The Oaks Club - Osprey FL Real Estate

Located in Osprey on the east and west sides of Hwy 41, homes in the Oaks Country Club are dynamic, from contemporary to Georgian design. The grounds comprise a gated golf course community and consists of over 1,000 acres and a portion of the property is on Little Sarasota Bay. The community offers residents championship golf on the Eagle and the Heron courses, Har-Tru tennis courts, pool, croquet and a fabulous clubhouse. Single family homes are priced from high $500,000s.

A natural habitat for eagles, egrets, blue heron, bobcats, you'll see more than you can imagine in this gorgeous neighborhood. The Oaks is an active community where families and retirees enjoy a complete resort lifestyle.

Club Amenities

  • Two Championship golf courses
  • 12 Har-Tru tennis courts
  • Swimming Pool
  • Regulation Croquet Court
  • Multiple Dining Venues
  • Golf & Tennis Pro Shops
Browse all homes for sale in the Oaks Club. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.
The Oaks Club January 23, 2020
54
Listed
196
Avg. DOM
$263.45
Avg. $ / Sq.Ft.
$992,500
Med. List Price
54 Properties
Page 1 of 5
$4,450,000
Subdivision: Oaks
6
Beds
6F11/2
Baths
8,973
Sq.Ft.
1989
Year Built
423
Days on Site
A4419954
MLS
Most desirable location in The Oaks Bayside Country Club; truly a boater's Dream! Featuring your own Private Dock with 3 Power Lifts..12,000/16,000. Driving thru this Private Gated Community you are...
$3,790,000
Subdivision: Oaks
4
Beds
4F11/2
Baths
6,340
Sq.Ft.
2018
Year Built
35
Days on Site
A4454431
MLS
The ultimate in luxury, location and design. As you open the 13' cast iron front doors, you will immediately feel the grandeur of this expansive residence - custom crafted to perfection. Each of the...
$2,790,000
Subdivision: Oaks
5
Beds
5F31/2
Baths
6,733
Sq.Ft.
2005
Year Built
47
Days on Site
A4420948
MLS
Opportunity of a Life Time! This magnificent three-level mansion is located in the exclusive private gated community Oaks Bayside. This home is priced to sell and is below market and replacement...
$1,950,000
Subdivision: Oaks
4
Beds
3F11/2
Baths
4,571
Sq.Ft.
1995
Year Built
11
Days on Site
A4455608
MLS
Set gracefully amidst lush tropical landscaping in the gated waterfront community of The Oaks Bayside, this stunning residence has been masterfully designed to blend classic architectural elements...
$1,940,000
Subdivision: Oaks
5
Beds
5F11/2
Baths
6,981
Sq.Ft.
2008
Year Built
12
Days on Site
A4456074
MLS
One or more photo(s) has been virtually staged. Welcome to an exquisite lifestyle at a price you won't believe; all in the world-class, incredibly private Oaks Bayside community. At 318 Osprey Point,...
$1,700,000
Subdivision: Oaks 2
5
Beds
6F11/2
Baths
6,416
Sq.Ft.
2003
Year Built
7
Days on Site
A4456557
MLS
The Oaks...Exceptional home, custom built on one of the most beautiful lots in the Oaks Clubside with a private setting w/lake & golf beyond. Over 6200 SF, 5/6 BDRS, 6 ½ BA, 2 offices, 4 car-garages....
$1,695,000
Subdivision: Oaks
4
Beds
5F11/2
Baths
5,100
Sq.Ft.
1983
Year Built
727
Days on Site
A4208052
MLS
Iconic architecture in Sarasota's premiere golf and country club. This magnificent 4-bedroom estate was designed and built by Bo MacEwen and brims with the essence of warm, Southern hospitality. Bo...
$1,550,000
Subdivision: Oaks
4
Beds
4F11/2
Baths
5,246
Sq.Ft.
2001
Year Built
190
Days on Site
A4441248
MLS
Elegantly defined, european and traditional, custom build home in the cul-de sac private street of the gated community of The Oaks. The moment you pull into the circular paver driveway and porte...
$1,500,000
Subdivision: Oaks
5
Beds
5F11/2
Baths
5,153
Sq.Ft.
1999
Year Built
304
Days on Site
A4428519
MLS
This spacious 5 bedroom, 5.5 bath home offers over 5,100 square feet of living space and overlooks the par 3 fourth hole of The Oaks Heron Course. The huge gourmet kitchen features top of the line...
$1,498,246
Subdivision: Oaks
4
Beds
3F11/2
Baths
4,100
Sq.Ft.
2020
Year Built
149
Days on Site
A4444745
MLS
Pre-Construction. To be built. The Oaks Bayside. One of the few remaining homesites available to build your Dream Home with Henson Contractors. There is no time requirement for building and there...
$1,450,000
Subdivision: Oaks 2
4
Beds
6F11/2
Baths
5,084
Sq.Ft.
1998
Year Built
199
Days on Site
A4439437
MLS
THE EXCLUSIVE OAKS GOLF & TENNIS COUNTRY CLUB! Only Platinum and Elite club in the Sarasota Area (Top 10 Nationwide). This well designed home with gourmet kitchen has top of the line appliances...
$1,399,000
Subdivision: Oaks 2
5
Beds
6F11/2
Baths
5,399
Sq.Ft.
1992
Year Built
63
Days on Site
A4452379
MLS
RECENT PRICE ADJUSTMENT. Classic elegance at The Oaks Club Side! This custom built 5400sf single story has been extensively renovated to include fresh interior paint throughout, new high-end hardwood...

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