212 total properties
Did you mean the neighborhood Oldsmar?
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
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 316 SHORE DRIVE E Oldsmar, FL MLS# TB8408673
  • Virtual Tour
1 of 34
$1,475,000
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 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
  • Virtual Tour
1 of 80
OPEN HOUSE: Saturday 1/24 12:00 PM - 2:00 PM
$1,389,000
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
$1,380,000
5

Beds

4.0

Baths

3,945

Sq.Ft.

372 COCO PLUM COURT

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 165 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8430614
  • Virtual Tour
1 of 100
$1,299,900
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
  • Recently Listed
1 of 99
$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: Saturday 1/24 12:00 PM - 3:00 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 826 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8467915
  • Recently Listed with Virtual Tour
1 of 68
$1,175,000
3

Beds

2.0

Baths

2,164

Sq.Ft.

826 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
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
  • Virtual Tour
1 of 77
$1,150,000
5

Beds

3.0

Baths

3,390

Sq.Ft.

85 KELLEYS TRAIL

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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
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 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 1362 E LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8467569
  • Recently Listed with Virtual Tour
1 of 47
$899,000
4

Beds

2.1

Baths

2,650

Sq.Ft.

1362 E LAKE WOODLANDS PARKWAY

Oldsmar, FL

Courtesy of AGILE GROUP REALTY
View 2328 WARWICK DRIVE Oldsmar, FL MLS# TB8419306
    1 of 68
    OPEN HOUSE: Saturday 1/24 1:00 PM - 3:00 PM
    $874,000
    4

    Beds

    3.1

    Baths

    3,294

    Sq.Ft.

    2328 WARWICK DRIVE

    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

    212

    Estimated median home price

    $367,000
    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 - 200K30
    $200K - 300K49
    $300K - 400K47
    $400K - 500K23
    $500K - 600K20
    $600K - 700K13
    $700K - 800K9
    $800K - 900K3
    $900K - 1M0
    $1M - Max18

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family105
    Townhouse33
    Condo37
    Commercial5
    Rental52
    Lots and Land11
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home20
    Farms0

    (Data as of 1/22/2026)

    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 1/24/2026.