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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 407-252-3959.

24 Results

Oaks Osprey Florida Homes For Sale

Oaks For Sale $777,000

View 37 Bayhead Ln Osprey FL
View 37 Bayhead Ln Osprey FL
View 37 Bayhead Ln Osprey FL
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2168

  • Year Built

    2001

  • $/SqFt

    $358

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

Oaks Pended $1,885,000

View 621 N Macewen Dr Osprey FL
View 621 N Macewen Dr Osprey FL
View 621 N Macewen Dr Osprey FL
On Market For 1 Day
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3836

  • Year Built

    2001

  • $/SqFt

    $491

Equity OR Social Membership is required and available. MLS#A4599336. GENEROUS PROPERTY.

Oaks Pended $1,140,000

View 202 Saint James Park Osprey FL
View 202 Saint James Park Osprey FL
View 202 Saint James Park Osprey FL
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 For Sale $1,950,000

View 577 N Macewen Dr Osprey FL
View 577 N Macewen Dr Osprey FL
View 577 N Macewen Dr Osprey FL
On Market For 18 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

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 $2,375,000

On Market For 1 Day
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3768

  • Year Built

    1983

  • $/SqFt

    $630

Equity OR Social Membership is required and available. MLS#A4592469. GENEROUS PROPERTY.

Oaks Pended $1,950,000

On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4686

  • Year Built

    1995

  • $/SqFt

    $416

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4595173. GENEROUS PROPERTY.

Oaks Pended $2,250,000

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 For Sale $3,050,000

On Market For 46 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 For Sale $1,195,000

Reduced By $5,000

On Market For 49 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 For Sale $1,695,000

On Market For 54 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3574

  • Year Built

    2002

  • $/SqFt

    $474

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

Oaks For Sale $902,500

Reduced By $72,500

On Market For 57 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2917

  • Year Built

    2000

  • $/SqFt

    $309

Club membership either golf or social is required. MLS#A4593760. RE/MAX ALLIANCE GROUP.

Oaks For Sale $1,695,000

Reduced By $55,000

On Market For 85 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    3905

  • Year Built

    1986

  • $/SqFt

    $434

The Oaks, Sarasota’s finest golf and country club has 2 golf courses, 12 HarTru tennis courts, croquet court and pickle ball courts, fine dining and an abundance of social activities; club membership is required with homeownership. MLS#A4591361. COLDWELL BANKER REALTY.

Oaks Pended $1,295,000

On Market For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2826

  • Year Built

    1992

  • $/SqFt

    $458

Membership is required and includes IMMEDIATE GOLF ACCESS. **MUST SEE** MLS#A4589700. GENEROUS PROPERTY.

Oaks Pended $1,650,000

Reduced By $246,300

On Market For 78 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3953

  • Year Built

    1992

  • $/SqFt

    $417

https://realestate.febreframeworks.com/videos/e3cf318c-7a2b-46d8-9457-6400cdf9f39a https://my.matterport.com/show/?m=tvksZNo9z73&brand=0&mls=1& MLS#A4588678. BRIGHT REALTY.

Oaks For Sale $1,750,000

On Market For 141 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 Pended $1,995,000

Reduced By $100,000

On Market For 112 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3780

  • Year Built

    2000

  • $/SqFt

    $528

Membership Is Required And Available. **enjoy The 3d Virtual Tour** MLS#A4583299. GENEROUS PROPERTY.

Oaks Pended $1,495,000

Reduced By $205,000

On Market For 126 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4185

  • Year Built

    2006

  • $/SqFt

    $357

Club membership is required with homeownership. MLS#A4583910. COLDWELL BANKER REALTY.

Oaks Pended $1,700,000

Reduced By $125,000

*POTENTIAL GREAT VALUE
On Market For 141 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4486

  • Year Built

    2002

  • $/SqFt

    $379

Club membership is required with homeownership. MLS#A4581589. COLDWELL BANKER REALTY.

Oaks Pended $1,625,000

Reduced By $75,000

On Market For 244 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3095

  • Year Built

    1990

  • $/SqFt

    $525

Mandatory membership in The Oaks Club opens the door to a pleather of recreational, dining and social options including 2 championship 18-hole golf courses, 12 HAR TRU tennis courts (4 lighted), 4 pickleball courts, a Junior Olympic community pool, a state-of-the art Wellfit Center and 3 onsite restaurants. MLS#A4571117. COLDWELL BANKER REALTY.

Oaks For Sale $1,695,000

Reduced By $205,000

On Market For 283 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4020

  • Year Built

    1989

  • $/SqFt

    $422

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

Oaks For Sale $1,900,000

Reduced By $200,000

On Market For 321 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4885

  • Year Built

    1990

  • $/SqFt

    $389

Last but not least a wrap-around second floor balcony that sets the stage for pure elegance. MLS#A4566177. COLDWELL BANKER REALTY.

Oaks For Sale $4,600,000

Reduced By $886,000

*POTENTIAL GREAT VALUE
On Market For 326 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.

Oaks For Sale $4,475,000

On Market For 365 Days
  • Bedrooms

    7

  • Full Bath(s)

    6

  • Sq. Ft.

    7254

  • Year Built

    1999

  • $/SqFt

    $617

Club membership is required with homeownership. MLS#A4561977. COLDWELL BANKER REALTY.

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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 407-252-3959 and speak with one of our real estate consultants.

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