173 total properties
Did you mean the neighborhood Oldsmar?
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 107 LAKEVIEW PLACE 7 Oldsmar, FL MLS# W7885525
  • Virtual Tour
1 of 30
$224,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

107 LAKEVIEW PLACE 7

Oldsmar, FL

View 2034 MONTEGO COURT Oldsmar, FL MLS# TB8506783
  • Virtual Tour
1 of 17
$220,000
1

Beds

1.0

Baths

1,024

Sq.Ft.

2034 MONTEGO COURT

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 222 CARYL WAY Oldsmar, FL MLS# TB8530417
  • Virtual Tour
1 of 65
$216,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

222 CARYL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 50 WOODLAKE PLACE Oldsmar, FL MLS# TB8507105
  • Adult Community with Virtual Tour
1 of 42
$210,000
2

Beds

2.0

Baths

924

Sq.Ft.

50 WOODLAKE PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 113 NINA WAY 113 Oldsmar, FL MLS# TB8366634
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

113 NINA WAY 113

Oldsmar, FL

View 392 COBIA WAY Oldsmar, FL MLS# TB8539760
  • Recently Listed with Virtual Tour
1 of 23
$199,000
2

Beds

2.0

Baths

1,344

Sq.Ft.

392 COBIA WAY

Oldsmar, FL

View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$198,500
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community with Virtual Tour
1 of 40
$195,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

View 135 WOODLAKE WYNDE 135 Oldsmar, FL MLS# TB8539499
  • Recently Listed with Virtual Tour
1 of 33
$195,000
2

Beds

2.0

Baths

924

Sq.Ft.

135 WOODLAKE WYNDE 135

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 130 WOODLAKE WYNDE 130 Oldsmar, FL MLS# TB8494847
$193,500
2

Beds

2.0

Baths

924

Sq.Ft.

130 WOODLAKE WYNDE 130

Oldsmar, FL

View 110 CYPRESS CT 3-82 Oldsmar, FL MLS# TB8519637
  • Virtual Tour
1 of 37
$190,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

110 CYPRESS CT 3-82

Oldsmar, FL

Courtesy of FUTURE HOME REALTY 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 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 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
$189,000
2

Beds

2.1

Baths

1,264

Sq.Ft.

62 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 205 MARTHA LANE 205 Oldsmar, FL MLS# TB8536581
  • Recently Listed
1 of 40
$189,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

205 MARTHA LANE 205

Oldsmar, FL

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 124 WOODLAKE WYNDE 0 Oldsmar, FL MLS# TB8523772
$188,000
2

Beds

2.0

Baths

924

Sq.Ft.

124 WOODLAKE WYNDE 0

Oldsmar, FL

View 10 WOODLAKE PLACE Oldsmar, FL MLS# TB8528578
  • Virtual Tour
1 of 45
$188,000
2

Beds

2.0

Baths

924

Sq.Ft.

10 WOODLAKE PLACE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 503 BUCKINGHAM AVENUE W Oldsmar, FL MLS# TB8469402
$187,000
Studio

Beds

0.0

Baths

503 BUCKINGHAM AVENUE W

Oldsmar, FL

Courtesy of GULF SHORES REALTY ERA POWERED 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

200

Estimated median home price

$337,450
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 - 200K47
$200K - 300K40
$300K - 400K39
$400K - 500K22
$500K - 600K19
$600K - 700K6
$700K - 800K6
$800K - 900K4
$900K - 1M1
$1M - Max15

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family104
Townhouse22
Condo46
Commercial3
Rental52
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home18
Farms0

(Data as of 8/26/2026)

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 8/27/2026.

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 8/27/2026.