183 total properties
Did you mean the neighborhood Oldsmar?
View 819 JACARANDA DRIVE Oldsmar, FL MLS# TB8539896
  • Recently Listed
1 of 34
$425,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

819 JACARANDA DRIVE

Oldsmar, FL

Courtesy of PREMIER SOTHEBY'S INTL REALTY
View 135 WOODLAKE WYNDE 135 Oldsmar, FL MLS# TB8539499
  • Recently Listed with Virtual Tour
1 of 33
$195,000
2

Beds

2.0

Baths

924

Sq.Ft.

135 WOODLAKE WYNDE 135

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 20 EVELYN COURT Oldsmar, FL MLS# TB8539291
  • Recently Listed with Virtual Tour
1 of 74
$229,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

20 EVELYN COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 200 FAIRFIELD STREET Oldsmar, FL MLS# TB8539338
  • Recently Listed with Virtual Tour
1 of 7
$299,000
2

Beds

1.0

Baths

1,143

Sq.Ft.

200 FAIRFIELD STREET

Oldsmar, FL

Courtesy of SUNSHINE REALTY COMPANY LLC
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
  • Virtual Tour
1 of 26
$549,900
3

Beds

2.0

Baths

1,860

Sq.Ft.

4770 PEBBLE BROOK DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 219 PALMETTO COURT 219 Oldsmar, FL MLS# TB8538433
  • Recently Listed
1 of 13
$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
$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
$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 348 FOUNTAINVIEW CIRCLE Oldsmar, FL MLS# TB8537686
  • Virtual Tour
1 of 19
$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
  • Virtual Tour
1 of 25
$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

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

204

Estimated median home price

$337,450
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

Price Count
$0 - 100K 1
$100K - 200K 49
$200K - 300K 41
$300K - 400K 39
$400K - 500K 23
$500K - 600K 17
$600K - 700K 9
$700K - 800K 4
$800K - 900K 4
$900K - 1M 1
$1M - Max 16

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 107
Townhouse 21
Condo 46
Commercial 3
Rental 52
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 19
Farms 0

(Data as of 8/19/2026)

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 8/19/2026.

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 8/19/2026.