104 total properties
Did you mean the neighborhood Oldsmar?
View 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
$246,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

388 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of TROPIC SHORES REALTY
View 40 SHAMROCK WAY 40 Oldsmar, FL MLS# TB8471405
  • Virtual Tour
1 of 44
$255,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

40 SHAMROCK WAY 40

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 80 BIRDSONG COURT Oldsmar, FL MLS# TB8477396
  • Virtual Tour
1 of 35
$249,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

80 BIRDSONG COURT

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
The time to sell is now! THE TIME TO SELL IS NOW!
View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
  • Virtual Tour
1 of 21
$235,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

80 LANCE COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 133 SABAL COURT B Oldsmar, FL MLS# TB8475994
  • Virtual Tour
1 of 21
$145,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT B

Oldsmar, FL

Courtesy of RICARDO MANUEL SANCHEZ
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475078
$329,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLSTATE COASTAL REALTY
View 428 PELICAN DRIVE S Oldsmar, FL MLS# TB8474552
  • Adult Community with Virtual Tour
1 of 52
$249,000
2

Beds

2.0

Baths

1,671

Sq.Ft.

428 PELICAN DRIVE S

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 235 WOODS LANDING TRAIL 235 Oldsmar, FL MLS# TB8474969
$279,900
2

Beds

2.0

Baths

1,201

Sq.Ft.

235 WOODS LANDING TRAIL 235

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 129 CAMPHOR CIRCLE C Oldsmar, FL MLS# TB8474438
$180,000
2

Beds

2.0

Baths

915

Sq.Ft.

129 CAMPHOR CIRCLE C

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 208 CYPRESS COURT Oldsmar, FL MLS# TB8475945
  • Virtual Tour
1 of 33
$159,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

208 CYPRESS COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
View 503 BUCKINGHAM AVENUE W Oldsmar, FL MLS# TB8469402
$200,000
Studio

Beds

0.0

Baths

503 BUCKINGHAM AVENUE W

Oldsmar, FL

Courtesy of GULF SHORES REALTY ERA POWERED LLC
View 134 SYCAMORE LANE H Oldsmar, FL MLS# TB8470705
  • Virtual Tour
1 of 44
$160,000
2

Beds

2.0

Baths

915

Sq.Ft.

134 SYCAMORE LANE H

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
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 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 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 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 4/25 12:00 PM - 2:00 PM
$205,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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
$255,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA

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

240

Estimated median home price

$374,000
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 - 200K45
$200K - 300K45
$300K - 400K45
$400K - 500K28
$500K - 600K21
$600K - 700K13
$700K - 800K7
$800K - 900K9
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse32
Condo42
Commercial4
Rental44
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 4/22/2026)

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 4/23/2026.