49 total properties
Did you mean the neighborhood Oldsmar?
View 800 SAINT PETERSBURG DRIVE W Oldsmar, FL MLS# TB8489139
  • Recently Listed with Virtual Tour
1 of 20
$419,000
4

Beds

3.0

Baths

1,712

Sq.Ft.

800 SAINT PETERSBURG DRIVE W

Oldsmar, FL

Courtesy of TAM BAY REALTY LLC
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
  • Recently Listed with Virtual Tour
1 of 33
$380,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of OUT FAST REALTY & INVESTMENTS
View 1008 MANGO COURT Oldsmar, FL MLS# TB8487471
  • Recently Listed with Virtual Tour
1 of 55
$369,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1008 MANGO COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 201 DUNKIRK ROAD Oldsmar, FL MLS# TB8486754
  • Recently Listed with Virtual Tour
1 of 22
$399,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

201 DUNKIRK ROAD

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
  • Recently Listed with Virtual Tour
1 of 28
$335,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Recently Listed with Virtual Tour
1 of 30
$399,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
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 908 VINEYARD LANE Oldsmar, FL MLS# TB8481839
  • Recently Listed with Virtual Tour
1 of 36
$385,000
3

Beds

2.1

Baths

1,773

Sq.Ft.

908 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
  • Recently Listed with Virtual Tour
1 of 32
OPEN HOUSE: Saturday 3/28 12:00 PM - 2:00 PM
$319,000
3

Beds

2.0

Baths

1,372

Sq.Ft.

108 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
  • Recently Listed with Virtual Tour
1 of 36
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 215 LAKE CHARLES COURT Oldsmar, FL MLS# TB8477730
  • Virtual Tour
1 of 49
$400,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

215 LAKE CHARLES COURT

Oldsmar, FL

Courtesy of LUXURY & BEACH REALTY INC
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Virtual Tour
1 of 46
$350,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
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 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
$409,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
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 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475078
$349,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLSTATE COASTAL REALTY
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Virtual Tour
1 of 34
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 1704 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8476647
  • Virtual Tour
1 of 28
$389,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

1704 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
View 638 JETSTAR LANE Oldsmar, FL MLS# TB8473378
  • Virtual Tour
1 of 69
$350,000
3

Beds

2.1

Baths

1,264

Sq.Ft.

638 JETSTAR LANE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 502 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8467897
  • Virtual Tour
1 of 33
$419,900
4

Beds

2.0

Baths

1,658

Sq.Ft.

502 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of SELLSTATE LEGACY REALTY

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

229

Estimated median home price

$380,000
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 37
$200K - 300K 48
$300K - 400K 41
$400K - 500K 26
$500K - 600K 19
$600K - 700K 17
$700K - 800K 7
$800K - 900K 10
$900K - 1M 1
$1M - Max 22

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 123
Townhouse 34
Condo 39
Commercial 4
Rental 29
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 20
Farms 0

(Data as of 3/18/2026)

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 3/24/2026.