Stipley Real Estate for Sale

Welcome Home to this stunning historic Hamilton home, offering beautifully curated living space where timeless character meets vintage modern style.Featuring 6 bedrooms and 3 bathrooms, this spacious home showcases stunning hardwood floors, oversized bay windows, exposed brick, and an incredible third floor full of charm and versatility. The renovated kitchen is designed for both everyday living and entertaining, while the expansive principal rooms are filled with natural light. The basement offers the convenience of a separate entrance and is partially finished, awaiting your personal design and vision. Enjoy the convenience of a private driveway, detached garage, backyard garden, no rental items, and an owned hot water heater replaced in 2025. Ideally located just a short walk to Gage Park, Bernie Morelli Recreation Centre, Tim Hortons Field - home of the Hamilton Tiger-Cats - Ottawa Street shopping district, local cafés, restaurants, parks, and everyday amenities. Book your private showing today!

Welcome to Unit 15 at 2 Vineland Ave, Hamilton! This beautiful 2-bedroom, 1-bathroom corner unit features charming hardwood floors that bring character and warmth to the sun-filled living and dining rooms. The spacious kitchen includes stainless steel appliances, tiled floors, and a breakfast area, and opens onto a cozy, private outside deck-perfect for relaxing or entertaining. One of the few units that includes parking and in-suite laundry, this home offers two equal-sized bedrooms, ideal for sharing or accommodating guests. Enjoy bright, airy interiors, modern finishes, and serene street and garden views. Residents benefit from a secure building with professional property management, on-site maintenance, and easy access to public transit, shopping, parks, and Tim Hortons Field. Ideal for first-time buyers, downsizers, or investors, this turnkey condo combines urban convenience with community charm-a truly rare find!

Welcome to 3-9 Sherman Ave South-a thoughtfully updated boutique condominium offering stylish, low-maintenance living in the heart of Hamilton. Designed with both comfort and functionality in mind, the spacious kitchen overlooks the open-concept living and dining area, creating an inviting space for everyday living, entertaining, or working from home. Two well-proportioned bedrooms provide exceptional flexibility for a guest room, office, or growing family, while custom closets and thoughtfully designed storage solutions add both style and everyday practicality throughout the unit. Enjoy your own private balcony retreat, ensuite laundry, surface parking, and the benefits of a well-managed low-rise building with affordable maintenance fees. Perfectly positioned in central Hamilton, this home offers convenient access to downtown amenities, transit routes, parks, cafes, restaurants, and major commuter connections including the QEW and GO transit. Enjoy being minutes from Gage Park, Tim Hortons Field, the Cotton Factory, independent cinemas, local markets, and Hamilton's growing arts and dining scene. A rare opportunity to enjoy practical, connected condo living with boutique charm in one of Hamilton's most accessible and evolving neighbourhoods.

Welcome to a well-cared-for 3-bedroom, 2-bathroom home offering comfort, function, and meaningful updates throughout in an area that's steadily evolving. Over the past several years (2018 onward), the home has seen important improvements including the roof shingles, windows, electrical panel, air conditioning, appliances, and laundry-providing a solid foundation for peace of mind. The main level offers a practical layout with bright living spaces and the convenience of a mudroom, supporting everyday ease of living.Outside, enjoy a fully fenced backyard with room to relax, garden, or further enhance the outdoor space, along with two dedicated parking spaces.The neighbourhood continues to see positive momentum, with a growing mix of local businesses, creative spaces, and community-driven energy. Nearby amenities include independent cafés, restaurants, and cultural spots such as the Cotton Factory arts collective, independent cinema, local coffee houses, and popular neighbourhood eateries. A solid opportunity for first-time buyers, investors, or those looking to get into an area with long-term upside and a strong sense of local character.

