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 28, 2023
9
Listed
38
Avg. DOM
$464.47
Avg. $ / Sq.Ft.
$2,395,000
Med. List Price
9 Properties
$2,625,000
Neighborhood: Oaks
5
Beds
6F21/2
Baths
5,521
Sq.Ft.
1995
Year Built
8
Days on Site
A4558072
MLS
**STRIKING, MOVE-IN READY, CONTEMPORARY, FULLY-RENOVATED ESTATE** found behind the gates of the coveted OAKS-BAYSIDE Country Club Neighborhood on Sarasota Bay waters entails 5 Beds + 6 Full & 2 Half...
$2,595,000
Neighborhood: Oaks
5
Beds
5F21/2
Baths
6,001
Sq.Ft.
1998
Year Built
13
Days on Site
A4546275
MLS
This grand estate is just as one might expect tucked behind the gates of The Oaks Bayside. Set back from the street and surrounded by lush landscaping which includes mature oak trees, tropical...
$2,595,000
Neighborhood: Oaks
4
Beds
4F21/2
Baths
4,811
Sq.Ft.
2007
Year Built
5
Days on Site
A4557956
MLS
**EXQUISITE AND SOPHISTICATED COUNTRY CLUB ESTATE** Custom Built in 2007 by Renowned Tandem Construction as found behind the gates of the coveted OAKS-BAYSIDE Neighborhood on Sarasota Bay waters...
$2,500,000
Neighborhood: Oaks
4
Beds
3F11/2
Baths
5,508
Sq.Ft.
1998
Year Built
3
Days on Site
A4558410
MLS
On the market for the first time, the sellers had this 4 bedroom (plus study), 3.5 bath house custom built by Baron as their dream home. And now, you can make this spectacular home yours! It will be...
$2,395,000
Neighborhood: Oaks
5
Beds
5F11/2
Baths
4,783
Sq.Ft.
1996
Year Built
92
Days on Site
A4551185
MLS
This 5 bedroom, 5.5 bath home, custom built by Baron, offers over 4,700 square feet of the finest living area you'll find in The Oaks Bayside. Surrounded by mature landscaping, and backing to...
$1,895,000
Neighborhood: Oaks
3
Beds
3F11/2
Baths
3,910
Sq.Ft.
1992
Year Built
83
Days on Site
A4551712
MLS
PRIVACY ABOUNDS IN THIS COMPLETELY UPDATED HOME W/NEWER ROOF located behind the gates of The Oaks Bayside, this custom-built 3 bedroom, 3.5 bath home with enormous office/den is the personification...
$1,550,000
Neighborhood: Oaks
3
Beds
3F11/2
Baths
3,872
Sq.Ft.
1992
Year Built
132
Days on Site
A4548298
MLS
LIVE A LIFE OF COMFORT AND ELEGANCE IN SARASOTA'S PREMIER GOLF AND COUNTRY CLUB COMMUNITY! This 3 bedroom, 3.5 bath home, located on a private cul-de-sac in The Oaks Clubside is surrounded by...
$1,525,000
Neighborhood: Oaks
3
Beds
3F11/2
Baths
3,565
Sq.Ft.
1999
Year Built
15
Days on Site
A4557243
MLS
Located behind the gates of The Oaks Clubside, within close proximity to the clubhouse, this 3 bedroom plus office, 3.5 bath home has over 3,500 square feet of quiet elegance, and comfortable living...
$1,455,000
Neighborhood: Oaks
4
Beds
3
Baths
3,125
Sq.Ft.
1994
Year Built
2
Days on Site
U8188846
MLS
**NEWLY RENOVATED** home in the prestigious Oaks Bayside is the one you've been waiting for! Premium updates in the past 2 years include, a saltwater heated pool and spa combo with travertine...

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