226 total properties
Did you mean the neighborhood Oldsmar?
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
$382,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8435691
  • Virtual Tour
1 of 36
$675,000
6

Beds

3.0

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 506 FEDERAL STREET Oldsmar, FL MLS# TB8434625
  • New Construction with Virtual Tour
1 of 53
OPEN HOUSE: Thursday 3/19 10:00 AM - 1:00 AM
$1,280,000
4

Beds

3.1

Baths

2,961

Sq.Ft.

506 FEDERAL STREET

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
View 4007 PALM KEY AVENUE Oldsmar, FL MLS# TB8435073
$639,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

4007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 646 TIMBER BAY CIRCLE W Oldsmar, FL MLS# W7879421
$389,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

646 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 300 DOUGLAS ROAD W Oldsmar, FL MLS# TB8434164
$415,000
Studio

Beds

0.0

Baths

300 DOUGLAS ROAD W

Oldsmar, FL

Courtesy of LPT REALTY, LLC
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
$151,000
Studio

Beds

0.0

Baths

436 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 603 SHORE DRIVE E Oldsmar, FL MLS# TB8430883
  • Virtual Tour
1 of 42
$465,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

603 SHORE DRIVE E

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 165 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8430614
  • Virtual Tour
1 of 100
$1,239,900
5

Beds

4.0

Baths

3,945

Sq.Ft.

165 MOBBLY BAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1244 GREYBROOKE PLACE Oldsmar, FL MLS# TB8427929
$1,100,000
5

Beds

3.1

Baths

3,450

Sq.Ft.

1244 GREYBROOKE PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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
$389,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 192 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8427755
  • Adult Community with Virtual Tour
1 of 42
$179,900
2

Beds

2.0

Baths

1,274

Sq.Ft.

192 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 129 WOODLAKE WYNDE 129 Oldsmar, FL MLS# TB8426049
$218,000
2

Beds

2.0

Baths

924

Sq.Ft.

129 WOODLAKE WYNDE 129

Oldsmar, FL

Courtesy of BILTMORE GROUP INC
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 804 CHARLES BOULEVARD Oldsmar, FL MLS# TB8422935
$1,190,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

804 CHARLES BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 504 FEDERAL STREET Oldsmar, FL MLS# TB8427180
  • New Construction with Virtual Tour
1 of 52
$1,280,000
4

Beds

3.1

Baths

2,961

Sq.Ft.

504 FEDERAL STREET

Oldsmar, FL

Courtesy of ENGEL & VOLKERS TAMPA DOWNTOWN

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

229

Estimated median home price

$380,000
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 - 200K37
$200K - 300K48
$300K - 400K41
$400K - 500K26
$500K - 600K19
$600K - 700K17
$700K - 800K7
$800K - 900K10
$900K - 1M1
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family123
Townhouse34
Condo39
Commercial4
Rental29
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home20
Farms0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 3/19/2026.