182 total properties
Did you mean the neighborhood Oldsmar?
View 4795 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8557679
  • Recently Listed
1 of 32
OPEN HOUSE: Sunday 10/18 10:00 AM - 2:00 PM
$485,000
2

Beds

2.0

Baths

1,601

Sq.Ft.

4795 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 1726 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8559073
$599,000
4

Beds

2.1

Baths

2,230

Sq.Ft.

1726 SPLIT FORK DRIVE

Oldsmar, FL

Courtesy of CENTURY 21 CIRCLE
View 1290 CLAYS TRAIL 1403 Oldsmar, FL MLS# TB8552126
  • Recently Listed with Virtual Tour
1 of 61
OPEN HOUSE: Sunday 10/18 12:00 PM - 2:00 PM
$469,000
3

Beds

2.1

Baths

2,700

Sq.Ft.

1290 CLAYS TRAIL 1403

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1801 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8558659
  • Recently Listed with Virtual Tour
1 of 28
$451,000
3

Beds

2.1

Baths

1,920

Sq.Ft.

1801 MAPLELEAF BOULEVARD

Oldsmar, FL

Courtesy of RESULTS REAL ESTATE INC
View 546 TROUT LANE Oldsmar, FL MLS# TB8558799
  • Recently Listed with Virtual Tour
1 of 34
$449,000
2

Beds

2.0

Baths

1,688

Sq.Ft.

546 TROUT LANE

Oldsmar, FL

Courtesy of HUTCHESON REAL ESTATE
View 404 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8558412
$485,000
3

Beds

2.0

Baths

1,550

Sq.Ft.

404 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of HECKLER REALTY GROUP LLC
View 335 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8557133
  • Recently Listed with Virtual Tour
1 of 52
$399,500
4

Beds

2.0

Baths

1,224

Sq.Ft.

335 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 131 CYPRESS LANE 131 Oldsmar, FL MLS# TB8557702
$104,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

131 CYPRESS LANE 131

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 112 CYPRESS COURT 112 Oldsmar, FL MLS# TB8557703
  • Recently Listed
1 of 13
$149,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

112 CYPRESS COURT 112

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 145 POOLE PLACE Oldsmar, FL MLS# TB8557674
  • Recently Listed with Virtual Tour
1 of 34
$235,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

145 POOLE PLACE

Oldsmar, FL

Courtesy of SOUTH CEDAR REAL ESTATE, INC
View 392 COBIA WAY Oldsmar, FL MLS# TB8557814
  • Recently Listed with Virtual Tour
1 of 32
$178,000
2

Beds

2.0

Baths

1,344

Sq.Ft.

392 COBIA WAY

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 4798 AUGUSTA AVENUE Oldsmar, FL MLS# TB8555008
  • Recently Listed
1 of 55
OPEN HOUSE: Sunday 10/18 10:30 AM - 1:00 PM
$575,000
4

Beds

3.0

Baths

2,137

Sq.Ft.

4798 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of AGILE GROUP REALTY
View 366 RAINFOREST COURT Oldsmar, FL MLS# TB8555675
$524,900
4

Beds

2.0

Baths

1,979

Sq.Ft.

366 RAINFOREST COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 127 NANCY DRIVE 127 Oldsmar, FL MLS# TB8552761
  • Recently Listed with Virtual Tour
1 of 53
$205,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

127 NANCY DRIVE 127

Oldsmar, FL

Courtesy of REAL ESTATE FIRM OF FLORIDA, LLC
View 583 LONGWOOD COURT Oldsmar, FL MLS# W7890073
  • Recently Listed with Virtual Tour
1 of 64
OPEN HOUSE: Sunday 10/18 1:00 PM - 3:00 PM
$509,999
3

Beds

2.0

Baths

1,347

Sq.Ft.

583 LONGWOOD COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 151 LAKEVIEW WAY 151 Oldsmar, FL MLS# TB8553074
  • Recently Listed with Virtual Tour
1 of 45
$189,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

151 LAKEVIEW WAY 151

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8554398
  • Recently Listed with Virtual Tour
1 of 34
$149,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 210 WOODLAKE WYNDE Oldsmar, FL MLS# TB8554024
  • Recently Listed with Virtual Tour
1 of 28
$177,000
2

Beds

2.0

Baths

888

Sq.Ft.

210 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 1704 HIBISCUS CIRCLE S Oldsmar, FL MLS# TB8555053
  • Recently Listed with Virtual Tour
1 of 49
$425,000
3

Beds

2.0

Baths

1,533

Sq.Ft.

1704 HIBISCUS CIRCLE S

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 2031 DOVER COURT Oldsmar, FL MLS# TB8553080
  • Recently Listed with Virtual Tour
1 of 19
OPEN HOUSE: Sunday 10/18 1:00 PM - 4:00 PM
$220,000
2

Beds

2.0

Baths

1,215

Sq.Ft.

2031 DOVER COURT

Oldsmar, FL

Courtesy of LOKATION

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

211

Estimated median home price

$335,000
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 - 200K55
$200K - 300K36
$300K - 400K40
$400K - 500K32
$500K - 600K18
$600K - 700K8
$700K - 800K5
$800K - 900K2
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family108
Townhouse20
Condo49
Commercial2
Rental45
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home20
Farms0

(Data as of 10/18/2026)

Information deemed reliable but not guaranteed.

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

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 10/18/2026.