48 total properties
Did you mean the neighborhood Oldsmar?
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Recently Listed with Virtual Tour
1 of 49
$369,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1227 CLAYS TRAIL Oldsmar, FL MLS# TB8454542
  • Recently Listed with Virtual Tour
1 of 34
$329,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

1227 CLAYS TRAIL

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 507 CANAL WAY Oldsmar, FL MLS# TB8453761
  • Recently Listed with Virtual Tour
1 of 45
$299,900
3

Beds

2.0

Baths

1,500

Sq.Ft.

507 CANAL WAY

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 215 CLAYS TRAIL 215 Oldsmar, FL MLS# TB8452814
  • Recently Listed with Virtual Tour
1 of 29
$325,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL 215

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 648 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8453084
  • Recently Listed with Virtual Tour
1 of 78
$379,000
4

Beds

2.0

Baths

1,253

Sq.Ft.

648 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of GENSTONE REALTY
View 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
$375,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

311 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1918 MONTEGO COURT Oldsmar, FL MLS# TB8450569
  • Virtual Tour
1 of 40
$385,000
4

Beds

2.0

Baths

1,401

Sq.Ft.

1918 MONTEGO COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8449708
  • Virtual Tour
1 of 10
$323,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

1206 SAWGRASS COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$395,000
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1603 VINEYARD LANE Oldsmar, FL MLS# TB8449087
  • Virtual Tour
1 of 29
$335,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

1603 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$389,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 1922 HUDSON COURT Oldsmar, FL MLS# N6141380
  • Virtual Tour
1 of 26
$330,000
2

Beds

2.0

Baths

1,012

Sq.Ft.

1922 HUDSON COURT

Oldsmar, FL

Courtesy of HOMESMART
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6359510
$359,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 645 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8443970
$295,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

645 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 337 SHORE DRIVE E Oldsmar, FL MLS# TB8443974
  • Virtual Tour
1 of 38
$319,900
3

Beds

2.0

Baths

1,100

Sq.Ft.

337 SHORE DRIVE E

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 3133 HURON AVENUE Oldsmar, FL MLS# TB8443938
  • Virtual Tour
1 of 44
$399,000
Studio

Beds

0.0

Baths

1,978

Sq.Ft.

3133 HURON AVENUE

Oldsmar, FL

Courtesy of REAL PROPERTY MANAGEMENT TAMPA ST. PETE
View 604 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8442911
$399,900
3

Beds

2.0

Baths

1,274

Sq.Ft.

604 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 20 SYLVIA PLACE Oldsmar, FL MLS# TB8439639
$319,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

20 SYLVIA PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 10 WOODRIDGE CIRCLE Oldsmar, FL MLS# TB8440718
  • Virtual Tour
1 of 70
$360,000
2

Beds

2.0

Baths

1,785

Sq.Ft.

10 WOODRIDGE CIRCLE

Oldsmar, FL

Courtesy of ENGEL & VOLKERS ST. PETE

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

$369,800
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 - 200K35
$200K - 300K42
$300K - 400K43
$400K - 500K25
$500K - 600K13
$600K - 700K14
$700K - 800K11
$800K - 900K4
$900K - 1M1
$1M - Max20

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family109
Townhouse23
Condo39
Commercial6
Rental57
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home19
Farms0

(Data as of 12/20/2025)

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.