27 Winterton Court
Orangeville, ON
- 4 bed
- 4 bath
- approx. 1100-1500 sqft
- Att/Row/Townhouse
Welcome to 27 Winterton Court, a gorgeous 3 bedroom freehold townhome with a big rec room and full bathroom in the basement, located in one of Orangeville's most desirable neighbourhoods. From the moment you step inside, you are greeted by a thoughtfully designed open-concept living space bathed in natural light, courtesy of large oversized windows that make home feel bright, airy, and welcoming. The open concept layout is filled with natural light throughout, and the modern kitchen makes a statement with stainless steel appliances, generous counter space, a centre island, and a door to access the fully fenced backyard, perfect for entertaining. Upstairs offers a primary suite with its own stunning 4 piece ensuite, two additional bedrooms, and a full 4 piece bath. The professionally finished basement adds a spacious rec room plus a full 4 piece bathroom, ideal for guests, a home office, or extra family living space. Close to schools, parks, trails, shopping, restaurants and major highways, this home offers the best of small town charm with everyday convenience just minutes away. Pride of ownership is evident throughout, well maintained, super clean, and truly move in ready. Whether you're a first time buyer, growing family, or downsizer, this home checks every box. This one won't last long.
Virtual Tour
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Listing Details
- Taxes (2025)
- $4,947
- Listed
- October 28, 2026
Price History
Listing history
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Property
- Style
- 2-Storey
- Age
- 6-15
- Construction
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Unknown
- Interior
- Other
- Lot Size
- 18.06 x 86.71 Feet
Parking
- Garage
- Attached
- Covered Spaces
- 1
- Total Parking
- 2
Utilities
- Sewer
- Sewer
- Heat Source
- Gas
Location & Legal
- Cross Street
- Spencer Ave/Riddell Rd.
- Parcel Number
- 340032645
- Possession
- 30-59 days
- Occupancy
- Tenant
Included
- Inclusions
- Appliances-S/S Fridge, S/S Stove, S/S Microwave Hoodfan, S/S Dishwasher, Washer and Dryer
- Exclusions
- Tenant Belongings
- Rental Items
- Hot Water Tank
Schools
Elementary
- Spencer Avenue Elementary School0.8 km
Public · Upper Grand DSB · 440 students
Grade 3 reading: 75% met the provincial standard · Grade 6 math: 53% met the provincial standard
- École élémentaire des Quatre-Rivières1 km
French public · CS Viamonde · 160 students
Grade 3 reading: 88% met the provincial standard · Grade 6 math: 28% met the provincial standard
- Montgomery Village Public School1.1 km
Public · Upper Grand DSB · 475 students
Grade 3 reading: 71% met the provincial standard · Grade 6 math: 26% met the provincial standard
Secondary
- Westside Secondary School0.9 km
Public · Upper Grand DSB · 760 students
Grade 10 literacy: 84% met the provincial standard
- Dufferin Centre for Continuing Education2.7 km
Public · Upper Grand DSB
- Orangeville District Secondary School3 km
Public · Upper Grand DSB · 1095 students
Grade 10 literacy: 82% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L9W
- Population
- 48,790
- Private dwellings
- 17,840
- Median age
- 40.4
- Average household size
- 2.8
- Median household income
- $110,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Residential Freehold in Orangeville · last 12 months
- Median sold price
- $730,500
- Homes sold
- 342
- Median days on market
- 28
- Sale-to-list price
- 97.2%
Based on 342 recorded sales of residential freehold properties in Orangeville over the last 12 months.
Rooms
2 × 4-piece on Second, 2-piece on Main, 4-piece on Basement
Second
- Bedroom 213' x 8'
- Bedroom 311' x 8'
- Primary Bedroom13' x 13'
Main
- Great Room13' x 13'
- Kitchen10' x 16'1"
Basement
- Recreation21' x 13'
Listed by
ROYAL LEPAGE FLOWER CITY REALTY
Walk Score
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Location
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Mortgage Calculator
$139,800
Estimated Monthly Payment
$3,434
Land transfer tax
Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $3,434/mo (20% down, 5.5%)
Taxes: $412/mo · Insurance: $175/mo
Estimates only. Consult a financial advisor.
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