29 total properties
Did you mean the neighborhood Oldsmar?
View 384 WINGATE CIRCLE Oldsmar, FL MLS# TB8515031
$599,000
3

Beds

2.1

Baths

2,428

Sq.Ft.

384 WINGATE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 368 TAVERNIER CIRCLE Oldsmar, FL MLS# A4694760
  • Recently Listed with 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
View 119 BRENT CIRCLE Oldsmar, FL MLS# TB8504789
  • Recently Listed
1 of 58
$525,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

119 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 100 ARBOR LANE Oldsmar, FL MLS# TB8513463
  • Recently Listed with 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 380 ROSALIND LANE Oldsmar, FL MLS# TB8510265
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 6/6 1:00 PM - 3:00 PM
$629,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 5163 PINNACLE DRIVE Oldsmar, FL MLS# TB8510486
  • Recently Listed with Virtual Tour
1 of 61
OPEN HOUSE: Saturday 6/6 10:00 AM - 12:00 PM
$635,000
3

Beds

2.0

Baths

1,886

Sq.Ft.

5163 PINNACLE DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 190 Water Oak Way Oldsmar, FL MLS# 1226771
  • Recently Listed
1 of 66
$660,000
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 Water Oak Way

Oldsmar, FL

View 355 VENTURA DRIVE Oldsmar, FL MLS# TB8510293
  • Recently Listed
1 of 32
$625,000
4

Beds

2.0

Baths

1,938

Sq.Ft.

355 VENTURA DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 848 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8509369
  • New Construction with Virtual Tour
1 of 39
$560,000
3

Beds

2.1

Baths

1,756

Sq.Ft.

848 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of RIZZO & ASSOCIATES INC
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8507682
  • Recently Listed with 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 549 LONGWOOD CIRCLE Oldsmar, FL MLS# A4692285
  • Virtual Tour
1 of 87
$525,000
4

Beds

2.0

Baths

1,344

Sq.Ft.

549 LONGWOOD CIRCLE

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
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 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 219 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8498550
  • Virtual Tour
1 of 45
OPEN HOUSE: Saturday 6/6 12:00 PM - 3:00 PM
$550,000
4

Beds

3.0

Baths

1,873

Sq.Ft.

219 BAY ARBOR BOULEVARD

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 509 CYPRESS VIEW DRIVE Oldsmar, FL MLS# TB8496854
$624,900
4

Beds

2.0

Baths

2,084

Sq.Ft.

509 CYPRESS VIEW DRIVE

Oldsmar, FL

Courtesy of FLORIDA HOME REALTY GROUP, LLC
View 20 FERNBROOK ROAD Oldsmar, FL MLS# TB8492357
  • Virtual Tour
1 of 37
$649,999
4

Beds

2.0

Baths

2,147

Sq.Ft.

20 FERNBROOK ROAD

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 3825 SHORE BOULEVARD Oldsmar, FL MLS# TB8482568
$600,000
Studio

Beds

0.0

Baths

3825 SHORE BOULEVARD

Oldsmar, FL

Courtesy of ARCHER REALTY
View 4766 STONEVIEW CIRCLE Oldsmar, FL MLS# TB8487161
$645,000
4

Beds

2.0

Baths

2,114

Sq.Ft.

4766 STONEVIEW CIRCLE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# TB8490510
$699,000
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$599,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP 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

243

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 - 200K52
$200K - 300K42
$300K - 400K55
$400K - 500K26
$500K - 600K15
$600K - 700K15
$700K - 800K6
$800K - 900K8
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family126
Townhouse32
Condo48
Commercial4
Rental46
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home19
Farms0

(Data as of 6/3/2026)

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 6/3/2026.

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 6/3/2026.