99 total properties
Did you mean the neighborhood Oldsmar?
View 281 CYPRESS LANE #281 Oldsmar, FL MLS# TB8435538
$207,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

281 CYPRESS LANE #281

Oldsmar, FL

Courtesy of UNITED REAL ESTATE SUNCOAST
View 411 OAKLEAF BOULEVARD #B Oldsmar, FL MLS# TB8434683
$300,000
2

Beds

2.1

Baths

1,360

Sq.Ft.

411 OAKLEAF BOULEVARD #B

Oldsmar, FL

Courtesy of APPLE HOMES CORP
View 2044 SHEFFIELD COURT Oldsmar, FL MLS# TB8327277
$190,000
2

Beds

2.0

Baths

1,296

Sq.Ft.

2044 SHEFFIELD COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 315 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8433357
$319,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

315 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
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 256 CYPRESS LANE Oldsmar, FL MLS# TB8417068
  • Virtual Tour
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 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 100 INGRID PLACE Oldsmar, FL MLS# TB8427672
  • Virtual Tour
1 of 51
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

100 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 206 CARYL WAY #1 Oldsmar, FL MLS# TB8427572
  • Virtual Tour
1 of 15
$224,900
2

Beds

2.0

Baths

948

Sq.Ft.

206 CARYL WAY #1

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 192 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8427755
  • Adult Community with Virtual Tour
1 of 42
$179,900
2

Beds

2.0

Baths

1,274

Sq.Ft.

192 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 204 MARY DRIVE Oldsmar, FL MLS# TB8423438
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

204 MARY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 403 E TUSCAN LANE E Oldsmar, FL MLS# TB8376561
$330,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

403 E TUSCAN LANE E

Oldsmar, FL

Courtesy of 54 REALTY LLC
View 3164 DUANE AVENUE Oldsmar, FL MLS# TB8416272
  • Virtual Tour
1 of 30
$329,900
3

Beds

2.0

Baths

1,044

Sq.Ft.

3164 DUANE AVENUE

Oldsmar, FL

Courtesy of NETWORTH REALTY OF TAMPA, LLC
View 115 WINDWARD PLACE #15 Oldsmar, FL MLS# TB8415558
$190,000
2

Beds

2.0

Baths

879

Sq.Ft.

115 WINDWARD PLACE #15

Oldsmar, FL

Courtesy of FLORIDA PREMIERE REALTY
View 106 PINE COURT Oldsmar, FL MLS# TB8413450
  • Virtual Tour
1 of 12
$169,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

106 PINE COURT

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 106 LAKEVIEW PLACE #106 Oldsmar, FL MLS# TB8411641
$249,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 LAKEVIEW PLACE #106

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 250 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8411225
$249,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

250 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 117 CYPRESS COURT #117 Oldsmar, FL MLS# TB8411288
$199,999
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 CYPRESS COURT #117

Oldsmar, FL

Courtesy of BELLE ISLE REALTY, LLC
View 1912 CASTLE BAY COURT Oldsmar, FL MLS# TB8409727
$330,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

1912 CASTLE BAY COURT

Oldsmar, FL

Courtesy of EVRON & MCCARTHY 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

231

Estimated median home price

$369,900
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 - 200K34
$200K - 300K52
$300K - 400K47
$400K - 500K28
$500K - 600K16
$600K - 700K14
$700K - 800K11
$800K - 900K6
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family120
Townhouse32
Condo40
Commercial6
Rental60
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 12/9/2025)

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 12/9/2025.