142 total properties
Did you mean the neighborhood Oldsmar?
View 10 WOODLAKE PLACE Oldsmar, FL MLS# TB8528578
  • Virtual Tour
1 of 45
$188,000
2

Beds

2.0

Baths

924

Sq.Ft.

10 WOODLAKE PLACE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 101 BAYSIDE BOULEVARD Oldsmar, FL MLS# TB8527353
$375,000
3

Beds

2.0

Baths

1,098

Sq.Ft.

101 BAYSIDE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 118 LAKEVIEW WAY 118 Oldsmar, FL MLS# TB8527118
$145,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

118 LAKEVIEW WAY 118

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
The time to sell is now! THE TIME TO SELL IS NOW!
View 126 CYPRESS COURT 26 Oldsmar, FL MLS# TB8524688
$189,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

126 CYPRESS COURT 26

Oldsmar, FL

View 1309 SUNSET WIND LOOP Oldsmar, FL MLS# TB8526089
$437,500
3

Beds

2.1

Baths

1,888

Sq.Ft.

1309 SUNSET WIND LOOP

Oldsmar, FL

View 215 CLAYS TRAIL Oldsmar, FL MLS# TB8525574
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 8/9 12:00 PM - 3:00 PM
$279,900
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 100 LISA LANE Oldsmar, FL MLS# TB8526300
  • Virtual Tour
1 of 67
$299,000
2

Beds

2.0

Baths

1,320

Sq.Ft.

100 LISA LANE

Oldsmar, FL

View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6422167
$324,900
3

Beds

2.0

Baths

1,323

Sq.Ft.

413 COUNTRY CLUB DRIVE

Oldsmar, FL

View 60 ST ANDREWS PLACE 60 Oldsmar, FL MLS# TB8526165
$299,900
2

Beds

2.0

Baths

1,626

Sq.Ft.

60 ST ANDREWS PLACE 60

Oldsmar, FL

Courtesy of PROFESSIONAL REAL ESTATE MGMT
View 205 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8524916
$246,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

205 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 124 WOODLAKE WYNDE 0 Oldsmar, FL MLS# TB8523772
$200,000
2

Beds

2.0

Baths

924

Sq.Ft.

124 WOODLAKE WYNDE 0

Oldsmar, FL

View 480 TROUT LANE Oldsmar, FL MLS# TB8524174
  • Adult Community with Virtual Tour
1 of 62
$229,900
2

Beds

2.0

Baths

1,521

Sq.Ft.

480 TROUT LANE

Oldsmar, FL

View 1713 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8523949
$379,000
4

Beds

2.0

Baths

1,622

Sq.Ft.

1713 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8521459
  • Virtual Tour
1 of 30
$397,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

1206 SAWGRASS COURT

Oldsmar, FL

Courtesy of DALTON WADE INC
View 1811 FOREST DRIVE Oldsmar, FL MLS# TB8520312
  • Virtual Tour
1 of 37
$429,000
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

View 123 LOBLOLLY COURT B Oldsmar, FL MLS# TB8521004
$124,900
2

Beds

2.0

Baths

915

Sq.Ft.

123 LOBLOLLY COURT B

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 110 CYPRESS CT 3-82 Oldsmar, FL MLS# TB8519637
  • Virtual Tour
1 of 37
$190,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

110 CYPRESS CT 3-82

Oldsmar, FL

View 140 HUNTER LAKE DRIVE F Oldsmar, FL MLS# TB8520778
$129,000
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE F

Oldsmar, FL

View 410 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8515822
  • Adult Community
1 of 29
$175,000
2

Beds

2.0

Baths

1,266

Sq.Ft.

410 DOLPHIN DRIVE S

Oldsmar, FL

View 68 PELICAN DRIVE S Oldsmar, FL MLS# TB8516585
  • Adult Community with Virtual Tour
1 of 22
$129,900
2

Beds

2.0

Baths

1,092

Sq.Ft.

68 PELICAN DRIVE S

Oldsmar, FL

Courtesy of SPENCERS PLUS 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

201

Estimated median home price

$349,900
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 - 100K1
$100K - 200K48
$200K - 300K38
$300K - 400K36
$400K - 500K22
$500K - 600K18
$600K - 700K12
$700K - 800K5
$800K - 900K2
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse22
Condo44
Commercial3
Rental55
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home18
Farms0

(Data as of 8/5/2026)

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 8/5/2026.