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Home Florida Sarasota The Oaks Club

The Oaks Club

Looking for golf homes on The Oaks Club? Discover golf properties located in or near golf course communities in Sarasota, Florida. From luxury estates overlooking the greens to comfortable homes within golf communities, there are options to fit a variety of lifestyles and budgets.
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Showing 1-9 of 9 Homes For Sale
For Sale
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind - photo 1
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$2,395,000

3 Beds | 4.0 Baths | 4,519 Sqft

852 MACEWEN Dr, Osprey, FL, 34229

**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course...

Ad#: 6435288 • Added: 07/20/2025 • Updated: 04/25/2026
Ad#: 6435288 • Added: 07/20/2025 • Updated: 04/25/2026
For Sale
**EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** - photo 1
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$2,189,000

4 Beds | 4.0 Baths | 4,012 Sqft

433 E MACEWEN Dr, Osprey, FL, 34229

**EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private...

Ad#: 7051329 • Added: 12/30/2025 • Updated: 07/24/2026
Ad#: 7051329 • Added: 12/30/2025 • Updated: 07/24/2026
For Sale
**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A - photo 1
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**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A - photo 60

$1,950,000

4 Beds | 6.0 Baths | 4,346 Sqft

538 DOVE POINTE Dr, Osprey, FL, 34229

**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks...

Ad#: 6810740 • Added: 11/10/2025 • Updated: 04/01/2026
Ad#: 6810740 • Added: 11/10/2025 • Updated: 04/01/2026
For Sale
**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS - photo 1
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**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS - photo 60

$1,595,000

3 Beds | 4.0 Baths | 4,241 Sqft

909 MACEWEN Dr, Osprey, FL, 34229

**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an Over Half Acre Lot overlooking the 12th Fairway of the interior...

Ad#: 5398470 • Added: 12/19/2024 • Updated: 04/28/2026
Ad#: 5398470 • Added: 12/19/2024 • Updated: 04/28/2026
For Sale
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 1
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**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 3
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**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 10
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 11
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 12
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 13
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 14
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 15
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 16
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 17
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 18
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 19
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 20
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 21
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 22
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 23
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 24
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 25
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 26
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 27
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 28
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 29
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 30
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 31
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 32
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 33
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 34
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 35
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 36
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 37
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 38
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular - photo 39

$825,000

3 Beds | 2.0 Baths | 2,188 Sqft

599 PINE RANCH E Rd, Osprey, FL, 34229

**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a...

Ad#: 6500214 • Added: 08/08/2025 • Updated: 07/22/2026
Ad#: 6500214 • Added: 08/08/2025 • Updated: 07/22/2026
For Sale
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 1
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 2
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 3
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 4
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 5
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 6
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 7
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 8
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 9
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 10
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 11
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Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 15
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 16
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 17
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 18
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 19
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 20
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 21
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 22
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Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 24
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 25
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 26
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 27
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 28
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 29
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 30
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 31
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 32
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 33
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 34
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 35
Beautifully Maintained 3-Bedroom Home with No HOA or Deed - photo 36

$417,000

3 Beds | 2.0 Baths | 1,300 Sqft

352 GLENWOOD AVE, Osprey, FL, 34229

Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just...

Ad#: 7833465 • Added: 06/04/2026 • Updated: 06/04/2026
Ad#: 7833465 • Added: 06/04/2026 • Updated: 06/04/2026
Active Under Contract
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 1
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 2
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 3
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 4
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 5
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 6
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 7
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Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 10
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 11
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 12
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 13
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 14
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 15
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 16
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 17
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 18
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 19
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 20
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 21
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 22
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 23
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 24
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 25
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 26
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 27
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 28
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 29
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 30
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 31
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 32
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 33
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 34
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 35
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 36
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 37
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 38
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 39
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 40
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 41
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 42
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 43
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 44
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 45
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 46
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 47
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 48
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 49
Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE - photo 50

$2,100,000

4 Beds | 4.0 Baths | 3,768 Sqft

448 E MACEWEN Dr, Osprey, FL, 34229

Under contract-accepting backup offers. **IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this...

