205 total properties
Did you mean the neighborhood Oldsmar?
View 212 ARBOR WOODS CIRCLE Oldsmar, FL MLS# TB8546900
$584,900
3

Beds

2.1

Baths

2,030

Sq.Ft.

212 ARBOR WOODS CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 604 CHESTNUT STREET Oldsmar, FL MLS# O6440578
$559,000
5

Beds

3.0

Baths

2,245

Sq.Ft.

604 CHESTNUT STREET

Oldsmar, FL

Courtesy of CHEVON EATON
View 604 CHESTNUT STREET Oldsmar, FL MLS# O6440594
$349,000
0.0

Baths

604 CHESTNUT STREET

Oldsmar, FL

Courtesy of CHEVON EATON
The time to sell is now! THE TIME TO SELL IS NOW!
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 406 WINGATE CIRCLE Oldsmar, FL MLS# O6439011
$567,500
3

Beds

2.1

Baths

2,423

Sq.Ft.

406 WINGATE CIRCLE

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
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
View 1707 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8545637
$319,000
2

Beds

2.0

Baths

1,064

Sq.Ft.

1707 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of EMORYS ROCK REALTY POWERED BY SELLSTATE
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8545646
  • Virtual Tour
1 of 42
$379,900
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 129 BRENT CIRCLE Oldsmar, FL MLS# TB8541656
  • Virtual Tour
1 of 55
$460,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

129 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 215 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8544503
$300,000
3

Beds

2.1

Baths

1,450

Sq.Ft.

215 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of CENTURY 21 COASTAL ALLIANCE
View 35 GREENHAVEN TRAIL Oldsmar, FL MLS# TB8542368
  • Virtual Tour
1 of 74
$1,099,000
4

Beds

3.0

Baths

3,098

Sq.Ft.

35 GREENHAVEN TRAIL

Oldsmar, FL

Courtesy of LOMBARDO TEAM REAL ESTATE LLC
View 353 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8543834
$565,000
3

Beds

2.0

Baths

2,032

Sq.Ft.

353 BAY ARBOR BOULEVARD

Oldsmar, FL

Courtesy of TAM BAY REALTY LLC
View 133 SABAL COURT F Oldsmar, FL MLS# TB8544496
  • Virtual Tour
1 of 24
$119,500
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT F

Oldsmar, FL

Courtesy of DALTON WADE INC

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 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 10/7/2026.

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 10/7/2026.