Stipley Homes with 100+ Approx Age

Stipley Homes with 100+ Approx Age

Welcome to Stipley, a charming neighborhood nestled in the vibrant city of Hamilton, Ontario. Known for its rich history and strong sense of community, Stipley offers a unique blend of vintage charm and modern convenience that appeals to residents of all ages.

One of the standout features of Stipley is its character-filled homes, many of which boast an impressive age of over 100 years. These historic residences showcase stunning architectural details, from intricate woodwork to classic brick facades, making the neighborhood a picturesque haven for those who appreciate the beauty of yesteryear. Walking through the tree-lined streets, you’ll find a delightful mix of single-family homes, bungalows, and duplexes, each with its own story to tell.

Stipley is not just about beautiful homes; it’s also about community. Residents enjoy easy access to local parks, schools, and amenities, fostering a tight-knit atmosphere where neighbors become friends. The nearby Gage Park is a favorite spot for families, offering playgrounds, walking trails, and seasonal events that bring the community together. Additionally, the neighborhood is conveniently located near public transit and major roadways, making it easy to explore all that Hamilton has to offer.

With its blend of historic charm, community spirit, and convenient location, Stipley is a hidden gem in Hamilton that invites you to discover the warmth of its homes and the vibrancy of its community. Whether you’re looking to settle down or invest in a piece of history, Stipley is a neighborhood that truly feels like home.

Newest Stipley Homes with 100+ Approx Age

66 Beechwood Avenue, Hamilton
$449,000
3 Beds ⋅ 1 Baths ⋅ X14108938 MLS
The Beechwood Bungalow - where cozy charm meets unforgettable outdoor living! Welcome to 66 Beechwood Ave - a thoughtfully updated 3-bedroom bungalow that's warm, welcoming, and move-in ready. Tastefully renovated over the years with modern finishes, including an updated kitchen, a newly renovated bathroom, and updated flooring throughout - this home offers comfortable, easy living that's ready to enjoy from day one. The real hidden gem of this property though - the backyard! Set on a fully fenced 100-foot deep lot, this outdoor space is ready to become your favourite place to spend time. Whether you're hosting family and friends, firing up the BBQ, watching the game on the mounted outdoor TV, gathering for dinner under the covered patio, looking for space to let kids or pets run around, or simply enjoying a quiet evening outdoors, this backyard offers the perfect setting to relax, entertain, and make lasting memories all season long. Located in Hamilton's Stipley neighbourhood, you'll enjoy easy access to schools, parks, shopping, transit, and everyday amenities, with quick connections to the Red Hill Valley Parkway and the QEW. You're also just minutes from Centre on Barton, Confederation Park, and Hamilton's waterfront, giving you plenty of opportunities to shop, explore, and enjoy the outdoors. Whether you're searching for your first home, looking to simplify with one-floor living, needing more outdoor space, or seeking an investment opportunity, this home offers exceptional value and versatility. Along with its thoughtful updates and incredible backyard, the property presents exciting potential for future basement development, including the possibility of creating a full-height lower level with a separate entrance. It's a home you can enjoy today while exploring the possibilities for tomorrow.

66 Beechwood Avenue, Hamilton
154 Prospect Street N, Hamilton
$499,000
2 Beds ⋅ 2 Baths ⋅ X14106352 MLS
Century charm, fully renovated. Built in 1925 and completely updated in 2026, this detached 1.5-storey brick home in Hamilton's Stipley neighbourhood is ready to move in. Just shy of 1,300 sq ft, it offers 2 bedrooms and 1.5 baths. The covered front porch leads inside to an open living and dining area with large windows, wide-plank hickory engineered hardwood flooring and a keyless entry lock. The majority of the windows were replaced between 2024 and 2026. The kitchen has white shaker cabinets, a subway tile backsplash, stainless steel appliances, a pantry cabinet and a butcher block island with pendant lighting. A sunny breakfast nook with built-in storage benches opens to the backyard. The bath is updated with a tiled tub/shower, built-in niches and a modern vanity. Upstairs, the loft-style primary bedroom stands out, with a vaulted cedar-plank ceiling and a dormer window. The partially finished lower level has pot lights, vinyl flooring, a large rec space and a bright laundry room with a utility sink and storage. A separate walk-down entrance from the backyard gives easy, direct access to the lower level. Outside, the fully fenced backyard is a private retreat. It has a deck with built-in bench seating, a bar counter, an interlock patio and mature greenery. The private driveway fits 2 cars, and the detached garage adds storage that many homes nearby don't have. You can walk to Tim Hortons Field, home of the Hamilton Tiger-Cats. The Bernie Morelli Rec Centre, Prince of Wales Elementary and Bernie Custis Secondary are also within walking distance. Ottawa St N, Barton St, Gage Park and The Centre on Barton are close by, with quick access to the Red Hill Valley Parkway and QEW.

