44 total properties
Did you mean the neighborhood Oldsmar?
View 1223 CLAYS TRAIL Oldsmar, FL MLS# TB8436662
  • Virtual Tour
1 of 15
$359,000
4

Beds

2.1

Baths

2,600

Sq.Ft.

1223 CLAYS TRAIL

Oldsmar, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
  • Virtual Tour
1 of 52
$390,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 646 TIMBER BAY CIRCLE W Oldsmar, FL MLS# W7879421
  • Virtual Tour
1 of 84
$409,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

646 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
The time to sell is now! THE TIME TO SELL IS NOW!
View 300 DOUGLAS ROAD W Oldsmar, FL MLS# TB8434164
  • Virtual Tour
1 of 5
$415,000
Studio

Beds

0.0

Baths

300 DOUGLAS ROAD W

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 604 KINGSMILL COURT Oldsmar, FL MLS# TB8430567
  • Virtual Tour
1 of 72
$475,000
3

Beds

2.0

Baths

1,757

Sq.Ft.

604 KINGSMILL COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2007 PALM KEY AVENUE Oldsmar, FL MLS# TB8430845
  • Virtual Tour
1 of 54
$479,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

2007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 603 SHORE DRIVE E Oldsmar, FL MLS# TB8430883
  • Virtual Tour
1 of 42
$485,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

603 SHORE DRIVE E

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 1915 DOVER COURT Oldsmar, FL MLS# TB8430739
  • Virtual Tour
1 of 24
$380,000
4

Beds

2.0

Baths

1,401

Sq.Ft.

1915 DOVER COURT

Oldsmar, FL

Courtesy of REDFIN CORPORATION
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
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
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
  • 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 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 210 ERIC COURT Oldsmar, FL MLS# TB8410217
  • Virtual Tour
1 of 58
$389,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

210 ERIC COURT

Oldsmar, FL

Courtesy of MAVREALTY
View 303 SHORE DRIVE W Oldsmar, FL MLS# TB8406101
  • Virtual Tour
1 of 73
$365,000
2

Beds

2.0

Baths

1,106

Sq.Ft.

303 SHORE DRIVE W

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
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 1712 AZALEA COURT A Oldsmar, FL MLS# TB8401279
  • Virtual Tour
1 of 48
$369,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

1712 AZALEA COURT A

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
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 STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$359,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD
View 106 CUTLASS WAY Oldsmar, FL MLS# TB8395542
  • Virtual Tour
1 of 22
$365,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

106 CUTLASS WAY

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS

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 12/22/2025.