236 total properties
Did you mean the neighborhood Oldsmar?
View 200 E STATE STREET E Oldsmar, FL MLS# TB8504841
$1,450,000
1,536

Sq.Ft.

200 E STATE STREET E

Oldsmar, FL

Courtesy of IDEAL REALTY ADVISORS, LLC
View 304 WOODLAKE WYNDE 304 Oldsmar, FL MLS# TB8498051
  • Recently Listed with Virtual Tour
1 of 23
$179,900
1

Beds

1.0

Baths

674

Sq.Ft.

304 WOODLAKE WYNDE 304

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 405 HOLLY HILL ROAD Oldsmar, FL MLS# TB8503763
  • Virtual Tour
1 of 57
$660,000
3

Beds

2.0

Baths

2,311

Sq.Ft.

405 HOLLY HILL ROAD

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 160 JAMES COURT Oldsmar, FL MLS# TB8503480
  • Recently Listed with Virtual Tour
1 of 59
$363,900
3

Beds

2.0

Baths

1,445

Sq.Ft.

160 JAMES COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 505 FEDERAL STREET Oldsmar, FL MLS# TB8505483
  • Recently Listed with Virtual Tour
1 of 14
$299,000
Studio

Beds

0.0

Baths

505 FEDERAL STREET

Oldsmar, FL

Courtesy of DALTON WADE INC
View 140 ASHLEY LANE Oldsmar, FL MLS# TB8504188
  • Recently Listed with Virtual Tour
1 of 41
$309,900
4

Beds

2.0

Baths

1,460

Sq.Ft.

140 ASHLEY LANE

Oldsmar, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2272 WARWICK DRIVE Oldsmar, FL MLS# TB8502055
  • Recently Listed with Virtual Tour
1 of 46
$725,000
4

Beds

3.0

Baths

2,512

Sq.Ft.

2272 WARWICK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 307 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8502335
  • Recently Listed with Virtual Tour
1 of 31
$385,950
3

Beds

2.0

Baths

1,670

Sq.Ft.

307 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 130 CYPRESS LANE 130 Oldsmar, FL MLS# TB8502597
  • Recently Listed with Virtual Tour
1 of 30
$160,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

130 CYPRESS LANE 130

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 313 JEFFERSON AVENUE S Oldsmar, FL MLS# TB8502786
  • Recently Listed with Virtual Tour
1 of 63
$449,000
3

Beds

2.0

Baths

1,841

Sq.Ft.

313 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of GRAYSTONE REAL ESTATE
View 4953 POINTE CIRCLE Oldsmar, FL MLS# TB8502016
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 5/16 10:00 AM - 3:00 PM
$875,000
4

Beds

3.0

Baths

2,513

Sq.Ft.

4953 POINTE CIRCLE

Oldsmar, FL

Courtesy of HOME SOLD REALTY LLC
View 105 KILSYTHE STREET Oldsmar, FL MLS# TB8502588
  • Virtual Tour
1 of 65
$305,000
3

Beds

2.0

Baths

1,036

Sq.Ft.

105 KILSYTHE STREET

Oldsmar, FL

Courtesy of FLORIDA EXECUTIVE REALTY
View 140 HUNTER LAKE DRIVE G Oldsmar, FL MLS# TB8501829
  • Recently Listed with Virtual Tour
1 of 22
$174,945
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE G

Oldsmar, FL

Courtesy of 1 REALTY GROUP LLC
View 1204 FORESTWOOD DRIVE Oldsmar, FL MLS# O6402042
$315,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

1204 FORESTWOOD DRIVE

Oldsmar, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 300 STATE STREET E 324 Oldsmar, FL MLS# TB8500928
  • Recently Listed with Virtual Tour
1 of 36
$295,000
2

Beds

2.1

Baths

1,366

Sq.Ft.

300 STATE STREET E 324

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
View 208 CUTLASS WAY Oldsmar, FL MLS# TB8501214
  • Recently Listed with Virtual Tour
1 of 54
$350,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

208 CUTLASS WAY

Oldsmar, FL

Courtesy of DALTON WADE INC
View 3664 MERIDEN AVENUE Oldsmar, FL MLS# W7885202
  • Virtual Tour
1 of 15
$399,900
4

Beds

4.0

Baths

1,940

Sq.Ft.

3664 MERIDEN AVENUE

Oldsmar, FL

Courtesy of DALTON WADE INC
View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Recently Listed with Virtual Tour
1 of 46
$278,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 604 LIMETREE DRIVE Oldsmar, FL MLS# O6401483
  • Recently Listed with Virtual Tour
1 of 29
$375,000
3

Beds

3.0

Baths

1,430

Sq.Ft.

604 LIMETREE DRIVE

Oldsmar, FL

Courtesy of JUPITER PROPERTIES, INC
View 372 COBIA WAY Oldsmar, FL MLS# TB8499655
  • Adult Community with Virtual Tour
1 of 52
$199,995
2

Beds

2.0

Baths

1,048

Sq.Ft.

372 COBIA WAY

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY

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

236

Estimated median home price

$359,350
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 - 200K45
$200K - 300K45
$300K - 400K53
$400K - 500K26
$500K - 600K15
$600K - 700K9
$700K - 800K8
$800K - 900K9
$900K - 1M2
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family121
Townhouse33
Condo43
Commercial5
Rental46
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home20
Farms0

(Data as of 5/14/2026)

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 5/14/2026.