48 total properties
Did you mean the neighborhood Oldsmar?
View 201 PALMETTO COURT 201 Oldsmar, FL MLS# TB8551815
$1,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

201 PALMETTO COURT 201

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 40 DALE PLACE Oldsmar, FL MLS# TB8553088
$2,500
3

Beds

2.0

Baths

1,445

Sq.Ft.

40 DALE PLACE

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 126 CARYL WAY Oldsmar, FL MLS# TB8545043
  • Virtual Tour
1 of 60
$2,400
2

Beds

2.0

Baths

1,094

Sq.Ft.

126 CARYL WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 270 WOODLAKE WYNDE Oldsmar, FL MLS# TB8550168
  • Virtual Tour
1 of 31
$1,595
1

Beds

1.0

Baths

674

Sq.Ft.

270 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 211 OAKWOOD BOULEVARD Oldsmar, FL MLS# TB8546843
$2,295
3

Beds

2.1

Baths

1,651

Sq.Ft.

211 OAKWOOD BOULEVARD

Oldsmar, FL

Courtesy of FLORIDA FEDERATED REALTY INC
View 390 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8548292
$3,100
4

Beds

2.0

Baths

1,730

Sq.Ft.

390 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of CEDERMAN PROPERTIES
View 336 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8547909
$1,895
2

Beds

2.1

Baths

1,110

Sq.Ft.

336 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of CENTURY 21 COASTAL ALLIANCE
View 262 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8547288
$2,100
2

Beds

2.1

Baths

1,110

Sq.Ft.

262 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 226 WOODLAKE WYNDE Oldsmar, FL MLS# TB8545881
  • Virtual Tour
1 of 62
$1,900
2

Beds

2.0

Baths

924

Sq.Ft.

226 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 60 KAY COURT Oldsmar, FL MLS# TB8544770
$2,150
2

Beds

2.0

Baths

1,250

Sq.Ft.

60 KAY COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 222 CARYL WAY Oldsmar, FL MLS# TB8539345
  • Virtual Tour
1 of 53
$1,800
2

Beds

2.0

Baths

1,094

Sq.Ft.

222 CARYL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 218 WOODLAKE WYNDE 218 Oldsmar, FL MLS# TB8535978
$3,000
2

Beds

2.0

Baths

924

Sq.Ft.

218 WOODLAKE WYNDE 218

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 134 SYCAMORE LANE F Oldsmar, FL MLS# TB8535803
$1,600
2

Beds

2.0

Baths

915

Sq.Ft.

134 SYCAMORE LANE F

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 212 CARYL WAY 212 Oldsmar, FL MLS# TB8526396
  • Virtual Tour
1 of 22
$2,000
3

Beds

2.0

Baths

1,292

Sq.Ft.

212 CARYL WAY 212

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 132 DOUGLAS ROAD W A Oldsmar, FL MLS# TB8532328
$1,795
2

Beds

2.1

Baths

1,224

Sq.Ft.

132 DOUGLAS ROAD W A

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 331 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8531312
$1,595
2

Beds

2.1

Baths

1,110

Sq.Ft.

331 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of 1ST CLASS REAL ESTATE LLC
View 230 CYPRESS PLACE Oldsmar, FL MLS# TB8530323
  • Virtual Tour
1 of 45
$1,800
2

Beds

2.1

Baths

1,755

Sq.Ft.

230 CYPRESS PLACE

Oldsmar, FL

Courtesy of HR RENTALS & PROPERTY MANAGEMENT LLC
View 115 LAKEVIEW PLACE 15 Oldsmar, FL MLS# TB8530074
  • Adult Community with Virtual Tour
1 of 52
$1,750
2

Beds

2.0

Baths

1,148

Sq.Ft.

115 LAKEVIEW PLACE 15

Oldsmar, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 108 WOODLANDS COURT 108 Oldsmar, FL MLS# TB8528538
$1,700
2

Beds

2.0

Baths

1,151

Sq.Ft.

108 WOODLANDS COURT 108

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 135 WOODLAKE WYNDE 135 Oldsmar, FL MLS# TB8526636
$1,950
2

Beds

2.0

Baths

924

Sq.Ft.

135 WOODLAKE WYNDE 135

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC

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

206

Estimated median home price

$331,000
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 - 200K58
$200K - 300K36
$300K - 400K36
$400K - 500K28
$500K - 600K17
$600K - 700K8
$700K - 800K6
$800K - 900K6
$900K - 1M4
$1M - Max7

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family101
Townhouse21
Condo49
Commercial2
Rental48
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home21
Farms0

(Data as of 11/10/2026)

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 11/11/2026.