214 total properties
Did you mean the neighborhood Oldsmar?
View 732 SHORE DRIVE E Oldsmar, FL MLS# W7882048
  • Recently Listed with Virtual Tour
1 of 82
$3,850,000
4

Beds

4.2

Baths

5,675

Sq.Ft.

732 SHORE DRIVE E

Oldsmar, FL

Courtesy of TARAPANI BANTHER & ASSOC LLC
View 219 PALMETTO COURT 219 Oldsmar, FL MLS# TB8463698
  • Recently Listed with Virtual Tour
1 of 24
$189,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 PALMETTO COURT 219

Oldsmar, FL

Courtesy of KINEST REALTY
View 116 BRENT CIRCLE Oldsmar, FL MLS# TB8462407
  • Recently Listed
1 of 3
$499,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

116 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Recently Listed with Virtual Tour
1 of 40
$215,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2313 SUNSET WIND LOOP Oldsmar, FL MLS# TB8461950
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Sunday 1/25 1:30 AM - 3:30 PM
$445,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

2313 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1717 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8459951
  • Recently Listed with Virtual Tour
1 of 70
OPEN HOUSE: Saturday 1/24 12:00 PM - 3:00 PM
$550,000
4

Beds

3.0

Baths

2,856

Sq.Ft.

1717 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
View 218 CARYL WAY 218 Oldsmar, FL MLS# TB8459093
  • Recently Listed with Virtual Tour
1 of 25
OPEN HOUSE: Sunday 1/25 11:00 AM - 1:00 PM
$215,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

218 CARYL WAY 218

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 107 MARY DRIVE 107 Oldsmar, FL MLS# TB8462887
  • Recently Listed with Virtual Tour
1 of 86
$199,500
2

Beds

2.0

Baths

1,094

Sq.Ft.

107 MARY DRIVE 107

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 1/24 12:00 PM - 1:13 PM
$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
OPEN HOUSE: Saturday 1/24 1:30 AM - 3:00 PM
$289,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
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 38
$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 50
$695,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 208 CARYL WAY Oldsmar, FL MLS# TB8462298
  • Recently Listed with Virtual Tour
1 of 73
$275,000
3

Beds

2.0

Baths

1,292

Sq.Ft.

208 CARYL WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 118 LAKEVIEW WAY 118 Oldsmar, FL MLS# A4677135
  • Recently Listed with Virtual Tour
1 of 47
$189,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

118 LAKEVIEW WAY 118

Oldsmar, FL

Courtesy of HUNT BROTHERS REALTY, 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 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 1803 ELMWOOD DRIVE Oldsmar, FL MLS# TB8461337
  • Recently Listed
1 of 25
$350,000
2

Beds

2.0

Baths

1,290

Sq.Ft.

1803 ELMWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 581 LONGWOOD COURT Oldsmar, FL MLS# W7882091
  • Virtual Tour
1 of 50
$522,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

581 LONGWOOD COURT

Oldsmar, FL

Courtesy of LPT 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

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.