238 total properties
Did you mean the neighborhood Oldsmar?
View 3825 SHORE BOULEVARD Oldsmar, FL MLS# TB8352067
$1,800,000
Studio

Beds

0.0

Baths

3825 SHORE BOULEVARD

Oldsmar, FL

Courtesy of ARCHER REALTY
View 325 MEARS BOULEVARD 100 Oldsmar, FL MLS# W7877969
$1,750,000
6,100

Sq.Ft.

325 MEARS BOULEVARD 100

Oldsmar, FL

Courtesy of VIP EXECUTIVE REALTY LLC
View 3684 TAMPA ROAD 101 Oldsmar, FL MLS# TB8452564
  • Virtual Tour
1 of 28
$1,500,000
3,850

Sq.Ft.

3684 TAMPA ROAD 101

Oldsmar, FL

Courtesy of GULF PROPERTY MANAGEMENT LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 50 WILLOWOOD LANE Oldsmar, FL MLS# TB8475420
  • Virtual Tour
1 of 84
$1,499,900
5

Beds

4.1

Baths

4,172

Sq.Ft.

50 WILLOWOOD LANE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 316 SHORE DRIVE E Oldsmar, FL MLS# TB8408673
  • Virtual Tour
1 of 34
$1,469,999
4

Beds

3.0

Baths

2,496

Sq.Ft.

316 SHORE DRIVE E

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 200 LEE STREET Oldsmar, FL MLS# TB8505047
$1,450,000
2

Beds

1.0

Baths

1,250

Sq.Ft.

200 LEE STREET

Oldsmar, FL

Courtesy of IDEAL REALTY ADVISORS, LLC
View 200 E STATE STREET E Oldsmar, FL MLS# TB8504841
$1,450,000
1,536

Sq.Ft.

200 E STATE STREET E

Oldsmar, FL

Courtesy of IDEAL REALTY ADVISORS, LLC
View 2151 DIAMOND COURT Oldsmar, FL MLS# TB8440175
  • Virtual Tour
1 of 88
$1,350,000
4

Beds

3.0

Baths

3,850

Sq.Ft.

2151 DIAMOND COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 511 BUCKINGHAM AVENUE E Oldsmar, FL MLS# TB8507804
  • Recently Listed with Virtual Tour
1 of 77
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$1,300,000
5

Beds

4.1

Baths

3,436

Sq.Ft.

511 BUCKINGHAM AVENUE E

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 375 WELLINGTON AVENUE Oldsmar, FL MLS# TB8492687
$1,299,000
4

Beds

3.0

Baths

2,624

Sq.Ft.

375 WELLINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2270 CHRISTY LANE Oldsmar, FL MLS# TB8477474
  • Virtual Tour
1 of 62
$1,250,000
4

Beds

4.1

Baths

3,993

Sq.Ft.

2270 CHRISTY LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1404 EAST LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8496474
  • Virtual Tour
1 of 85
OPEN HOUSE: Sunday 5/17 12:00 PM - 3:00 PM
$1,225,000
4

Beds

3.0

Baths

4,312

Sq.Ft.

1404 EAST LAKE WOODLANDS PARKWAY

Oldsmar, FL

Courtesy of CONCI, REALTORS
View 50 KELLEYS TRAIL Oldsmar, FL MLS# TB8504781
  • Recently Listed with Virtual Tour
1 of 60
$1,200,000
4

Beds

4.0

Baths

3,240

Sq.Ft.

50 KELLEYS TRAIL

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 3858 SHORE BOULEVARD Oldsmar, FL MLS# TB8506221
  • Recently Listed with Virtual Tour
1 of 78
OPEN HOUSE: Sunday 5/17 2:00 PM - 4:00 PM
$1,200,000
3

Beds

2.0

Baths

1,594

Sq.Ft.

3858 SHORE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 110 DEERPATH DRIVE Oldsmar, FL MLS# TB8462357
$1,199,900
5

Beds

3.1

Baths

4,246

Sq.Ft.

110 DEERPATH DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 504 FEDERAL STREET Oldsmar, FL MLS# TB8427180
  • New Construction with Virtual Tour
1 of 52
$1,180,000
4

Beds

3.1

Baths

2,961

Sq.Ft.

504 FEDERAL STREET

Oldsmar, FL

Courtesy of ENGEL & VOLKERS TAMPA DOWNTOWN
View 506 FEDERAL STREET Oldsmar, FL MLS# TB8434625
  • New Construction with Virtual Tour
1 of 53
$1,180,000
4

Beds

3.1

Baths

2,961

Sq.Ft.

506 FEDERAL STREET

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
View 380 WELLINGTON AVENUE Oldsmar, FL MLS# TB8373443
$1,155,000
4

Beds

3.1

Baths

3,420

Sq.Ft.

380 WELLINGTON AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 401 PARK BOULEVARD Oldsmar, FL MLS# TB8420002
  • New Construction with Virtual Tour
1 of 35
$1,150,000
4

Beds

3.1

Baths

3,000

Sq.Ft.

401 PARK BOULEVARD

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
View 165 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8430614
  • Virtual Tour
1 of 100
$1,149,900
5

Beds

4.0

Baths

3,945

Sq.Ft.

165 MOBBLY BAY DRIVE

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

239

Estimated median home price

$355,950
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 - 200K45
$200K - 300K47
$300K - 400K54
$400K - 500K26
$500K - 600K16
$600K - 700K9
$700K - 800K7
$800K - 900K9
$900K - 1M2
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family125
Townhouse32
Condo44
Commercial5
Rental45
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home19
Farms0

(Data as of 5/16/2026)

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 5/16/2026.