Longboat Key Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.

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Newest Longboat Key Homes by School

  • 3471 BAYOU SOUND, LONGBOAT KEY, FL - MLS# A4422356

    Booker High - A4422356 - 3471 BAYOU SOUND, LONGBOAT KEY, FL 34228
    1 Day on yellowkey

    $1,490,000 | Single Family Home | 4 beds | 4.5 baths

    It has been said that “water is the mirror of nature” & this impressive four-bedroom plus office/den home is located on a scenic Longboat Key canal overlooking Buttonwood Harbor, an ideal haven of tropical tranquility. Set behind the gates of Bay Isles, arrive home via romantic winding roads, lush landscaping, & alluring residences perched in harmony with nature. Step inside to a dramatic open living room with volume ceilings, cascading stairs to the upper & lower floors, & sliding glass doors that present the pool & picturesque harbor views. Light & bright, add your own personal style for a fresh interior facelift. A spacious kitchen boasts plenty of counter space, stainless appliances & a lovely location for gazing at the green & blue contrast of the outdoors. The master suite rests on the main living level & opens to the pool terrace while the spacious bath boasts walk-in shower, vanity, & garden tub. The upper level provides additional bedrooms & a loft for loved ones to relax & spend time together. Outside, a dreamy spa is perched in the screened lanai-overlooking the water. A clean-lined forty-foot long pool is perfect for swimming laps or soaking in the sun as you watch osprey & pelicans idle by. Explore the waterways from the convenience of your own private dock, venturing out to nearby Sarasota Bay or for waterside dining. Relish the laidback luxury & island lifestyle that only Longboat Key is known for, near restaurants, St. Armands Circle, & the cultural epicenter of downtown Sarasota.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 343 FIREHOUSE LANE, LONGBOAT KEY, FL - MLS# A4423442

    Bayshore High - A4423442 - 343 FIREHOUSE LANE, LONGBOAT KEY, FL 34228
    1 Day on yellowkey

    $1,500,000 | Single Family Home | 3 beds | 3.0 baths

    This home is absolutely incredible! Just a short walk to the beach, this gorgeous, vibrant, turnkey furnished, meticulously maintained, home is located in Conrad Beach subdivision, which was awarded the Community Development of the Year by Coast Living Magazine. With the community pool and recreational area literally in your backyard, it’s like having your own luxurious heated pool! This two-story, 3 bedroom, 3 bath residence was designed, and occupied by Frank Folsom Smith and truly shows like a model home. This home was also professionally decorated with the highest quality decor from Pottery Barn, Pink Pineapple, and Restoration Hardware. The wide open floor plan, 20+ foot ceilings and abundance of skylights make this home light and bright to showcase the pickled oak hardwood flooring and the large decorative handmade wooden boat in the living room. The fully functional living space includes expansive rooms, a covered screened Florida room on the second floor, a huge screened-in entertaining area on the first floor, and an oversized, air-conditioned garage with a work area and built in storage. This home is perfect for entertaining as it includes four exterior areas, a living room extending to the covered porch, gorgeous and efficient kitchen with gas stove and bar area, large dining room, sliding glass doors abound, and outdoor gas fireplace. Schedule an appointment today! *Ask your Realtor® how you can “walk” this property from the comfort of your home using our Interactive 3D Showcase.*

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    Listing is courtesy of: KELLER WILLIAMS CLASSIC GROUP

  • 4540 GULF OF MEXICO DRIVE UNIT 206, LONGBOAT KEY, FL - MLS# O5756822

    Bayshore High - O5756822 - 4540 GULF OF MEXICO DRIVE UNIT 206, LONGBOAT KEY, FL 34228
    1 Day on yellowkey

    $410,000 | Condo | 2 beds | 2.0 baths

    Wow!!! Your search has ended with this Amazing 2BD/2BA front end unit at WINDWARD BAY, being offered turnkey furnished for your convenience or income investment purposes. Take in the beautiful serene views of your 2BD/2BA home quietly nestled at the edge of a peaceful mangrove preserve on Sarasota Bay. Natural light fills the space of the main living areas and bedrooms while incorporating the picturesque views into every room. Multiple sets of sliding glass doors offer easy access to the lengthy enclosed terrace. This Wonderful Bay home front is different from all the others! Designer-styled and completely updated Bathrooms, Kitchen with quality Cabinetry, Counters, Appliances, updated flooring, and window treatments, that include wood shutters. A Laundry Room with a Full-size Washer and Dryer that conveys, is inside your unit. Water Views, where you can watch where Manatees & Dolphins live and play. Just a short stroll to your Deeded Private Beach access with beautiful clear sand beach views on the Gulf of Mexico. Amenities include clubhouse, tennis courts, 2 heated pools, his/hers sauna, exercise and fitness room, shuffleboard and boat docks with lifts. Resort-style activities include herb garden, book club, movie club, bridge, planned parties and events. Great mid-key location for access to all that Longboat Key has to offer! With the casual lifestyle and just minutes from the World Famous St. Armand's Circle and the city of Sarasota with great Restaurants and Shopping year round.

