Hamilton Homes with 100+ Approx Age

Hamilton Homes with 100+ Approx Age

Welcome to Hamilton, Ontario – a vibrant city that beautifully marries history with modern living. Nestled in the heart of Canada, Hamilton is renowned for its stunning natural landscapes, rich cultural heritage, and a diverse community that welcomes all. Known as the "Steel City" for its industrial roots, Hamilton has evolved into a dynamic urban center, boasting a flourishing arts scene, world-class dining, and an abundance of recreational opportunities.

One of the most captivating features of Hamilton is its array of historic homes, many of which are over 100 years old. These charming residences reflect the architectural styles of yesteryear, offering a glimpse into the city's storied past. From Victorian mansions with intricate woodwork to quaint bungalows that exude warmth and character, Hamilton's older homes are a treasure trove for history enthusiasts and those seeking unique properties that tell a story.

Living in Hamilton means embracing a lifestyle enriched by culture and community. The city is home to numerous parks, trails, and waterfalls, perfect for outdoor enthusiasts. The vibrant neighborhoods, such as the trendy Locke Street and the family-friendly Westdale, provide a sense of belonging and a myriad of local shops, cafes, and farmer's markets.

Whether you're a first-time homebuyer looking for a historic gem or a family seeking a welcoming community, Hamilton's real estate market has something for everyone. Discover the charm of Hamilton and explore the possibilities that await in this remarkable city where history and modernity coexist harmoniously. Your dream home in Hamilton is waiting for you!

Newest Hamilton Homes with 100+ Approx Age

$679,900
4 Beds ⋅ 2 Baths ⋅ X13814220 MLS
Welcome to this beautifully maintained 4 bedroom character home nestled in Hamilton's highly sought-after St. Clair neighbourhood. Rich in charm and thoughtfully updated throughout, this exceptional residence offers the perfect blend of timeless architecture and modern convenience. Bright, inviting living spaces are complemented by a beautifully appointed kitchen featuring a new pantry and an effortless flow for everyday living and entertaining. Upstairs, both second-floor bedrooms have been enhanced with custom closet systems, while Ethernet wiring to the third floor bedrooms provides fast, reliable internet-ideal for today's remote professional or creative workspace. Numerous recent updates offer peace of mind, including a new refrigerator ('26), air conditioner (2026), basement sewer backup pipe replacement ('25). An upgraded electrical panel with EV charger adds convenience for modern living. Main floor laundry. Private, fenced yard surrounded by mature trees. Location is everything and St. Clair delivers...just minutes from Gage Park, the boutiques, cafés and restaurants of Ottawa Street, scenic trails, excellent schools, transit, hospitals and vibrant downtown Hamilton, you'll enjoy an exceptional urban lifestyle with a true sense of community. This remarkable home offers an outstanding opportunity to experience the very best of Hamilton living. Room sizes approximate.

30 Cumberland Avenue, Hamilton
$499,905
3 Beds ⋅ 2 Baths ⋅ X13811390 MLS
Wonderful family home with three bedrooms on second level and main floor bedroom or family room. Functional kitchen with room for a family table. Huge work shop has hydro and is ideal for an in home business with access to alley Via garage door. Charming stone outdoor bbq/pizza oven for quaint family dinners.

31 Kinrade Avenue, Hamilton
$749,000
4 Beds ⋅ 4 Baths ⋅ X13811350 MLS
Welcome to a fantastic investment opportunity in Hamilton. This detached home offers three self-contained units, providing a versatile option for investors, multi-generational living, or buyers looking to offset their mortgage with rental income. Extensively updated from top to bottom in 2018, each bright and well maintained unit features its own in-suite laundry and a fully equipped kitchen with fridge, stove, and dishwasher. All three units are currently tenanted, offering immediate rental income. The main-floor unit is rented for $1,599/month, while the upper unit, spanning two levels, is rented for $1,747/month and lower-level unit is rented for $1,299/month. Parking is conveniently located at the rear of the property with laneway access (and street parking available). Ideally situated close to shopping, major highways, Lake Ontario, parks, and everyday amenities, this property combines a convenient location with excellent income potential. A turnkey opportunity for investors looking to add a modernized multiunit property to their portfolio. Separately metered for hydro/gas.

