Search The Oaks Homes for Sale

Included below are homes for sale in The Oaks in Osprey, FL. If you would like more information on any of these Osprey, FL real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Osprey, FL - The Oaks Homes For Sale January 26, 2022
34
Listed
65
Avg. DOM
$381.36
Avg. $ / Sq.Ft.
$1,547,500
Med. List Price
34 Properties
Page 1 of 3
$1,200,000
Subdivision: Oaks 2 Ph 2
4
Beds
3F11/2
Baths
3,476
Sq.Ft.
1992
Year Built
1
Day on Site
A4522286
MLS
It's time to enjoy country club living at its best! Set behind the gates of The Oaks is this 4 bedroom gem, with 3 full baths and 2 half baths, overlooking the 6th green of The Heron course. Majestic...
Sold
370 Macewen Dr Osprey, FL 34229
$980,000
Subdivision: Oaks 2 Ph 1
4
Beds
3
Baths
2,880
Sq.Ft.
1992
Year Built
1/25/22
Sold On
A4515509
MLS
This Arthur Rutenberg 4 bedroom, 3 bath Bimini IV home will delight your senses. As you drive up, you will be taken by the sight of mature landscaping encircling the home, which is set on a lovely ....
$4,400,000
Subdivision: Oaks 2 Ph 2
4
Beds
5F21/2
Baths
8,763
Sq.Ft.
2002
Year Built
2
Days on Site
A4520679
MLS
Welcome to this elegant, finely crafted Tuscan estate home. A combination of old-world charm and the tropics gives this lovely home its unique appeal. Idyllically situated on an oversized lot in The...
Sold
903 Macewen Dr Osprey, FL 34229
$1,000,000
Subdivision: Oaks 2 Ph 2
3
Beds
3
Baths
2,742
Sq.Ft.
1991
Year Built
1/21/22
Sold On
A4520376
MLS
Incredible opportunity! COMPLETELY UPDATED including newer roof, removable hurricane shutters, impact windows and garage door! This 3 bedroom, 3 bath home in The Oaks Clubside is being offered...
Sold
144 Osprey Point Dr Osprey, FL 34229
$3,000,000
Subdivision: Oaks
4
Beds
4F21/2
Baths
5,178
Sq.Ft.
2002
Year Built
1/19/22
Sold On
A4518503
MLS
Beautifully positioned within Sarasota's elite country club The Oaks, this sophisticated, multi-level Key West-style home reflects the best in bespoke design. Driving into The Oaks, you'll instantly...
Pending
55 Osprey Point Dr Osprey, FL 34229
$1,595,000
Subdivision: Oaks
3
Beds
3
Baths
3,339
Sq.Ft.
1988
Year Built
13
Days on Site
A4521507
MLS
**A WONDERFUL OPPORTUNITY** to own this Move-In Ready, completely Renovated and Updated Architectural Gem in the Exclusive Bayside neighborhood of The Oaks Country Club. Designed by renowned...
$2,445,000
Subdivision: Oaks
4
Beds
4
Baths
4,001
Sq.Ft.
1983
Year Built
13
Days on Site
A4521509
MLS
**STUNNING ESTATE** just steps away from Sarasota Bay waters situated on TWO LOTS with Pool and separate Guest House; this former home of famed architect, Bo MacEwen, who also designed the...
Sold
249 Shell Midden Ct Osprey, FL 34229
$2,000,000
Subdivision: Oaks
4
Beds
4F11/2
Baths
4,620
Sq.Ft.
1995
Year Built
1/12/22
Sold On
A4514402
MLS
PRICE DROP!! Beautiful country French home on two lots in a private cul-de-sac location. Designed by Bo McEwen and featuring outstanding millwork with double and triple crown moldings, solid wood...
Sold
208 Saint James PARK Osprey, FL 34229
$975,000
Subdivision: Oaks 2 Ph 1
2
Beds
2
Baths
2,937
Sq.Ft.
1986
Year Built
1/12/22
Sold On
T3338344
MLS
Located in The Oaks club side. Classic Bo MacEwen designed home close to the club, with its heated pool, tennis courts, fitness center, 2 signature golf courses and much more. Extensive architectural...
Pending
669 Trenton WAY Osprey, FL 34229
$3,250,000
Subdivision: Oaks 2 Ph 2
5
Beds
5F11/2
Baths
5,806
Sq.Ft.
1993
Year Built
15
Days on Site
A4521842
MLS
A combination of old-world charm and the tropics gives this lovely home its unique appeal. Idyllically situated on a lovely cul-de-sac lot in The Oaks Clubside, this large abode has everything you...
Pending
48 Osprey Point Dr Osprey, FL 34229
$1,298,000
Subdivision: Oaks
3
Beds
3F11/2
Baths
3,881
Sq.Ft.
1992
Year Built
19
Days on Site
A4521711
MLS
This spacious three bedroom, three-and-a-half-bathroom home is built to entertain. From the grand master bedroom, bonus room with sunken bar and open fireplace in the dining room this home is in a...
Pending
134 Marys Chapel Ct Osprey, FL 34229
$1,300,000
Subdivision: Oaks
5
Beds
8F21/2
Baths
5,521
Sq.Ft.
1995
Year Built
29
Days on Site
D6122866
MLS
Auction Property. A wonderful home with gorgeous kitchen, family and living areas. large rear porch. Pool with lanai and spa. 3 car side entry garage. Large laundry room upstairs, elevator, sauna,...

The Oaks homes for sale in Osprey, Florida is The Larson Team's specialty. The Larson Team is committed to making the buying and selling of homes in The Oaks in Osprey, Florida a pleasurable and rewarding experience. Our website allows you to search all active The Oaks, and Osprey, Florida homes for sale. It is easy to use and navigate through The Oaks in Osprey, Florida home searches. You can also save searches and get daily email alerts of new listings as they become available.  Read More...