222 total properties
Did you mean the neighborhood Oldsmar?
View 732 SHORE DRIVE E Oldsmar, FL MLS# W7882048
  • Virtual Tour
1 of 82
$3,850,000
4

Beds

4.2

Baths

5,675

Sq.Ft.

732 SHORE DRIVE E

Oldsmar, FL

Courtesy of TARAPANI BANTHER & ASSOC LLC
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 3684 TAMPA ROAD 101 Oldsmar, FL MLS# TB8452564
  • Virtual Tour
1 of 28
$1,795,000
3,850

Sq.Ft.

3684 TAMPA ROAD 101

Oldsmar, FL

Courtesy of GULF PROPERTY MANAGEMENT LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 325 MEARS BOULEVARD 100 Oldsmar, FL MLS# W7877969
$1,750,000
6,100

Sq.Ft.

325 MEARS BOULEVARD 100

Oldsmar, FL

Courtesy of VIP EXECUTIVE REALTY LLC
View 50 WILLOWOOD LANE Oldsmar, FL MLS# TB8475420
  • Virtual Tour
1 of 84
$1,499,900
4

Beds

3.1

Baths

4,172

Sq.Ft.

50 WILLOWOOD LANE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 316 SHORE DRIVE E Oldsmar, FL MLS# TB8408673
  • Virtual Tour
1 of 34
$1,469,999
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 88
$1,425,000
4

Beds

3.0

Baths

3,850

Sq.Ft.

2151 DIAMOND COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 4954 TURTLE CREEK TRAIL Oldsmar, FL MLS# TB8443039
$1,375,000
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
  • Virtual Tour
1 of 66
$1,295,000
5

Beds

4.0

Baths

3,945

Sq.Ft.

372 COCO PLUM COURT

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 302 COCO PLUM COURT Oldsmar, FL MLS# O6380764
$1,265,000
5

Beds

5.0

Baths

4,664

Sq.Ft.

302 COCO PLUM COURT

Oldsmar, FL

Courtesy of BEYCOME OF FLORIDA LLC
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 110 DEERPATH DRIVE Oldsmar, FL MLS# TB8462357
$1,199,900
5

Beds

3.1

Baths

4,246

Sq.Ft.

110 DEERPATH 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 URBAN REAL ESTATE US
View 804 CHARLES BOULEVARD Oldsmar, FL MLS# TB8422935
  • Virtual Tour
1 of 61
OPEN HOUSE: Sunday 3/15 11:00 AM - 2:00 PM
$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 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 110 WOODGLEN COURT Oldsmar, FL MLS# TB8480726
  • Recently Listed with Virtual Tour
1 of 90
$1,099,000
4

Beds

4.0

Baths

3,712

Sq.Ft.

110 WOODGLEN COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 35 KELLEYS TRAIL Oldsmar, FL MLS# TB8484932
  • Recently Listed with Virtual Tour
1 of 100
$1,080,000
5

Beds

3.0

Baths

3,518

Sq.Ft.

35 KELLEYS TRAIL

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 826 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8467915
$1,075,000
3

Beds

2.0

Baths

2,164

Sq.Ft.

826 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 400 SHORE DRIVE E Oldsmar, FL MLS# TB8478151
  • Recently Listed with Virtual Tour
1 of 22
$1,000,000
2

Beds

2.0

Baths

1,890

Sq.Ft.

400 SHORE DRIVE E

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.

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

218

Estimated median home price

$372,400
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 - 200K36
$200K - 300K44
$300K - 400K44
$400K - 500K24
$500K - 600K18
$600K - 700K17
$700K - 800K5
$800K - 900K9
$900K - 1M1
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family114
Townhouse34
Condo38
Commercial4
Rental26
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 3/13/2026)

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 3/14/2026.