203 total properties
Did you mean the neighborhood Oldsmar?
View 4878 SHERBROOK DRIVE Oldsmar, FL MLS# TB8514427
  • Recently Listed with Virtual Tour
1 of 21
$650,000
4

Beds

3.0

Baths

2,730

Sq.Ft.

4878 SHERBROOK DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
$649,900
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

View 5163 PINNACLE DRIVE Oldsmar, FL MLS# TB8510486
  • Virtual Tour
1 of 61
$635,000
3

Beds

2.0

Baths

1,886

Sq.Ft.

5163 PINNACLE DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
The time to sell is now! THE TIME TO SELL IS NOW!
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8510265
  • Virtual Tour
1 of 55
$629,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 4007 PALM KEY AVENUE Oldsmar, FL MLS# TB8435073
$629,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

4007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 355 VENTURA DRIVE Oldsmar, FL MLS# TB8510293
$625,000
4

Beds

2.0

Baths

1,938

Sq.Ft.

355 VENTURA DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 586 KINGSMILL COURT Oldsmar, FL MLS# TB8512390
  • Recently Listed with Virtual Tour
1 of 57
$615,000
3

Beds

2.1

Baths

2,452

Sq.Ft.

586 KINGSMILL COURT

Oldsmar, FL

Courtesy of REDFIN CORPORATION
View 1744 MAPLELEAF BOULEVARD Oldsmar, FL MLS# W7883065
$610,000
6

Beds

3.0

Baths

3,124

Sq.Ft.

1744 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 3825 SHORE BOULEVARD Oldsmar, FL MLS# TB8482568
$600,000
Studio

Beds

0.0

Baths

3825 SHORE BOULEVARD

Oldsmar, FL

Courtesy of ARCHER REALTY
View 364 VENTURA DRIVE Oldsmar, FL MLS# TB8517197
  • Virtual Tour
1 of 63
$599,900
3

Beds

2.1

Baths

2,237

Sq.Ft.

364 VENTURA DRIVE

Oldsmar, FL

Courtesy of TREASURED HOME COLLECTION
View 384 WINGATE CIRCLE Oldsmar, FL MLS# TB8515031
  • Recently Listed with Virtual Tour
1 of 59
$589,000
3

Beds

2.1

Baths

2,428

Sq.Ft.

384 WINGATE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 4856 WESTCHESTER COURT Oldsmar, FL MLS# TB8515993
  • Recently Listed with Virtual Tour
1 of 39
$589,000
3

Beds

2.0

Baths

2,184

Sq.Ft.

4856 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8507682
  • Virtual Tour
1 of 57
$585,000
6

Beds

2.1

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 368 TAVERNIER CIRCLE Oldsmar, FL MLS# A4694760
  • Virtual Tour
1 of 40
$585,000
4

Beds

2.0

Baths

1,880

Sq.Ft.

368 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of BRIGHT REALTY
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$584,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 395 WINGATE CIRCLE Oldsmar, FL MLS# TB8450027
  • Virtual Tour
1 of 59
$575,000
5

Beds

2.1

Baths

2,827

Sq.Ft.

395 WINGATE CIRCLE

Oldsmar, FL

View 1654 BAYHILL DRIVE Oldsmar, FL MLS# TB8438417
  • Virtual Tour
1 of 62
$570,000
4

Beds

2.1

Baths

2,320

Sq.Ft.

1654 BAYHILL DRIVE

Oldsmar, FL

Courtesy of ECKERT REALTY & PROPERTY MGMT
View 100 ARBOR LANE Oldsmar, FL MLS# TB8513463
  • Virtual Tour
1 of 40
$570,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

100 ARBOR LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 140 BRENT CIRCLE Oldsmar, FL MLS# O6357016
  • Virtual Tour
1 of 46
$565,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

140 BRENT CIRCLE

Oldsmar, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 848 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8509369
$560,000
3

Beds

2.1

Baths

1,756

Sq.Ft.

848 CHRISTINA CIRCLE

Oldsmar, FL

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

243

Estimated median home price

$350,000
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 - 100K1
$100K - 200K56
$200K - 300K42
$300K - 400K51
$400K - 500K24
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K7
$900K - 1M1
$1M - Max23

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family126
Townhouse30
Condo49
Commercial5
Rental43
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/19/2026)

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 6/20/2026.