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    Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE

  • 4410 EXETER DRIVE UNIT 204, LONGBOAT KEY, FL - MLS# A4423563

    Bayshore High - A4423563 - 4410 EXETER DRIVE UNIT 204, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $329,000 | Condo | 2 beds | 2.0 baths

    This inviting, well kept, income producing 2 Bed/2 Bath Turn-Key Furnished condo with Deeded Beach Access across the street greets you with spectacular views of Sarasota Bay and a deep, sailboat-water canal. In move-in condition with superior views, it is ready for immediate enjoyment or is ideal for those not afraid to do a little updating to their taste. Imagine relaxing on your lanai while watching manatees play, boats bob in the water and Osprey dive from incredible heights. The living/dining room adjoins the waterfront lanai and also has wonderful water views. The light, bright kitchen with ample cabinets and counter space is perfect for a morning coffee at the breakfast table. And from your generously sized en-suite master bedroom, you'll enjoy falling asleep to the moon on the water and sound of the Bay lapping against the seawall. The large, sunny private guest bedroom is so ideal family might never want to leave. It can also be a second TV room, study or craft room. Boaters will love Longboat Harbour with first come slips ($350/year) for up to a 34' boat "in your own backyard". This very popular community also has a private Beach Pavilion right on the Gulf that includes showers/restrooms/picnic tables/beach chair storage, a renovated clubhouse with kitchen and billiard/game room plus fitness center, on-site management, kayak launch/storage, 4 heated pools, tennis, fishing pier, library, wood shop, art studio, and putting green. Great views and great value, it’s time to live where others vacation!

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 600 SUTTON PLACE UNIT 101, LONGBOAT KEY, FL - MLS# A4423973

    Bayshore High - A4423973 - 600 SUTTON PLACE UNIT 101, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $349,000 | Condo | 1 beds | 1.0 baths

    Your search ends here! THIS IS THE ONE- bedroom you and your dogs (two small pets allowed) have been looking for….no elevator needed to access this first floor, bright, fully tiled floor plan. Enter the front door and you will immediately be relaxed looking out to the lush manicured gardens and magnificent intra-coastal view. Open kitchen, plenty of cabinet space, newer appliances, large granite counter top bar perfect for dining and entertaining. Spacious bathroom with double sinks and walk-in closet. The enclosed balcony is the perfect spot for happy hour any time of the day. Open the sliders and take the party outside with ease stepping onto your private walkway out to one of two heated pools and the community docks. Boat slips can be leased for $200 annually based on availability. Kayak storage, community grills, and spacious clubhouse for gatherings. Feel like a beach day….Sutton Place has deeded beach access just across the street. Drive and park in the private lot or simply walk over! Beach pavilion offers indoor showers and restrooms and plenty of storage for your beach chairs. This one has it all...

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 2550 HARBOURSIDE DRIVE UNIT 354, LONGBOAT KEY, FL - MLS# A4422138

    Booker High - A4422138 - 2550 HARBOURSIDE DRIVE UNIT 354, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $1,850,000 | Condo | 3 beds | 3.0 baths

    Rarely available, top floor, corner side, bay front condominium home just became available. This pristine unit is over 3500 square feet, with 3 bedrooms, 3.5 bathrooms and overlooks full bay front views. Hardwood floors throughout, a spacious kitchen and dining room area, stepping right into a large living room/family room combination. Custom finishes and built ins throughout, as well as balconies from every room. This beautiful unit feels like home. Amenities include tennis courts, Olympic size pool, daily on-site manager, and private beach club. You are behind the gates of the Longboat Key Club, next door to Moorings Marina and around the corner from Publix and CVS pharmacy.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 775 LONGBOAT CLUB ROAD UNIT 206, LONGBOAT KEY, FL - MLS# A4423298

    Booker High - A4423298 - 775 LONGBOAT CLUB ROAD UNIT 206, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $899,000 | Condo | 2 beds | 2.0 baths

    Sunsets, sophistication and style abound in this beachfront oasis, which was completely reimagined, redesigned and repurposed for today’s new look and lifestyle. Savor spectacular late-light skies each evening, as the twilight slowly sinks beyond the horizon of the gorgeous Gulf of Mexico. Set behind the gates of the Longboat Key Club, The Beaches on Longboat Key, this 1,524+/- sqft. residence enjoys a quiet beachfront location, allowing the soft sounds of the waves to set the pace of the serene, open, fresh and airy ambiance inside. The floor plan has been totally redone from the studs out to create a sleek urban feel, meticulously converting the former kitchen space into a guest sleeping room with closet. The custom designed kitchen is a gourmet delight, open with center island and countertops of Taj Mahal Quartzite, custom cabinetry, touch-sensitive faucet, Wolf induction stove, light-transmitting speed cook microwave, and a glistening Mother Of Pearl backsplash that complements the shimmering light found throughout the residence. Additional updates include recently updated HVAC, new water heater, full-size washer and dryer, grass cloth accent walls, hurricane sliding doors, and remote-control light transfer and room-darkening window shades. Located on south Longboat Key, The Beaches offers residents 24-hour concierge services, fitness & social rooms, 2 private tennis courts, heated pool & Jacuzzi, private beach access, assigned garage parking, additional basement storage unit, and on-site management.

