233 total properties
Did you mean the neighborhood Oldsmar?
View 255 PINE AVENUE N Oldsmar, FL MLS# TB8391758
  • Virtual Tour
1 of 77
$3,749,900
17,291

Sq.Ft.

255 PINE AVENUE N

Oldsmar, FL

Courtesy of PROTECH COMMERCIAL REALTY, LLC
View 141 BURBANK ROAD Oldsmar, FL MLS# W7880550
  • Virtual Tour
1 of 11
$2,590,000
14,180

Sq.Ft.

141 BURBANK ROAD

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 325 MEARS BOULEVARD #100 Oldsmar, FL MLS# W7877969
$1,860,000
6,100

Sq.Ft.

325 MEARS BOULEVARD #100

Oldsmar, FL

Courtesy of VIP EXECUTIVE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3684 TAMPA ROAD #101 Oldsmar, FL MLS# TB8452564
  • Recently Listed with Virtual Tour
1 of 28
$1,795,000
3,850

Sq.Ft.

3684 TAMPA ROAD #101

Oldsmar, FL

Courtesy of GULF PROPERTY MANAGEMENT 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
View 288 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8425151
  • Virtual Tour
1 of 77
OPEN HOUSE: Sunday 12/7 12:00 PM - 2:00 PM
$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 406 SHORE DRIVE W Oldsmar, FL MLS# TB8445214
  • Virtual Tour
1 of 6
$1,598,000
3

Beds

2.1

Baths

1,838

Sq.Ft.

406 SHORE DRIVE W

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 316 SHORE DRIVE E Oldsmar, FL MLS# TB8408673
  • Virtual Tour
1 of 34
$1,500,000
4

Beds

3.0

Baths

2,496

Sq.Ft.

316 SHORE DRIVE E

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2151 DIAMOND COURT Oldsmar, FL MLS# TB8440175
  • Virtual Tour
1 of 86
OPEN HOUSE: Saturday 12/6 11:00 AM - 1:00 PM
$1,499,900
4

Beds

3.0

Baths

3,850

Sq.Ft.

2151 DIAMOND COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 302 COCO PLUM COURT Oldsmar, FL MLS# O6313382
$1,450,000
5

Beds

5.0

Baths

4,664

Sq.Ft.

302 COCO PLUM COURT

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 4954 TURTLE CREEK TRAIL Oldsmar, FL MLS# TB8443039
$1,425,000
5

Beds

4.0

Baths

4,144

Sq.Ft.

4954 TURTLE CREEK TRAIL

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 372 COCO PLUM COURT Oldsmar, FL MLS# TB8454163
  • Recently Listed with Virtual Tour
1 of 66
$1,380,000
5

Beds

4.0

Baths

3,945

Sq.Ft.

372 COCO PLUM COURT

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 375 WELLINGTON AVENUE Oldsmar, FL MLS# TB8358922
$1,325,000
4

Beds

3.0

Baths

3,270

Sq.Ft.

375 WELLINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 165 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8430614
  • Virtual Tour
1 of 100
$1,324,900
5

Beds

4.0

Baths

3,945

Sq.Ft.

165 MOBBLY BAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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 DANVA URBAN REAL ESTATE LLC
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 380 WELLINGTON AVENUE Oldsmar, FL MLS# TB8373443
$1,155,000
4

Beds

3.1

Baths

3,420

Sq.Ft.

380 WELLINGTON AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 85 KELLEYS TRAIL Oldsmar, FL MLS# TB8419119
$1,150,000
5

Beds

3.0

Baths

3,390

Sq.Ft.

85 KELLEYS TRAIL

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2019 DIAMOND COURT Oldsmar, FL MLS# TB8428371
  • Virtual Tour
1 of 74
$1,135,000
4

Beds

3.0

Baths

3,502

Sq.Ft.

2019 DIAMOND COURT

Oldsmar, FL

Courtesy of REAL ESTATE FIRM OF FLORIDA, LLC
View 421 PARK BOULEVARD Oldsmar, FL MLS# U8189549
$1,100,000
Studio

Beds

0.0

Baths

421 PARK BOULEVARD

Oldsmar, FL

Courtesy of DALTON WADE 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

252

Estimated median home price

$389,000
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 - 200K28
$200K - 300K57
$300K - 400K50
$400K - 500K33
$500K - 600K20
$600K - 700K15
$700K - 800K12
$800K - 900K7
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family146
Townhouse33
Condo38
Commercial6
Rental55
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home15
Farms0

(Data as of 11/11/2025)

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 12/6/2025.