203 total properties
Did you mean the neighborhood Oldsmar?
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
$375,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 347 CANAL WAY Oldsmar, FL MLS# TB8436926
  • Adult Community with Virtual Tour
1 of 48
$199,000
2

Beds

2.0

Baths

1,080

Sq.Ft.

347 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 140 JOANNE PLACE Oldsmar, FL MLS# TB8439226
  • Virtual Tour
1 of 16
$284,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

140 JOANNE PLACE

Oldsmar, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 1654 BAYHILL DRIVE Oldsmar, FL MLS# TB8438417
  • Virtual Tour
1 of 62
$570,000
4

Beds

2.1

Baths

2,320

Sq.Ft.

1654 BAYHILL DRIVE

Oldsmar, FL

Courtesy of ECKERT REALTY & PROPERTY MGMT
View 1223 CLAYS TRAIL Oldsmar, FL MLS# TB8436662
  • Virtual Tour
1 of 15
$355,000
4

Beds

2.1

Baths

2,600

Sq.Ft.

1223 CLAYS TRAIL

Oldsmar, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
$378,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8435691
  • Virtual Tour
1 of 41
$650,000
6

Beds

3.0

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 4007 PALM KEY AVENUE Oldsmar, FL MLS# TB8435073
$629,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

4007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
$249,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
View 436 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8433691
$150,000
Studio

Beds

0.0

Baths

436 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 190 WATER OAK WAY Oldsmar, FL MLS# TB8427990
  • Virtual Tour
1 of 30
$699,900
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 WATER OAK WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$380,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 256 CYPRESS LANE Oldsmar, FL MLS# TB8417068
  • Virtual Tour
1 of 31
$160,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

256 CYPRESS LANE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 433 TANGERINE DRIVE Oldsmar, FL MLS# TB8421066
  • Virtual Tour
1 of 23
$419,900
3

Beds

3.0

Baths

1,498

Sq.Ft.

433 TANGERINE DRIVE

Oldsmar, FL

Courtesy of HOME PRIME REALTY LLC
View 1502 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8428089
$689,000
3

Beds

2.0

Baths

2,234

Sq.Ft.

1502 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 3073 DUANE AVENUE Oldsmar, FL MLS# TB8417476
  • Virtual Tour
1 of 43
$459,000
4

Beds

2.0

Baths

2,122

Sq.Ft.

3073 DUANE AVENUE

Oldsmar, FL

Courtesy of S P O R T REALTY GROUP INC.
View 436 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8412856
$700,000
4

Beds

2.1

Baths

2,695

Sq.Ft.

436 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 105 PALMETTO COURT Oldsmar, FL MLS# TB8407896
  • Virtual Tour
1 of 32
$165,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

105 PALMETTO COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8404464
  • Virtual Tour
1 of 16
$243,900
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 427 PELICAN DRIVE S Oldsmar, FL MLS# TB8399522
  • Adult Community
1 of 37
$224,900
2

Beds

2.0

Baths

1,052

Sq.Ft.

427 PELICAN DRIVE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY 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

241

Estimated median home price

$369,000
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 - 300K42
$300K - 400K51
$400K - 500K27
$500K - 600K19
$600K - 700K12
$700K - 800K8
$800K - 900K10
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse32
Condo45
Commercial4
Rental46
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 4/30/2026)

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 5/1/2026.