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

  • 2013 HARBOUR LINKS DR #2013, LONGBOAT KEY, FL - MLS# A4692261

    Booker High - A4692261 - 2013 HARBOUR LINKS DR #2013, LONGBOAT KEY, FL 34228
    Just Added on 05/02/2026 9:40AM

    $6,950 | Condo | 2 beds | 2.5 baths | 1 gar

    Luxury Furnished Longboat Key Retreat with Private Beach Club Access & Golf Course Views. Remodeled 2BR Residence with Elevator, Designer Finishes & Resort-Style Living. Step into elevated coastal living at 2013 Harbour Links Drive, a recently remodeled and beautifully curated 2-bedroom, 2-bathroom residence offering 2,369 square feet of beautifully designed living space on Longboat Key. Offered fully furnished and ready for immediate enjoyment, this home is perfectly positioned on a quiet cul-de-sac with extra guest parking, combining privacy, luxury, and convenience—ideal for both long-term living or a seasonal retreat. Inside, you’ll find soaring high ceilings and a bright, open layout highlighted by a stunning floating staircase and the added convenience of a private elevator, providing effortless access to every level of the home. All-new furnishings and thoughtfully selected artwork create a refined yet relaxed island feel throughout. Designed for both comfort and entertaining, the home features four TVs—including one on the screened patio—WiFi included, and a fully equipped kitchen complete with a wine refrigerator, Nespresso and Keurig machines, and everything needed from cookware to linens for a seamless, turnkey experience. The spacious primary suite offers a true spa-like retreat with a large custom bathroom, double vanities, and a separate walk-in shower. An attached garage adds everyday convenience, while the thoughtful layout ensures both comfort and functionality. Outdoor living is where this home truly stands out. Enjoy a large screened deck with sweeping views of Hole 4 and a tranquil water backdrop, creating the perfect setting for morning coffee, outdoor dining, or relaxing evenings. A dedicated BBQ deck just off the kitchen makes entertaining effortless, while just steps away you’ll find a heated pool and large hot tub, offering a true resort-style extension of your living space. One of the most sought-after features of this home is exclusive access to the private Bay Isles Beach Club. This gated, resident-only beachfront retreat offers a rare level of privacy and comfort on Longboat Key. Enjoy pristine Gulf-front beaches, convenient parking, shaded picnic areas, pavilions, and a relaxed, uncrowded atmosphere that feels worlds away from public beach access. Whether you're enjoying a full day at the beach or catching sunset over the Gulf, this private club experience truly sets the property apart. Located behind the 24/7 manned gates of Bay Isles, this home also places you close to everything you need—Publix, dining, EMS services, and miles of scenic walking and biking paths near the golf course and harbor. Just minutes away, you’ll find the vibrant energy of St. Armands Circle, the luxury of the St. Regis, and the laid-back charm of Anna Maria Island. Available as a 12-month rental or seasonal lease with a minimum 3-month stay, this is a rare opportunity to enjoy turnkey island living with true resort-style amenities in one of Longboat Key’s most desirable communities.

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    Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT

  • 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL - MLS# TB8503989

    Bayshore High - TB8503989 - 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL 34228
    1 Day on yellowkey

    $949,900 | Condo | 2 beds | 2.0 baths | 1 car

    Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year round, or rent it weekly when you cannot be there- you choose! Discover this fully renovated 2BR/2BA condo with panoramic views of the gorgeous Sarasota Bay. Bright and spacious, the open floor plan features soaring 9 ft ceilings, custom finishes, a gourmet kitchen with top-of-the-line appliances and a sleek wet bar. The primary suite offers stunning water views, dual closets, and a spa-inspired bath. The second bedroom is spacious and set apart from the primary. Step into the enclosed lanai for breathtaking 180° water views and added living space— perfect for relaxing or entertaining. This unit comes with a deeded 40' boat slip #3 which features upgraded power and plumbing, new wraps, caps, marine grade bumpers and a deck box- a rare bonus that can accommodate a 55' vessel! Harbour Villa Club is nestled in a quiet corner and you can walk or bike to the beach, area restaurants, and beloved Harry's Corner Store. This is a pet friendly community with covered parking, storage, elevators, kayak and bike storage, private dock, heated pool, tennis/pickleball courts, grills and beautiful landscaping. Weekly rentals allowed. Call today!

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    Listing is courtesy of: CENTURY 21 BILL NYE REALTY

  • 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL - MLS# A4691701

    Booker High - A4691701 - 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

    $368,500 | Condo | 1 beds | 1.0 baths

    Own your slice of paradise on Longboat Key with this charming 1-bedroom, 1-bath condo located at 2850 Gulf of Mexico Dr Unit 5. Just directly across from public beach access, this 657 sq ft ground-floor unit is perfectly positioned for both personal enjoyment and strong rental income potential. Whether you're seeking a low-maintenance vacation escape or an income-generating property, this location checks all the boxes. Walk across the street to watch sunset on the sand, then stroll to Publix, Bayfront Park's tennis & pickleball courts, the library, or one of the island’s cozy dining spots. Everything your guests—or you—could want is right at your doorstep. The unit features a bright, open living space with tile flooring, a spacious bedroom, walk-in closet and parking. The well-maintained community offers low HOA fees and a relaxing island vibe that keeps guests coming back. Don’t miss out on this rare opportunity to own on Longboat Key—whether you're investing in your future or your lifestyle.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL - MLS# A4691842

