The Oaks Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in The Oaks and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Listings in The Oaks

929 Sw Mandiba Drive, Lake City — Blackwood Manor $875,000

Under Construction. Blackwood Manor | The Oaks New construction on a full acre in The Oaks, one of Lake City's most sought-after neighborhoods. Blackwood Manor is a 3,000...

5 Beds
3 Baths
The Oaks SubDv.
32024 Zip Code

452 Blue Garden Lane, Osprey $1,925,000

Experience exceptional luxury and privacy in this Updated, custom Bo MacEwen residence, ideally situated on a beautifully landscaped cul-de-sac homesite in the prestigiou...

3 Beds
4 Baths
The Oaks SubDv.
34229 Zip Code

642 Trenton Way, Osprey $2,150,000

Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with view...

4 Beds
5 Baths
The Oaks SubDv.
34229 Zip Code

2912 Boating Boulevard, Kissimmee $450,000 ▼

Virtually Staged. Welcome to this beautifully renovated home offering the perfect blend of luxury, comfort, and resort-style living! This move-in ready home features a br...

4 Beds
2 Baths
The Oaks SubDv.
34746 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 $1,595,000 ▼

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

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 $89,000 ▼

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

410 Blue Garden Lane, Osprey $699,000

Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities. Situated on a rare cul-d...

The Oaks SubDv.
34229 Zip Code

Sebastian Drive, Spring Hill $85,000

Welcome to The Oaks subdivision convenienty Located on Florida's Nature Coast. This beautiful HALF ACRE lot boasts GREAT ELEVATION, NO FLOOD ZONE, HOA only $50 ANNUALLY, ...

The Oaks SubDv.
34609 Zip Code