39 total properties
Did you mean the neighborhood Oldsmar?
View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6422167
  • Recently Listed
1 of 28
$324,900
3

Beds

2.0

Baths

1,323

Sq.Ft.

413 COUNTRY CLUB DRIVE

Oldsmar, FL

View 205 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8524916
  • Recently Listed with Virtual Tour
1 of 71
$264,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

205 WOODS LANDING TRAIL

Oldsmar, FL

View 2013 DOVER COURT Oldsmar, FL MLS# TB8519255
  • Recently Listed with Virtual Tour
1 of 25
$291,000
2

Beds

2.0

Baths

1,251

Sq.Ft.

2013 DOVER COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1260 CLAYS TRAIL Oldsmar, FL MLS# TB8514482
  • Virtual Tour
1 of 72
$265,000
2

Beds

2.0

Baths

1,450

Sq.Ft.

1260 CLAYS TRAIL

Oldsmar, FL

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 2029 SAGINAW COURT Oldsmar, FL MLS# TB8515524
  • Virtual Tour
1 of 17
$264,900
2

Beds

2.0

Baths

1,143

Sq.Ft.

2029 SAGINAW COURT

Oldsmar, FL

Courtesy of FLORIDAS BEST HOMES REALTY LLC
View 202 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8514350
  • Virtual Tour
1 of 16
$316,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

202 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2005 HUDSON CT Oldsmar, FL MLS# W7886259
  • Virtual Tour
1 of 44
$299,900
2

Beds

1.0

Baths

1,170

Sq.Ft.

2005 HUDSON CT

Oldsmar, FL

View 627 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8513485
$329,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

627 TIMBER BAY CIRCLE W

Oldsmar, FL

View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Adult Community with Virtual Tour
1 of 51
$259,900
3

Beds

2.0

Baths

1,471

Sq.Ft.

258 PELICAN DRIVE N

Oldsmar, FL

View 10 SHAMROCK WAY 10 Oldsmar, FL MLS# TB8506563
  • Virtual Tour
1 of 43
$279,000
2

Beds

2.0

Baths

1,465

Sq.Ft.

10 SHAMROCK WAY 10

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 20 EVELYN COURT Oldsmar, FL MLS# TB8508719
  • Virtual Tour
1 of 66
$249,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

20 EVELYN COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
View 25 TADS TRAIL Oldsmar, FL MLS# TB8509080
  • Virtual Tour
1 of 39
$249,000
3

Beds

2.0

Baths

1,690

Sq.Ft.

25 TADS TRAIL

Oldsmar, FL

View 260 MICHAELS CIRCLE Oldsmar, FL MLS# TB8507054
  • Virtual Tour
1 of 18
$280,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

260 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of DASHER RLTY & PROP. MANAGEMENT
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
View 228 TARPON LANE Oldsmar, FL MLS# TB8506652
  • Adult Community with Virtual Tour
1 of 28
$269,000
2

Beds

2.0

Baths

1,686

Sq.Ft.

228 TARPON LANE

Oldsmar, FL

View 110 INGRID PLACE Oldsmar, FL MLS# TB8502559
  • Virtual Tour
1 of 42
$294,900
3

Beds

2.1

Baths

1,755

Sq.Ft.

110 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 230 BALSAM DRIVE Oldsmar, FL MLS# TB8504047
  • Virtual Tour
1 of 31
$257,500
2

Beds

2.0

Baths

1,250

Sq.Ft.

230 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 602 BAY LAKE TRAIL Oldsmar, FL MLS# TB8503595
$335,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

602 BAY LAKE TRAIL

Oldsmar, FL

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

234

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

PriceCount
$0 - 100K1
$100K - 200K53
$200K - 300K41
$300K - 400K51
$400K - 500K19
$500K - 600K19
$600K - 700K14
$700K - 800K5
$800K - 900K8
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family122
Townhouse28
Condo47
Commercial4
Rental53
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home22
Farms0

(Data as of 7/5/2026)

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 7/5/2026.