233 total properties
Did you mean the neighborhood Oldsmar?
View 4954 TURTLE CREEK TRAIL Oldsmar, FL MLS# TB8443039
$1,425,000
5

Beds

4.0

Baths

4,144

Sq.Ft.

4954 TURTLE CREEK TRAIL

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 643 SATINLEAF AVENUE Oldsmar, FL MLS# TB8442289
$550,000
4

Beds

3.0

Baths

2,002

Sq.Ft.

643 SATINLEAF AVENUE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 604 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8442911
$399,900
3

Beds

2.0

Baths

1,274

Sq.Ft.

604 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 215 CORKWOOD LANE Oldsmar, FL MLS# TB8441702
  • Virtual Tour
1 of 88
OPEN HOUSE: Sunday 12/7 12:00 PM - 2:00 PM
$265,000
2

Beds

2.0

Baths

900

Sq.Ft.

215 CORKWOOD LANE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 403 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8442487
  • Adult Community with Virtual Tour
1 of 38
$214,500
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2315 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441930
  • Virtual Tour
1 of 61
OPEN HOUSE: Saturday 12/6 1:00 PM - 3:00 PM
$600,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

2315 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 421 SHORE DRIVE E Oldsmar, FL MLS# TB8441127
  • Virtual Tour
1 of 29
$285,000
3

Beds

2.0

Baths

1,416

Sq.Ft.

421 SHORE DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 2151 DIAMOND COURT Oldsmar, FL MLS# TB8440175
  • Virtual Tour
1 of 86
OPEN HOUSE: Saturday 12/6 11:00 AM - 1:00 PM
$1,499,900
4

Beds

3.0

Baths

3,850

Sq.Ft.

2151 DIAMOND COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 3087 DUANE AVENUE Oldsmar, FL MLS# TB8441582
  • Virtual Tour
1 of 50
$436,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

3087 DUANE AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 468 TROUT LANE Oldsmar, FL MLS# TB8439659
  • Adult Community with Virtual Tour
1 of 29
$176,500
2

Beds

2.0

Baths

960

Sq.Ft.

468 TROUT LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 1637 GRAY BARK DRIVE Oldsmar, FL MLS# TB8440841
$589,988
4

Beds

3.0

Baths

2,146

Sq.Ft.

1637 GRAY BARK DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 20 SYLVIA PLACE Oldsmar, FL MLS# TB8439639
$337,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

20 SYLVIA PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 204 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8440310
$639,900
3

Beds

2.0

Baths

2,026

Sq.Ft.

204 BAY ARBOR BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 106 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8438561
  • Adult Community with Virtual Tour
1 of 35
$224,000
2

Beds

2.0

Baths

1,092

Sq.Ft.

106 DOLPHIN DRIVE E

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 315 TAVERNIER DRIVE Oldsmar, FL MLS# TB8439477
$515,000
3

Beds

2.0

Baths

1,698

Sq.Ft.

315 TAVERNIER DRIVE

Oldsmar, FL

Courtesy of ARCHER REALTY
View 207 CLAYS TRAIL #207 Oldsmar, FL MLS# TB8437924
$275,000
2

Beds

2.0

Baths

1,237

Sq.Ft.

207 CLAYS TRAIL #207

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
$389,500
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 273 COUNTRYSIDE KEY BOULEVARD #N/A Oldsmar, FL MLS# TB8439412
$245,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

273 COUNTRYSIDE KEY BOULEVARD #N/A

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 140 JOANNE PLACE Oldsmar, FL MLS# TB8439226
  • Virtual Tour
1 of 16
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

140 JOANNE PLACE

Oldsmar, FL

Courtesy of COMMUNITY REALTY ASSOCIATES

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 12/6/2025.