    Booker High - A4691842 - 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228
    3 Days on yellowkey

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

    Wonderful opportunity in the desirable Beachplace community on Longboat Key to purchase a renovated condominium with tranquil water views and coastal charm. Since it was purchased in 2019, this unit has enjoyed new hurricane-impact windows and doors, new window treatments, new laminate flooring, new white cabinetry with slab granite countertops throughout, new interior paint, new baseboards and new interior doors. The remodeled kitchen, which has been opened up to expand the view, features coastal white cabinetry with champagne pulls, stainless appliances, canned lights and tile floors. The unit comes complete with inviting furniture, a built-in owner's cabinet in the storage room, washer and dryer, making it move-in-ready or ideal for rental. With a one-month minimum rental allowed 12 times per year, Beachplace is one of the sought-after investment opportunities on Longboat Key. Residents enjoy access to an array of resort-style amenities, including a Junior Olympic-size pool, spa, fitness center, clubhouse, EV charging stations, kayak storage, tennis and pickleball courts, and 24-hour security. Just moments from Longboat Key Club, and the shops and dining of St. Armands Circle, this condominium offers a blend of convenience, lifestyle and coastal luxury. Don't miss this opportunity to own this light-filled condominium, which overlooks the serene pond with fountain that glows beautifully at night, along with partial views of the pool area and Gulf of Mexico.

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    Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 2425 GULF OF MEXICO DR #2E, LONGBOAT KEY, FL - MLS# A4691707

    Riverview High - A4691707 - 2425 GULF OF MEXICO DR #2E, LONGBOAT KEY, FL 34228
    4 Days on yellowkey

    $1,400,000 | Condo | 2 beds | 2.0 baths

    Amazing and Unobstructed 2nd Floor Gulf, Beach, and Pool Views! This is your perfect Direct beachfront condo, with floor to ceiling updated windows throughout! Nearly 1,500 sq. ft,. Tile floors in the main living areas, split bedroom floor plan, and amazing views from every room! Just move right in and enjoy, or bring your own creative ideas. The Sea Gate Club building has been completely remodeled! New roof, new windows, new railings, gorgeous new pool, new storage lockers, updated elevators, new parking lot paving. NO PENDING SPECIAL ASSESSMENTS! Every owner has paid over $130K in the last 5 years to update the building and facilities. Priced for a quick sale, hurry to come see this gorgeous condo in paradise today!

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 592 JUAN ANASCO DR, LONGBOAT KEY, FL - MLS# A4691388

    Bayshore High - A4691388 - 592 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
    4 Days on yellowkey

    $4,000,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar

    Pre-Construction. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this 5-bedroom, 5.5-bath residence is thoughtfully designed to capture the essence of refined coastal living. Expansive windows, soaring ceilings, and a light-filled interior create an inviting atmosphere, while the home’s modern coastal aesthetic is complemented by carefully curated finishes and timeless design elements that elevate every space. The spacious and well-appointed floor plan offers a seamless balance of functionality and privacy, making it ideal for both everyday living and elevated entertaining. Generous living areas provide a welcoming environment for gathering, while the primary suite serves as a true retreat—offering a peaceful escape with a spa-like feel. Each additional bedroom is designed with comfort in mind, providing flexibility for guests, family, or extended stays. Step outside to your private waterfront oasis, where a resort-style setting invites relaxation and effortless entertaining. Whether hosting friends, enjoying quiet evenings by the water, or taking advantage of Florida’s year-round sunshine, this outdoor space is designed to be experienced. With direct canal access, boating enthusiasts will appreciate the ability to enjoy the Intracoastal lifestyle right from their backyard. Built to meet current FEMA guidelines and elevation requirements, this home offers enhanced protection, improved insurance efficiency, and long-term peace of mind—an essential advantage for waterfront properties. The elevated construction is thoughtfully designed to perform in coastal conditions while maintaining both functionality and architectural appeal. Living on Longboat Key means embracing a lifestyle that is both refined and relaxed. Known for its pristine Gulf beaches, world-class golf, and exclusive residential feel, the island offers a quieter, more private alternative to neighboring destinations. Residents enjoy convenient access to the renowned shops and restaurants of St. Armands Circle, the cultural attractions of downtown Sarasota, and nearby marinas, beach clubs, and nature preserves. From morning walks along the shoreline to sunset cruises and evenings of coastal dining, every day feels like a getaway. This is more than a home—it’s a lifestyle defined by waterfront elegance, modern construction standards, and one of Florida’s most sought-after coastal communities. Pricing, availability, and final details subject to adjustment prior to completion.

