243 total properties
Did you mean the neighborhood Oldsmar?
View 1637 GRAY BARK DRIVE Oldsmar, FL MLS# TB8440841
$559,900
4

Beds

3.0

Baths

2,146

Sq.Ft.

1637 GRAY BARK DRIVE

Oldsmar, FL

Courtesy of LISA HALL REALTY, INC
View 219 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8498550
$560,000
4

Beds

3.0

Baths

1,873

Sq.Ft.

219 BAY ARBOR BOULEVARD

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 848 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8509369
  • New Construction with Virtual Tour
1 of 39
$560,000
3

Beds

2.1

Baths

1,756

Sq.Ft.

848 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of RIZZO & ASSOCIATES INC
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 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

Courtesy of STOFEL & ASSOCIATES REALTY
View 4922 EDGEWATER LANE Oldsmar, FL MLS# W7883975
  • Virtual Tour
1 of 41
$575,000
3

Beds

2.1

Baths

2,390

Sq.Ft.

4922 EDGEWATER LANE

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8507682
  • Recently Listed with 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 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$599,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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 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 509 CYPRESS VIEW DRIVE Oldsmar, FL MLS# TB8496854
$624,900
4

Beds

2.0

Baths

2,084

Sq.Ft.

509 CYPRESS VIEW DRIVE

Oldsmar, FL

Courtesy of FLORIDA HOME REALTY GROUP, LLC
View 355 VENTURA DRIVE Oldsmar, FL MLS# TB8510293
  • Recently Listed
1 of 32
$625,000
4

Beds

2.0

Baths

1,938

Sq.Ft.

355 VENTURA DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
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 380 ROSALIND LANE Oldsmar, FL MLS# TB8510265
  • Recently Listed with 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 5163 PINNACLE DRIVE Oldsmar, FL MLS# TB8510486
  • Recently Listed with 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 H
View 4766 STONEVIEW CIRCLE Oldsmar, FL MLS# TB8487161
$645,000
4

Beds

2.0

Baths

2,114

Sq.Ft.

4766 STONEVIEW CIRCLE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 20 FERNBROOK ROAD Oldsmar, FL MLS# TB8492357
  • Virtual Tour
1 of 37
$649,999
4

Beds

2.0

Baths

2,147

Sq.Ft.

20 FERNBROOK ROAD

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
$654,900
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 405 HOLLY HILL ROAD Oldsmar, FL MLS# TB8503763
  • Virtual Tour
1 of 57
$660,000
3

Beds

2.0

Baths

2,311

Sq.Ft.

405 HOLLY HILL ROAD

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H

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

244

Estimated median home price

$354,500
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 - 200K50
$200K - 300K46
$300K - 400K51
$400K - 500K27
$500K - 600K16
$600K - 700K14
$700K - 800K6
$800K - 900K9
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family127
Townhouse29
Condo48
Commercial5
Rental48
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home21
Farms0

(Data as of 5/24/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 5/25/2026.

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 5/25/2026.