163 total properties
Did you mean the neighborhood Oldsmar?
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# U8068220
$320,000
Studio

Beds

0.0

Baths

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# U8107571
$320,000

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
  • Adult Community with Virtual Tour
1 of 32
$319,000
3

Beds

2.0

Baths

1,372

Sq.Ft.

108 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 1204 FORESTWOOD DRIVE Oldsmar, FL MLS# O6402042
$315,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

1204 FORESTWOOD DRIVE

Oldsmar, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
  • Virtual Tour
1 of 44
$310,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

10 LESLEY LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 140 ASHLEY LANE Oldsmar, FL MLS# TB8504188
  • Recently Listed with Virtual Tour
1 of 41
$309,900
4

Beds

2.0

Baths

1,460

Sq.Ft.

140 ASHLEY LANE

Oldsmar, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 215 CLAYS TRAIL 215 Oldsmar, FL MLS# TB8452814
  • Virtual Tour
1 of 29
$305,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL 215

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 208 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8490712
  • Virtual Tour
1 of 36
$305,000
2

Beds

2.0

Baths

1,207

Sq.Ft.

208 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 105 KILSYTHE STREET Oldsmar, FL MLS# TB8502588
  • Virtual Tour
1 of 65
$305,000
3

Beds

2.0

Baths

1,036

Sq.Ft.

105 KILSYTHE STREET

Oldsmar, FL

Courtesy of FLORIDA EXECUTIVE REALTY
View 308 Congress STREET Oldsmar, FL MLS# U8233209
$300,000
3

Beds

2.0

Baths

1,446

Sq.Ft.

308 Congress STREET

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$299,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD
View 505 FEDERAL STREET Oldsmar, FL MLS# TB8505483
  • Recently Listed with Virtual Tour
1 of 14
$299,000
Studio

Beds

0.0

Baths

505 FEDERAL STREET

Oldsmar, FL

Courtesy of DALTON WADE INC
View 314 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8499975
$295,000
3

Beds

1.0

Baths

1,050

Sq.Ft.

314 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FOUNDATION REALTY GROUP
View 300 STATE STREET E 324 Oldsmar, FL MLS# TB8500928
$295,000
2

Beds

2.1

Baths

1,366

Sq.Ft.

300 STATE STREET E 324

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
View 209 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8483445
$294,900
2

Beds

2.0

Baths

1,086

Sq.Ft.

209 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 110 INGRID PLACE Oldsmar, FL MLS# TB8502559
  • Virtual Tour
1 of 42
$294,900
3

Beds

2.1

Baths

1,755

Sq.Ft.

110 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 40 SYLVIA PLACE Oldsmar, FL MLS# TB8487410
  • Virtual Tour
1 of 40
$289,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

40 SYLVIA PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1203 CLAYS TRAIL 406 Oldsmar, FL MLS# W7871895
  • Virtual Tour
1 of 49
$285,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

1203 CLAYS TRAIL 406

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2031 DOVER COURT Oldsmar, FL MLS# TB8500444
$280,000
2

Beds

2.0

Baths

1,215

Sq.Ft.

2031 DOVER COURT

Oldsmar, FL

Courtesy of LOKATION
View 260 MICHAELS CIRCLE Oldsmar, FL MLS# TB8507054
  • Recently Listed with Virtual Tour
1 of 18
$280,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

260 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of DASHER RLTY & PROP. MANAGEMENT

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

$359,700
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 - 100K1
$100K - 200K48
$200K - 300K45
$300K - 400K53
$400K - 500K27
$500K - 600K17
$600K - 700K9
$700K - 800K7
$800K - 900K10
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse32
Condo45
Commercial5
Rental46
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home20
Farms0

(Data as of 5/20/2026)

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 5/21/2026.