45 total properties
Did you mean the neighborhood Oldsmar?
View 218 CARYL WAY Oldsmar, FL MLS# TB8499124
  • Recently Listed with Virtual Tour
1 of 29
$198,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

218 CARYL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 303 MEADOW LANE Oldsmar, FL MLS# TB8497109
  • Recently Listed with Virtual Tour
1 of 23
$190,000
2

Beds

2.0

Baths

879

Sq.Ft.

303 MEADOW LANE

Oldsmar, FL

Courtesy of CENTURY 21 BEGGINS
View 130 WOODLAKE WYNDE 130 Oldsmar, FL MLS# TB8494847
  • Recently Listed with Virtual Tour
1 of 36
$204,500
2

Beds

2.0

Baths

924

Sq.Ft.

130 WOODLAKE WYNDE 130

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 172 LAKEVIEW WAY 172 Oldsmar, FL MLS# TB8496591
  • Recently Listed with Virtual Tour
1 of 31
$165,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

172 LAKEVIEW WAY 172

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 207 CYPRESS LANE Oldsmar, FL MLS# TB8492844
  • Recently Listed with Virtual Tour
1 of 25
$180,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

207 CYPRESS LANE

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 112 CYPRESS COURT 112 Oldsmar, FL MLS# TB8494664
  • Recently Listed with Virtual Tour
1 of 9
$189,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

112 CYPRESS COURT 112

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 412 CEDAR RIDGE COURT Oldsmar, FL MLS# TB8493131
$199,999
2

Beds

2.0

Baths

900

Sq.Ft.

412 CEDAR RIDGE COURT

Oldsmar, FL

Courtesy of AGILE GROUP REALTY
View 303 WOODLAKE WYNDE Oldsmar, FL MLS# TB8485200
  • Virtual Tour
1 of 27
$169,900
1

Beds

1.0

Baths

674

Sq.Ft.

303 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 115 WINDWARD PLACE 15 Oldsmar, FL MLS# TB8490824
  • Recently Listed with Virtual Tour
1 of 26
$180,000
2

Beds

2.0

Baths

879

Sq.Ft.

115 WINDWARD PLACE 15

Oldsmar, FL

Courtesy of FLORIDA PREMIERE REALTY
View 204 WINDWARD PLACE 36 Oldsmar, FL MLS# A4686982
  • Recently Listed with Virtual Tour
1 of 38
$195,000
2

Beds

2.0

Baths

879

Sq.Ft.

204 WINDWARD PLACE 36

Oldsmar, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
View 340 CANAL WAY Oldsmar, FL MLS# TB8491525
  • Adult Community with Virtual Tour
1 of 26
$198,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

340 CANAL WAY

Oldsmar, FL

Courtesy of ACROPOLIS REALTY GROUP LLC
View 124 LOBLOLLY COURT D Oldsmar, FL MLS# TB8487484
$165,000
2

Beds

2.0

Baths

915

Sq.Ft.

124 LOBLOLLY COURT D

Oldsmar, FL

Courtesy of LYN PROPERTIES
View 303 MARTHA LANE 303 Oldsmar, FL MLS# TB8485863
$189,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

303 MARTHA LANE 303

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 124 LOBLOLLY COURT H Oldsmar, FL MLS# TB8481313
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 4/18 11:00 AM - 2:00 PM
$160,000
2

Beds

2.0

Baths

915

Sq.Ft.

124 LOBLOLLY COURT H

Oldsmar, FL

Courtesy of HOMESMART
View 134 CYPRESS COURT 134 Oldsmar, FL MLS# TB8484548
$150,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

134 CYPRESS COURT 134

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 124 NINA WAY 24 Oldsmar, FL MLS# TB8480745
  • Virtual Tour
1 of 37
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

124 NINA WAY 24

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 106 PINE COURT 346 Oldsmar, FL MLS# TB8484847
$175,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

106 PINE COURT 346

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 122 CYPRESS LANE Oldsmar, FL MLS# W7883694
  • Virtual Tour
1 of 21
$139,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

122 CYPRESS LANE

Oldsmar, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8484399
  • Virtual Tour
1 of 31
OPEN HOUSE: Sunday 4/19 1:00 PM - 3:00 PM
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of DALTON WADE INC
View 141 LAKEVIEW WAY 141 Oldsmar, FL MLS# TB8483907
$174,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

141 LAKEVIEW WAY 141

Oldsmar, FL

Courtesy of EXP REALTY 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

238

Estimated median home price

$379,950
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 - 400K45
$400K - 500K29
$500K - 600K21
$600K - 700K12
$700K - 800K7
$800K - 900K9
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family128
Townhouse32
Condo41
Commercial4
Rental40
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 4/18/2026)

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 4/18/2026.