For Sale: 366 Winston Churchill Boulevard, Mississauga, ON - REW
Boost your listing
Listing featured. Your listing will be featured on REW.
View featured placement
$1,585,000
3 bd 3 ba 1500 - 2000 sf House

366 Winston Churchill BoulevardMississauga, ON, L6J 7X2

Southdown
  • 3 Bed
  • 3 Bath
  • 1500 - 2000 Sqft
  • House

About this home

Welcome to this beautiful ravine home, located in prestigious south east Oakville, just steps from Lakeshore Rd and a short walk to Lake Ontario! Surrounded by mature trees on a large 100 X 177 foot lot, this spacious 3 + 1 Bedroom, 3 bathroom home offers exceptional ravine views via multiple rooms throughout the home. Featuring a separate entrance, and a lower level with with over 7 1/2 foot ceilings that has a walkout to a serene natural backyard! Enjoy outdoor living from the privacy of the upper deck or the lower patio. Situated close to spectacular parks along the waterfront, the Southeast Sports Field, the waterfront trail, and a short scenic drive to downtown Oakville! Appreciate the easy highway access, excellent schools nearby and the short drive to the Clarkson GO!
Listed by: Michael Holder, Broker, RE/MAX REALTY ENTERPRISES INC.

Home facts and features

Price details
List Price
Gross Taxes for 2026
$7,327
Home facts
Bedrooms
3
Full Bathrooms
3
Parking Spaces
6
Parking Details
Private
Property Type
House
Lot Size
100 ft x 177 ft (17700 ft²)
Depth
177.0
Frontage
100.0
Year Built
51 - 99 yrs old
Exterior Finish
Aluminum Siding
Heating Type
Forced Air, Oil
Cooling
Central Air
Basement Details
Finished with Walk-Out
Community
Agent details
Primary Agent
Primary Broker
RE/MAX REALTY ENTERPRISES INC.
Listing details
Days on REW
17 Days
MLS® Number
W13241874
Source
Toronto Real Estate Board
Is this your listing? Help it to stand out.

Mortgage Calculator

Estimated Payments
Purchase Price
Mortgage Total
Down Payment
Amortization
25 Years
Interest Rate
3.99%

Connect with our mortgage partner

REW Money

REW Money

REW Money

Connect with a mortgage expert

The displayed rates are provided as guidance only, are not guaranteed, or are to be considered an approval of credit. Approval will be based solely on your personal situation. You are encouraged to speak with a Mortgage Professional for the most accurate information and to determine your eligibility.

Property Insights

Clanmore Montessori School
  • Private
  • JK - 8
Wildwood Academy
  • Private
  • K - 8
John Knox Christian School
  • Private
  • JK - 8
Clarkson Secondary School
  • Public
  • 9 - 12
Chisholm Academy
  • Private
  • 7 - 12
St Helen School
  • Catholic
  • JK - 8
St Luke Elementary School
  • Catholic
  • JK - 8
St Vincent's Catholic School
  • Catholic
  • JK - 8
Hillside Public School
  • Public
  • JK - 8
Clarkson Public School
  • Public
  • JK - 6
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
Listing data is subject to copyright, disclaimer, and additional requirements from the data provider. See our Terms of Use for terms applicable to this listing. Listing data was last updated on 2026-06-21.