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Below you can view all the homes for sale in the Oaks subdivision located in Osprey Florida. Listings in Oaks are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Oaks, give us a call at 727-247-2363.

17 Results

Oaks Osprey Florida Homes For Sale

Oaks For Sale $1,800,000

View 738 Macewen Dr Osprey FL
View Details 100 Photos
View 738 Macewen Dr Osprey FL
View 738 Macewen Dr Osprey FL
View 738 Macewen Dr Osprey FL
*POTENTIAL GREAT VALUE
On Market For 3 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4614

  • Year Built

    2003

  • $/SqFt

    $390

The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options. Membership is required with homeownership. MLS#A4615296. COLDWELL BANKER REALTY.

Oaks For Sale $1,895,000

View 402 Walls Way Osprey FL
View Details 58 Photos
View 402 Walls Way Osprey FL
View 402 Walls Way Osprey FL
View 402 Walls Way Osprey FL
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3464

  • Year Built

    2014

  • $/SqFt

    $547

Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4613147. GENEROUS PROPERTY.

Oaks For Sale $3,350,000

Reduced By $150,000

View 497 Webbs Cv Osprey FL
View Details 89 Photos
View 497 Webbs Cv Osprey FL
View 497 Webbs Cv Osprey FL
View 497 Webbs Cv Osprey FL
*POTENTIAL GREAT VALUE
On Market For 36 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6863

  • Year Built

    1992

  • $/SqFt

    $488

Schedule a viewing today and step into a lifestyle defined by comfort, elegance, and unparalleled beauty. MLS#A4611882. WHITE SANDS REALTY GROUP FL.

Oaks Pended $1,900,000

View 451 Mac Ewen Dr Osprey FL
View Details 100 Photos
View 451 Mac Ewen Dr Osprey FL
View 451 Mac Ewen Dr Osprey FL
View 451 Mac Ewen Dr Osprey FL
On Market For 39 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4368

  • Year Built

    1998

  • $/SqFt

    $435

Located in south Sarasota, the community is minutes from nationally ranked Pine View School, and close to the Legacy Bike Trail, world renowned area beaches and all the shopping, dining and cultural offerings of downtown Sarasota. MLS#A4610759. COLDWELL BANKER REALTY.

Oaks For Sale $1,795,000

View Details 73 Photos
On Market For 39 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4001

  • Year Built

    1983

  • $/SqFt

    $449

Call now to schedule a private showing! MLS#A4611113. KELLER WILLIAMS ON THE WATER S.

Oaks For Sale $1,549,000

View Details 100 Photos
*POTENTIAL GREAT VALUE
On Market For 48 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4406

  • Year Built

    1989

  • $/SqFt

    $352

The Oaks has two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickleball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. MLS#A4610414. COLDWELL BANKER REALTY.

Oaks For Sale $3,100,000

View Details 100 Photos
On Market For 54 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4937

  • Year Built

    1999

  • $/SqFt

    $628

Featuring two championship golf courses, lighted pickleball courts, 12 HAR-TRU tennis courts (5 lighted), a state-of-the-art fitness center, croquet lawn, and a vast array of dining and social options, the Oaks is situated close to the gorgeous local beaches, and all the shopping, cultural and recreational offerings of Downtown Sarasota. MLS#A4609703. COLDWELL BANKER REALTY.

Oaks For Sale $1,390,000

Reduced By $100,000
View Details 90 Photos
On Market For 56 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3526

  • Year Built

    2001

  • $/SqFt

    $394

)Electric hurricane shutters, NEW ROOF 7/24. MLS#A4606078. CARON REALTY INC.

Oaks For Sale $2,100,000

View Details 89 Photos
*POTENTIAL GREAT VALUE
On Market For 61 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4885

  • Year Built

    1990

  • $/SqFt

    $430

Last but not least a wrap-around second floor balcony that sets the stage for pure elegance. Brand New roof installed 2024! ! MLS#A4608902. COLDWELL BANKER REALTY.

Oaks For Sale $1,295,000

Reduced By $94,000
View Details 62 Photos
On Market For 65 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2844

  • Year Built

    1988

  • $/SqFt

    $455

Social or Golf Membership is required at the Oaks. MLS#A4608440. SOLUTIONS REALTY.

Oaks For Sale $1,995,000

View Details 95 Photos
On Market For 97 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3912

  • Year Built

    1989

  • $/SqFt

    $510

Club membership is required with homeownership. MLS#A4603094. COLDWELL BANKER REALTY.

Oaks For Sale $995,000

View Details 76 Photos
*POTENTIAL GREAT VALUE
On Market For 99 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3182

  • Year Built

    1996

  • $/SqFt

    $313

Membership is required, either social or golf, and it's all waiting for you to enjoy the wonderful lifestyle convenient to everything Sarasota has to offer. MLS#A4604256. COLDWELL BANKER SARASOTA CENT..

Oaks For Sale $3,995,000

View Details 80 Photos
On Market For 100 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5453

  • Year Built

    1986

  • $/SqFt

    $733

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4600730. GENEROUS PROPERTY.

Oaks For Sale $1,689,900

View Details 45 Photos
On Market For 110 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    3905

  • Year Built

    1986

  • $/SqFt

    $433

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4601618. GENEROUS PROPERTY.

Oaks Pended $1,195,000

Reduced By $100,000
View Details 80 Photos
On Market For 117 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2573

  • Year Built

    1989

  • $/SqFt

    $464

The Oaks Club is a Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World, and is minutes to Sarasota’s award winning beaches, downtown’s cultural arts, and shopping. MLS#A4601227. COLDWELL BANKER SARASOTA CENT..

Oaks For Sale $1,095,000

View Details 64 Photos
On Market For 52 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2855

  • Year Built

    1997

  • $/SqFt

    $384

There is no shortage of shopping and dining options as well. Schedule your showing today! MLS#A4600972. ROSEBAY INTERNATIONAL REALTY INC.

Oaks For Sale $4,400,000

Reduced By $1,086,000
View Details 100 Photos
*POTENTIAL GREAT VALUE
On Market For 357 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    8621

  • Year Built

    1989

  • $/SqFt

    $510

The Oaks is a Five Star Platinum Club. MLS#A4564864. BERKSHIRE HATHAWAY HOMESERVICE.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 727-247-2363 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,887,500
$2,900,000
85
0.0%
54.1%
163

Bradenton
$754,562
$588,990
1437
0.6%
58.5%
81

Bradenton Beach
$4,857,713
$3,950,000
31
0.0%
38.7%
134

Cortez
$1,709,915
$1,500,000
13
0.0%
23.1%
63

Ellenton
$527,308
$462,000
48
0.0%
68.8%
92

Englewood
$813,329
$479,000
417
1.2%
60.9%
108

Holmes Beach
$3,367,300
$2,199,000
93
1.1%
58.1%
138

Lakewood Ranch
$1,172,477
$799,900
302
0.3%
65.2%
94

Longboat Key
$3,868,751
$2,495,000
83
0.0%
56.6%
132

Myakka City
$1,005,739
$775,000
35
0.0%
74.3%
111

Nokomis
$1,117,188
$600,000
293
0.0%
54.9%
101

North Port
$401,987
$379,000
1048
0.9%
59.1%
122

Palmetto
$521,211
$421,990
396
2.3%
55.6%
82

Parrish
$527,184
$457,000
738
0.1%
52.7%
84

Sarasota
$1,486,710
$750,000
1561
0.6%
54.1%
96

Terra Ceia
$1,967,600
$1,999,000
5
0.0%
60.0%
98

Venice
$615,841
$545,250
832
0.6%
61.1%
97

EasyStreet

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