Oaks Homes with Buyer Approval Required Community Features

Welcome to Oaks, a picturesque subdivision nestled in the heart of Osprey, Florida, just minutes from the serene shores of Nokomis Beach. This charming community is designed for those seeking a tranquil lifestyle without sacrificing the convenience of nearby amenities. Oaks is renowned for its lush landscapes, mature oak trees, and beautifully manicured gardens, creating a serene backdrop for your dream home.

Within this exclusive community, you’ll find an array of stunning homes that reflect a perfect blend of elegance and comfort. Each residence is thoughtfully designed, featuring spacious floor plans, modern amenities, and exquisite finishes. Whether you’re looking for a cozy retreat or a grand family home, Oaks has something to suit every taste and lifestyle.

One of the standout features of Oaks is its commitment to maintaining a harmonious living environment, which is why buyer approval is required for new residents. This ensures that the community remains a peaceful haven for all, fostering a strong sense of belonging among neighbors.

Residents of Oaks enjoy a wealth of community features, including scenic walking trails, inviting parks, and recreational facilities that encourage an active lifestyle. The community’s close-knit atmosphere is perfect for families, retirees, and everyone in between.

Located just a short drive from the vibrant cultural offerings of Sarasota, as well as the stunning beaches of the Gulf Coast, Oaks truly offers the best of both worlds. Experience the charm and elegance of Oaks, where your ideal Florida lifestyle awaits!

Newest Oaks Homes with Buyer Approval Required Community Features

$1,495,000

3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

360 N Point Road, Osprey

$2,700,000

6 Beds ⋅ 7 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Multigenerational living behind the gates of The Oaks Golf & Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exceptional home is perfectly positioned on the 1st hole of the Heron Course, capturing sweeping golf course and clubhouse views—just minutes from Siesta Beach and Casey Key. The main residence offers 4,700+ square feet, complemented by a private 1,500+ square foot guest house—ideal for extended family or long-term guests. Outdoor living is elevated with a pool and spa, outdoor kitchen, private guest laundry, and some of the most captivating views in the community. At The Oaks, coastal sophistication unfolds across 36 championship fairways, tennis and pickleball courts, with endless opportunities for recreation, dining, and connection. Membership required.

236 Saint James Park, Osprey

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