155 total properties
Did you mean the neighborhood Oldsmar?
View 711 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8547246
  • Recently Listed with Virtual Tour
1 of 30
$349,900
4

Beds

2.0

Baths

1,604

Sq.Ft.

711 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of CORCORAN DWELLINGS
View 1806 IRONWOOD COURT W Oldsmar, FL MLS# TB8547249
  • Recently Listed with Virtual Tour
1 of 43
$354,900
3

Beds

2.0

Baths

1,294

Sq.Ft.

1806 IRONWOOD COURT W

Oldsmar, FL

Courtesy of CORCORAN DWELLINGS
View 221 CARYL WAY 221 Oldsmar, FL MLS# TB8546345
  • Recently Listed with Virtual Tour
1 of 18
$175,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

221 CARYL WAY 221

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 34 PELICAN DRIVE E Oldsmar, FL MLS# TB8548980
  • Recently Listed with Virtual Tour
1 of 40
$209,900
2

Beds

2.0

Baths

1,136

Sq.Ft.

34 PELICAN DRIVE E

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 311 COUNTRY CLUB DR Oldsmar, FL MLS# A12088007
  • Virtual Tour
1 of 24
$445,000
4

Beds

2.0

Baths

311 COUNTRY CLUB DR

Oldsmar, FL

Courtesy of ELIMAR REALTY INC
View 340 CANAL WAY Oldsmar, FL MLS# TB8546989
  • Adult Community with Virtual Tour
1 of 30
$149,500
2

Beds

2.0

Baths

1,056

Sq.Ft.

340 CANAL WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 131 WOODLAKE WYNDE Oldsmar, FL MLS# TB8546978
  • Recently Listed with Virtual Tour
1 of 42
$159,500
2

Beds

2.0

Baths

924

Sq.Ft.

131 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 128 NANCY DRIVE Oldsmar, FL MLS# TB8546601
  • Virtual Tour
1 of 64
$215,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

128 NANCY DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 221 NINA WAY 61 Oldsmar, FL MLS# TB8547196
  • Virtual Tour
1 of 27
$210,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

221 NINA WAY 61

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 311 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8548017
$445,000
4

Beds

2.0

Baths

1,732

Sq.Ft.

311 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of ELIMAR REALTY INC
View 604 CHESTNUT STREET Oldsmar, FL MLS# O6440594
$349,000
0.0

Baths

604 CHESTNUT STREET

Oldsmar, FL

Courtesy of CHEVON EATON
View 104 CYPRESS LANE 104 Oldsmar, FL MLS# TB8548305
$95,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 CYPRESS LANE 104

Oldsmar, FL

Courtesy of CENTURY 21 COAST TO COAST
View 310 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8540486
$320,995
3

Beds

1.0

Baths

1,272

Sq.Ft.

310 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 110 EVELYN COURT Oldsmar, FL MLS# TB8544937
  • Virtual Tour
1 of 43
$324,900
4

Beds

2.0

Baths

1,550

Sq.Ft.

110 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 300 STATE STREET E 326 Oldsmar, FL MLS# TB8547413
$345,000
2

Beds

2.1

Baths

1,553

Sq.Ft.

300 STATE STREET E 326

Oldsmar, FL

Courtesy of CHARMING HOMES REALTY LLC
View 534 CANAL WAY Oldsmar, FL MLS# TB8545931
  • Adult Community with Virtual Tour
1 of 56
$417,000
2

Beds

2.0

Baths

1,697

Sq.Ft.

534 CANAL WAY

Oldsmar, FL

Courtesy of LIFES A BEACH REAL ESTATE
View 105 LAKESIDE COURT ELW VI UNIT 5 Oldsmar, FL MLS# TB8545064
$230,000
2

Beds

2.0

Baths

1,150

Sq.Ft.

105 LAKESIDE COURT ELW VI UNIT 5

Oldsmar, FL

Courtesy of B & K REAL ESTATE & PROPERTY MANAGEMENT PA
View 1806 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8546290
  • Recently Listed with Virtual Tour
1 of 50
$329,000
2

Beds

2.0

Baths

960

Sq.Ft.

1806 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 651 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8545283
$375,000
3

Beds

2.0

Baths

1,275

Sq.Ft.

651 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 2404 ARCH AVE Oldsmar, FL MLS# TB8545397
  • Virtual Tour
1 of 67
$389,900
2

Beds

2.1

Baths

1,888

Sq.Ft.

2404 ARCH AVE

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS

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

207

Estimated median home price

$329,000
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 - 100K2
$100K - 200K54
$200K - 300K40
$300K - 400K39
$400K - 500K27
$500K - 600K15
$600K - 700K8
$700K - 800K6
$800K - 900K2
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family102
Townhouse21
Condo48
Commercial2
Rental41
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home21
Farms0

(Data as of 10/7/2026)

Information deemed reliable but not guaranteed.

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 10/7/2026.