211 total properties
Did you mean the neighborhood Oldsmar?
View 4856 WESTCHESTER COURT Oldsmar, FL MLS# TB8515993
  • Recently Listed with Virtual Tour
1 of 39
$589,000
3

Beds

2.0

Baths

2,184

Sq.Ft.

4856 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8507682
  • Virtual Tour
1 of 57
$585,000
6

Beds

2.1

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 368 TAVERNIER CIRCLE Oldsmar, FL MLS# A4694760
  • Virtual Tour
1 of 40
$585,000
4

Beds

2.0

Baths

1,880

Sq.Ft.

368 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of BRIGHT REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$584,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 395 WINGATE CIRCLE Oldsmar, FL MLS# TB8450027
  • Virtual Tour
1 of 59
$575,000
5

Beds

2.1

Baths

2,827

Sq.Ft.

395 WINGATE CIRCLE

Oldsmar, FL

View 1654 BAYHILL DRIVE Oldsmar, FL MLS# TB8438417
  • Virtual Tour
1 of 62
$570,000
4

Beds

2.1

Baths

2,320

Sq.Ft.

1654 BAYHILL DRIVE

Oldsmar, FL

Courtesy of ECKERT REALTY & PROPERTY MGMT
View 100 ARBOR LANE Oldsmar, FL MLS# TB8513463
  • Virtual Tour
1 of 40
$570,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

100 ARBOR LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 392 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8521472
  • Recently Listed with Virtual Tour
1 of 61
$569,000
3

Beds

2.0

Baths

1,656

Sq.Ft.

392 TAVERNIER CIRCLE

Oldsmar, FL

View 140 BRENT CIRCLE Oldsmar, FL MLS# O6357016
  • Virtual Tour
1 of 46
$565,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

140 BRENT CIRCLE

Oldsmar, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 854 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8521571
  • Recently Listed with Virtual Tour
1 of 46
$565,000
3

Beds

2.0

Baths

2,065

Sq.Ft.

854 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 848 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8509369
$560,000
3

Beds

2.1

Baths

1,756

Sq.Ft.

848 CHRISTINA CIRCLE

Oldsmar, FL

View 1637 GRAY BARK DRIVE Oldsmar, FL MLS# TB8440841
$559,900
4

Beds

3.0

Baths

2,146

Sq.Ft.

1637 GRAY BARK DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 219 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8498550
  • Virtual Tour
1 of 45
OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM
$550,000
4

Beds

3.0

Baths

1,873

Sq.Ft.

219 BAY ARBOR BOULEVARD

Oldsmar, FL

View 650 SWEETBRIAR DRIVE Oldsmar, FL MLS# A4697507
  • Recently Listed with Virtual Tour
1 of 56
$539,500
3

Beds

2.0

Baths

1,804

Sq.Ft.

650 SWEETBRIAR DRIVE

Oldsmar, FL

View 119 BRENT CIRCLE Oldsmar, FL MLS# TB8504789
$525,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

119 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 549 LONGWOOD CIRCLE Oldsmar, FL MLS# A4692285
  • Virtual Tour
1 of 87
$515,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

549 LONGWOOD CIRCLE

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
View 311 WASHINGTON AVENUE Oldsmar, FL MLS# TB8465278
$500,000
Studio

Beds

0.0

Baths

311 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 112 BRENT CIRCLE Oldsmar, FL MLS# TB8461018
  • Virtual Tour
1 of 48
$499,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

112 BRENT CIRCLE

Oldsmar, FL

View 1004 MANGO COURT Oldsmar, FL MLS# TB8495697
  • Virtual Tour
1 of 51
$499,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

1004 MANGO COURT

Oldsmar, FL

Courtesy of DALTON WADE INC
View 213 ARLINGTON AVENUE E Oldsmar, FL MLS# TB8509657
$499,000
4

Beds

3.0

Baths

2,080

Sq.Ft.

213 ARLINGTON AVENUE E

Oldsmar, FL

Courtesy of YANY REALTY LLC

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

250

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 - 200K58
$200K - 300K41
$300K - 400K52
$400K - 500K23
$500K - 600K19
$600K - 700K17
$700K - 800K5
$800K - 900K8
$900K - 1M1
$1M - Max25

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family132
Townhouse30
Condo50
Commercial5
Rental47
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/24/2026)

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 6/25/2026.

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 6/25/2026.