154 total properties
Did you mean the neighborhood Oldsmar?
View 508 DARTMOUTH AVENUE E Oldsmar, FL MLS# TB8405284
  • Virtual Tour
1 of 18
$480,000
2

Beds

1.0

Baths

898

Sq.Ft.

508 DARTMOUTH AVENUE E

Oldsmar, FL

Courtesy of JOHN PARVIN
View 2007 PALM KEY AVENUE Oldsmar, FL MLS# TB8430845
  • Virtual Tour
1 of 54
OPEN HOUSE: Saturday 12/6 1:00 PM - 3:00 PM
$479,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

2007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 4831 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8423336
  • Virtual Tour
1 of 67
$475,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

4831 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 887 LUCAS LANE Oldsmar, FL MLS# TB8430489
  • Virtual Tour
1 of 38
$469,900
3

Beds

2.0

Baths

1,610

Sq.Ft.

887 LUCAS LANE

Oldsmar, FL

Courtesy of LIPPLY REAL ESTATE
View 300 DOUGLAS ROAD W Oldsmar, FL MLS# TB8434164
  • Virtual Tour
1 of 5
$450,000
Studio

Beds

0.0

Baths

300 DOUGLAS ROAD W

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 210 LEE STREET Oldsmar, FL MLS# TB8443226
  • Virtual Tour
1 of 40
$450,000
3

Beds

2.1

Baths

2,094

Sq.Ft.

210 LEE STREET

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 321 SHORE DRIVE E Oldsmar, FL MLS# TB8446321
$449,990
4

Beds

2.0

Baths

1,523

Sq.Ft.

321 SHORE DRIVE E

Oldsmar, FL

Courtesy of UNLIMITED GROUP REALTY
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8412207
  • Virtual Tour
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
View 505 OAKWOOD BOULEVARD Oldsmar, FL MLS# TB8432340
  • Virtual Tour
1 of 56
$449,000
4

Beds

2.0

Baths

1,993

Sq.Ft.

505 OAKWOOD BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 3087 DUANE AVENUE Oldsmar, FL MLS# TB8441582
  • Virtual Tour
1 of 50
$436,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

3087 DUANE AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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 501 WASHINGTON AVENUE Oldsmar, FL MLS# TB8427843
  • Virtual Tour
1 of 24
$435,000
3

Beds

1.0

Baths

1,308

Sq.Ft.

501 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 814 SATINLEAF AVENUE Oldsmar, FL MLS# TB8452565
  • Recently Listed with Virtual Tour
1 of 25
$435,000
3

Beds

2.0

Baths

1,688

Sq.Ft.

814 SATINLEAF AVENUE

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 1806 FOREST DRIVE Oldsmar, FL MLS# TB8442794
  • Virtual Tour
1 of 24
$428,000
3

Beds

2.0

Baths

1,475

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1292 CLAYS TRAIL Oldsmar, FL MLS# TB8410221
  • Virtual Tour
1 of 62
$425,000
3

Beds

2.1

Baths

2,700

Sq.Ft.

1292 CLAYS TRAIL

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
  • Virtual Tour
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 406 JEFFERSON AVENUE S Oldsmar, FL MLS# TB8416915
  • Virtual Tour
1 of 71
$420,000
3

Beds

2.0

Baths

1,620

Sq.Ft.

406 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
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 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 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$410,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER 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

252

Estimated median home price

$389,000
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 28
$200K - 300K 57
$300K - 400K 50
$400K - 500K 33
$500K - 600K 20
$600K - 700K 15
$700K - 800K 12
$800K - 900K 7
$900K - 1M 4
$1M - Max 26

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 146
Townhouse 33
Condo 38
Commercial 6
Rental 55
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 15
Farms 0

(Data as of 11/11/2025)

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 12/6/2025.