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

$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
$399,900
4 Beds ⋅ 2 Baths ⋅ X13761970 MLS
1916 circa era diamond in the rough. Need updated and TLC. A handy man special but fully and currently liveable. An awesome home for flippers and renovators. The home has old world charm and character with inlay flooring, natural wood trims and doors, leaded glass and pocket doors. It has a side entrance to a basement in-law suite. Home is sold as is. The large shed used to be a garage-needs work. Odd shaped rooms regarding measuring. 100 amps on breakers. Close to Tim Hortons Stadium. Quick closing

12 Leinster Avenue S, 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
$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 the roof, bathroom, and electrical. See multimedia link for video.

147 Melrose Avenue N, Hamilton
$299,900
3 Beds ⋅ 2 Baths ⋅ X13719234 MLS
Outstanding opportunity for investors, contractors, and renovators in Hamilton's Gibson/Stipley neighbourhood. This solid double-brick century home offers great bones, original character, and a layout that lends itself well to reconfiguration and modernization. With a double car garage, laneway access, and strong future potential for a duplex conversion or a laneway apartment, this property provides multiple avenues for value-add improvement. The home is ready for someone with vision to bring it back to life, whether through a full renovation, redesign, or redevelopment. The surrounding area continues to see revitalization, making this an attractive location for long-term investment or future rental income. Conveniently situated near key amenities including the Park, shopping district, shopping Mall, transit routes, schools, and major roadways. Competitively priced to attract serious interest. A promising project with excellent upside in a growing and well-connected neighbourhood.

15 Kinrade Avenue, Hamilton
$549,900
4 Beds ⋅ 2 Baths ⋅ X13711896 MLS
Character filled 4-bedroom home in a convenient, walkable location. Ideally situated within walking distance to trendy Ottawa Street and Tim Hortons Field, this charming home offers spacious living and an impressive list of recent updates. The main and second floors have been professionally painted and feature beautifully restored original flooring (July 2026), the staircase has also been restored and freshly painted. Enjoy a newly renovated bathroom, elegant new chandeliers on both levels, and a refreshed backyard with new sod. Major updates include a new roof (June 2026), A/C (2020), and a 100-amp electrical panel. Unfinished basement with lots of potential, features separate entrance with laundry and 3-piece washroom. The property also offers the potential for an authorized driveway/parking area, with sufficient space to meet zoning criteria; measurements and a proposed layout are available. A wonderful opportunity to own a character-rich home with thoughtful updates in a vibrant Hamilton neighbourhood!

78 BEECHWOOD Avenue, 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
$479,900
3 Beds ⋅ 2 Baths ⋅ X13698564 MLS
For the first time in 50 years, 66 Sherman Avenue N is being offered for sale-a rare opportunity to own a piece of Hamilton history. Built in 1912, this charming 2.5-storey brick home offers the character and craftsmanship of its era, combined with a layout that provides plenty of space for today's lifestyle. The second floor features three bedrooms, while the finished attic offers a bonus loft space-ideal for a home office, studio, reading area, or additional living space. The property also features a private side driveway with parking for up to three vehicles, along with a detached garage with an additional parking spot, providing valuable parking and storage in the city. The basement includes a separate entrance through the rear walk-up, offering excellent potential for additional living space, a workshop, storage, or future possibilities. Location is truly a highlight. Situated within the vibrant Barton Street Village area and close to Tim Hortons Stadium, the Recreation Centre, and St. Ann's Parish, this home puts everyday conveniences and amenities close at hand. Enjoy the benefits of a neighbourhood where many destinations are accessible on foot, while remaining well connected to everything Hamilton has to offer. After five decades with the same ownership, 66 Sherman Avenue N represents a rare opportunity to bring new life to a historic Hamilton home in an established and highly convenient neighbourhood. Most recent updates include: furnace, AC and roof. A home with history, space, parking, and potential-ready for its next chapter.

66 Sherman 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
$479,000
3 Beds ⋅ 1 Baths ⋅ X13578070 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
$569,900
3 Beds ⋅ 3 Baths ⋅ X13483454 MLS
This 2.5-storey home sits in the heart of Central Hamilton, just steps from Gage Park. Thoughtfully updated, it blends timeless character with modern comfort across 3 bedrooms and 2.5 baths. A covered front porch welcomes you into a spacious foyer that opens to a bright living and dining area, where pot lighting highlights updated flooring and a striking feature wall. The updated kitchen impresses with white cabinetry, stainless steel appliances, and butcher block countertops-perfect for family meals or entertaining. A piano-style staircase leads to the second level, offering two generous bedrooms, including one with a sun-filled bay window. An exterior door accesses the flat roof over the kitchen-a space full of potential. The elegant 3-piece bath features an oversized glass shower. The third level is a true primary retreat with two closets and a spa-inspired 3-piece bath with a stand-up glass shower. The lower level adds excellent storage, laundry, and a finished 2-piece powder room. Outside, enjoy a low-maintenance turf yard with a deck, leading to an oversized 1.5-car garage with an updated door. Recent updates include windows, roof shingles and eavestroughs (2017), flooring and light fixtures (2020), central air (2020), electrical panel (2020), main drain replacement (2020), and furnace (2023). California shutters and oversized mouldings throughout preserve the home's original character. With cafes, shops, and transit just steps away, 39 East Bend Avenue South is the perfect blend of location, character, and quality upgrades.

39 East Bend Avenue S, Hamilton
$479,900
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
Start Your Search