250 total properties
Did you mean the neighborhood Oldsmar?
View 627 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8513485
$329,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

627 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of MILLENNIAL REALTY & PROPERTY MGMT.
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8508856
$325,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of TMWRK BROKERAGE LLC
View 1912 CUTTY BAY COURT Oldsmar, FL MLS# TB8509310
$325,000
3

Beds

2.0

Baths

1,080

Sq.Ft.

1912 CUTTY BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
$320,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 423 AURORA WAY Oldsmar, FL MLS# TB8516678
  • Virtual Tour
1 of 36
$320,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

423 AURORA WAY

Oldsmar, FL

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
View 2005 HUDSON CT Oldsmar, FL MLS# W7886259
  • Recently Listed with Virtual Tour
1 of 44
$310,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

2005 HUDSON CT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 140 ASHLEY LANE Oldsmar, FL MLS# TB8504188
  • 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 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 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 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
  • Virtual Tour
1 of 44
$299,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

10 LESLEY LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 30 INGRID PLACE Oldsmar, FL MLS# TB8508886
  • Virtual Tour
1 of 49
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

30 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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 2013 DOVER COURT Oldsmar, FL MLS# TB8519255
  • Recently Listed with Virtual Tour
1 of 25
$291,000
2

Beds

2.0

Baths

1,251

Sq.Ft.

2013 DOVER COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
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 260 MICHAELS CIRCLE Oldsmar, FL MLS# TB8507054
  • 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
View 235 WOODS LANDING TRAIL 235 Oldsmar, FL MLS# TB8474969
$279,900
2

Beds

2.0

Baths

1,201

Sq.Ft.

235 WOODS LANDING TRAIL 235

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$279,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD

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

249

Estimated median home price

$350,000
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 - 100K1
$100K - 200K58
$200K - 300K42
$300K - 400K52
$400K - 500K25
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K8
$900K - 1M1
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse30
Condo51
Commercial5
Rental46
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/20/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/20/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/20/2026.