245 total properties
Did you mean the neighborhood Oldsmar?
View 1362 E LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8467569
$849,000
4

Beds

2.1

Baths

2,650

Sq.Ft.

1362 E LAKE WOODLANDS PARKWAY

Oldsmar, FL

Courtesy of AGILE GROUP REALTY
View 826 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8467915
$1,075,000
3

Beds

2.0

Baths

2,164

Sq.Ft.

826 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 1713 AZALEA COURT A Oldsmar, FL MLS# TB8467740
  • Virtual Tour
1 of 42
$810,000
6

Beds

6.0

Baths

3,468

Sq.Ft.

1713 AZALEA COURT A

Oldsmar, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1713 AZALEA COURT A Oldsmar, FL MLS# TB8468001
  • Virtual Tour
1 of 38
$810,000
6

Beds

3.3

Baths

3,468

Sq.Ft.

1713 AZALEA COURT A

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 850 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8466541
$499,999
4

Beds

2.0

Baths

1,486

Sq.Ft.

850 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 244 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8465176
$220,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

244 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
$220,000
2

Beds

2.1

Baths

1,264

Sq.Ft.

62 EMERALD BAY DRIVE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 113 WOODLAKE WYNDE 19 Oldsmar, FL MLS# TB8463749
$215,000
2

Beds

2.0

Baths

924

Sq.Ft.

113 WOODLAKE WYNDE 19

Oldsmar, FL

Courtesy of CENTURY 21 RE CHAMPIONS
View 311 WASHINGTON AVENUE Oldsmar, FL MLS# TB8465278
$500,000
Studio

Beds

0.0

Baths

311 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 291 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8463435
$258,000
2

Beds

2.1

Baths

1,110

Sq.Ft.

291 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of EXP REALTY LLC
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 219 PALMETTO COURT Oldsmar, FL MLS# TB8463698
  • Virtual Tour
1 of 26
$182,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 PALMETTO COURT

Oldsmar, FL

Courtesy of KINEST REALTY
View 116 BRENT CIRCLE Oldsmar, FL MLS# TB8462407
  • Virtual Tour
1 of 11
$485,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

116 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community with Virtual Tour
1 of 40
$205,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2313 SUNSET WIND LOOP Oldsmar, FL MLS# TB8461950
$440,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

2313 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 107 MARY DRIVE 107 Oldsmar, FL MLS# TB8462887
  • Virtual Tour
1 of 86
$189,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

107 MARY DRIVE 107

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
$249,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 475 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676723
$255,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 112 BRENT CIRCLE Oldsmar, FL MLS# TB8461018
  • Virtual Tour
1 of 48
$499,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

112 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
$674,900
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

Courtesy of REAL BROKER, LLC

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

245

Estimated median home price

$370,000
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 - 100K1
$100K - 200K47
$200K - 300K43
$300K - 400K51
$400K - 500K28
$500K - 600K20
$600K - 700K13
$700K - 800K8
$800K - 900K10
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family133
Townhouse33
Condo45
Commercial4
Rental46
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 4/29/2026)

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 4/29/2026.