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    Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST

  • 3330 GULF OF MEXICO DR #104D, LONGBOAT KEY, FL - MLS# A4690993

    Booker High - A4690993 - 3330 GULF OF MEXICO DR #104D, LONGBOAT KEY, FL 34228
    5 Days on yellowkey

    $6,500 | Condo | 2 beds | 2.0 baths

    Tucked along the quiet edge of the key, where the water gently meets the shoreline and wildlife drifts by with the tide, this easily accessible residence offers something increasingly hard to find: effortless coastal living with the comfort and privacy of a home. Here, your day begins without elevators or long corridors. You simply pull up, step inside, and settle into a space designed for ease. Groceries are carried in with ease, morning coffee is enjoyed on your lanai, and just beyond, a nearly private lawn stretches out like your own backyard retreat. Only sixty feet away, the tranquil waters of Cranes Bayou create a breathtaking backdrop along with the Sarasota Bay. From your windows and lanai, the view feels intimate and serene as dolphins surface in the distance, manatees glide through calm waters, and coastal birds fill the sky. Just outside, an eagle’s nest tucked within a Spanish pine offers a daily reminder that nature is not something you visit here; it’s something you live beside. The lifestyle extends beyond the view. A deeded private walkway leads you directly to the soft sands of the beach, inviting spontaneous sunset strolls, morning shell hunts, and afternoons spent with your toes in the sand. For boaters, a private slip just steps from your front door makes life on the water feel effortless, ready for quiet cruises or sunset rides along the coast. Recently refreshed with a 2025 community pool upgrade and lush landscaping, the setting feels nature-filled with peacefulness. Inside, the residence reflects a thoughtful balance of high-end furnishings, warm textures, and a blend of contemporary design and classic Old-Florida charm, creating a space that feels both elevated and inviting. Carefully curated lighting, including modern fixtures and Frank Lloyd Wright–inspired sconces, lets you shape the atmosphere, whether you're hosting friends, unwinding with a book, or enjoying a quiet evening at home. This is more than a seasonal escape; it’s a place where mornings feel slower, evenings feel softer, and everyday moments carry the calm of island living. For those looking for a coastal rental that blends privacy, tranquility, and a seamless connection to the water, this inviting retreat delivers an island lifestyle you’ll appreciate the moment you step inside. ANNUAL RATE $4,000 / month. SEASONAL RATE $6,500 / month.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL - MLS# A4691499

    Booker High - A4691499 - 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228
    5 Days on yellowkey

    $425,000 | Dock-Rackominium

    A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer must join the Longboat Key Club on or before the closing date. Longest vessel this slip will accommodate is 80 feet LOA, with the beam depends on the make of the vessel. All vessels must be approved by the BOD prior to entering the Marina. A current photo and specs of the vessel must be submitted for review.

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    Listing is courtesy of: LBRE LLC

  • 2600 HARBOURSIDE DR #B-06, LONGBOAT KEY, FL - MLS# A4691498

    Booker High - A4691498 - 2600 HARBOURSIDE DR #B-06, LONGBOAT KEY, FL 34228
    5 Days on yellowkey

    $425,000 | Dock-Rackominium

    A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer must join the Longboat Key Club on or before the closing date. Longest vessel this slip will accommodate is 80 feet LOA, with the beam depends on the make of the vessel. All vessels must be approved by the BOD prior to entering the Marina. A current photo and specs of the vessel must be submitted for review.

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    Listing is courtesy of: LBRE LLC

  • 925 SPANISH DR N, LONGBOAT KEY, FL - MLS# A4691251

    Bayshore High - A4691251 - 925 SPANISH DR N, LONGBOAT KEY, FL 34228
    8 Days on yellowkey

    $750,000 | Villa | 2 beds | 2.0 baths | 1 car

    Wow! Panoramic water views from almost every window, plus rare direct access to Bay waters just near the back paver patio. This completely renovated two-bedroom, two-bath, 1,449-square-foot home is a must see! Fully remodeled in 2025/2026 in full compliance with FEMA requirements. It is all about details as this gorgeous Spanish Main turnkey furnished villa is ready to welcome you home! The centerpiece of the kitchen is the large, strategically custom-designed quartz island that doubles as a dining table, in a soft color palette that can seat 10. The kitchen features beautiful all wood 42-inch cabinetry, stainless steel appliances, large undermount sink with a push-button garbage disposal, lovely backsplash and lots of storage with an abundance of additional counter space, ideally designed for entertaining. The villa flows seamlessly with an expansive open floor plan, plank tile flooring in every room plus crown molding that frames each room. The large primary bath has an oversized, classically designed walk-in shower created for handicap access with double sinks. The tastefully appointed guest bath has an all-glass enclosed walk-in shower. From guest bath, enter the 9-by-6-foot in villa laundry room with new Electrolux washer and dryer. All hurricane-grade windows and doors to secure the home from the Florida storms. Custom window shades provide sun mitigation and ultimate privacy. The fully enclosed glass Florida room is a treasure in and of itself with extensive views of Sarasota Bay, with a lush backdrop providing total privacy. There is also a built-in office space, large walk-in closet, additional flex space for dining and/or lounging plus a dry bar and wine center, which makes this a useful space. Go outside onto the brick paver patio and lounge, grill and relax with the sound and views of Bay waters and abundant bird and wildlife. Grab your kayak or paddleboard and launch right from the backyard with direct water access to the open Bay waters. This villa is packed with so many upgraded features with new tile roof in 2019, air conditioner in 2020 and tankless hot water in 2018. The villa is part of the Spanish Main Yacht Club community, which has some of the best waters to explore in Sarasota for fishing, sandbar enjoyment, kayaking and swimming right in your backyard. You have direct access to the Intracoastal Waterway and a quick boat ride to the Gulf of Mexico, with restaurants you can get to by boat. The Spanish Main maintenance-free community has a wonderful neighborhood feel with a heated pool overlooking the 40-slip marina, deeded beach access, with social events galore making every day feel like a vacation as you lounge in the sun and enjoy the sea breeze. Slips are available for affordable leasing. Beach access is ideal for those numerous beach days and magnificent sunsets. This pet-friendly very active 55-plus community are added benefits for your enjoyment. Only a short drive to the fantastic shops and restaurants including Anna Maria Island plus cultural events Sarasota and St. Armands Circle have to offer. Private second-deeded parking place with this villa.