74 Cathcart Street, Hamilton
$2,395,000
6 Beds ⋅ 6 Baths ⋅ X13810426 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, treelined 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
$669,900
3 Beds ⋅ 2 Baths ⋅ X13809612 MLS
Welcome to this charming Craftsman-style Four Square in Hamilton's sought-after Delta West neighbourhood, where original character and thoughtful updates come together beautifully. Built in 1920, this 3-bedroom, 2-bathroom home offers approximately 1,750 sq. ft. of finished living space on a 31' x 115' lot, with parking and both front and back porches. Inside, original details including hardwood floors, substantial wood baseboards, and a coffered dining room ceiling are complemented by an updated kitchen featuring an apron-front sink, subway tile backsplash, and under-cabinet lighting, along with a beautifully updated and spacious second-floor bathroom. The finished basement offers a lot of extra storage and room to spread out, with a second bathroom and flexible space well-suited to a guest room, home office, media room, playroom, or additional living area. Behind the home's timeless character are thoughtful updates that make everyday living comfortable and carefree, including a 2024 furnace and heat pump for year-round heating and cooling, plus an on-demand water heater. You'll live just moments from Gage Park and Ottawa Street's vibrant mix of restaurants, cafes, the Farmers' Market, and boutique local shops, with the best of quiet residential living and plenty to explore close to home. There's a reason Crown Point Hub continues to attract attention: in July 2026, Maclean's named this broader Hamilton community the third coolest neighbourhood in Canada... and this home in Delta West is right in the heart of it. But beyond the recognition, it's the everyday character of the neighbourhood that makes it special: neighbours know one another, children play together, and front porches become natural gathering places. It's a community with a genuine sense of connection, and a wonderful place to call home.

164 Balmoral Avenue S, Hamilton
$599,777
5 Beds ⋅ 2 Baths ⋅ X13809156 MLS
Discover a truly distinctive residence at 61 GARFIELD AV S, HAM ON L8M 2R9. Built in 1920, this single-family home presents an attractive property in great condition, offering a unique blend of traditional charm and enduring quality. This American Foursquare style home provides a remarkable opportunity for a refined living experience. The living room is a welcoming space, featuring rich hardwood flooring and a comforting fireplace, ideal for quiet evenings or entertaining guests. With five bedrooms, this home provides ample personal space for every member of the household. Two well-appointed bathrooms offer convenience and comfort. This property extends over 2.5 stories, providing a sense of spaciousness and architectural interest. Beyond the interior, a private yard offers a serene retreat. The outdoor living space includes a patio, perfect for enjoying the fresh air and hosting gatherings. A single garage space provides convenient parking. This property offers a harmonious blend of classic design and modern comfort, inviting you to envision your future here.

61 Garfield Avenue S, Hamilton
$969,900
4 Baths ⋅ X13809128 MLS
One of Hamilton's original majestic homes, built in the late 1800s and beautifully preserved on a premium 52 x 110 ft lot. This approx. 4,000 sq ft triplex plus in-law suite offers five income streams - spacious 2-bedroom units throughout, gleaming refinished hardwood, restored oak trim and original doors, ornate fireplaces, and beveled leaded glass that simply can't be replicated today. Major systems are done: Weil-McLain boiler, fire retrofit, full basement waterproofing, and an independent basement heating system. Whether you're an investor eyeing strong cash flow & cap rates from 5 income streams or a house hacker looking to live nearly carrying-cost-free while tenants pay the mortgage, this is a rare, turnkey opportunity in a character home that doesn't come to market often. Ample parking in the driveway and storage in the double garage.

75-77 Sherman Avenue S, Hamilton
$2,499,000
5 Beds ⋅ 4 Baths ⋅ X13807598 MLS
A Masterpiece of Historic Restoration. One of Hamilton's finest homes, meticulously restored and reimagined to pair more than a century of architectural character with today's luxurious finishes, craftsmanship, and technology. Nestled on an exclusive street of only nine residences, this extraordinary three-storey home is set on a spectacular 0.48-acre private treed lot, backing onto the iconic Bruce Trail atop the Niagara Escarpment. Offering over 4,200 sq. ft. of finished living space, 5 bedrooms, and 4 bathrooms, this one-of-a-kind residence seamlessly blends historic elegance with contemporary luxury. Architecturally designed, the home showcases soaring 10-foot ceilings, expansive open-concept living spaces, and picturesque views of the landscaped grounds. At its heart is a custom chef's kitchen featuring premium appliances, an oversized island, a butler's pantry, and access to multiple outdoor entertaining areas. Rich in character and refined detail, the home also offers elegant principal rooms, restored fireplaces, a private library, home theatre, and wine room. Crowning the residence is an exceptional third-floor primary retreat with a spa-inspired ensuite, walk-in closet, and breathtaking Escarpment views. Virtually every aspect has been meticulously renovated, including plumbing, electrical, HVAC, insulation, windows, roofing, smart-home technology, security, and mechanical systems-providing the comfort and efficiency of a modern luxury home while preserving its timeless architecture. Located steps from St. Joseph's Hospital, Augusta Street, James Street South, the Escarpment Stairs, parks, restaurants, cafés, and downtown Hamilton, this remarkable residence offers an unmatched lifestyle within a secluded enclave beneath the Niagara Escarpment-an exceptionally private setting in the heart of the city. A once-in-a-generation opportunity to own one of Hamilton's most distinguished residences. Luxury Certified.

