190 total properties
Did you mean the neighborhood Oldsmar?
View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
  • Recently Listed with Virtual Tour
1 of 37
$319,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 394 FOUNTAINVIEW CIRCLE Oldsmar, FL MLS# TB8460079
  • Recently Listed
1 of 91
$599,900
3

Beds

2.0

Baths

1,714

Sq.Ft.

394 FOUNTAINVIEW CIRCLE

Oldsmar, FL

Courtesy of DALTON WADE INC
View 475 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676723
  • Recently Listed with Virtual Tour
1 of 37
$289,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
The time to sell is now! THE TIME TO SELL IS NOW!
View 112 BRENT CIRCLE Oldsmar, FL MLS# TB8461018
  • Recently Listed with Virtual Tour
1 of 48
$525,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

112 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2015 SHEFFIELD COURT Oldsmar, FL MLS# TB8461077
  • Recently Listed with Virtual Tour
1 of 33
$219,900
2

Beds

2.0

Baths

1,296

Sq.Ft.

2015 SHEFFIELD COURT

Oldsmar, FL

Courtesy of JAY ALAN REAL ESTATE
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
  • Recently Listed with Virtual Tour
1 of 49
OPEN HOUSE: Saturday 1/10 11:00 AM - 1:00 PM
$695,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 531 CANAL WAY Oldsmar, FL MLS# TB8456770
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
$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
  • Recently Listed with 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
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Saturday 1/10 11:00 AM - 1:00 PM
$190,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 CYPRESS COURT 219

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
View 140 MICHAELS CIRCLE Oldsmar, FL MLS# A4676203
  • Recently Listed with Virtual Tour
1 of 70
OPEN HOUSE: Saturday 1/10 10:00 AM - 12:00 PM
$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
  • Recently Listed with Virtual Tour
1 of 49
$419,000
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 705 SHORE DRIVE E Oldsmar, FL MLS# TB8458306
  • Recently Listed
1 of 5
$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 49
$369,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 219 CARYL WAY 219 Oldsmar, FL MLS# TB8455126
  • Virtual Tour
1 of 49
$200,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

219 CARYL WAY 219

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1227 CLAYS TRAIL Oldsmar, FL MLS# TB8454542
  • Virtual Tour
1 of 34
$329,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

1227 CLAYS TRAIL

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 211 CORKWOOD LANE Oldsmar, FL MLS# TB8454574
$215,000
2

Beds

2.0

Baths

900

Sq.Ft.

211 CORKWOOD LANE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2101 SUNSET WIND LOOP Oldsmar, FL MLS# O6365896
$489,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

2101 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of HIGHLIGHT REALTY CORP/LW

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

192

Estimated median home price

$365,000
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 - 200K31
$200K - 300K42
$300K - 400K42
$400K - 500K22
$500K - 600K16
$600K - 700K10
$700K - 800K8
$800K - 900K3
$900K - 1M1
$1M - Max17

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family98
Townhouse25
Condo36
Commercial5
Rental47
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home18
Farms0

(Data as of 1/6/2026)

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 1/8/2026.