186 total properties
Did you mean the neighborhood Oldsmar?
View 1558 E LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8458713
  • Recently Listed with Virtual Tour
1 of 50
$743,900
3

Beds

2.0

Baths

2,366

Sq.Ft.

1558 E LAKE WOODLANDS PARKWAY

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 190 WATER OAK WAY Oldsmar, FL MLS# TB8427990
  • Virtual Tour
1 of 30
$725,000
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 WATER OAK WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8435691
  • Virtual Tour
1 of 36
$725,000
6

Beds

3.0

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 140 BRENT CIRCLE Oldsmar, FL MLS# O6357016
  • Virtual Tour
1 of 53
$725,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

140 BRENT CIRCLE

Oldsmar, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# W7879236
$719,900
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 436 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8412856
$700,000
4

Beds

2.1

Baths

2,695

Sq.Ft.

436 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 602 DARTMOUTH AVENUE E Oldsmar, FL MLS# TB8431354
$700,000
5

Beds

3.1

Baths

2,930

Sq.Ft.

602 DARTMOUTH AVENUE E

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
  • Recently Listed with Virtual Tour
1 of 50
$695,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 2005 PALM KEY AVENUE Oldsmar, FL MLS# GC536684
  • Recently Listed with Virtual Tour
1 of 53
$679,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

2005 PALM KEY AVENUE

Oldsmar, FL

Courtesy of MOMENTUM REALTY - GAINESVILLE
View 4932 DUNNWOODY PLACE Oldsmar, FL MLS# TB8464921
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 1/24 11:00 AM - 4:00 PM
$660,000
4

Beds

2.1

Baths

2,434

Sq.Ft.

4932 DUNNWOODY PLACE

Oldsmar, FL

Courtesy of REDFIN CORPORATION
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8437475
$654,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of FDI REALTY
View 116 SHORE DRIVE PLACE Oldsmar, FL MLS# TB8465489
  • Recently Listed with Virtual Tour
1 of 40
$650,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

116 SHORE DRIVE PLACE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1120 HUNTERS PLACE Oldsmar, FL MLS# TB8415070
  • Virtual Tour
1 of 53
$649,900
3

Beds

2.0

Baths

2,316

Sq.Ft.

1120 HUNTERS PLACE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 4007 PALM KEY AVENUE Oldsmar, FL MLS# TB8435073
$649,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

4007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
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 1751 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8420405
  • Virtual Tour
1 of 71
OPEN HOUSE: Sunday 1/25 11:00 AM - 1:00 PM
$624,900
5

Beds

3.0

Baths

2,952

Sq.Ft.

1751 SPLIT FORK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
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 1654 BAYHILL DRIVE Oldsmar, FL MLS# TB8438417
  • Virtual Tour
1 of 62
$605,000
4

Beds

2.1

Baths

2,320

Sq.Ft.

1654 BAYHILL DRIVE

Oldsmar, FL

Courtesy of ECKERT REALTY & PROPERTY MGMT
View 4858 AUGUSTA AVENUE Oldsmar, FL MLS# TB8451607
  • 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
$599,900
3

Beds

2.1

Baths

2,354

Sq.Ft.

400 ARLINGTON AVENUE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS GULF BEACHES

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

209

Estimated median home price

$369,900
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 - 300K48
$300K - 400K49
$400K - 500K24
$500K - 600K20
$600K - 700K10
$700K - 800K9
$800K - 900K3
$900K - 1M0
$1M - Max18

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse31
Condo36
Commercial5
Rental51
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home20
Farms0

(Data as of 1/16/2026)

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 1/22/2026.