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Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
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MLS® N14029600For SaleDetached

5016 Cherry St

Rural Whitchurch-Stouffville, Whitchurch-Stouffville, Ontario L4A 7X4

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5016 Cherry St, Whitchurch-Stouffville, photo 1
Asking$2,399,000
Bedrooms
4+3
Bathrooms
4
Size
3,500–5,000sq ft
Per sq ft
$564at the range’s middle
Lot
2 – 4.99 acres
Tax a year
$12,6002026 tax year
Built
16-30
Parking
82 attached
Days on market
Members

The brief

About 5016 Cherry St

5016 Cherry St is a 4+3-bedroom, 4-bathroom detached house in Rural Whitchurch-Stouffville, Whitchurch-Stouffville, listed for sale at an asking price of $2,399,000 (MLS® N14029600).

Experience the grandeur of a French château-inspired country estate on nearly 4.5 private acres in Stouffville. This distinctive custom Bungaloft offers over 3,700 sq. ft. above grade plus an additional 1,941 sq. ft. of finished walkout basement, totalling over 5,600 sqft. of finished living space. Soaring vaulted ceilings, elegant architectural details, abundant natural light and fireplaces complement generous principal rooms designed for entertaining. A spacious kitchen featuring a unique Elmira stove adds to the home's character, while multiple walkouts connect the interior to the picturesque grounds. Offering 4+2 bedrooms, 4 bathrooms, a private upper-level primary suite, a separate office/den/bedroom above the garage and a former wine cellar currently converted into a gym, which can easily be transformed back into its original use for wine enthusiasts. Your dream backyard awaits with a heated inground pool, mature trees and expansive grounds for summer entertaining, outdoor dining and quiet relaxation. Surrounded by protected natural landscapes and York Region's extensive network of scenic walking trails, this remarkable property offers an exceptional connection to nature, with endless opportunities to explore the outdoors right at your doorstep. Enjoy a peaceful country setting with convenient access to area golf courses, including Ballantrae Golf Club, while remaining just minutes from Stouffville's Main Street shops and dining, GO Transit and Highway 404, with connections to Highway 407. An exceptional blend of space, privacy, natural beauty and timeless charm.

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
$12,600 / 2026
MLS® number
N14029600
Board
TRREB MLS®
Property Type
Detached
Building Age
16-30
Days on market
Size
3500-5000 sqft
Lot Size
82.5 x 1,320.29 ft
Listed on
Parking
2 Attached, 8 Parking
Listing brokerage: RE/MAX HALLMARK REALTY LTD.Data 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
Detached
Style
Bungaloft
Community
Rural Whitchurch-Stouffville
Municipality
Whitchurch-Stouffville

Building

Size
3500-5000 sqft
Building Age
16-30
Construction
Stone

Inside

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

Parking

Driveway
Private
Garage Type
Attached
Garage
2
Additional Parking
6
Total Parking
8

Utilities

Water
Well
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Septic
Frontage
82.5 ft
Depth
1,320.29 ft
Lot Size
82.5 x 1,320.29 ft

Additional

Foundation
Poured Concrete
Roof
Asphalt Shingle
Fireplace
Yes
Pool
Inground
Den
Yes
Family room
Yes
Extras
Stainless Steel Fridge (AS IS), Stainless Steel Dishwasher, Elmira Stove (AS IS), Microwave, All Electrical fixtures, all window coverings, Central vac (AS IS) And All Accessories, Pool Equipment, 2 Garage door openers, Window Coverings, Washer And Dryer, S/S Fridge In Bsmnt (AS IS) , Chest Freezer in Bsmt (AS IS), Hot Water Tank (Owned), Washer, Dryer, Piano in Bsmt.

