The Oaks Real Estate

Welcome to The Oaks, a picturesque subdivision nestled in the heart of sunny Florida, where luxury meets tranquility. This enchanting community offers an idyllic setting for families, retirees, and everyone in between, making it one of the most sought-after neighborhoods in the state.

As you enter The Oaks, you are greeted by beautifully landscaped streets lined with palm trees and vibrant flowers, creating a warm and inviting atmosphere. The architectural diversity of the homes, ranging from charming single-family residences to stunning modern estates, showcases the unique character of the community. Each property is designed with meticulous attention to detail, ensuring a perfect blend of comfort and elegance.

Residents of The Oaks enjoy a wealth of amenities that enhance their lifestyle. The community features a sparkling swimming pool, state-of-the-art fitness center, and well-maintained parks, providing ample opportunities for recreation and relaxation. Families will appreciate the proximity to top-rated schools, while nature enthusiasts can explore nearby walking trails and scenic parks, perfect for weekend adventures.

The Oaks is conveniently located near shopping centers, fine dining, and entertainment options, ensuring that everything you need is just a stone's throw away. With easy access to major highways, commuting to nearby cities is a breeze, making it an ideal location for professionals.

Whether you’re looking for a peaceful retreat or a vibrant community to call home, The Oaks offers the perfect blend of serenity and convenience. Come discover your dream home in this enchanting Florida neighborhood, where every day feels like a vacation!

Newest Listings in The Oaks

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

6519 W Newberry Road Unit 108, Gainesville image

6519 W Newberry Road Unit 108, Gainesville — 100 $114,900

Fully updated 2 bed 2 bath in The Oaks. Great location near the University of Florida, Santa Fe College, and walking distance to North Florida Hospital. This second floor...

2 Beds
2 Baths
The Oaks SubDv.
32607 Zip Code

75 Osprey Point Drive, Osprey $1,649,000

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

101 Osprey Point Drive, Osprey $4,790,000

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates o...

4 Beds
6 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

8731 Nw 127th Place, Chiefland $259,900 ▼

THIS property has it ALL! A solid concrete block home , 3 bedrooms / 2 bathrooms with a Den on 1 full acre in the quiet countryside with NO restrictions, minutes to the M...

3 Beds
2 Baths
The Oaks SubDv.
32626 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

6519 W Newberry Road Unit 204, Gainesville image

6519 W Newberry Road Unit 204, Gainesville — 200 $99,000 ▼

Attention Investors! Prime Location on Newberry Road Excellent opportunity in a highly desirable area—directly across from HCA Florida North Florida Hospital with easy a...

2 Beds
1 Baths
The Oaks SubDv.
32605 Zip Code

51 Mac Ewen Drive Unit 14, Osprey — 51 $285,000

This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is acces...

1 Beds
1 Baths
The Oaks SubDv.
34229 Zip Code

51 Macewen Drive Unit 5, Osprey — Windsor Lodge $235,000 ▼

Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully u...

1 Beds
1 Baths
The Oaks SubDv.
34229 Zip Code

6519 W Newberry Road Unit 412, Gainesville image

6519 W Newberry Road Unit 412, Gainesville — 400 $149,500 ▼

Welcome to this new construction 2 bed 1 bath condo in The Oaks! Close to the University of Florida, Santa Fe, I-75, and within walking distance to North FL Regional Hosp...

2 Beds
1 Baths
The Oaks SubDv.
32607 Zip Code

480 Oriskany Court, Osprey — The Oaks Clubside $1,500,000 ▼

Tucked away on a quiet street within the prestigious Oaks Club in Osprey, Fl; This elegant residence overlooks the fairway of the Heron 14. This home sits on a Premium g...

3 Beds
4 Baths
The Oaks SubDv.
34229 Zip Code