89 total properties
Did you mean the neighborhood Oldsmar?
View 105 WOODLAKE LANE 105 Oldsmar, FL MLS# TB8464402
$209,900
2

Beds

2.0

Baths

924

Sq.Ft.

105 WOODLAKE LANE 105

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
View 477 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8464480
$225,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

477 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CENTURY 21 BEGGINS
View 148 DOUGLAS ROAD W C Oldsmar, FL MLS# TB8464561
$219,500
2

Beds

1.1

Baths

1,080

Sq.Ft.

148 DOUGLAS ROAD W C

Oldsmar, FL

Courtesy of ARCHWATER REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 219 PALMETTO COURT 219 Oldsmar, FL MLS# TB8463698
$189,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 PALMETTO COURT 219

Oldsmar, FL

Courtesy of KINEST REALTY
View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community 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 218 CARYL WAY 218 Oldsmar, FL MLS# TB8459093
  • Virtual Tour
1 of 25
$199,999
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
  • Virtual Tour
1 of 86
$189,000
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
$319,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 475 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676723
$274,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 2015 SHEFFIELD COURT Oldsmar, FL MLS# TB8461077
$197,500
2

Beds

2.0

Baths

1,296

Sq.Ft.

2015 SHEFFIELD COURT

Oldsmar, FL

Courtesy of JAY ALAN REAL ESTATE
View 208 CARYL WAY Oldsmar, FL MLS# TB8462298
  • 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
  • Virtual Tour
1 of 47
$170,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

118 LAKEVIEW WAY 118

Oldsmar, FL

Courtesy of HUNT BROTHERS REALTY, INC.
View 229 MARY DRIVE 45 Oldsmar, FL MLS# TB8460483
  • Virtual Tour
1 of 26
$195,000
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
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 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 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 215 CLAYS TRAIL 215 Oldsmar, FL MLS# TB8452814
  • Virtual Tour
1 of 29
OPEN HOUSE: Monday 3/2 11:00 AM - 1:00 AM
$315,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL 215

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 283 PELICAN DRIVE N Oldsmar, FL MLS# TB8453169
  • Adult Community with Virtual Tour
1 of 42
$169,900
2

Beds

2.0

Baths

1,048

Sq.Ft.

283 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP

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

207

Estimated median home price

$369,000
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 - 200K33
$200K - 300K44
$300K - 400K46
$400K - 500K23
$500K - 600K18
$600K - 700K14
$700K - 800K6
$800K - 900K6
$900K - 1M1
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse35
Condo34
Commercial4
Rental31
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home17
Farms0

(Data as of 3/2/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 3/3/2026.