154 Prospect Street N, Hamilton
50 Somerset Avenue, Hamilton
$549,900
4 Beds ⋅ 3 Baths ⋅ X13853452 MLS
FULLY VACANT LEGAL DUPLEX WITH THREE UNITS AND STRONG INCOME POTENTIAL. Fully vacant and ready for fresh market rents, this legal duplex features three fully contained units, giving investors the opportunity to select their own tenants and establish rents from day one. With three potential income streams under one roof, the property offers an appealing opportunity for investors looking to build or expand their portfolio. Many of the major capital expenses have already been completed, helping reduce the immediate costs that can come with acquiring an investment property. Full vacancy provides added flexibility, allowing the next owner to establish their own tenant mix and rental structure from the start. Location adds to the rental appeal. Public transit is just minutes away on foot, with grocery stores, restaurants, shopping and everyday amenities all close by, providing the convenience tenants look for. Three fully contained units, full vacancy, fresh market rent potential, significant recent capital improvements and a convenient Hamilton location come together in an investment property positioned for income from the start.

50 Somerset Avenue, Hamilton
100 Balsam Avenue S, Hamilton
$799,999
5 Beds ⋅ 4 Baths ⋅ X13849398 MLS
Rare Income & Multi-Generational Opportunity - Legal Triplex + Additional Basement Unit! Whether you're an investor looking to expand your portfolio, a buyer looking to offset your mortgage with rental income, or a family seeking flexible living arrangements, this unique property offers a legal triplex with an additional basement unit, providing an exceptional combination of income potential and versatility.Fully vacant and ready for its next owner, the property gives you the flexibility to establish your own tenant mix and maximize rental income from day one. Significant updates have already been completed, including updated electrical wiring (2026), most windows replaced (2026), and a brand-new garage door (2026), offering peace of mind and added value for the next owner.The property also features coin-operated laundry, creating an additional income stream, while the detached garage provides even more opportunity. Use it for parking or storage, rent it out for additional income, or explore the potential to convert it into an ADU, subject to applicable approvals. For the owner-occupier, the possibilities are just as appealing. Live in one unit while renting out the others to help offset your mortgage, use additional space for parents or in-laws, or create a comfortable multi-generational living arrangement with separate spaces for family members. With the property fully vacant, you have the flexibility to configure the property around your specific needs. For investors, the combination of a legal triplex, additional basement unit, vacancy, coin-operated laundry, detached garage, and recent upgrades creates multiple opportunities to generate income and add value over time. Live in one. Rent the others. House the family. Or maximize the income - the choice is yours.

100 Balsam Avenue S, Hamilton
36 Sherman Avenue N, Hamilton
$499,900
5 Beds ⋅ 2 Baths ⋅ X13847076 MLS
Welcome to 36 Sherman Ave N! This spacious 2.5 storey home offers a versatile layout with plenty of room for growing families, professionals or those looking for flexible work from home space. A welcoming front porch leads into the main floor foyer and bright open concept living and dining area, featuring hardwood floors and a large window that fills the space with natural light. The updated kitchen offers plenty of cabinetry, tile flooring and bar seating, making it a great space for everyday living and entertaining. Upstairs, the second level features a recently updated 4 piece bathroom, a generous primary bedroom and two additional bedrooms. Continue to the third floor where two large bonus rooms offer excellent flexibility as additional bedrooms, home offices, playrooms or hobby spaces. The unfinished basement provides additional storage, laundry and a 2 piece bathroom. Outside, enjoy a 21 x 106 ft lot with a tiered rear deck offering two separate entertaining areas, plus two car rear parking accessed from Garfield Ave N. Ideally located just steps from Tim Hortons Field and less than 10 minutes from the restaurants, shops and amenities of James St N and Ottawa St, with everyday conveniences close by.

