The Oaks in Sarasota, Florida

The Oaks in Sarasota, FloridaSituated along the bay front, The Oaks offers a tropical paradise of stately elegance. It captures and maximizes the natural beauty of Florida with mature oaks that sway across winding, canopied streets. Exclusive and opulent, this 1000-acre area features homes in a variety of styles, including contemporary, Mediterranean, and Georgian.  Read more.

The Oaks Homes for Sale

All ListingsUnder $100,000$100,000 - $200,000
$200,000 - $300,000$300,000 - $400,000$400,000 - $500,000
$500,000 - $600,000$600,000 - $700,000$700,000 - $800,000
$800,000 - $900,000$900,000 - $1,000,000Over $1,000,000
90 Properties Found. Showing Page 1 of 12
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This Home Has It All! Location! Location! Gr...

$4,350,000
6 br, 7 ba, 8,973 ft² Oaks Days on Market: 975
Price:
$4,350,000
City:
Osprey
Beds:
6
Baths:
7
Subdivision:
Oaks
MLS® #:
A3952220
Days on Market:
975
Michael Saunders & Company
Provider:
Michael Saunders & Company

This Home Has It All! Location! Location! Grand Entrance To This Custom 3 Floors Estate Home S...

Photo of Listing #A3952220

Artistically Crafted And Beautifully Designed, ...

$3,450,000
4 br, 7 ba, 6,977 ft² Oaks 2 Ph 1 Days on Market: 615
Price:
$3,450,000
City:
Osprey
Beds:
4
Baths:
7
Subdivision:
Oaks 2 Ph 1
MLS® #:
A4100470
Days on Market:
615
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

Artistically Crafted And Beautifully Designed, This Extraordinary Residence Sits Gracefully On A ...

Photo of Listing #A4100470

Pre-construction. Your New Home Will Be Built I...

$2,500,000
5 br, 5 ba, 10,000 ft² Oaks Days on Market: 228
Price:
$2,500,000
City:
Osprey
Beds:
5
Baths:
5
Subdivision:
Oaks
MLS® #:
N5784833
Days on Market:
228
Sarasota Realty Assoc., Inc.
Provider:
Sarasota Realty Assoc., Inc.

Pre-construction. Your New Home Will Be Built In The Oaks Bay Side. The Oaks Club Is An Exception...

Photo of Listing #N5784833

This Spectacular 8,500sf Manse Was Designed And...

$2,400,000
5 br, 7 ba, 8,531 ft² Oaks Days on Market: 154
Price:
$2,400,000
City:
Osprey
Beds:
5
Baths:
7
Subdivision:
Oaks
MLS® #:
A3993216
Days on Market:
154
Michael Saunders & Company
Provider:
Michael Saunders & Company

This Spectacular 8,500sf Manse Was Designed And Built By Famed Architect Bo Macewen. The Home Liv...

Photo of Listing #A3993216

Nestled On Nearly An Acre Of Lush Tropical Foli...

$2,200,000
5 br, 6 ba, 5,758 ft² Oaks Days on Market: 195
Price:
$2,200,000
City:
Osprey
Beds:
5
Baths:
6
Subdivision:
Oaks
MLS® #:
A3990549
Days on Market:
195
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

Nestled On Nearly An Acre Of Lush Tropical Foliage Along The Banks Of North Creek Is This Extraor...

Photo of Listing #A3990549

Magnificently Sited On A Secluded Cul-de-sac Pr...

$1,995,000
4 br, 6 ba, 5,698 ft² Oaks 2 Phase 1 Days on Market: 140
Price:
$1,995,000
City:
Osprey
Beds:
4
Baths:
6
Subdivision:
Oaks 2 Phase 1
MLS® #:
A3994081
Days on Market:
140
Michael Saunders & Company
Provider:
Michael Saunders & Company

Magnificently Sited On A Secluded Cul-de-sac Providing Brilliant Golf Course And Lakefront Views,...

Photo of Listing #A3994081

Beautifully Restored Home Is Located In The Hea...

$1,695,000
3 br, 5 ba, 5,095 ft² Oaks Days on Market: 98
Price:
$1,695,000
City:
Osprey
Beds:
3
Baths:
5
Subdivision:
Oaks
MLS® #:
A3996709
Days on Market:
98
Coldwell Banker Res R E
Provider:
Coldwell Banker Res R E

Beautifully Restored Home Is Located In The Heart Of Oaks Bayside, Facing The Historical Reflecti...

Photo of Listing #A3996709

Ultra Spacious Residence Located In The Oaks Co...

$1,600,000
4 br, 6 ba, 7,092 ft² Oaks Days on Market: 140
Price:
$1,600,000
City:
Osprey
Beds:
4
Baths:
6
Subdivision:
Oaks
MLS® #:
U7612371
Days on Market:
140
Jack Keller Inc
Provider:
Jack Keller Inc

Ultra Spacious Residence Located In The Oaks Country Club With Gated Security,2 Championship Golf...

Photo of Listing #U7612371

The Oaks Golf & Country Club

The Oaks is comprised of three gated communities with 24-hour security. On Sarasota Bay, you will find almost 200 homes in The Oaks Bayside and The Preserve. Situated along the lush fairways of our 36-hole championship golf course is The Oaks Clubside, with more than 350 homes.

The Oaks offers homes for every lifestyle, including maintenance-free villas, town homes, high-rise condominiums, golf course homes, and waterfront executive homes—all designed with high-end amenities and distinctive luxury appointments. 

The Oaks Club is also the perfect community for those who love to enjoy all that the beautiful climate of Florida offers.  Take advantage of two championship golf courses; enjoy one of the 12 Har-Tru tennis courts; or take a swim in the junior Olympic pool.  If that’s not enough, you could enjoy the regulation croquet court, or simply indulge in an afternoon or evening with friends at the clubhouse.  Also a perfect location for avid boaters, residents have easy access from canal or bay front properties to a day of fun on the water.

With a long history that dates back to the 1900s, The Oaks was the original estate of Bertha Palmer, a Chicago socialite and businesswoman who purchased 80,000 acres in Sarasota. Her name and influence are still felt in the community today.  She chose 1,000 acres for her personal estate and dubbed it “The Oaks,” a name that became synonymous for the elegant lifestyle of Mrs. Palmer and of the distinguished guests she entertained in her home.

Today, The Oaks is a thriving community that offers a luxurious setting for Florida living, along with easy access to the thriving community life of Sarasota. Only 20 minutes from downtown Sarasota, The Oaks is also only 5 minutes from Sarasota Square Mall, along with a plethora of dining and shopping establishments, the Legacy Trail for cycling or walking, Oscar Sherer State Park, and much more.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Listing data comes from My Florida Regional MLS.

Listing information last updated on July 25th, 2014 at 2:01am EDT.