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$2,595,000
6 Beds ⋅ 6 Baths ⋅ X13768876 MLS
Nestled beneath the escarpment in Hamilton's prestigious Durand neighbourhood, this stately Georgian Revival residence offers a rare opportunity to own a piece of architectural and cultural history. Built in 1924 by the Levy family, this distinguished home was once owned by philanthropist and art collector Herman H. Levy, whose notable collections were later donated to McMaster University and the Royal Ontario Museum. Offering over 5,000 sq. ft. of living space with ample room for both comfortable family-living and elegant entertaining, the home blends timeless character with thoughtful updates. A classic centre hall layout and 9-foot ceilings create an elegant flow throughout the main level, complemented by original millwork, detailed mouldings, and three fireplaces. The walnut library provides a warm and refined retreat, while the updated kitchen features granite counters, a large island, quality appliances, and a secondary staircase that reflects the original design. The second level offers four spacious bedrooms, each with ensuite access. The primary dressing area includes original built-ins, a vintage ironing board, and a discreetly integrated safe installed by the Levy family. The third floor adds flexibility with two additional bedrooms, a full bathroom, and a separate living area ideal for a nanny suite, multigenerational living or a private workspace. The lower level includes a laundry area with original cedar chute servicing all levels, a workshop, bathroom, walk-in safe or wine cellar, and interior access to the heated garage. Additional features include a slate roof, copper downspouts, central vacuum, EV charging station, and zoned heating and cooling. Set on a private, tree-lined lot, the backyard features a heated saltwater pool, year-round hot tub, and covered porch, offering a quiet setting for relaxation and entertaining. Located close to parks, schools, hospitals, the Bruce Trail, downtown amenities, and Highway 403, this is a truly rare offering.

5 Undercliffe Avenue, Hamilton
$1,795,000
10 Beds ⋅ 6 Baths ⋅ X13767770 MLS
Historic Durand character meets estate-scale living in the heart of Hamilton. This remarkable circa-1881 Victorian provides the rare opportunity to live with the space, presence, and flexibility of a true family estate. With over 6,000 square feet above grade, 10 bedrooms, 6 bathrooms, and three finished storeys, it is ideally suited to buyers imagining a multi-generational home, a grand single-family residence, or a property that can evolve alongside their needs.The home's iconic turret, soaring ceilings, intricate period details, and six fireplaces create an atmosphere that feels warm, substantial, and impossible to duplicate. Rooms are generous enough to accommodate family gatherings, quiet niched work-from-home spaces, hobbies, guest quarters, and the kind of entertaining that brings everyone together. Currently grandfathered as a legal non-conforming triplex, the property provides valuable flexibility for an owner-user-whether that means accommodating extended family, creating separation and privacy between generations, or maintaining the strong income and excellent tenants while enjoying a portion of this exceptional home for yourself. Outside, the fully fenced yard provides a private setting for outdoor meals, gardening, play, or simply unwinding at home. A triple covered carport, two driveways, and parking for up to eight vehicles bring everyday convenience that is seldom found with a residence of this vintage and location.Thoughtfully maintained with so many meaningful improvements, the home pairs enduring craftsmanship with added confidence for the future. Set at the base of the escarpment in sought-after Durand, enjoy easy access to Locke Street boutiques and dining, Augusta, James Street, Hess Village, nearby hospitals, GO stations, McMaster University, Mohawk College, and the Bruce Trail. This is an opportunity to enjoy Hamilton's city energy, green space, and architectural heritage from one extraordinary home.

347 Queen Street S, Hamilton
$1,699,000
X13756478 MLS
An exceptional investment opportunity, this mixed-use commercial building offers strong in-place cash flow with excellent future upside. Home to the incredibly popular and stylish Coffee Run Co. coffee shop, along with three beautiful residential apartments (1 studio, 1 one-bedroom, and 1 two-bedroom) and a second vacant commercial unit, this property offers a mix of steady income and potential for growth. Recently renovated from top to bottom, the building has been largely rebuilt and includes updated electrical, plumbing, and mechanical systems. The rear parking is conveniently accessible via the laneway; ideal for tenants. Situated in the heart of the vibrant Augusta restaurant district, the building boasts excellent visibility on James Street South. Surrounded by development, this prime location is just steps from St. Joseph's Hospital and under 300 meters from the Hunter Street GO Train and Bus station. With only the basement unit vacant, the property is generating strong income, and significant upside potential remains as this area becomes an increasingly popular hospitality hub. The seller is open to negotiating VTB financing support with a strong offer. Don't miss your chance to own a prime property in Hamilton's rapidly growing core!