Opportunity knocks at 153 Gage Ave N! This beautifully updated 3-bedroom home offers the perfect combination of character, comfort and unbeatable convenience in Hamilton's thriving central east neighbourhood. Walk to Tim Hortons Field, explore the trendy shops, cafés, restaurants and local markets of the nearby Ottawa Street North shopping district, or spend afternoons enjoying the trails, gardens and community events at Gage Park. With quick connections to the Red Hill Valley Parkway, Nikola Tesla Boulevard, QEW and nearby transit routes, commuting throughout Hamilton and the GTA is effortless. Freshly painted from top to bottom, the home welcomes you with new tile flooring through the hall, kitchen and main floor powder room. The updated kitchen flows seamlessly into bright living and dining spaces filled with warmth and charm thanks to original inlaid hardwood flooring, elegant coved ceilings and gorgeous stained-glass accents.The second floor has been completely refreshed with new LVP flooring throughout, offering a spacious primary bedroom, two additional well-sized bedrooms and a beautifully finished brand-new 4-piece bathroom with subway tile surround. A detached single garage, private backyard and driveway parking for two additional vehicles complete this incredible package, with the added bonus of a quiet church next door creating a uniquely peaceful setting. Homes with this much character, location and value don't last-book your private showing today before it's gone.

Welcome to 83 Beechwood Ave, a beautifully updated solid brick home tucked away on a quiet, family-friendly street in one of Hamilton's most walkable east-end neighbourhoods. Offering over 1,400 sq ft of finished living space, this move-in ready property blends timeless character with thoughtful modern upgrades. Step inside to a bright and inviting main floor featuring warm finishes, spacious principal rooms, and an open flow perfect for everyday living and entertaining. The updated kitchen comes complete with brand new appliances, stylish cabinetry, and direct access to the backyard, while the convenient main floor powder room adds everyday practicality for guests and family living. Upstairs, you'll find 3 comfortable bedrooms and a beautifully finished full bathroom, while the finished attic space offers incredible flexibility for a home office, lounge, kids playroom, or creative retreat. The finished recreation room adds even more living space, ideal for movie nights, a gym, or a second family room. A separate side entrance provides additional functionality and future potential for extended family or income possibilities. This home has been extensively improved with a new roof, new 100 amp ESA-certified electrical service, updated finishes, and two rear parking spaces for added convenience. Located just minutes from Ottawa Street's shops, cafes, restaurants, and local markets, Tim Hortons Field, recreation centres, schools, parks, and transit, this location offers the perfect balance of lifestyle and convenience. Whether you're a first-time buyer, young family, or investor looking for a turnkey opportunity, 83 Beechwood Ave is a property that truly feels like home.

This beautiful two and a half storey solid break home in a vibrant sought-after Stipley neighborhood. Close distance to schools, community center, public transit, and all amenities. Attention Investors, Renovators and Fist Time Buyers, this home is zoned TOC3 which with the right person and TLC will have lots of room for potential expansion and income. It comes with separate entrance (walk-up) to the loft on the third floor. Also comes with enclosed hot tub, detached double garage and 4 outside parking Do not loss this rare chance.

Renovated 2.5-storey brick home in Hamilton's vibrant Stipley neighbourhood. Thoughtfully designed as two self-contained units, ideal for multigenerational families seeking the comfort of togetherness with the privacy of separate living spaces - or for buyers looking to offset their mortgage with rental income. Both units feature their own kitchen, living area, and in-suite laundry, accessed through separate doors off a shared front vestibule. Live with parents, adult children, or extended family under one roof while maintaining everyone's independence. Alternatively, owner-occupy one unit and lease the other, or rent both for strong income potential. Tastefully updated from top to bottom with modern finishes, upgraded mechanicals, energy-efficient LED lighting, and AC (2018). The widened driveway easily accommodates two vehicles - a true bonus in this established neighbourhood. Steps to Tim Hortons Field, Gage Park, and the trendy Ottawa Street shopping district, with quick access to transit along Main Street East, downtown Hamilton, and major highways. A turnkey home offering flexibility, function, and lifestyle in one of East Hamilton's most exciting up-and-coming communities. Vacant and move-in ready. Don't miss this rare opportunity!

