Winona Homes for Sale

Winona Homes for Sale

Welcome to Winona, a delightful neighborhood nestled in the vibrant city of Hamilton, Ontario. Known for its friendly community spirit and picturesque surroundings, Winona is an ideal place for families, young professionals, and retirees alike. With its stunning views of the Niagara Escarpment and proximity to Lake Ontario, residents enjoy a perfect blend of urban convenience and natural beauty.

Winona boasts a rich tapestry of amenities, including local shops, cozy cafes, and essential services, ensuring that everything you need is just a stone's throw away. Outdoor enthusiasts will appreciate the abundance of parks and recreational facilities, such as the expansive Winona Park, where you can enjoy leisurely strolls, picnics, and sports activities. The neighborhood is also well-connected by public transit, making commuting to downtown Hamilton and beyond a breeze.

When it comes to homes for sale, Winona offers a diverse selection that caters to various tastes and budgets. From charming bungalows and modern townhomes to spacious family residences, there’s something for everyone in this inviting community. Many homes feature beautifully landscaped yards, contemporary designs, and energy-efficient features, making them not only comfortable but also practical for today’s lifestyle.

Whether you’re looking to buy your first home or seeking a serene place to retire, Winona presents an exceptional opportunity to embrace a fulfilling lifestyle in one of Ontario’s most cherished neighborhoods. Come explore the warmth and charm of Winona, where your dream home awaits!

Newest Winona Homes for Sale

1181 Highway No. 8 N/A, Hamilton
$624,900
4 Beds ⋅ 2 Baths ⋅ X14111340 MLS
Welcome to this 3+1 bedroom bungalow set on an impressive 75 x 194 ft lot in an excellent location! Offering plenty of space, parking and versatility, this property features a detached 21 x 23 ft garage/workshop with its own electrical panel, a large 12 x 8 ft storage shed, and an additional three-season building. The basement offers a large recreation room along with a rough-in for a kitchen and bathroom, providing excellent potential for additional living space or in-law suite. The expansive driveway provides ample parking for multiple vehicles. Recent updates include a new furnace and owned hot water tank in 2025, along with a new stove, fridge and main bathroom in 2026. Connected to city water and conveniently located close to Costco, shopping, schools and easy QEW access, this property offers a fantastic combination of space, functionality and convenience. An excellent opportunity for families, hobbyists or anyone looking for additional storage and workshop space in a desirable location!

1181 Highway No. 8 N/A, Hamilton
222 Bel Air Avenue, Hamilton
$630,000
3 Beds ⋅ 2 Baths ⋅ X13867582 MLS
Solid brick bungalow on a spacious 60' x 142' lot in Stoney Creek's established Winona neighborhood. This 3-bedroom, 1-bathroom home offers well-laid-out main floor living, anchored by a brand new kitchen and appliances - white cabinetry, stainless steel finishes, and wood-look flooring that flows into bright living and dining spaces. The main level also features built-in cabinetry, a renovated 3-piece bath, and in-law suite potential. Downstairs, the full basement is partially finished with a generous recreation room plus a separate laundry and utility area - ready for your vision. Outside, a private driveway parks 3 vehicles, and the fully fenced, mature-treed backyard includes a concrete patio pad and two storage sheds for extra space. Forced-air heat and central air keep it comfortable year-round. Set in a quiet, established pocket close to schools, parks, shopping, and highway access, this is a solid opportunity for first-time buyers, downsizers, or investors. Don't miss it!

