199 total properties
Did you mean the neighborhood Oldsmar?
View 415 MAPLEWOOD CIRCLE Oldsmar, FL MLS# TB8539039
  • Recently Listed with Virtual Tour
1 of 44
$349,900
3

Beds

1.0

Baths

1,583

Sq.Ft.

415 MAPLEWOOD CIRCLE

Oldsmar, FL

View 123 LOBLOLLY COURT A Oldsmar, FL MLS# TB8536224
  • Recently Listed with Virtual Tour
1 of 46
$129,900
2

Beds

2.0

Baths

915

Sq.Ft.

123 LOBLOLLY COURT A

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 4770 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8535905
  • Recently Listed with Virtual Tour
1 of 26
OPEN HOUSE: Sunday 8/16 1:00 PM - 3:00 PM
$549,900
3

Beds

2.0

Baths

1,860

Sq.Ft.

4770 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1723 CAPTIVA DRIVE Oldsmar, FL MLS# TB8538123
  • Virtual Tour
1 of 84
$830,700
4

Beds

3.0

Baths

2,736

Sq.Ft.

1723 CAPTIVA DRIVE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 219 PALMETTO COURT 219 Oldsmar, FL MLS# TB8538433
  • Recently Listed
1 of 7
$170,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

219 PALMETTO COURT 219

Oldsmar, FL

View 214 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8538126
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 8/15 12:00 PM - 2:00 PM
$259,000
2

Beds

2.0

Baths

1,324

Sq.Ft.

214 DOLPHIN DRIVE N

Oldsmar, FL

View 116 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8537217
  • Recently Listed
1 of 37
OPEN HOUSE: Saturday 8/15 10:00 AM - 12:00 PM
$240,000
2

Beds

2.0

Baths

1,090

Sq.Ft.

116 DOLPHIN DRIVE S

Oldsmar, FL

View 508 WASHINGTON AVENUE Oldsmar, FL MLS# TB8537441
  • Recently Listed with Virtual Tour
1 of 50
$489,000
4

Beds

2.0

Baths

1,507

Sq.Ft.

508 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 205 CHESTNUT STREET Oldsmar, FL MLS# TB8537182
  • Recently Listed with Virtual Tour
1 of 8
$1,499,000
Studio

Beds

0.0

Baths

205 CHESTNUT STREET

Oldsmar, FL

Courtesy of SUNSHINE REALTY COMPANY LLC
View 4987 CROSS POINTE DRIVE Oldsmar, FL MLS# TB8536934
$849,900
4

Beds

3.0

Baths

2,631

Sq.Ft.

4987 CROSS POINTE DRIVE

Oldsmar, FL

View 348 FOUNTAINVIEW CIRCLE Oldsmar, FL MLS# TB8537686
$425,000
4

Beds

2.0

Baths

1,854

Sq.Ft.

348 FOUNTAINVIEW CIRCLE

Oldsmar, FL

View 650 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8536069
  • Recently Listed with Virtual Tour
1 of 43
$325,000
3

Beds

1.0

Baths

924

Sq.Ft.

650 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1916 HUDSON COURT Oldsmar, FL MLS# TB8528046
  • Recently Listed with Virtual Tour
1 of 26
$350,000
3

Beds

2.0

Baths

1,333

Sq.Ft.

1916 HUDSON COURT

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8535936
  • Recently Listed with Virtual Tour
1 of 60
$300,000
2

Beds

2.0

Baths

1,255

Sq.Ft.

163 DOLPHIN DRIVE E

Oldsmar, FL

View 205 MARTHA LANE 205 Oldsmar, FL MLS# TB8536581
  • Recently Listed
1 of 40
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

205 MARTHA LANE 205

Oldsmar, FL

View 333 TAVERNIER DRIVE Oldsmar, FL MLS# TB8536647
  • Recently Listed with Virtual Tour
1 of 25
OPEN HOUSE: Sunday 8/16 12:00 PM - 2:00 PM
$495,000
3

Beds

2.0

Baths

1,682

Sq.Ft.

333 TAVERNIER DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 2060 SHEFFIELD COURT Oldsmar, FL MLS# TB8535233
  • Recently Listed
1 of 47
$245,000
2

Beds

2.0

Baths

1,296

Sq.Ft.

2060 SHEFFIELD COURT

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 707 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8536127
  • Virtual Tour
1 of 34
$325,000
2

Beds

2.0

Baths

1,064

Sq.Ft.

707 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 121 LINDSAY LANE 31 Oldsmar, FL MLS# W7888205
  • Recently Listed with Virtual Tour
1 of 81
$250,000
2

Beds

2.0

Baths

1,334

Sq.Ft.

121 LINDSAY LANE 31

Oldsmar, FL

View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8535099
  • Recently Listed with Virtual Tour
1 of 53
$365,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

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

199

Estimated median home price

$339,900
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 - 200K48
$200K - 300K39
$300K - 400K38
$400K - 500K22
$500K - 600K17
$600K - 700K9
$700K - 800K4
$800K - 900K3
$900K - 1M2
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family104
Townhouse20
Condo46
Commercial3
Rental53
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home18
Farms0

(Data as of 8/15/2026)

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 8/15/2026.

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

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 8/15/2026.