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 1930 HARBOURSIDE DRIVE UNIT 116, LONGBOAT KEY, FL - MLS# A4424217

    Booker High - A4424217 - 1930 HARBOURSIDE DRIVE UNIT 116, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $449,000 | Condo | 2 beds | 2.0 baths

    Imagine living out your waterfront dreams in this light and bright 2 bedroom, 2 bath, ground floor residence at Fairway Bay! You’ll enjoy your own private path, via your gorgeous patio, to the lush tropical banyans along the Bayfront. This fully furnished home also offers a highly desirable split floor plan allowing for maximum privacy. The interior laundry, storage room, and new hot water tank add to this homes conveniences. All you have to do is bring your bags and start enjoying these breathtaking water views! Fairway Bay is located within the Bay Isles community offering you amenities galore. You have access to a waterfront pool and hot tub, kayak launch, fitness center, tennis, pickle ball and a renovated clubhouse. As a Bay Isles resident, you will enjoy automatic membership to the exclusive Bay Isles Beach club located on the beautiful Gulf of Mexico with cabanas, grills, and restrooms. In addition to all these sought after amenities, you will also appreciate the 24-hour manned guard gate, security, on-site management and so much more! Fairway Bay is ideally located close to Publix, and offers an easy drive to shopping and restaurants at St. Armand’s Circle. The thriving arts scene in downtown Sarasota is also close by making this the perfect vacation get-a-way, second home or permanent residence. Schedule your viewing today so you can experience all the serenity and amenities that this home provides!

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER

  • 5310 GULF OF MEXICO DRIVE UNIT 12, LONGBOAT KEY, FL - MLS# A4424315

    Bayshore High - A4424315 - 5310 GULF OF MEXICO DRIVE UNIT 12, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $360,000 | Condo | 2 beds | 2.0 baths

    One of the best small resort style properties on Longboat Key! Short Term Rental 2 bed /2 bath condo on beautiful Longboat Key. Gross rental income for 2017/2018 averages appx $34k with several days of pwner use. Make money, cover ownership expense & use at your leisure. Excellent opportunity to purchase on Longboat Key. A condo for you to enjoy your own vacations, & earn income during times you aren't there. Beach Castle is a 21 unit beach-to-bay resort. Raised ceilings w/ beautiful tung & groove wood, tasteful furnishings & fixtures & open, spacious floorplan. Natural light pours through in this tropical oasis. Freshly painted interior. Rare nightly rental provides owner w/ opportunity to generate excellent income as vacation rental unit. Centrally located mid-Longboat Key & close to nearby hot spots, community activities & just a short drive to St. Armands Circle, where you will enjoy fine dining & shopping. Offered turnkey furnished. Updates include ceramic tile flooring, updated cabinetry & private screened lanai. Community offers heated pool, hot tub, BBQ grills, internet access by pool, laundry facilities, fishing dock, shared boat docks (f1st come, 1st served basis w/ 26' boat limit), kayak launch, tennis courts at neighboring property, bay access, private beach access w/ lounge chairs & umbrellas, lush landscape & manicured grounds. Don't let this opportunity pass!

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    Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES

  • 540 NEPTUNE AVENUE UNIT 10, LONGBOAT KEY, FL - MLS# A4424311

    Booker High - A4424311 - 540 NEPTUNE AVENUE UNIT 10, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $399,000 | Condo | 2 beds | 2.0 baths

    The laidback luxury of a Longboat Key lifestyle awaits in this perfectly detailed pied-a-terre in a delightfully quiet and intimate complex of just 10 units. Enveloped by custom landscaping and set just a breath away from beach access, this totally updated corner villa has been remodeled from the studs out and lives like a model home brimming with updates. The kitchen is adjacent to the main living area and boasts gorgeous marble countertops and serving bar, custom maple cabinets with soft-close drawers and new stainless-steel appliances. A screened patio opens out to a lovely expanse of outdoor living, where custom composite, multi-level decking and privacy fencing create the ideal getaway for relaxing, grilling or entertaining. Newer features found through the residence include heightened ceilings, fresh paint, impact-resistant hurricane windows, living room sliders, water heater and tile roof. With its highly sought-after south Longboat Key location, this community is just a short stroll from the Gulf of Mexico, tennis, shops, groceries and the library, yet a world away.

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 5055 GULF OF MEXICO DRIVE UNIT 433, LONGBOAT KEY, FL - MLS# A4423147

    Bayshore High - A4423147 - 5055 GULF OF MEXICO DRIVE UNIT 433, LONGBOAT KEY, FL 34228
    4 Days on yellowkey

    $455,000 | Condo | 2 beds | 2.0 baths

    This lovely & well maintained mid-key condo has been owned by the family for over 30 years & is now ready for the next owner to enjoy. Open & spacious floor plan features a wall of custom cabinets & a built-in bunkette. Bright & south facing with partial Gulf views, the beautiful wide beaches of Longboat Key & close proximity to St. Armands shopping and restaurants add to its allure. 8 Har-Tru tennis courts & 2 heated pools & all the amenities you expect from this remarkable resort-style, pet-friendly community! Club Longboat is a premier tennis community offering owners & guests a clubhouse, fitness center, 2 heated pools, eight (8) Har-Tru tennis courts…and an on-site tennis pro!