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    Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 900 SPANISH DR N, LONGBOAT KEY, FL - MLS# A4690879

    Bayshore High - A4690879 - 900 SPANISH DR N, LONGBOAT KEY, FL 34228
    10 Days on yellowkey

    $750,000 | Villa | 2 beds | 2.0 baths | 1 car

    This must-see hidden gem on the north end of Longboat Key offers a quintessential Florida lifestyle. Waterview’s galore as you walk into your newly completed, renovated Florida paradise home, on a deepwater marina and canal, which epitomizes beauty and style. Boat lovers will want the location of this totally turnkey furnished 1,423-square-foot standalone two-bedroom, two-bath home, with your upgraded composite boat dock just 15 feet behind your villa. Completely remodeled, this home provides contemporary classic design features that create an open airy gorgeous living space. All new stainless appliances in 2026, air-conditioner 2025, roof 2019 and more. The open kitchen design with a large island, new quartz countertops, plenty of beautiful new cabinets with roll-out drawers and a contrasting white and gray classic color scheme. Great counter space makes the kitchen ideal for entertaining and enjoying the coastal casual lifestyle. Beautiful porcelain tile flows throughout the home, providing continuity from room to room. An oversized skylight in the great room with retractable shade provides lots of extra natural brightness. The large primary bedroom is complete with a fully refashioned en-suite bath with gorgeous granite countertops and custom-tiled shower. A spacious walk-in closet provides plenty of room for your coastal style wardrobe. The second bath mimics the maintained class and elegance of this home with granite counters and tiled shower. The lanai has been transformed into extra living space with a cozy study and separate office nook. The study is an ideal spot to curl up with a book or just sit privately and watch the beautiful white pelicans float by with dolphins and manatees alongside. This flexplace can also house extra sleepover guests. The double lanai facing the water allows a panoramic view and full access to your large, elevated brick paver patio and dock from floor-to-ceiling, impact-grade patio doors. Go outside to a private oasis that overlooks the wide-open canal, marina and bay views. Sit, dine, entertain or sunbathe while you enjoy the abundant wildlife from the comfort of your patio paradise, or hop in your boat secured to your 5-by-25-foot dock and head out to one of the many Longboat Key restaurants. Some of the best waters to explore in Sarasota for fishing, sandbar enjoyment, kayaking and swimming right in your backyard. You have direct access to the Intracoastal Waterway and a quick boat ride to the Gulf of Mexico. Impact windows and new hurricane-rated doors throughout. The Spanish Main maintenance-free community has a wonderful neighborhood feel with heated pool, deeded beach access, a 40-foot slip marina with social events galore, making every day feel like a vacation as you lounge in the sun poolside and enjoy the sea The deeded beach access is ideal for those numerous beach days and magnificent sunsets. Pet-friendly, maintenance-free, and an active 55-plus community are added benefits for your enjoyment. Only a short drive to fantastic shops and restaurants, including Anna Maria Island, plus cultural events Sarasota and St. Armands Circle have to offer. This villa has been fully renovated in compliance with FEMA standards due to hurricane flooding in 2024.

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    Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL - MLS# A4690646

    Bayshore High - A4690646 - 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228
    12 Days on yellowkey

