Hamilton Real Estate | Hamilton Properties for Sale

Welcome to 100 Chestnut Avenue in Hamilton! This charming two-storey semi-detached home is the perfect opportunity for first-time buyers, downsizers, or anyone looking for a move-in-ready property in a convenient location. Offering 3 spacious bedrooms and 2 bathrooms, this home features an updated kitchen, newer flooring, and a bright, functional layout designed for comfortable everyday living. Step outside to enjoy the added convenience of a detached garage with rear alley access, providing excellent parking and storage options. Situated close to shopping, schools, parks, public transit, and a wide range of everyday amenities, you'll love the accessibility and lifestyle this neighbourhood has to offer. Whether you're entering the market, looking to simplify, or searching for a great place to call home, 100 Chestnut Avenue is a fantastic opportunity you won't want to miss!

100 Chestnut Avenue, Hamilton

$4,399,000

X13603778 MLS

Situated in the Glanbrook area, part of Hamilton . Primarily a large, sizeable parcel of land with approximately 69 acres of flat terrain. 1283 /1289 Trinity Church Road offers ample space in a peaceful rural setting while remaining relatively close to city amenities and scenic natural landmarks. It is ideal candidate for anyone looking to build a private country home, establish a farm or simply invest in a large landholdings in Hamilton

1283 Trinity Church Road, Hamilton

$925,000

6 Beds ⋅ 4 Baths ⋅ X13603702 MLS

Set on a premium 42 x 110 ft lot, this 4+2 bedroom, 4-bath residence delivers over 3,156 sq. ft. of purposefully designed space, with a separate entrance in-law suite. The main level opens with a fully refinished white chef's kitchen - quartz counters, stainless appliances, porcelain tile and crown moulding - flowing into an open-concept living and dining space designed for entertaining, complemented by a separate family room for everyday living and privacy. A main-floor bedroom features a private full bath with standing tub, solves what most homes can't: multigenerational living, guest privacy, disabled friendly living, or a dedicated home office. Upstairs, the primary suite commands the full width of the home, featuring his-and-hers closets, a newly updated ensuite, and space for a private sitting area. The remaining bedrooms are generously sized and filled with natural light. The fully finished basement, with its own private side entrance, houses a complete in-law suite: two bedrooms, a full bath, kitchen, spacious rec room, and in-suite laundry. Live up and rent down, house extended family, or claim the entire home - the flexibility is yours. Extensively upgraded and move-in ready: hardwood flooring on the main level, bathrooms (2025), roof (2022), concrete driveway (2022), most windows (2023), fresh paint refreshed throughout (2025), and a new garage door (2026). Smoke-free, pet-free interior. Located in a quiet, established neighbourhood minutes from parks, schools, shopping, transit, and major highways - this is the kind of home buyers are actively searching for and rarely find.

35 Trenholme Crescent, Hamilton

$2,699,990

5 Beds ⋅ 5 Baths ⋅ X13603686 MLS

Welcome to an extraordinary estate where elegance meets resort-style living. Nestled on a private property surrounded by mature trees, this exceptional 5-bedroom, 5-bathroom residence offers an unparalleled lifestyle with luxurious finishes, remarkable entertaining spaces & every amenity designed for comfort. The moment you enter the grand foyer with soaring ceilings & stunning glass entry doors; you'll appreciate the home's impressive scale & craftsmanship. Rich hardwood flooring, custom millwork, dramatic stone fireplaces, expansive windows & elegant finishes create warm, inviting spaces filled with natural light & picturesque views. The chef-inspired kitchen is the heart of the home, featuring granite countertops, built-in appliances, an oversized centre island, abundant cabinetry & a bright breakfast area overlooking the mature grounds. The adjoining great room with a wet bar is perfect for entertaining family & friends. The luxurious primary suite with a spa-inspired ensuite, walk-in closet, sauna and indoor hot tub. The walk-out lower level features a secondary kitchen & additional living space, offering excellent flexibility for extended family, guests, or potential in-law accommodations, along with a home theatre, games room & fitness area. Outside, your own private backyard oasis with an inground pool, expansive stone patios, elevated composite deck & beautifully landscaped gardens, providing multiple spaces to relax, entertain and enjoy complete privacy. Offering an unmatched combination of sophistication, comfort and resort-inspired amenities, this estate presents a rare opportunity to own a private retreat designed for luxurious family living and unforgettable entertaining. Recent updates include the pool liner, filter system, heater, pool cover, central A/C, and furnace, all replaced within the last three years. The primary bedroom hot tub is included in as-is condition, as it has not been used by the current owners. RSA.