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    Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY

  • 1115 GULF OF MEXICO DRIVE UNIT 601, LONGBOAT KEY, FL - MLS# A4424030

    Booker High - A4424030 - 1115 GULF OF MEXICO DRIVE UNIT 601, LONGBOAT KEY, FL 34228
    5 Days on yellowkey

    $699,000 | Condo | 2 beds | 2.0 baths

    Stunning direct views of turquoise Gulf waters, white-capped waves and pristine shores abound from nearly every room of this top-floor, two-bedroom residence at Beachplace. Fall in love with the sought-after, forever vistas that stretch from Gulf-to-bay on the extended terrace, only offered in penthouse residences. This wraparound terrace conveniently offers direct access from the open living/dining room and master suite. Bright and light, the open layout easily flows from room to room, ready to rent, renovate or enjoy as is. Also includes two deeded parking spaces. Beachplace residents appreciate wonderful amenities and socially-active community. Located directly on a prime stretch of Gulf shores, offering 24-hour manned guard gate, on-site management, fitness, clubhouse events, heated swimming pool and spa, plus a boardwalk to the beach. Perfectly positioned in a central locale, Beachplace is only minutes from St. Armands Circle, Sarasota Bayfront and downtown. Take a sunny bike ride to enjoy (member’s only) amenities at the renowned Longboat Key Club.

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 5555 GULF OF MEXICO DRIVE UNIT 201, LONGBOAT KEY, FL - MLS# A4424037

    Bayshore High - A4424037 - 5555 GULF OF MEXICO DRIVE UNIT 201, LONGBOAT KEY, FL 34228
    5 Days on yellowkey

    $1,245,000 | Condo | 3 beds | 3.0 baths

    Views of the Gulf are spectacular. 3BR/3BA directly on the water. High ceilings, 30 foot screened porch, building has been renovated top to bottom...no surprises. Pool, spa, tennis. This is what you dream about when tropical settings come to mind. Come see what you have been wanting.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 4370 CHATHAM DRIVE UNIT G105, LONGBOAT KEY, FL - MLS# A4423254

    Bayshore High - A4423254 - 4370 CHATHAM DRIVE UNIT G105, LONGBOAT KEY, FL 34228
    8 Days on yellowkey

    $284,900 | Condo | 2 beds | 2.0 baths

    "Are you looking for a fun yet relaxing lifestyle? Are you looking for a solid investment? In either case, look no further than this 2 bedroom, 2 bath furnished condo on Longboat Key." Located close to clubhouse and the private deeded beach pavilion. This first floor walkout condo is in move in condition. Unit has been freshly painted, new carpeting, new water heater and newer windows. Enjoy water views and watching manatees swimming in lagoon from enclosed glass patio. Longboat Harbour is a gated waterfront community with beautiful paths throughout. This building is one of the only three in the complex that also has sitting areas on the 2nd and 3rd levels with a large table and chairs where you can go to watch the sunset over the Gulf of Mexico! Amenities include: onsite Management, four heated swimming pools, bike/kayak storage, clubhouse, billiard room, fitness center, woodworking shop, social rooms, Har-Tru tennis court by Building 'A', putting green, shuffleboard and a fishing station. Boat slips are available on a first come, first served basis. 34 ft. length/10 ft. depth maximums. Membership with the Longboat Harbour Yacht Club is required in order to have a slip at a cost of $350 a year. Deeded private beach access is located across the Street with a pavilion which has restrooms, showers and lounge chair storage for each owner. One covered parking space is also included and it is conveniently located in front of the condo door. Sorry no pets are allowed.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 1241 GULF OF MEXICO DRIVE UNIT 801, LONGBOAT KEY, FL - MLS# A4423655

    Booker High - A4423655 - 1241 GULF OF MEXICO DRIVE UNIT 801, LONGBOAT KEY, FL 34228
    8 Days on yellowkey

    $3,380,000 | Condo | 3 beds | 3.5 baths

    Southwest corner 3,400 sq. ft. 3 bedroom/3.5 bathroom residence with 10 ft. ceilings throughout is luxurious and serene at every turn. Beyond the private gated entry, through the lush landscaping and up the tiered waterfall drive you enter the unrivaled community of Water Club. Private elevator ascends to your entry foyer, passed the double entry door into the spacious living & dining room w/panoramic Gulf views. Stunning travertine floors, floor to ceiling walls of glass, curved arched ways, custom lite built-ins and hidden wet bar are timeless throughout the main living room. Kitchen is spacious with ample storage and breathtaking Gulf and Bay views to inspire culinary creations. Generous master bedroom with walls of glass overlooking Gulf waters and access to terrace to enjoy a gulf breeze from bed. Master bathroom w/dual sinks, soaking tub & separate shower. Private guest wing w/2 guest bedrooms & share a private guest terrace to enjoy the tropical surrounds. 2 parking spaces. 2 pets welcome. Grand clubhouse featuring: state of the art fitness center, ballroom, caterer kitchen, social room, library, massage rooms, lounge, BBQ, Olympic sized pool & spa w/expansive sundeck overlooking the beach, & Har-Tru tennis courts. Minutes to boutique St. Armands Circle w/shopping, dining & drinks. Just minutes past that you have the vibrant culture of downtown w/opera, theater, museums, dining & drinks. Savor the everlasting views from the breathtaking vantage point of this direct beachfront residence!