Ad#: 7488865 • Added: 03/28/2026 • Updated: 07/25/2026
Ad#: 7488865 • Added: 03/28/2026 • Updated: 07/25/2026
Sale Pending
Under contract-accepting backup offers. Exceptional opportunity - photo 1
Under contract-accepting backup offers. Exceptional opportunity - photo 2
Under contract-accepting backup offers. Exceptional opportunity - photo 3
Under contract-accepting backup offers. Exceptional opportunity - photo 4
Under contract-accepting backup offers. Exceptional opportunity - photo 5
Under contract-accepting backup offers. Exceptional opportunity - photo 6
Under contract-accepting backup offers. Exceptional opportunity - photo 7
Under contract-accepting backup offers. Exceptional opportunity - photo 8
Under contract-accepting backup offers. Exceptional opportunity - photo 9
Under contract-accepting backup offers. Exceptional opportunity - photo 10
Under contract-accepting backup offers. Exceptional opportunity - photo 11
Under contract-accepting backup offers. Exceptional opportunity - photo 12
Under contract-accepting backup offers. Exceptional opportunity - photo 13
Under contract-accepting backup offers. Exceptional opportunity - photo 14
Under contract-accepting backup offers. Exceptional opportunity - photo 15
Under contract-accepting backup offers. Exceptional opportunity - photo 16
Under contract-accepting backup offers. Exceptional opportunity - photo 17
Under contract-accepting backup offers. Exceptional opportunity - photo 18
Under contract-accepting backup offers. Exceptional opportunity - photo 19
Under contract-accepting backup offers. Exceptional opportunity - photo 20
Under contract-accepting backup offers. Exceptional opportunity - photo 21
Under contract-accepting backup offers. Exceptional opportunity - photo 22
Under contract-accepting backup offers. Exceptional opportunity - photo 23
Under contract-accepting backup offers. Exceptional opportunity - photo 24
Under contract-accepting backup offers. Exceptional opportunity - photo 25
Under contract-accepting backup offers. Exceptional opportunity - photo 26

$1,500,000

0.66 Acres | Lot sale pending

893 MACEWEN Dr, Osprey, FL, 34229

Under contract-accepting backup offers. Exceptional opportunity to secure a rarely available 0.66-acre vacant lot in the esteemed Oaks Country Club community. Bring your...

Ad#: 7802679 • Added: 05/30/2026 • Updated: 05/30/2026
Ad#: 7802679 • Added: 05/30/2026 • Updated: 05/30/2026
Sale Pending
A rare opportunity in Osprey, FL - two adjacent residential lots - photo 1
A rare opportunity in Osprey, FL - two adjacent residential lots - photo 2

$55,000

0.14 Acres | Lot sale pending

GLENWOOD Ave, Osprey, FL, 34229

A rare opportunity in Osprey, FL - two adjacent residential lots, each approximately 5,916 sq ft, available individually or together for nearly 12,000 sq ft of combined...

Ad#: 7630342 • Added: 04/26/2026 • Updated: 07/20/2026
Ad#: 7630342 • Added: 04/26/2026 • Updated: 07/20/2026

The Oaks Club Real Estate Agent Info

About The Oaks Club

The Oaks Club map
Looking for golf homes on The Oaks Club? Discover golf properties located in or near golf course communities in Sarasota, Florida. From luxury estates overlooking the greens to comfortable homes within golf communities, there are options to fit a variety of lifestyles and budgets.

Course Location:

301 Macewen Dr

Osprey, FL 34229-9096

Sarasota County

Toll Free Phone: -

Phone: (941) 966-2161

Fax: (941) 966-2192

Facility Information

Facility Type:
Private Equity Facility
Facility Category:
Real Estate Development
# of Regulation Holes:
36
# of Executive Holes:
0
Year Open:
1980
Month Open:
January
# of Tee Stations:
36

Course Information

Course Name:
Heron, Eagle Courses
Course Designer:
Willard C. Byrd, ASGCA
Course Type:
Private Equity Course
Course Category:
Real Estate Development
# of Holes:
18
Slope:
139
Rating:
72
# of Yards:
6000
Par:
72
Fairway Grass:
Bermuda
Greens:
Bermuda
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