233 total properties
Did you mean the neighborhood Oldsmar?
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 1603 VINEYARD LANE Oldsmar, FL MLS# TB8449087
  • Recently Listed with Virtual Tour
1 of 29
$335,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

1603 VINEYARD LANE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Recently Listed with Virtual Tour
1 of 25
$395,000
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 120 CYPRESS LANE #120 Oldsmar, FL MLS# TB8447454
  • Recently Listed with Virtual Tour
1 of 33
$195,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

120 CYPRESS LANE #120

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 72 PELICAN DRIVE E Oldsmar, FL MLS# TB8449023
  • Recently Listed with Virtual Tour
1 of 49
OPEN HOUSE: Sunday 12/7 11:00 AM - 1:00 PM
$234,900
2

Beds

2.0

Baths

1,402

Sq.Ft.

72 PELICAN DRIVE E

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 8 PELICAN DRIVE N Oldsmar, FL MLS# TB8448944
  • Recently Listed with Virtual Tour
1 of 52
OPEN HOUSE: Saturday 12/6 12:00 PM - 2:00 PM
$209,900
2

Beds

2.0

Baths

1,336

Sq.Ft.

8 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
  • Recently Listed with Virtual Tour
1 of 31
$389,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 416 WOODWARD AVENUE Oldsmar, FL MLS# TB8448302
  • Recently Listed with Virtual Tour
1 of 31
$250,000
4

Beds

2.0

Baths

2,420

Sq.Ft.

416 WOODWARD AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 129 CYPRESS COURT #129 Oldsmar, FL MLS# TB8447168
$173,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

129 CYPRESS COURT #129

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 1922 HUDSON COURT Oldsmar, FL MLS# N6141380
  • Virtual Tour
1 of 26
$330,000
2

Beds

2.0

Baths

1,012

Sq.Ft.

1922 HUDSON COURT

Oldsmar, FL

Courtesy of HOMESMART
View 123 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8447450
  • Adult Community with Virtual Tour
1 of 21
$270,000
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
View 124 NINA WAY #24 Oldsmar, FL MLS# O6359832
$209,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

124 NINA WAY #24

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6359510
$369,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 321 SHORE DRIVE E Oldsmar, FL MLS# TB8446321
$449,990
4

Beds

2.0

Baths

1,523

Sq.Ft.

321 SHORE DRIVE E

Oldsmar, FL

Courtesy of UNLIMITED GROUP REALTY
View 1471 BRIARGROVE WAY Oldsmar, FL MLS# TB8428829
  • Virtual Tour
1 of 100
OPEN HOUSE: Sunday 12/7 2:00 PM - 4:00 PM
$945,000
5

Beds

3.1

Baths

3,140

Sq.Ft.

1471 BRIARGROVE WAY

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 406 SHORE DRIVE W Oldsmar, FL MLS# TB8445214
  • Virtual Tour
1 of 6
$1,598,000
3

Beds

2.1

Baths

1,838

Sq.Ft.

406 SHORE DRIVE W

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 141 BURBANK ROAD Oldsmar, FL MLS# W7880550
  • Virtual Tour
1 of 11
$2,590,000
14,180

Sq.Ft.

141 BURBANK ROAD

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 500 FEDERAL STREET Oldsmar, FL MLS# TB8443464
$150,000
Studio

Beds

0.0

Baths

500 FEDERAL STREET

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
View 502 FEDERAL STREET Oldsmar, FL MLS# TB8443463
$150,000
Studio

Beds

0.0

Baths

502 FEDERAL STREET

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
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

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 12/5/2025.