243 total properties
Did you mean the neighborhood Oldsmar?
View 50 KELLEYS TRAIL Oldsmar, FL MLS# TB8504781
  • Virtual Tour
1 of 60
OPEN HOUSE: Sunday 6/14 12:00 PM - 2:00 PM
$999,000
4

Beds

4.0

Baths

3,240

Sq.Ft.

50 KELLEYS TRAIL

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 709 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8475735
  • Virtual Tour
1 of 56
$345,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

709 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
  • Virtual Tour
1 of 80
$429,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 50 WILLOWOOD LANE Oldsmar, FL MLS# TB8475420
  • Virtual Tour
1 of 84
$1,499,900
5

Beds

4.1

Baths

4,172

Sq.Ft.

50 WILLOWOOD LANE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Virtual Tour
1 of 29
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
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

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 235 WOODS LANDING TRAIL 235 Oldsmar, FL MLS# TB8474969
$279,900
2

Beds

2.0

Baths

1,201

Sq.Ft.

235 WOODS LANDING TRAIL 235

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 129 CAMPHOR CIRCLE C Oldsmar, FL MLS# TB8474438
  • Virtual Tour
1 of 55
$175,000
2

Beds

2.0

Baths

915

Sq.Ft.

129 CAMPHOR CIRCLE C

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 208 CYPRESS COURT Oldsmar, FL MLS# TB8475945
  • Virtual Tour
1 of 33
$149,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

208 CYPRESS COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 503 BUCKINGHAM AVENUE W Oldsmar, FL MLS# TB8469402
$200,000
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: Saturday 6/13 12:00 PM - 4:00 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 948 LUCAS LANE Oldsmar, FL MLS# TB8448286
  • Virtual Tour
1 of 50
$475,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

948 LUCAS LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1713 AZALEA COURT A Oldsmar, FL MLS# TB8467740
  • Virtual Tour
1 of 42
$810,000
6

Beds

6.0

Baths

3,468

Sq.Ft.

1713 AZALEA COURT A

Oldsmar, FL

Courtesy of EXP REALTY LLC
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 244 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8465176
$210,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

244 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
  • Virtual Tour
1 of 14
$199,000
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
  • Virtual Tour
1 of 20
$500,000
Studio

Beds

0.0

Baths

311 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 110 DEERPATH DRIVE Oldsmar, FL MLS# TB8462357
$1,199,900
5

Beds

3.1

Baths

4,246

Sq.Ft.

110 DEERPATH DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC

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

247

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

Price Count
$0 - 100K 1
$100K - 200K 53
$200K - 300K 45
$300K - 400K 54
$400K - 500K 26
$500K - 600K 17
$600K - 700K 16
$700K - 800K 5
$800K - 900K 7
$900K - 1M 1
$1M - Max 22

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 127
Townhouse 31
Condo 50
Commercial 6
Rental 43
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 19
Farms 0

(Data as of 6/11/2026)

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 6/12/2026.

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 6/12/2026.