119 total properties
Did you mean the neighborhood Oldsmar?
View 117 E CYPRESS COURT #117 Oldsmar, FL MLS# TB8443086
$249,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT #117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 367 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8400747
$245,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

367 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 273 COUNTRYSIDE KEY BOULEVARD #N/A Oldsmar, FL MLS# TB8439412
$245,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

273 COUNTRYSIDE KEY BOULEVARD #N/A

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
The time to sell is now! THE TIME TO SELL IS NOW!
View 209 CORKWOOD LN Oldsmar, FL MLS# TB8396745
  • Virtual Tour
1 of 32
$244,900
2

Beds

2.0

Baths

900

Sq.Ft.

209 CORKWOOD LN

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 144 DOUGLAS ROAD W #A Oldsmar, FL MLS# TB8442815
$239,000
2

Beds

1.1

Baths

1,080

Sq.Ft.

144 DOUGLAS ROAD W #A

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 214 CARYL WAY Oldsmar, FL MLS# TB8453522
  • Recently Listed with Virtual Tour
1 of 41
$238,500
3

Beds

2.0

Baths

1,292

Sq.Ft.

214 CARYL WAY

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 72 PELICAN DRIVE E Oldsmar, FL MLS# TB8449023
  • Adult Community with Virtual Tour
1 of 49
$234,900
2

Beds

2.0

Baths

1,402

Sq.Ft.

72 PELICAN DRIVE E

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 244 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8375109
$230,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

244 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 238 PELICAN DRIVE N Oldsmar, FL MLS# TB8360914
  • Adult Community with Virtual Tour
1 of 50
$225,900
2

Beds

2.0

Baths

1,286

Sq.Ft.

238 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 113 NINA WAY #113 Oldsmar, FL MLS# TB8366634
$225,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

113 NINA WAY #113

Oldsmar, FL

Courtesy of BRICK HOUSE REALTY SERVICES
View 427 PELICAN DRIVE S Oldsmar, FL MLS# TB8399522
  • Adult Community
1 of 37
$224,900
2

Beds

2.0

Baths

1,052

Sq.Ft.

427 PELICAN DRIVE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 206 CARYL WAY #1 Oldsmar, FL MLS# TB8427572
  • Virtual Tour
1 of 15
$224,900
2

Beds

2.0

Baths

948

Sq.Ft.

206 CARYL WAY #1

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 106 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8438561
  • Adult Community with Virtual Tour
1 of 35
$224,000
2

Beds

2.0

Baths

1,092

Sq.Ft.

106 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 129 WOODLAKE WYNDE #129 Oldsmar, FL MLS# TB8426049
$223,500
2

Beds

2.0

Baths

924

Sq.Ft.

129 WOODLAKE WYNDE #129

Oldsmar, FL

Courtesy of BILTMORE GROUP INC
View 180 LAKEVIEW WAY #180 Oldsmar, FL MLS# TB8400228
$220,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

180 LAKEVIEW WAY #180

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 443 TUNA COURT Oldsmar, FL MLS# TB8362878
  • Adult Community with Virtual Tour
1 of 48
$219,900
2

Beds

2.0

Baths

1,342

Sq.Ft.

443 TUNA COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 140 NINA WAY Oldsmar, FL MLS# TB8397910
  • Virtual Tour
1 of 65
$216,900
2

Beds

2.0

Baths

1,196

Sq.Ft.

140 NINA WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 472 TROUT LANE Oldsmar, FL MLS# TB8369073
  • Adult Community with Virtual Tour
1 of 45
$215,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

472 TROUT LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# U8253654
  • Virtual Tour
1 of 14
$215,000
2

Beds

2.1

Baths

1,264

Sq.Ft.

62 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 403 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8442487
  • Adult Community with Virtual Tour
1 of 38
$214,500
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP

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

252

Estimated median home price

$389,000
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 - 100K0
$100K - 200K28
$200K - 300K57
$300K - 400K50
$400K - 500K33
$500K - 600K20
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family146
Townhouse33
Condo38
Commercial6
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home15
Farms0

(Data as of 11/11/2025)

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 12/9/2025.