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 5311 GULF OF MEXICO DRIVE UNIT 8, LONGBOAT KEY, FL - MLS# A4423780

    Bayshore High - A4423780 - 5311 GULF OF MEXICO DRIVE UNIT 8, LONGBOAT KEY, FL 34228
    8 Days on yellowkey

    $568,000 | Condo | 2 beds | 2.0 baths

    Excellent opportunity to own 2 bed/2 bath Gulf Front/GulfView Longboat Key condo for you to enjoy & earn excellent income during times you aren't there. Rarely available Gulf Front/View condo allows nightly rentals which maximize income. 1 of 9 rare units in the Gulf side of Beach Castle complex. Beautiful elevated Gulf views from master & large lanai. Stunning sunset views on nightly basis. Well appointed & in excellent condition. Offered turn-key furnished. Beach Castle, a beach-to-bay resort, is one of the few complexes on the island that is permitted to rent units on short-term basis. Make money, cover ownership expense & use at your leisure all combined. Centrally located mid-Longboat Key near hot spots, community activities & short drive to St. Armand's Circle & Downtown Sarasota. Offers heated pool, hot tub, BBQ, grills, internet access by pool, laundry facilities, fishing dock, shared boat docks (first-come, first-serve w/ 26' boat limit), kayak launch area, tennis courts (at neighboring property), bay access, private beach access w/ complimentary lounge chairs & umbrellas. Key West style boutique community has years of repeat renters w/ landscaped grounds peppered w/ lush tropical color. Start living your dream today w/ a place to get away from it all, walk on white sandy beaches, relish in Florida sunshine AND own profitable investment property. Annual average of $45k in gross rental production w/ current owner occupying annually every Jan & Feb averaging appx $6k in lost rental production.

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    Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES

  • 4500 GULF OF MEXICO DRIVE UNIT 305, LONGBOAT KEY, FL - MLS# A4423792

    Bayshore High - A4423792 - 4500 GULF OF MEXICO DRIVE UNIT 305, LONGBOAT KEY, FL 34228
    8 Days on yellowkey

    $389,000 | Condo | 2 beds | 2.0 baths

    Enjoy serene views of Sarasota Bay from every room in this well maintained residence. The placid water in the adjacent marina attracts dolphins and manatees as well as egrets, blue herons, night herons and other shore birds. Some updated features include all new stainless appliances, washer/dryer, code compliant windows, tile floors on the lanai, new closet doors, newer carpeting and fresh paint. There is 1 storage closet on the lanai and a 2nd storage closet in the carport, The master bedroom has a generous walk in closet plus a large dressing area. This residence is in pristine condition and move in ready. SELLER has paid the LBK undergrounding assessments in full. The community is amenity rich with tennis, pickleball, shuffle board, kayak racks, 2 marinas, fitness room, 2 pools, deeded beach access plus 2 town beach accesses right across the street. Windward Bay is conveniently located close to Bayfront Park, the LBK Education Center, restaurants, grocery shopping, boutiques and banks. Bus service is available for those who prefer not to drive. Cortez Village where you can buy seafood or casually dine dockside is 5 miles to the north. St. Armand's Circle is approximately 8 miles south. Downtown Sarasota offers theater, opera, symphony, jazz clubs, art galleries and an abundance of restaurants. Life does not get much better than this!

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 3 WINSLOW PLACE, LONGBOAT KEY, FL - MLS# A4423806

    Booker High - A4423806 - 3 WINSLOW PLACE, LONGBOAT KEY, FL 34228
    8 Days on yellowkey

    $1,190,000 | Single Family Home | 3 beds | 2.5 baths

    This beautiful home with a pool and views of the water! It is being rented as a Seasonal Vacation Home. Private and located on the Crane's Bayou in the very sought after area of Buttonwood Harbor Community on Longboat Key. Open Floor Plan and the windows offer natural light and brightens up the living space - with gorgeous views of the Canal. The master suite is a true suite with room for a king size bed and enjoy the luxury of a private bath. Large closets in all 3 bedrooms and the 2 guest bedrooms accommodate queen size bed sets. Come live where you vacation! Located conveniently near all amenities, shopping and Gulf Beaches! Enjoy shopping and different styles of cuisine in the gorgeous area of St. Armands Circle and Downtown Sarasota.

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER

  • 3440 BAYOU COURT, LONGBOAT KEY, FL - MLS# A4423537

    Booker High - A4423537 - 3440 BAYOU COURT, LONGBOAT KEY, FL 34228
    9 Days on yellowkey

    $1,495,000 | Single Family Home | 3 beds | 3.5 baths

    A serene, treed setting creates a private, shaded ambiance for this beautifully customized, 3,100+ sq.ft. home set on one of the largest lots in Longboat Key’s treasured Bayou section. Set back from the cul-de-sac and enveloped by lush mature landscaping, a meandering paver walkway slowly rises with brick steps and leads to the double-door front entryway and the gleaming white pickled oak hardwood floors that flow throughout the main living areas. A spacious, seamless, carefully planned layout eases the transition from foyer to living room, dining room kitchen and family room, as volume ceilings, a fireplace and recessed French doors set a perfect stage for entertaining with all main living areas opening to decks, the newly resurfaced open pool and tropical vegetation beyond. A custom bevel cut glass window creates a stunning focal point on the stairway to a large, secluded master suite with separate sitting area and marble master bath with Jacuzzi, separate shower and walk-in closets. The kitchen is ideal for family gatherings and gourmet creations, with a center-island sitting area, gas cooktop and clean white cabinetry. Additional features include a new roof in 2018, Andersen windows, plantation shutters, and 2-zone air-conditioning to ensure year-round comfort. The “Bayou Section” is located on the south end of Longboat Key with easy access to St. Armands and downtown Sarasota for shopping and fine dining.

