190 total properties
Did you mean the neighborhood Oldsmar?
View 163 BRENT CIRCLE Oldsmar, FL MLS# TB8401387
  • Virtual Tour
1 of 48
$565,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

163 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
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 140 NINA WAY Oldsmar, FL MLS# TB8397910
  • Virtual Tour
1 of 65
$214,900
2

Beds

2.0

Baths

1,196

Sq.Ft.

140 NINA WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 4886 WESTCHESTER COURT Oldsmar, FL MLS# TB8427987
$569,000
3

Beds

2.0

Baths

1,920

Sq.Ft.

4886 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$359,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD
View 335 PALMDALE DRIVE Oldsmar, FL MLS# TB8396762
  • Virtual Tour
1 of 89
$799,000
5

Beds

3.0

Baths

3,035

Sq.Ft.

335 PALMDALE DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS GULF BEACHES
View 209 CORKWOOD LN Oldsmar, FL MLS# TB8396745
  • Virtual Tour
1 of 32
$244,900
2

Beds

2.0

Baths

900

Sq.Ft.

209 CORKWOOD LN

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 115 BRENT CIRCLE Oldsmar, FL MLS# TB8394528
  • Virtual Tour
1 of 24
$500,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

115 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOME SOLD REALTY LLC
View 50 INGRID PLACE 50 Oldsmar, FL MLS# TB8394672
  • Virtual Tour
1 of 51
$275,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

50 INGRID PLACE 50

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 106 CUTLASS WAY Oldsmar, FL MLS# TB8395542
  • Virtual Tour
1 of 22
$365,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

106 CUTLASS WAY

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 306 MARTHA LANE 42 Oldsmar, FL MLS# W7875437
  • Virtual Tour
1 of 50
$179,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

306 MARTHA LANE 42

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 255 PINE AVENUE N Oldsmar, FL MLS# TB8391758
  • Virtual Tour
1 of 77
$3,749,900
17,291

Sq.Ft.

255 PINE AVENUE N

Oldsmar, FL

Courtesy of PROTECH COMMERCIAL REALTY, LLC
View 302 COCO PLUM COURT Oldsmar, FL MLS# O6313382
$1,450,000
5

Beds

5.0

Baths

4,664

Sq.Ft.

302 COCO PLUM COURT

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 1801 FOREST DRIVE Oldsmar, FL MLS# A4653552
  • Virtual Tour
1 of 53
$394,900
3

Beds

2.0

Baths

1,673

Sq.Ft.

1801 FOREST DRIVE

Oldsmar, FL

Courtesy of FINE PROPERTIES
View 303 MEADOW LANE Oldsmar, FL MLS# TB8388789
  • Virtual Tour
1 of 23
$199,000
2

Beds

2.0

Baths

879

Sq.Ft.

303 MEADOW LANE

Oldsmar, FL

Courtesy of CENTURY 21 BEGGINS
View 502 DEVONSHIRE STREET Oldsmar, FL MLS# TB8388249
$184,000
Studio

Beds

0.0

Baths

502 DEVONSHIRE STREET

Oldsmar, FL

Courtesy of JEFFREY GOULD REAL ESTATE LLC
View 1812 HIBISCUS COURT S Oldsmar, FL MLS# TB8386334
$520,000
3

Beds

2.0

Baths

1,569

Sq.Ft.

1812 HIBISCUS COURT S

Oldsmar, FL

Courtesy of APPLE HOMES CORP
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 114 CLAYS TRAIL 114 Oldsmar, FL MLS# TB8379057
$339,900
3

Beds

2.0

Baths

1,668

Sq.Ft.

114 CLAYS TRAIL 114

Oldsmar, FL

Courtesy of ADVANCED REALTY GROUP INC
View 134 SYCAMORE LANE H Oldsmar, FL MLS# TB8376554
  • Virtual Tour
1 of 85
$169,000
2

Beds

2.0

Baths

915

Sq.Ft.

134 SYCAMORE LANE H

Oldsmar, FL

Courtesy of FUTURE HOME REALTY 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

196

Estimated median home price

$365,000
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 - 200K35
$200K - 300K40
$300K - 400K40
$400K - 500K24
$500K - 600K12
$600K - 700K11
$700K - 800K10
$800K - 900K4
$900K - 1M1
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family102
Townhouse21
Condo38
Commercial5
Rental53
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home18
Farms0

(Data as of 12/30/2025)

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 12/31/2025.