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, 2018
32
Listed
212
Avg. DOM
$266.09
Avg. $ / Sq.Ft.
$1,075,000
Med. List Price
32 Properties Found. Showing 1-12
Sort By:
552 Eagle Watch Lane
Osprey, FL 34229
552 Eagle Watch Lane Osprey, FL 34229
1 of 47
$3,685,000
Subdivision: Oaks
BEDS
4
BATHS
5
SQ.FT.
6,300
BUILT
2018
ON SITE
232Days
MLS
A4214669
Now complete! Unparalleled construction quality and features. Located in one of SW Florida's finest golf/tennis communities - The Oaks. This energy efficient masterpiece, nestled on a premium golf...
95 Osprey Point Drive
Osprey, FL 34229
95 Osprey Point Drive Osprey, FL 34229
1 of 50
$2,100,000
Subdivision: Oaks
BEDS
5
BATHS
6
SQ.FT.
7,531
BUILT
1990
ON SITE
52Days
MLS
A4413743
A FRENCH CHATEAU/PRIVATE MINI ESTATE. 4 car garage. A 3/4 ACRE PARCEL (2 lots) newly landscaped viewing the saltwater pool and large lake. Main house 6500 SQ FT and with guest house 7531 SQ FT....
91 Osprey Point Drive
Osprey, FL 34229
91 Osprey Point Drive Osprey, FL 34229
1 of 25
$1,995,000 ( $380,000 )
Subdivision: Oaks
BEDS
4
BATHS
6
SQ.FT.
5,100
BUILT
1983
ON SITE
291Days
MLS
A4208052
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...
676 Eagle Watch Lane
Osprey, FL 34229
676 Eagle Watch Lane Osprey, FL 34229
1 of 25
$1,545,000 ( $50,000 )
Subdivision: Oaks 2
BEDS
5
BATHS
7
SQ.FT.
5,399
BUILT
1992
ON SITE
221Days
MLS
A4215527
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 floors and new bathrooms....
586 N Macewen Drive
Osprey, FL 34229
586 N Macewen Drive Osprey, FL 34229
1 of 44
$1,525,000
Subdivision: Oaks
BEDS
4
BATHS
6
SQ.FT.
4,163
BUILT
2001
ON SITE
99Days
MLS
A4410275
Exceptional and meticulously maintained best describes this fabulous 4100+ sf, 4 bedroom, 5 1/2 bath, 5-car garage residence with golf course views in the highly acclaimed gated golf community - The...
854 Macewen Drive
Osprey, FL 34229
854 Macewen Drive Osprey, FL 34229
1 of 25
$1,500,000 ( $100,000 )
Subdivision: Oaks 2
BEDS
4
BATHS
6
SQ.FT.
9,081
BUILT
2003
ON SITE
308Days
MLS
N5915808
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...
419 Walls Way
Osprey, FL 34229
419 Walls Way Osprey, FL 34229
1 of 42
$1,450,000 ( $200,000 )
Subdivision: Oaks 2
BEDS
4
BATHS
5
SQ.FT.
5,523
BUILT
1988
ON SITE
316Days
MLS
A4203589
A recent price reduction makes this spectacular 4 bedroom, 4.5 bath colonial, with over $1,000,000 in renovations, an opportunity too good to pass by! If you are a discriminating buyer, seeking the...
340 Osprey Point Drive
Osprey, FL 34229
340 Osprey Point Drive Osprey, FL 34229
1 of 50
$1,350,000 ( $150,000 )
Subdivision: Oaks
BEDS
5
BATHS
7
SQ.FT.
6,002
BUILT
1998
ON SITE
288Days
MLS
A4207974
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...
388 Bunker Hill
Osprey, FL 34229
388 Bunker Hill Osprey, FL 34229
1 of 25
$1,300,000
Subdivision: Oaks 2
BEDS
4
BATHS
6
SQ.FT.
4,937
BUILT
1999
ON SITE
107Days
MLS
A4409213
Lush, luxurious, and private. This beautiful residence located in the much sought-after Oaks Club community offers a large, warm home situated at the end of a cul-de-sac on lushly landscaped grounds....
601 Fernwalk Lane
Osprey, FL 34229
601 Fernwalk Lane Osprey, FL 34229
1 of 25
$1,250,000
Subdivision: Oaks
BEDS
4
BATHS
6
SQ.FT.
4,547
BUILT
1986
ON SITE
163Days
MLS
A4403751
This extraordinary Bo MacEwen designed home, with beautiful southern charm, is situated on a double lot with a private park-like setting in Oaks Bayside. All the light-filled, spacious rooms are on...
852 Macewen Drive
Osprey, FL 34229
852 Macewen Drive Osprey, FL 34229
1 of 25
$1,200,000
Subdivision: Oaks
BEDS
4
BATHS
4
SQ.FT.
4,519
BUILT
1992
ON SITE
162Days
MLS
A4404963
Privacy abounds in this sensational 4 bedroom/3 and a half bath Oaks Club custom built home with stately front elevation. Updated open floor plan with soaring ceilings is perfect for an active family...
67 Sugar Mill Drive
Osprey, FL 34229
67 Sugar Mill Drive Osprey, FL 34229
1 of 25
$1,195,000
Subdivision: Oaks
BEDS
4
BATHS
4
SQ.FT.
4,020
BUILT
1989
ON SITE
209Days
MLS
A4400278
This traditional 4 bedroom, 3.5 bath (plus pool bath) home exudes sophistication. From the moment you approach, the style & grace of this masterpiece is apparent. Pass through the columned entrance...

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