212 total properties
Did you mean the neighborhood Oldsmar?
View 50 INGRID PLACE 50 Oldsmar, FL MLS# TB8394672
  • Virtual Tour
1 of 51
$260,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

50 INGRID PLACE 50

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 106 CUTLASS WAY Oldsmar, FL MLS# TB8395542
  • Virtual Tour
1 of 22
OPEN HOUSE: Saturday 2/28 1:00 PM - 2:00 PM
$350,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

106 CUTLASS WAY

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 255 PINE AVENUE N Oldsmar, FL MLS# TB8391758
  • Virtual Tour
1 of 77
$3,749,900
17,291

Sq.Ft.

255 PINE AVENUE N

Oldsmar, FL

Courtesy of PROTECH COMMERCIAL REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1812 HIBISCUS COURT S Oldsmar, FL MLS# TB8386334
$499,000
3

Beds

2.0

Baths

1,569

Sq.Ft.

1812 HIBISCUS COURT S

Oldsmar, FL

Courtesy of APPLE HOMES CORP
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 114 CLAYS TRAIL 114 Oldsmar, FL MLS# TB8379057
$329,900
3

Beds

2.0

Baths

1,668

Sq.Ft.

114 CLAYS TRAIL 114

Oldsmar, FL

Courtesy of ADVANCED REALTY GROUP INC
View 403 E TUSCAN LANE E Oldsmar, FL MLS# TB8376561
$330,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

403 E TUSCAN LANE E

Oldsmar, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 1522 RIVERDALE DRIVE Oldsmar, FL MLS# TB8368804
$565,000
2

Beds

2.0

Baths

2,355

Sq.Ft.

1522 RIVERDALE DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 380 WELLINGTON AVENUE Oldsmar, FL MLS# TB8373443
$1,155,000
4

Beds

3.1

Baths

3,420

Sq.Ft.

380 WELLINGTON AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 121 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8370574
  • Adult Community with Virtual Tour
1 of 48
$255,500
2

Beds

2.0

Baths

1,392

Sq.Ft.

121 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 110 W CYPRESS COURT Oldsmar, FL MLS# TB8368918
  • Virtual Tour
1 of 41
$169,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

110 W CYPRESS COURT

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 472 TROUT LANE Oldsmar, FL MLS# TB8369073
  • Adult Community with Virtual Tour
1 of 45
$205,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

472 TROUT LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 257 PELICAN DRIVE N Oldsmar, FL MLS# TB8370189
  • Virtual Tour
1 of 10
$122,850
Studio

Beds

0.0

Baths

257 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 106 LAKESIDE COURT Oldsmar, FL MLS# TB8350281
  • Virtual Tour
1 of 13
$160,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 LAKESIDE COURT

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 40 GRETCHEN COURT Oldsmar, FL MLS# TB8367588
  • Virtual Tour
1 of 49
$330,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 GRETCHEN COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 113 NINA WAY 113 Oldsmar, FL MLS# TB8366634
$225,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

113 NINA WAY 113

Oldsmar, FL

Courtesy of BRICK HOUSE REALTY SERVICES
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
$397,399
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 238 PELICAN DRIVE N Oldsmar, FL MLS# TB8360914
  • Adult Community with Virtual Tour
1 of 50
$199,000
2

Beds

2.0

Baths

1,286

Sq.Ft.

238 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 4859 AUGUSTA AVENUE Oldsmar, FL MLS# TB8360586
  • Virtual Tour
1 of 62
$799,000
4

Beds

2.1

Baths

3,085

Sq.Ft.

4859 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of CENTURY 21 COAST TO COAST
View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8357645
  • Adult Community with Virtual Tour
1 of 28
$319,999
3

Beds

2.0

Baths

1,255

Sq.Ft.

163 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE 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

213

Estimated median home price

$359,700
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 - 100K0
$100K - 200K37
$200K - 300K45
$300K - 400K46
$400K - 500K22
$500K - 600K20
$600K - 700K14
$700K - 800K5
$800K - 900K6
$900K - 1M1
$1M - Max17

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse35
Condo38
Commercial4
Rental35
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home17
Farms0

(Data as of 2/27/2026)

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 2/27/2026.