Welcome 55 Chianti Cres, a beautifully maintained executive family home in the heart of sought after Winona. Lovingly cared for by its original owners and thoughtfully updated throughout the years, the home offers an exceptional combination of space, comfort and functionality designed for modern family living. The main level is anchored by a dramatic vaulted great room, creating a bright and inviting gathering space at the heart of the home. Generous principal rooms provide plenty of space for both everyday living and entertaining, while four bedrooms and four bathrooms offer room for the entire family. The finished lower level adds another layer of versatility, complete with a full kitchen and bath, ideal for extended family, multi-generational living or guests. Outside, the property truly comes to life. Stunning professional landscaping surrounds the home, while the backyard has been transformed into a private summer retreat complete with an inground pool, pool shed and plenty of space to relax and entertain. Set in an established, family friendly neighbourhood, the location offers the best of Winona living - steps from the Winona Peach Festival and close to schools, parks, everyday amenities, nature and convenient highway access. A special opportunity to own a home that has been genuinely loved, carefully maintained and updated over the years, with the space and flexibility to serve a family for years to come.
Under Contract:
Hot Water Tank-Gas
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
16-30
Total Approx Floor Area:
2500-3000
Lot Size:
<.50
Lot Depth:
126'5"38.5 m
Lot Frontage:
49'2½"15 m
Direction Faces:
South
Bedrooms:
4
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
12
Rooms Below Grade:
4
Zoning:
R2
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Poured Concrete
Roof:
Asphalt Shingle
Basement:
Finished, Separate Entrance
Fireplace Features:
Natural Gas
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Other Structures:
Garden Shed
Parking Features:
Private Double
Parking Spaces:
4
Total Parking Spaces:
6.0
Family Room:
Yes
Possession Details:
Flexible
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$7,484.2 /
2026
Assessment:
$- /
-
Hamilton
Hamilton
Winona
Greenbelt/Conservation, Lake/Pond, Library, School
Carpet Free, Central Vacuum
Landscaped, Lawn Sprinkler System
Hot Water Tank
Fridge, dishwasher, B/I microwave, B/I oven, B/I coffee machine, range, washer, dryer, central vacuum, GDO, window coverings, pool cover & equipment, family room entertainment unit, all existing light fixtures
Data was last updated September 20, 2026 at 10:15 PM (UTC)
Area Statistics
Listings on market:
1,248
Avg list price:
$849,900
Min list price:
$199,900
Max list price:
$14,980,000
Avg days on market:
38
Min days on market:
1
Max days on market:
727
These statistics are generated based on the current listing's property type
and located in
Hamilton. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.