209 total properties
Did you mean the neighborhood Oldsmar?
View 40 SHAMROCK WAY 40 Oldsmar, FL MLS# TB8471405
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Sunday 3/8 11:00 AM - 1:00 PM
$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
The time to sell is now! THE TIME TO SELL IS NOW!
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 1532 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8477348
  • Virtual Tour
1 of 47
$620,000
2

Beds

2.0

Baths

1,900

Sq.Ft.

1532 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Recently Listed with Virtual Tour
1 of 77
OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
$416,000
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
$169,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT B

Oldsmar, FL

Courtesy of RICARDO MANUEL SANCHEZ
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8474772
  • Recently Listed with Virtual Tour
1 of 100
$649,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
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 50 WILLOWOOD LANE Oldsmar, FL MLS# TB8475420
  • Recently Listed with Virtual Tour
1 of 84
$1,499,900
4

Beds

3.1

Baths

4,172

Sq.Ft.

50 WILLOWOOD LANE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • 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
  • 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 1730 OAK POND COURT Oldsmar, FL MLS# TB8476142
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
$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
View 1704 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8476647
  • Recently Listed with Virtual Tour
1 of 28
$389,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

1704 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
View 103 MEADOW LANE 103 Oldsmar, FL MLS# TB8474293
  • Virtual Tour
1 of 32
$145,000
2

Beds

2.0

Baths

879

Sq.Ft.

103 MEADOW LANE 103

Oldsmar, FL

Courtesy of ANN LEE REALTY 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

208

Estimated median home price

$372,400
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 33
$200K - 300K 42
$300K - 400K 46
$400K - 500K 24
$500K - 600K 18
$600K - 700K 14
$700K - 800K 6
$800K - 900K 6
$900K - 1M 1
$1M - Max 18

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 106
Townhouse 36
Condo 32
Commercial 4
Rental 29
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 18
Farms 0

(Data as of 3/4/2026)

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 3/4/2026.