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 November 13, 2019
55
Listed
188
Avg. DOM
$251.98
Avg. $ / Sq.Ft.
$995,000
Med. List Price
55 Properties
Page 1 of 5
$4,450,000
Subdivision: Oaks
6
Beds
6F11/2
Baths
8,973
Sq.Ft.
1989
Year Built
352
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...
$2,790,000
Subdivision: Oaks
5
Beds
5F31/2
Baths
6,461
Sq.Ft.
2005
Year Built
339
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...
$1,695,000
Subdivision: Oaks
4
Beds
5F11/2
Baths
5,100
Sq.Ft.
1983
Year Built
656
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
4F11/2
Baths
5,246
Sq.Ft.
2001
Year Built
119
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...
$1,695,000
Subdivision: Oaks
4
Beds
5F11/2
Baths
5,578
Sq.Ft.
1989
Year Built
97
Days on Site
A4443045
MLS
Escape to Paradise. Located in the waterfront community of Oaks Bayside, this one-of-a-kind walled and gated estate is a private oasis perfect for entertaining guests or for multi-generational living....
$1,500,000
Subdivision: Oaks
5
Beds
5F11/2
Baths
5,153
Sq.Ft.
1999
Year Built
233
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
78
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
128
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...
$1,350,000
Subdivision: Oaks
4
Beds
4F21/2
Baths
9,081
Sq.Ft.
2003
Year Built
90
Days on Site
N6106697
MLS
Offering over 9,000 square feet of exquisite living space, this richly-detailed custom home is nestled on a guarded, private cul-de-sac. Entertain guests or simply relax as a family in the multitude...
$1,340,000
Subdivision: Oaks
6
Beds
6F11/2
Baths
6,863
Sq.Ft.
1992
Year Built
311
Days on Site
A4423128
MLS
Seller will pay $25k toward club membership with approved contract. Located in the exclusive gated community of The Oaks Bayside. Totally remodeled home with too many improvements to list, everything...
$1,295,000
Subdivision: Oaks
5
Beds
5F21/2
Baths
6,002
Sq.Ft.
1998
Year Built
653
Days on Site
A4207974
MLS
If you want to live an enviable lifestyle with the comfort of being surrounded by nature, combined with the elegance of country club living, this 5 bedroom French Country styled home, with 5 full and...
$1,263,000
Subdivision: Oaks 2
4
Beds
3F11/2
Baths
3,464
Sq.Ft.
2014
Year Built
104
Days on Site
A4442718
MLS
Built in 2014 by Todd Johnston Homes, this spectacular courtyard style waterfront property has a separate casita that may be used as a guest quarters, artists studio or in law suite. Situated on a...

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