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 2055 GULF OF MEXICO DRIVE UNIT G2-301, LONGBOAT KEY, FL - MLS# A4422655

    Booker High - A4422655 - 2055 GULF OF MEXICO DRIVE UNIT G2-301, LONGBOAT KEY, FL 34228
    10 Days on yellowkey

    $315,900 | Condo | 2 beds | 1.0 baths

    Turnkey furnished condo! Partial Gulf views from family room enjoy the sunsets of Longboat Key. Lowest price in the entire complex and priced below the sold prices for a quick close. Seaplace is a highly desirable complex situated directly on the Gulf of Mexico! The building is on the Gulfside with so many trees you feel as if you are in treehouse. Also included with the condo is a reserved uncovered parking space just a few yards to the beach! The unit is a 2 bedroom and 1 bathroom with a completely Open floorplan! Come see this turnkey(very few exclusions), condo that is currently tenant occupied until April. Amenities of this gated community include security, a large clubhouse, state-of-the art fitness center, 2 swimming pools and a kiddie pool with 2 heated spas, 3 Har-Tru tennis courts and a one-mile walking trail. The condo is So sunny.... You will feel at peace when you enter and will not want to leave. Close to the South end of Longboat Key and close to a completely renovated Publix for all your needs. St Armand's in nearby for shopping and dining....Call for a private appointment today.

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    Listing is courtesy of: COLDWELL BANKER RESIDENTIAL R.

  • 5231 GULF OF MEXICO DRIVE UNIT 105, LONGBOAT KEY, FL - MLS# A4422980

    Bayshore High - A4422980 - 5231 GULF OF MEXICO DRIVE UNIT 105, LONGBOAT KEY, FL 34228
    10 Days on yellowkey

    $375,900 | Condo | 1 beds | 1.0 baths

    Spectacular Beach Views and Sunsets from this Walk Out, 1 Bedroom, 1 Bath, Condominium, Rarely Available at Covert II Condominium Complex. This small community consists of only 28 units located on prime beachfront property centrally located at mid Longboat Key where fine restaurants and shopping is in closed proximity to the complex. This property is awaiting your decorative eye for updates to the unit matching the fabulous beach views and vibes. Covert II is one of the last condominiums that offers short term rentals. Come take advantage of Beautiful Beach Views, Shell Hunting and Serene Sunsets at your Island Getaway!

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    Listing is courtesy of: WAGNER REALTY

  • 2161 HARBOURSIDE DRIVE UNIT 1302, LONGBOAT KEY, FL - MLS# A4423028

    Booker High - A4423028 - 2161 HARBOURSIDE DRIVE UNIT 1302, LONGBOAT KEY, FL 34228
    11 Days on yellowkey

    $439,000 | Condo | 3 beds | 2.5 baths

    Wonderful exterior appeal as you enter this spacious 3BR/2BA in desirable Harbour Oaks! Sprawling outdoor terraces both screened and open offer perfect outdoor entertainment areas. Enjoy ceramic tile flooring thru-out the main living space and updated kitchen complete with granite countertops, custom wood cabinets, stainless steel appliances, and oversized island. The inviting master suite boasts access to the terrace, walk-in closet, updated bath with granite countertops, and garden tub. Bedroom two and three share a jack and jill style bathroom and both offer walk-in closets for additional storage. Harbour Oaks is positioned behind the guarded Harbourside gates of Bay Isles and offers a community pool and spa, treed and landscaped sidewalks and roadways, quick access to the Longboat Key Moorings and Publix and beach access thru the Bay Isles Beach Club.

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 641 RANGER LANE, LONGBOAT KEY, FL - MLS# A4423292

    Booker High - A4423292 - 641 RANGER LANE, LONGBOAT KEY, FL 34228
    11 Days on yellowkey

    $5,850,000 | Single Family Home | 4 beds | 4.5 baths

    Enjoy a truly remarkable luxury waterfront lifestyle in this majestic two story bayfront residence custom built in 2007. The home is set on an oversized lot with wide panoramic views of Sarasota Bay and city lights from every room. Watch dolphins play in the backyard of this exceptional home on Longboat Key’s prized southern end. Imported Colombian clay tiles shelter the roof with interior flooring of fine Travertine marble, hickory wood and carpeting in the bedrooms. Grand ten-foot custom Mahogany double doors lead to large interior spaces living room, dining room, downstairs bedroom, bonus room, gourmet kitchen and family room, all with glorious views! An elevator takes you to three en-suite bedrooms with a large Master Suite with separate den, two walk-in closets and upstairs laundry room with new washer/dryer. Gas fireplaces are in master bedroom and family room, with Bose theatre sound system throughout. Hurricane Win Door sliding stacking doors, Pella windows and 15 KW Guardian gas generator are other features. The gourmet kitchen, with a commanding bay view, has Brazilian cherry cabinets, top of the line appliances with Uline ice maker, wine reserve and 5 burner gas cooktop. Outdoor living has four terraces, a gas heated Infinity edge salt system pool and spa, large outdoor kitchen and dining. This is one of the few homes on Longboat Key where construction exceeds criteria of the current building code. Enjoy deeded beach access to the pristine white sands of Longboat Key at the end of your street.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 3070 GRAND BAY BOULEVARD UNIT 646, LONGBOAT KEY, FL - MLS# A4423172

