The Oaks in Sarasota, Florida

The Oaks in Sarasota, FloridaSituated along the bayfront, 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

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$900,000 - $1,000,000Over $1,000,000
78 Properties Found. Showing Page 1 of 10
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Priced $500,000 Below Replacement Costs This Ar...

$3,450,000
4 br, 7 ba, 6,977 ft² Oaks 2 Ph 1 Days on Market: 651
Price:
$3,450,000
City:
Osprey
Beds:
4
Baths:
7
Subdivision:
Oaks 2 Ph 1
MLS® #:
A4100470
Days on Market:
651
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

Priced $500,000 Below Replacement Costs This Artistically Crafted And Beautifully Designed Reside...

Photo of Listing #A4100470

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

$2,400,000
5 br, 7 ba, 8,531 ft² Oaks Days on Market: 189
Price:
$2,400,000
City:
Osprey
Beds:
5
Baths:
7
Subdivision:
Oaks
MLS® #:
A3993216
Days on Market:
189
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: 230
Price:
$2,200,000
City:
Osprey
Beds:
5
Baths:
6
Subdivision:
Oaks
MLS® #:
A3990549
Days on Market:
230
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: 175
Price:
$1,995,000
City:
Osprey
Beds:
4
Baths:
6
Subdivision:
Oaks 2 Phase 1
MLS® #:
A3994081
Days on Market:
175
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

As You Drive Through The Gates Of This Prestigi...

$1,799,999
5 br, 6 ba, 5,736 ft² Oaks Days on Market: 17
Price:
$1,799,999
City:
Osprey
Beds:
5
Baths:
6
Subdivision:
Oaks
MLS® #:
A4103088
Days on Market:
17
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

As You Drive Through The Gates Of This Prestigious Community, Oaks Bayside (located On 235 Acre P...

Photo of Listing #A4103088

Beautifully Restored Home Is Located In The Hea...

$1,695,000
3 br, 5 ba, 5,095 ft² Oaks Days on Market: 133
Price:
$1,695,000
City:
Osprey
Beds:
3
Baths:
5
Subdivision:
Oaks
MLS® #:
A3996709
Days on Market:
133
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

You Will Be Mesmerized From The Moment You Walk...

$1,595,000
4 br, 5 ba, 4,783 ft² Oaks Days on Market: 170
Price:
$1,595,000
City:
Osprey
Beds:
4
Baths:
5
Subdivision:
Oaks
MLS® #:
A3994389
Days on Market:
170
Michael Saunders & Company
Provider:
Michael Saunders & Company

You Will Be Mesmerized From The Moment You Walk Into This Incredible Baron Built Five-bedroom 5 Â...

Photo of Listing #A3994389

Exceptional Oaks Bayside Home With Over 5400 S...

$1,400,000
3 br, 6 ba, 5,472 ft² Oaks Days on Market: 209
Price:
$1,400,000
City:
Osprey
Beds:
3
Baths:
6
Subdivision:
Oaks
MLS® #:
A3992001
Days on Market:
209
Coldwell Banker Res R E
Provider:
Coldwell Banker Res R E

Exceptional Oaks Bayside Home With Over 5400 Sq. Ft. Enter Through Courtyard With Fountain And ...

Photo of Listing #A3992001

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, townhomes, 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 August 30th, 2014 at 12:06am EDT.