You may have driven by a thousand times and never known what was waiting at the end of this quiet dead-end street, perched above the Dundas Valley. Rich in history, character and scale, this remarkable home began as the old barn structure associated with the original South Street property and was later home to a former mayor. Behind the solid wood front door, a grand foyer introduces a home filled with original details, including beautifully restored oak floors, 9' ceilings, deep stone walls and original beveled-glass windows that flood the interior with natural light. The main floor offers an exceptionally functional layout with a sprawling living room featuring crown moulding and pot lights, a powder room, and a bright eat-in kitchen with terracotta flooring, generous workspace and an oversized walk-in pantry. A mahogany-clad office enjoys its own entrance to the rear deck and hides a cathedral ceiling above the existing drywall. The side mudroom addition, renovated in 2016, provides laundry, basement access and a second staircase. Upstairs are four generous bedrooms. The existing primary features double closets and five windows, while the rear bedrooms offer garden views and exciting potential to be combined into an impressive primary suite. A substantial walk-through bathroom includes a Jacuzzi tub and separate shower. Roof replaced in 2023. And then there is what lies beneath. Beyond the conventional basement and wine cellar is an extraordinary approximately 30' x 100' stone-vaulted underground space, soaring to heights approaching 20'. Once used during the Prohibition era, it is a remarkable piece of the property's history and an opportunity unlike anything found in a typical home. Imagine a wine cellar and tasting room, private speakeasy, lounge, games room, golf simulator or unforgettable entertaining space. A home with history, substance and possibilities that simply could not be recreated today.More details
Welcome to 37 Radford Street, ideally situated in Ainslie Wood, one of Hamilton's most sought-after neighbourhoods! This well-maintained raised bungalow sits on a 42 x 104 ft. lot backing onto green space with no rear neighbours, offering exceptional privacy and a peaceful setting.Offering over 2,100 sq. ft. of living space, 3+4 bedrooms, 2 kitchens, and a separate side entrance to the basement, this versatile property is perfectly suited for families, multi-generational living, student accommodation, or investors seeking excellent income potential. The property also features a detached garage and ample parking.Enjoy a highly walkable location with a 74 Walk Score, conveniently close to McMaster University, Fortinos, restaurants, shops, public transit, and everyday amenities. The home's location makes it particularly appealing to students, families, and investors alike.The property offers potential rental income of over $5,200/month, making it an attractive opportunity for investors. The roof was replaced in 2025, providing added peace of mind, while the spacious and flexible layout offers numerous possibilities for future owners.Proudly owned by the same owners for over 24 years, 37 Radford Street offers a rare combination of space, privacy, location, income potential, and long-term value. Whether you're looking for a family home, student rental, multi-generational residence, or investment property, this property offers exceptional versatility and opportunity.More details
A little less upkeep, a little more Dundas living. Just steps from the beloved Dundas Driving Park, this inviting 2+1 bedroom, 2 bathroom bungalow offers comfortable main floor living with the bonus of a fully finished basement. Whether you're looking to downsize or simply love the ease of a bungalow, there's room here to settle in without sacrificing space for guests, hobbies or everyday life. The spacious primary retreat combines two former bedrooms, while the kitchen offers generous cupboard space, stainless steel appliances and freshly repainted cupboard doors. Downstairs, an additional bedroom and full bathroom provide welcome flexibility for overnight visitors. Outside, the beautifully landscaped backyard and covered porch invite slow mornings with coffee, relaxed summer dinners and time spent enjoying the garden. An outdoor natural gas BBQ connection makes entertaining easy. Notable updates include the roof in 2022, furnace and air conditioning in 2021, and a new front porch in 2025. Finished from top to bottom and available for immediate possession, this charming home brings together practical living, inviting outdoor space and the quaint neighbourhood feel that makes Dundas so special.More details
