
288 Fleming Drive
Milton (Dempsey), ON L9T 5X9
- 4+2Bedrooms
- 4Bathrooms
- 2Garage
- 2000–2500Sq Ft
- $4,593Tax
- 46×94 ftLot Size
- Estimated Value:$1,104,951See Free Estimate Report

Property not available for sale or for rent.
HOMEH One: full-service selling for a 1% listing fee. The buyer's agent commission is separate.
Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 288 Fleming Drive, Milton, Dempsey
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2025-07-07 | 2025-07-28 | Login to See Prices | Sold | w12266997 |
Real estate boards require you to or to see the full details of this property.
*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.
About 288 Fleming Drive, Milton, Dempsey
Step into comfort, space, and style in this beautifully maintained all brick 2 storey detached home, offering approximately 3000 square feet of bright and functional living space in the sought-after Dempsey community. Designed with multigenerational living in mind, this spacious home features 6 generous bedrooms, 4 upstairs and 2 in the professionally finished basement providing plenty of room for everyone. Enjoy the inviting main floor with soaring 10 foot ceilings and large windows that fill the home with natural light. Two full kitchens add incredible flexibility, whether you're hosting family gatherings or creating separate living areas. Elegant touches like hardwood floors, crown moulding, pot lights, and a gas fireplace enhance the warmth and charm of each space. With 4 well-appointed bathrooms, convenient main floor laundry, inside access to the garage, and parking for up to 7 vehicles including 2 in the garage, every detail has been thoughtfully planned. Plus, theres no sidewalk to maintain, making everyday living even easier. Located just a short walk to Chris Hadfield Public School, shopping, restaurants, and a movie theatre, and only minutes from Highway 401 and the GO station, this home offers both comfort and convenience. Come see why this exceptional property is the perfect place to call home. Book your showing today and explore all it has to offer.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $4,593
- Land Transfer Tax Fee
- $20,975
Rental Items
- Rental Equipment
- Hot Water Tank
- Basement Type
- Finished
Interior Features
- Laundry Level
- Main Level
- Interior Extras
- Auto Garage Door Remote, Carpet Free
- Security Features
- None
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Exterior Extras
- Deck
- Pool
- None
- Property Features
- Fenced Yard, Hospital, Park, Place Of Worship, Public Transit, School
- Accessibility Features
- None
Building
- Building Type
- Detached
- Building Style
- 2-Storey
- Approx Age
- 31-50
Construction
- Exterior Finish
- Brick, Stone
- Roof
- Asphalt Shingle
- Foundation Details
- Brick, Concrete Block
- Special Designation
- Unknown
Lot
- Lot Front
- 45.77 ft
- Lot Depth
- 93.50 ft
- Lot Shape
- Irregular
Inclusions
- Inclusions
- N/A
Exclusions
- Exclusions
- None
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 5
- Total Garage And Parking Spaces
- 7
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Natural Gas
- No
- Hydro
- Yes
- Cable
- No
- Telephone
- No
- Bedrooms
- 4 + 2
- Washrooms
- 4
- Kitchens
- 2
- Family / bonus room
- Yes
Room sizes
- Family Room—Main level, Hardwood Floor, Fireplace, Large Window
- Living Room—Main level, Hardwood Floor, Combined w/Dining, Large Window
- Dining Room—Main level, Hardwood Floor, Open Concept, Window
- Kitchen—Main level, Ceramic Floor, Overlooks Backyard, Eat-in Kitchen
- Breakfast—Main level, Ceramic Floor, Combined w/Kitchen, W/O To Patio
- Laundry—Main level, Ceramic Floor, W/O To Garage, Window
- Primary Bedroom—Second level, Hardwood Floor, Walk-In Closet(s), 4 Pc Ensuite
- Bedroom 2—Second level, Hardwood Floor, Closet, Window
- Bedroom 3—Second level, Hardwood Floor, Closet, Window
- Bedroom 4—Second level, Hardwood Floor, Closet, Window
- Bedroom 5—Basement level, Laminate, Combined w/Office, Window
- Bathroom—Basement level, Laminate, Combined w/Rec, B/I Closet
Washrooms
- 2-piece, Main
- 4-piece, Second
- 4-piece, Second
- 3-piece, Basement
- Municipality
- Milton
- Neighbourhood
- Dempsey
- Main cross streets
- Steeles/Thompson
- Zoning
- Residential
- Directions
- Steeles/Thompson
- MLS® number
- W12266997
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2025-07-28
- Listed on
- 2025-07-07
- Days on market
- 21 days
- Possession date
- 2025-07-31
- Possession type
- Immediate
- Co-op commission
- 2.5%
- Seller
- Listed by
- ROYAL LEPAGE TERREQUITY REALTY
Home Market Value
Current home valuation for 288 Fleming Drive, Milton, Dempsey, Milton, ON. Listed for $1,225,000
HOMEH Estimate
$1,104,951
Estimated Sales Range
$972,357 - $1,237,545
HOMEH Estimate for 288 Fleming Drive, Milton, Dempsey
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
For the owner
Is this your home? Track its value.
Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.
Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $725,000 over $500K
$97,500
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $45,080 | $34,178 | $29,155 | $0 |
=Total mortgage | $1,172,080 | $1,136,678 | $1,070,405 | $980,000 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $5,723monthly | $5,550monthly | $5,226monthly | $4,785monthly |
Land Transfer Tax
$20,975
$20,975
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
Ask HOMEH
New!Hi there!
👋Text or call (416) 301-9001
Recommended for you
Based on homes you've looked at.
No recommended properties found.
Nearby similar homes
No nearby properties found.
More real estate resources
Other homes nearby
Explore this area
Nearby neighbourhoods
No nearby listings available.






































