURY LIVING ON LONGBOAT KEY! This canal front sanctuary, with DEEDED BEACH ACCESS, is a true masterpiece that has undergone a complete transformation by Sandhoff Construction – one of the premier builders on Florida's west coast. This home is a testament to the highest standards of craftsmanship and no expense was spared when re-constructing the property. Boasting 3 bedrooms and 3 bathrooms, this home welcomes you with an open floor plan that bathes the interior in natural light, creating a warm and inviting atmosphere. From top to bottom, this residence has been redesigned and rebuilt, offering a brand-new home experience. The meticulous attention to detail is evident in every aspect, with upgrades including new hurricane impact windows, new modern metal roof, new exquisite flooring, a chef-inspired kitchen that has been completely redone and brand new spa-like bathrooms. Beyond the visible upgrades, this home features a comprehensive renewal of all essential systems. New plumbing, new electrical, new 2 speed A/C, new insulation, new ductwork, and even a replacement of the sewer pipe to the street ensure that this home not only looks stunning but functions at its absolute best. The exterior is as captivating as the interior, with a complete revitalization of landscaping, stucco, and a shellcrete driveway. The backyard becomes a private retreat with a refinished pool, a new pool cage, and an elegant shellcrete pool deck and walkway. Practical amenities include a 2-car garage and a fenced-in side yard, perfect for additional storage of boats, trailers, or cars. The property is also equipped with a deep artisan well and a boat dock, adding to the convenience of this coastal haven. With deeded beach access just across Gulf Drive, your toes can be in the sand in mere moments. Additionally, easy access to Sarasota Bay and the Gulf of Mexico opens the door to endless aquatic adventures, whether it's a day of relaxation at Jewfish Key or a scenic boat trip to the Shore restaurant for waterfront dining with friends. This ground level home eliminates the need for stairs, offering seamless and effortless living. It's a rare find on Longboat Key – a home where every detail has been considered, and no compromise has been made in achieving the highest standard of coastal living. Your Florida dreams await in this immaculate retreat! Do not wait on this one, schedule a viewing today!

791 Saint Judes Drive N, Longboat Key
$759,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Enjoy the comfort and convenience of resort-style living, offered fully furnished, this fantastic 2BR/2BA residence is located in Fairway Bay on Longboat Key. A community of mid-rise residences with green-scapes of rolling berms and tropical landscapes. The unit has been updated, including hurricane windows / sliding doors. The AC was replaced in 2019 and the hot water heater in 2017. It has a very large open air terrace and just a few steps to the wandering pathways along beautiful Sarasota Bay. This coveted, first level location, provides easy access to the exciting host of amenities, such as, the waterfront pool / hot tub, kayak launch, fitness center, tennis / pickle ball courts, and the clubhouse. Positioned behind the security gates of Bay Isles you have automatic membership to the exclusive Bay Isles Beach Club. Located on the Gulf of Mexico, you will enjoy time at the private beach, with cabanas, grills, and restrooms. You also have the opportunity to join the Longboat Key Club, which includes the award winning, Islandside and Harbourside golf courses, the Resort at Longboat Key, and the Longboat Key Marina. Close to many fantastic restaurants, St Armands Circle, Mote Marine, and downtown Sarasota this is Florida West Coast living at its best!

2016 Harbourside Drive Unit 312, Longboat Key
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Don't miss your chance to own this rare gem: A single family home on Longboat Key close to Anna Maria Island. No HOA or CDD. The exterior still features the mid-key mid-century classic style. The property backs up to Durante Park on Longboat Key and allows not only for a lot of privacy (no back neighbors) but offers a great opportunity to use the park in the early morning hours for some Pickleball or Kayaking. Saint Judes Drive is a dead end street with only a few homes/residents. Don't wait and schedule your private showing today.

