1999 Main Street, Hamilton

Price: $749,900

2 bedrooms, 1 bathrooms

700 - 1,099 sqft

Property Type: Detached

MLS#: X13780774

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!

1999 Main Street - Detached photo 1 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 2 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 3 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 4 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 5 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 6 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 7 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 8 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 9 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 10 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 11 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 12 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 13 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 14 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 15 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 16 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 17 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 18 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 19 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 20 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 21 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 22 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 23 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 24 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 25 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 26 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 27 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 28 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 29 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 30 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 31 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 32 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 33 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 34 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 35 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 36 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 37 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 38 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 39 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 40 of 41 in Hamilton, Ontario
1999 Main Street - Detached photo 41 of 41 in Hamilton, Ontario
active

$749,900 - 1999 Main Street, Hamilton

Detached for Sale in Hamilton

Neighbourhood: Ainslie Wood

2Beds
1Baths
700 - 1,099Sq Ft
Detached

Want to see this home in person?

Book a private showing with Joe — pick a day and time that works for you.

Virtual Tour Available

Walk through this property from anywhere

Property Details
MLS Number
X13780774
Property Type
Detached
Status
active
Days on Site
23
Bedrooms
2
Bathrooms
1
Square Feet
700 - 1,099 sqft
Neighbourhood
Hamilton
Lot Size
13,465 sqft
Taxes (2026)
$5,529
Listing Brokerage
KELLER WILLIAMS EDGE REALTY
Description

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!

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$3,847.38/mo

Includes CMHC insurance ($20,922)

$
$
5%10%50%

5-yr fixed avg.

Principal: $674,910Interest: $458,381
Mortgage Amount$695,832
Total Interest$458,381
Est. Property Tax$531/mo
Total Cost$1,154,213

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

Ready to get pre-approved?

Know your exact budget before you start house hunting.

Neighbourhood Guide: Ainslie Wood

Discover Ainslie Wood

Ainslie Wood is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Ainslie Wood

  • •Convenient location in Hamilton
  • •Access to local shops and dining
  • •Good public transit connections
  • •Community parks and green spaces
  • •Well-maintained neighbourhoods

Nearby Schools

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

Transit & Commuting

  • •MiWay bus routes throughout the area
  • •GO Transit stations within driving distance
  • •Easy highway access to 401/403/QEW
  • •Walking distance to local amenities

Parks & Amenities

  • •Local parks and recreational facilities
  • •Community centres
  • •Shopping plazas nearby
  • •Restaurants and cafes

Lifestyle & Community

Ainslie Wood offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

1999 Main Street, Hamilton

Open in Google Maps

Use the map controls to zoom, pan, and switch between map and satellite views. Drag to explore the neighbourhood.

Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$2,400/mo
Range: $2,040 - $2,760
Cap Rate (ROI)
2.7%
Fair

Monthly Cash Flow Breakdown

Rental Income+$2,400
Maintenance Fees-$0
Property Tax (est.)-$531
Insurance (est.)-$156
Net Cash Flow+$1,713

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Fair Market Value

At $1071/sqft, this property is priced in line with current Hamilton market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.

Market Position

At 23 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.

Detached Home Advantages

Detached homes in Hamilton are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Efficient Living

At 700 sqft, this is a more compact space. The upside: lower utility bills, less maintenance, and easier cleaning. Consider how you'll use the space - built-in storage, multi-functional furniture, and good organization become important. Great for singles, couples, or those who prefer a low-maintenance lifestyle.

About Ainslie Wood

I know Ainslie Wood well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.

Investment Perspective

Looking at this as an investment: Hamilton properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $3,125 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

Similar Properties Nearby

Active listings in Hamilton with similar features

Search
Log in
    1999 Main Street, Hamilton | $749,900 | Battaglia Team