244 total properties
Did you mean the neighborhood Oldsmar?
View 208 CUTLASS WAY Oldsmar, FL MLS# TB8501214
  • Virtual Tour
1 of 54
$350,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

208 CUTLASS WAY

Oldsmar, FL

Courtesy of DALTON WADE INC
View 193 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8503933
  • Adult Community with Virtual Tour
1 of 41
$350,000
3

Beds

3.0

Baths

1,485

Sq.Ft.

193 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of CONCI, REALTORS
View 1008 MANGO COURT Oldsmar, FL MLS# TB8487471
  • Virtual Tour
1 of 58
$359,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1008 MANGO COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$359,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1707 E Ironwood Ct Court E Oldsmar, FL MLS# B26029010
  • Recently Listed with Virtual Tour
1 of 24
$360,000
2

Beds

2.0

Baths

1,264

Sq.Ft.

1707 E Ironwood Ct Court E

Oldsmar, FL

View 160 JAMES COURT Oldsmar, FL MLS# TB8503480
  • Virtual Tour
1 of 58
$363,900
3

Beds

2.0

Baths

1,445

Sq.Ft.

160 JAMES COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1712 AZALEA COURT A Oldsmar, FL MLS# TB8401279
  • Virtual Tour
1 of 48
$369,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

1712 AZALEA COURT A

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
$369,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
$370,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
$370,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6396122
$374,900
3

Beds

2.0

Baths

1,323

Sq.Ft.

413 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LOKATION
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 604 LIMETREE DRIVE Oldsmar, FL MLS# O6401483
  • Virtual Tour
1 of 29
$375,000
3

Beds

3.0

Baths

1,430

Sq.Ft.

604 LIMETREE DRIVE

Oldsmar, FL

Courtesy of JUPITER PROPERTIES, INC
View 602 BAY LAKE TRAIL Oldsmar, FL MLS# TB8503595
$375,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

602 BAY LAKE TRAIL

Oldsmar, FL

Courtesy of BRAINARD REALTY
View 307 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8502335
$377,900
3

Beds

2.0

Baths

1,670

Sq.Ft.

307 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES 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 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$385,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$389,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME 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

244

Estimated median home price

$354,500
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 - 200K50
$200K - 300K46
$300K - 400K51
$400K - 500K27
$500K - 600K16
$600K - 700K14
$700K - 800K6
$800K - 900K9
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse29
Condo48
Commercial5
Rental47
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home21
Farms0

(Data as of 5/24/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 5/25/2026.

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 5/25/2026.