43 total properties
Did you mean the neighborhood Oldsmar?
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
  • Recently Listed with Virtual Tour
1 of 28
$335,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 529 JETSTAR LANE Oldsmar, FL MLS# TB8482197
  • Recently Listed with Virtual Tour
1 of 24
$274,000
2

Beds

2.1

Baths

1,013

Sq.Ft.

529 JETSTAR LANE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 358 LAKE WAY Oldsmar, FL MLS# TB8486181
  • Recently Listed with Virtual Tour
1 of 48
$259,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

358 LAKE WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
The time to sell is now! THE TIME TO SELL IS NOW!
View 202 ARLINGTON AVENUE E Oldsmar, FL MLS# TB8485006
  • Recently Listed
1 of 32
$300,000
3

Beds

2.0

Baths

1,436

Sq.Ft.

202 ARLINGTON AVENUE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1815 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8483505
  • Virtual Tour
1 of 27
$285,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

1815 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 209 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8483445
  • Recently Listed
1 of 18
$304,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

209 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 190 JAMES COURT Oldsmar, FL MLS# TB8483579
  • Recently Listed with Virtual Tour
1 of 42
$345,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

190 JAMES COURT

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
  • Recently Listed 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 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
  • Recently Listed with Virtual Tour
1 of 44
$259,000
2

Beds

2.0

Baths

960

Sq.Ft.

433 SAILFISH BOULEVARD

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 248 HEMINGWAY Drive Oldsmar, FL MLS# 2131583
$289,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

248 HEMINGWAY Drive

Oldsmar, FL

View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Recently Listed with Virtual Tour
1 of 46
$350,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 40 SHAMROCK WAY 40 Oldsmar, FL MLS# TB8471405
  • Virtual Tour
1 of 44
$270,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 SHAMROCK WAY 40

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Recently Listed with Virtual Tour
1 of 20
$345,000
3

Beds

2.5

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Virtual Tour
1 of 21
$275,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

80 LANCE COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 709 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8475735
  • Virtual Tour
1 of 56
$350,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

709 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475078
$350,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLSTATE COASTAL REALTY
View 235 WOODS LANDING TRAIL 235 Oldsmar, FL MLS# TB8474969
$315,000
2

Beds

2.0

Baths

1,201

Sq.Ft.

235 WOODS LANDING TRAIL 235

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 638 JETSTAR LANE Oldsmar, FL MLS# TB8473378
  • Virtual Tour
1 of 69
$350,000
3

Beds

2.1

Baths

1,264

Sq.Ft.

638 JETSTAR LANE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 248 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8471386
  • Virtual Tour
1 of 52
$289,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

248 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of DALTON WADE INC
View 291 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8463435
$265,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

291 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of EXP REALTY LLC

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

224

Estimated median home price

$372,400
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

Price Count
$0 - 100K 1
$100K - 200K 37
$200K - 300K 46
$300K - 400K 43
$400K - 500K 26
$500K - 600K 18
$600K - 700K 17
$700K - 800K 7
$800K - 900K 9
$900K - 1M 1
$1M - Max 19

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 118
Townhouse 34
Condo 39
Commercial 4
Rental 26
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 20
Farms 0

(Data as of 3/16/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

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.

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 3/16/2026.