25 total properties
Did you mean the neighborhood Oldsmar?
View 405 HOLLY HILL ROAD Oldsmar, FL MLS# TB8503763
  • Recently Listed with 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
View 2272 WARWICK DRIVE Oldsmar, FL MLS# TB8502055
  • Recently Listed with Virtual Tour
1 of 46
$725,000
4

Beds

3.0

Baths

2,512

Sq.Ft.

2272 WARWICK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 219 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8498550
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Sunday 5/3 11:00 AM - 1:00 PM
$560,000
4

Beds

3.0

Baths

1,873

Sq.Ft.

219 BAY ARBOR BOULEVARD

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
The time to sell is now! THE TIME TO SELL IS NOW!
View 138 BRENT CIRCLE Oldsmar, FL MLS# TB8496402
  • Recently Listed with Virtual Tour
1 of 100
$725,000
4

Beds

3.0

Baths

2,258

Sq.Ft.

138 BRENT CIRCLE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 509 CYPRESS VIEW DRIVE Oldsmar, FL MLS# TB8496854
  • Recently Listed with Virtual Tour
1 of 52
OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
$634,000
4

Beds

2.0

Baths

2,084

Sq.Ft.

509 CYPRESS VIEW DRIVE

Oldsmar, FL

Courtesy of FLORIDA HOME REALTY GROUP, LLC
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 4922 EDGEWATER LANE Oldsmar, FL MLS# W7883975
  • Virtual Tour
1 of 41
$599,000
3

Beds

2.1

Baths

2,390

Sq.Ft.

4922 EDGEWATER LANE

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 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 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# TB8490510
$750,000
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 1418 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8485836
$664,900
4

Beds

2.1

Baths

2,292

Sq.Ft.

1418 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of TOM TUCKER REALTY
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
  • Virtual Tour
1 of 64
OPEN HOUSE: Sunday 5/3 2:00 PM - 4:00 PM
$599,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 204 BENGAL CIRCLE Oldsmar, FL MLS# O6388593
  • Virtual Tour
1 of 34
$735,000
3

Beds

2.0

Baths

2,429

Sq.Ft.

204 BENGAL CIRCLE

Oldsmar, FL

Courtesy of GILLEN & ASSOCIATES
View 1732 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8482923
$585,000
3

Beds

2.1

Baths

2,163

Sq.Ft.

1732 SPLIT FORK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER 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 380 ROSALIND LANE Oldsmar, FL MLS# TB8474772
  • Virtual Tour
1 of 100
$644,999
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
$664,900
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 395 WINGATE CIRCLE Oldsmar, FL MLS# TB8450027
  • Virtual Tour
1 of 77
$575,000
5

Beds

2.1

Baths

2,827

Sq.Ft.

395 WINGATE CIRCLE

Oldsmar, FL

Courtesy of STOFEL & ASSOCIATES 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 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

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

240

Estimated median home price

$361,800
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 - 200K47
$200K - 300K41
$300K - 400K58
$400K - 500K27
$500K - 600K15
$600K - 700K12
$700K - 800K8
$800K - 900K10
$900K - 1M2
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family129
Townhouse32
Condo44
Commercial4
Rental47
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home19
Farms0

(Data as of 5/3/2026)

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 5/3/2026.