233 total properties
Did you mean the neighborhood Oldsmar?
View 1244 GREYBROOKE PLACE Oldsmar, FL MLS# TB8427929
$1,100,000
5

Beds

3.1

Baths

3,450

Sq.Ft.

1244 GREYBROOKE PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 306 FAIRFIELD STREET Oldsmar, FL MLS# TB8442905
  • New Construction with Virtual Tour
1 of 12
$1,000,000
4

Beds

3.1

Baths

2,961

Sq.Ft.

306 FAIRFIELD STREET

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
View 1471 BRIARGROVE WAY Oldsmar, FL MLS# TB8428829
  • Virtual Tour
1 of 100
OPEN HOUSE: Sunday 12/7 2:00 PM - 4:00 PM
$945,000
5

Beds

3.1

Baths

3,140

Sq.Ft.

1471 BRIARGROVE WAY

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 1358 FORESTEDGE BOULEVARD Oldsmar, FL MLS# TB8402485
$925,000
4

Beds

3.0

Baths

2,808

Sq.Ft.

1358 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
View 403 PARK BOULEVARD Oldsmar, FL MLS# TB8420240
  • New Construction with Virtual Tour
1 of 23
$899,000
4

Beds

3.1

Baths

2,900

Sq.Ft.

403 PARK BOULEVARD

Oldsmar, FL

Courtesy of REALTY ONE GROUP SUNSHINE
View 2328 WARWICK DRIVE Oldsmar, FL MLS# TB8419306
$889,000
4

Beds

3.1

Baths

3,294

Sq.Ft.

2328 WARWICK DRIVE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 4915 AUGUSTA AVENUE Oldsmar, FL MLS# TB8426585
  • Virtual Tour
1 of 87
$850,000
5

Beds

2.1

Baths

3,294

Sq.Ft.

4915 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 382 ROSALIND LANE Oldsmar, FL MLS# TB8408993
  • Virtual Tour
1 of 75
$849,990
4

Beds

3.0

Baths

3,273

Sq.Ft.

382 ROSALIND LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 2159 WARWICK DRIVE Oldsmar, FL MLS# TB8366755
  • Virtual Tour
1 of 58
$835,000
4

Beds

3.0

Baths

2,673

Sq.Ft.

2159 WARWICK DRIVE

Oldsmar, FL

Courtesy of PALERMO REAL ESTATE PROF. INC.
View 4859 AUGUSTA AVENUE Oldsmar, FL MLS# TB8360586
  • Virtual Tour
1 of 62
$815,000
4

Beds

2.1

Baths

3,085

Sq.Ft.

4859 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of CENTURY 21 COAST TO COAST
View 3765 SHORE BOULEVARD Oldsmar, FL MLS# TB8417670
$800,000
4

Beds

2.0

Baths

1,860

Sq.Ft.

3765 SHORE BOULEVARD

Oldsmar, FL

Courtesy of UNIQUE PROPERTY SERVICES
View 1534 E LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8428098
$799,900
3

Beds

3.1

Baths

3,386

Sq.Ft.

1534 E LAKE WOODLANDS PARKWAY

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 4969 KILKENNEY WAY Oldsmar, FL MLS# TB8438530
$799,900
4

Beds

3.0

Baths

2,809

Sq.Ft.

4969 KILKENNEY WAY

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 503 PARK BOULEVARD Oldsmar, FL MLS# TB8442705
$799,900
4

Beds

2.1

Baths

2,458

Sq.Ft.

503 PARK BOULEVARD

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 335 PALMDALE DRIVE Oldsmar, FL MLS# TB8396762
  • Virtual Tour
1 of 89
$799,000
5

Beds

3.0

Baths

3,035

Sq.Ft.

335 PALMDALE DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS GULF BEACHES
View 205 BENGAL CIRCLE Oldsmar, FL MLS# OM712328
  • Virtual Tour
1 of 41
$799,000
4

Beds

3.0

Baths

2,733

Sq.Ft.

205 BENGAL CIRCLE

Oldsmar, FL

Courtesy of HOMERUN REALTY
View 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# W7879236
$759,900
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8435691
  • Virtual Tour
1 of 36
$750,000
6

Beds

3.0

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1516 E LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8388783
$749,000
4

Beds

3.0

Baths

2,642

Sq.Ft.

1516 E LAKE WOODLANDS PARKWAY

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 190 WATER OAK WAY Oldsmar, FL MLS# TB8427990
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 12/7 11:00 AM - 2:00 PM
$725,000
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 WATER OAK WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY 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

252

Estimated median home price

$389,000
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 - 100K0
$100K - 200K28
$200K - 300K57
$300K - 400K50
$400K - 500K33
$500K - 600K20
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family146
Townhouse33
Condo38
Commercial6
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home15
Farms0

(Data as of 11/11/2025)

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 12/6/2025.