100 total properties
Did you mean the neighborhood Oldsmar?
View 108 WOODLANDS COURT 108 Oldsmar, FL MLS# TB8514193
  • Recently Listed with Virtual Tour
1 of 31
$199,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

108 WOODLANDS COURT 108

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 1260 CLAYS TRAIL Oldsmar, FL MLS# TB8514482
  • Recently Listed with Virtual Tour
1 of 72
$265,000
2

Beds

2.0

Baths

1,450

Sq.Ft.

1260 CLAYS TRAIL

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 124 W CYPRESS COURT Oldsmar, FL MLS# TB8516388
  • Recently Listed with Virtual Tour
1 of 23
$185,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

124 W CYPRESS COURT

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
The time to sell is now! THE TIME TO SELL IS NOW!
View 133 SABAL COURT G Oldsmar, FL MLS# TB8514567
  • Recently Listed with Virtual Tour
1 of 52
$135,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT G

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 2024 SHEFFIELD COURT Oldsmar, FL MLS# TB8510499
  • Recently Listed with Virtual Tour
1 of 34
$260,000
2

Beds

2.0

Baths

1,296

Sq.Ft.

2024 SHEFFIELD COURT

Oldsmar, FL

Courtesy of Tampa - Weichert, Realtors - Exclusive Properties
View 2029 SAGINAW COURT Oldsmar, FL MLS# TB8515524
  • Virtual Tour
1 of 17
$264,900
2

Beds

2.0

Baths

1,143

Sq.Ft.

2029 SAGINAW COURT

Oldsmar, FL

Courtesy of FLORIDAS BEST HOMES REALTY LLC
View 124 CYPRESS LANE 124 Oldsmar, FL MLS# TB8514283
$158,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

124 CYPRESS LANE 124

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 202 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8514350
  • Recently Listed with Virtual Tour
1 of 17
$299,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

202 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 202 MARY DRIVE 202 Oldsmar, FL MLS# TB8512754
  • Virtual Tour
1 of 42
$165,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

202 MARY DRIVE 202

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 201 PALMETTO COURT 201 Oldsmar, FL MLS# O6411960
$129,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

201 PALMETTO COURT 201

Oldsmar, FL

Courtesy of HIGHLIGHT REALTY CORP/LW
View 112 LAKEVIEW PLACE 12 Oldsmar, FL MLS# W7886045
  • Recently Listed with Virtual Tour
1 of 30
$179,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

112 LAKEVIEW PLACE 12

Oldsmar, FL

Courtesy of SAMUELSEN BUILDERS REALTY LLC
View 130 NANCY DRIVE 66 Oldsmar, FL MLS# W7886022
  • Recently Listed with Virtual Tour
1 of 57
$199,000
2

Beds

2.0

Baths

1,096

Sq.Ft.

130 NANCY DRIVE 66

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 276 PELICAN DRIVE N Oldsmar, FL MLS# TB8510692
  • Adult Community with Virtual Tour
1 of 46
$229,900
2

Beds

2.0

Baths

984

Sq.Ft.

276 PELICAN DRIVE N

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 131 SABAL COURT E Oldsmar, FL MLS# TB8509741
  • Virtual Tour
1 of 21
$155,000
2

Beds

2.0

Baths

915

Sq.Ft.

131 SABAL COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Adult Community with Virtual Tour
1 of 51
OPEN HOUSE: Sunday 6/14 1:00 PM - 3:00 PM
$259,900
3

Beds

2.0

Baths

1,471

Sq.Ft.

258 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 10 SHAMROCK WAY 10 Oldsmar, FL MLS# TB8506563
  • Virtual Tour
1 of 43
$279,000
2

Beds

2.0

Baths

1,465

Sq.Ft.

10 SHAMROCK WAY 10

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 107 LAKEVIEW PLACE 7 Oldsmar, FL MLS# W7885525
  • Recently Listed with 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 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 142 WOODLAKE WYNDE 48 Oldsmar, FL MLS# TB8507526
  • Virtual Tour
1 of 20
OPEN HOUSE: Saturday 6/13 11:30 AM - 1:30 PM
$190,000
2

Beds

2.0

Baths

924

Sq.Ft.

142 WOODLAKE WYNDE 48

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
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

Courtesy of CHARLES RUTENBERG 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

247

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 - 300K45
$300K - 400K54
$400K - 500K26
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K7
$900K - 1M1
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse31
Condo50
Commercial6
Rental43
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home19
Farms0

(Data as of 6/11/2026)

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 6/12/2026.