150 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 501 WASHINGTON AVENUE Oldsmar, FL MLS# TB8427843
  • Virtual Tour
1 of 24
$435,000
3

Beds

1.0

Baths

1,308

Sq.Ft.

501 WASHINGTON AVENUE

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
The time to sell is now! THE TIME TO SELL IS NOW!
View 4831 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8423336
  • Virtual Tour
1 of 67
$475,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

4831 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
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
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 1505 SUNSET WIND LOOP Oldsmar, FL MLS# O6337783
  • Virtual Tour
1 of 25
$435,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
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 406 JEFFERSON AVENUE S Oldsmar, FL MLS# TB8416915
  • Virtual Tour
1 of 71
$420,000
3

Beds

2.0

Baths

1,620

Sq.Ft.

406 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
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 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8412207
  • Virtual Tour
1 of 10
$449,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC 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 210 ERIC COURT Oldsmar, FL MLS# TB8410217
  • Virtual Tour
1 of 58
$389,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

210 ERIC COURT

Oldsmar, FL

Courtesy of MAVREALTY
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 1292 CLAYS TRAIL Oldsmar, FL MLS# TB8410221
  • Virtual Tour
1 of 62
$425,000
3

Beds

2.1

Baths

2,700

Sq.Ft.

1292 CLAYS TRAIL

Oldsmar, FL

Courtesy of HOMEFRONT 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

228

Estimated median home price

$367,450
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 36
$200K - 300K 51
$300K - 400K 44
$400K - 500K 28
$500K - 600K 16
$600K - 700K 14
$700K - 800K 11
$800K - 900K 6
$900K - 1M 2
$1M - Max 20

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 117
Townhouse 30
Condo 41
Commercial 6
Rental 62
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 21
Farms 0

(Data as of 12/10/2025)

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 12/11/2025.