37 total properties
Did you mean the neighborhood Oldsmar?
View 910 WAVERLY ST AVENUE Oldsmar, FL MLS# A4687818
  • Recently Listed with Virtual Tour
1 of 7
$239,999
Studio

Beds

0.0

Baths

910 WAVERLY ST AVENUE

Oldsmar, FL

Courtesy of NEW ALLIANCE GROUP REALTY
View 240 TADS TRAIL Oldsmar, FL MLS# TB8487439
  • Virtual Tour
1 of 25
$249,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

240 TADS TRAIL

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 507 SHORE DRIVE E Oldsmar, FL MLS# TB8488465
  • Virtual Tour
1 of 8
$239,000
3

Beds

3.0

Baths

1,237

Sq.Ft.

507 SHORE DRIVE E

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
The time to sell is now! THE TIME TO SELL IS NOW!
View 223 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8486731
  • Adult Community with Virtual Tour
1 of 39
$235,000
2

Beds

2.0

Baths

1,150

Sq.Ft.

223 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of GORDON REALTY HOUSE
View 358 LAKE WAY Oldsmar, FL MLS# TB8486181
  • Adult Community with Virtual Tour
1 of 48
$259,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

358 LAKE WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 2020 DOVER COURT Oldsmar, FL MLS# TB8486084
  • Virtual Tour
1 of 32
$255,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

2020 DOVER COURT

Oldsmar, FL

Courtesy of EXP REALTY
View 306 SNOOK COURT Oldsmar, FL MLS# TB8485894
  • Adult Community with Virtual Tour
1 of 45
$209,900
2

Beds

2.0

Baths

1,384

Sq.Ft.

306 SNOOK COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 122 CARYL WAY 122 Oldsmar, FL MLS# TB8481510
  • Virtual Tour
1 of 33
$214,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

122 CARYL WAY 122

Oldsmar, FL

Courtesy of DALTON WADE INC
View 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
  • Adult Community with Virtual Tour
1 of 48
$256,000
2

Beds

2.0

Baths

960

Sq.Ft.

433 SAILFISH BOULEVARD

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

104 E CYPRESS COURT 104

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
  • Recently Listed with Virtual Tour
1 of 32
$254,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

240 CYPRESS LANE 240

Oldsmar, FL

Courtesy of LPT REALTY, LLC
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
OPEN HOUSE: Saturday 4/18 11:00 AM - 1:30 PM
$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
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 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 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

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

236

Estimated median home price

$374,950
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 - 200K43
$200K - 300K45
$300K - 400K44
$400K - 500K30
$500K - 600K20
$600K - 700K12
$700K - 800K6
$800K - 900K9
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse31
Condo41
Commercial4
Rental41
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 4/16/2026)

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 4/16/2026.