220 total properties
Did you mean the neighborhood Oldsmar?
View 304 WOODLAKE WYNDE 304 Oldsmar, FL MLS# TB8498051
$159,900
1

Beds

1.0

Baths

674

Sq.Ft.

304 WOODLAKE WYNDE 304

Oldsmar, FL

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
View 160 JAMES COURT Oldsmar, FL MLS# TB8503480
  • Virtual Tour
1 of 58
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$350,000
3

Beds

2.0

Baths

1,445

Sq.Ft.

160 JAMES COURT

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 140 ASHLEY LANE Oldsmar, FL MLS# TB8504188
  • 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
  • Virtual Tour
1 of 47
$699,900
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
$349,950
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
$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
$415,000
3

Beds

2.0

Baths

1,841

Sq.Ft.

313 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of GRAYSTONE REAL ESTATE
View 300 STATE STREET E 324 Oldsmar, FL MLS# TB8500928
$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
  • 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

View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$259,000
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
  • 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
$194,995
2

Beds

2.0

Baths

1,048

Sq.Ft.

372 COBIA WAY

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 140 HUNTER LAKE DRIVE 8C Oldsmar, FL MLS# TB8500198
$134,900
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE 8C

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2031 DOVER COURT Oldsmar, FL MLS# TB8500444
$255,000
2

Beds

2.0

Baths

1,215

Sq.Ft.

2031 DOVER COURT

Oldsmar, FL

Courtesy of LOKATION
View 304 PATTY DRIVE Oldsmar, FL MLS# TB8500425
  • Virtual Tour
1 of 24
$397,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

304 PATTY DRIVE

Oldsmar, FL

Courtesy of SELLING USA, LLC
View 2009 PEPPERTREE COURT Oldsmar, FL MLS# O6403164
$390,000
3

Beds

2.0

Baths

1,233

Sq.Ft.

2009 PEPPERTREE COURT

Oldsmar, FL

Courtesy of CFRP REALTY LLC
View 125 CYPRESS LANE 125 Oldsmar, FL MLS# TB8499229
$149,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

125 CYPRESS LANE 125

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 219 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8498550
$550,000
4

Beds

3.0

Baths

1,873

Sq.Ft.

219 BAY ARBOR BOULEVARD

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

244

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 - 200K55
$200K - 300K42
$300K - 400K51
$400K - 500K25
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K7
$900K - 1M1
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family128
Townhouse30
Condo48
Commercial5
Rental43
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/17/2026)

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 6/18/2026.

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 6/18/2026.