11 Palomino Drive, Hamilton

$599,900

4 Beds ⋅ 2 Baths ⋅ X13603654 MLS

Welcome to this beautifully updated bungalow offering exceptional flexibility for families, investors, or those seeking multi-generational living. Featuring a separate side entrance and a fully finished basement complete with its own newer white kitchen and full bathroom, this home offers excellent in-law suite potential. The main level boasts a bright, modern white kitchen, gleaming hardwood floors, and no carpet throughout, creating a clean, timeless feel. With two updated full bathrooms and quality finishes throughout, this home is truly move-in ready. Recent updates include newer windows, a 200-amp electrical service, concrete driveway and walkways, providing peace of mind for years to come. A standout feature is the impressive approximately 45-foot enclosed carport, complete with two skylights and hydro-ideal for a workshop, hobbyist, extra storage, or even a home-based business. Located in a convenient, family-friendly neighbourhood, you'll enjoy being just minutes from shopping, schools, parks, and public transit, making everyday living effortless.

104 Nash Road S, Hamilton

$764,900

3 Beds ⋅ 2 Baths ⋅ X13603462 MLS

Nestled in one of Winona's most sought-after neighbourhoods, this beautifully renovated all-brick bungalow sits on an exceptional 98' x 80' corner lot, surrounded by mature trees and lush greenery that create a private, tranquil setting. Offering the perfect balance of country-like living with urban convenience, you'll enjoy being just steps from the Niagara Escarpment and its scenic trails, while remaining only minutes from schools, parks, the QEW, Costco, grocery stores, restaurants, and shopping amenities. Completely renovated with quality craftsmanship and designer finishes, this turnkey home is ready to move in and enjoy. The bright, open-concept main level features three spacious bedrooms, an updated 4-piece bathroom, luxury vinyl flooring throughout, a stunning new kitchen with quartz countertops, modern cabinetry, and a refinished staircase that adds warmth and character. Elegant Venetian plaster in the hallway and bathroom creates a timeless rustic Italian-inspired aesthetic. Updated with a new furnace and central air conditioning, this home offers both style and peace of mind. The finished basement features a separate entrance, making it ideal for extended family, guests, a recreation area, or future in-law potential. It includes a 3-piece bathroom, spacious open space, dedicated laundry room, and plenty of storage. Step outside to a newly refinished rear deck overlooking the expansive backyard, perfect for entertaining or relaxing. A storage shed provides additional space, while the extra-long double-wide driveway offers ample parking. Whether you're a first-time buyer, down-sizer, or simply searching for a beautifully finished home in an unbeatable location, this exceptional Winona bungalow offers the perfect blend of modern comfort, convenience, and a serene natural setting.

220 Winona Road, Hamilton

$494,900

3 Beds ⋅ 2 Baths ⋅ X13603240 MLS

Welcome to 21 East Bend Avenue N, a beautifully refreshed detached home in Hamilton's sought-after Crown Point neighbourhood. Offering over 1600 sq. ft. of finished living space across 2.5 storeys, this move-in-ready property combines character, flexibility, and thoughtful updates throughout. The bright and inviting interior features a versatile main-floor bedroom, spacious living and dining areas, fresh paint throughout and new interior finishes. The eat-in kitchen offers abundant cabinetry, generous counter space, stainless steel appliances, and custom banquette seating. A bright main floor office overlooks the private backyard with mature trees. Upstairs, you'll find two spacious bedrooms, convenient second-floor laundry, and a well-appointed 4-piece bathroom. The finished third floor loft/bonus room adds valuable living space, for a studio, playroom, office, fitness area, or guest retreat. Major improvements completed in 2026 include replacement of the lead water service line, new appliances, electrical upgrades, HVAC improvements, interior updates throughout the home, and a new front walkway. Outside, enjoy a fully fenced backyard with a deck, garden space, storage shed, and driveway parking. Ideally located just steps from Ottawa Street's shops and restaurants, Gage Park, schools, and transit. This home offers an exceptional opportunity for first-time buyers, growing families, professionals, or investors. Come and take a look today!

