207 total properties
Did you mean the neighborhood Oldsmar?
View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
$199,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT 117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 142 WOODLAKE WYNDE 48 Oldsmar, FL MLS# TB8507526
  • Recently Listed with Virtual Tour
1 of 20
OPEN HOUSE: Saturday 5/23 11:30 AM - 1:30 PM
$199,500
2

Beds

2.0

Baths

924

Sq.Ft.

142 WOODLAKE WYNDE 48

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 238 PELICAN DRIVE N Oldsmar, FL MLS# TB8360914
  • Adult Community with Virtual Tour
1 of 50
$199,000
2

Beds

2.0

Baths

1,286

Sq.Ft.

238 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$199,000
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
$199,000
2

Beds

2.1

Baths

1,264

Sq.Ft.

62 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8484399
  • Virtual Tour
1 of 31
OPEN HOUSE: Saturday 5/23 1:00 PM - 3:00 PM
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of DALTON WADE INC
View 218 CARYL WAY Oldsmar, FL MLS# TB8499124
  • Virtual Tour
1 of 29
$198,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

218 CARYL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 472 TROUT LANE Oldsmar, FL MLS# TB8369073
  • Adult Community with Virtual Tour
1 of 45
$195,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

472 TROUT LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 303 MARTHA LANE 303 Oldsmar, FL MLS# TB8485863
$195,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

303 MARTHA LANE 303

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 204 WINDWARD PLACE 36 Oldsmar, FL MLS# A4686982
$195,000
2

Beds

2.0

Baths

879

Sq.Ft.

204 WINDWARD PLACE 36

Oldsmar, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
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 2044 SHEFFIELD COURT Oldsmar, FL MLS# TB8327277
$190,000
2

Beds

2.0

Baths

1,296

Sq.Ft.

2044 SHEFFIELD COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 303 MEADOW LANE Oldsmar, FL MLS# TB8497109
  • Virtual Tour
1 of 23
$190,000
2

Beds

2.0

Baths

879

Sq.Ft.

303 MEADOW LANE

Oldsmar, FL

Courtesy of CENTURY 21 BEGGINS
View 112 CYPRESS COURT 112 Oldsmar, FL MLS# TB8494664
$189,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

112 CYPRESS COURT 112

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 202 MEADOW LANE 50 Oldsmar, FL MLS# TB8505503
  • Recently Listed with 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 403 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8442487
  • Adult Community with Virtual Tour
1 of 38
$184,000
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 219 PALMETTO COURT Oldsmar, FL MLS# TB8463698
  • Virtual Tour
1 of 19
$182,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 PALMETTO COURT

Oldsmar, FL

Courtesy of KINEST REALTY
View 129 CAMPHOR CIRCLE C Oldsmar, FL MLS# TB8474438
$180,000
2

Beds

2.0

Baths

915

Sq.Ft.

129 CAMPHOR CIRCLE C

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 115 WINDWARD PLACE 15 Oldsmar, FL MLS# TB8490824
$180,000
2

Beds

2.0

Baths

879

Sq.Ft.

115 WINDWARD PLACE 15

Oldsmar, FL

Courtesy of FLORIDA PREMIERE REALTY
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

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.

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 5/23/2026.

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 5/23/2026.