    $1,095,000 | Condo | 2 beds | 2.0 baths | 1 car

    2BR/2BA full Gulf-front condo in Longboat Key. 8th-floor unobstructed sunset views, updated interior, pets allowed. Direct Gulf-front condo with unobstructed views rarely available on Longboat Key! This 8th-floor residence at The Arbomar delivers panoramic views of the Gulf of Mexico, white sand beaches and sunsets that fill the horizon year-round. This 2-bedroom, 2-bath home offers 1,175 sq. feet and the kind of setting buyers often wait years to find. Inside the renovated kitchen features wood cabinetry, quartz countertops, under-cabinet lighting, and stainless-steel appliances. Ceramic tile flooring runs through the main living areas, while crown molding plantation shutters and custom built-ins add clean, timeless detail throughout. Electric hurricane shutters ensure peace of mind and long-term value. Wake to open water views and end the day with the changing colors of the sunset from your private 8th-floor vantage point. Whether used as a full-time residence or seasonal retreat, this home offers the everyday ease that draws buyers to beachfront living in the first place. Most recent improvements include fully renovated kitchen, updated bathrooms, a newer HVAC system, and a tankless water heater. The Arbomar also completed major exterior upgrades including new roof, hurricane-rated insulated windows, new entry and storm doors, and water-resistant Gemstone concrete coating on lanais and common area breezeways. Community amenities include a Gulf-front heated pool, fitness room, club room, community kitchen, kayak storage, and climate-controlled storage lockers. The condominium association is well-managed and well-funded, with low quarterly fees of $4,000. Ownership details include one-month minimum rentals permitted up to four times per year after the required ownership holding period. Pets are permitted for owners, while rentals are pet-free. The residence conveys unfurnished and includes one assigned carport space with additional guest parking available. Located on Gulf of Mexico Drive, this Longboat Key address places you near island dining, golf, boating, shopping, St. Armands Circle, and downtown Sarasota. For buyers seeking a true beachfront position, updated condition, and views that never get old, this residence stands apart.

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    Listing is courtesy of: WHITE SANDS REALTY GROUP FL

  • 600 SUTTON PL #B302, LONGBOAT KEY, FL - MLS# A4690036

    Bayshore High - A4690036 - 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228
    15 Days on yellowkey

    $475,000 Reduced | Condo | 2 beds | 2.0 baths | 27 car

    Enjoy the best of the Longboat Key lifestyle in this beautifully updated 2-bedroom, 2-bath waterfront condo at Sutton Place, offering a rare Gulf-to-Bay experience with Sarasota Bay views and PRIVATE DEEDED BEACH ACCESS to a Gulf-front beach just across the street. This light and bright residence features a spacious, open floor plan with quality finishes throughout, including porcelain tile and engineered hardwood flooring for a clean, modern, low-maintenance feel. The updated kitchen is both stylish and functional, showcasing quartz countertops, a mother-of-pearl mosaic backsplash, tray ceiling, and stainless steel appliances. The primary suite includes a fully remodeled bathroom with quartz counters, custom glass shower, and marble tile, while the guest bathroom features granite countertops and a vessel sink. A glass-enclosed and screened lanai extends the living space, bringing in natural light and allowing you to enjoy peaceful bay breezes year-round. Recent upgrades include newly installed IMPACT RESISTANT WINDOWS & DOORS, providing added safety, energy efficiency, and peace of mind. Updated lighting was also added in the living area This residence is being sold TURNKEY FURNISHED, making it truly move-in ready or ideal as a second home or investment property. As an added bonus, the sale includes four brand new KAYAKS—perfect for enjoying the community’s direct bay access and embracing the waterfront lifestyle. Sutton Place is a highly desirable waterfront community offering exceptional amenities, including deeded Gulf beach access with pavilion, gated parking, showers, and picnic areas, TWO heated bayside POOLS, BBQ grills, BOAT SLIPS (first-come, $300/year), kayak storage and launch, fishing dock, clubhouse, and covered parking with ample guest spaces. The community is pet-friendly (2 pets up to 25 lbs each), not age restricted, and allows two rentals per year with a one-month minimum after the first year of ownership, making it ideal for both personal use and investment. Recent community improvements include new roofs, exterior repainting, and resealing (2023), along with a completed milestone inspection. Ideally located mid-key, close to Bayfront Park, dining, shopping, and just a short drive to Anna Maria Island, St. Armands Circle, and downtown Sarasota. Don’t miss this opportunity to own a piece of paradise on Longboat Key.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 2425 GULF OF MEXICO DR #8C, LONGBOAT KEY, FL - MLS# A4688797

    Booker High - A4688797 - 2425 GULF OF MEXICO DR #8C, LONGBOAT KEY, FL 34228
    17 Days on yellowkey

