208 total properties
Did you mean the neighborhood Oldsmar?
View 1925 CASTLE BAY COURT Oldsmar, FL MLS# R4912040
  • Recently Listed with Virtual Tour
1 of 28
$335,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

1925 CASTLE BAY COURT

Oldsmar, FL

View 225 TARPON LANE Oldsmar, FL MLS# TB8551252
  • Recently Listed with Virtual Tour
1 of 36
$169,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

225 TARPON LANE

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 4951 AUGUSTA AVENUE Oldsmar, FL MLS# TB8550397
  • Recently Listed with Virtual Tour
1 of 57
$584,900
3

Beds

2.1

Baths

2,316

Sq.Ft.

4951 AUGUSTA AVENUE

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 3825 SHORE BOULEVARD Oldsmar, FL MLS# TB8550518
  • Recently Listed with Virtual Tour
1 of 18
$1,399,995
0.0

Baths

3825 SHORE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 345 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8549823
$395,000
3

Beds

2.0

Baths

1,508

Sq.Ft.

345 COUNTRY CLUB DRIVE

Oldsmar, FL

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
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

View 311 COUNTRY CLUB DR Oldsmar, FL MLS# A12088007
  • Recently Listed with Virtual Tour
1 of 24
$489,000
4

Beds

2.0

Baths

311 COUNTRY CLUB DR

Oldsmar, FL

Courtesy of ELIMAR REALTY INC
View 340 CANAL WAY Oldsmar, FL MLS# TB8546989
  • Recently Listed with Virtual Tour
1 of 30
$159,900
2

Beds

2.0

Baths

1,056

Sq.Ft.

340 CANAL WAY

Oldsmar, FL

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

View 311 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8548017
$489,000
4

Beds

2.0

Baths

1,732

Sq.Ft.

311 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of ELIMAR REALTY INC
View 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# TB8548035
$1,025,000
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of KELLY RIGHT REAL ESTATE
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

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
  • Recently Listed with Virtual Tour
1 of 44
$320,998
3

Beds

1.0

Baths

1,272

Sq.Ft.

310 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of VITA LUXURY 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

207

Estimated median home price

$335,000
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 - 200K50
$200K - 300K39
$300K - 400K42
$400K - 500K27
$500K - 600K16
$600K - 700K9
$700K - 800K6
$800K - 900K2
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse24
Condo45
Commercial2
Rental48
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home20
Farms0

(Data as of 10/2/2026)

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 10/3/2026.

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 10/3/2026.