222 Bel Air Avenue, Hamilton
6 Fourseasons Drive, Hamilton
$1,450,000
4 Beds ⋅ 3 Baths ⋅ X13832394 MLS
Welcome to this impressive custom-built 4-bedroom home, tucked away on a quiet, family-friendly street in the heart of Winona - a wonderful place to raise a family and enjoy a peaceful neighbourhood lifestyle. Offering an exceptional combination of space, elegance and convenience, this beautiful home is designed for comfortable everyday living and memorable family gatherings. Striking exterior pillars and impressive curb appeal welcome you home, along with a 2-car garage and parking for up to 6 vehicles. Step inside to an elegant circular staircase, beautiful custom wood-engraved doors and soaring 18-ft ceilings in the foyer and family room, creating a bright, open and dramatic first impression. Generously sized principal rooms, 9-ft ceilings and a convenient 3-piece bathroom on the main floor make the layout especially well suited for growing or multi-generational families. The spacious basement adds incredible future potential with 8-ft ceilings, a separate entrance, rough-ins for a kitchen and bathroom, space for an additional bedroom, abundant storage and 2 cold rooms - ideal for creating an in-law suite, private space for extended family or potential future income. Outside your door, enjoy the comfort of a peaceful residential street surrounded by beautiful natural scenery, while still being close to everything your family needs. Roof replaced 2018, air condition July 2026. Winona Park, schools, Costco, LCBO, restaurants, shopping and everyday essentials at Winona Crossing are all nearby. Quick access to the QEW makes commuting to Burlington, Toronto and Niagara easy. A rare opportunity to enjoy a spacious custom home in a quiet neighbourhood where your family can settle in, grow and truly feel at home.

6 Fourseasons Drive, Hamilton
55 Chianti Crescent, Hamilton
$1,530,000
4 Beds ⋅ 4 Baths ⋅ X13786778 MLS
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.

55 Chianti Crescent, Hamilton
220 Winona Road, Hamilton
$699,900
3 Beds ⋅ 2 Baths ⋅ X13603462 MLS
Nestled in one of Winona's most sought-after neighbourhoods, this beautifully renovated all-brick bungalow sits on an exceptional 98' x 80' corner lot, surrounded by mature trees and lush greenery that create a private, tranquil setting. Offering the perfect balance of country-like living with urban convenience, you'll enjoy being just steps from the Niagara Escarpment and its scenic trails, while remaining only minutes from schools, parks, the QEW, Costco, grocery stores, restaurants, and shopping amenities. Completely renovated with quality craftsmanship and designer finishes, this turnkey home is ready to move in and enjoy. The bright, open-concept main level features three spacious bedrooms, an updated 4-piece bathroom, luxury vinyl flooring throughout, a stunning new kitchen with quartz countertops, modern cabinetry, and a refinished staircase that adds warmth and character. Elegant Venetian plaster in the hallway and bathroom creates a timeless rustic Italian-inspired aesthetic. Updated with a new furnace and central air conditioning, this home offers both style and peace of mind. The finished basement features a separate entrance, making it ideal for extended family, guests, a recreation area, or future in-law potential. It includes a 3-piece bathroom, spacious open space, dedicated laundry room, and plenty of storage. Step outside to a newly refinished rear deck overlooking the expansive backyard, perfect for entertaining or relaxing. A storage shed provides additional space, while the extra-long double-wide driveway offers ample parking. Whether you're a first-time buyer, down-sizer, or simply searching for a beautifully finished home in an unbeatable location, this exceptional Winona bungalow offers the perfect blend of modern comfort, convenience, and a serene natural setting.

220 Winona Road, Hamilton
1214 #8 Highway N/A, Hamilton
$1,399,000
2 Beds ⋅ 3 Baths ⋅ X13495086 MLS
Welcome to 1214 #8 Highway, a stunning bungalow in a serene neighborhood. This home offers 2 + 1 bedrooms, 3 baths, and approx 3000 sq ft of living space. It includes a guest room with a private 4-piecebath. The elegant primary bedroom features two walk-in closets, a walkout to the backyard, and a luxurious 6-piece ensuite with a whirlpool tub, dual sinks, and bidet. The gourmet kitchen includes quartz countertops, modern cabinetry, and a spacious layout that flows into a dining area with walnut flooring. The living room boasts a gas fireplace giving it a warm and inviting feel. The fully finished basement features above-grade windows, a second kitchen with quartz countertops, a cold cellar, sump pump with battery backup, and a guest bedroom. This home also includes built in speakers throughout, a tankless hot water heater and high-efficiency furnace and camera security system. The spacious two-car garage is heated ensuring year round comfort. The meticulously maintained lawn features an underground sprinkler system. This property is a rare find, blending traditional charm with contemporary amenities in a desirable location. Don't miss the chance to make it your dream home

1214 #8 Highway N/A, Hamilton
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