26 total properties
Did you mean the neighborhood Oldsmar?
View 1233 CLAYS TRAIL Oldsmar, FL MLS# TB8484116
  • Recently Listed with Virtual Tour
1 of 35
$2,300
2

Beds

2.0

Baths

1,450

Sq.Ft.

1233 CLAYS TRAIL

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTER
View 3588 MERIDEN AVENUE B Oldsmar, FL MLS# W7883608
  • Recently Listed
1 of 22
$1,450
2

Beds

1.0

Baths

980

Sq.Ft.

3588 MERIDEN AVENUE B

Oldsmar, FL

Courtesy of GLOBAL REALTY GROUP
View 648 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8482435
  • Recently Listed with Virtual Tour
1 of 32
$2,500
4

Beds

2.0

Baths

1,232

Sq.Ft.

648 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of GENSTONE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 135 W CYPRESS COURT Oldsmar, FL MLS# TB8471216
  • Recently Listed with Virtual Tour
1 of 24
$2,100
2

Beds

2.0

Baths

1,054

Sq.Ft.

135 W CYPRESS COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 103 CUTLASS WAY Oldsmar, FL MLS# TB8482252
  • Recently Listed with Virtual Tour
1 of 20
$2,800
3

Beds

2.5

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 2005 MONTEGO COURT Oldsmar, FL MLS# TB8480755
  • Recently Listed with Virtual Tour
1 of 9
$1,900
2

Beds

2.0

Baths

1,143

Sq.Ft.

2005 MONTEGO COURT

Oldsmar, FL

Courtesy of CAMELOT INC REALTORS
View Address not provided Oldsmar, FL MLS# TB8477485
$2,199
3

Beds

2.0

Baths

1,333

Sq.Ft.

Address not provided

Oldsmar, FL

Courtesy of TAH FLORIDA LLC
View 270 WOODLAKE WYNDE 270 Oldsmar, FL MLS# TB8476906
$1,625
1

Beds

1.0

Baths

674

Sq.Ft.

270 WOODLAKE WYNDE 270

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 103 LAKEVIEW PLACE Oldsmar, FL MLS# TB8473849
  • Virtual Tour
1 of 34
$1,800
2

Beds

2.0

Baths

1,094

Sq.Ft.

103 LAKEVIEW PLACE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8471361
  • Virtual Tour
1 of 55
$2,990
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 40 AUSTIN PLACE Oldsmar, FL MLS# TB8466520
  • Virtual Tour
1 of 26
$2,150
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 AUSTIN PLACE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 1711 IRONWOOD COURT E Oldsmar, FL MLS# TB8466386
$2,400
3

Beds

2.0

Baths

1,264

Sq.Ft.

1711 IRONWOOD COURT E

Oldsmar, FL

Courtesy of NEW BEGINNING REALTY LLC
View 140 DOUGLAS ROAD W D Oldsmar, FL MLS# TB8465402
$1,700
2

Beds

1.1

Baths

1,080

Sq.Ft.

140 DOUGLAS ROAD W D

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 106 MEADOW LANE Oldsmar, FL MLS# TB8465265
  • Virtual Tour
1 of 12
$1,695
2

Beds

2.0

Baths

879

Sq.Ft.

106 MEADOW LANE

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 114 MEADOW LANE 114 Oldsmar, FL MLS# TB8464439
  • Virtual Tour
1 of 21
$1,700
2

Beds

2.0

Baths

879

Sq.Ft.

114 MEADOW LANE 114

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 3180 CURLEW ROAD 107 Oldsmar, FL MLS# TB8462503
$48,020
34,576

Sq.Ft.

3180 CURLEW ROAD 107

Oldsmar, FL

Courtesy of CEDERMAN PROPERTIES
View 416 MEADOW LANE 416 Oldsmar, FL MLS# TB8461237
  • Virtual Tour
1 of 48
$1,700
2

Beds

2.0

Baths

879

Sq.Ft.

416 MEADOW LANE 416

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 20 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8460835
$1,995
3

Beds

2.0

Baths

1,264

Sq.Ft.

20 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 209 CYPRESS COURT 209 Oldsmar, FL MLS# TB8457055
$1,750
2

Beds

2.0

Baths

1,054

Sq.Ft.

209 CYPRESS COURT 209

Oldsmar, FL

Courtesy of PROPERTY LEADERS RE INC
View 207 PALMETTO COURT Oldsmar, FL MLS# TB8452612
  • Virtual Tour
1 of 28
$1,800
2

Beds

2.0

Baths

1,054

Sq.Ft.

207 PALMETTO COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP 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

222

Estimated median home price

$377,400
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 - 200K36
$200K - 300K45
$300K - 400K44
$400K - 500K25
$500K - 600K18
$600K - 700K17
$700K - 800K7
$800K - 900K9
$900K - 1M1
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family117
Townhouse34
Condo38
Commercial4
Rental26
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home19
Farms0

(Data as of 3/14/2026)

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 3/15/2026.

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 3/15/2026.