231 total properties
Did you mean the neighborhood Oldsmar?
View 2019 DIAMOND COURT Oldsmar, FL MLS# TB8428371
  • Virtual Tour
1 of 74
$1,135,000
4

Beds

3.0

Baths

3,502

Sq.Ft.

2019 DIAMOND COURT

Oldsmar, FL

Courtesy of REAL ESTATE FIRM OF FLORIDA, LLC
View 4915 AUGUSTA AVENUE Oldsmar, FL MLS# TB8426585
  • Virtual Tour
1 of 87
$850,000
5

Beds

2.1

Baths

3,294

Sq.Ft.

4915 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 100 INGRID PLACE Oldsmar, FL MLS# TB8427672
  • Virtual Tour
1 of 51
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

100 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 206 CARYL WAY #1 Oldsmar, FL MLS# TB8427572
  • Virtual Tour
1 of 15
$224,900
2

Beds

2.0

Baths

948

Sq.Ft.

206 CARYL WAY #1

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$410,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 192 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8427755
  • Adult Community with Virtual Tour
1 of 42
$179,900
2

Beds

2.0

Baths

1,274

Sq.Ft.

192 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 501 WASHINGTON AVENUE Oldsmar, FL MLS# TB8427843
$435,000
3

Beds

1.0

Baths

1,308

Sq.Ft.

501 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8357645
  • Adult Community with Virtual Tour
1 of 28
$339,999
3

Beds

2.0

Baths

1,255

Sq.Ft.

163 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE INC
View 288 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8425151
$1,650,000
4

Beds

4.2

Baths

5,260

Sq.Ft.

288 MOBBLY BAY DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
View 317 TAVERNIER DRIVE Oldsmar, FL MLS# TB8425068
  • Virtual Tour
1 of 62
$499,900
3

Beds

2.0

Baths

1,753

Sq.Ft.

317 TAVERNIER DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 4831 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8423336
$475,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

4831 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 204 MARY DRIVE Oldsmar, FL MLS# TB8423438
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

204 MARY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 804 CHARLES BOULEVARD Oldsmar, FL MLS# TB8422935
$1,190,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

804 CHARLES BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 4874 WESTCHESTER COURT Oldsmar, FL MLS# TB8421875
    1 of 42
    OPEN HOUSE: Sunday 12/14 12:00 AM - 3:00 PM
    $550,000
    3

    Beds

    2.0

    Baths

    1,758

    Sq.Ft.

    4874 WESTCHESTER COURT

    Oldsmar, FL

    Courtesy of COLDWELL BANKER REALTY
    View 1627 SHADY OAKS DRIVE Oldsmar, FL MLS# A4662618
    $619,900
    3

    Beds

    2.1

    Baths

    2,429

    Sq.Ft.

    1627 SHADY OAKS DRIVE

    Oldsmar, FL

    Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
    View 401 PARK BOULEVARD Oldsmar, FL MLS# TB8420002
    • New Construction with Virtual Tour
    1 of 35
    $1,199,000
    4

    Beds

    3.1

    Baths

    3,000

    Sq.Ft.

    401 PARK BOULEVARD

    Oldsmar, FL

    Courtesy of DANVA URBAN REAL ESTATE LLC
    View 2328 WARWICK DRIVE Oldsmar, FL MLS# TB8419306
      1 of 68
      OPEN HOUSE: Sunday 12/14 1:00 PM - 3:00 PM
      $889,000
      4

      Beds

      3.1

      Baths

      3,294

      Sq.Ft.

      2328 WARWICK DRIVE

      Oldsmar, FL

      Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
      View 403 PARK BOULEVARD Oldsmar, FL MLS# TB8420240
      • New Construction with Virtual Tour
      1 of 23
      $899,000
      4

      Beds

      3.1

      Baths

      2,900

      Sq.Ft.

      403 PARK BOULEVARD

      Oldsmar, FL

      Courtesy of REALTY ONE GROUP SUNSHINE
      View 403 E TUSCAN LANE E Oldsmar, FL MLS# TB8376561
      $330,000
      3

      Beds

      2.1

      Baths

      1,525

      Sq.Ft.

      403 E TUSCAN LANE E

      Oldsmar, FL

      Courtesy of 54 REALTY LLC
      View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# O6337783
      $435,000
      3

      Beds

      2.1

      Baths

      1,667

      Sq.Ft.

      1505 SUNSET WIND LOOP

      Oldsmar, FL

      Courtesy of BEYCOME OF FLORIDA LLC

      About Oldsmar

      The Oldsmar area enjoys the distinction of offering the county’s only contiguous land connection to the City of Tampa and Hillsborough County.  Perhaps this “no bridges” location has helped to foster the area’s rapid growth in lovely residential communities. Local attractions include the thoroughbred horse racing at Tampa Bay Downs Race Track, the bargains at Oldsmar Flea Market, and the skating rink at the Tampa Bay Skating Academy.  Housing ranges from spacious single-family homes to executive homes and estates or stately older residences in the heart of town.  The regional Upper Tampa Bay Chamber of Commerce headquartered in Oldsmar also covers the unincorporated communities of Town and Country and Northwest Hillsborough.

      Listings in Oldsmar, FL

      252

      Estimated median home price

      $389,000
      Oldsmar FL Homes for Sale & Properties

      Weichert Realtors is one of the nation's leading providers of Oldsmar, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oldsmar, FL.

      Homes for Sale by Price in Oldsmar, FL

      PriceCount
      $0 - 100K0
      $100K - 200K28
      $200K - 300K57
      $300K - 400K50
      $400K - 500K33
      $500K - 600K20
      $600K - 700K15
      $700K - 800K12
      $800K - 900K7
      $900K - 1M4
      $1M - Max26

      Homes for Sale by Type in Oldsmar, FL

      Property TypeCount
      Single Family146
      Townhouse33
      Condo38
      Commercial6
      Rental55
      Lots and Land13
      Condo/Town/CoOp0
      CoOp0
      Multi Family1
      Mobile Home15
      Farms0

      (Data as of 11/11/2025)

      Information deemed reliable but not guaranteed.

      Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

      Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

      Data is updated as of 12/9/2025.