208 total properties
Did you mean the neighborhood Oldsmar?
View 1330 PRESERVATION WAY Oldsmar, FL MLS# TB8544086
$2,300,000
7

Beds

4.1

Baths

6,460

Sq.Ft.

1330 PRESERVATION WAY

Oldsmar, FL

Courtesy of KELLY RIGHT REAL ESTATE
View 1332 PRESERVATION WAY Oldsmar, FL MLS# TB8538326
  • Recently Listed with Virtual Tour
1 of 10
$1,700,000
4

Beds

4.0

Baths

3,400

Sq.Ft.

1332 PRESERVATION WAY

Oldsmar, FL

Courtesy of KELLY RIGHT REAL ESTATE
View 50 WILLOWOOD LANE Oldsmar, FL MLS# TB8475420
  • Virtual Tour
1 of 84
$1,499,900
6

Beds

4.1

Baths

4,475

Sq.Ft.

50 WILLOWOOD LANE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3825 SHORE BOULEVARD Oldsmar, FL MLS# TB8550518
  • Recently Listed with Virtual Tour
1 of 18
$1,399,995
0.0

Baths

3825 SHORE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 640 Brooker Creek Blvd 430 Oldsmar, FL MLS# A12030989
$1,200,000
5,680

Sq.Ft.

640 Brooker Creek Blvd 430

Oldsmar, FL

Courtesy of SMITH ASSOCIATES, INC
View 1404 EAST LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8496474
$1,100,000
4

Beds

3.0

Baths

4,312

Sq.Ft.

1404 EAST LAKE WOODLANDS PARKWAY

Oldsmar, FL

View 85 KELLEYS TRAIL Oldsmar, FL MLS# TB8527215
  • Virtual Tour
1 of 84
$1,100,000
5

Beds

3.0

Baths

3,390

Sq.Ft.

85 KELLEYS TRAIL

Oldsmar, FL

View 35 GREENHAVEN TRAIL Oldsmar, FL MLS# TB8542368
  • Virtual Tour
1 of 74
$1,099,000
4

Beds

3.0

Baths

3,098

Sq.Ft.

35 GREENHAVEN TRAIL

Oldsmar, FL

Courtesy of LOMBARDO TEAM REAL ESTATE LLC
View 4931 TURTLE CREEK TRAIL Oldsmar, FL MLS# TB8518188
$1,055,000
4

Beds

3.0

Baths

3,189

Sq.Ft.

4931 TURTLE CREEK TRAIL

Oldsmar, FL

View 401 PARK BOULEVARD Oldsmar, FL MLS# TB8552563
  • Recently Listed with Virtual Tour
1 of 35
$1,050,000
5

Beds

4.1

Baths

3,811

Sq.Ft.

401 PARK BOULEVARD

Oldsmar, FL

Courtesy of VITANOVA REALTY GROUP LLC
View 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# TB8548035
$1,025,000
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of KELLY RIGHT REAL ESTATE
View 3858 SHORE BOULEVARD Oldsmar, FL MLS# TB8506221
$999,000
3

Beds

2.0

Baths

1,594

Sq.Ft.

3858 SHORE BOULEVARD

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 205 CHESTNUT STREET Oldsmar, FL MLS# TB8537182
$999,000
0.0

Baths

205 CHESTNUT STREET

Oldsmar, FL

Courtesy of SUNSHINE REALTY COMPANY LLC
View 50 KELLEYS TRAIL Oldsmar, FL MLS# TB8504781
  • Virtual Tour
1 of 60
$925,000
4

Beds

4.0

Baths

3,240

Sq.Ft.

50 KELLEYS TRAIL

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 475 HOLLY HILL ROAD Oldsmar, FL MLS# TB8529182
$849,500
4

Beds

4.0

Baths

3,441

Sq.Ft.

475 HOLLY HILL ROAD

Oldsmar, FL

View 2328 WARWICK DRIVE Oldsmar, FL MLS# TB8419306
$829,000
4

Beds

3.1

Baths

3,294

Sq.Ft.

2328 WARWICK DRIVE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 1723 CAPTIVA DRIVE Oldsmar, FL MLS# TB8538123
  • Virtual Tour
1 of 94
$799,000
4

Beds

3.0

Baths

2,736

Sq.Ft.

1723 CAPTIVA DRIVE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 743 WELLINGTON COURT Oldsmar, FL MLS# TB8515327
$775,000
4

Beds

3.1

Baths

3,058

Sq.Ft.

743 WELLINGTON COURT

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 1730 CAPTIVA DRIVE Oldsmar, FL MLS# TB8537101
  • Virtual Tour
1 of 68
$745,000
4

Beds

3.0

Baths

2,523

Sq.Ft.

1730 CAPTIVA DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 470 HICKORYNUT AVENUE Oldsmar, FL MLS# TB8485715
$739,000
4

Beds

2.1

Baths

2,922

Sq.Ft.

470 HICKORYNUT AVENUE

Oldsmar, FL

Courtesy of PARADISE LIFE REALTY

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

207

Estimated median home price

$335,000
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 - 100K2
$100K - 200K50
$200K - 300K39
$300K - 400K42
$400K - 500K27
$500K - 600K16
$600K - 700K9
$700K - 800K6
$800K - 900K2
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family105
Townhouse24
Condo45
Commercial2
Rental48
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home20
Farms0

(Data as of 10/2/2026)

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 10/3/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 10/3/2026.