1999 Main Street W, Hamilton, ON L8S 1J2
Ainslie Wood, Hamilton · Near Main St W and Filman · View map
About this home
Charming & Cozy in a Storybook Setting! Nestled among mature trees on an impressive 50' x 288' lot, this enchanting 2-bedroom home offers exceptional privacy, timeless character and a Muskoka-inspired setting on the Hamilton-Ancaster border. Surrounded by conservation areas,parks and scenic walking/hiking trails, yet just minutes to the LINC, Hwy 403, Downtown Hamilton, Dundas, Ancaster Village, McMaster University and McMaster Children's Hospital. The inviting interior features a thoughtfully renovated kitchen with open shelving, deep pot-and-pan drawers, stainless steel appliances and engineered hardwood flooring. Rich hardwood floors flow through the living and dining rooms and both bedrooms, adding warmth and character throughout. The living room features a cozy wood-burning fireplace, creating an ideal space to relax or entertain. A bright sunroom offers peaceful views of the expansive backyard and provides the perfect spot for morning coffee, reading or unwinding at the end of the day. Recent updates include a beautifully renovated kitchen and bathroom plus a brand-new heat pump with cooling,combining modern comfort with the home's original charm. The basement, conveniently accessed from the sunroom, offers a dedicated laundry area and additional storage. Outside, the expansive backyard provides plenty of room to enjoy, while the detached 1.5-car garage offers additional parking and storage. The extended driveway accommodates up to six vehicles-ideal for family gatherings and entertaining. Lovingly maintained and decorated in timeless neutral tones, this warm and welcoming home delivers the rare combination of privacy, character, outdoor space and unbeatable convenience. Enjoy the feel of a country retreat with the city, highways, amenities and McMaster University just minutes away. A truly special property in an exceptional location!
The home
- Type
- Bungalow
- Style
- Bungalow
- Square footage
- 700-1100 sq ft
- Bedrooms
- 2
- Bathrooms
- 1
- Kitchens
- 1
- Rooms
- 6
- Basement
- Full, Unfinished
- Lot size
- 51 x 288.7 ft
- Faces
- West
- View
- Trees/Woods
- Approximate age
- 51-99 years
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Stucco (Plaster)
Heating & cooling
- Heating fuel
- Electric
- Heating type
- Heat Pump
- Air conditioning
- Central Air
- Fireplace
- No
Garage & parking
- Garage
- Detached
- Garage spaces
- 2
- Driveway spaces
- 6
- Total parking
- 8
- Parking features
- Mutual
Taxes & other
- Property taxes
- $5,529/yr
- Tax year
- 2026
- Occupancy
- Tenant
- Possession
- 60/90 TBA
- Cross street
- Main St W and Filman
- Neighbourhood
- Ainslie Wood
More
- Price per sq ft
- ~$833 (at 900 sq ft)
- Listed
- Sep 14, 2026 · 29 days ago
- MLS® number
- X13780774
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The home and its surroundings
- Primary Bedroom - Main Floor
- Water Heater Owned
- Upgraded Insulation
- Public Transit
- Rec./Commun.Centre
- School
- Sloping
- Wooded/Treed
- Level
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
1999 Main Street, Hamilton, ON L8S 1J2
Ainslie Wood, Hamilton · Near Main St W and Filman
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Listing history for 1999 Main Street
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 1999 Main Street W
Answers come straight from this home’s MLS® listing.
How much is 1999 Main Street W listed for, and what would it cost each month?
1999 Main Street W is listed for $749,900. With 20% down ($149,980), the mortgage payment would be roughly $3,025 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $3,486 a month, all in. That figure is an illustration, not a quote.
Is 1999 Main Street W freehold or a condo, and is there a monthly fee?
1999 Main Street W is a bungalow in Ainslie Wood, Hamilton. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 1999 Main Street W have?
1999 Main Street W has 2 bedrooms and 1 bathroom.
Does 1999 Main Street W have a garage and parking?
Yes. The listing shows the garage as detached, with room for 2 cars. The driveway adds 6 spaces. In total the listing counts 8 parking spaces.
Does 1999 Main Street W have a finished basement?
The listing describes the basement as full, unfinished.
What style of home is 1999 Main Street W?
1999 Main Street W is a bungalow. A bungalow has all of its main living space, including the bedrooms, on one floor, usually over a full basement.
How big is 1999 Main Street W, and what is the lot size?
The listing puts the home between 700 and 1,100 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 51 x 288.7 ft.
How is 1999 Main Street W heated and cooled?
Heating is heat pump (electric). Cooling is central air.
What are the property taxes for 1999 Main Street W?
Property taxes are $5,529 a year (2026), or about $461 a month.
Where is 1999 Main Street W?
1999 Main Street W is in the Ainslie Wood community of Hamilton. The nearest main intersection is Main St W and Filman. The postal code is L8S 1J2.
How long has 1999 Main Street W been on the market?
1999 Main Street W was listed on September 14, 2026. It has been on the market for 29 days. It is an active listing (MLS® X13780774). Listings here update from the board through the day and come down once a home sells.
What are similar bungalows near 1999 Main Street W asking?
Similar bungalow-style homes for sale nearby right now include 74 Royal Avenue at $729,000 (2+3 bed), 127 Whitney Avenue at $780,000 (2+3 bed) and 47 Broadway Avenue at $649,900 (2+3 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 1999 Main Street sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 1999 Main Street W?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-619-2256.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar bungalows nearby
More bungalow-style homes for sale near Ainslie Wood, picked by style, size and price.
Bungalow$729,00074 Royal Avenue, Hamilton2+3 bed · 2 bath · Ainslie WoodCourtesy of: RE/MAX ESCARPMENT REALTY INC.View home →
Bungalow$780,000127 Whitney Avenue, Hamilton2+3 bed · 2 bath · Ainslie WoodCourtesy of: RE/MAX EXPERTSView home →
Bungalow$649,90047 Broadway Avenue, Hamilton2+3 bed · 2 bath · Ainslie WoodCourtesy of: ROYAL LEPAGE STATE REALTYView home →Courtesy of: KELLER WILLIAMS EDGE REALTY
PropTx MLS® assumes no responsibility for the accuracy of any information shown. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.