52 total properties
Did you mean the neighborhood Oldsmar?
View 140 DOUGLAS ROAD W D Oldsmar, FL MLS# TB8465402
  • Recently Listed with Virtual Tour
1 of 21
$1,800
2

Beds

1.1

Baths

1,080

Sq.Ft.

140 DOUGLAS ROAD W D

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 35 PINEWINDS BOULEVARD Oldsmar, FL MLS# TB8464132
  • Recently Listed with Virtual Tour
1 of 35
$2,250
2

Beds

2.0

Baths

1,053

Sq.Ft.

35 PINEWINDS BOULEVARD

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1904 PEPPERTREE DRIVE Oldsmar, FL MLS# TB8465087
  • Recently Listed with Virtual Tour
1 of 19
$2,295
3

Beds

2.0

Baths

1,595

Sq.Ft.

1904 PEPPERTREE DRIVE

Oldsmar, FL

Courtesy of BAYSIDE PROPERTY MGMT. & REAL
The time to sell is now! THE TIME TO SELL IS NOW!
View 114 MEADOW LANE 114 Oldsmar, FL MLS# TB8464439
  • Recently Listed with 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 206 SAINT PETERSBURG DRIVE E Oldsmar, FL MLS# TB8463169
  • Recently Listed with Virtual Tour
1 of 19
$1,800
2

Beds

2.0

Baths

906

Sq.Ft.

206 SAINT PETERSBURG DRIVE E

Oldsmar, FL

Courtesy of WRIGHT MANAGEMENT & REALTY LLC
View 438 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8462683
  • Recently Listed with Virtual Tour
1 of 25
$2,100
3

Beds

2.0

Baths

1,480

Sq.Ft.

438 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of WRIGHT MANAGEMENT & REALTY LLC
View 124 LOBLOLLY COURT H Oldsmar, FL MLS# O6372552
  • Recently Listed with Virtual Tour
1 of 21
$1,500
2

Beds

2.0

Baths

915

Sq.Ft.

124 LOBLOLLY COURT H

Oldsmar, FL

Courtesy of CANI PROPERTY MANAGEMENT
View 3180 CURLEW ROAD 107 Oldsmar, FL MLS# TB8462503
  • Recently Listed with Virtual Tour
1 of 19
$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
  • Recently Listed with Virtual Tour
1 of 48
$1,950
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
  • Recently Listed with Virtual Tour
1 of 28
$2,150
3

Beds

2.0

Baths

1,264

Sq.Ft.

20 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View Address not provided Oldsmar, FL MLS# TB8460235
$2,219
2

Beds

2.0

Baths

1,265

Sq.Ft.

Address not provided

Oldsmar, FL

Courtesy of TAH FLORIDA LLC
View 122 LOBLOLLY COURT H Oldsmar, FL MLS# TB8461482
$1,500
2

Beds

2.0

Baths

915

Sq.Ft.

122 LOBLOLLY COURT H

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 300 STATE STREET E 204 Oldsmar, FL MLS# TB8458526
$2,100
2

Beds

2.1

Baths

1,422

Sq.Ft.

300 STATE STREET E 204

Oldsmar, FL

Courtesy of PMI PINELLAS
View 101 LINDSAY LANE Oldsmar, FL MLS# TB8457227
  • Virtual Tour
1 of 65
$2,000
2

Beds

2.0

Baths

1,465

Sq.Ft.

101 LINDSAY LANE

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 122 CYPRESS LANE 122 Oldsmar, FL MLS# W7881559
  • Virtual Tour
1 of 44
$1,500
2

Beds

2.0

Baths

982

Sq.Ft.

122 CYPRESS LANE 122

Oldsmar, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 435 TANGERINE DRIVE Oldsmar, FL MLS# TB8452930
  • Virtual Tour
1 of 17
$2,100
3

Beds

2.0

Baths

1,190

Sq.Ft.

435 TANGERINE DRIVE

Oldsmar, FL

Courtesy of BASTA REALTY SOLUTIONS
View 1811 FOREST DRIVE Oldsmar, FL MLS# TB8456449
  • Virtual Tour
1 of 20
$2,900
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 3145 HURON AVENUE A Oldsmar, FL MLS# TB8455731
  • Virtual Tour
1 of 10
$1,695
3

Beds

2.0

Baths

1,079

Sq.Ft.

3145 HURON AVENUE A

Oldsmar, FL

Courtesy of IMPERIAL ESTATES REALTY INC
View 274 CYPRESS LANE Oldsmar, FL MLS# W7881330
  • Virtual Tour
1 of 19
$1,800
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

209

Estimated median home price

$369,900
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 - 300K48
$300K - 400K49
$400K - 500K24
$500K - 600K20
$600K - 700K10
$700K - 800K9
$800K - 900K3
$900K - 1M0
$1M - Max18

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse31
Condo36
Commercial5
Rental51
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home20
Farms0

(Data as of 1/16/2026)

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 1/18/2026.

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 1/18/2026.