Waterloo Real Estate | Waterloo Historical Homes for Sale

Welcome to Uptown Waterloo’s most sought-after, walkable neighbourhoods, where character, style & an incredible location come together in a home that is anything but ordinary. Thoughtfully updated while maintaining the charm that makes this area so special, every space has personality & purpose. Inside, hardwood flooring, extensive custom wall moulding, oversized windows & carefully selected finishes create a warm, timeless feel. The kitchen makes a statement, pairing rich cabinetry with stone surfaces, tilework and exceptional functionality. Drawers replace traditional lower cabinets throughout, providing incredible everyday storage, while a dedicated pantry adds even more organization. A large centre island offers additional prep space & casual seating, while the adjoining dining area is wrapped in windows overlooking the backyard. Upstairs, three bedrooms are complemented by a bonus space offering the potential for a fourth bedroom, and updated bathroom with soaker tub! The finished basement adds even more versatility with another bedroom and bathroom. A bright enclosed front porch provides another flexible space to unwind, while vintage-inspired details carry the home’s personality throughout. And then there’s the converted garage, a standout feature that adds 500 extra sq ft of living space. Bright, open & spacious, it has been transformed into an impressive additional living and entertaining space with oversized windows and is heated by a gas fireplace. Whether used as a family room, studio, games room, home office or the ultimate entertaining space, it offers versatility rarely found in the neighbourhood. Outside, the private backyard connects these spaces beautifully. All of this is tucked among established streets in the heart of Uptown, within walking distance of exceptional schools, restaurants, cafes, shops, parks, trails & everyday conveniences. Distinctive, functional & full of character, this is Uptown living with a style all its own. (id:5764)

89 ALLEN Street West, Waterloo

Listing courtesy of Royal LePage Wolle Realty.

$918,900

2 Beds ⋅ 2 Baths ⋅ 40870975 MLS® #

At the heart of Uptown Waterloo, where everything is right outside your door. Imagine stepping outside and being just 50 metres from Proof Restaurant and 50 metres from Sole Restaurant, with Willis Way only 100 metres away. Caroline LRT and Waterloo Town Square are approximately 125 metres away, while a convenient pathway shortcut just 25 metres away puts downtown within easy reach. This is Uptown living at its best — leave the car behind and walk to restaurants, cafés, boutique shopping, parks, transit, entertainment, and everyday amenities. Set within this exceptional location is a beautifully maintained 2½-storey, double-brick home, offering a rare blend of timeless character, generous living space, and modern comfort. The open-concept main floor is made for everyday living and entertaining, with rich Brazilian cherry hardwood floors, a spacious kitchen with centre island, inviting dining area, bright living room, and convenient two-piece powder room. A charming sunroom provides the perfect place for morning coffee or a quiet moment overlooking the garden. Upstairs, the generously sized primary bedroom was created by combining two bedrooms and can easily be converted back to a three-bedroom layout. A second bedroom and main bathroom with heated floors complete the second level. The finished attic offers exceptional flexibility as an additional bedroom, home office, yoga studio, creative space, or the ultimate teenage retreat. Outside, the private backyard is an entertainer’s dream. The expansive deck features a built-in tiki bar and draft beer hookup, while the secluded hot tub offers a peaceful escape. The oversized, beautifully landscaped yard also features a natural-gas-connected fire pit, perfect for evenings under the stars. A detached garage/shed provides excellent storage and flexibility. (id:5764)

100 DAWSON Street, Waterloo

Listing courtesy of Peak Realty Ltd..

$849,000

4 Beds ⋅ 2 Baths ⋅ 40863709 MLS® #

Welcome to 25 Central Street, Waterloo—a beautifully updated century home offering timeless character, modern upgrades, and an unbeatable location in the heart of Uptown Waterloo. This charming 4-bedroom, 2-bathroom home boasts outstanding curb appeal with a spacious covered front porch, the perfect place to relax and enjoy the neighbourhood. Step inside and be welcomed by the home's stunning original curved staircase, setting the tone for the character and craftsmanship found throughout. To the right, the bright and inviting living room flows seamlessly into the formal dining room, creating an ideal space for everyday living and entertaining. Off the dining room, a second staircase leads to the upper level, adding both convenience and classic charm. The custom-designed kitchen has been thoughtfully renovated with quartz countertops, under-cabinet lighting, brand-new stainless steel appliances, and plenty of workspace. Just off the kitchen is a bright sunroom that provides additional living space and direct access to the peaceful backyard. The main floor also features a versatile bedroom that can easily serve as a home office, along with a convenient 3-piece bathroom. Upstairs you'll find three spacious bedrooms and an updated 4-piece bathroom. One of the upper bedrooms includes a staircase leading to the unfinished attic, offering excellent storage or future potential. Soaring 9-foot ceilings, new solid maple hardwood flooring, and new wood Thermopane windows throughout beautifully blend historic elegance with modern comfort. Additional updates include a recent high-efficiency forced air gas furnace and new central AC for year-round comfort. Outside, enjoy a quiet backyard complete with a garden shed and parking for two vehicles. Located in the centre of Uptown, this home is within walking distance of restaurants, shopping, Waterloo Park, Universities and countless other amenities. A rare opportunity to own a beautifully renovated character home in Waterloo! (id:5764)

25 CENTRAL Street, Waterloo

Listing courtesy of Royal LePage Wolle Realty.

