39 total properties
Did you mean the neighborhood Oldsmar?
View 1227 CLAYS TRAIL Oldsmar, FL MLS# TB8454542
  • Recently Listed with Virtual Tour
1 of 34
$329,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

1227 CLAYS TRAIL

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 507 CANAL WAY Oldsmar, FL MLS# TB8453761
  • Recently Listed with Virtual Tour
1 of 45
$299,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

507 CANAL WAY

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 215 CLAYS TRAIL 215 Oldsmar, FL MLS# TB8452814
  • Recently Listed with Virtual Tour
1 of 29
$325,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL 215

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
The time to sell is now! THE TIME TO SELL IS NOW!
View 168 MANTA CIRCLE Oldsmar, FL MLS# TB8449969
  • Adult Community with Virtual Tour
1 of 35
$252,900
2

Beds

2.0

Baths

1,128

Sq.Ft.

168 MANTA CIRCLE

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8449708
  • Virtual Tour
1 of 10
$323,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

1206 SAWGRASS COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1603 VINEYARD LANE Oldsmar, FL MLS# TB8449087
  • Virtual Tour
1 of 29
$335,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

1603 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1922 HUDSON COURT Oldsmar, FL MLS# N6141380
  • Virtual Tour
1 of 26
$330,000
2

Beds

2.0

Baths

1,012

Sq.Ft.

1922 HUDSON COURT

Oldsmar, FL

Courtesy of HOMESMART
View 123 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8447450
  • Adult Community with Virtual Tour
1 of 21
$270,000
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
View 645 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8443970
$295,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

645 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 337 SHORE DRIVE E Oldsmar, FL MLS# TB8443974
  • Virtual Tour
1 of 38
$319,900
3

Beds

2.0

Baths

1,100

Sq.Ft.

337 SHORE DRIVE E

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 2004 SHEFFIELD COURT Oldsmar, FL MLS# TB8443044
$279,999
2

Beds

2.0

Baths

1,296

Sq.Ft.

2004 SHEFFIELD COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
$249,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT 117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 215 CORKWOOD LANE Oldsmar, FL MLS# TB8441702
  • Virtual Tour
1 of 88
$265,000
2

Beds

2.0

Baths

900

Sq.Ft.

215 CORKWOOD LANE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 20 SYLVIA PLACE Oldsmar, FL MLS# TB8439639
$319,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

20 SYLVIA PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 207 CLAYS TRAIL 207 Oldsmar, FL MLS# TB8437924
  • Virtual Tour
1 of 24
$275,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

207 CLAYS TRAIL 207

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 273 COUNTRYSIDE KEY BOULEVARD N/A Oldsmar, FL MLS# TB8439412
$245,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

273 COUNTRYSIDE KEY BOULEVARD N/A

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 140 JOANNE PLACE Oldsmar, FL MLS# TB8439226
  • Virtual Tour
1 of 16
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

140 JOANNE PLACE

Oldsmar, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
View 315 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8433357
$319,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

315 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
View 100 INGRID PLACE Oldsmar, FL MLS# TB8427672
  • Virtual Tour
1 of 51
$285,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

100 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC 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

208

Estimated median home price

$369,800
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 - 300K42
$300K - 400K43
$400K - 500K25
$500K - 600K13
$600K - 700K14
$700K - 800K11
$800K - 900K4
$900K - 1M1
$1M - Max20

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family109
Townhouse23
Condo39
Commercial6
Rental57
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home19
Farms0

(Data as of 12/20/2025)

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 12/20/2025.