    $1,550,000 | Condo | 2 beds | 2.0 baths

    Welcome to the prestigious Sea Gate community on world renowned Longboat Key! With direct views of the Gulf of Mexico from every room and situated perfectly on the 8th floor, this stunning 2-bedroom, 2-bathroom residence offers just under 1500 square feet of refined coastal living on pristine white shores, endless turquoise waters and vibrant sunsets that create a truly extraordinary backdrop that is postcard worthy! This beautifully appointed residence has been meticulously maintained by the owners and showcases expansive glass sliders that flood the home with natural light, seamlessly connecting the indoor living spaces to a private balcony and your front-row seat to one of Florida’s most coveted coastlines.Thoughtfully enhanced for both comfort and style, the residence features fresh interior paint, a new HVAC system and Hot Water Tank and some new kitchen appliances, delivering a modern and move-in-ready experience. The addition of an in-unit washer and dryer provides a rare and highly desirable level of convenience within the building. The spacious layout offers an effortless flow between the living, dining and kitchen areas for both everyday living and entertaining.The primary suite serves as a peaceful retreat, complete with generous proportions, ample storage and a calming ambiance inspired by the surrounding Gulf views, walk- in closet and ensuite. A well-appointed guest bedroom boasts a private balcony and large closet, while the guest bath provides comfort and privacy for visitors. Residents of Sea Gate enjoy an intimate, resort-style lifestyle with direct beach access, a beachfront pool, tennis courts, a fitness center, and beautifully maintained grounds, all within a private, boutique community setting. Additionally, Sea Gate offers covered parking, ample guest parking and a large storage unit! The building has undergone major capital improvements in recent years, including impact-rated windows (2021), a full exterior restucco and repaint (2022), a new roof (2023) and upgrades to the pool, spa, sundeck and elevator doors. Residents enjoy resort-style amenities including a Gulf front pool and hot tub, fitness center, clay tennis court, library, and a social room with catering kitchen. Shaded tiki huts, outdoor showers, and climate-controlled storage for bikes, kayaks, and paddleboards complete the experience of true beachfront living. All fully paid for by current owners, totaling over $100K/unit. Ideally located near daily shopping, Longboat Key offers a lifestyle defined by elegance and ease, with world-class golf, waterfront dining, boating, and the upscale shops and restaurants of St. Armands Circle just moments away, along with the cultural attractions of Sarasota. With monthly rentals allowed, a unit of this stature could rent for 10k a month in season offering potential income. Option to be sold turnkey furnished as well. Don't hesitate, this unit is a beaut and easy to show!

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    Listing is courtesy of: KW COASTAL LIVING III

  • 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL - MLS# A4689434

    Booker High - A4689434 - 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228
    17 Days on yellowkey

    $874,500 | Condo | 2 beds | 2.0 baths | 1 car

    Experience elevated coastal living in this beautifully renovated two-bedroom, two-bath golf-front condominium, ideally situated behind the gates of the prestigious Longboat Key Club in the sought-after community of Privateer South on Longboat Key. Thoughtfully redesigned with a refined coastal aesthetic, this residence showcases a seamless blend of modern elegance and relaxed waterfront living. From the moment you enter, you are welcomed by an open-concept layout filled with natural light, enhanced by expansive windows and tranquil golf course views. The fully updated kitchen features sleek cabinetry, premium finishes, and a clean, contemporary design that flows effortlessly into the spacious living and dining areas—ideal for entertaining guests or enjoying quiet evenings at home. Every detail has been carefully curated to provide both style and functionality. The primary suite offers a serene retreat, complete with a beautifully appointed en-suite bath and generous closet space, while the guest bedroom and bath provide comfort and privacy for visitors. Both bathrooms have been tastefully renovated with modern fixtures and finishes, creating a spa-like atmosphere throughout the home. Residents of Privateer South enjoy a true resort-style lifestyle with an impressive array of amenities. Relax by the sparkling beachfront pool overlooking the Gulf of Mexico, maintain your wellness routine in the fully equipped fitness center, or gather with neighbors in the inviting social room. On-site management ensures ease of ownership and peace of mind. Perfectly positioned between the Gulf and Sarasota Bay, this exceptional property offers convenient access to world-class dining, shopping, and cultural attractions, all while being tucked away in a secure, gated enclave. Whether you are seeking a full-time residence or a luxurious seasonal retreat, this golf-front condominium delivers the very best of Longboat Key living.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL - MLS# A4687787

    Bayshore High - A4687787 - 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228
    18 Days on yellowkey

    $550,000 | Condo | 2 beds | 2.0 baths

    Welcome to 6700 Gulf of Mexico Drive #117, a beautifully reimagined end-unit 2-bedroom, 2 full bath residence in the sought-after Whitney Beach community on Longboat Key. Taken down to the studs and completely renovated, this waterfront condominium offers coastal living with sweeping views of Bishop’s Bayou, abundant natural light, and exceptional privacy. A private front courtyard welcomes you inside, where new high-end luxury vinyl plank flooring flows throughout, and a bright, open layout immediately draws your eye to the water. As an end unit, additional windows enhance the airy feel, while hurricane-impact windows and sliding doors frame tranquil bayou views. From the main living space—and even from the primary bedroom upon waking—you’ll enjoy peaceful scenes of dolphins, manatees, and glowing sunsets reflecting across the water. The fully redesigned kitchen is both stylish and functional, featuring granite countertops, soft-close cabinetry, custom glass-front accents, classic subway tile backsplash, designer pendant lighting, peninsula seating for four, and a full suite of GE stainless steel appliances—all positioned to capture the water views. Both bathrooms have been completely renovated with glass walk-in showers, elegant tilework, and quartz-topped vanities, offering a clean, modern aesthetic. A new Whirlpool stackable washer and dryer adds everyday convenience. Whitney Beach is a unique beach-to-bay community with deeded private access to the Gulf just across the street. Residents enjoy resort-style amenities including pools, tennis courts, shuffleboard, barbecue areas, kayak storage and launch, walking paths, and a tranquil bayfront pavilion. Boat slips are available when offered, and the community pier provides a charming setting for fishing or relaxing by the water. Ideally located on the north end of Longboat Key, this residence offers easy access to Anna Maria Island, as well as the dining, shopping, and cultural attractions of Sarasota. Whether as a full-time home, seasonal retreat, or investment, this is an exceptional opportunity to enjoy the best of bay-to-beach living. Professional photos coming soon.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL - MLS# A4689957

