171 total properties
Did you mean the neighborhood Oldsmar?
View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
$399,900
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 4856 WESTCHESTER COURT Oldsmar, FL MLS# TB8515993
$569,900
3

Beds

2.0

Baths

2,184

Sq.Ft.

4856 WESTCHESTER COURT

Oldsmar, FL

View 124 W CYPRESS COURT Oldsmar, FL MLS# TB8516388
  • Virtual Tour
1 of 23
$185,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

124 W CYPRESS COURT

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 133 SABAL COURT G Oldsmar, FL MLS# TB8514567
  • Virtual Tour
1 of 52
$119,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT G

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
View 586 KINGSMILL COURT Oldsmar, FL MLS# TB8512390
  • Virtual Tour
1 of 57
$585,000
3

Beds

2.1

Baths

2,452

Sq.Ft.

586 KINGSMILL COURT

Oldsmar, FL

View 384 WINGATE CIRCLE Oldsmar, FL MLS# TB8515031
  • Virtual Tour
1 of 59
$579,000
3

Beds

2.1

Baths

2,428

Sq.Ft.

384 WINGATE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 900 LUCAS LANE Oldsmar, FL MLS# TB8527577
  • Virtual Tour
1 of 38
$495,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

900 LUCAS LANE

Oldsmar, FL

View 202 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8514350
  • Virtual Tour
1 of 16
$316,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

202 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 119 BRENT CIRCLE Oldsmar, FL MLS# TB8504789
$525,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

119 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 2005 HUDSON CT Oldsmar, FL MLS# W7886259
  • Virtual Tour
1 of 52
$299,900
2

Beds

1.0

Baths

1,170

Sq.Ft.

2005 HUDSON CT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 117 BRENT CIRCLE Oldsmar, FL MLS# TB8513394
  • Virtual Tour
1 of 32
$475,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

117 BRENT CIRCLE

Oldsmar, FL

View 627 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8513485
$329,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

627 TIMBER BAY CIRCLE W

Oldsmar, FL

View 606 CABERNET WAY Oldsmar, FL MLS# TB8512784
  • Virtual Tour
1 of 53
$339,900
3

Beds

2.1

Baths

1,525

Sq.Ft.

606 CABERNET WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 112 LAKEVIEW PLACE 12 Oldsmar, FL MLS# W7886045
$175,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

112 LAKEVIEW PLACE 12

Oldsmar, FL

View 380 ROSALIND LANE Oldsmar, FL MLS# TB8510265
  • Virtual Tour
1 of 55
$609,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 130 NANCY DRIVE 37 Oldsmar, FL MLS# W7886022
  • Virtual Tour
1 of 57
$189,999
2

Beds

2.0

Baths

1,096

Sq.Ft.

130 NANCY DRIVE 37

Oldsmar, FL

View 611 TANGERINE DRIVE Oldsmar, FL MLS# TB8513141
  • Virtual Tour
1 of 37
$345,000
3

Beds

2.0

Baths

1,382

Sq.Ft.

611 TANGERINE DRIVE

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 276 PELICAN DRIVE N Oldsmar, FL MLS# TB8510692
  • Adult Community with Virtual Tour
1 of 46
$224,900
2

Beds

2.0

Baths

984

Sq.Ft.

276 PELICAN DRIVE N

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 190 Water Oak Way Oldsmar, FL MLS# 1226771
$632,000
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 Water Oak Way

Oldsmar, FL

View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Adult Community with Virtual Tour
1 of 51
$259,900
3

Beds

2.0

Baths

1,471

Sq.Ft.

258 PELICAN DRIVE N

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

201

Estimated median home price

$345,000
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 - 200K48
$200K - 300K38
$300K - 400K41
$400K - 500K21
$500K - 600K17
$600K - 700K9
$700K - 800K5
$800K - 900K2
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse21
Condo44
Commercial3
Rental57
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home19
Farms0

(Data as of 8/8/2026)

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 8/9/2026.

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 8/9/2026.