608 Saint Judes Drive, Longboat Key
$750,000
3 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
Welcome to your waterfront paradise! This 3 Bedroom, 2 Bathroom villa home beckons the discerning Buyer with the promise of a blissful waterfront lifestyle and the potential for a luxury living experience. With a new interior to be custom designed by the next Owner, the superior location, spacious layout and maintenance-free living of this home make it a true investment-worthy dream waiting to be realized. The fortunate new Owner will have the opportunity to infuse their personal style and preferences, transforming this blank canvas into a supreme piece of waterfront real estate—all at a fraction of the cost of an already remodeled waterfront home. With essential upgrades already completed, the newer hurricane impact windows and doors, newer roof, updated exterior paint and landscaping, and newer HVAC system will help the new Owner have a seamless transition to their dream home as they apply their creative touch. Positioned on the ground floor with an attached carport, private waterfront patio, interior laundry room, and the ability to move interior walls to create an open floor plan, this home embodies easy living and enormous potential. Plus, it offers the added allure of a vibrant, active community. Take a dip in one of the two heated pools, indulge in the luxury of saunas, engage in friendly matches on the tennis and pickleball courts, or enjoy a satisfying workout at the well-appointed fitness center with cardio equipment and weights. The community's recreational offerings also include two shuffleboard courts, biking and walking paths that meander through 26 acres of meticulously landscaped bay front grounds, boat slips that can accommodate boats up to 30' (lifts are allowed), convenient kayak/paddle board storage and launches, plus three easy beach access points right across from the property, all contributing to an active and fulfilling island lifestyle. For those seeking rental opportunities, this sought-after community allows rentals twice a year with a minimum period of one month. The furnishings are included to help get you started. And rare to find, this community extends its warm welcome to the pets of both Owners and Renters, accommodating two large pets with a maximum weight of 75 pounds. Seize the chance to embark on an extraordinary opportunity for an affordable beach lifestyle within this paradise-like setting. Make this tranquil island haven your own where you can enjoy sunrises on the Bay, the playful antics of manatees and dolphins just outside your doors, and nightly sunsets on your pristine stretch of beach. Live the dream in this waterfront villa—your gateway to a life of coastal elegance and unparalleled relaxation.

4974 Gulf Of Mexico Drive Unit Villa 19, Longboat Key
$550,000
2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code
Fantastic value! The beautiful neighborhood of Spanish Main welcomes you home!Villa living at its best!Villa has large dining/great room combo that opens onto an expansive lanai overlooking a beautiful canal fed salt lakel. Enjoy watching the abundant sea life from your patio! A very active boating and social community with an upscale clubhouse, heated community pool plus fabulous water views, deeded beach access to the blue azure waters and sugar sand beach of Longboat Key. Whether you enjoy boating, kayaking, fishing, you only have to step out your door to enjoy it all. Golf, tennis, Pickleball, Pilates, fitness gyms plus fabulous dining and entertainment just minutes away not to mention St. Armands world-renowned reputation for great restaurants and shopping. You don't have to be 55 to purchase in Spanish Main and the community is pet friendly. Boat slips are very inexpensive to lease and located in a beautiful Marina. Slips are available at this time. Whether you make this your vacation home and/or want to use it for additional income, this villa is an easy choice. Come take a look!

564 Spanish Drive N, Longboat Key
$2,300,000
3 Beds ⋅ 3 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Elegance and serenity at Grand Bay on Longboat Key. This first floor Antigua residence has an extended wrap around terrace and sweeping views of the bay and golf course. Enjoy quiet mornings watching the sunrise and the twinkling lights of downtown at night. Natural light abounds throughout the home and every living space leads to the terrace through sliding glass doors. The generously designed residence lives comfortably like a home yet offers the convenience and peace of mind of maintenance free living. A semi-private elevator leads to the individual entry foyer. Your eyes are drawn to the panoramic views as you step into the expansive great room surrounded by a wall of glass. Clean lines and neutral colors prevail. The primary suite is pleasantly spacious and includes his and hers sections in the bathroom and a large walk-in closet. The well-designed eat-in kitchen provides ample counter space. There are two additional ensuite bedrooms, one is currently used as an office and the other is located on the other side of the residence. There is an abundance of closet space and a laundry room that leads to the service exit. Included are two secured parking spaces and a storage locker. Grand Bay is well situated behind the gates of the Bay Isles on Longboat Key. The community is self-managed and offers its own 24-hour monitored guard gate, resort style pools, fitness center, tennis courts and clubhouse. Ownership includes membership to the private Bay Isles Beach Club, granting members deeded access to the beach and lovely waters of the Gulf of Mexico. Optional membership available to the Longboat Key Club, offering golf, tennis, fitness and even a Marina. All of this in close proximity to the Bay Isles shopping center and just a short drive to the shops and restaurants of St. Armand's Circle.