    Bayshore High - A4689957 - 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228
    18 Days on yellowkey

    $995,000 | Condo | 2 beds | 2.0 baths | 1 car

    Welcome to Paradise Found at Harbour Villa Club, a waterfront luxury condo that is truly a slice of heaven on earth. This stunning property offers breathtaking views of the glistening water and is situated in a prime location that is peaceful, serene, and truly one-of-a-kind. A true Longboat Key gem. As you step inside this luxurious, fully renovated (2025) condo, you'll be greeted by a spacious and open floor plan that is perfect for entertaining guests or simply relaxing in style. The living area is bathed in natural light, thanks to the open plan, high ceilings, and large sliders that offer stunning views of the Bay, the Intercostal Waterway, and protected Sister Keys. The gourmet kitchen is a chef's dream. Built completely custom, featuring top-of-the-line appliances, ample counter space, and plenty of creative storage. The primary bedroom is designed with your comfort in mind, offering tremendous space, ample dual closets, and unparalleled views of the water. The primary bathroom is equally luxurious, featuring high-end fixtures, beautiful tile work, and a spacious shower. Entertain with ease and impress your guests with a sleek and stylish wet bar, perfect for any occasion. The secondary bedroom with a large space is ideal for a great flex space, depending on your needs. But perhaps the most impressive feature of this luxury condo is the covered and screened lanai. This space is perfect for hosting guests, sipping your morning coffee, or evening cocktail, or simply taking in the beauty of your surroundings. For the boating enthusiasts, this condo conveys a deeded boat slip #14, which includes electric, water, and new composite decking. This slip is 40ft in length and can dock up to a 55'+/- vessel and is positioned directly outside the unit, which is rare. This community is flush with mature tropical landscaping and grounds. Other amenities include a heated pool, hot tub, outdoor grill, kayak storage/launch, boat ramp, climate-controlled bicycle/locker storage, Brand New tennis courts, two Brand New pickleball courts, and one covered parking space. Harbour Villa Club is one of the few Longboat Key communities that has the ability to rent on a weekly basis. This gives you options and flexibility to carve out your formula of ownership and use. Located within a short distance to nearby popular beaches, restaurants, clubs, and parks, and just a short drive to St. Armands Circle and Downtown Sarasota. This property is more than just a luxury condo - it's a lifestyle. So why wait? Come see for yourself what makes this property so special and start living your Longboat Key dream today.

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    Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES

  • 535 SANCTUARY DR #A603, LONGBOAT KEY, FL - MLS# A4689260

    Booker High - A4689260 - 535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228
    18 Days on yellowkey

    $2,999,000 | Condo | 2 beds | 2.5 baths | 2 gar

    Welcome to refined coastal living at The Sanctuary—an exclusive gulf-side enclave tucked behind the gates of the Longboat Key Club. This beautifully updated 6th-floor residence offers 2BR plus den, 2.5BA, and over 2,375± sq. ft. of sophisticated interiors paired with sweeping wrap-around terraces that capture panoramic views of the Gulf of Mexico, the Links golf course, and the Sarasota skyline. Thoughtfully renovated with a designer’s eye, the residence showcases rich wood flooring, high-impact glass throughout, and light-filled living spaces that seamlessly connect indoors and out. The gourmet kitchen is both stylish and functional, featuring crisp cabinetry, solid-surface countertops, stainless appliances, and a center island ideal for casual dining or entertaining. The primary suite is a private retreat with terrace access, stunning Gulf views, a spacious walk-in closet, and a spa-inspired bath. Guests are comfortably accommodated in a separate suite, while the den offers flexibility for a home office or additional sleeping space. Residents enjoy a true resort lifestyle with private deeded beach access just steps away, 24-hour gated security, under-building parking, on-site management, heated pool and spa, Har-Tru tennis courts, and a fitness center. Ownership also places you within the coveted Longboat Key Club, with world-class golf, tennis, and beachfront amenities. Perfectly positioned on the south end of Longboat Key, you’re just minutes from the renowned shopping, dining, and social scene of St. Armands Circle, along with the vibrant arts, culture, and waterfront restaurants of downtown Sarasota. For those seeking a luxury Gulf Coast lifestyle defined by elegance, privacy, and activity, this exceptional residence delivers. Schedule your private showing today and experience The Sanctuary at Longboat Key firsthand.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL - MLS# A4688978

    Booker High - A4688978 - 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228
    19 Days on yellowkey

    $599,000 | Condo | 2 beds | 2.0 baths | 1 gar

    Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bathroom residence presents an exceptional chance to enjoy the Longboat Key lifestyle along with the rare advantage of one under building garage parking space. Enjoy peaceful views of Sarasota Bay, surrounding mangroves, and native wildlife from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ready for immediate enjoyment as a primary home, seasonal retreat, or investment opportunity. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 509 SPANISH DR N, LONGBOAT KEY, FL - MLS# N6143864

