232 total properties
Did you mean the neighborhood Oldsmar?
View 4886 WESTCHESTER COURT Oldsmar, FL MLS# TB8427987
$585,000
3

Beds

2.0

Baths

1,920

Sq.Ft.

4886 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
OPEN HOUSE: Sunday 12/7 2:00 AM - 4:00 PM
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
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.
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 604 KINGSMILL COURT Oldsmar, FL MLS# TB8430567
  • Virtual Tour
1 of 72
$495,000
3

Beds

2.0

Baths

1,757

Sq.Ft.

604 KINGSMILL COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2007 PALM KEY AVENUE Oldsmar, FL MLS# TB8430845
$479,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

2007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 115 PALMETTO COURT #115 Oldsmar, FL MLS# TB8432105
$164,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

115 PALMETTO COURT #115

Oldsmar, FL

Courtesy of TAYLORMADE PROPERTIES, INC.
View 602 DARTMOUTH AVENUE E Oldsmar, FL MLS# TB8431354
$700,000
5

Beds

3.1

Baths

2,930

Sq.Ft.

602 DARTMOUTH AVENUE E

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 603 SHORE DRIVE E Oldsmar, FL MLS# TB8430883
  • Virtual Tour
1 of 61
$485,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

603 SHORE DRIVE E

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 256 CYPRESS LANE Oldsmar, FL MLS# TB8417068
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1 of 31
$179,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

256 CYPRESS LANE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 251 DOUGLAS ROAD E Oldsmar, FL MLS# TB8416979
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1 of 11
$1,756,945
7,056

Sq.Ft.

251 DOUGLAS ROAD E

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 129 WOODLAKE WYNDE #129 Oldsmar, FL MLS# TB8426049
$223,500
2

Beds

2.0

Baths

924

Sq.Ft.

129 WOODLAKE WYNDE #129

Oldsmar, FL

Courtesy of BILTMORE GROUP INC
View 2002 MONTEGO COURT Oldsmar, FL MLS# TB8426053
  • Virtual Tour
1 of 41
$249,999
2

Beds

2.0

Baths

1,143

Sq.Ft.

2002 MONTEGO COURT

Oldsmar, FL

Courtesy of EXP REALTY LLC
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 165 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8430614
  • Virtual Tour
1 of 100
$1,324,900
5

Beds

4.0

Baths

3,945

Sq.Ft.

165 MOBBLY BAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1915 DOVER COURT Oldsmar, FL MLS# TB8430739
  • Virtual Tour
1 of 24
$380,000
4

Beds

2.0

Baths

1,401

Sq.Ft.

1915 DOVER COURT

Oldsmar, FL

Courtesy of REDFIN CORPORATION
View 887 LUCAS LANE Oldsmar, FL MLS# TB8430489
  • Virtual Tour
1 of 38
$469,900
3

Beds

2.0

Baths

1,610

Sq.Ft.

887 LUCAS LANE

Oldsmar, FL

Courtesy of LIPPLY REAL ESTATE
View 504 CABERNET WAY Oldsmar, FL MLS# TB8430681
$344,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

504 CABERNET WAY

Oldsmar, FL

Courtesy of ELITE TAMPA BAY REALTY LLC
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 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

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 12/7/2025.