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 March 30, 2020
50
Listed
244
Avg. DOM
$255.38
Avg. $ / Sq.Ft.
$946,000
Med. List Price
50 Properties
Page 1 of 5
$4,450,000
Subdivision: Oaks
6
Beds
6F11/2
Baths
8,973
Sq.Ft.
1989
Year Built
490
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
102
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...
$1,950,000
Subdivision: Oaks
4
Beds
3F11/2
Baths
4,571
Sq.Ft.
1995
Year Built
78
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
79
Days on Site
A4456074
MLS
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, you will live without limits across almost...
$1,700,000
Subdivision: Oaks 2
5
Beds
6F11/2
Baths
6,416
Sq.Ft.
2003
Year Built
74
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
794
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...
$1,695,000
Subdivision: Oaks
4
Beds
5F11/2
Baths
5,578
Sq.Ft.
1989
Year Built
54
Days on Site
A4456744
MLS
2 BR 2 BATH GUEST HOUSE, 4 CAR GARAGE, AND WALLED MOTOR COURT! You will feel like nobility when you enter this gated lakeside estate in The Oaks Bayside. This spacious 4 bedroom, 5.5 bath gives you...
$1,500,000
Subdivision: Oaks 2
6
Beds
4F21/2
Baths
4,856
Sq.Ft.
1988
Year Built
50
Days on Site
A4458998
MLS
Newly Renovated, Premier Courtyard Estate Home with picturesque Southwest views. Ideal Cul-de-Sac in The Oaks ClubSide located behind Heron's 1st Green. A one floor Home with 4856 sq ft under air and...
$1,450,000
Subdivision: Oaks
5
Beds
5F11/2
Baths
5,153
Sq.Ft.
1999
Year Built
371
Days on Site
A4428519
MLS
RECENTLY REDUCED! 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...
$1,450,000
Subdivision: Oaks 2
4
Beds
6F11/2
Baths
5,084
Sq.Ft.
1998
Year Built
266
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...
$1,450,000
Subdivision: Oaks
4
Beds
3F11/2
Baths
4,100
Sq.Ft.
2020
Year Built
216
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...
$1,300,000
Subdivision: Oaks
6
Beds
6F11/2
Baths
6,863
Sq.Ft.
1992
Year Built
72
Days on Site
A4457045
MLS
6 CAR GARAGE, 2BR 2 BATH GUEST HOUSE ! you seeking a one-of-a-kind home located in the tropics equipped to entertain, and accommodate, all the guests you want to share your luxury lifestyle with?...

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