151 total properties
Did you mean the neighborhood Oldsmar?
View 629 BAY LAKE TRAIL Oldsmar, FL MLS# TB8517300
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Friday 6/12 4:00 PM - 7:00 PM
$350,000
3

Beds

2.0

Baths

1,338

Sq.Ft.

629 BAY LAKE TRAIL

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 415 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8517638
  • Recently Listed with Virtual Tour
1 of 22
$399,000
4

Beds

2.0

Baths

1,748

Sq.Ft.

415 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1924 MONTEGO COURT Oldsmar, FL MLS# TB8517782
  • Recently Listed with Virtual Tour
1 of 29
$359,900
3

Beds

2.0

Baths

1,269

Sq.Ft.

1924 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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 423 AURORA WAY Oldsmar, FL MLS# TB8516678
  • Recently Listed with Virtual Tour
1 of 36
$320,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

423 AURORA WAY

Oldsmar, FL

Courtesy of LIPPLY REAL ESTATE
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
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 2005 HUDSON CT Oldsmar, FL MLS# W7886259
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Sunday 6/14 1:00 PM - 3:00 PM
$310,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

2005 HUDSON CT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 627 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8513485
$310,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

627 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of MILLENNIAL REALTY & PROPERTY MGMT.
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 606 CABERNET WAY Oldsmar, FL MLS# TB8512784
  • Recently Listed with Virtual Tour
1 of 53
$339,900
3

Beds

2.1

Baths

1,525

Sq.Ft.

606 CABERNET WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 2013 SUNSET WIND LOOP Oldsmar, FL MLS# TB8507673
  • Recently Listed with Virtual Tour
1 of 43
$400,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2013 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
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

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.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/11/2026.