214 total properties
Did you mean the neighborhood Oldsmar?
View 531 CANAL WAY Oldsmar, FL MLS# TB8456770
  • Adult Community with Virtual Tour
1 of 35
$374,900
2

Beds

2.0

Baths

1,226

Sq.Ft.

531 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 229 MARY DRIVE 45 Oldsmar, FL MLS# TB8460483
  • Virtual Tour
1 of 26
$204,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

229 MARY DRIVE 45

Oldsmar, FL

Courtesy of EZ CHOICE REALTY
View 219 CYPRESS COURT 219 Oldsmar, FL MLS# TB8460111
$190,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 CYPRESS COURT 219

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
The time to sell is now! THE TIME TO SELL IS NOW!
View 140 MICHAELS CIRCLE Oldsmar, FL MLS# A4676203
  • Virtual Tour
1 of 70
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

140 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of MANGROVE BAY REALTY LLC
View 318 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8459839
$399,000
4

Beds

2.0

Baths

1,480

Sq.Ft.

318 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLING USA, LLC
View 712 LEMONWOOD DR Oldsmar, FL MLS# TB8459392
  • Virtual Tour
1 of 31
$338,900
3

Beds

2.0

Baths

1,304

Sq.Ft.

712 LEMONWOOD DR

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE INC
View 1558 E LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8458713
  • Recently Listed with Virtual Tour
1 of 50
$743,900
3

Beds

2.0

Baths

2,366

Sq.Ft.

1558 E LAKE WOODLANDS PARKWAY

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 705 SHORE DRIVE E Oldsmar, FL MLS# TB8458306
$178,990
4

Beds

2.1

Baths

2,155

Sq.Ft.

705 SHORE DRIVE E

Oldsmar, FL

Courtesy of GREAT AMERICAN REALTY
View 127 CYPRESS LANE 27 Oldsmar, FL MLS# TB8457518
$159,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

127 CYPRESS LANE 27

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 138 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8452561
  • Adult Community with Virtual Tour
1 of 48
$399,900
3

Beds

2.0

Baths

1,364

Sq.Ft.

138 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$364,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 4729 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8455898
$559,000
2

Beds

2.0

Baths

1,959

Sq.Ft.

4729 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 152 BRENT CIRCLE Oldsmar, FL MLS# TB8455131
  • Recently Listed with Virtual Tour
1 of 91
$550,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

152 BRENT CIRCLE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 1227 CLAYS TRAIL Oldsmar, FL MLS# TB8454542
  • Virtual Tour
1 of 37
$319,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

1227 CLAYS TRAIL

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 28
OPEN HOUSE: Sunday 1/25 11:00 AM - 2:00 PM
$499,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
View 108 LAKEVIEW PLACE 108 Oldsmar, FL MLS# TB8454159
$189,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

108 LAKEVIEW PLACE 108

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 278 PELICAN DRIVE N Oldsmar, FL MLS# TB8453637
  • Adult Community with Virtual Tour
1 of 27
$188,000
2

Beds

2.0

Baths

1,128

Sq.Ft.

278 PELICAN DRIVE N

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 5 N HAYES ROAD Oldsmar, FL MLS# TB8452954
  • Virtual Tour
1 of 31
$465,000
5

Beds

2.0

Baths

2,340

Sq.Ft.

5 N HAYES ROAD

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 507 CANAL WAY Oldsmar, FL MLS# TB8453761
  • Adult Community with Virtual Tour
1 of 45
$299,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

507 CANAL WAY

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 372 COCO PLUM COURT Oldsmar, FL MLS# TB8454163
  • Virtual Tour
1 of 66
$1,380,000
5

Beds

4.0

Baths

3,945

Sq.Ft.

372 COCO PLUM COURT

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE

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

212

Estimated median home price

$367,000
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 - 200K30
$200K - 300K49
$300K - 400K47
$400K - 500K23
$500K - 600K20
$600K - 700K13
$700K - 800K9
$800K - 900K3
$900K - 1M0
$1M - Max18

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse33
Condo37
Commercial5
Rental52
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home20
Farms0

(Data as of 1/22/2026)

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 1/24/2026.