157 total properties
Did you mean the neighborhood Oldsmar?
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

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

The time to sell is now! THE TIME TO SELL IS NOW!
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 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

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

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

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
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

View 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
$224,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

240 CYPRESS LANE 240

Oldsmar, FL

View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Virtual Tour
1 of 20
$345,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Virtual Tour
1 of 21
$209,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

80 LANCE COURT

Oldsmar, FL

View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
$399,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
$419,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

View 428 PELICAN DRIVE S Oldsmar, FL MLS# TB8474552
  • Adult Community with Virtual Tour
1 of 52
$249,000
2

Beds

2.0

Baths

1,671

Sq.Ft.

428 PELICAN DRIVE S

Oldsmar, FL

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

222

Estimated median home price

$351,250
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 - 200K51
$200K - 300K39
$300K - 400K42
$400K - 500K23
$500K - 600K18
$600K - 700K14
$700K - 800K6
$800K - 900K5
$900K - 1M3
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family118
Townhouse24
Condo49
Commercial4
Rental60
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home19
Farms0

(Data as of 7/27/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, 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 7/27/2026.