43 total properties
Did you mean the neighborhood Oldsmar?
View 261 CYPRESS LANE 261 Oldsmar, FL MLS# TB8472332
  • Recently Listed with Virtual Tour
1 of 21
$1,695
2

Beds

2.0

Baths

1,054

Sq.Ft.

261 CYPRESS LANE 261

Oldsmar, FL

Courtesy of ADVANTAGE REALTY SERVICES, INC
View 122 LAKEVIEW WAY 122 Oldsmar, FL MLS# TB8472810
  • Recently Listed with Virtual Tour
1 of 15
$1,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

122 LAKEVIEW WAY 122

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8471361
  • Recently Listed with Virtual Tour
1 of 55
$3,800
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 106 MARY DRIVE 106 Oldsmar, FL MLS# TB8470280
  • Recently Listed with Virtual Tour
1 of 30
$1,695
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 MARY DRIVE 106

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 128 DOUGLAS ROAD W C Oldsmar, FL MLS# TB8466484
  • Recently Listed with Virtual Tour
1 of 14
$1,850
2

Beds

2.1

Baths

1,224

Sq.Ft.

128 DOUGLAS ROAD W C

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 40 AUSTIN PLACE Oldsmar, FL MLS# TB8466520
  • Recently Listed with Virtual Tour
1 of 26
$2,200
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
  • Recently Listed with Virtual Tour
1 of 29
$2,800
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
  • 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 106 MEADOW LANE Oldsmar, FL MLS# TB8465265
  • Recently Listed with Virtual Tour
1 of 12
$1,795
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 206 SAINT PETERSBURG DRIVE E Oldsmar, FL MLS# TB8463169
$1,600
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
$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
  • 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
$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
$1,850
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
$2,050
3

Beds

2.0

Baths

1,264

Sq.Ft.

20 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
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 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

210

Estimated median home price

$369,000
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 - 200K31
$200K - 300K46
$300K - 400K45
$400K - 500K25
$500K - 600K21
$600K - 700K12
$700K - 800K7
$800K - 900K6
$900K - 1M0
$1M - Max17

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse33
Condo36
Commercial4
Rental44
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 2/4/2026)

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 2/5/2026.

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 2/5/2026.