56 total properties
Did you mean the neighborhood Oldsmar?
View 201 E Douglas Road Oldsmar, FL MLS# 1216932
$6,874
21,504

Sq.Ft.

201 E Douglas Road

Oldsmar, FL

View 205 BENGAL CIRCLE Oldsmar, FL MLS# OM714362
  • Recently Listed with Virtual Tour
1 of 40
$4,500
4

Beds

3.0

Baths

2,733

Sq.Ft.

205 BENGAL CIRCLE

Oldsmar, FL

Courtesy of HOMERUN REALTY
View 405 ARLINGTON AVENUE E Oldsmar, FL MLS# TB8450185
$3,150
4

Beds

2.0

Baths

1,911

Sq.Ft.

405 ARLINGTON AVENUE E

Oldsmar, FL

Courtesy of RENT SOLUTIONS
The time to sell is now! THE TIME TO SELL IS NOW!
View 5107 PINNACLE DRIVE Oldsmar, FL MLS# TB8413963
  • Virtual Tour
1 of 30
$3,100
3

Beds

2.0

Baths

2,404

Sq.Ft.

5107 PINNACLE DRIVE

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 146 CYPRESS LANE Oldsmar, FL MLS# TB8435204
  • Virtual Tour
1 of 44
$3,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

146 CYPRESS LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 117 SHORE DRIVE PLACE Oldsmar, FL MLS# TB8419262
$2,900
3

Beds

2.1

Baths

2,019

Sq.Ft.

117 SHORE DRIVE PLACE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1811 FOREST DRIVE Oldsmar, FL MLS# TB8456449
  • Recently Listed with Virtual Tour
1 of 20
$2,900
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 106 CUTLASS WAY Oldsmar, FL MLS# TB8434088
  • Virtual Tour
1 of 23
OPEN HOUSE: Saturday 12/20 2:00 PM - 3:00 PM
$2,850
3

Beds

2.1

Baths

1,365

Sq.Ft.

106 CUTLASS WAY

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 244 CYPRESS LANE 244 Oldsmar, FL MLS# TB8394650
$2,800
2

Beds

2.0

Baths

1,053

Sq.Ft.

244 CYPRESS LANE 244

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 425 MAPLEWOOD DRIVE Oldsmar, FL MLS# TB8444421
$2,700
3

Beds

2.0

Baths

1,271

Sq.Ft.

425 MAPLEWOOD DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 314 FOUNTAINVIEW CIRCLE Oldsmar, FL MLS# TB8434064
$2,500
3

Beds

2.0

Baths

2,109

Sq.Ft.

314 FOUNTAINVIEW CIRCLE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 743 JETSTAR LANE Oldsmar, FL MLS# TB8420598
  • Virtual Tour
1 of 14
$2,495
3

Beds

2.1

Baths

1,452

Sq.Ft.

743 JETSTAR LANE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 204 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8446286
  • Virtual Tour
1 of 35
$2,400
2

Beds

2.0

Baths

1,086

Sq.Ft.

204 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 40 GRETCHEN COURT Oldsmar, FL MLS# TB8452151
  • Virtual Tour
1 of 50
$2,400
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 GRETCHEN COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1915 SAGINAW COURT Oldsmar, FL MLS# TB8442060
  • Virtual Tour
1 of 24
$2,395
4

Beds

2.0

Baths

1,401

Sq.Ft.

1915 SAGINAW COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 245 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8424057
  • Virtual Tour
1 of 25
$2,300
3

Beds

2.1

Baths

1,452

Sq.Ft.

245 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 150 DALE PLACE Oldsmar, FL MLS# TB8435678
  • Virtual Tour
1 of 29
$2,200
2

Beds

2.0

Baths

1,250

Sq.Ft.

150 DALE PLACE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 300 STATE STREET E 206 Oldsmar, FL MLS# TB8451261
$2,100
2

Beds

2.1

Baths

1,422

Sq.Ft.

300 STATE STREET E 206

Oldsmar, FL

Courtesy of PMI PINELLAS
View 1208 CLAYS TRAIL Oldsmar, FL MLS# TB8452700
  • Recently Listed with Virtual Tour
1 of 28
$2,100
2

Beds

2.0

Baths

1,450

Sq.Ft.

1208 CLAYS TRAIL

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 114 WINDWARD PLACE 14 Oldsmar, FL MLS# TB8393547
$2,000
2

Beds

2.0

Baths

879

Sq.Ft.

114 WINDWARD PLACE 14

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC

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.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 12/21/2025.

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.