Winona Real Estate

Winona Real Estate

Welcome to Winona, a hidden gem nestled within the vibrant city of Hamilton, Ontario. This charming neighborhood offers a perfect blend of suburban tranquility and urban accessibility, making it an ideal place for families, young professionals, and retirees alike.

Winona is renowned for its picturesque landscapes, characterized by lush greenery and scenic parks. Residents enjoy the beauty of nature at nearby sites such as the stunning Fifty Point Conservation Area, where outdoor enthusiasts can indulge in hiking, picnicking, and birdwatching. The neighborhood's proximity to Lake Ontario also provides ample opportunities for waterfront activities, including boating and fishing, ensuring that you can soak in the beauty of the great outdoors.

Community spirit thrives in Winona, with friendly neighbors and a welcoming atmosphere that makes everyone feel at home. The area boasts a variety of local shops, cozy cafes, and restaurants, allowing residents to support small businesses while enjoying delicious meals and unique finds. Families will appreciate the quality education options available, with several reputable schools in the vicinity.

Conveniently located near major highways and public transit, Winona offers easy access to downtown Hamilton and the surrounding areas. Whether you're commuting for work or exploring the diverse attractions of the region, you'll find that everything you need is just a short drive away.

In Winona, you’ll discover a delightful mix of community, convenience, and natural beauty. Come and experience the charm of this lovely neighborhood—your dream home awaits!

Newest Listings in Winona

$759,900
3 Beds ⋅ 3 Baths ⋅ X13828992 MLS
Rare opportunity to own a turnkey end-unit freehold townhouse on a premium lot in a highly sought-after, family-friendly Stoney Creek neighborhood. Offering 1,729 sq. ft. of above-grade living space plus a 400 sq. ft. professionally finished basement, this beautifully renovated home blends style, space, and functionality. The open-concept main floor features an upgraded gourmet kitchen complete with quartz countertops, matching backsplash, stainless steel appliances, porcelain tile flooring, and a breakfast bar. Bright, oversized side windows flood the living room's engineered hardwood flooring with natural light, while sliding patio doors lead from the dining room to a private, manicured rear-yard oasis featuring a patio, gazebo, and storage shed. A convenient 2-piece powder room completes the main level. The upper floor hosts 3 spacious bedrooms, highlighted by a primary suite with a walk-in closet and a luxurious ensuite bath with a separate shower and soaker tub. A full 4-piece main bath serves the secondary bedrooms, complemented by upper-level laundry. Downstairs, the finished basement includes a large recreation room, cantina, and ample storage space. Complete with a double-car garage and a double private driveway. Ideally situated minutes to QEW access, top schools, local parks, and the future GO Station, and just steps to Winona Crossing Plaza (Costco, LCBO, dining) and the home of the Winona Peach Festival.

85 Benziger Lane, Hamilton
$1,580,000
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
$189,000
1 Baths ⋅ X13719534 MLS
Turnkey Quick-Service Restaurant and Ice Cream shop opportunity with exceptional rent in Stoney Creek! Here is your chance to acquire Winona's Eats and Treats, a well-established, thriving culinary destination situated along high visibility Highway 8 in the rapidly expanding Winona/Stoney Creek corridor. Boasting extraordinarily low rent of $1921/Month(inclusive of HST& TMI),this turn-key operation drastically cuts operating expenses to maximize your net profitability from day one. The business has built a loyal, year-round following as a premier local ice cream store, proudly serving guest-favorite Kawartha Dairy and Chapman's ice creams alongside milkshakes, sundaes and bubble tea. Complementing the sweet shop is a robust, savory quick-service menu featuring specialty pizzas, signature wings and gourmet appetizers, ensuring strong multi-stream revenue across all day-parts and seasons. A fully equipped commercial kitchen and inviting storefront offer a seamless transition for a new operator or an easy adaption to a new concept. The location enjoys fantastic street exposure, convenient on-site customer parking, strong online reviews and built-in delivery revenue via major platforms (UberEats, Skip the Dishes, DoorDash) and direct online ordering. Additional growth potential remains for the right buyer, or conversion to a new concept.