148 James Street S, Hamilton
$499,999
2 Beds ⋅ 1 Baths ⋅ X13753644 MLS
Welcome to 139 Queen Street South, a charming all-brick bungalow ideally situated in Hamilton's desirable Durand neighbourhood. Offering a wonderful blend of original character, functional living space and thoughtful updates, this inviting home features two bedrooms, a 3-piece bathroom and a large eat-in kitchen with pantry. A spacious newer mudroom addition provides excellent storage and added convenience for everyday living.The open-concept living and dining areas are enhanced by soaring vaulted ceilings and freshly painted walls/ceilings, creating a bright, airy and welcoming atmosphere. The lower level offers additional versatility with a recently renovated bonus room featuring luxury vinyl flooring, while the laundry and remaining basement space are ready to be finished or customized to suit your lifestyle.Lovingly maintained and thoughtfully updated, this home is an excellent opportunity for first-time buyers, professionals or those looking to enjoy the energy and convenience of city living. The location is exceptional; just steps to Hamilton GO Station and minutes from St. Joseph's Hospital, Locke Street, Hess Village, Durand Park and the many shops, restaurants and entertainment options of downtown Hamilton.Recent improvements include fresh paint, updated flooring, HVAC, newer mudroom addition, roof, eavestroughs and exterior pot lighting. A fantastic opportunity to own a character-filled home in one of Hamilton's most convenient neighbourhoods, don't miss it!

139 Queen Street S, Hamilton
$650,000
2 Beds ⋅ 2 Baths ⋅ X13732192 MLS
Highly sought after Durand cottage with parking for two cars, charming courtyard and deck areas, large loft primary bedroom with ensuite bath and large closet, updated kitchen includes appliances, spacious 1r/dr areas and another full bath and second bedroom or office on the main floor. Walkable to Locke St, Hess Village, downtown entertainment precinct, James St north and south. Bike to Pier 4! A great opportunity for your own affordable space in a popular urban location with quick highway and GO access.

163 HESS Street S, Hamilton
$1,099,000
3 Beds ⋅ 2 Baths ⋅ X13719714 MLS
Character. Craftsmanship. Possibility. Welcome to 16 Bruce Street, a circa-1895 solid-brick home in coveted Durand South, thoughtfully updated while preserving the architectural details that make it special. Soaring 11' ceilings, original/inlaid oak floors and pocket doors retain the home's period character. The bright main floor features a light-filled living room with gas fireplace, built-in bookshelves and floor-to-ceiling bay windows with custom triple-pane Danish glass, plus a separate dining room. The well-equipped kitchen offers a Wolf range, heated floors, extensive cabinetry, pantry storage and convenient main-floor laundry. An architect-led renovation completed in consultation with Hamilton Heritage Homes included foundation work, redesigned bay windows, custom windows and a European oak front door. Upstairs are 3 especially spacious bedrooms and a family bath. The generous primary features beautiful European black-framed windows, while the other 2 bedrooms are also notably spacious. The attic includes a 3-piece bath rough-in with potential for future finished living space. Professionally landscaped front and rear gardens feature native and pollinator-friendly plantings for beautiful seasonal colour. The private backyard is ideal for relaxing or entertaining, with a gas line at the back porch for outdoor cooking. A detached garage(16'9" x 16'11") with Hess Street access plus an additional parking space behind the garage provides valuable off-street parking - a rare Hamilton feature. The garage offers future accessory-building, studio or flexible-space potential, subject to municipal approvals. Walk to Hamilton's best cafés and restaurants, St. Joseph's Healthcare, the GO Train, shops, parks and trails.

16 BRUCE Street, Hamilton
$1,199,900
5 Baths ⋅ X13512138 MLS
A rare heritage gem meets modern versatility at 146 James St South. This striking rowhouse offers a unique mixed-use opportunity in a prime downtown location. The property features four distinct income streams: a commercial space encompassing the main floor and/or basement space by separate entrance, a stunning two-story apartment, and a recent renovated three-bedroom residential unit for an owner-occupier or premium rental income. Whether you're looking for a flagship urban office or a sophisticated multi-residential investment, its proximity to the Hamilton GO Station and Augusta Street's social hub ensures high demand and long-term value. Invest in a legacy. Don't Miss Out on this exceptional offering!

146 James Street S, Hamilton
$1,199,900
4 Beds ⋅ 5 Baths ⋅ X13511968 MLS
Experience the timeless grandeur of 146 James Street South, a magnificent row house nestled in the prestigious James South Heritage District. This architectural gem offers exceptional curb appeal and a soulful connection to the city's rich history. Behind its historic façade lies a highly versatile floor plan featuring stylish, modern interior finishes, including exposed stone. The property offers a commercial-grade main floor and basement with a separate entrance, a stunning two-storey apartment, and a recent renovated three-bedroom residence-ideal for an owner-occupier or premium rental income. Located just steps from the GO Station and the vibrant energy of Augusta Street, this is a rare opportunity to own a remarkable piece of history while securing long-term value and legacy. Don't miss out on this exceptional offering.

