31 total properties
Did you mean the neighborhood Oldsmar?
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# O6337783
  • Virtual Tour
1 of 25
$435,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
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1 of 70
$424,500
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8412207
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1 of 10
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 508 DARTMOUTH AVENUE E Oldsmar, FL MLS# TB8405284
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1 of 18
$480,000
2

Beds

1.0

Baths

898

Sq.Ft.

508 DARTMOUTH AVENUE E

Oldsmar, FL

Courtesy of JOHN PARVIN
View 1814 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8399175
  • Virtual Tour
1 of 29
$419,000
4

Beds

2.0

Baths

1,618

Sq.Ft.

1814 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
View 115 BRENT CIRCLE Oldsmar, FL MLS# TB8394528
  • Virtual Tour
1 of 24
$510,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

115 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOME SOLD REALTY LLC
View 1812 HIBISCUS COURT S Oldsmar, FL MLS# TB8386334
$520,000
3

Beds

2.0

Baths

1,569

Sq.Ft.

1812 HIBISCUS COURT S

Oldsmar, FL

Courtesy of APPLE HOMES CORP
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
  • Virtual Tour
1 of 52
$399,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 412 PINEWOOD DRIVE Oldsmar, FL MLS# TB8361905
  • Virtual Tour
1 of 32
$499,900
4

Beds

2.0

Baths

2,430

Sq.Ft.

412 PINEWOOD DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1404 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8320169
  • Virtual Tour
1 of 14
$419,000
2

Beds

2.0

Baths

1,666

Sq.Ft.

1404 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 407 Country Club DRIVE Oldsmar, FL MLS# T3518158
$498,750
3

Beds

2.0

Baths

1,334

Sq.Ft.

407 Country Club DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC

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

207

Estimated median home price

$369,700
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

Price Count
$0 - 100K 0
$100K - 200K 35
$200K - 300K 42
$300K - 400K 43
$400K - 500K 25
$500K - 600K 13
$600K - 700K 14
$700K - 800K 10
$800K - 900K 4
$900K - 1M 1
$1M - Max 20

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 108
Townhouse 23
Condo 39
Commercial 6
Rental 56
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 19
Farms 0

(Data as of 12/21/2025)

Information deemed reliable but not guaranteed.

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 12/21/2025.