Welcome to 17 King St E #502, a spacious two bedroom condo in the heart of Dundas. Offering updated flooring, in suite laundry, and a comfortable layout, this home is an ideal choice for first time buyers, downsizers, investors, or those looking for convenient living close to McMaster University. Enjoy the convenience of having grocery stores, local shops, restaurants, parks, and public transit all within easy reach. McMaster University is also just a short distance away, making this an excellent location for students, faculty, or anyone looking to stay close to campus. The unit also includes an owned underground parking space and an owned storage locker, adding valuable convenience and extra storage. A great opportunity to enjoy low maintenance living in a vibrant and walkable Dundas location.More details
A great opportunity in desirable Pleasant Valley! This classic Dundas home has great bones and plenty of potential-perfect for those looking to renovate, refresh and create something special. Situated on a great lot in a well-established neighbourhood, this property offers space, character and an opportunity to create a home tailored to your own style. The main level features a traditional living room with brick fireplace, separate dining area, kitchen, main floor bedroom, 3-piece bathroom and a separate den. A bright rear living space provides a comfortable extension of the main living area and overlooks the yard. Upstairs are two spacious bedrooms, original hardwood flooring and a full bathroom, with plenty of opportunity to update and modernize while preserving the home's character. The lower level offers substantial additional space, including a large recreation area with vintage bar, laundry/storage area and plenty of room for future use. Located in Pleasant Valley, close to neighbourhood amenities, shopping, schools, parks and trails, with convenient access to University Gardens, McMaster University and Hospital, as well as major transportation routes. Pleasant Valley is adjacent to conservation lands and provides access to the Hamilton-to-Brantford Rail Trail and Dundas Valley trail network.More details
Enjoy the ease of downtown Dundas living at Grafton Square, where shops, restaurants, parks, the library, churches, public transit and everyday essentials are all just steps from your door. This main-floor end unit combines convenient, accessible living with a bright and comfortable layout in a quiet, well-managed building.Natural light fills the open living and dining space, while California shutters throughout add a clean, classic finish. The condo is ready for your personal touch, giving you the opportunity to make the space your own. Both bedrooms feature new carpet (2026), and the spacious primary bedroom includes his-and-hers closets and a private 3-piece ensuite. Ensuite laundry adds everyday convenience.Step outside to your private balcony for a morning coffee or a quiet place to unwind. As an end unit, the suite benefits from additional natural light and a greater sense of privacy. One underground parking space and a large storage locker are included. Residents of Grafton Square also enjoy an impressive collection of amenities, including a community room, exercise room, car wash, guest suite and plenty of visitor parking.A comfortable, low-maintenance home in an exceptionally walkable location, right in the heart of one of Dundas' most loved neighbourhoods.More details
282 McNab Street (the "Site" or " Property" is now available for sale, a 100% freehold interest in a 0.320-acre development site strategically positioned in downtown Hamilton. The Property is primes for a purpose-built rental development and benefits from prior municipal support. Significantly reducing entitlement risk. Newly prepared concept plans propose a 21-storey, 246 unit rental tower. Located less than one block from the west Harbor Go Station, the Site offers unparalleled access to high-order regional transit. This is a rare opportunity to secure a transit-oriented , high-density rental site in one of southern Ontario's fastest-growing urban markets. The property aligns with institutional investment criteria seeking scale, durability of income, and long-term capital appreciation, above all commercial is pleased to present this offering to market.More details
Welcome to the Mainhattan - a beautifully renovated top floor, 2-storey loft blending modern design with timeless historic charm in the heart of the lovely town of Dundas. Originally home to the historic Bertram & Sons manufacturing company dating back to the early 1900s, this landmark building was later transformed into unique loft condominiums while preserving its rich architectural character and industrial heritage. The award-winning conversion combines authentic historic features with contemporary living, making it one of Dundas' most sought-after condo residences. This bright and stylish unit features an open living space with soaring ceilings, a bright living-room area with large windows, renovated kitchen, stainless steel appliances, and the convenience of in-suite laundry. Upstairs, the loft-style primary retreat features a spacious walk-in closet and private ensuite, while the upper level also