    Booker High - A4423172 - 3070 GRAND BAY BOULEVARD UNIT 646, LONGBOAT KEY, FL 34228
    11 Days on yellowkey

    $795,000 | Condo | 2 beds | 2.0 baths

    Furnished penthouse immediately ready for you, this fourth-floor getaway at Grand Bay abounds in spectacular, direct bay, city and Harbourside golf course views from every room. Take the residents-only elevator from the two (included) secure parking spaces, directly up to the residence’s private foyer entry. A relaxing and sunny ambiance welcomes you, with walls of floor-to-ceiling glass sliders in multiple rooms that open to the terrace, wrapping from one end of the residence to the other. The open layout has an easy flow, offering light and bright living/dining room a few steps from the kitchen, equipped with double built-in ovens, tray ceiling and newer stainless-steel Sub-Zero refrigerator. The privacy of the split-bedroom plan allows you to enjoy the quiet seclusion of the master suite on the north side, while overnight visitors relax in the guest suite on the south side. Privileged Grand Bay residents adore this sought-after community, located behind the secure gates of Bay Isles. Offering its own 24-hour manned guard gate, additional first-rate amenities include on-site management, many clubhouse activities, library, social and game rooms, fitness center, four Har-Tru tennis courts, heated swimming pools and spa overlooking Sarasota Bay. This special neighborhood is just a short drive from St. Armands Circle, downtown and Sarasota Bayfront. Deeded access to the private Bay Isles Beach Club only a sunny bike ride away is the perfect finishing touch.

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 455 LONGBOAT CLUB ROAD UNIT 907, LONGBOAT KEY, FL - MLS# A4423131

    Booker High - A4423131 - 455 LONGBOAT CLUB ROAD UNIT 907, LONGBOAT KEY, FL 34228
    12 Days on yellowkey

    $1,099,000 | Condo | 2 beds | 3.0 baths

    Stunning GULF FRONT, spacious 9th floor residence. Luxury, concierge living behind the gates of the Longboat Key Club. Condo features an open floor plan, vibrant and airy throughout, with multiple floor-to-ceiling windows and sliders leading to two large terraces for superior views of the Gulf of Mexico, Sarasota Bay and golf course. Condo has an extremely comfortable, split floor plan, an office/den/study that may serve well as an additional guest area, built-in dry bar, his/hers walk-in closets, coffered ceilings, breakfast area and an ensuite guest bedroom with terrace access. Recently updated with brand new bedroom carpeting, all new Kohler faucets, and brand new KitchenAid stainless steel appliance package. Enjoy award-winning amenities year round at The Pierre inclusive of fitness center, Gulfside heated pool and spa, BBQ, gazebo, two Har-Tru tennis courts, 24-hour concierge, security, conference room, club room with bar & kitchen, helpful on-site management, and two hospitality suites. Pierre owners are also eligible for membership at nearby Longboat Key Club. This is an exceptional property, bright and light, spacious and quiet, high above but still close enough to unwind to the sounds of soothing Gulf surf. Situated at the South end of Longboat, sunset side of building, close to St. Armand's shopping, fine restaurants, and downtown Sarasota. A truly excellent island opportunity in a magnificent Gulf front setting. Schedule an appointment to tour today.

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    Listing is courtesy of: BETTER HOMES & GARDENS ATCHLEY

  • 512 HORNBLOWER LANE, LONGBOAT KEY, FL - MLS# A4422821

    Booker High - A4422821 - 512 HORNBLOWER LANE, LONGBOAT KEY, FL 34228
    12 Days on yellowkey

    $899,000 | Single Family Home | 3 beds | 3.0 baths

    Renovated inside and out, this three-bedroom, waterfront home in Country Club Shores is move-in ready! Ideal for the boating enthusiast, offering a deep-water dock with bench seating and electric, a lift and unobstructed access to Sarasota’s beautiful Bay. A circular driveway, brick pavers and manicured landscaping (with a newer irrigation well) lead you to a unique glass, double-door foyer entry. Newer oversized ceramic tile flooring, walls of floor-to-ceiling glass and 23’ ceilings create a light and bright atmosphere throughout. Redone from top to bottom, this lovely residence features an upgraded floor plan (an additional 400 SF), crown molding, newer lighting, tray ceilings and newer bathrooms. A generous layout, with living room, formal dining and three bedroom suites, has space for everyone to enjoy. The impressive eat-in kitchen, with its granite countertops, tile backsplash, stainless steel Bosch appliances, solid-wood cabinetry and charming breakfast nook, was just updated in 2013. A few steps away is the spacious family room with a wet bar and panoramic water views. Relax the day away in the private master suite, just off the family room, with glass walls, an upgraded bathroom and walk-in closet. One guest suite includes a pool-access bathroom, while the other offers convenient built-ins for a home office. Entertaining is a breeze on the 1,200 SF screen-protected lanai, with covered dining and lounge areas, bar, heated swimming pool and spa. Beach access is just a sunny bike ride away.

