209 total properties
Did you mean the neighborhood Oldsmar?
View 204 WINDWARD PLACE 36 Oldsmar, FL MLS# A4686982
$188,000
2

Beds

2.0

Baths

879

Sq.Ft.

204 WINDWARD PLACE 36

Oldsmar, FL

View 340 CANAL WAY Oldsmar, FL MLS# TB8491525
  • Adult Community with Virtual Tour
1 of 26
$168,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

340 CANAL WAY

Oldsmar, FL

View 435 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8489554
  • Virtual Tour
1 of 44
$475,000
3

Beds

2.0

Baths

1,570

Sq.Ft.

435 LAKEVIEW DRIVE

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 137 BRENT CIRCLE Oldsmar, FL MLS# O6394251
  • Virtual Tour
1 of 44
$749,900
3

Beds

2.0

Baths

2,309

Sq.Ft.

137 BRENT CIRCLE

Oldsmar, FL

View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
$359,900
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
$399,000
3

Beds

2.0

Baths

1,952

Sq.Ft.

600 S WOODLANDS DRIVE

Oldsmar, FL

View 124 LOBLOLLY COURT D Oldsmar, FL MLS# TB8487484
$155,000
2

Beds

2.0

Baths

915

Sq.Ft.

124 LOBLOLLY COURT D

Oldsmar, FL

View 402 SHORE DRIVE W Oldsmar, FL MLS# TB8485835
  • Virtual Tour
1 of 62
$795,000
4

Beds

2.1

Baths

1,711

Sq.Ft.

402 SHORE DRIVE W

Oldsmar, FL

View 303 MARTHA LANE 303 Oldsmar, FL MLS# TB8485863
$189,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

303 MARTHA LANE 303

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
$320,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
View 124 LOBLOLLY COURT H Oldsmar, FL MLS# TB8481313
$157,000
2

Beds

2.0

Baths

915

Sq.Ft.

124 LOBLOLLY COURT H

Oldsmar, FL

View 470 HICKORYNUT AVENUE Oldsmar, FL MLS# TB8485715
$739,000
4

Beds

2.1

Baths

2,922

Sq.Ft.

470 HICKORYNUT AVENUE

Oldsmar, FL

View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8484399
$175,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of DALTON WADE INC
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$550,000
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 209 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8483445
$294,900
2

Beds

2.0

Baths

1,086

Sq.Ft.

209 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 141 LAKEVIEW WAY Oldsmar, FL MLS# TB8483907
$163,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

141 LAKEVIEW WAY

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 204 BENGAL CIRCLE Oldsmar, FL MLS# O6388593
  • Virtual Tour
1 of 34
$715,000
3

Beds

2.0

Baths

2,429

Sq.Ft.

204 BENGAL CIRCLE

Oldsmar, FL

View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$384,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

View 432 COUNTRY CLUB DRIVE Oldsmar, FL MLS# A4684573
$465,000
3

Beds

3.0

Baths

1,936

Sq.Ft.

432 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR

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

209

Estimated median home price

$350,000
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 - 100K1
$100K - 200K49
$200K - 300K39
$300K - 400K38
$400K - 500K22
$500K - 600K18
$600K - 700K13
$700K - 800K6
$800K - 900K4
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family109
Townhouse24
Condo47
Commercial3
Rental58
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home19
Farms0

(Data as of 8/4/2026)

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 8/4/2026.

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 8/4/2026.