$824,999

3 Beds ⋅ 4 Baths ⋅ 40863408 MLS® #

Looking for a renovated detached home with additional space, a separate entrance and the flexibility to adapt to your changing needs? Welcome to 30 Dunbar Road S, a thoughtfully updated 2+1 bedroom, 4-bathroom detached home offering approximately 1,600 sq. ft. of finished living space in a highly walkable Waterloo location. The interior of the home has been renovated to create a comfortable and modern home, featuring an updated kitchen, new bathrooms and inviting spaces for everyday living. Upstairs, the primary bedroom offers a walk-in closet and private ensuite, while the additional bedroom and bathroom provide room for family, guests or a home office. The finished lower level adds another layer of flexibility, with a separate entrance, bedroom, 3-piece bathroom, egress window and additional living space. It could be ideal for guests, older children, extended family, a home office, recreation space or anyone looking for a little more room and privacy. The separate entrance provides convenient access and opens the door to a variety of future possibilities, subject to the buyer’s intended use and any required approvals. Enjoy sunsets from the front porch and gather with friends and family for summer bbqs on the back deck or fill the sun filled yard with your own vegetable gardens, the choice is yours. Location adds even more value. From here, you’re close to Uptown Waterloo’s restaurants, cafes, shopping, parks, transit and LRT connections — making it easy to enjoy the best of the area while still having your own private home to return to. Imagine just a short walk to dinner, a quick bike ride to the office or a quiet stroll down tree lined streets. Renovated, versatile and exceptionally located, 30 Dunbar Road S offers more than just a place to live — it offers room to grow, adapt and make the space your own. Come experience the layout, the basement flexibility and the location for yourself. (id:5764)

30 DUNBAR Road South, Waterloo

Listing courtesy of Royal LePage Wolle Realty.

$799,999

5 Beds ⋅ 3 Baths ⋅ 40862405 MLS® #

MORE THAN A HOME. A SMARTER WAY TO OWN IN UPTOWN WATERLOO. Welcome to 157 Dawson Street. A beautifully appointed home that pairs everyday comfort with exceptional flexibility. The charming front porch welcomes you in, while the abundant natural light create an airy, inviting main level. The spacious kitchen, two bedrooms and full bathroom offer convenient main-floor living, while upstairs features a private third bedroom, den and powder room. The finished lower level is where this property again shines, with two bedrooms, a kitchen, four-piece bathroom and its own separate entrance with an attached mudroom. Ideal for extended family, guests or rental potential, it offers an opportunity to create a valuable mortgage helper while maintaining separation from the main space. AND the location is hard to beat. Walk to the University of Waterloo, Wilfrid Laurier University, Uptown Waterloo, restaurants, cafes, shopping and transit. A double car garage adds another layer of practicality and value. A lovely Waterloo home with the space, location and flexibility to make your investment work harder. Furniture included. **measurements as per previous Iguide (id:5764)

157 DAWSON Street, Waterloo

Listing courtesy of Royal LePage Wolle Realty.

$799,000

2 Beds ⋅ 2 Baths ⋅ 40860943 MLS® #

Downtown Waterloo Home – A Great Investment Opportunity! Prime downtown Waterloo location! This legal non-conforming duplex offers an excellent opportunity for investors, contractors, and those looking to bring their vision to life. Full of the character and charm of an older home, this property is ready for someone with the experience and resources to complete the renovations and unlock its full potential. With a desirable location close to downtown amenities, shopping, restaurants, transit, schools, and more, this property offers strong potential as a rental investment once the work is completed. Whether you're an experienced investor or a contractor looking for your next project, this is an opportunity to create a valuable income-producing property in a highly sought-after area. (id:5764)

81 WILLOW Street, Waterloo

Listing courtesy of Royal LePage Wolle Realty.

$1,599,000

5 Beds ⋅ 5 Baths ⋅ 40846737 MLS® #

Welcome to this gorgeous two-storey stone home offering five bedrooms and a truly unique architectural presence, set on just under an acre in one of Waterloo’s most desirable locations. The impressive stone exterior, large driveway, mature landscaping, and beautiful approach create an estate-like feel from the moment you arrive. Conveniently located just minutes from Uptown Waterloo with excellent highway access, this rare property offers timeless character and exceptional living space. A striking staircase serves as a beautiful focal point upon entry, setting the tone for the elegance throughout. The kitchen is both stunning and functional, featuring an oversized island with built-in gas range, stainless steel appliances, walk-in pantry, and beautiful stained glass detail. Large windows overlook the private backyard and pool. The adjoining great room boasts soaring ceilings and a gas fireplace with custom built-ins, creating a warm and inviting space for everyday living and entertaining. The opposite side of the main floor offers a formal dining room with column accents, a private office, and a luxurious primary suite. This retreat features a walk-in closet, gas fireplace with stone surround, and a spa-like ensuite. Enjoy peaceful views of the pool and mature weeping willow while surrounded by natural light. Upstairs features three spacious bedrooms, including one with a private ensuite, an additional bathroom, and access to the upper deck with spiral staircase leading to the backyard oasis. The fully finished basement provides even more living space with an additional bedroom, large rec room with gas fireplace, dry bar, 3-piece bathroom, and flexible space for storage or a home gym. The backyard is a true private retreat featuring an inground pool, mature trees, weeping willow, and multiple entertaining areas. A rare opportunity to own a distinctive stone home with exceptional character, architectural charm, and a setting that is truly difficult to find. (id:5764)

290 BRIDGEPORT Road East, Waterloo

Listing courtesy of eXp Realty, Brokerage.

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