218 total properties
Did you mean the neighborhood Oldsmar?
View 85 KELLEYS TRAIL Oldsmar, FL MLS# TB8527215
  • Recently Listed with Virtual Tour
1 of 84
$1,100,000
5

Beds

3.0

Baths

3,390

Sq.Ft.

85 KELLEYS TRAIL

Oldsmar, FL

View 101 BAYSIDE BOULEVARD Oldsmar, FL MLS# TB8527353
$375,000
3

Beds

2.0

Baths

1,098

Sq.Ft.

101 BAYSIDE BOULEVARD

Oldsmar, FL

View 601 SHORE DRIVE E Oldsmar, FL MLS# TB8529217
  • Recently Listed
1 of 34
$525,000
3

Beds

2.0

Baths

1,856

Sq.Ft.

601 SHORE DRIVE E

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 118 LAKEVIEW WAY 118 Oldsmar, FL MLS# TB8527118
$145,000
2

Beds

2.0

Baths

1,148

Sq.Ft.

118 LAKEVIEW WAY 118

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 126 CYPRESS COURT 26 Oldsmar, FL MLS# TB8524688
  • Recently Listed with Virtual Tour
1 of 23
$189,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

126 CYPRESS COURT 26

Oldsmar, FL

View 1309 SUNSET WIND LOOP Oldsmar, FL MLS# TB8526089
$437,500
3

Beds

2.1

Baths

1,888

Sq.Ft.

1309 SUNSET WIND LOOP

Oldsmar, FL

View 215 CLAYS TRAIL Oldsmar, FL MLS# TB8525574
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 8/2 12:00 PM - 3:00 PM
$289,900
2

Beds

2.0

Baths

1,237

Sq.Ft.

215 CLAYS TRAIL

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 100 LISA LANE Oldsmar, FL MLS# TB8526300
  • Virtual Tour
1 of 67
$299,000
2

Beds

2.0

Baths

1,320

Sq.Ft.

100 LISA LANE

Oldsmar, FL

View 1469 RIVERDALE DRIVE Oldsmar, FL MLS# TB8521939
$599,999
3

Beds

2.0

Baths

1,890

Sq.Ft.

1469 RIVERDALE DRIVE

Oldsmar, FL

View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6422167
$324,900
3

Beds

2.0

Baths

1,323

Sq.Ft.

413 COUNTRY CLUB DRIVE

Oldsmar, FL

View 60 ST ANDREWS PLACE 60 Oldsmar, FL MLS# TB8526165
$299,900
2

Beds

2.0

Baths

1,626

Sq.Ft.

60 ST ANDREWS PLACE 60

Oldsmar, FL

Courtesy of PROFESSIONAL REAL ESTATE MGMT
View 3138 PHOENIX AVENUE Oldsmar, FL MLS# TB8527279
  • Virtual Tour
1 of 54
$1,525,000
5

Beds

3.1

Baths

3,218

Sq.Ft.

3138 PHOENIX AVENUE

Oldsmar, FL

View 205 WOODS LANDING TRAIL Oldsmar, FL MLS# TB8524916
$264,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

205 WOODS LANDING TRAIL

Oldsmar, FL

View 124 WOODLAKE WYNDE 0 Oldsmar, FL MLS# TB8523772
$200,000
2

Beds

2.0

Baths

924

Sq.Ft.

124 WOODLAKE WYNDE 0

Oldsmar, FL

View 480 TROUT LANE Oldsmar, FL MLS# TB8524174
  • Adult Community with Virtual Tour
1 of 62
$229,900
2

Beds

2.0

Baths

1,521

Sq.Ft.

480 TROUT LANE

Oldsmar, FL

View 1713 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8523949
$379,000
4

Beds

2.0

Baths

1,622

Sq.Ft.

1713 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 123 CYPRESS LANE 23 Oldsmar, FL MLS# TB8523064
  • Virtual Tour
1 of 14
$149,900
2

Beds

2.0

Baths

1,053

Sq.Ft.

123 CYPRESS LANE 23

Oldsmar, FL

View 4995 CAMBERLEY LANE Oldsmar, FL MLS# TB8523334
  • Virtual Tour
1 of 57
$979,000
3

Beds

2.1

Baths

3,410

Sq.Ft.

4995 CAMBERLEY LANE

Oldsmar, FL

View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8521459
  • Virtual Tour
1 of 30
$397,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

1206 SAWGRASS COURT

Oldsmar, FL

View 392 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8521472
$558,900
3

Beds

2.0

Baths

1,656

Sq.Ft.

392 TAVERNIER 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

218

Estimated median home price

$351,250
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 - 100K2
$100K - 200K51
$200K - 300K38
$300K - 400K40
$400K - 500K23
$500K - 600K17
$600K - 700K14
$700K - 800K6
$800K - 900K5
$900K - 1M3
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family116
Townhouse23
Condo48
Commercial4
Rental59
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home19
Farms0

(Data as of 7/28/2026)

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 7/28/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, 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 7/28/2026.