170 total properties
Did you mean the neighborhood Oldsmar?
View 248 HEMINGWAY Drive Oldsmar, FL MLS# 2131583
  • Recently Listed
1 of 69
$289,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

248 HEMINGWAY Drive

Oldsmar, FL

View 339 SHORE DRIVE E Oldsmar, FL MLS# TB8479287
  • Recently Listed
1 of 30
$535,000
3

Beds

2.0

Baths

1,686

Sq.Ft.

339 SHORE DRIVE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Sunday 3/1 11:00 AM - 1:00 PM
$350,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
The time to sell is now! THE TIME TO SELL IS NOW!
View 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
  • Recently Listed with Virtual Tour
1 of 33
$256,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

388 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of TROPIC SHORES REALTY
View 106 CAMILLE COURT 106 Oldsmar, FL MLS# TB8477514
  • Recently Listed with Virtual Tour
1 of 73
$200,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 CAMILLE COURT 106

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 40 SHAMROCK WAY 40 Oldsmar, FL MLS# TB8471405
  • Recently Listed with Virtual Tour
1 of 44
$270,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 SHAMROCK WAY 40

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Recently Listed with Virtual Tour
1 of 20
$345,000
3

Beds

2.5

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 1727 BAYHILL DRIVE Oldsmar, FL MLS# TB8477680
  • Virtual Tour
1 of 39
$460,000
3

Beds

2.0

Baths

1,553

Sq.Ft.

1727 BAYHILL DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 408 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8478309
  • Recently Listed with Virtual Tour
1 of 45
$520,000
3

Beds

2.0

Baths

1,598

Sq.Ft.

408 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 80 BIRDSONG COURT Oldsmar, FL MLS# TB8477396
  • Recently Listed with Virtual Tour
1 of 35
$259,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

80 BIRDSONG COURT

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Recently Listed with Virtual Tour
1 of 21
$282,000
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
  • Recently Listed with Virtual Tour
1 of 77
$419,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 709 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8475735
  • Recently Listed with Virtual Tour
1 of 56
$350,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

709 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 133 SABAL COURT B Oldsmar, FL MLS# TB8475994
  • Recently Listed with Virtual Tour
1 of 21
$175,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT B

Oldsmar, FL

Courtesy of RICARDO MANUEL SANCHEZ
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
  • Recently Listed with Virtual Tour
1 of 17
$449,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475078
  • Recently Listed
1 of 30
$350,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLSTATE COASTAL REALTY
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Recently Listed with Virtual Tour
1 of 34
$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
  • Recently Listed 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 1730 OAK POND COURT Oldsmar, FL MLS# TB8476142
  • Recently Listed with Virtual Tour
1 of 41
$599,000
3

Beds

2.1

Baths

1,918

Sq.Ft.

1730 OAK POND COURT

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 235 WOODS LANDING TRAIL 235 Oldsmar, FL MLS# TB8474969
  • Recently Listed with Virtual Tour
1 of 53
$315,000
2

Beds

2.0

Baths

1,201

Sq.Ft.

235 WOODS LANDING TRAIL 235

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY

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

211

Estimated median home price

$359,000
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 0
$100K - 200K 36
$200K - 300K 45
$300K - 400K 46
$400K - 500K 24
$500K - 600K 18
$600K - 700K 13
$700K - 800K 5
$800K - 900K 6
$900K - 1M 1
$1M - Max 17

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 105
Townhouse 36
Condo 37
Commercial 4
Rental 36
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 17
Farms 0

(Data as of 2/24/2026)

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 2/24/2026.