56 total properties
Did you mean the neighborhood Oldsmar?
View 619 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8521146
$400,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

619 TIMBER BAY CIRCLE E

Oldsmar, FL

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
$390,000
4

Beds

2.0

Baths

1,748

Sq.Ft.

415 COUNTRY CLUB DRIVE

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1924 MONTEGO COURT Oldsmar, FL MLS# TB8517782
  • Recently Listed with Virtual Tour
1 of 29
$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 2005 HUDSON CT Oldsmar, FL MLS# W7886259
  • Virtual Tour
1 of 44
$310,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

2005 HUDSON CT

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 627 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8513485
$329,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

627 TIMBER BAY CIRCLE W

Oldsmar, FL

View 606 CABERNET WAY Oldsmar, FL MLS# TB8512784
  • Virtual Tour
1 of 53
$339,900
3

Beds

2.1

Baths

1,525

Sq.Ft.

606 CABERNET WAY

Oldsmar, FL

Courtesy of THE SOMERDAY GROUP PL
View 2013 SUNSET WIND LOOP Oldsmar, FL MLS# TB8507673
$400,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2013 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 611 TANGERINE DRIVE Oldsmar, FL MLS# TB8513141
  • Virtual Tour
1 of 37
$345,000
3

Beds

2.0

Baths

1,382

Sq.Ft.

611 TANGERINE DRIVE

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 1912 CUTTY BAY COURT Oldsmar, FL MLS# TB8509310
$325,000
3

Beds

2.0

Baths

1,080

Sq.Ft.

1912 CUTTY BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8508856
$325,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

316 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of TMWRK BROKERAGE LLC
View 1707 E Ironwood Ct Court E Oldsmar, FL MLS# B26029010
$349,900
2

Beds

2.0

Baths

1,264

Sq.Ft.

1707 E Ironwood Ct Court E

Oldsmar, FL

View 1623 GRAY BARK DRIVE Oldsmar, FL MLS# TB8512588
$419,900
3

Beds

2.0

Baths

1,419

Sq.Ft.

1623 GRAY BARK DRIVE

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
View 510 CABERNET WAY Oldsmar, FL MLS# TB8506118
  • Virtual Tour
1 of 40
$349,900
3

Beds

2.1

Baths

1,525

Sq.Ft.

510 CABERNET WAY

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 551 SALMON COURT Oldsmar, FL MLS# TB8502478
  • Adult Community with Virtual Tour
1 of 54
$349,900
2

Beds

2.0

Baths

1,344

Sq.Ft.

551 SALMON COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 602 BAY LAKE TRAIL Oldsmar, FL MLS# TB8503595
$350,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

602 BAY LAKE TRAIL

Oldsmar, FL

Courtesy of BRAINARD REALTY
View 193 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8503933
  • Adult Community with Virtual Tour
1 of 41
$350,000
3

Beds

3.0

Baths

1,485

Sq.Ft.

193 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of CONCI, REALTORS

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

252

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 - 200K59
$200K - 300K41
$300K - 400K52
$400K - 500K23
$500K - 600K19
$600K - 700K18
$700K - 800K5
$800K - 900K8
$900K - 1M1
$1M - Max25

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family133
Townhouse30
Condo51
Commercial5
Rental44
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/23/2026)

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 6/23/2026.