209 total properties
Did you mean the neighborhood Oldsmar?
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

View 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
$224,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

240 CYPRESS LANE 240

Oldsmar, FL

View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Virtual Tour
1 of 20
$345,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Virtual Tour
1 of 21
$209,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

80 LANCE COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
OPEN HOUSE: Sunday 8/9 12:00 PM - 2:00 PM
$374,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

View 50 KELLEYS TRAIL Oldsmar, FL MLS# TB8504781
  • Virtual Tour
1 of 60
$925,000
4

Beds

4.0

Baths

3,240

Sq.Ft.

50 KELLEYS TRAIL

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
$419,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

View 50 WILLOWOOD LANE Oldsmar, FL MLS# TB8475420
  • Virtual Tour
1 of 84
$1,499,900
6

Beds

4.1

Baths

4,475

Sq.Ft.

50 WILLOWOOD LANE

Oldsmar, FL

View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

View 428 PELICAN DRIVE S Oldsmar, FL MLS# TB8474552
  • Adult Community with Virtual Tour
1 of 52
$249,000
2

Beds

2.0

Baths

1,671

Sq.Ft.

428 PELICAN DRIVE S

Oldsmar, FL

View 208 CYPRESS COURT Oldsmar, FL MLS# TB8475945
  • Virtual Tour
1 of 33
$144,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

208 CYPRESS COURT

Oldsmar, FL

View 503 BUCKINGHAM AVENUE W Oldsmar, FL MLS# TB8469402
$187,000
Studio

Beds

0.0

Baths

503 BUCKINGHAM AVENUE W

Oldsmar, FL

Courtesy of GULF SHORES REALTY ERA POWERED LLC
View 134 SYCAMORE LANE H Oldsmar, FL MLS# TB8470705
  • Virtual Tour
1 of 44
$160,000
2

Beds

2.0

Baths

915

Sq.Ft.

134 SYCAMORE LANE H

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 317 SHORE DRIVE E Oldsmar, FL MLS# FC315737
  • Virtual Tour
1 of 42
OPEN HOUSE: Sunday 8/9 10:00 AM - 2:00 PM
$484,700
3

Beds

2.0

Baths

1,660

Sq.Ft.

317 SHORE DRIVE E

Oldsmar, FL

Courtesy of ADAMS, CAMERON & CO., REALTORS
View 1713 AZALEA COURT A Oldsmar, FL MLS# TB8468001
  • Virtual Tour
1 of 38
$810,000
6

Beds

3.3

Baths

3,468

Sq.Ft.

1713 AZALEA COURT A

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
$189,000
2

Beds

2.1

Baths

1,264

Sq.Ft.

62 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 113 WOODLAKE WYNDE 19 Oldsmar, FL MLS# TB8463749
$215,000
2

Beds

2.0

Baths

924

Sq.Ft.

113 WOODLAKE WYNDE 19

Oldsmar, FL

Courtesy of CENTURY 21 RE CHAMPIONS
View 311 WASHINGTON AVENUE Oldsmar, FL MLS# TB8465278
$500,000
Studio

Beds

0.0

Baths

311 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 116 BRENT CIRCLE Oldsmar, FL MLS# TB8462407
  • Virtual Tour
1 of 11
$450,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

116 BRENT CIRCLE

Oldsmar, FL

View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community with Virtual Tour
1 of 40
$195,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

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

209

Estimated median home price

$350,000
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 - 100K1
$100K - 200K49
$200K - 300K39
$300K - 400K38
$400K - 500K22
$500K - 600K18
$600K - 700K13
$700K - 800K6
$800K - 900K4
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family109
Townhouse24
Condo47
Commercial3
Rental58
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home19
Farms0

(Data as of 8/4/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 8/5/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 8/5/2026.