68 total properties
Did you mean the neighborhood Oldsmar?
View 105 LAKESIDE COURT ELW VI UNIT 5 Oldsmar, FL MLS# TB8545064
$230,000
2

Beds

2.0

Baths

1,150

Sq.Ft.

105 LAKESIDE COURT ELW VI UNIT 5

Oldsmar, FL

Courtesy of B & K REAL ESTATE & PROPERTY MANAGEMENT PA
View 366 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8534362
$229,500
2

Beds

2.1

Baths

1,110

Sq.Ft.

366 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
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
The time to sell is now! THE TIME TO SELL IS NOW!
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

Courtesy of SAMUELSEN BUILDERS REALTY LLC
View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$220,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 230 BALSAM DRIVE Oldsmar, FL MLS# TB8504047
  • Virtual Tour
1 of 31
$215,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

230 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
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

Courtesy of COLDWELL BANKER REALTY
View 34 PELICAN DRIVE E Oldsmar, FL MLS# TB8548980
  • Adult Community with Virtual Tour
1 of 40
$209,900
2

Beds

2.0

Baths

1,136

Sq.Ft.

34 PELICAN DRIVE E

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 105 LAKEVIEW WAY 105 Oldsmar, FL MLS# TB8543823
$209,799
2

Beds

2.0

Baths

1,094

Sq.Ft.

105 LAKEVIEW WAY 105

Oldsmar, FL

Courtesy of CENTURY 21 CIRCLE
View 127 NANCY DRIVE 127 Oldsmar, FL MLS# TB8552761
  • Recently Listed with Virtual Tour
1 of 53
$205,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

127 NANCY DRIVE 127

Oldsmar, FL

Courtesy of REAL ESTATE FIRM OF FLORIDA, LLC
View 2034 MONTEGO COURT Oldsmar, FL MLS# TB8506783
  • Virtual Tour
1 of 17
$204,900
1

Beds

1.0

Baths

1,024

Sq.Ft.

2034 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 222 CARYL WAY Oldsmar, FL MLS# TB8530417
  • Virtual Tour
1 of 65
$204,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

222 CARYL WAY

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

Courtesy of BRICK HOUSE REALTY SERVICES
View 152 DOUGLAS ROAD W A Oldsmar, FL MLS# TB8552675
$199,900
2

Beds

1.1

Baths

1,080

Sq.Ft.

152 DOUGLAS ROAD W A

Oldsmar, FL

Courtesy of WESTWARD REAL ESTATE
View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$198,000
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 317 WOODLAKE WYNDE Oldsmar, FL MLS# TB8544505
$197,500
2

Beds

2.0

Baths

924

Sq.Ft.

317 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of EXP REALTY LLC
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

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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

Courtesy of COLDWELL BANKER REALTY
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

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

205

Estimated median home price

$330,000
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 - 200K54
$200K - 300K37
$300K - 400K39
$400K - 500K26
$500K - 600K17
$600K - 700K8
$700K - 800K6
$800K - 900K2
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family101
Townhouse20
Condo48
Commercial2
Rental44
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home21
Farms0

(Data as of 10/9/2026)

Information deemed reliable but not guaranteed.

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 10/12/2026.