Longboat Key Homes with Maintenance Free Community Extras

Longboat Key Homes with Maintenance Free Community Extras

Longboat Key, located in the state of Florida, is a stunning barrier island that offers a luxurious and laid-back lifestyle. This picturesque city is known for its pristine beaches, world-class golf courses, and upscale amenities. With its perfect blend of natural beauty and modern conveniences, Longboat Key is a highly sought-after destination for those seeking a slice of paradise.

One of the standout features of the real estate market in Longboat Key is the availability of homes with maintenance-free community extras. These properties offer homeowners the opportunity to enjoy a carefree lifestyle, as the community takes care of tasks such as landscaping, exterior maintenance, and even some utilities. This allows residents to spend more time enjoying the island's amenities and less time worrying about property upkeep.

Whether you're looking for a cozy beachfront condo or a spacious single-family home, Longboat Key has a wide range of options to suit every taste and budget. From sleek modern designs to charming Mediterranean-inspired architecture, the real estate in this region offers something for everyone.

In addition to the maintenance-free community extras, Longboat Key boasts a vibrant social scene, with numerous restaurants, boutiques, and art galleries. Outdoor enthusiasts will also find plenty to do, with opportunities for boating, fishing, and kayaking right at their doorstep.

If you're looking for a place where luxury meets tranquility, Longboat Key is the perfect destination. With its breathtaking natural beauty, world-class amenities, and homes with maintenance-free community extras, this region offers a truly exceptional living experience.

Newest Longboat Key Homes with Maintenance Free Community Extras

$1,495,000
3 Beds ⋅ 3.5 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
This bayfront Biscayne residence, nestled within the highly sought-after Grand Bay community, offers breathtaking views of the verdant Harbourside Golf Course, the serene waters of Sarasota Bay and the Gulf of Mexico. Prepare to be enchanted by the open concept design of this three-bedroom, sun-drenched retreat. With almost 2,300 square feet of living space, this residence is adorned with floor-to-ceiling glass walls of sliders that grant access to the expansive wraparound terrace from nearly every room. This design ensures that no matter where you are in the residence, you can savor panoramic water vistas and seamlessly blend the indoors with the outdoors. Step inside and discover an interior graced with hardwood flooring, included furnishings, and a neutral canvas that invites you to infuse your unique style. The living and dining room area effortlessly transitions to the light-filled eat-in kitchen, complete with a charming dining nook surrounded by bay windows. The primary bedroom is a private haven, secluded from the rest of the residence. It comes complete with en-suite his and her bathrooms, as well as its own terrace access, a personal sanctuary where you can savor moments of tranquility while taking in the captivating bay views. Two guest suites provide comfortable accommodations for visitors. One of these suites also serves as a den, allowing flexibility in how you utilize this space. The second suite is strategically positioned to provide overnight guests with their own private retreat. In addition, this residence includes covered parking and owner storage, providing convenience and practicality. The Grand Bay community offers a plethora of options for relaxation and recreation. Residents are treated to a resort-style living experience, with a wide range of top-tier amenities at their fingertips. The state-of-the-art fitness, tennis, a sundeck featuring heated swimming pools, plus clubhouse offering an array of activities. On-site management and security ensure a safe and well-maintained environment. As the perfect finishing touch, residents of Grand Bay enjoy deeded access to the private Bay Isles Beach Club, just a short bike ride away. This exclusive privilege allows you to relish the sun-drenched shores of the Gulf of Mexico, with options for beachside barbeques or volleyball games. Experience the epitome of coastal luxury living at Grand Bay. Your dream lifestyle awaits in this serene waterfront retreat.

