173 total properties
Did you mean the neighborhood Oldsmar?
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

The time to sell is now! THE TIME TO SELL IS NOW!
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 2060 SHEFFIELD COURT Oldsmar, FL MLS# TB8535233
  • Recently Listed
1 of 47
OPEN HOUSE: Sunday 8/9 12:00 PM - 3:00 PM
$245,000
2

Beds

2.0

Baths

1,296

Sq.Ft.

2060 SHEFFIELD COURT

Oldsmar, FL

View 707 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8536127
  • Virtual Tour
1 of 34
OPEN HOUSE: Saturday 8/8 12:00 PM - 2:00 PM
$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
$370,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

View 129 NANCY DRIVE Oldsmar, FL MLS# TB8533834
  • Recently Listed with Virtual Tour
1 of 68
$149,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

129 NANCY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 366 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8534362
  • Recently Listed with Virtual Tour
1 of 23
$229,500
2

Beds

2.1

Baths

1,110

Sq.Ft.

366 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

View 204 SHORE DRIVE W Oldsmar, FL MLS# TB8534439
  • Recently Listed with Virtual Tour
1 of 18
$219,900
3

Beds

2.0

Baths

1,374

Sq.Ft.

204 SHORE DRIVE W

Oldsmar, FL

Courtesy of DALTON WADE INC
View 613 CHESTNUT STREET Oldsmar, FL MLS# TB8534625
  • Recently Listed with Virtual Tour
1 of 9
$219,900
5

Beds

4.0

Baths

2,572

Sq.Ft.

613 CHESTNUT STREET

Oldsmar, FL

Courtesy of DALTON WADE INC
View 704 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8534748
  • Recently Listed with Virtual Tour
1 of 24
$189,900
2

Beds

2.0

Baths

1,064

Sq.Ft.

704 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of DALTON WADE INC
View 1504 MERLOT COURT Oldsmar, FL MLS# TB8532311
  • Virtual Tour
1 of 55
$355,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

1504 MERLOT COURT

Oldsmar, FL

View 158 BRENT CIRCLE Oldsmar, FL MLS# OM728969
  • Recently Listed with Virtual Tour
1 of 67
$530,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

158 BRENT CIRCLE

Oldsmar, FL

View 331 SHORE DRIVE E Oldsmar, FL MLS# TB8531357
  • Recently Listed with Virtual Tour
1 of 6
$450,000
3

Beds

2.0

Baths

2,064

Sq.Ft.

331 SHORE DRIVE E

Oldsmar, FL

View 407 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8530978
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 8/8 11:00 AM - 1:00 PM
$247,000
2

Beds

2.0

Baths

1,320

Sq.Ft.

407 DOLPHIN DRIVE S

Oldsmar, FL

View 222 CARYL WAY Oldsmar, FL MLS# TB8530417
  • Recently Listed with Virtual Tour
1 of 63
$216,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

222 CARYL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 80 SUMMERWINDS LANE Oldsmar, FL MLS# TB8529421
  • Virtual Tour
1 of 57
$425,000
3

Beds

2.0

Baths

1,560

Sq.Ft.

80 SUMMERWINDS LANE

Oldsmar, FL

View Address not provided Oldsmar, FL MLS# TB8530374
  • Recently Listed with Virtual Tour
1 of 39
$399,000
3

Beds

2.0

Baths

1,835

Sq.Ft.

Address not provided

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC

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

202

Estimated median home price

$345,000
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 - 200K48
$200K - 300K38
$300K - 400K41
$400K - 500K21
$500K - 600K16
$600K - 700K11
$700K - 800K5
$800K - 900K2
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse22
Condo44
Commercial3
Rental59
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home19
Farms0

(Data as of 8/7/2026)

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 8/7/2026.

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 8/7/2026.