146 James Street S, Hamilton
$599,000
3 Beds ⋅ 2 Baths ⋅ X13213048 MLS
Welcome to 219 Hess St S, a beautifully renovated 1.5-storey home nestled inHamilton's highly sought-after Durand neighbourhood. This home featuresmechanical updates including an updated A/C system, partial exterior waterproofing,sump pump, and a replaced main water service line. Step inside to find a thoughtfullyupdated interior with move-in-ready finishes including an open concept living roomwith crown moulding and pot lighting and a modern kitchen featuring white cabinet,quartz counters, tiled backsplash and stainless steel appliances. Outside you'll find agood-sized backyard, impressive concrete driveway with parking for 3 cars, plus adetached garage perfect for a vehicle, workshop, or extra storage. Located just stepsfrom the vibrant Hess Village entertainment district, trendy Locke Street shopping,and major institutions like St. Joseph's Healthcare Foundation, this home provides anunmatched urban lifestyle. Perfect for young professionals, down-sizers, or coupleslooking for downtown convenience without compromising on parking or mechanicalreliability.

219 Hess Street S, Hamilton
$459,000
3 Beds ⋅ 3 Baths ⋅ X13147998 MLS
Step into the charm and character of this inviting century home, ready for your personal touches to make it truly your own. Ideally located with easy access to parks, schools, transit, shopping, and restaurants, this home offers convenience and lifestyle in one desirable package. Featuring 3 bedrooms and 3 bathrooms, there is plenty of space for families, guests, or a home office setup. The welcoming living room is highlighted by a gorgeous wood-burning fireplace - perfect for cozy winter evenings. Outside, the beautifully established gardens are filled with easy-care perennials, providing colourful blooms throughout the seasons with minimal maintenance. Full of warmth, potential, and timeless appeal, this home is ready and waiting for its next chapter with you.

128 Hess Street S, Hamilton
$11,995,000
X13009446 MLS
27 Bold Street represents an exceptional multifamily investment opportunity in Hamilton's most prestigious residential neighbourhood. This fully renovated 32-unit apartment building offers substantial rental upside potential, with current occupancy at 59.4% providing immediate lease-up opportunity alongside strong market fundamentals. The property underwent complete renovation between 2019 and 2020 resulting in a virtually new building with modern mechanical systems, contemporary unit finishes, and premium amenities rarely found in Hamilton's rental stock. Each unit features in-suite washer/dryer connectivity, quartz countertops, stainless steel appliances, and updated bathrooms, positioning the asset at the premium end of the local market. Situated in the heart of the Durand neighbourhood, the property benefits from Hamilton's strongest residential location, offering residents walkable access to downtown Hamilton, GO Transit connectivity, major healthcare institutions, and the trendy Locke Street retail corridor. For investors, 27 Bold Street combines scale, location, and immediate value creation potential, supported by minimal capital requirements and strong rental fundamentals in Ontario's fastest-growing secondary market.

27 Bold Street, Hamilton
$6,400,000
11 Beds ⋅ 7 Baths ⋅ X13003772 MLS
A landmark of extraordinary distinction, Ravenscliffe Castle stands as one of Hamilton's most iconic and historically significant residences. Built in 1881 by renowned architect James Balfour, this Romanesque Gothic masterpiece is crafted from imported Scottish stone and defined by dramatic rooflines, a commanding five storey tower, and a striking turret that rises above the surrounding treetops. Spanning approximately 12,000 square feet, the residence unfolds across grand principal rooms with soaring ceilings and remarkable architectural detail throughout. Original carved woodwork, intricate plaster mouldings, ceiling medallions, and rich paneling have been preserved, reflecting a level of craftsmanship rarely found today. The home offers an impressive layout with multiple bedrooms, bathrooms, and fireplaces, along with formal living and dining spaces designed for both intimate gatherings and large-scale entertaining. A grand staircase, secondary service staircase, and original staff quarters speak to the home's storied past, while the upper levels and tower offer sweeping views over the city. Set within the prestigious Durand neighbourhood, at the base of the escarpment, the property is surrounded by mature trees and established streetscapes, just moments from downtown amenities, hospitals, transit, and vibrant dining and cultural destinations. Ravenscliffe Castle is more than a residence, it is a rare opportunity to own a true piece of Canadian architectural history, offering scale, presence, and legacy for a discerning buyer ready to restore and reimagine its next chapter. Luxury Certified.

26 RAVENSCLIFFE Avenue, Hamilton