3060 Grand Bay Boulevard Unit 152, Longboat Key
$435,000
Bay Isles SubDv. ⋅ 34228 Zip Code
72' x 21' Boat Dock ~ The Only Two Level Boat Dock in the Marina. Longboat Key Moorings is strategically located on the beautiful exclusive island of Longboat Key ~ just a few minutes to St. Armands Circle ~ downtown Sarasota or Bradenton Beach. This Dock has no covenant so there is no Membership requirement to join the Longboat Key Club when you purchase the slip. This amazing location provides direct access to Sarasota Bay and the ICW. The Longboat Key Moorings is a deep water ~ state-of-the art marina ~ offering full services, with a touch of class and personal attention seldom found elsewhere. World class facilities on this spectacular island which provides storm-protected deep water yacht slips, Dock Crew, Harbor Concierge, 24 hour manned Guard Gate and much more. Each slip has Cable TV, Electricity, Water and WiFi. There also is an on-site service department for repair and maintenance needs, as well as, on-site fuel service, pump out service and laundry facilities. An amazing location with quick access to great shops and dining at St Armands Circle and from there a Classic Sarasota Trolley will take you into downtown Sarasota and back! If you choose to join The Longboat Key Club, there are multiple membership packages to chose from. The Yacht Club/Social Membership initiation fee is currently $100,000, there are multiple LBK Club restaurants and access to their Gulf of Mexico beach and poolside restaurants and bar. More information can be provided upon request. This is a great time to secure your piece of Paradise in Sarasota, Florida!!!

2600 Harbourside Drive Unit C-13, 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! Gorgeous! Gorgeous! Lake front beauty! 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 lake. 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. Armand's 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
$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
$589,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Looking for a vacation get-away, second home, investment property, or your permanent residence? This is might be the one! This third floor, 2BD/2BA residence now available in Seaplace's G6 building. The open kitchen has been tastefully updated with cabinetry and appliances, neutral toned counter tops and is open to the living/dining area. Additional features include updated baths, tiled lanai, newer AC 2017 & hot water heater 2020, is being offered furnished. Seaplace is a gated community and offers many amenities which include 24 hours guard gate, a newly remodeled clubhouse, two swimming pools, one kiddies' pool & two hot tubs. Seaplace also offers 3 tennis courts and a walking trail. Beach chairs & umbrellas are provided too. You can just move in and enjoy the good life! Schedule your viewing appointment now!

1955 Gulf Of Mexico Drive Unit G6-306, Longboat Key
$3,295,000
3 Beds ⋅ 3.5 Baths ⋅ Pierre SubDv. ⋅ 34228 Zip Code
As you step into this exquisite Pierre residence, prepare to be captivated by the breathtaking beach and sunset views. Perched on a coveted corner position, this residence enjoys an ideal vantage point directly overlooking the Gulf of Mexico. Situated within the prestigious confines of the Longboat Key Club, this gated community offers an unparalleled beachfront experience coupled with luxurious amenities that define coastal living at its finest. With a spacious layout encompassing three bedrooms and an impressive nearly 3,000 square feet of living space, this home provides an abundance of room to relish in comfort and privacy. The interior living spaces are bathed in natural light, courtesy of the expansive walls of floor-to-ceiling windows and glass sliders that frame the awe-inspiring beach views. Travertine flooring flows seamlessly through the open concept living and dining areas, where you'll find a well-appointed wet bar and direct access to two of the three generous terraces. These outdoor spaces serve as extensions of the living areas, inviting you to savor the coastal breezes. The kitchen is adorned in white with an inviting eat-in area. The primary suite is a private sanctuary awaiting your personal touch. As you enter, an extended vestibule provides an elegant transition to this retreat. Here, you'll be greeted by private terrace access, plus his and her walk-in closets, along with two additional closets that offer an abundance of storage space. The two ensuite bathrooms provide individual spaces, ensuring both convenience and privacy. For your overnight guests, two well-appointed guest suites are available. The third bedroom suite, located just off the great room, has been transformed into a cozy den, with custom built-in storage, planning desk, and terrace access. Practical amenities abound in this residence, including an interior laundry room, storage room and a storage closet on the balcony provide ample space for your belongings. An under-building parking space and an exterior storage unit complete the offerings of this charming residence. The Pierre community offers its residents an array of exceptional amenities. Should you have visitors, take advantage of three overflow guest suites, available on a first-come basis. Additional amenities to enjoy include access to top-notch concierge services, fitness facilities, tennis, clubhouse, the sundeck featuring a heated pool and spa, plus a private boardwalk that leads you to deeded beach access. For added indulgence and relaxation, consider the renowned Longboat Key Club. Membership at this prestigious club is available for purchase separately, providing access to world-class amenities, including golf on immaculate courses, tennis facilities, resort-style Gulfside pool deck, fully equipped fitness center, spa services, exquisite dining options, and marina facilities.

