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For SaleDetached · 2-StoreyMLS® #W14177226 · TRREB MLS®

287 Featherstone Rd, Milton, Ontario

Dempsey, Milton, Ontario L9T 7C4

Bedrooms
3+1
Lot Size
43.08 x 102.68 ft
Bathrooms
3
Type
Detached
Basement
Finished

$1,029,000

Estimated market value

About 287 Featherstone Rd

287 Featherstone Rd is a 3+1-bedroom, 3-bathroom detached house in Dempsey, Milton, listed for sale at an asking price of $1,029,000 (MLS® W14177226).

Welcome to 287 Featherstone Road! Beautifully upgraded 3+1 bedroom, 2+1 bathroom detached home in Milton's highly desirable Dempsey neighbourhood. Offering the perfect blend of style, comfort, and functionality, this move-in-ready home is sure to impress! The bright, carpet-free main floor features 9-foot ceilings, hardwood flooring, crown moulding, pot lights, wainscoting, and California shutters. The updated kitchen boasts stylish cabinetry, ample prep space, and stainless steel appliances, flowing seamlessly into the spacious dining area and inviting family room with a cozy electric fireplace - the ultimate gathering spot for family and friends. Step outside to your private backyard oasis featuring a stunning saltwater pool with waterfall feature and generous patio space - perfect for summer entertaining or peaceful outdoor unwinding. Upstairs offers three spacious bedrooms, all with hardwood flooring and crown moulding. The primary retreat features a walk-in closet with custom organizers and an updated 3-piece ensuite. The professionally finished basement adds incredible versatility with a large recreation room and additional bedroom currently used as a home office/gym, featuring laminate flooring, pot lights and built-in surround sound. A dedicated laundry room and abundant storage space round out the lower level. Enjoy professionally landscaped grounds, a private 1.5-car garage, and parking for up to three vehicles. Ideally located close to top-rated schools, parks, shopping, restaurants, public transit, and Milton GO, with easy access to Highway 401. A fantastic opportunity to own a beautifully upgraded family home in a sought-after neighbourhood. Move in and enjoy!

Insights

  • Condition Score

    Good
    78out of 100

    2 documented update signals

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

  • Cashflow Quality

    Shortfall
    33out of 100

    −$1,401/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 20 detached homes with 4 bedrooms for lease in Milton right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

Key facts

Tax
$5,173 / 2026
MLS® number
W14177226
Board
TRREB MLS®
Property Type
Detached
Building Age
16-30
Days on market
Size
1500-2000 sqft
Lot Size
43.08 x 102.68 ft
Listed on
Parking
1.5 Attached, 3 Parking
Listing brokerage: ROYAL LEPAGE REALTY PLUS OAKVILLEData 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.

Listing history

Buy/sell history for 287 Featherstone Rd, Milton, Ontario

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

Dates and closing prices are shown to signed-in members.

Date StartDate EndList PricePriceEventListing ID
Date Start——$1,029,000—For SaleW14177226

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

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 Domin Kurian for a full comparative market analysis.

Property details

Property

Property Type
Detached
Style
2-Storey
Community
Dempsey
Municipality
Milton

Building

Size
1500-2000 sqft
Building Age
16-30
Construction
Brick

Inside

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

Parking

Driveway
Inside Entry, Pvt Double
Garage Type
Attached
Garage
1.5
Additional Parking
1.5
Total Parking
3

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
43.08 ft
Depth
102.68 ft
Lot Size
43.08 x 102.68 ft

Additional

Foundation
Concrete
Roof
Asphalt Shingle
Fireplace
Yes
Pool
Inground, Salt
Den
Yes
Family room
Yes
Extras
Existing Stainless Steel Fridge, Stove, B/I Microwave and B/I Dishwasher. Washer and Dryer. All Electrical Light Fixtures. All Window Coverings. Garage Door Opener and remote. Central Vacuum and existing attachments. Pool equipment.

Rooms

RoomSizeFeaturesLevel
Kitchen3.92 × 4.25 mQuartz Counter, Breakfast Bar, Pot LightsMain
Dining3.45 × 2.75 mCrown Moulding, Wainscoting, W/O To PatioMain
Family4.58 × 4.64 mCalifornia Shutters, hardwood floor, Floor/Ceil FireplaceMain
Primary3.45 × 4.67 mhardwood floor, Crown Moulding, W/I Closet2nd
2nd Br3.59 × 3.82 mhardwood floor, Crown Moulding2nd
3rd Br3.16 × 3.06 mhardwood floor, Crown Moulding2nd
Rec5.65 × 4.63 mLaminate, Pot LightsBsmt
4th Br3.25 × 4.65 mLaminate, Pot LightsBsmt
Laundry3.43 × 2.24 m—Bsmt

Map and tour

Detached homes for sale in Dempsey right now

For sale now
8
Median asking price
$1.15M

Middle half: $1.02M to $1.32M

This home is asking 11% below the median.

See all homes in Dempsey

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

Land transfer tax on this home

Ontario land transfer tax
$17,055
Total land transfer tax
$17,055
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$13,055
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 $1,029,000
$12,580
Ontario total
$17,055

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

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
St. Peter Catholic Elementary SchoolHalton CDSBCatholic · grades JK–8 · French Immersion800 m80%Grade 6 average
Chris Hadfield Public SchoolHalton DSBPublic · grades JK–81 km90%Grade 6 average
St. Anthony of Padua Catholic Elementary SchoolHalton CDSBCatholic · grades JK–81 km83%Grade 6 average
ÉÉC Saint-NicolasConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–62 km85%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Bishop Paul Francis Reding Catholic Secondary SchoolHalton CDSBCatholic · grades 9–12 · French Immersion800 m66%Grade 9 math
Craig Kielburger Secondary SchoolHalton DSBPublic · grades 9–12 · French Immersion3.2 km69%Grade 9 math
St. Kateri Tekakwitha Catholic Secondary Catholic SchoolHalton CDSBCatholic · grades 9–12 · French Immersion3.5 km79%Grade 9 math
Milton District High SchoolHalton DSBPublic · grades 9–12 · French Immersion3.5 km65%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.

Transit nearby

StationLinesDistance
Milton GOGO Transit train: Milton1.6 km

The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: GO Transit schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.

Lot

Lot area
4,423 sq ft411 m²
Street frontage
43.08 ft13.1 m
Depth
102.68 ft31.3 m
43.08 × 102.68 ftFEATHERSTONE RD

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 MPAC.

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.

Mortgage Calculator

Plan with the current asking price

20% · $205,800

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
$205,800
Total mortgage amount
$823,200
Total interest payment
$585,300
Total purchase cost
$1,614,300
Mortgage payment
$4,695/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

44%

Monthly carrying cost

$5,126
−$1,401per month
  • Rent $3,725
  • Shortfall $1,401

Rental income opens at $3,725, the median asking rent of 20 comparable homes for lease in Milton. Type over it with the rent you expect. This is a planning tool, not advice.

Market area · filters apply to the charts below

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

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