138 total properties
Did you mean the neighborhood Oldsmar?
View 1707 E Ironwood Ct Court E Oldsmar, FL MLS# B26029010
$349,900
2

Beds

2.0

Baths

1,264

Sq.Ft.

1707 E Ironwood Ct Court E

Oldsmar, FL

View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6396122
  • Virtual Tour
1 of 41
$349,700
3

Beds

2.0

Baths

1,323

Sq.Ft.

413 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LOKATION
View 709 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8475735
  • Virtual Tour
1 of 56
$345,000
3

Beds

2.0

Baths

1,667

Sq.Ft.

709 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 611 TANGERINE DRIVE Oldsmar, FL MLS# TB8513141
  • Virtual Tour
1 of 37
$345,000
3

Beds

2.0

Baths

1,382

Sq.Ft.

611 TANGERINE DRIVE

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 606 CABERNET WAY Oldsmar, FL MLS# TB8512784
  • Virtual Tour
1 of 53
$339,900
3

Beds

2.1

Baths

1,525

Sq.Ft.

606 CABERNET WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 602 BAY LAKE TRAIL Oldsmar, FL MLS# TB8503595
  • Virtual Tour
1 of 7
$335,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

602 BAY LAKE TRAIL

Oldsmar, FL

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 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 627 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8513485
  • Virtual Tour
1 of 47
$329,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

627 TIMBER BAY CIRCLE W

Oldsmar, FL

View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8508856
$325,000
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
  • 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 1705 IRONWOOD COURT E Oldsmar, FL MLS# TB8486052
  • Virtual Tour
1 of 28
$320,000
2

Beds

2.0

Baths

1,206

Sq.Ft.

1705 IRONWOOD COURT E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 423 AURORA WAY Oldsmar, FL MLS# TB8516678
  • Virtual Tour
1 of 36
$320,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

423 AURORA WAY

Oldsmar, FL

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 2005 HUDSON CT Oldsmar, FL MLS# W7886259
  • Virtual Tour
1 of 44
$310,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

2005 HUDSON CT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 140 ASHLEY LANE Oldsmar, FL MLS# TB8504188
  • 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 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 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 30 INGRID PLACE Oldsmar, FL MLS# TB8508886
  • Virtual Tour
1 of 49
$299,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

30 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC

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

250

Estimated median home price

$350,000
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 1
$100K - 200K 58
$200K - 300K 41
$300K - 400K 52
$400K - 500K 23
$500K - 600K 19
$600K - 700K 17
$700K - 800K 5
$800K - 900K 8
$900K - 1M 1
$1M - Max 25

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 132
Townhouse 30
Condo 50
Commercial 5
Rental 49
Lots and Land 9
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 21
Farms 0

(Data as of 6/25/2026)

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 6/25/2026.