Unit C - 1247 Highway 8 N/A, Hamilton
$570,000
2 Beds ⋅ 2 Baths ⋅ X13671402 MLS
Welcome to this beautiful, nearly new 2023-built executive common-element townhouse in desirable Stoney Creek, District 51. Thoughtfully designed across three levels, this stylish 2-bedroom, 2-bathroom home combines contemporary finishes, functional living space and an exceptional location near the Niagara Escarpment and Lake Ontario. Enter at ground level into the foyer featuring a convenient 2-piece bath, inside entry from the garage and access to the utility room. Follow the staircase to the bright, open-concept main level where the living room, dining area and kitchen flow seamlessly together-ideal for both everyday living and entertaining. The kitchen is anchored by an approximately 10-ft island, complemented by stainless steel appliances, an over-the-range microwave, pendant lighting and a generous 7'8" x 4'7" walk-in pantry. The living area features an electric fireplace and a cozy alcove perfectly suited for a love seat or reading area. Step outside to the covered balcony with glass railings and enjoy southwest views toward the Escarpment-a wonderful extension of the living space. Upstairs, you'll find two well-proportioned bedrooms with exceptional storage. The primary bedroom features an approximately 5'x6' walk-in closet, while the second bedroom offers an approximate 6'8"x7'10" walk-in closet. A 4-piece bathroom and convenient upper-level laundry complete this floor. Finished in an attractive stone and brick exterior, this executive townhome offer slow-maintenance living in one of Stoney Creek's growing communities. Ideally positioned between Fifty Road/QEW and Winona Road, with convenient access to Fifty Point Conservation Area &Marina, Winona Park, shopping, restaurants, highway access and the popular Winona Peach Festival. Modern. Spacious. Low maintenance. A wonderful place to call home

40 Zinfandel Drive Unit 35, Hamilton
$619,900
2 Beds ⋅ 2 Baths ⋅ X13658914 MLS
Excellent "freehold" Unit Located in the desirable neighborhood of Winona. Unit features lower level has access to single car garage w/storage, 3 piece bath, Recrm/den/Bedrm & a/walk out to fully fenced backyard. 2nd level w/ceramic and hdwd flrs, spacious & bright kitchen w/stainless steel appliances, granite/pantry & living rm and 3rd floor has 2 large bedrooms, linen, laundry and bath. Minutes to the power Winona Crossing Shopping Centre with Costco, parks, schools & easy QEW access, GO Bus and GO Train accessibility. Great opportunity to be a part of this friendly community.

41 Edenrock Drive, 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
$1,199,900
4 Beds ⋅ 3 Baths ⋅ X13496790 MLS
Unique live/work-style opportunity in desirable Winona! Set on a generous 79.99 ft x 201.47 ft lot along Highway 8, this spacious mixed-use property with plenty of parking offers a rare combination of residential living space, commercial storefront potential, additional finished areas, and future upside for buyers looking for more than a traditional home. The property is currently being used as a combination residential/commercial property, with a storefront/business area, an owner-occupied residential living area, and additional vacant finished spaces with kitchen/bathroom configurations. The current business is moving, and the property is to be sold with vacant possession, giving the next owner flexibility to occupy, renovate, lease, or reimagine the property. This could be an excellent fit for a small business owner looking to live and work from the same property, a buyer needing space for extended family or private work areas, or an investor looking to add value by maximizing the property's potential through additional rental income, reconfiguration, or future unit creation, subject to buyer due diligence and all required approvals. The C2 zoning may allow for a variety of commercial uses in conjunction with residential use, making this an especially unique opportunity in the growing Winona corridor. Conveniently located with access to Highway 8, Fifty Road, Barton Street, the QEW, local shops, services, schools, and surrounding residential communities. A rare property with space, exposure, flexibility, and live/work potential. RSA

1260 Highway 8 N/A, Hamilton
$1,199,900
X13496792 MLS
Rare mixed-use commercial opportunity in the heart of Winona! Situated on an impressive 79.99 ft x 201.47 ft lot with excellent Highway 8 exposure and plenty of parking for any business, this C2-zoned property offers a commercial storefront, residential living space, additional finished areas, on-site parking potential, and multiple paths for future value. The main commercial area is currently being used for business/retail purposes and offers an excellent opportunity for an owner-user, investor, or business operator looking for visibility in a growing Stoney Creek corridor. The property also includes residential living space, separate kitchen/bathroom areas, and additional finished vacant spaces, creating a compelling live/work-style opportunity for the right buyer. The current business is moving, and the property is to be sold with vacant possession, giving the next owner flexibility to operate, lease, reconfigure, or reposition the property. For buyers with a longer-term vision, the generous lot size, Highway 8 frontage, C2 zoning, and surrounding growth may also present a potential redevelopment opportunity to demolish the existing structure and explore a new purpose-built commercial, residential, or mixed-use building, subject to zoning, planning, servicing, parking, building permits, and all required approvals. A unique offering for buyers seeking exposure, flexibility, and long-term upside in the Winona/Stoney Creek market. RSA.

1260 Highway 8 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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