89 total properties
Did you mean the neighborhood Oldsmar?
View PHOENIX AVENUE Oldsmar, FL MLS# S5149116
  • Virtual Tour
1 of 5
$140,000
Studio

Beds

0.0

Baths

PHOENIX AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 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

Courtesy of RE/MAX ELITE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 260 MICHAELS CIRCLE Oldsmar, FL MLS# TB8507054
  • Virtual Tour
1 of 18
$280,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

260 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of DASHER RLTY & PROP. MANAGEMENT
View 382 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8506337
$240,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

382 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 228 TARPON LANE Oldsmar, FL MLS# TB8506652
  • Adult Community with Virtual Tour
1 of 28
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$269,000
2

Beds

2.0

Baths

1,686

Sq.Ft.

228 TARPON LANE

Oldsmar, FL

View 121 LOBLOLLY COURT C Oldsmar, FL MLS# A4692680
$149,000
2

Beds

2.0

Baths

915

Sq.Ft.

121 LOBLOLLY COURT C

Oldsmar, FL

Courtesy of FLATFEE.COM
View 202 MEADOW LANE 50 Oldsmar, FL MLS# TB8505503
  • Virtual Tour
1 of 52
$185,000
2

Beds

2.0

Baths

875

Sq.Ft.

202 MEADOW LANE 50

Oldsmar, FL

Courtesy of AXEN REALTY, LLC
View 230 BALSAM DRIVE Oldsmar, FL MLS# TB8504047
  • Virtual Tour
1 of 31
$265,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

230 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8504194
  • Adult Community with Virtual Tour
1 of 54
$269,000
3

Beds

2.0

Baths

1,253

Sq.Ft.

417 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 304 WOODLAKE WYNDE 304 Oldsmar, FL MLS# TB8498051
$159,900
1

Beds

1.0

Baths

674

Sq.Ft.

304 WOODLAKE WYNDE 304

Oldsmar, FL

View 130 CYPRESS LANE 130 Oldsmar, FL MLS# TB8502597
$160,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

130 CYPRESS LANE 130

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$259,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 372 COBIA WAY Oldsmar, FL MLS# TB8499655
  • Adult Community with Virtual Tour
1 of 52
$194,995
2

Beds

2.0

Baths

1,048

Sq.Ft.

372 COBIA WAY

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 140 HUNTER LAKE DRIVE 8C Oldsmar, FL MLS# TB8500198
$134,900
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE 8C

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2031 DOVER COURT Oldsmar, FL MLS# TB8500444
$255,000
2

Beds

2.0

Baths

1,215

Sq.Ft.

2031 DOVER COURT

Oldsmar, FL

Courtesy of LOKATION
View 125 CYPRESS LANE 125 Oldsmar, FL MLS# TB8499229
$149,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

125 CYPRESS LANE 125

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 130 WOODLAKE WYNDE 130 Oldsmar, FL MLS# TB8494847
$198,500
2

Beds

2.0

Baths

924

Sq.Ft.

130 WOODLAKE WYNDE 130

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 172 LAKEVIEW WAY 172 Oldsmar, FL MLS# TB8496591
$150,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

172 LAKEVIEW WAY 172

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 207 CYPRESS LANE Oldsmar, FL MLS# TB8492844
  • Virtual Tour
1 of 25
$180,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

207 CYPRESS LANE

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS

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

240

Estimated median home price

$350,000
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 - 200K53
$200K - 300K42
$300K - 400K50
$400K - 500K25
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K7
$900K - 1M1
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family126
Townhouse30
Condo48
Commercial5
Rental44
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home19
Farms0

(Data as of 6/16/2026)

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 6/17/2026.