The Oaks Homes with Single Family Property Style

Welcome to The Oaks, a prestigious subdivision located in the beautiful city of Osprey/Nokomis, Sarasota County, Florida. This exclusive community offers an unparalleled combination of luxury living and natural beauty, making it a sought-after destination for homebuyers looking for the perfect blend of elegance and tranquility.

The Oaks is known for its stunning single-family homes that boast timeless architectural designs and top-of-the-line amenities. Whether you're looking for a spacious estate with panoramic views of the lush surroundings or a cozy retreat nestled in a private enclave, The Oaks has something for everyone.

Residents of The Oaks enjoy access to a range of world-class amenities, including championship golf courses, tennis courts, a fitness center, and a clubhouse with fine dining options. The community also features meticulously landscaped grounds, walking trails, and serene water features, creating a peaceful and picturesque setting for homeowners to enjoy.

With its convenient location near pristine beaches, upscale shopping, and dining destinations, The Oaks offers the perfect balance of privacy and convenience. Come experience the luxury lifestyle that The Oaks has to offer and make your dream home a reality in this exceptional community.

Newest The Oaks Homes with Single Family Property Style

916 Macewen Drive, Osprey $1,900,000

Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota,...

5 Beds
8 Baths
The Oaks SubDv.
34229 Zip Code

75 Osprey Point Drive, Osprey $1,595,000 ▼

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently ava...

4 Beds
4 Baths
The Oaks SubDv.
34229 Zip Code

156 Bishops Court Road, Osprey $1,289,000

One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on an expansive double ...

3 Beds
4 Baths
The Oaks SubDv.
34229 Zip Code

97 Sugar Mill Drive, Osprey $1,950,000

Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectl...

5 Beds
6 Baths
The Oaks SubDv.
34229 Zip Code

49 Osprey Point Drive, Osprey $2,399,000 ▼

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new ho...

4 Beds
4 Baths
The Oaks SubDv.
34229 Zip Code

21 Bayhead Lane, Osprey $789,000 ▼

Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preser...

3 Beds
2 Baths
The Oaks SubDv.
34229 Zip Code

852 Macewen Drive, Osprey $2,395,000 ▼

**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course Vi...

3 Beds
4 Baths
The Oaks SubDv.
34229 Zip Code

13 Bayhead Lane, Osprey $769,000 ▼

**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for en...

3 Beds
2 Baths
The Oaks SubDv.
34229 Zip Code

909 Macewen Drive, Osprey $1,595,000 ▼

**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an Over Half Acre Lot overlooking the 12th Fairway of the interior, HER...

3 Beds
4 Baths
The Oaks SubDv.
34229 Zip Code