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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.

21 Results

Oaks Osprey Florida Homes For Sale

Oaks For Sale $3,500,000

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 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6863

  • Year Built

    1992

  • $/SqFt

    $510

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 10 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 75 Osprey Point Dr Osprey FL
View Details 73 Photos
View 75 Osprey Point Dr Osprey FL
View 75 Osprey Point Dr Osprey FL
View 75 Osprey Point Dr Osprey FL
On Market For 10 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 639 Eagle Watch Lane Osprey FL
View Details 100 Photos
View 639 Eagle Watch Lane Osprey FL
View 639 Eagle Watch Lane Osprey FL
View 639 Eagle Watch Lane Osprey FL
*POTENTIAL GREAT VALUE
On Market For 19 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 25 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 $1,490,000

View Details 90 Photos
On Market For 27 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3526

  • Year Built

    2001

  • $/SqFt

    $423

A community your will be proud to call home. MLS#A4606078. CARON REALTY INC.

Oaks For Sale $2,100,000

View Details 89 Photos
*POTENTIAL GREAT VALUE
On Market For 32 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 Pended $1,600,000

View Details 27 Photos
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3665

  • Year Built

    1990

  • $/SqFt

    $437

The Oaks, Sarasota's finest golf and country club, has two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), new pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of recreational activities and social events. Membership is required with homeownership. MLS#A4609051. COLDWELL BANKER REALTY.

Oaks For Sale $1,349,000

Reduced By $40,000
View Details 62 Photos
On Market For 37 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2844

  • Year Built

    1988

  • $/SqFt

    $474

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

Oaks Pended $2,400,000

View Details 1 Photo
On Market For 53 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 Details 95 Photos
On Market For 68 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
On Market For 71 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 71 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 81 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 88 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 $1,095,000

View Details 64 Photos
On Market For 93 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 53 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2168

  • Year Built

    2001

  • $/SqFt

    $364

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#A4600903. COLDWELL BANKER SARASOTA CENT..

Oaks Pended $3,050,000

View Details 61 Photos
On Market For 141 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 $1,595,000

Reduced By $100,000
View Details 58 Photos
On Market For 149 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 $1,690,000

Reduced By $60,000
View Details 100 Photos
On Market For 236 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3910

  • Year Built

    1992

  • $/SqFt

    $432

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

Oaks For Sale $4,500,000

Reduced By $986,000
View Details 100 Photos
On Market For 337 Days

  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    8621

  • Year Built

    1989

  • $/SqFt

    $522

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

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,744,315
$2,900,000
92
0.0%
53.3%
153

Bradenton
$750,561
$575,000
1509
0.5%
55.4%
79

Bradenton Beach
$4,607,728
$3,500,000
29
0.0%
34.5%
136

Cortez
$1,473,779
$1,535,000
14
0.0%
35.7%
75

Ellenton
$525,205
$466,780
52
0.0%
57.7%
87

Englewood
$817,197
$499,000
451
1.1%
60.1%
107

Holmes Beach
$3,203,313
$2,074,500
108
0.0%
62.0%
135

Lakewood Ranch
$1,192,649
$824,999
325
0.3%
60.6%
91

Longboat Key
$3,447,964
$2,395,000
101
0.0%
59.4%
124

Myakka City
$1,002,360
$824,900
33
0.0%
63.6%
100

Nokomis
$1,143,301
$605,000
295
0.0%
57.3%
108

North Port
$403,256
$379,950
1108
0.8%
60.0%
118

Palmetto
$511,564
$420,000
469
1.7%
49.0%
79

Parrish
$521,759
$450,000
747
0.1%
54.4%
88

Sarasota
$1,538,989
$769,555
1576
0.5%
52.3%
94

Terra Ceia
$1,642,749
$1,599,000
8
0.0%
50.0%
64

Venice
$605,935
$539,838
874
0.8%
61.4%
94

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