196 total properties
Did you mean the neighborhood Oldsmar?
View 190 WATER OAK WAY Oldsmar, FL MLS# TB8427990
  • Virtual Tour
1 of 30
$725,000
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 WATER OAK WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 206 CARYL WAY 1 Oldsmar, FL MLS# TB8427572
  • Virtual Tour
1 of 15
$224,900
2

Beds

2.0

Baths

948

Sq.Ft.

206 CARYL WAY 1

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$410,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 288 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8425151
$1,650,000
4

Beds

4.2

Baths

5,260

Sq.Ft.

288 MOBBLY BAY DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
View 256 CYPRESS LANE Oldsmar, FL MLS# TB8417068
  • Virtual Tour
1 of 31
$168,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

256 CYPRESS LANE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 103 LAKEVIEW PLACE 3 Oldsmar, FL MLS# TB8423589
$180,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

103 LAKEVIEW PLACE 3

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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 204 MARY DRIVE Oldsmar, FL MLS# TB8423438
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

204 MARY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2328 WARWICK DRIVE Oldsmar, FL MLS# TB8419306
$889,000
4

Beds

3.1

Baths

3,294

Sq.Ft.

2328 WARWICK DRIVE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 1751 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8420405
$624,900
5

Beds

3.0

Baths

2,952

Sq.Ft.

1751 SPLIT FORK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# O6337783
$435,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 403 PARK BOULEVARD Oldsmar, FL MLS# TB8420240
  • New Construction with Virtual Tour
1 of 23
$899,000
4

Beds

3.1

Baths

2,900

Sq.Ft.

403 PARK BOULEVARD

Oldsmar, FL

Courtesy of REALTY ONE GROUP SUNSHINE
View 401 PARK BOULEVARD Oldsmar, FL MLS# TB8420002
  • New Construction with Virtual Tour
1 of 35
$1,199,000
4

Beds

3.1

Baths

3,000

Sq.Ft.

401 PARK BOULEVARD

Oldsmar, FL

Courtesy of URBAN REAL ESTATE US
View 1627 SHADY OAKS DRIVE Oldsmar, FL MLS# A4662618
$619,900
3

Beds

2.1

Baths

2,429

Sq.Ft.

1627 SHADY OAKS DRIVE

Oldsmar, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
View 3073 DUANE AVENUE Oldsmar, FL MLS# TB8417476
  • Virtual Tour
1 of 42
$569,000
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 3164 DUANE AVENUE Oldsmar, FL MLS# TB8416272
  • Virtual Tour
1 of 30
$329,900
3

Beds

2.0

Baths

1,044

Sq.Ft.

3164 DUANE AVENUE

Oldsmar, FL

Courtesy of NETWORTH REALTY OF TAMPA, LLC
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
  • Virtual Tour
1 of 70
$424,500
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 251 DOUGLAS ROAD E Oldsmar, FL MLS# TB8416979
  • Virtual Tour
1 of 11
$1,756,945
7,056

Sq.Ft.

251 DOUGLAS ROAD E

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL

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

196

Estimated median home price

$365,000
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 - 200K35
$200K - 300K40
$300K - 400K40
$400K - 500K24
$500K - 600K12
$600K - 700K11
$700K - 800K10
$800K - 900K4
$900K - 1M1
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family102
Townhouse21
Condo38
Commercial5
Rental53
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home18
Farms0

(Data as of 12/30/2025)

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 12/30/2025.