3060 Grand Bay Boulevard Unit 111, Longboat Key
$590,000
3 Beds ⋅ 2.5 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Welcome to your slice of paradise! Move into a community with Gulf and Bay access! This 3 Bedroom and 2½ Bath with attached garage is perfect for the avid beach goer. Full size washer and dryer room is just off the kitchen with extra shelving and cabinets. Sit out in your private screened patio overlooking a plush green area. Community Amenities include: Two heated swimming pools with one located across from your unit, club house with kitchen for community social activities or your private party. Three BBQ areas are located throughout complex, kayak storage and launch is available and boat slips for $300 a year (first come, first serve). Just a five minute walk from your front door is a residents-only private beach with a Gated Gulf Beach Pavilion, picnic tables, restrooms/hot showers, car wash area and lockers for your beach chairs. 2 dogs or cats under 25lbs are allowed. Don't wait to call this peaceful condo your new home!

515 Sutton Place Unit T8, Longboat Key
$695,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Beautifully renovated unit just steps from the Gulf of Mexico on magnificent Longboat Key! Tastefully done, no detail or expense spared! Immaculate private 2 bedroom, 2 bath garden view condominium in a beachside building. Screened, covered lanai with ceiling fan allows relaxation while viewing the beautiful landscaping with outdoor custom lighting. Gorgeous granite countertops in kitchen and baths. Exquisite ceramic tile flooring throughout. Distinctive focal point is brick enhancements in bar area and wall leading to lanai. Also, exceptional updated details include custom designed California closets, faux beams in both bedroom ceilings, custom plantation shutters, updated panel doors, refreshing water filtration system throughout entire unit, brand new porcelain tile showers, soaking tub, glass shower doors and light fixtures. We have ONE covered parking space and ONE reserved space. Association dues are $1321 monthly and buyer must be approved by association. There are two inground heated pools. Lease restrictions do apply. Come see this unique, beautiful gem of a condo! Buyers with and without agents are welcome

1975 Gulf Of Mexico Drive Unit G4-106, Longboat Key
$1,550,000
3 Beds ⋅ 2.5 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code
Enjoy sweeping Gulf views from this rarely available 3 bedroom, end unit at The Castillian. This unit is being offered turnkey furnished and is a “small pet friendly” complex. The spacious, livable floor plan has split bedrooms for added privacy. The terrace which is accessed from living room and master bedroom is glass and screen enclosed and can be opened to enjoy the fresh air, the gulf breeze and the lovely sounds of gulf front living year-round. Both guest bedrooms share their own covered glass and screen terrace. The unit has electric hurricane shutters, upgraded kitchen and bathrooms and washer and dryer inside powder room. The friendly Castillian property features 2 buildings, 30 condos units each all on a gorgeous stretch of sandy coastline. This community’s amenities include heated pool and spa, tennis and pickleball courts, clubhouse, grilling area, assigned under building parking with adjacent storage, guest parking and a secured entry. Several pathways take you to the beach with private lounge chairs and umbrellas for residents. On property professional management keeps the property pristine. This location has it all—mid Longboat Key location, spectacular beaches, shopping, nature trails and parks, a dog park and fine dining on Longboat Key, St. Armand’s Circle and Sarasota plus culture rich attractions in the area as well. The possibilities are endless, whether you’re looking for a great family getaway, an investment property or a lovely year round home, this unit is not to be missed.

4545 Gulf Of Mexico Drive Unit 212, Longboat Key
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