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    Listing is courtesy of: COLDWELL BANKER RES R E

  • 6701 GULF OF MEXICO DRIVE UNIT 335, LONGBOAT KEY, FL - MLS# A4422843

    Bayshore High - A4422843 - 6701 GULF OF MEXICO DRIVE UNIT 335, LONGBOAT KEY, FL 34228
    12 Days on yellowkey

    $393,000 | Condo | 1 beds | 1.0 baths

    Dreaming of life on a quiet beach with dazzling views of the Gulf of Mexico and year-around sunsets? This charming retreat is perfect for anyone wanting to truly enjoy the island lifestyle in a tranquil beach setting. The community “playground” is right at your door step and assures many hours of outdoor fun in the sun. Stroll miles of powder sand beaches, go for a swim, kayak or paddle, play a round of tennis with new friends, or just lay back in your lounges looking for manatees or dolphins at play. Finish your day relaxing on your 20’ balcony while enjoying spectacular sunsets and sipping your favorite cocktail. Nicely updated, impeccably maintained and furnished in neutral colors, this inviting 1 bedroom, 1 bath offers nearly 1000 sq. ft. of air-conditioned living space. Located in a popular Gulf to Bay community, with beachside pool & tennis, Tiki cabanas, a BBQ/picnic area and boat docks & a fishing pier across the way. A liberal monthly rental policy and recent extensive upgrades such as roofs, exterior paint, pool, grounds & docks, make this a good investment should you decide to share this "slice of heaven”. Life is short... make your dreams of island living a reality today!

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    Listing is courtesy of: ROSEBAY INTERNATIONAL INC

  • 1945 GULF OF MEXICO DRIVE UNIT M2-116, LONGBOAT KEY, FL - MLS# A4423104

    Booker High - A4423104 - 1945 GULF OF MEXICO DRIVE UNIT M2-116, LONGBOAT KEY, FL 34228
    12 Days on yellowkey

    $675,000 | Condo | 3 beds | 2.0 baths

    Looking for a vacation get-away, second home, investment property, or your permanent residence? This rarely available updated 3 bedroom, 2 bath, corner unit offer furnished and move in ready. Enjoy partial gulf views from the newly tiled terrace. As you exit your condo, you are just a few steps from the Gulf or Swimming Pool. You will find plenty of storage space in the unit & one exterior storage. After a long day at the beach, you may enjoy gulf breezes from the screened –in lanai. 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. One uncovered parking space #510

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER

  • 2367 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL - MLS# A4423175

    Booker High - A4423175 - 2367 HARBOUR OAKS DRIVE, LONGBOAT KEY, FL 34228
    12 Days on yellowkey

    $649,000 | Villa | 3 beds | 2.5 baths

    LIVES LIKE A SINGLE FAMILY HOME! This 3 bedroom, 2 ½ bath villa with over 2,200 sq. ft. and an attached 2-car-garage offers all of the privacy and convenience of a single family home, but all the convenience of a maintenance free community. With gorgeous golf course and sunset views across the Harbourside Course of the Longboat Key Club and deeded beach access to a private beach club, this home has a resort feel with a single family residence sensibility. Behind the guarded gates of the desirable Bay Isles community, the home boasts vaulted ceilings, a fireplace, multiple skylights, a private atrium, and an attached 2 car garage with attic space. Sold turnkey furnished, this home is part of the smaller 42 unit community of Harbour Circle, with a community pool and spa. There are memberships available to the Resort at Longboat Key Club that would give one access to all the amenities of the Club, including 6 restaurants, 42 holes of golf, the Tennis Gardens with it’s 23 Har-Tru courts, the Longboat Moorings Marina, and all of the resort and beach amenities at the Islandside Resort. Close to St. Armands Circle, and walking distance to the supermarket, the pharmacy, the post office, the Longboat Tennis Center, and various banks and places of worship, this is an ideal location on Longboat Key. Don’t miss this opportunity to be part of the resort lifestyle that Longboat Key and Bay Isles have to offer!

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 6700 GULF OF MEXICO DRIVE UNIT 107, LONGBOAT KEY, FL - MLS# A4422994

    Bayshore High - A4422994 - 6700 GULF OF MEXICO DRIVE UNIT 107, LONGBOAT KEY, FL 34228
    12 Days on yellowkey

    $339,000 | Condo | 2 beds | 2.0 baths

    Rarely available in a charming Gulf to Bay setting, this light and bright villa lives just like a single-family home with no one above you, no stairs to climb and parking right out front. The spacious interior overlooks lush tropical landscaping and offers direct pool access from the cheery master bedroom suite and the inviting living area. The updated kitchen with breakfast bar also offers a pass-thru to the fully enclosed patio for carefree entertaining. Completely furnished and enhanced with neutral 18" tile in all living areas plus a brand new 2018 HVAC, this home is perfect for anyone wanting to enjoy the island lifestyle. When you’re ready to explore, take a short walk to the private beachside “playground” for a round of tennis, a refreshing swim, or a nice seaside stroll along miles of powder sand beaches. At the end of a fun filled day, simply relax in your beach lounges while enjoying spectacular sunsets, take your kayaks or paddleboards out, or sit back at the boathouse for a peaceful wildlife show of dolphins, manatees, jumping mullets, herons & other flying beauties. Recent community upgrades include new stairs & railings, exterior paint, paver walkways, lighting, landscaping, new boat docks etc. and it offers a liberal rental policy. Large pets are welcome here and boats up to 33’ can be accommodated. Start living your dream on Longboat Key today!

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    Listing is courtesy of: ROSEBAY INTERNATIONAL INC