Discover the essence of Longboat Key living in this 3-bedroom, 3-bathroom residence offering over 2,200 square feet of interior living space. Nestled within the gated community of Harbour Oaks, residents enjoy a resort-style atmosphere with access to a sparkling community pool, relaxing spa, and lushly landscaped surroundings—all just minutes from Longboat Key’s vibrant Town Center. As part of Bay Isles, this home includes exclusive access to the Bay Isles Beach Club, a private, gated Gulf-front retreat where you can spend your days soaking up the sun. With a pavilion, picnic areas, BBQ grills, beach chairs, restrooms, and ample parking, it’s the perfect spot for watching spectacular sunsets or enjoying Longboat Key’s pristine white sands. For those seeking an even more elevated lifestyle, optional membership opportunities are available at the Longboat Key Golf & Tennis Country Club, as well as Harbourside Moorings, which offers deep-water slips for boating enthusiasts. Whether your days are spent on the fairways, courts, or cruising the Gulf, this home places you at the heart of it all.

Under contract-accepting backup offers. HUGE PRICE REDUCTION - THIS IS YOUR OPPORTUNITY TO HAVE A BAY FRONT CONDO AT A GREAT PRICE - $550,000! Welcome to your bay front condo on Longboat Key, where every day begins with breathtaking sunrises and panoramic views of Sarasota Bay. This updated and partially furnished 2-bedroom, 2-bathroom residence features easy to maintain tile throughout the main living spaces, creating a streamlined aesthetic and easy living. The open-concept great room flows seamlessly into the updated kitchen complete with stainless appliances, granite counters, and a westerly facing window for enjoying stunning sunsets over the Gulf of Mexico. Each evening, you'll also enjoy moonrises reflecting off the bay and gentle breezes over the serene waters from your 22-foot wall of floor-to-ceiling windows in the Florida room, a perfect backdrop for relaxation or entertaining. The primary bedroom, nestled at the far end of the home for privacy, offers more bay views, direct access to the Florida room, and a generously sized ensuite bathroom with walk-in closet and conveniently placed laundry. The second bedroom, equally serene, also boasts bay views, direct access to the Florida room, and is served by an adjacent updated bathroom, ensuring comfort and privacy for your guests. This condo offers peace of mind with 2019 hurricane-rated windows, a 2019 HVAC system, and a 2019 water heater. Underbuilding parking and a private storage room provide additional convenience and value. Plus, one of the two community pools is just outside your front door, adding to the fun and ease of your tropical lifestyle. Located in the sought-after Windward Bay community, this lushly landscaped oasis is 26 acres and .5 mile long of direct bay front property, offering an unparalleled low density, serene living experience. There are fruit trees, walking/biking paths, picnic tables, and fire pits for your pleasure. Residents can also enjoy a wide range of amenities, including two boat basins with slips available for rent ($40/month or $45/month with an owner-supplied lift), kayak launches and storage ($35/year), fishing with fish cleaning stations, three beach accesses directly across the street, plus a large clubhouse with gathering space, catering kitchen, fitness center, locker rooms, and saunas. Additional recreational facilities include 2 heated pools with sundecks and complimentary chaises, shuffleboard, tennis, and pickleball courts. Ensuring peace of mind for years to come, this community is meticulously maintained with freshly painted buildings, new roofs, and a recently passed Milestone Integrity Inspection that certifies the buildings for another 10 years. The rental policy is flexible, with a one-month minimum or longer rental period allowed up to 2/year, and owners can rent immediately upon ownership without a waiting period. Beyond the on-site amenities, the unbeatable location is just a short drive from the restaurants, shops, and cultural activities of Saint Armands Circle and downtown Sarasota. For fine dining, the Zota Beach Resort is right across the street, and the nearby Centre Shops offer everything from Pilates and a diner to a seafood restaurant, ice cream shop, bank, and boutiques. Seller has paid Special Assessments. No Special Assessments are due from Buyer.

Under contract-accepting backup offers. Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal. The galley kitchen, complete with a charming breakfast nook framed by plantation-shuttered windows, is the perfect place to enjoy morning sunshine. Skylights crown the adjacent dining area, infusing it with light and drama, while the spacious living room - with its fireplace and sliders to the enclosed patio - creates a natural gathering space. From here, a private walk-down provides direct access to Fairway Bay’s resort-style amenities. A guest half-bath adds convenience on the main level. Upstairs, a dramatic catwalk overlooking the dining space and skylights leads to two en-suite bedrooms. Each offers cathedral ceilings, while the primary suite impresses with dual vanities and a spa-like bath featuring a soaking tub beneath an arched skylight. This residence also includes a 2-car garage with a large bonus room—an ideal setting for a workshop, studio, or extra storage. As a resident of Fairway Bay, you will enjoy Deeded Beach Access at the Bay Isles Beach Club, 24-hour gated security, a heated pool, tennis & pickleball courts, fitness center, and all the privileges of Bay Isles living. Optional membership at the Longboat Key Golf & Tennis Country Club and deepwater slips are also available, elevating the lifestyle even further.

Walk right out to the beach from this beautifully updated 2 bedroom, 2 bath condominium in the amenity-rich community of Seaplace on Longboat Key's Gulf front; where residents enjoy a half-mile of private beach with lounge chairs and umbrellas, two heated pools with spas, kiddie pool, fitness center and sauna, updated clubhouse with kitchen and library, grilling areas, three Har-Tru tennis courts, a mile walking trail around the property and year-round social activities. This fully furnished residence features newly installed hurricane-impact slider and window and is located on the 3rd floor of a secure building. A true 2 bedroom, 2 bath home in this community at this price is a rare find! Seaplace is located on 42 acres of lush landscaping, and the sparkling azure waters of the Gulf of Mexico. Spend evenings with a beverage in hand, enjoying unobstructed sunsets from the beach or walk to the nearby Saint Regis Hotel's Monkey Bar. Within minutes you can reach world-famous St Armand's Circle and downtown Sarasota, with its array of dining, shopping, art galleries, theatre, opera, ballet and orchestra. Don't miss this affordable opportunity to own a piece of paradise on beautiful Longboat Key.