    Bayshore High - N6143864 - 509 SPANISH DR N, LONGBOAT KEY, FL 34228
    19 Days on yellowkey

    $369,000 | Villa | 2 beds | 2.0 baths | 1 car

    STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATED..........IMPACT WINDOWS..........COMMUNITY POOL...........Just **432 steps from the beach**, this is where coastal living stops being a dream and becomes your daily rhythm. Morning walks on soft sand, sunset returns under glowing skies, and the constant sense that the water is always just around the corner. **Fully renovated and never lived in**, this Longboat Key retreat feels brand new in every way — a clean, beach-inspired design with effortless flow and natural light throughout. Featuring **quartz countertops, impact windows, and a brand new water heater**, every detail has already been perfected so you can arrive and immediately exhale. Set within a **quiet waterfront community with deeded beach access**, life here feels unhurried and private, yet connected to everything that defines coastal luxury. From **boating access and a nearby pool** to the walkable, relaxed atmosphere residents cherish, it’s a setting designed for ease, not effort. With your own **covered parking and driveway**, and just minutes to **St. Armands Circle, Sarasota, and Anna Maria Island**, you’re positioned in one of the most desirable corridors on the Gulf. This is the rare combination buyers wait for — **newly finished, never occupied, and this close to the shoreline** — where every day feels like a quiet escape, and every return home reminds you why you chose it.

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER S

  • 828 BAYPORT WAY, LONGBOAT KEY, FL - MLS# A4689635

    Booker High - A4689635 - 828 BAYPORT WAY, LONGBOAT KEY, FL 34228
    22 Days on yellowkey

    $900,000 | Condo | 2 beds | 2.0 baths | 1 car

    Bayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 acres of beautifully maintained gardens with 1,200 feet of pristine private Gulf beach. Designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture. Bayport is celebrated for its award-winning, timeless design. Residences like this rarely come to market. This first-floor, fully renovated unit showcases elevated designer finishes throughout. A picture-window screened patio opens to an expansive lanai, surrounded by lush, tropical landscaping; creating a seamless indoor-outdoor living experience. The modern kitchen features Caesarstone “concrete” quartz countertops, an induction cooktop, built-in oven, and custom cabinetry designed for both style and functionality. Each bathroom evokes a five-star resort experience, with thoughtfully curated custom details and designer lighting in both the baths and dining area. All windows and the patio slider have been upgraded to hurricane-impact glass for added peace of mind. The major components of the unit; the air conditioner and water heater have been upgraded. The home also features air purification paint for enhanced interior air quality. One under-building parking space is included, along with a private, locked storage closet which is perfect for bikes and beach gear. Beyond the beach, residents enjoy meticulously maintained nature trails, lushly landscaped grounds, and abundant wildlife. Just steps from the residence, the well-appointed clubhouse features a Junior Olympic-sized heated pool, four Har-Tru tennis courts, a fitness center, and more. Bayport is also known for its vibrant social and recreational lifestyle. Water enthusiasts will appreciate the secluded fishing pier extending into Sarasota Bay. An ideal setting to fish, take in the sunrise, watch manatees glide by, or egrets wading through the mangroves. Paddleboard and kayak launch and storage areas are conveniently located on-site. Residents enjoy easy access to local dining, a nearby supermarket, pharmacy, and charming boutique shops. Just moments away, Bayfront Park offers a popular pickleball program, dog park, and a variety of bayside activities. The Longboat Key Club is also nearby, offering private access to championship waterfront golf, boating, and an array of leisure amenities. Within minutes, you’ll find the renowned St. Armands Circle, known for its exceptional shopping and dining. From there, cross the iconic Ringling Bridge into downtown Sarasota, celebrated for its world-class theater, culture, and culinary scene. Offered by private appointment. Inquire to experience Bayport’s timeless coastal living firsthand.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 2045 GULF OF MEXICO DR #M1-511, LONGBOAT KEY, FL - MLS# A4689590

    Booker High - A4689590 - 2045 GULF OF MEXICO DR #M1-511, LONGBOAT KEY, FL 34228
    22 Days on yellowkey

    $749,000 | Condo | 2 beds | 2.0 baths

    Experience breathtaking, full Gulf views from this beautifully maintained 5th-floor residence at Seaplace on Longboat Key. This furnished 2-bedroom, 2-bath condominium offers the perfect blend of comfort, space, and coastal charm, with expansive living and dining areas designed to capture stunning water views and natural light throughout. Step out to your private lanai and enjoy panoramic sunsets, gentle sea breezes, and the soothing sounds of the Gulf—your own peaceful retreat just steps from the beach. The spacious primary suite provides a relaxing escape, while the guest bedroom offers comfort and privacy for visitors. Seaplace residents enjoy resort-style amenities across 42 acres of lush, meticulously maintained grounds, including a half-mile of private beachfront, two heated swimming pools with spas, a fitness center, Har-Tru tennis courts, walking paths, outdoor grilling areas, and an active, well-managed association. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this unit is priced to sell and ready for you to start enjoying the Longboat Key lifestyle. Schedule your private showing today!

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    Listing is courtesy of: MANGROVE REALTY ASSOCIATES