Oaks The Homes with Gated Community - Guard Community Features

Welcome to Oaks The, a distinguished gated community nestled in the picturesque landscapes of Osprey and Nokomis, Florida. This serene subdivision is a true gem in Sarasota County, offering an idyllic blend of luxury, privacy, and natural beauty.

Oaks The is renowned for its meticulously designed homes that exude elegance and comfort. Each property is crafted with attention to detail, showcasing spacious layouts, modern amenities, and lush outdoor spaces that invite relaxation and outdoor living. Residents can enjoy the tranquility of the community while being just moments away from the vibrant culture and activities that the surrounding area has to offer.

The community boasts a guard-gated entrance, ensuring safety and peace of mind for all its residents. This added layer of security allows families to enjoy their surroundings freely, whether they are taking leisurely strolls through the beautifully landscaped streets or engaging in friendly gatherings at the community’s shared amenities.

Oaks The is not just a place to live; it's a lifestyle. Residents can take advantage of the nearby pristine beaches, world-class golf courses, and an array of shopping and dining options that define the charm of the Florida lifestyle. With easy access to the stunning Gulf Coast and the vibrant city of Sarasota, Oaks The offers the perfect balance of relaxation and excitement.

Experience the allure of Oaks The—where luxury living meets a warm community spirit in one of Florida's most sought-after locations. Discover your dream home today!

Newest Oaks The Homes with Gated Community - Guard Community Features

$1,399,000

3 Beds ⋅ 3 Baths ⋅ Oaks The SubDv. ⋅ 34229 Zip Code

This beautifully appointed residence sits on a private, well-maintained lot surrounded by grand, colossal oaks and palm trees, delivering the privacy and curb appeal today's buyers are searching for. Step through the front door and feel the difference - soaring tray ceilings, rich crown molding, and tons of natural sunlight set an elegant tone throughout. The gourmet kitchen is the true showstopper, with gleaming stone countertops, solid wood cabinetry, and an open flow into the living and dining areas — perfect for entertaining or unwinding after a day at the club. Retreat to the luxurious owner's suite complete with dual walk-in closets and a private sitting area, while two additional bedrooms offer guests or family their own well-appointed space. Move-in ready and meticulously maintained, this home features updated salt pool equipment, a refreshed kitchen area, and an updated 3-car garage with maintenance-free epoxy flooring. The compulsory membership in The Oaks Club unlocks an unbeatable lineup of amenities. Schedule a viewing today!

256 Sugar Mill, Osprey

$695,000

Oaks The SubDv. ⋅ 34229 Zip Code

One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural beauty and impressive estate homes. The Oaks Bayside is treasured for its peaceful, Old Florida character, with a neighborhood setting along Little Sarasota Bay and beautifully landscaped streets that reflect the elegance and privacy of this exclusive community. Design your dream home in a tranquil environment while enjoying access to the exceptional lifestyle The Oaks is known for. Club amenities include three restaurants, a ballroom, two 18-hole championship golf courses, award-winning racquet programs with 12 Har-Tru hydro-grid tennis courts, four pickleball courts, official croquet green, state-of-the-art fitness center, Junior Olympic heated community pool, bocce, basketball court and playground. The Oaks has earned recognition as a Platinum Club of America, Emerald Club of the World, Distinguished Club of the World and one of America’s Healthiest Clubs. Ideally near nationally ranked Pine View School, the Legacy Trail, world-famous Siesta Key, shopping, dining, cultural venues, entertainment and Gulf Coast beaches, this exceptional homesite offers a rare opportunity to enjoy privacy, prestige and the full country club lifestyle in one of Sarasota’s premier gated communities.

216 Osprey Point Drive, Osprey

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