Welcome to 37 Connaught Avenue South, where timeless character meets one of Hamilton's most connected, neighbourly communities. Set on a quiet, tree-lined street in Gibson/Stipley South, this is more than a home, it's a place where neighbours know each other, kids play outside, and there's a true sense of community. This beautifully updated 2.5-storey home offers 4 spacious bedrooms and 2.5 bathrooms, blending historic charm with thoughtful modern upgrades. Freshly painted and move-in ready, every space feels warm and refined. At the heart of the home is a stunning renovated kitchen with soaring ceilings, custom cabinetry, stainless steel appliances, granite countertops, and a functional peninsula perfect for everyday living and entertaining. It flows into a welcoming dining area with hardwood floors and an original beam ceiling. The cozy family room features pocket French doors, hardwood flooring, a gas fireplace with natural stone surround, and custom built-ins, the perfect place to unwind. Original character shines throughout with coffered ceilings, walnut trim, solid wood doors, antique hardware, inlay floors, and beautiful stained glass details. Location is everything. Just minutes to Ottawa Street's vibrant shops, cafés, antique markets, and local dining, plus close to Gage Park where you can enjoy trails, the greenhouse, playgrounds, festivals, and year-round outdoor activities. 37 Connaught Avenue South isn't just a home, it's a lifestyle rooted in community, character, and convenience.

Excellent value for a legal duplex with a separate entrance into a fully finished in-law suite. This solid brick 2.5-storey home offers a rare combination of character, space, and flexibility for today's buyers. Set on a spacious corner lot with a RARE 2 Car Garage, the home features original details including wood beams and stained glass, adding charm while maintaining functionality. The layout is ideal for a variety of living arrangements. The main level provides a comfortable space for an owner-occupant, with the option to use the lower-level suite for personal use or extended family. The 3-bedroom upper unit offers a great opportunity to generate rental income to help offset monthly expenses. With 6 bedrooms and 3 full bathrooms, this property can accommodate multi-generational living or a mix of personal use and income. Key updates include a new boiler (2025) and basement waterproofing (2018). Each unit has its own owned hot water tank. The private fenced yard and detached 2-car garage add everyday convenience. Located close to highways, transit, schools, parks, and amenities, this is a versatile property offering both lifestyle and financial flexibility in a central Hamilton location.

Absolute show stopper!! Fully renovated top to bottom home with high quality finishes, very bright and large windows. Located in sought after Gibson-Stipley neighborhood is a turn-key move in ready home. Main level features a open concept Living and Dining room with accent wall and new flooring throughout featuring a built in coffee station. Powder room features designer touches and modern light fixtures throughout. Brand new custom kitchen is a chefs delight featuring quartz countertop and backsplash, large island with storage, brand new S/S appliances and new washer dryer. Second level has spacious 3 bedrooms with designer accent walls and a bathroom with modern vanity and glass standing shower. Basement is fully finished with a rec room and a full bath with modern touch. Backyard oasis with fully fenced providing full privacy. Close to grocery stores, bus route, shopping, Tim Hortons field, Restaurants, schools, hospitals and many more! Shows AAA, wont disappoint!! Excellent home for First Time buyers!

Welcome to this solid-brick 2.5-storey detached home, nestled in the vibrant, evolving Stipley neighbourhood in North Hamilton. Offering an exceptional opportunity for affordable homeownership, this residence combines timeless character with untapped potential, making it an ideal choice for families, professionals, or investors seeking to thrive in a community bursting with possibilities. Boasting three bedrooms and two bathrooms, this well-maintained home features a functional layout that maximizes living space. New The real highlight is the third-floor loft, an unfinished blank canvas ready to be transformed into your dream retreat. The possibilities are endless, whether you envision a luxurious primary suite, a cozy home office, or additional bedrooms. The Stipley district adds to the home's appeal with its vibrant atmosphere. Enjoy the eclectic eateries along the Barton Street strip, explore nearby parks and green spaces, or cheer on your favourite team at Tim Hortons Field, steps away. With the West Harbour GO Station and downtown Hamilton just a short drive away, this location offers unparalleled convenience and connectivity. Don't miss your chance to own a piece of this dynamic neighbourhood. Book your showing today and imagine the possibilities!

