196 total properties
Did you mean the neighborhood Oldsmar?
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8435691
  • Virtual Tour
1 of 36
$750,000
6

Beds

3.0

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 5163 PINNACLE DRIVE Oldsmar, FL MLS# TB8435206
  • Virtual Tour
1 of 55
$619,700
3

Beds

2.0

Baths

1,886

Sq.Ft.

5163 PINNACLE DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 4007 PALM KEY AVENUE Oldsmar, FL MLS# TB8435073
$669,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

4007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1744 MAPLELEAF BLVD Oldsmar, FL MLS# TB8434852
  • Virtual Tour
1 of 23
$625,000
6

Beds

3.0

Baths

3,124

Sq.Ft.

1744 MAPLELEAF BLVD

Oldsmar, FL

Courtesy of FIRST IN REAL ESTATE SERVICES
View 646 TIMBER BAY CIRCLE W Oldsmar, FL MLS# W7879421
$409,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

646 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 300 DOUGLAS ROAD W Oldsmar, FL MLS# TB8434164
$415,000
Studio

Beds

0.0

Baths

300 DOUGLAS ROAD W

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 315 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8433357
$319,900
2

Beds

2.1

Baths

1,200

Sq.Ft.

315 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
  • Virtual Tour
1 of 25
$289,900
2

Beds

2.0

Baths

1,250

Sq.Ft.

260 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARC JOSEPH REALTY, INC
View 436 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8433691
$158,000
Studio

Beds

0.0

Baths

436 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 604 KINGSMILL COURT Oldsmar, FL MLS# TB8430567
  • Virtual Tour
1 of 72
$475,000
3

Beds

2.0

Baths

1,757

Sq.Ft.

604 KINGSMILL COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2007 PALM KEY AVENUE Oldsmar, FL MLS# TB8430845
$479,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

2007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 115 PALMETTO COURT 115 Oldsmar, FL MLS# TB8432105
$164,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

115 PALMETTO COURT 115

Oldsmar, FL

Courtesy of TAYLORMADE PROPERTIES, INC.
View 603 SHORE DRIVE E Oldsmar, FL MLS# TB8430883
  • Virtual Tour
1 of 42
$485,000
3

Beds

2.0

Baths

1,722

Sq.Ft.

603 SHORE DRIVE E

Oldsmar, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 602 DARTMOUTH AVENUE E Oldsmar, FL MLS# TB8431354
$700,000
5

Beds

3.1

Baths

2,930

Sq.Ft.

602 DARTMOUTH AVENUE E

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1915 DOVER COURT Oldsmar, FL MLS# TB8430739
  • Virtual Tour
1 of 24
$380,000
4

Beds

2.0

Baths

1,401

Sq.Ft.

1915 DOVER COURT

Oldsmar, FL

Courtesy of REDFIN CORPORATION
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 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# W7879236
$759,900
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
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 4915 AUGUSTA AVENUE Oldsmar, FL MLS# TB8426585
  • Virtual Tour
1 of 87
$850,000
5

Beds

2.1

Baths

3,294

Sq.Ft.

4915 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 100 INGRID PLACE Oldsmar, FL MLS# TB8427672
  • Virtual Tour
1 of 51
$285,000
3

Beds

2.1

Baths

1,755

Sq.Ft.

100 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP 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

199

Estimated median home price

$369,000
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 - 300K41
$300K - 400K39
$400K - 500K25
$500K - 600K13
$600K - 700K12
$700K - 800K10
$800K - 900K4
$900K - 1M1
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family104
Townhouse22
Condo38
Commercial5
Rental54
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home18
Farms0

(Data as of 12/29/2025)

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.