242 total properties
Did you mean the neighborhood Oldsmar?
View 208 CUTLASS WAY Oldsmar, FL MLS# TB8501214
  • Recently Listed with Virtual Tour
1 of 54
$370,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

208 CUTLASS WAY

Oldsmar, FL

Courtesy of DALTON WADE INC
View 1712 AZALEA COURT A Oldsmar, FL MLS# TB8401279
  • Virtual Tour
1 of 48
$369,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

1712 AZALEA COURT A

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
  • Virtual Tour
1 of 34
$369,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 908 VINEYARD LANE Oldsmar, FL MLS# TB8481839
  • Virtual Tour
1 of 36
$369,000
3

Beds

2.1

Baths

1,773

Sq.Ft.

908 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1810 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8490101
$369,000
2

Beds

2.0

Baths

1,456

Sq.Ft.

1810 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
  • Virtual Tour
1 of 39
$365,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$365,000
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$359,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1008 MANGO COURT Oldsmar, FL MLS# TB8487471
  • Virtual Tour
1 of 58
$359,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1008 MANGO COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1223 CLAYS TRAIL Oldsmar, FL MLS# TB8436662
  • Virtual Tour
1 of 15
$355,000
4

Beds

2.1

Baths

2,600

Sq.Ft.

1223 CLAYS TRAIL

Oldsmar, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
  • Virtual Tour
1 of 50
$355,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

311 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 709 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8475735
  • Virtual Tour
1 of 56
$350,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

709 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 0 ST PETERSBURG DRIVE E Oldsmar, FL MLS# TB8489292
$350,000
Studio

Beds

0.0

Baths

0 ST PETERSBURG DRIVE E

Oldsmar, FL

Courtesy of HOMECOIN.COM
View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Virtual Tour
1 of 20
$345,000
3

Beds

2.5

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 190 JAMES COURT Oldsmar, FL MLS# TB8483579
  • Virtual Tour
1 of 42
$345,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

190 JAMES COURT

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Virtual Tour
1 of 46
$340,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 1712 AZALEA COURT B Oldsmar, FL MLS# TB8401434
  • Virtual Tour
1 of 38
$339,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

1712 AZALEA COURT B

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
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 LA ROSA REALTY PRESTIGE
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
  • Virtual Tour
1 of 28
$330,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 114 CLAYS TRAIL 114 Oldsmar, FL MLS# TB8379057
$329,900
3

Beds

2.0

Baths

1,668

Sq.Ft.

114 CLAYS TRAIL 114

Oldsmar, FL

Courtesy of ADVANCED REALTY GROUP INC

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

243

Estimated median home price

$370,000
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

Price Count
$0 - 100K 1
$100K - 200K 46
$200K - 300K 43
$300K - 400K 50
$400K - 500K 29
$500K - 600K 20
$600K - 700K 13
$700K - 800K 7
$800K - 900K 10
$900K - 1M 2
$1M - Max 22

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 132
Townhouse 33
Condo 44
Commercial 4
Rental 46
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 18
Farms 0

(Data as of 4/28/2026)

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 4/28/2026.