21 East Bend Avenue N, Hamilton

$659,950

3 Beds ⋅ 2 Baths ⋅ X13603164 MLS

Move in ready! Super-clean 4-level backsplit located in a highly convenient Hamilton Mountain neighbourhood. Pride of ownership is evident throughout this well-maintained home, offering a functional layout that's perfect for families. The spacious family room features a walkout to a neat and tidy backyard, providing a great space for relaxing or entertaining. Please note that half of single car garage is converted to a den with full functionality. Home has been thoughtfully updated, including windows ('03) furnace ('16), central air conditioning, roof ('09), and much more, offering peace of mind for years to come. Conveniently situated close to schools, parks, shopping, transit, and easy highway access, this is an excellent opportunity to own a move-in-ready home in a desirable location.

229 East 8th Street, Hamilton

$1,295,000

4 Beds ⋅ 4 Baths ⋅ X13603138 MLS

Welcome to 105 San Fernando Drive, an exceptional family home nestled on a quiet, tree-lined street in one of Hamilton's most established and sought-after West Mountain neighbourhoods. Proudly maintained and thoughtfully updated by the same owners for the past 24 years, this beautifully appointed 4-bedroom, 2 full and 2 half bathroom residence offers timeless style, generous living spaces, and outstanding pride of ownership throughout. From the moment you step inside, you'll appreciate the warm, inviting atmosphere and quality finishes, including gorgeous hardwood floors that flow throughout the main level. Designed with family living and entertaining in mind, the home features elegant formal living and dining rooms, a spacious eat-in kitchen, and a bright family room anchored by a fireplace with walkout access to the backyard retreat. Upstairs, four generously sized bedrooms provide exceptional space, including a serene primary suite complete with its own 3-piece ensuite and additional 5-piece bathroom. The fully finished lower level expands the living space with a large recreation room featuring a second fireplace, an entertaining bar, exercise room or home office, laundry area, and workshop-offering remarkable flexibility for today's lifestyle. Step outside to your own private backyard oasis where a fully fenced yard surrounds a sparkling in-ground pool and covered patio-the perfect setting for summer gatherings or peaceful evenings at home. Ideally located just steps to Scenic Drive, Mountview Park, Scenic Parkette, the Radial Trail system, Chedoke Arena, and miles of hiking and cycling trails, this outstanding home also enjoys close proximity to Meadowlands Shopping Centre, Downtown Ancaster, excellent schools, Mohawk College, St. Joseph's Healthcare, Hillfield Strathallan College, and convenient access to Highway 403, the LINC, and downtown Hamilton. A rare opportunity to own a truly cherished family home in an exceptional neighbourhood.

105 San Fernando Drive, Hamilton

$899,900

3 Beds ⋅ 2 Baths ⋅ X13602970 MLS

Welcome to 394 Charlton Avenue W., where timeless character meets one of Hamilton's most coveted neighbourhoods. Nestled in the heart of Kirkendall, just steps from the vibrant boutiques, cafes, restaurants, & community atmosphere of Locke Street South, this distinguished 2 & a half storey residence captures the charm of a bygone era while embracing thoughtful modern style. Walk to parks, top-rated schools, scenic trails, the Hamilton GO Centre, St. Joseph's Healthcare, & Chedoke Golf Club, while enjoying convenient access to McMaster University & the 403 for effortless commuting. Rich in original craftsmanship, the home showcases beautifully inlaid hardwood flooring, elegant wood trim, deep baseboards, & a stunning oak staircase that reflect the quality & character of its heritage. The welcoming front sunroom leads into gracious principal rooms, including a formal living room centred around a decorative fireplace & an elegant dining room complete with a classic recessed buffet niche. The thoughtfully renovated kitchen(2018) blends timeless style with everyday functionality, featuring quartz countertops, custom cabinetry, a centre island, exposed wood beam accents, & stainless-steel appliances. Upstairs, you'll find three spacious bedrooms & beautiful four-piece bathroom, while the finished third-floor loft creates a versatile retreat ideal as a primary suite, home office, family room, or creative studio. The unfinished lower level provides exceptional storage, workshop space, & future development potential, complete with a 3-piece bathroom. Enjoy the private, fully fenced backyard, perfect for relaxing, entertaining, or gardening, with the added benefit of two-car rear alley parking plus additional street parking. Set within one of Hamilton's most desirable historic communities, this is a rare opportunity to own a home where enduring architectural beauty, modern comfort, & an exceptional walkable lifestyle come together in perfect harmony.

