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Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
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MLS® W14125544For SaleFreehold Townhouse

27 Winterton Crt

Orangeville, Orangeville, Ontario L9W 5H8

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27 Winterton Crt, Orangeville, photo 1
Asking$699,000
Bedrooms
3+1
Bathrooms
4
Size
1,100–1,500sq ft
Per sq ft
$538at the range’s middle
Lot
18.06 x 86.71 ft
Tax a year
$4,9472025 tax year
Built
6-15
Parking
21 attached
Days on market
Members

The brief

About 27 Winterton Crt

27 Winterton Crt is a 3+1-bedroom, 4-bathroom freehold townhouse in Orangeville, listed for sale at an asking price of $699,000 (MLS® W14125544).

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.

Insights

  • Condition Score

    Good

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

Condition uses listing-record signals, not an inspection.

The home

Key facts

Tax
$4,947 / 2025
MLS® number
W14125544
Board
TRREB MLS®
Property Type
Att/Row/Twnhouse
Building Age
6-15
Days on market
Size
1100-1500 sqft
Lot Size
18.06 x 86.71 ft
Listed on
Parking
1 Attached, 2 Parking
Listing brokerage: ROYAL LEPAGE FLOWER CITY REALTYData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Property details

Property

Property Type
Att/Row/Twnhouse
Style
2-Storey
Community
Orangeville
Municipality
Orangeville

Building

Size
1100-1500 sqft
Building Age
6-15
Construction
Brick

Inside

Bedrooms
3+1
Bathrooms
4
Bathroom Details
2 × 4pc 2nd, 1 × 2pc Main, 1 × 4pc Bsmt
Basement Type
Finished
Kitchens
1

Parking

Driveway
Available
Garage Type
Attached
Garage
1
Additional Parking
1
Total Parking
2

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
18.06 ft
Depth
86.71 ft
Lot Size
18.06 x 86.71 ft

Additional

Roof
Asphalt Shingle
Fireplace
No
Pool
None
Den
Yes
Family room
Yes
Extras
Appliances-S/S Fridge, S/S Stove, S/S Microwave Hoodfan, S/S Dishwasher, Washer and Dryer

Rooms

RoomSizeFeaturesLevel
Kitchen4.9 × 3.05 mStainless Steel ApplMain
Great Rm3.96 × 3.96 mLarge WindowMain
Primary3.97 × 3.96 mEnsuite Bath2nd
2nd Br2.45 × 3.97 mWindow, Closet2nd
3rd Br2.45 × 3.35 mWindow, Closet2nd
Rec3.96 × 6.41 mCarpet FreeBsmt

Listing history

Buy/sell history for 27 Winterton Crt, Orangeville, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$699,000N/AFor SaleW14125544

Members see the full history. Prices are hidden from signed-out visitors.

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $139,800

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$139,800
Total mortgage amount
$559,200
Total interest payment
$397,500
Total purchase cost
$1,096,500
Mortgage payment
$3,189/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

—

Monthly carrying cost

$3,601
−$3,601per month
  • Rent $0
  • Shortfall $3,601

Rental income starts at $0: enter the rent you expect. This is a planning tool, not advice.

Land transfer tax on this home

Ontario land transfer tax
$10,455
Total land transfer tax
$10,455
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$6,455
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $699,000
$5,980
Ontario total
$10,455

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

The land

Lot

Lot area
1,566 sq ft145 m²
Street frontage
18.06 ft5.5 m
Depth
86.71 ft26.4 m
18.06 × 86.71 ftWINTERTON CRT

The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.

Source: the MLS® listing record, measured by GeoWarehouse.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

14 records · 8 on fileRead 2026-10-28
250 m500 m1 km2 kmBeyond · area-wideNot in Credit Valley Conservation’s mapped regulated areaNo mapped wetland within 120 mNo water-supply well recorded within 250 mInside the Greenbelt (Protected Countryside)Nearest airport: 7.0 kmNearest rail line: 800 mA trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 m1 facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Orangeville Hydro LimitedWired internet 50/10 Mbps or faster is listed at this locationAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation3

  • Not in Credit Valley Conservation’s mapped regulated areaAt the address
  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m12 test or monitoring holes also recorded.250 m

Credit Valley Conservation · Province of Ontario open data

Planning and building activity2

  • Inside the Greenbelt (Protected Countryside)These provincial plans set policies on new buildings, new lots and some changes to the land; the municipality can say which apply to this property.At the address
  • Nearest airport: 7.0 km7 km

Province of Ontario open data

Around the home2

  • Nearest rail line: 800 m800 m
  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • 1 facility within 1 km reports pollutant releases to Environment CanadaThe nearest is The Direct Plastics Group — Direct Plastics Limited, 970 m away. Facilities report to the National Pollutant Release Inventory above set thresholds; reporting a release is not a finding of harm.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Orangeville Hydro LimitedAt the address
  • Wired internet 50/10 Mbps or faster is listed at this locationFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (10 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.At the address
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, NFTC, Rogers, Wightman Communications. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, RuralNet, Satronics, Vianet, Xplore. Mobile: Bell, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Credit Valley Conservationor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information made available under Credit Valley Conservation Open Data Licence v1.0.

The market

Townhouses for sale in Orangeville right now

For sale now
17
Median asking price
$680K

Middle half: $609K to $709K

New in 7 days
4

7 in 28 days

Price cuts
12%

2 listings

This home is asking 3% above the median.

See all homes in Orangeville

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Market area · filters apply to the charts below

The street

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Spencer Avenue Elementary SchoolUpper Grand DSBPublic · grades JK–8 · French Immersion750 m79%Grade 6 average
Montgomery Village Public SchoolUpper Grand DSBPublic · grades JK–81 km58%Grade 6 average
École élémentaire des Quatre-RivièresConseil scolaire ViamondeFrench-language public · grades JK–81 km63%Grade 6 average
St Peter Separate SchoolDufferin-Peel CDSBCatholic · grades JK–81.8 km73%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Westside Secondary SchoolUpper Grand DSBPublic · grades 9–12750 m53%Grade 9 math
Orangeville District Secondary SchoolUpper Grand DSBPublic · grades 9–123 km43%Grade 9 math
Erin District High SchoolUpper Grand DSBPublic · grades 9–12 · French Immersion14 km61%Grade 9 math
Robert F Hall Catholic Secondary SchoolDufferin-Peel CDSBCatholic · grades 9–1221 km54%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

The verdict

Similar Active Listings

Recently sold nearby

Sold prices in Orangeville are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record