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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 863-557-1027.

21 Results

Oaks Osprey Florida Homes For Sale

Oaks Pended $2,400,000

View 406 Walls Way Osprey FL
View Details 1 Photo
On Market For 99 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4284

  • Year Built

    1998

  • $/SqFt

    $560

The Oaks, Sarasota's premier golf and country club, features two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. MLS#A4606371. COLDWELL BANKER REALTY.

Oaks For Sale $1,995,000

View 165 Sugar Mill Dr Osprey FL
View Details 95 Photos
View 165 Sugar Mill Dr Osprey FL
View 165 Sugar Mill Dr Osprey FL
View 165 Sugar Mill Dr Osprey FL
On Market For 26 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 $3,600,000

View 497 Webbs Cv Osprey FL
View Details 95 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 32 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6863

  • Year Built

    1992

  • $/SqFt

    $525

Bay-side residents also enjoy direct Bay access to the community Dock. MLS#A4603537. BERKSHIRE HATHAWAY HOMESERVICE.

Oaks For Sale $995,000

View 12 Bishops Court Rd Rd Osprey FL
View Details 76 Photos
View 12 Bishops Court Rd Rd Osprey FL
View 12 Bishops Court Rd Rd Osprey FL
View 12 Bishops Court Rd Rd Osprey FL
On Market For 33 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 29 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 Pended $2,875,000

View Details 78 Photos
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    1988

  • $/SqFt

    $647

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4601951. GENEROUS PROPERTY.

Oaks For Sale $1,689,900

View Details 45 Photos
On Market For 39 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 46 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 Pended $3,200,000

View Details 63 Photos
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3875

  • Year Built

    2024

  • $/SqFt

    $826

No waiting for membership and access to golf and all activities! MLS#A4601108. COLDWELL BANKER REALTY.

Oaks Pended $1,095,000

View Details 64 Photos
On Market For 49 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 Pended $789,000

View Details 49 Photos
On Market For 42 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2168

  • Year Built

    2001

  • $/SqFt

    $364

CLUB MEMBERSHIP IS AVAILABLE AND IS REQUIRED WITH PURCHASE. Paradise awaits. MLS#A4600903. COLDWELL BANKER SARASOTA CENT..

Oaks Pended $1,140,000

View Details 57 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2541

  • Year Built

    1994

  • $/SqFt

    $449

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4599111. GENEROUS PROPERTY.

Oaks Pended $1,950,000

View Details 68 Photos
On Market For 46 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4318

  • Year Built

    2002

  • $/SqFt

    $452

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4597332. GENEROUS PROPERTY.

Oaks Pended $2,250,000

View Details 69 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4495

  • Year Built

    2008

  • $/SqFt

    $501

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4597331. GENEROUS PROPERTY.

Oaks Pended $2,250,000

View Details 64 Photos
On Market For 18 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4263

  • Year Built

    1999

  • $/SqFt

    $528

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4595172. GENEROUS PROPERTY.

Oaks Pended $3,050,000

View Details 61 Photos
On Market For 64 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    3974

  • Year Built

    2022

  • $/SqFt

    $767

Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4594870. GENEROUS PROPERTY.

Oaks Pended $1,195,000

Reduced By $5,000
View Details 62 Photos
On Market For 75 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3336

  • Year Built

    1990

  • $/SqFt

    $358

The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and available. MLS#A4594725. GENEROUS PROPERTY.

Oaks Pended $1,595,000

Reduced By $100,000
View Details 58 Photos
On Market For 101 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3574

  • Year Built

    2002

  • $/SqFt

    $446

Membership is required and includes IMMEDIATE GOLF ACCESS. **MUST SEE** MLS#A4593090. GENEROUS PROPERTY.

Oaks For Sale $1,750,000

View Details 100 Photos
On Market For 194 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3910

  • Year Built

    1992

  • $/SqFt

    $448

Club membership is required with homeownership. MLS#A4584509. COLDWELL BANKER REALTY.

Oaks For Sale $1,595,000

Reduced By $305,000
View Details 57 Photos
*POTENTIAL GREAT VALUE
On Market For 336 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4020

  • Year Built

    1989

  • $/SqFt

    $397

Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4570326. GENEROUS PROPERTY.

Oaks Pended $4,600,000

Reduced By $886,000
View Details 100 Photos
On Market For 342 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    8621

  • Year Built

    1989

  • $/SqFt

    $534

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

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Viewing HOMES 1 to 21 of 21

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 863-557-1027 and speak with one of our real estate consultants.

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Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
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109
0.0%
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$4,482,100
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0.0%
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0.0%
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84

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$882,691
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469
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112
0.0%
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122

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$1,207,598
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0.0%
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44
0.0%
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130

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$1,103,184
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338
0.0%
57.7%
106

North Port
$409,070
$387,950
1134
0.7%
58.1%
133

Palmetto
$513,234
$425,000
459
1.5%
52.1%
95

Parrish
$524,128
$454,900
726
0.1%
60.2%
107

Sarasota
$1,515,694
$769,210
1687
0.5%
50.1%
101

Terra Ceia
$1,459,124
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8
0.0%
50.0%
101

Venice
$615,200
$550,000
920
0.2%
63.3%
96

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