394 Charlton Avenue W, Hamilton

$298,000

2 Beds ⋅ 2 Baths ⋅ X13602914 MLS

Welcome to the historical Chateau Royale in the heart of downtown Hamilton! This iconic building is just steps away from the Hamilton Go Centre and surrounded by countless restaurants, shops and amenities. Enjoy the convenience and charm that downtown living has to offer! Feel the warmth inside this bright 2 bedroom 2 bath unit that sits at over 1000 sqft and features a spacious living and dining area, large windows. The building offers excellent amenities and 24-hour concierge service. Located steps from the GO station, hospitals, restaurants, cafes and Hamilton's vibrant entertainment district. A perfect option for professionals, investors, or downsizers seeking comfort and convenience.

135 James Street S Unit 314, Hamilton

$739,900

4 Beds ⋅ 2 Baths ⋅ X13602856 MLS

Welcome to this updated side split, ideally situated on a spacious corner lot offering added privacy, curb appeal, and plenty of outdoor space to enjoy. Featuring 3 bedrooms plus a versatile den / potential 4th bedroom, 1.5 bathrooms, and a finished basement, this move-in-ready home combines modern updates with a functional family-friendly layout. The bright main level showcases new flooring throughout, creating a fresh, contemporary feel. The fully renovated kitchen features quartz countertops, stainless steel appliances, and stylish finishes perfect for both everyday living and entertaining. The finished basement provides additional living space ideal for a family room, home office, gym, or playroom, while the den offers flexibility to suit your family's needs. The expansive corner lot provides endless possibilities for outdoor entertaining, gardening, or simply enjoying the extra green space. Conveniently located close to parks, schools, shopping, and everyday amenities, this beautifully updated home is ready for you to move in and make it your own.

3 Prideaux Street, Hamilton

$415,000

1 Beds ⋅ 1 Baths ⋅ X13602782 MLS

Welcome to this stylish 1-bedroom + den condo in one of Stoney Creek's most desirable communities. Featuring modern finishes, an open-concept layout, in-suite laundry, and a private balcony, this bright and inviting unit is perfect for first-time buyers, professionals, or downsizers. The versatile den is ideal for a home office or guest space. Enjoy an exceptional lifestyle with premium building amenities including a rooftop terrace, party room, fitness centre, owned locker, and ample visitor parking. Ideally situated just minutes to shopping, restaurants, parks, transit, major highways, and the lake, this is carefree condo living in an unbeatable location.

257 Millen Road Unit 212, Hamilton

$2,399,990

4 Beds ⋅ 6 Baths ⋅ X13602262 MLS

Luxury without compromise. If you've been thinking, "I don't want stairs anymore, but I'm not ready to give up space," this rare custom luxury BUNGALOW is designed for you. Offering nearly 7,000 sq. ft. of beautifully finished living space on a spectacular private ravine lot backing onto protected conservation, this is a home where you can host holiday dinners, welcome grandchildren for the weekend, comfortably accommodate adult children, aging parents, and enjoy the privacy of mature trees-all without the challenges of building a custom home. The thoughtfully designed floor plan features a luxurious MAIN-FLOOR PRIMARY SUITE, three additional bedrooms each with their own walk-in closet and private ensuite, soaring 12-ft ceilings, walls of windows overlooking the ravine, and a chef's kitchen with premium Dacor and Miele appliances. The fully finished walkout lower level with separate entrance, full kitchen, second laundry, office and spacious recreation areas is ideal for multi-generational living or extended family. Minutes to golf, Meadowlands shopping, restaurants and highway access. One of Ancaster's rare luxury bungalows offering elegant main-floor living without sacrificing the space to entertain, gather and create lasting family memories. Furnace & A/C (2025); Appliances replaced (2023 to 2025) with extended warranties

172 Diiorio Circle, Hamilton

$379,999

3 Beds ⋅ 1 Baths ⋅ X13602212 MLS

Opportunity Knocks for Investors and First Time Home Buyers...and it stays dry with NEW BASEMENT WATERPROOFING with 25 YEAR WARRANTY. Come see this 3 BR, 1 BTH home with Original Inlaid Hardwood Flooring, 100 AMP Electrical (on breakers) and *No Rear Neighbours*! In addition to the Basement, significant updates include Furnace - A/C / Heat Pump with Ecobee Smart Thermostat ('23), Eavestroughs ('23), Blown-In Attic Insulation ('23), Basement Hatch/Door ('26) and LED Lighting ('26). Newer kitchen ('22/'23), too. Located conveniently near schools, recreation, transportation, with a park just a few steps away - it's also within walking distance to the General Hospital, Hamilton Stadium, upcoming LRT and the rejuvenated Barton St. Business District. And with a 100 foot deep lot, the yard presents a great opportunity to add your personal gardening and landscaping touches.

43 Harvey Street, Hamilton

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