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
Good2 documented update signals
Source: Listing age, structured features and disclosed update language; not an inspection.
Cashflow Quality
Shortfall−$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 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 Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date Start— | — | $1,029,000 | — | For Sale | W14177226 |
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
| Room | Size | Features | Level |
|---|---|---|---|
| Kitchen | 3.92 × 4.25 m | Quartz Counter, Breakfast Bar, Pot Lights | Main |
| Dining | 3.45 × 2.75 m | Crown Moulding, Wainscoting, W/O To Patio | Main |
| Family | 4.58 × 4.64 m | California Shutters, hardwood floor, Floor/Ceil Fireplace | Main |
| Primary | 3.45 × 4.67 m | hardwood floor, Crown Moulding, W/I Closet | 2nd |
| 2nd Br | 3.59 × 3.82 m | hardwood floor, Crown Moulding | 2nd |
| 3rd Br | 3.16 × 3.06 m | hardwood floor, Crown Moulding | 2nd |
| Rec | 5.65 × 4.63 m | Laminate, Pot Lights | Bsmt |
| 4th Br | 3.25 × 4.65 m | Laminate, Pot Lights | Bsmt |
| Laundry | 3.43 × 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 DempseyAsking 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
| Elementary | Type | Distance | EQAO average 2024–25 |
|---|---|---|---|
| St. Peter Catholic Elementary SchoolHalton CDSB | Catholic · grades JK–8 · French Immersion | 800 m | 80%Grade 6 average |
| Chris Hadfield Public SchoolHalton DSB | Public · grades JK–8 | 1 km | 90%Grade 6 average |
| St. Anthony of Padua Catholic Elementary SchoolHalton CDSB | Catholic · grades JK–8 | 1 km | 83%Grade 6 average |
| ÉÉC Saint-NicolasConseil scolaire catholique MonAvenir | French-language Catholic · grades JK–6 | 2 km | 85%Grade 6 average |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Bishop Paul Francis Reding Catholic Secondary SchoolHalton CDSB | Catholic · grades 9–12 · French Immersion | 800 m | 66%Grade 9 math |
| Craig Kielburger Secondary SchoolHalton DSB | Public · grades 9–12 · French Immersion | 3.2 km | 69%Grade 9 math |
| St. Kateri Tekakwitha Catholic Secondary Catholic SchoolHalton CDSB | Catholic · grades 9–12 · French Immersion | 3.5 km | 79%Grade 9 math |
| Milton District High SchoolHalton DSB | Public · grades 9–12 · French Immersion | 3.5 km | 65%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
| Station | Lines | Distance |
|---|---|---|
| Milton GO | GO Transit train: Milton | 1.6 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
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
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- 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.
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Sold prices in Dempsey are shown to signed-in members.