36 Sherman Avenue N, Hamilton
23 Garfield Avenue N, Hamilton
$524,900
4 Beds ⋅ 2 Baths ⋅ X13798548 MLS
More space than you might expect, right in the heart of Hamilton. Welcome to 23 Garfield Avenue N, a detached 2.5-storey home offering four bedrooms, two bathrooms and approximately 1,556 sq. ft. of living space across four finished levels. Step inside to an inviting main floor filled with character and warm wood details. The living and dining areas offer comfortable spaces to gather, while the kitchen features rich cabinetry, ample storage and plenty of room for everyday living. The second level is home to three bedrooms and a well-appointed bathroom with a glass-enclosed shower. Head up one more level to find a spacious fourth bedroom, a private and versatile space that could also work beautifully as a home office, studio or quiet retreat. Downstairs, the finished lower level extends the living space even further with a recreation area, additional bathroom, laundry and storage, giving you flexibility for guests, hobbies, movie nights or everyday family life. Outside, the private fenced backyard offers space to relax, entertain and enjoy the warmer months. Set in an established Hamilton neighbourhood close to Tim Hortons Field, parks, schools, transit, shopping, restaurants and everyday amenities. With four bedrooms and four finished levels, 23 Garfield Avenue N offers the space and flexibility to settle in, make it your own and start your next chapter.

23 Garfield Avenue N, Hamilton
63 Melrose Avenue S, Hamilton
$649,900
6 Beds ⋅ 4 Baths ⋅ X13769078 MLS
An exceptional opportunity in the heart of the Gibson-Stipley neighbourhood! This large, updated and Vacant 2 unit property offers incredible flexibility for investors and owner-occupiers alike. With two spacious, move-in-ready units, the property is ready for a new owner to select their own tenants and establish current market rents from day one. Live in one unit while generating income from the other to help offset your mortgage, or add this turnkey property to your investment portfolio and maximize its rental potential. Looking for even more upside? The property also offers potential to create a third unit with separate side entrance, providing an exciting opportunity to further increase revenue and long-term value. Ideally situated in an established central Hamilton neighbourhood close to transit, schools, shopping, amenities and downtown.A rare opportunity to acquire a vacant, updated multi-unit property with strong income potential and multiple options for the future!

63 Melrose Avenue S, Hamilton
106 BARNESDALE Avenue N, Hamilton
$699,900
5 Beds ⋅ 4 Baths ⋅ X13757614 MLS
RARE DOWNTOWN HAMILTON OPPORTUNITY. TURNKEY LEGAL DUPLEX + IN-LAW SUITE. This is the kind of property buyers wait for. Exceptionally versatile and ready to move in or generate extra income! Whether you're an investor, a first-time buyer looking to offset your mortgage, or a family seeking flexible multi-generational living, this property offers an incredible combination of location, space and functionality. Fully renovated in 2020 from top to bottom, with extensive upgrades including electrical, plumbing, HVAC, windows, framing, drywall, flooring, kitchens with stainless steel appliances, bathrooms with modern finishes, trim, doors and waterproofing. Additional peace of mind comes with a roof updated in 2023, 200-amp electrical panel, and sump pump. The legal duplex with in-law suite offers an incredibly flexible layout: 1 bedroom + 4-piece bath on the main level, 3 bedrooms + 4-piece and 3-piece baths upstairs, plus 1 bedroom + 4-piece bath in the lower level. Each living space features separate hydro metering, in-suite laundry, and updated kitchens and bathrooms, providing privacy and convenience for everyone. The exterior delivers just as much value with a prime corner lot, covered front porch, freshly paved double wide, 3-car driveway and detached garage for additional parking or storage. Located in prime Downtown Hamilton, you're surrounded by shops, restaurants, transit, amenities and everyday conveniences. Whether you're looking to build wealth, reduce your monthly housing costs, or create the perfect setup for your family, this property gives you options that few homes can match.

106 BARNESDALE Avenue N, Hamilton
147 Melrose Avenue N, Hamilton
$498,000
3 Beds ⋅ 2 Baths ⋅ X13756564 MLS
Welcome to Melrose Ave, a standout street in the heart of Hamilton's vibrant Stipley neighbourhood! Timeless character meets modern updates in this move-in-ready home with parking, starting with a classic front porch perfect for your morning coffee or winding down in the evening. The main floor features beautiful hardwood flooring& original trim throughout, a bright living room, formal dining room with a pass-through to the well-appointed kitchen and a flexible bonus space off the kitchen that serves as a functional mudroom and storage area. Upstairs offers 3 spacious bedrooms with ample closet space and a stylish fully renovated 4-piece bathroom. Outside, enjoy a large backyard ideal for entertaining, complete with a generous storage shed. The full basement includes a separate entrance, laundry, a 1-piece bath, cold room, and potential to use the unfinished space. Events and active living is effortless with Hamilton Stadium (Go Ticats!), the recreation facilities at the Bernie Morelli Recreation Centre and Gage Park all just minutes away. Head over to Ottawa Street's famous antique shops, bakeries, and farmer's market and check out some of Hamilton's newest, trendiest cafes and dining spots nearby. Easy transit access and proximity to the future LRT line make this the ultimate urban lifestyle! Recent updates include roof shingles (2021), 2nd level bathroom (2019), electrical (2019) and 2nd level flooring (2019). Additional parking on the street. See multimedia link for video.

