152 total properties
Did you mean the neighborhood Oldsmar?
View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
  • Virtual Tour
1 of 20
$345,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

103 CUTLASS WAY

Oldsmar, FL

Courtesy of FLORIDA COMMERCIAL GROUP
View 904 VINEYARD LANE Oldsmar, FL MLS# TB8479523
  • Virtual Tour
1 of 46
$340,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

904 VINEYARD LANE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 1712 AZALEA COURT B Oldsmar, FL MLS# TB8401434
  • Virtual Tour
1 of 38
$339,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

1712 AZALEA COURT B

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
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 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
$330,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
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 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8508856
  • Recently Listed
1 of 30
$329,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of TMWRK BROKERAGE LLC
View 1912 CUTTY BAY COURT Oldsmar, FL MLS# TB8509310
  • Recently Listed with Virtual Tour
1 of 33
$325,000
3

Beds

2.0

Baths

1,080

Sq.Ft.

1912 CUTTY BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 634 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8489706
$321,500
3

Beds

2.0

Baths

1,056

Sq.Ft.

634 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# U8068220
$320,000
Studio

Beds

0.0

Baths

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 0 ST PETERSBURG DRIVE Oldsmar, FL MLS# U8107571
$320,000

0 ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
  • Adult Community with Virtual Tour
1 of 32
$319,000
3

Beds

2.0

Baths

1,372

Sq.Ft.

108 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1204 FORESTWOOD DRIVE Oldsmar, FL MLS# O6402042
$315,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

1204 FORESTWOOD DRIVE

Oldsmar, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
  • Virtual Tour
1 of 44
$310,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

10 LESLEY LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 140 ASHLEY LANE Oldsmar, FL MLS# TB8504188
  • Recently Listed with Virtual Tour
1 of 41
$309,900
4

Beds

2.0

Baths

1,460

Sq.Ft.

140 ASHLEY LANE

Oldsmar, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 215 CLAYS TRAIL 215 Oldsmar, FL MLS# TB8452814
  • Virtual Tour
1 of 29
$305,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL 215

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 208 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8490712
  • Virtual Tour
1 of 36
$305,000
2

Beds

2.0

Baths

1,207

Sq.Ft.

208 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 105 KILSYTHE STREET Oldsmar, FL MLS# TB8502588
  • Virtual Tour
1 of 65
$305,000
3

Beds

2.0

Baths

1,036

Sq.Ft.

105 KILSYTHE STREET

Oldsmar, FL

Courtesy of FLORIDA EXECUTIVE REALTY
View 308 Congress STREET Oldsmar, FL MLS# U8233209
$300,000
3

Beds

2.0

Baths

1,446

Sq.Ft.

308 Congress STREET

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$299,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD

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

242

Estimated median home price

$357,000
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

PriceCount
$0 - 100K1
$100K - 200K49
$200K - 300K44
$300K - 400K53
$400K - 500K27
$500K - 600K17
$600K - 700K10
$700K - 800K6
$800K - 900K10
$900K - 1M2
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse30
Condo46
Commercial5
Rental46
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home20
Farms0

(Data as of 5/21/2026)

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 5/21/2026.