46 total properties
Did you mean the neighborhood Oldsmar?
View 107 WINDWARD PLACE 107 Oldsmar, FL MLS# TB8508465
  • Recently Listed with Virtual Tour
1 of 34
$2,000
2

Beds

2.0

Baths

879

Sq.Ft.

107 WINDWARD PLACE 107

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 161 LAKESIDE DRIVE Oldsmar, FL MLS# TB8511614
  • Recently Listed with Virtual Tour
1 of 45
$2,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

161 LAKESIDE DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 139 HUNTER LAKE DRIVE B Oldsmar, FL MLS# TB8492179
$1,900
2

Beds

2.0

Baths

915

Sq.Ft.

139 HUNTER LAKE DRIVE B

Oldsmar, FL

Courtesy of Tampa - Weichert, Realtors - Exclusive Properties
The time to sell is now! THE TIME TO SELL IS NOW!
View 111 E CYPRESS COURT 111 Oldsmar, FL MLS# TB8499374
$1,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

111 E CYPRESS COURT 111

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 3141 HURON AVENUE B Oldsmar, FL MLS# TB8511240
  • Recently Listed
1 of 30
$1,875
3

Beds

2.0

Baths

1,089

Sq.Ft.

3141 HURON AVENUE B

Oldsmar, FL

Courtesy of MUSGRAVE GROUP LLC
View 47 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8492525
$1,800
2

Beds

1.1

Baths

1,100

Sq.Ft.

47 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 109 NANCY DRIVE Oldsmar, FL MLS# TB8507657
  • Recently Listed with Virtual Tour
1 of 24
$1,800
2

Beds

2.0

Baths

1,094

Sq.Ft.

109 NANCY DRIVE

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 3664 MERIDEN AVENUE A Oldsmar, FL MLS# W7885208
$1,795
2

Beds

2.0

Baths

970

Sq.Ft.

3664 MERIDEN AVENUE A

Oldsmar, FL

Courtesy of DALTON WADE 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 218 CARYL WAY Oldsmar, FL MLS# TB8495651
  • Virtual Tour
1 of 31
$1,740
2

Beds

2.0

Baths

1,094

Sq.Ft.

218 CARYL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 207 PALMETTO COURT Oldsmar, FL MLS# TB8452612
  • Virtual Tour
1 of 28
$1,700
2

Beds

2.0

Baths

1,054

Sq.Ft.

207 PALMETTO COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 114 MEADOW LANE 114 Oldsmar, FL MLS# TB8464439
  • Virtual Tour
1 of 28
$1,700
2

Beds

2.0

Baths

879

Sq.Ft.

114 MEADOW LANE 114

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, 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 137 HUNTER LAKE DRIVE C Oldsmar, FL MLS# TB8493739
$1,700
2

Beds

2.0

Baths

915

Sq.Ft.

137 HUNTER LAKE DRIVE C

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 108 NINA WAY 3 Oldsmar, FL MLS# TB8493205
  • Virtual Tour
1 of 25
$1,695
2

Beds

2.0

Baths

1,094

Sq.Ft.

108 NINA WAY 3

Oldsmar, FL

Courtesy of PINNACLE REALTY GROUP
View 152 CYPRESS LANE Oldsmar, FL MLS# TB8502630
  • Virtual Tour
1 of 13
$1,695
2

Beds

2.0

Baths

1,054

Sq.Ft.

152 CYPRESS LANE

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 212 CYPRESS LANE Oldsmar, FL MLS# TB8485274
  • Virtual Tour
1 of 10
$1,650
2

Beds

2.0

Baths

1,053

Sq.Ft.

212 CYPRESS LANE

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 133 SABAL COURT B Oldsmar, FL MLS# TB8508522
  • Recently Listed with Virtual Tour
1 of 24
$1,650
3

Beds

2.0

Baths

1,000

Sq.Ft.

133 SABAL COURT B

Oldsmar, FL

Courtesy of RICARDO MANUEL SANCHEZ
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 274 CYPRESS LANE Oldsmar, FL MLS# W7884473
  • Virtual Tour
1 of 17
$1,600
2

Beds

2.0

Baths

1,054

Sq.Ft.

274 CYPRESS LANE

Oldsmar, FL

Courtesy of MCCULLOUGH & ASSOC 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

243

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 - 200K49
$200K - 300K46
$300K - 400K52
$400K - 500K27
$500K - 600K16
$600K - 700K13
$700K - 800K6
$800K - 900K9
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse29
Condo47
Commercial5
Rental44
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home21
Farms0

(Data as of 5/23/2026)

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 5/23/2026.