Rooms

RoomSizeFeaturesLevel
Kitchen4.65 × 5.02 mhardwood floor, Eat-In Kitchen, W/O To DeckMain
Great Rm4.65 × 3.86 mFloor/Ceil Fireplace, Vaulted Ceiling, Combined W/KitchenMain
Dining3.79 × 5.22 m2 Way Fireplace, hardwood floor, Crown MouldingMain
Living4.9 × 7.8 mPicture Window, Cathedral Ceiling, hardwood floorMain
Br2.75 × 4.57 mPot Lights, hardwood floorMain
2nd Br3.61 × 4.59 mDouble Closet, hardwood floorMain
3rd Br3.61 × 4.09 mCloset, hardwood floor, Large WindowMain
Primary4.26 × 6.55 m4 Pc Ensuite, Fireplace, W/I Closet2nd
Rec5.93 × 6.08 mW/O To Pool, Broadloom, Pot LightsBsmt
5th Br3.26 × 2.93 mBroadloom, W/O To YardBsmt
Br3.38 × 2.88 mBroadloom, Double Closet, W/O To YardBsmt
Loft7.07 × 7.24 mW/O To Garage, Open ConceptUpper

Listing history

Buy/sell history for 5016 Cherry St, Whitchurch-Stouffville, 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$2,399,000N/AFor SaleN14029600

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

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $479,800

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
$479,800
Total mortgage amount
$1,919,200
Total interest payment
$1,364,300
Total purchase cost
$3,763,300
Mortgage payment
$10,945/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

—

Monthly carrying cost

$11,995
−$11,995per month
  • Rent $0
  • Shortfall $11,995

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
$46,450
Total land transfer tax
$46,450
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$42,450
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 $2,000,000
$32,000
2.5% from $2,000,000 to $2,399,000
$9,975
Ontario total
$46,450

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
108,924 sq ft10,119 m²
Street frontage
82.5 ft25.1 m
Depth
1,320.29 ft402.4 m
82.5 × 1,320.29 ftCHERRY ST

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.

Land and environment

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

12 records · 7 on fileRead 2026-10-28
250 m500 m1 km2 kmBeyond · area-wideNo mapped wetland within 120 m20 water-supply wells recorded within 250 mGroundwater recorded about 19.8 m below ground nearbyInside the Greenbelt (Oak Ridges Moraine Conservation Plan) and the Oak Ridges Moraine plan area (Natural Core Area)A trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Hydro One Networks Inc.Wired internet 50/10 Mbps or faster is listed at a household 130 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation3

  • No mapped wetland within 120 m120 m
  • 20 water-supply wells recorded within 250 mAll were drilled for domestic use. From Ontario’s well records; locations can be approximate. The records do not show how this home gets its water. Wells nearby typically go down about 32.9 m.250 m
  • Groundwater recorded about 19.8 m below ground nearbyThe middle water level in the well records within 500 m (53 records). It changes with the season and from spot to spot.500 m

Province of Ontario open data

Planning and building activity1

  • Inside the Greenbelt (Oak Ridges Moraine Conservation Plan) and the Oak Ridges Moraine plan area (Natural Core Area)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

Province of Ontario open data

Around the home1

  • 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
  • No facility within 1 km reports pollutant releases to Environment CanadaOnly facilities above the inventory’s reporting thresholds are listed.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 Hydro One Networks Inc.At the address
  • Wired internet 50/10 Mbps or faster is listed at a household 130 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (130 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.130 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, Rogers, Vianet. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Cottage Country Internet, Dash Networks, FiberSpeed, Rogers, Routcom, Ruralwave, Vianet, Xplore. Mobile: Bell, Freedom Mobile, 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, Lake Simcoe Region Conservation Authorityor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario.

The market

Detached homes for sale in Rural Whitchurch-Stouffville right now

For sale now
88
Median asking price
$2.29M

Middle half: $1.35M to $3.02M

New in 7 days
6

26 in 28 days

Price cuts
25%

22 listings

This home is asking 5% above the median.

See all homes in Rural Whitchurch-Stouffville

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
Ballantrae Public SchoolYork Region DSBPublic · grades JK–83.6 km67%Grade 6 average
Mount Albert Public SchoolYork Region DSBPublic · grades JK–87.3 km73%Grade 6 average
Robert Munsch Public SchoolYork Region DSBPublic · grades JK–38.2 km62%Grade 3 average
Goodwood Public SchoolDurham DSBPublic · grades JK–89.7 km63%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Newmarket High SchoolYork Region DSBPublic · grades 9–12 · French Immersion9.9 km75%Grade 9 math
Sacred Heart Catholic High SchoolYork CDSBCatholic · grades 9–1210 km62%Grade 9 math
Huron Heights Secondary SchoolYork Region DSBPublic · grades 9–1211 km46%Grade 9 math
Dr G W Williams Secondary SchoolYork Region DSBPublic · grades 9–1212 km82%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 Rural Whitchurch-Stouffville are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record