
90 Winston Avenue
Hamilton (Ainslie Wood), ON L8S 2S6
- 5Bedrooms
- 4Bathrooms
- 2Garage
- 2500–3000Sq Ft
- $11,500Tax
- 53×98 ftLot Size
- Estimated Value:$1,284,539See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 90 Winston Avenue, Hamilton, Ainslie Wood
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2025-08-30 | 2025-11-20 | Login to See Prices | Terminated | x12382049 |
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About 90 Winston Avenue, Hamilton, Ainslie Wood
Welcome to 90 Winston Avenue - Mid Century Modern Elegance in Westdale's Ainslie Wood North! Step into a stunning 1960's time capsule at this rare architectural gem. With over 2900 sq ft of above-grade living space and a fully finished basement with a separate rented apartment, this home offers nearly 4000 sq ft of beautifully curated retro-modern style-perfect for multigenerational living or generating rental income. From the floor to ceiling windows and iconic 735 sq ft open-concept living/dining area, to the vibrant turquoise slate tile floors, to the exquisite blonde wood built ins and iconic panellining, to the airy floating staircase, this home exudes character and charm. The entertainer's kitchen features two ovens and two dishwashers, ideal for hosting, and flows seamlessly into a butler's pantry space that includes laundry. Between the kitchen and the sun-filled Florida room you will find a timeless pass-through window-a conversation piece in itself! Downstairs, the fully independent apartment rental incudes a separate entrance, kitchen and living space-offering flexible living options, a private office space or other potential revenue streams. Outside, enjoy the double car garage, parking for four, and a private backyard oasis with a lit pergola and outdoor fireplace-perfect for evening gatherings. A rare opportunity to own a beautifully preserved slice of mid-century modern design in one of Westdale's most desirable neighborhoods on one of the few remaining family friend streets, only steps away from McMaster University. Don't miss your chance to own a piece of architectural history!
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $11,500
- Land Transfer Tax Fee
- $27,475
- Basement Type
- Finished, Full
Interior Features
- Interior Extras
- Auto Garage Door Remote, In-Law Capability, In-Law Suite, Water Meter
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Pool
- None
Building
- Building Type
- Detached
- Building Style
- 2-Storey
Construction
- Exterior Finish
- Stucco (Plaster), Brick
- Roof
- Flat
- Foundation Details
- Concrete Block
- Special Designation
- Unknown
Lot
- Lot Front
- 53.00 ft
- Lot Depth
- 98.10 ft
- Lot Size
- 0.12 ac
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 4
- Total Garage And Parking Spaces
- 4
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 5
- Washrooms
- 4
- Kitchens
- 2
- Family / bonus room
- Yes
Room sizes
- Foyer—Main level
- Living Room—Main level, Combined w/Dining, Panelled, Picture Window
- Kitchen—Main level, West View
- Laundry—Main level, Access To Garage, Pantry
- Sunroom—Main level, Breakfast Area
- Bathroom—Main level, 2 Pc Bath
- Bedroom—In Between level
- Bedroom 2—Second level
- Bedroom 3—Second level
- Bedroom 4—Second level
- Bathroom—Second level, 4 Pc Bath
- Bathroom—Second level, 3 Pc Ensuite, Combined w/Primary
- Family Room—Basement level, Above Grade Window, Brick Fireplace
- Den—Basement level
- Bedroom 5—Basement level
- Kitchen—Basement level
- Bathroom—Basement level, 3 Pc Bath
- Furnace Room—Basement level
Washrooms
- 4-piece
- Municipality
- Hamilton
- Neighbourhood
- Ainslie Wood
- Main cross streets
- Main
- Directions
- Main St to Bowman to Westwood to Winston
- MLS® number
- X12382049
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2025-11-20
- Listed on
- 2025-08-30
- Days on market
- 82 days
- Possession date
- 2025-10-10
- Possession type
- 1-29 days
- Co-op commission
- 2
- Seller
- Listed by
- REAL BROKER ONTARIO LTD.
Home Market Value
Current home valuation for 90 Winston Avenue, Hamilton, Ainslie Wood, Hamilton, ON. Listed for $1,550,000
HOMEH Estimate
$1,284,539
Estimated Sales Range
$770,723 - $1,798,355
HOMEH Estimate for 90 Winston Avenue, Hamilton, Ainslie Wood
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$310,000
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $1,240,000 | $1,162,500 | $1,085,000 | $1,007,500 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $6,054monthly | $5,676monthly | $5,298monthly | $4,919monthly |
Land Transfer Tax
$27,475
$27,475
Around this home
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