210 total properties
Did you mean the neighborhood Oldsmar?
View 20 EVELYN COURT Oldsmar, FL MLS# TB8508719
  • Virtual Tour
1 of 66
$249,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

20 EVELYN COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
View 25 TADS TRAIL Oldsmar, FL MLS# TB8509080
  • Virtual Tour
1 of 39
$249,000
3

Beds

2.0

Baths

1,690

Sq.Ft.

25 TADS TRAIL

Oldsmar, FL

View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
$244,990
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
The time to sell is now! THE TIME TO SELL IS NOW!
View 382 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8506337
$240,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

382 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2024 SHEFFIELD COURT Oldsmar, FL MLS# TB8510499
$239,990
2

Beds

2.0

Baths

1,296

Sq.Ft.

2024 SHEFFIELD COURT

Oldsmar, FL

Courtesy of Tampa - Weichert, Realtors - Exclusive Properties
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 480 TROUT LANE Oldsmar, FL MLS# TB8524174
  • Recently Listed with Virtual Tour
1 of 62
$229,900
2

Beds

2.0

Baths

1,521

Sq.Ft.

480 TROUT LANE

Oldsmar, FL

View 101 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8444809
  • Adult Community with Virtual Tour
1 of 34
$225,000
2

Beds

2.0

Baths

1,573

Sq.Ft.

101 DOLPHIN DRIVE N

Oldsmar, FL

View 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
$224,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

240 CYPRESS LANE 240

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 276 PELICAN DRIVE N Oldsmar, FL MLS# TB8510692
  • Adult Community with Virtual Tour
1 of 46
$224,900
2

Beds

2.0

Baths

984

Sq.Ft.

276 PELICAN DRIVE N

Oldsmar, FL

View 107 LAKEVIEW PLACE 7 Oldsmar, FL MLS# W7885525
  • Virtual Tour
1 of 30
$224,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

107 LAKEVIEW PLACE 7

Oldsmar, FL

Courtesy of SAMUELSEN BUILDERS REALTY LLC
View 2034 MONTEGO COURT Oldsmar, FL MLS# TB8506783
  • Virtual Tour
1 of 17
$220,000
1

Beds

1.0

Baths

1,024

Sq.Ft.

2034 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 113 WOODLAKE WYNDE 19 Oldsmar, FL MLS# TB8463749
$215,000
2

Beds

2.0

Baths

924

Sq.Ft.

113 WOODLAKE WYNDE 19

Oldsmar, FL

Courtesy of CENTURY 21 RE CHAMPIONS
View 124 WOODLAKE WYNDE 0 Oldsmar, FL MLS# TB8523772
  • Recently Listed with Virtual Tour
1 of 46
$215,000
2

Beds

2.0

Baths

924

Sq.Ft.

124 WOODLAKE WYNDE 0

Oldsmar, FL

View 50 WOODLAKE PLACE Oldsmar, FL MLS# TB8507105
  • Adult Community with Virtual Tour
1 of 42
$210,000
2

Beds

2.0

Baths

924

Sq.Ft.

50 WOODLAKE PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Virtual Tour
1 of 21
$209,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

80 LANCE COURT

Oldsmar, FL

View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community with Virtual Tour
1 of 40
$205,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

View 113 NINA WAY 113 Oldsmar, FL MLS# TB8366634
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

113 NINA WAY 113

Oldsmar, FL

Courtesy of BRICK HOUSE REALTY SERVICES
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 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

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

234

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 - 200K53
$200K - 300K42
$300K - 400K51
$400K - 500K18
$500K - 600K19
$600K - 700K14
$700K - 800K5
$800K - 900K8
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family122
Townhouse28
Condo47
Commercial4
Rental53
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home22
Farms0

(Data as of 7/6/2026)

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 7/6/2026.

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 7/6/2026.