208 total properties
Did you mean the neighborhood Oldsmar?
View 350 HOLLY HILL ROAD Oldsmar, FL MLS# TB8432259
  • Virtual Tour
1 of 57
$669,000
4

Beds

2.0

Baths

2,510

Sq.Ft.

350 HOLLY HILL ROAD

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8437475
$659,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of FDI REALTY
View 1751 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8420405
  • Virtual Tour
1 of 71
OPEN HOUSE: Sunday 12/7 12:00 PM - 3:00 PM
$659,233
5

Beds

3.0

Baths

2,952

Sq.Ft.

1751 SPLIT FORK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1120 HUNTERS PLACE Oldsmar, FL MLS# TB8415070
  • Virtual Tour
1 of 53
OPEN HOUSE: Sunday 12/7 1:00 PM - 3:00 PM
$649,900
3

Beds

2.0

Baths

2,316

Sq.Ft.

1120 HUNTERS PLACE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 316 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8386548
$640,000
4

Beds

2.2

Baths

2,848

Sq.Ft.

316 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 204 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8440310
$639,900
3

Beds

2.0

Baths

2,026

Sq.Ft.

204 BAY ARBOR BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 1744 MAPLELEAF BLVD Oldsmar, FL MLS# TB8434852
  • Virtual Tour
1 of 23
$625,000
6

Beds

3.0

Baths

3,124

Sq.Ft.

1744 MAPLELEAF BLVD

Oldsmar, FL

Courtesy of FIRST IN REAL ESTATE SERVICES
View 1627 SHADY OAKS DRIVE Oldsmar, FL MLS# A4662618
$619,900
3

Beds

2.1

Baths

2,429

Sq.Ft.

1627 SHADY OAKS DRIVE

Oldsmar, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
View 5163 PINNACLE DRIVE Oldsmar, FL MLS# TB8435206
  • Virtual Tour
1 of 55
$619,700
3

Beds

2.0

Baths

1,886

Sq.Ft.

5163 PINNACLE DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 395 WINGATE CIRCLE Oldsmar, FL MLS# TB8450027
  • Recently Listed with Virtual Tour
1 of 72
$615,000
5

Beds

2.1

Baths

2,827

Sq.Ft.

395 WINGATE CIRCLE

Oldsmar, FL

Courtesy of STOFEL & ASSOCIATES REALTY
View 1654 BAYHILL DRIVE Oldsmar, FL MLS# TB8438417
  • Virtual Tour
1 of 56
$610,000
4

Beds

2.1

Baths

2,320

Sq.Ft.

1654 BAYHILL DRIVE

Oldsmar, FL

Courtesy of ECKERT REALTY & PROPERTY MGMT
View 2315 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441930
$600,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

2315 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 4858 AUGUSTA AVENUE Oldsmar, FL MLS# TB8451607
  • Recently Listed with Virtual Tour
1 of 63
$599,999
4

Beds

3.0

Baths

2,492

Sq.Ft.

4858 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 400 ARLINGTON AVENUE E Oldsmar, FL MLS# TB8410945
  • Virtual Tour
1 of 68
OPEN HOUSE: Sunday 12/7 11:00 AM - 2:00 PM
$599,900
3

Beds

2.1

Baths

2,354

Sq.Ft.

400 ARLINGTON AVENUE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS GULF BEACHES
View 1637 GRAY BARK DRIVE Oldsmar, FL MLS# TB8440841
$589,988
4

Beds

3.0

Baths

2,146

Sq.Ft.

1637 GRAY BARK DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 4886 WESTCHESTER COURT Oldsmar, FL MLS# TB8427987
$585,000
3

Beds

2.0

Baths

1,920

Sq.Ft.

4886 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 129 BRENT CIRCLE Oldsmar, FL MLS# U8245025
  • Virtual Tour
1 of 68
$569,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

129 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 3073 DUANE AVENUE Oldsmar, FL MLS# TB8417476
  • Virtual Tour
1 of 42
$569,000
4

Beds

2.0

Baths

2,122

Sq.Ft.

3073 DUANE AVENUE

Oldsmar, FL

Courtesy of S P O R T REALTY GROUP INC.
View 163 BRENT CIRCLE Oldsmar, FL MLS# TB8401387
  • Virtual Tour
1 of 48
$565,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

163 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Recently Listed with Virtual Tour
1 of 45
$565,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES

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

252

Estimated median home price

$389,000
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 - 100K0
$100K - 200K28
$200K - 300K57
$300K - 400K50
$400K - 500K33
$500K - 600K20
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family146
Townhouse33
Condo38
Commercial6
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home15
Farms0

(Data as of 11/11/2025)

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 12/8/2025.