The Oaks Homes with Tennis Court(s) Amenities

Welcome to The Oaks, an exquisite subdivision nestled in the heart of Florida, where luxury meets leisure in a vibrant community designed for those who appreciate the finer things in life. This exclusive neighborhood is characterized by its lush landscapes, stunning architecture, and a warm sense of community that welcomes families and individuals alike.

One of the standout features of The Oaks is its commitment to an active lifestyle, highlighted by the presence of homes equipped with tennis court amenities. Imagine stepping into your backyard to find a private tennis court, where you can practice your serve or enjoy friendly matches with friends and family. The Oaks truly caters to those who value both relaxation and recreation, offering an ideal setting for fitness enthusiasts and social butterflies alike.

The homes in this subdivision are thoughtfully designed, showcasing spacious layouts and modern finishes that blend comfort with elegance. Each residence is surrounded by meticulously maintained gardens, ensuring a serene atmosphere that enhances the overall living experience. Residents can take advantage of the community’s beautiful parks, walking trails, and, of course, the tennis courts, fostering a sense of camaraderie among neighbors.

Living in The Oaks means more than just having a beautiful home; it’s about embracing a lifestyle filled with opportunities for connection and activity. Whether you’re a seasoned tennis player or just looking to enjoy the sunshine while engaging in a friendly match, The Oaks provides the perfect backdrop for your next chapter. Come discover the charm and excitement of this exceptional community today!

Newest The Oaks Homes with Tennis Court(s) Amenities

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

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

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

433 E Macewen Drive, Osprey $2,189,000 ▼

**EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acr...

4 Beds
4 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 $799,000 ▼

**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