99 total properties
Did you mean the neighborhood Oldsmar?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 10 SHAMROCK WAY 10 Oldsmar, FL MLS# TB8506563
  • Virtual Tour
1 of 43
$279,000
2

Beds

2.0

Baths

1,465

Sq.Ft.

10 SHAMROCK WAY 10

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8504194
  • Adult Community with Virtual Tour
1 of 54
$269,000
3

Beds

2.0

Baths

1,253

Sq.Ft.

417 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 228 TARPON LANE Oldsmar, FL MLS# TB8506652
  • Adult Community with Virtual Tour
1 of 28
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$269,000
2

Beds

2.0

Baths

1,686

Sq.Ft.

228 TARPON LANE

Oldsmar, FL

View 202 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8514350
  • Recently Listed with Virtual Tour
1 of 16
$269,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

202 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 230 BALSAM DRIVE Oldsmar, FL MLS# TB8504047
  • Virtual Tour
1 of 31
$265,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

230 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 2029 SAGINAW COURT Oldsmar, FL MLS# TB8515524
  • Virtual Tour
1 of 17
$264,900
2

Beds

2.0

Baths

1,143

Sq.Ft.

2029 SAGINAW COURT

Oldsmar, FL

Courtesy of FLORIDAS BEST HOMES REALTY LLC
View 123 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8447450
  • Adult Community with Virtual Tour
1 of 21
$259,900
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Adult Community with Virtual Tour
1 of 51
$259,900
3

Beds

2.0

Baths

1,471

Sq.Ft.

258 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP

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

244

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 - 200K55
$200K - 300K42
$300K - 400K51
$400K - 500K25
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K7
$900K - 1M1
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family128
Townhouse30
Condo48
Commercial5
Rental43
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/17/2026)

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 6/17/2026.