132 total properties
Did you mean the neighborhood Oldsmar?
View 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
  • Recently Listed with Virtual Tour
1 of 44
$259,000
2

Beds

2.0

Baths

960

Sq.Ft.

433 SAILFISH BOULEVARD

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
  • Recently Listed with Virtual Tour
1 of 25
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 215 LAKE CHARLES COURT Oldsmar, FL MLS# TB8477730
  • Recently Listed with Virtual Tour
1 of 49
$400,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

215 LAKE CHARLES COURT

Oldsmar, FL

Courtesy of LUXURY & BEACH REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 248 HEMINGWAY Drive Oldsmar, FL MLS# 2131583
$289,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

248 HEMINGWAY Drive

Oldsmar, FL

View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Recently Listed with Virtual Tour
1 of 46
$350,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
$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
  • 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
  • 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 80 BIRDSONG COURT Oldsmar, FL MLS# TB8477396
  • Virtual Tour
1 of 35
$249,000
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
$275,000
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
$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
  • 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
  • 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 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475078
$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
  • 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 235 WOODS LANDING TRAIL 235 Oldsmar, FL MLS# TB8474969
$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
  • 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

222

Estimated median home price

$377,400
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 1
$100K - 200K 36
$200K - 300K 45
$300K - 400K 44
$400K - 500K 25
$500K - 600K 18
$600K - 700K 17
$700K - 800K 7
$800K - 900K 9
$900K - 1M 1
$1M - Max 19

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 117
Townhouse 34
Condo 38
Commercial 4
Rental 26
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 19
Farms 0

(Data as of 3/14/2026)

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 3/14/2026.