Welcome to 63 Carrick Avenue! Timeless Character in a Spacious 2.5-Story Home with Loft and Detached Garage. Full of warmth and original charm, this property offers generous living space, rich character details, and a versatile layout ideal for a range of lifestyles. Featuring three spacious bedrooms plus a bright third-floor loft, this home retains its historical appeal while providing everyday functionality. The main floor showcases original hardwood flooring and detailed wood trim, with ornate pocket doors leading from the living room to the formal dining room and an elegant original staircase anchoring the space. Exposed brick accents throughout the home add unique texture and visual interest. A thoughtfully updated kitchen blends seamlessly with the home's character, while a main floor half bath adds convenience. The second level includes three bedrooms, sunroom at the rear and a full bath with clawfoot tub. The bonus loft space above offers the perfect retreat, studio, or workspace. The unfinished basement, accessible also from a separate side entrance, includes laundry and excellent potential for additional storage or workshop space. Outside, enjoy a spacious yard, detached garage, and shared driveway parking. Important infrastructure improvements include updated roof shingles and newer furnace. This home is a rare find, filled with preserved character and craftsmanship that's becoming harder to come by. A must-see for those who value quality details and timeless style! Don't miss out!!

Attention investors and opportunity seekers-welcome to this spacious 2.5-storey semi-detached home located in Hamilton's evolving Stipley neighbourhood, an area known for strong rental demand and proximity to downtown amenities. Offering over 1,500 sq ft above grade, this property features 5 bedrooms and 2 full bathrooms, providing flexible potential for multi-tenant rental, student housing, or multi-generational living. The functional layout spans three levels with generously sized bedrooms, while the home also includes forced air gas heating, central air conditioning, and an unfinished basement offering additional storage or future value-add potential. Situated minutes from Tim Hortons Field, Gage Park, Barton Street amenities, transit routes, schools, and downtown Hamilton, this centrally located property sits in a neighbourhood experiencing continued revitalization and strong tenant demand. A compelling opportunity for buyers searching for a Hamilton investment property, income property, or large home with future upside in a well-connected urban location. Immediate possession available. Buyer to verify measurements and future use potential. Some photos have been virtually staged to illustrate potential use of the space.

Welcome to this charming century home in Hamilton's Stipley neighbourhood, where timeless character meets thoughtful updates. This detached home offers approximately 1,300 sq ft above grade with 3 bedrooms and 1 bathroom, showcasing the craftsmanship and warmth typical of homes from this era. Inside, you'll find original wood trim, detailed millwork, and a beautiful staircase that reflect the home's historic charm. The main floor features a welcoming living room, formal dining space, and an updated kitchen that blends modern convenience with the home's classic style. Upstairs are three comfortable bedrooms and an updated bathroom, along with walk-in closet space in the primary bedroom. Set on a corner lot, the property includes a detached garage plus an additional parking space, along with an unfinished basement offering excellent storage and future potential. Located close to schools, parks, transit, and everyday amenities, this home offers both character and convenience in a well-established neighbourhood. Discover the charm and possibilities this home has to offer today!

Sought after and rarely available home. Elegant and spacious Cape Cod Style with bonus loft level. Character home with many original features plus many updates. Basement walk up with separate entrance with partially finished in-law suite with bath,2nd kitchen, 2 bedrooms PLUS bonus loft level. Spacious 1920 Sq Ft above grade plus basement. Beautiful hardwood floors, stairs, pillars, pocket doors. Side drive with 2 parking spaces and potential to reconvert side drive and huge workshop to double car garage in backyard. Super convenient to schools, community centre, pool, Hamilton Stadium. Beautiful pink Magnolia tree in front yard. fenced backyard with deck, patio and gazebo. All sizes approximate and irregular. Don't miss this fantastic home.

Situated on the highly desirable south side of Gage Avenue, just footsteps from Gage Park, the Tropical Greenhouse, major transit routes, and the future LRT line, this property offers an exceptional location with strong long-term potential. An ideal investment opportunity, the home features a basement currently functioning as a third unit, creating additional income potential. This property is also an excellent option for first-time home buyers looking to offset mortgage and carrying costs while owning a home in a well-established south side neighbourhood. A rare opportunity to secure a versatile property in one of Hamilton's most desirable pockets.

