182 total properties
Did you mean the neighborhood Oldsmar?
View 1811 FOREST DRIVE Oldsmar, FL MLS# TB8520312
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 6/20 2:00 PM - 4:00 PM
$439,000
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

View 619 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8521146
  • Recently Listed
1 of 70
OPEN HOUSE: Saturday 6/20 11:00 AM - 2:00 PM
$400,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

619 TIMBER BAY CIRCLE E

Oldsmar, FL

View 123 LOBLOLLY COURT B Oldsmar, FL MLS# TB8521004
  • Recently Listed with Virtual Tour
1 of 43
$129,900
2

Beds

2.0

Baths

915

Sq.Ft.

123 LOBLOLLY COURT B

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 110 CYPRESS CT 3-82 Oldsmar, FL MLS# TB8519637
  • Recently Listed with 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
  • Recently Listed with Virtual Tour
1 of 38
$129,000
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE F

Oldsmar, FL

View 410 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8515822
  • Recently Listed
1 of 29
$175,000
2

Beds

2.0

Baths

1,266

Sq.Ft.

410 DOLPHIN DRIVE S

Oldsmar, FL

View 68 PELICAN DRIVE S Oldsmar, FL MLS# TB8516585
  • Recently Listed with Virtual Tour
1 of 22
$145,000
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
  • Recently Listed with Virtual Tour
1 of 25
$291,000
2

Beds

2.0

Baths

1,251

Sq.Ft.

2013 DOVER COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 629 BAY LAKE TRAIL Oldsmar, FL MLS# TB8517300
  • Virtual Tour
1 of 40
$350,000
3

Beds

2.0

Baths

1,338

Sq.Ft.

629 BAY LAKE TRAIL

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 415 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8517638
  • Recently Listed with Virtual Tour
1 of 22
OPEN HOUSE: Sunday 6/21 9:00 AM - 11:00 AM
$390,000
4

Beds

2.0

Baths

1,748

Sq.Ft.

415 COUNTRY CLUB DRIVE

Oldsmar, FL

View 108 WOODLANDS COURT 108 Oldsmar, FL MLS# TB8514193
  • Recently Listed with Virtual Tour
1 of 31
$199,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

108 WOODLANDS COURT 108

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 1924 MONTEGO COURT Oldsmar, FL MLS# TB8517782
  • Recently Listed with Virtual Tour
1 of 29
OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
$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
  • Recently Listed with Virtual Tour
1 of 44
$355,000
3

Beds

2.0

Baths

1,190

Sq.Ft.

442 EVERGREEN DRIVE

Oldsmar, FL

View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
  • Recently Listed with Virtual Tour
1 of 37
$414,900
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

View 124 W CYPRESS COURT Oldsmar, FL MLS# TB8516388
  • Recently Listed with Virtual Tour
1 of 23
$185,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

124 W CYPRESS COURT

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 133 SABAL COURT G Oldsmar, FL MLS# TB8514567
  • Recently Listed with Virtual Tour
1 of 52
$135,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT G

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
View 2024 SHEFFIELD COURT Oldsmar, FL MLS# TB8510499
  • Recently Listed with Virtual Tour
1 of 34
$249,990
2

Beds

2.0

Baths

1,296

Sq.Ft.

2024 SHEFFIELD COURT

Oldsmar, FL

Courtesy of Tampa - Weichert, Realtors - Exclusive Properties
View 2029 SAGINAW COURT Oldsmar, FL MLS# TB8515524
  • Virtual Tour
1 of 17
$264,900
2

Beds

2.0

Baths

1,143

Sq.Ft.

2029 SAGINAW COURT

Oldsmar, FL

Courtesy of FLORIDAS BEST HOMES REALTY LLC
View 124 CYPRESS LANE 124 Oldsmar, FL MLS# TB8514283
$158,500
2

Beds

2.0

Baths

1,054

Sq.Ft.

124 CYPRESS LANE 124

Oldsmar, FL

Courtesy of REAL BROKER, LLC

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

249

Estimated median home price

$350,000
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 - 200K58
$200K - 300K42
$300K - 400K52
$400K - 500K25
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K8
$900K - 1M1
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse30
Condo51
Commercial5
Rental46
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/20/2026)

Information deemed reliable but not guaranteed.

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 6/20/2026.