NEXT Open House details
Aug 30, 2025 02:00 PM - 04:00 PM EDT

2049 Windy Oaks Drive
Headon Halton L7M 2R5

$1,649,000
Residential Freehold beds: 4 baths: 4.0

Main Photo: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 1: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 2: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 3: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 4: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 5: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 6: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 7: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 8: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 9: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 10: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 11: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 12: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 13: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 14: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 15: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 16: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 17: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 18: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 19: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 20: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 21: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 22: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 23: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 24: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 25: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 26: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 27: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 28: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 29: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 30: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 31: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 32: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 33: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 34: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 35: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 36: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 37: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 38: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 39: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 40: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 41: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 42: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 43: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 44: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 45: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 46: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 47: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 48: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 49: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Photo 50: 2049 Windy Oaks Drive in Halton: Headon House for sale (Burlington)  : MLS®# W12369077
Open House - Aug 30, 2025
02:00 PM - 04:00 PM EDT
NOTES: Open House on Saturday, August 30, 2025 2:00PM - 4:00PM
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W12369077
Bedrooms:
4
Bathrooms:
4
You've found it! Welcome home to 2049 Windy Oaks Drive, a beautiful 4 bed, 4 bath family home in the heart of Headon Forest. Offering over 3,000 sq ft of finished living space, this thoughtfully updated home combines luxury and comfort - perfect for entertaining and relaxing, indoors and out. The curb appeal is unmatched, with manicured gardens and lush green views from the front porch. Step inside to the inviting living/dining room where holiday dinners await. The jaw-dropping, custom eat-in kitchen is a chef's dream with quartz counters, ceiling-height cabinetry, stainless steel appliances & a sprawling island with breakfast seating, beverage fridge & 2nd sink. Large windows span the back of the home, flooding the space with light & walk-out to the backyard. With high ceilings, gas fireplace centrepiece & large bay window, the family room is a warm space to gather & unwind. Working from home is easy with a spacious main floor office overlooking front gardens. Upstairs, the primary suite offers two closets w/ organizers & modern 3-pc ensuite with glass shower & bench. Three more spacious bedrooms w/ closet org and an updated 4pc bath. Crown moulding, pot lights & gleaming, high-end floors are found throughout the home. 3 of 4 baths w/heated floors. Finished basement offers a 4-pc bath, home theatre with projector, screen & surround sound, a large rec room & games area with gas fireplace, custom wet bar with bev fridge & 2nd dishwasher. There's also a generous storage/workshop room with pot lights & cedar closet. The resort-style backyard features a 32ft saltwater pool with full-width steps & waterfall jumping rock. The fully permitted Cedar/Douglas Fir gazebo enjoyed rain or shine w/ radiant heater, lighting, lounge & dining space. A true outdoor oasis with front/back inground sprinkler system, two sheds (one w/ 100amp panel), gardens, fully fenced yard. A rare offering in one of Burlington's most desirable neighbourhoods, this exceptional property offers it all!
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
2000-2500
Depth:
100'10½"
Frontage:
63'10"
Direction Faces:
West
Bedrooms:
4
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
9
Rooms Below Grade:
4
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
2
Foundation:
Poured Concrete
Roof:
Asphalt Shingle
Basement:
Finished
Fireplace Features:
Family Room, Natural Gas
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Other Structures:
Gazebo, Garden Shed, Shed
Parking Features:
Private Double
Parking Spaces:
2
Total Parking Spaces:
4.0
Family Room:
Yes
Possession Details:
45/60 Days
Pool:
Inground, Salt
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$6,752.54 / 2025
Assessment:
$- / -
Burlington
Headon
Halton
Park, Public Transit, School, Fenced Yard, Rec./Commun.Centre, Library
Carpet Free, Auto Garage Door Remote
Landscaped, Lawn Sprinkler System, Landscape Lighting, Privacy, Patio
Hot water tank (~24.84/month)
See Schedule B.
See Schedule B.
Brick
Floor
Type
Size
Other
Main
Foyer
8'6" × 7'1"
Walk-In Closet(s), Open Concept, Wood
Main
Kitchen
30'1" × 18'5¼"
Eat-in Kitchen, Quartz Counter, Stainless Steel Appl
Main
Dining Room
18'1" × 12'½"
Combined w/Living, Crown Moulding, Window
Main
Family Room
17'9" × 13'4¼"
Gas Fireplace, Bay Window, Pot Lights
Main
Office
11'9¾" × 10'1"
French Doors, Crown Moulding, California Shutters
Main
Mud Room
21'3" × 6'6¾"
2 Pc Bath, Combined w/Laundry, Access To Garage
Second
Primary Bedroom
18'8" × 11'7¾"
3 Pc Ensuite, His and Hers Closets, Crown Moulding
Second
Bedroom 2
15' × 9'9"
Closet Organizers, Window, Wood
Second
Bedroom 3
12'1" × 9'9"
Closet Organizers, Window, Wood
Second
Bedroom 4
10'10" × 10'6"
Double Closet, Window, Wood
Basement
Media Room
29'5" × 12'⅞"
Built-in Speakers, Gas Fireplace, Above Grade Window
Basement
Recreation
23'5" × 17'9"
Open Concept, Pot Lights, Vinyl Floor
Basement
Recreation
18'8" × 7'10½"
Wet Bar, Quartz Counter, B/I Dishwasher
Basement
Other
18'7¼" × 11'
Cedar Closet(s), Pot Lights, Vinyl Floor
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Ensuite Laundry:
No
Date Listed:
Aug 28, 2025
Original Price:
$1,649,000
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Virtual Tour

Listed by RE/MAX HALLMARK REALTY LTD.
Data was last updated August 30, 2025 at 04:15 AM (UTC)
Area Statistics
Listings on market:
17
Avg list price:
$1,371,000
Min list price:
$899,900
Max list price:
$1,799,000
Avg days on market:
14
Min days on market:
1
Max days on market:
287
These statistics are generated based on the current listing's property type and located in Headon. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.