2 Freeman Place, Hamilton
$750,000
6 Beds ⋅ 3 Baths ⋅ X13805440 MLS
INVESTORS & DEVELOPERS - DON'T MISS THIS ONE! 105 Emerson St presents a rare opportunity to acquire a property with a clear path toward a 7-bedroom income-producing rooming house in a well-established Hamilton neighbourhood. This property offers investors the potential to capitalize on Hamilton's strong rental market and ongoing demand for well-located housing. Currently zoned Commercial on the main floor and Residential on the second floor, this property offers a unique opportunity to maximize its income potential through a thoughtfully planned conversion. The heavy lifting has already been done. Plans and permits are in place, providing the next owner with a defined roadmap to move the project forward without starting from scratch. The location provides convenient access to major transportation routes, public transit, schools, shopping, restaurants, parks, and everyday amenities. Its proximity to key employment and institutional hubs adds to the property's appeal for a broad tenant pool.

105 Emerson Street, Hamilton
$1,549,000
6 Beds ⋅ 4 Baths ⋅ X13804938 MLS
Welcome to this exceptional 2.5-storey family home, ideally located in the heart of sought-after Kirkendall. Offering 5 bedrooms, 3 bathrooms, and a rare two-storey laneway building, this property blends timeless character with modern functionality and endless versatility. The laneway building presents outstanding potential as a home office, in-law suite, guest retreat, art studio, fitness space, additional lifestyle area or income generating space. The main residence is warm, inviting, and thoughtfully updated while preserving its original charm. A cozy front porch welcomes you inside, where spacious principal rooms and family-friendly living spaces await. The third-floor primary retreat is a true sanctuary, complete with wall-to-wall cabinetry and a spa-inspired five-piece ensuite. A flexible fourth bedroom on the second level is ideal as a den, nursery, or work-from-home office. The practical mudroom offers abundant storage, custom shelving, and convenient access to the professionally landscaped backyard. The impressive laneway building, built in 2020, is fully self-sufficient with 200-amp service, on-demand hot water, and gas heating. The main level provides a stylish kitchen area and garage parking for one vehicle, while the bright upper level features a stylish three piece bath and is currently enjoyed as an entertainment lounge and office space. Outside, the private backyard has been landscaped with unique privacy screenings, a PVC deck and BBQ patio, with room to expand further with a pergola, playground or additional outdoor structures. Set in one of Hamilton's most desirable neighbourhoods, just steps to the shops and restaurants of Locke Street, HAAA grounds and park, recreation centre, tennis courts, scenic escarpment trails, excellent schools, transit, and two GO stations. A rare opportunity to own a truly special family home in an unbeatable location.

40 Stanley Avenue, Hamilton
$550,000
3 Beds ⋅ 2 Baths ⋅ X13804936 MLS
Fantastic opportunity to live in Hamilton's "Neighbourhood by the Bay!" This charming 2-storey home offers 3 bedrooms, 2 full bathrooms, a beautiful brand-new kitchen with stainless steel appliances, and convenient main-floor laundry. Freshly painted with brand-new sod and private driveway parking, it's move-in ready and waiting for its next owner.Step outside to a backyard designed for enjoying the outdoors, featuring a unique sunken courtyard area that's perfect for a kids' play space, outdoor dining or gathering with friends. Mature trees add privacy and create a peaceful backdrop in the heart of the city.And the location? It doesn't get much better! Just steps from the Bayfront, Pier 4, the West Harbour redevelopment, Collective Arts Brewing and Hamilton favourites including Grandad's Donuts, Hutches By The Bay and the Hamilton Yacht Club. Enjoy nearby parks, recreation centres, waterfront trails and schools, plus easy access to the GO Station, public transit, James Street North and everything downtown Hamilton has to offer. This is city living with the waterfront right at your doorstep!

533 Catharine Street N, Hamilton
$699,000
5 Beds ⋅ 3 Baths ⋅ X13803400 MLS
Welcome To 4 Webber Avenue, A Beautifully Renovated Two-Unit Property In Hamilton's Desirable Stinson Neighbourhood! Offering A Versatile Layout, Modern Finishes And Excellent Investment Potential, This Property Is An Outstanding Opportunity For Investors, Multi-Generational Living Or Buyers Seeking Additional Income Possibilities. Unit 1 Features One Bedroom And One Full Bathroom, With A Functional Layout And Comfortable Living Space. The Spacious Second Unit Offers Three Bedrooms And One-And-A-Half Bathrooms, Providing Generous Room Throughout. Both Units Showcase Well-Designed Kitchens, Stylish Bathrooms And Bright, Inviting Interiors. Conveniently Located Near The Hamilton GO Centre, Downtown Hamilton, Public Transit And The Scenic Bruce Trail, Offering Easy Access To Commuting, Shopping, Dining And Outdoor Recreation. A Rare Opportunity To Own A Renovated Multi-Unit Property In An Established And Convenient Hamilton Neighbourhood. Don't Miss It!

4 Webber Avenue, Hamilton
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