455 Longboat Club Road Unit 305, Longboat Key
$1,145,000
2 Beds ⋅ 2 Baths ⋅ Harbour Villa Club At The Bucc SubDv. ⋅ 34228 Zip Code
This highly sought-after 2 bed/2 bath waterfront condo offers the perfect combination of luxury living and convenient boating access. With a deeded 40 Ft. boat slip that will house up to a 55+ Ft. vessel right outside your condo, you can easily embark on exciting adventures right from your doorstep. Imagine enjoying breathtaking views of the water from your private balcony, indulging in resort-style amenities, and effortlessly venturing out onto the open seas whenever you desire. This is the ultimate haven for water enthusiasts seeking a seamless blend of comfort and maritime lifestyle. This custom designed condo has been uniquely and fully renovated with top of the line high end finished updates. With 9 Ft. ceilings and floor to ceiling breathtaking water views you won't find anything like it on the whole island. You will be so close to the soft sandy beaches that you can hear the soft roar of waves from your front door. Harbour Villa Club is a pet friendly community with tons of amenities with 4 lighted tennis/pickleball courts, business center, private boat ramp, spacious lap pool, covered parking, deeded boat slips with electricity and water, kayak and bike storage, hot tub, outdoor grills, elevators and gorgeous lush landscaping. Don't miss out on your own piece of paradise.

615 Dream Island Road Unit 210, Longboat Key
$725,000
1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code
Welcome to resort-style living, tucked behind the prestigious gates of the Longboat Key Club. This fully furnished waterfront retreat at Inn on the Beach offers not only calming water views but also an immediate opportunity for island living or an enticing rental investment. With impact windows/sliders throughout, stone countertops, new air-conditioner in 2019, and tasteful tile flooring, this retreat is designed for both comfort and style. This unit is not enrolled in the Longboat Key Club’s rental program and has only been privately used/leased by the current owners. Membership to the Resort at Longboat Key Club boasts AAA Four-Diamond full-service amenities, including first-class concierge services, Gulf-side heated swimming pool and spa, sundeck with poolside bar and dining options, state-of-the-art fitness center with yoga meditation classes, award-winning tennis and professional instructors, 45 holes of lush, world-class golf on two distinct courses, 9,000-square-foot spa with wellness services, trendy eateries, walking trails, private beach access offering cabanas and water sport activities, and enjoy the ease and convenience of complimentary shuttle rides to St. Armands Circle, a vibrant hub of shopping, dining, and entertainment. Whether you're seeking a permanent island escape, an investment property, or a blend of both, this furnished retreat at Inn on the Beach offers the perfect canvas for your dream lifestyle.

