120 total properties
Did you mean the neighborhood Oldsmar?
View 192 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8427755
  • Adult Community with Virtual Tour
1 of 42
$179,900
2

Beds

2.0

Baths

1,274

Sq.Ft.

192 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8357645
  • Adult Community with Virtual Tour
1 of 28
$339,999
3

Beds

2.0

Baths

1,255

Sq.Ft.

163 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of BLAKE REAL ESTATE INC
View 204 MARY DRIVE Oldsmar, FL MLS# TB8423438
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

204 MARY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 403 E TUSCAN LANE E Oldsmar, FL MLS# TB8376561
$330,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

403 E TUSCAN LANE E

Oldsmar, FL

Courtesy of 54 REALTY LLC
View 429 EVERGREEN DRIVE Oldsmar, FL MLS# TB8418582
  • Virtual Tour
1 of 38
$360,000
4

Beds

2.0

Baths

1,523

Sq.Ft.

429 EVERGREEN DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 3164 DUANE AVENUE Oldsmar, FL MLS# TB8416272
  • Virtual Tour
1 of 30
$329,900
3

Beds

2.0

Baths

1,044

Sq.Ft.

3164 DUANE AVENUE

Oldsmar, FL

Courtesy of NETWORTH REALTY OF TAMPA, LLC
View 115 WINDWARD PLACE #15 Oldsmar, FL MLS# TB8415558
  • Virtual Tour
1 of 26
$190,000
2

Beds

2.0

Baths

879

Sq.Ft.

115 WINDWARD PLACE #15

Oldsmar, FL

Courtesy of FLORIDA PREMIERE REALTY
View 313 CONGRESS STREET Oldsmar, FL MLS# TB8410740
$349,900
3

Beds

2.0

Baths

1,133

Sq.Ft.

313 CONGRESS STREET

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 106 PINE COURT Oldsmar, FL MLS# TB8413450
  • Virtual Tour
1 of 12
$169,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

106 PINE COURT

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 106 LAKEVIEW PLACE #106 Oldsmar, FL MLS# TB8411641
  • Virtual Tour
1 of 57
$249,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

106 LAKEVIEW PLACE #106

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 150 POOLE PLACE Oldsmar, FL MLS# TB8407690
  • Virtual Tour
1 of 58
$337,500
4

Beds

2.0

Baths

1,550

Sq.Ft.

150 POOLE PLACE

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 250 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8411225
  • Virtual Tour
1 of 45
$249,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

250 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 117 CYPRESS COURT #117 Oldsmar, FL MLS# TB8411288
  • Virtual Tour
1 of 38
$199,999
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 CYPRESS COURT #117

Oldsmar, FL

Courtesy of BELLE ISLE REALTY, LLC
View 1912 CASTLE BAY COURT Oldsmar, FL MLS# TB8409727
  • Virtual Tour
1 of 48
$330,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

1912 CASTLE BAY COURT

Oldsmar, FL

Courtesy of EVRON & MCCARTHY REALTY LLC
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8404464
  • Virtual Tour
1 of 16
$299,900
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8403986
  • Adult Community with Virtual Tour
1 of 25
$289,000
3

Beds

2.0

Baths

1,253

Sq.Ft.

417 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of CENTURY 21 WOLF'S CROSSING REALTY
View 421 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8401283
$249,000
2

Beds

2.1

Baths

1,105

Sq.Ft.

421 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of RED SASH REALTY LLC
View 303 SHORE DRIVE W Oldsmar, FL MLS# TB8406101
  • Virtual Tour
1 of 73
$365,000
2

Beds

2.0

Baths

1,106

Sq.Ft.

303 SHORE DRIVE W

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 180 LAKEVIEW WAY #180 Oldsmar, FL MLS# TB8400228
  • Virtual Tour
1 of 60
$220,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

180 LAKEVIEW WAY #180

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 427 PELICAN DRIVE S Oldsmar, FL MLS# TB8399522
  • Adult Community
1 of 37
OPEN HOUSE: Sunday 12/7 12:00 PM - 2:00 PM
$224,900
2

Beds

2.0

Baths

1,052

Sq.Ft.

427 PELICAN DRIVE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY 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

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

Price Count
$0 - 100K 0
$100K - 200K 28
$200K - 300K 57
$300K - 400K 50
$400K - 500K 33
$500K - 600K 20
$600K - 700K 15
$700K - 800K 12
$800K - 900K 7
$900K - 1M 4
$1M - Max 26

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 146
Townhouse 33
Condo 38
Commercial 6
Rental 55
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 15
Farms 0

(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 12/7/2025.