Welcome to unit 10 at 97 Connaught Avenue South, a well-maintained 1-bedroom 1-bathroom condo offering 627 square feet of comfortable living space in a convenient Hamilton location. This condo offers excellent value and accessibility in the heart of Hamilton. This thoughtfully laid-out unit is ideal for first-time buyers, downsizers, or investors seeking low-maintenance living. The open and functional floor plan maximizes space and natural light, with a spacious living area that flows seamlessly into the kitchen and dining space. The generously sized bedroom provides a relaxing retreat with ample room for storage and furnishings. Located close to transit, shopping, Gage Park and everyday amenities. A great opportunity to own an affordable and practical condo in a well-established neighborhood. RSA.

Corner lot all-brick 2.5-storey duplex in a prime Hamilton location, close to schools, grocery stores, transit, and the future Hamilton LRT line. The main floor 2-bedroom unit rents for $1,500/month, while the upstairs 5-bedroom unit is rented per bedroom at $750 each, generating $3,750/month, for a total annual income of $63,000. The property features a large front porch and upper balcony/patio, perfect for tenants. Separate hydro meters simplify utility management. This duplex offers strong cash flow, low operating costs, and long-term appreciation potential in a high-demand, transit-accessible neighborhood.

Fantastic multi-residential investment opportunity in a prime Hamilton location. Situated at 4 Rosemont Ave, just a few blocks from Tim Hortons Field, this well-located property is close to schools, grocery stores, bus routes, parks, and Hamilton's future LRT, making it highly desirable for tenants. The building features three self-contained units, all 1-bedroom layouts, with one unit currently being used as a 2-bedroom, offering flexibility and strong rental appeal. The former double car garage has been converted into a shared storage and laundry area, adding convenience for tenants and functionality for the owner. Coin-operated laundry provides additional income, enhancing the overall return. The property also offers separate hydro meters, keeping expenses streamlined and attractive for investors. A solid income property in a growing, transit-oriented neighbourhood with long-term upside. Ideal for investors looking to expand their portfolio or secure a strong performing asset in the Hamilton market.

Welcome home to the perfect blend of elegance and comfort in this 3 bedroom, 1 bathroom, two-story residence, recently renovated home with finished basement. From the moment you enter, you'll be captivated by the open-concept design, seamlessly connecting a modern kitchen to a spacious dining and living area. Step out onto a private deck, cleverly shielded for utmost privacy, perfect for serene mornings or evening gatherings. The primary bedroom is impressively spacious, offering ample room for your personal touches and relaxation. This residence comes turn key and move in ready.

Location, Location, Location! This well maintained 2 Bedroom condo, is oozing with charm and character! Features include: Gleaming Hardwood Floors; Bleached Oak Kitchen Cupboards; lots of Natural light and carpet free! A handy rear entrance and balcony makes a great spot to enjoy a morning coffee! Boasting a Walk Score of 92 and nestled in Hamilton's Stipley South Neighbourhood, you will find that its just minutes to Shopping, Restaurants, Hamilton Stadium, and steps to Public Transit, including Hamilton's proposed LRT!! Nothing to do but move in and enjoy! Shop and compare you'll love what this cute and spotless building features!

Welcome to 24 Somerset Avenue, Hamilton! Well-maintained Duplex Offering Two Self-Contained Units-Ideal for Investors or Multi-Generational Living. Unit #1 (Main Level): Features New Carpeting, Kitchen with New Fridge and New Stove, 2 Bedrooms, Updated 4-Piece Bathroom, Plus Backyard and Basement Access. Unit #2 (Upper Level): Offers New Carpeting Throughout, Kitchen with New Fridge and New Stove, 1 Bedroom, Updated 4-Piece Bathroom, and a Living Room that Can be Used as a Second Bedroom. Updates include: Roof (2015), 100 Amp Electrical Panel (2015), Furnace (2020), A/C (2020), Owned Hot Water Tank (2022), Second Floor Front Windows (2025), and Other Windows (2010). All Major Components Owned-No Rentals. Property includes 2 parking Spaces and is Conveniently Located near Hamilton Stadium, Parks, Schools, Shopping, and Public Transit. Excellent Opportunity to Live in One Unit and Rent the Other, or Add a Turnkey Investment Property to Your Portfolio.