225 Sands Point Road Unit 6105, Longboat Key
$1,325,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
This THREE bedroom with THREE en-suite bath VILLA offers the space and ease of a single family home with COMPREHENSIVE MAINTENANCE-FREE living!! Vaulted ceilings, super-sized rooms, and 760 sq ft of private outdoor terrace space overlooking the POND provide an open indoor/outdoor living experience. This is an end/corner unit which allows for more windows and a larger lot size. Property has been METICULOUSLY MAINTAINED to the exacting standards of the current owner. IMPACT RATED GLASS sliders opening to enclosed plant patios or the enclosed back terrace. Three walk-in showers plus tub. Embellishments unique to this property: *Private gated entryway with a fountain *Eat-in kitchen with stainless appliances, desk nook, and design details such as tongue and groove ceiling, full tile backsplash, and leaded glass. *20” porcelain tile *DIMPLEX zero-emissions electric fireplace *2 car garage with attic space. *RING doorbell security system. *Whole house alarm system. *Display lighting for artwork. *One of the largest lots in development. *2 hot water heaters. AC new in 2020, Brand new refrigerator. Harbour Circle HOA takes care of everything outside your walls (includes roof, windows, doors, skylights, exterior painting, landscape) so you don’t have to! NEW ROOF to be installed in 2024. Community pool and spa only 20 steps away. Residents and guests enjoy GATED & PRIVATE BEACH ACCESS with amenities on the Gulf of Mexico. For those who enjoy the resort lifestyle, this property sits behind the gates of Bay Isles in the Longboat Key Club. Membership available to Longboat Key Club GULF and TENNIS resort and MARINA with assorted restaurants all within a few steps.

2358 Harbour Oaks Drive, Longboat Key
$975,000
2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
This privately positioned 2 bedroom renovated residence provides owners the ultimate south Longboat Key lifestyle. The entire residence was renovated in 2018, including a new roof. Inside, you'll find tile flooring throughout the main living areas and luxury carpeting in the bedrooms. The hurricane impact windows and sliders installed in 2020 provide added safety and peace of mind. The kitchen has been opened up and features marble countertops, stainless steel appliances, a laundry closet and a large breakfast bar perfect for entertaining guests. Enjoy your morning coffee on the southeast facing terrace, overlooking the golf course and listening to the sounds of nature while the sun rises. The primary suite pampers owners with ample closet space, dual vanities and a large 8 X 9 dressing area just outside of the glass enclosed shower. The split floor plan offers privacy when visitors are staying in the ensuite guest bedroom. Beachplace is known for its excellent rental policy, allowing owners to rent their units for a minimum of 1 month, up to 12 times a year. This gives owners the option to earn income when they are not using the residence. The community boasts a range of amenities, including a 24-hour manned guard gate, a heated swimming pool and spa, tennis courts, pickleball courts, a fitness center, clubhouse, and on-site management. Miles of pristine white sand beach is there for relaxing, exploring, shelling and sunning. Located on the south end of Longboat Key, Beachplace is just minutes away from the renowned dining and shopping options on St. Armands Circle. A short drive over the bridge will take you to downtown Sarasota, known for its vibrant cultural scene. This residence comes with one outdoor parking space located in front of the building.

1085 Gulf Of Mexico Drive Unit 302, Longboat Key
$1,079,000
3 Beds ⋅ 2 Baths ⋅ Pelican Harbour & Beach Club SubDv. ⋅ 34228 Zip Code
Enjoy wonderful Sarasota Bay views from this ground floor 3-bedroom 2 bath condominium at popular Pelican Harbour & Beach Club. The unit is located with a nice view of the pond as well so you can enjoy bird watching and marine life. The condo features 2 large lanais on the Bay. One screened-One open---This spacious unit (1636 sq. Ft.) has the feel of a home. It is a very private setting where you can relax and recharge your batteries. The home has a large living room 14X21 and a separate dining room for entertaining your guests. One lanai is off the generously large master suite which features bay view ---double sink and large walk-in closet. Ceramic tile throughout makes it easy to clean. A new roof was added in 2023. It is rare to find a 3 bedroom with direct Bay views at this price point on Longboat Key. There is deeded beach access with umbrellas and lounge chairs at your disposal. Complex features heated pool, boat docks, Kayak launch, tennis courts, a pickleball court, and a clubhouse for relaxing and parties. Pets are allowed. This is a great investment opportunity giving all the wonderful things that are going on in Longboat Key. A true value isn’t a value unless it costs you something. Be wise and come and take a look.

4234 Gulf Of Mexico Drive Unit G1, Longboat Key
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