provides an inviting space for a home office perfectly suited for today's work-from-home lifestyle. Great amenities offered with this unit and building include underground parking, a private locker, bike storage, and ample visitor parking for family and guests. A rare opportunity to own a piece of Dundas history with modern comfort and design seamlessly combined. Nestled in the heart of Dundas, this sought-after community is known for its charming downtown, boutique shopping, local cafés, restaurants, and vibrant small-town atmosphere. Surrounded by natural beauty, residents enjoy nearby conservation areas, waterfalls, and scenic trails including the renowned Dundas Valley trails and Bruce Trail system. Convenient access to transit, major highways, and surrounding amenities makes this an ideal location for both commuters and outdoor enthusiasts alike. Some photos are virtually staged.More details
Location and functionality! 63 Ofield Rd offers endless potential for the first time buyer, downsizer, house-hacker or investor alike. Situated in Ainslee Wood West on a quiet street, yet close to bus routes, highway access, Mc Master University and local amenities. The home features a basement in-law suite with rear entrance which has the potential to be utilized to generate monthly income or be converted back into a single family for those looking for more space. The main floor features 3 bedrooms and a full bath while the basement has a bedroom and den for storage or home office. Ample parking and carport, and a private backyard for entertaining, not one to miss!More details
Just 10 minutes from the McMaster campus and Medical Centre, this charming home is set in University Gardens, one of Dundas' most established neighbourhoods. Enjoy a quiet, family-friendly setting close to parks, schools, trails and shopping, with the shops, restaurants and character of downtown Dundas just minutes away. Beautifully maintained and move-in ready, the home combines the charm of timeless beauty and original details, including coved ceilings, with thoughtful updates throughout. Bright, neutrally painted interiors feature California shutters, a cozy gas fireplace, an updated bathroom and a stylish kitchen with dishwasher. Major improvements provide peace of mind for years to come, including updates to the roof, windows, doors, furnace, central air conditioning, eavestroughs. A bright rear family sunroom addition overlooks the backyard and offers versatile space for relaxing, working from home or entertaining. Newly built rear steps provide convenient access from the sunroom to the backyard, with space for a barbecue, creating an ideal setting for summer barbecues, gardens, landscaping or a private outdoor retreat. The separate side entrance and approximately 750 sq. ft. unfinished basement provide plenty of additional space for storage, a workshop, home gym, teen hangout, games area or other flexible uses. Enhanced front landscaping adds to the curb appeal of this thoughtfully updated home on a quiet street. An ideal opportunity for professionals, families, downsizers and first-time buyers seeking convenience, character and community in Dundas.More details
With a wraparound porch you'll never want to leave, 55 Cayley is the one you've been waiting for. This Victorian cottage is perfectly located in one of Dundas' most desirable neighbourhoods, the home is steps from Dundas Driving Park, close to trails, schools, and the vibrant shops and cafes of Downtown Dundas. Accented by original coal gas fixtures, detailed carpentry, and warm woodwork, it radiates charm and character throughout. Inside, soaring 10' ceilings, oak hardwood floors, and oversized windows create a bright natural flow. The main floor offers true one-floor living with a spacious front hall, elegant living room or office, sprawling family room with ornate gas fireplace, generous bedroom, and full bath. A butler's pantry leads into the kitchen, filled with original character and framed by garden views. From here, step into the bright sun porch with walkout to the rear gardens. The separate dining room opens out to the side garden, where a 1920s gazebo and stonework create an enchanting, secret garden setting - perfect for intimate gatherings or quiet reflection. Separate staircases lead to the 2nd floor, where you'll find a rear bedroom or den, full bath, ample storage, and a generous primary retreat with dormer windows, electric fireplace, and walkout to an enclosed terrace overlooking the streetscape and treetops beyond. Outdoors, mature gardens, multiple sitting areas, a powered garage and separate studio space, long driveway, and versatile outbuilding add practicality and flexibility. Set on a rare double-wide lot of more than 0.25 acre, this property offers space, privacy, and presence rarely found in Dundas.More details
Data was last updated October 7, 2026 at 06:34 PM (UTC)
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