204 total properties
Did you mean the neighborhood Oldsmar?
View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
  • Adult Community with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 3/21 12:00 PM - 2:00 PM
$210,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

83 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 2313 SUNSET WIND LOOP Oldsmar, FL MLS# TB8461950
  • Virtual Tour
1 of 45
OPEN HOUSE: Saturday 3/21 1:30 PM - 3:30 PM
$440,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

2313 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1717 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8459951
$540,000
4

Beds

3.0

Baths

2,856

Sq.Ft.

1717 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of KELLER WILLIAMS SOUTH TAMPA
The time to sell is now! THE TIME TO SELL IS NOW!
View 218 CARYL WAY 218 Oldsmar, FL MLS# TB8459093
  • Virtual Tour
1 of 25
$190,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

218 CARYL WAY 218

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 107 MARY DRIVE 107 Oldsmar, FL MLS# TB8462887
  • Virtual Tour
1 of 86
$189,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

107 MARY DRIVE 107

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
$260,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

405 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 475 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676723
$265,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

475 WOODS LANDING TRAIL

Oldsmar, FL

Courtesy of THE KEYES COMPANY - SARASOTA
View 112 BRENT CIRCLE Oldsmar, FL MLS# TB8461018
  • Virtual Tour
1 of 48
$509,900
3

Beds

3.0

Baths

1,834

Sq.Ft.

112 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2015 SHEFFIELD COURT Oldsmar, FL MLS# TB8461077
$197,500
2

Beds

2.0

Baths

1,296

Sq.Ft.

2015 SHEFFIELD COURT

Oldsmar, FL

Courtesy of JAY ALAN REAL ESTATE
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
$674,900
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 118 LAKEVIEW WAY 118 Oldsmar, FL MLS# A4677135
  • Virtual Tour
1 of 47
$170,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

118 LAKEVIEW WAY 118

Oldsmar, FL

Courtesy of HUNT BROTHERS REALTY, INC.
View 531 CANAL WAY Oldsmar, FL MLS# TB8456770
  • Adult Community with Virtual Tour
1 of 35
$374,900
2

Beds

2.0

Baths

1,226

Sq.Ft.

531 CANAL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 219 CYPRESS COURT 219 Oldsmar, FL MLS# TB8460111
$185,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 CYPRESS COURT 219

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
View 4738 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8460875
  • Recently Listed with Virtual Tour
1 of 40
$549,000
2

Beds

2.0

Baths

1,938

Sq.Ft.

4738 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 318 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8459839
$419,000
4

Beds

2.0

Baths

1,480

Sq.Ft.

318 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of SELLING USA, LLC
View 705 SHORE DRIVE E Oldsmar, FL MLS# TB8458306
$178,990
4

Beds

2.1

Baths

2,155

Sq.Ft.

705 SHORE DRIVE E

Oldsmar, FL

Courtesy of GREAT AMERICAN REALTY
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 51
$359,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 152 BRENT CIRCLE Oldsmar, FL MLS# TB8455131
  • Virtual Tour
1 of 91
$550,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

152 BRENT CIRCLE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 29
$475,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
View 108 LAKEVIEW PLACE 108 Oldsmar, FL MLS# TB8454159
$179,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

108 LAKEVIEW PLACE 108

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

229

Estimated median home price

$380,000
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 - 200K37
$200K - 300K48
$300K - 400K41
$400K - 500K26
$500K - 600K19
$600K - 700K17
$700K - 800K7
$800K - 900K10
$900K - 1M1
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family123
Townhouse34
Condo39
Commercial4
Rental29
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home20
Farms0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

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.

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 3/19/2026.