209 total properties
Did you mean the neighborhood Oldsmar?
View 1703 BAYHILL DRIVE Oldsmar, FL MLS# TB8479317
  • Recently Listed with Virtual Tour
1 of 69
$580,000
4

Beds

2.1

Baths

1,963

Sq.Ft.

1703 BAYHILL DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 387 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8480272
  • Recently Listed with Virtual Tour
1 of 55
$469,900
3

Beds

2.0

Baths

1,808

Sq.Ft.

387 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
  • Recently Listed with Virtual Tour
1 of 25
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 215 LAKE CHARLES COURT Oldsmar, FL MLS# TB8477730
  • Recently Listed with Virtual Tour
1 of 49
$400,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

215 LAKE CHARLES COURT

Oldsmar, FL

Courtesy of LUXURY & BEACH REALTY INC
View 1566 HUNTLEIGH COURT Oldsmar, FL MLS# TB8480556
  • Recently Listed with Virtual Tour
1 of 51
$799,000
4

Beds

2.0

Baths

2,652

Sq.Ft.

1566 HUNTLEIGH COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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 1761 HAWTHORNE COURT Oldsmar, FL MLS# W7883339
  • Recently Listed with Virtual Tour
1 of 65
$575,000
4

Beds

2.1

Baths

2,305

Sq.Ft.

1761 HAWTHORNE COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 339 SHORE DRIVE E Oldsmar, FL MLS# TB8479287
  • Recently Listed
1 of 30
$535,000
3

Beds

2.0

Baths

1,686

Sq.Ft.

339 SHORE DRIVE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 338 LAFAYETTE BOULEVARD Oldsmar, FL MLS# O6384927
$690,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

338 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Sunday 3/1 11:00 AM - 1:00 PM
$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 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
  • Recently Listed with Virtual Tour
1 of 33
$256,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

388 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of TROPIC SHORES REALTY
View 106 CAMILLE COURT 106 Oldsmar, FL MLS# TB8477514
$200,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 CAMILLE COURT 106

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1527 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8476648
  • Recently Listed with Virtual Tour
1 of 87
OPEN HOUSE: Sunday 3/1 1:00 PM - 4:00 PM
$609,000
2

Beds

2.0

Baths

1,919

Sq.Ft.

1527 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 40 SHAMROCK WAY 40 Oldsmar, FL MLS# TB8471405
  • Recently Listed with 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 1727 BAYHILL DRIVE Oldsmar, FL MLS# TB8477680
  • Virtual Tour
1 of 39
$460,000
3

Beds

2.0

Baths

1,553

Sq.Ft.

1727 BAYHILL DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 408 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8478309
  • Recently Listed with Virtual Tour
1 of 45
$520,000
3

Beds

2.0

Baths

1,598

Sq.Ft.

408 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 80 BIRDSONG COURT Oldsmar, FL MLS# TB8477396
  • Recently Listed with Virtual Tour
1 of 35
$259,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

80 BIRDSONG COURT

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Recently Listed with Virtual Tour
1 of 21
$282,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

80 LANCE COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1532 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8477348
$620,000
2

Beds

2.0

Baths

1,900

Sq.Ft.

1532 WOODSTREAM DRIVE

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

212

Estimated median home price

$369,000
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 - 100K0
$100K - 200K35
$200K - 300K44
$300K - 400K46
$400K - 500K23
$500K - 600K20
$600K - 700K14
$700K - 800K6
$800K - 900K6
$900K - 1M1
$1M - Max17

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family108
Townhouse35
Condo36
Commercial4
Rental32
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home17
Farms0

(Data as of 2/28/2026)

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 3/1/2026.