147 Melrose Avenue N, Hamilton
1088 King Street E, Hamilton
$650,000
4 Beds ⋅ 3 Baths ⋅ X13711860 MLS
Character-filled 2.5-storey detached home in Hamilton offering approx. 2,433 sf of total living space, 4 beds and 2.5 baths. Set on a mature 47' x 112' lot, this spacious home in TOC3 zoning offers plenty of potential, plus rarely offered double car garage and driveway parking for 4 cars. Inside, a welcoming foyer and hardwood staircase introduce the home's traditional layout. The living room features hardwood flooring and a gas fireplace, while the separate dining room offers plenty of space for family meals and entertaining. The eat-in kitchen provides ample cabinetry and workspace.The 2nd level offers 3 well-proportioned bedrooms along with a 4-pc main bath. The 3rd floor is dedicated to a spacious loft-style primary retreat, offering an entire level of privacy with a generous bedroom area and its own 4-pc bath. This unique space provides plenty of room for a sitting area or home office and has direct entry from the home and bonus separate exterior fire escape entry/exit. The partially finished basement adds a rec room, office/exercise area, laundry/utility/storage room and 2-pc bath, along with potential for a separate entrance with minor modifications. Outside, the mature backyard extends the living space with a wood deck and included hot tub-an inviting spot to relax or entertain. Conveniently located steps to the stadium and across from a recreation centre, with transit, parks and everyday amenities nearby. Offering generous living space, flexible use and plenty of potential, this is a unique opportunity for homeowners or investors in the heart of Hamilton.

1088 King Street E, Hamilton
41 BARNESDALE Avenue N, Hamilton
$449,900
3 Beds ⋅ 1 Baths ⋅ X13659938 MLS
Welcome to this bright and inviting three-bedroom home, ideally located in a family-friendly Hamilton neighbourhood. Recently refreshed throughout, this home features fresh paint, new tile in the foyer and bathroom (2026), a new kitchen countertop (2026) and stylish new backsplash (2026). The functional kitchen is equipped with a stove, fridge and dishwasher. Offering three bedrooms and one four-piece bathroom, this home is a great opportunity for families or those looking for a comfortable place to call home. Enjoy a fully fenced backyard, two private parking spaces, plus convenient laneway access offering the potential to create an additional parking area. Ideally located close to schools, parks, shopping, transit and everyday amenities. You won't want to miss this one. RSA.

41 BARNESDALE Avenue N, Hamilton
24 Somerset Avenue, Hamilton
$449,900
3 Beds ⋅ 2 Baths ⋅ X13453684 MLS
Welcome to 24 Somerset Avenue in Hamilton, a well-maintained duplex offering two self-contained units, making it an excellent opportunity for investors, first-time buyers, or multi-generational families.The main-floor unit features new carpeting, a bright kitchen equipped with a new refrigerator and stove, two spacious bedrooms, and an updated 4-piece bathroom. This unit also enjoys access to the backyard and basement, providing additional storage and outdoor living space.The upper-level unit offers new carpeting throughout, a functional kitchen with a new refrigerator and stove, one bedroom, an updated 4-piece bathroom, and a versatile living room that can easily be used as a second bedroom, home office, or additional living space. Numerous updates have been completed over the years, including the roof (2015), 100-amp electrical panel (2015), furnace (2020), central air conditioning (2020), owned hot water tank (2022), second-floor front windows (2025), and remaining windows (2010). All major mechanical components are owned, with no rental contracts to assume. The property also features parking for two vehicles and is conveniently located close to Hamilton Stadium, parks, schools, shopping, restaurants, and public transit, with easy access to major routes. Whether you're looking to live in one unit while generating rental income from the other, accommodate extended family, or add a turnkey investment property to your portfolio, this versatile duplex presents a fantastic opportunity in a desirable Hamilton location.

24 Somerset Avenue, Hamilton
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