157 total properties
Did you mean the neighborhood Oldsmar?
View 60 ST ANDREWS PLACE 60 Oldsmar, FL MLS# TB8526165
  • Recently Listed with Virtual Tour
1 of 39
$309,900
2

Beds

2.0

Baths

1,626

Sq.Ft.

60 ST ANDREWS PLACE 60

Oldsmar, FL

Courtesy of PROFESSIONAL REAL ESTATE MGMT
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

The time to sell is now! THE TIME TO SELL IS NOW!
View 480 TROUT LANE Oldsmar, FL MLS# TB8524174
  • Adult Community with Virtual Tour
1 of 62
OPEN HOUSE: Sunday 7/26 1:00 PM - 3:00 PM
$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 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 1811 FOREST DRIVE Oldsmar, FL MLS# TB8520312
  • Virtual Tour
1 of 37
$429,000
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

View 123 LOBLOLLY COURT B Oldsmar, FL MLS# TB8521004
$124,900
2

Beds

2.0

Baths

915

Sq.Ft.

123 LOBLOLLY COURT B

Oldsmar, FL

View 110 CYPRESS CT 3-82 Oldsmar, FL MLS# TB8519637
  • Virtual Tour
1 of 37
$190,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

110 CYPRESS CT 3-82

Oldsmar, FL

View 140 HUNTER LAKE DRIVE F Oldsmar, FL MLS# TB8520778
$129,000
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE F

Oldsmar, FL

View 68 PELICAN DRIVE S Oldsmar, FL MLS# TB8516585
  • Adult Community with Virtual Tour
1 of 22
$129,900
2

Beds

2.0

Baths

1,092

Sq.Ft.

68 PELICAN DRIVE S

Oldsmar, FL

Courtesy of SPENCERS PLUS REALTY LLC
View 2013 DOVER COURT Oldsmar, FL MLS# TB8519255
  • Virtual Tour
1 of 25
$291,000
2

Beds

2.0

Baths

1,251

Sq.Ft.

2013 DOVER COURT

Oldsmar, FL

View 415 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8517638
$350,000
4

Beds

2.0

Baths

1,748

Sq.Ft.

415 COUNTRY CLUB DRIVE

Oldsmar, FL

View 108 WOODLANDS COURT 108 Oldsmar, FL MLS# TB8514193
$175,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

108 WOODLANDS COURT 108

Oldsmar, FL

View 1924 MONTEGO COURT Oldsmar, FL MLS# TB8517782
  • Virtual Tour
1 of 29
$359,900
3

Beds

2.0

Baths

1,269

Sq.Ft.

1924 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 442 EVERGREEN DRIVE Oldsmar, FL MLS# TB8517079
  • Virtual Tour
1 of 44
$352,500
3

Beds

2.0

Baths

1,190

Sq.Ft.

442 EVERGREEN DRIVE

Oldsmar, FL

View 1260 CLAYS TRAIL Oldsmar, FL MLS# TB8514482
  • Virtual Tour
1 of 72
$265,000
2

Beds

2.0

Baths

1,450

Sq.Ft.

1260 CLAYS TRAIL

Oldsmar, FL

View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
$399,900
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 423 AURORA WAY Oldsmar, FL MLS# TB8516678
  • Virtual Tour
1 of 36
$320,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

423 AURORA WAY

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

222

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 - 400K42
$400K - 500K23
$500K - 600K17
$600K - 700K16
$700K - 800K6
$800K - 900K5
$900K - 1M3
$1M - Max19

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family120
Townhouse22
Condo49
Commercial4
Rental56
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home19
Farms0

(Data as of 7/24/2026)

Information deemed reliable but not guaranteed.

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 7/25/2026.