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Rare Multi-Generational Home With Exceptional Rental Potential in Milton! This spacious 5 + 3 bedroom detached home sits on a premium 45.77 ft frontage, deep lot and offers a highly functional layout ideal for large or multi-generational families, with 2 basements, each with separate entrance and washrooms. Featuring bright, open-concept principal rooms, the main floor includes a formal living anddining area, a generous family room, and a versatile den with a large window-perfect for a home office or study, has a hardwood floor and pot-lights, and a modern kitchen with built-in Appliances and has convenient access throughout.The kitchen offers a functional layout with plenty of storage, extended counter space and prep space, complemented by a bright eat-in area-perfect for family gatherings and daily use. The second floor has five bedrooms, most with semi-ensuite access, along with a primary bedroom featuring a private ensuite and walk-in closet. All bedrooms include closets, and large Windows, a convenient second-floor laundry adds everyday practicality.The newly finished basement adds exceptional value and flexibility, featuring:Basement 1: A fully updated 2-bedroom suite with separate entrance. New tiles flooring, modern kitchen, living area, and updated washroom. Basement 2- An second studio-style unit with its own ensuite Perfect for extended family living, in-law setup, or future income potential. Beautifully landscaped backyard featuring a stone patio-perfect for outdoor entertaining. Spacious front porch ideal for quiet seating, offering trail views with no homes directly infront. Double Car Garage, with another 2 car parking spaces in the driveway. Located on a quiet, family-friendly street, just minutes to top-rated schools, parks, shopping, and Highway 401, this home offers the perfect blend of space, functionality, and long-term investment value. A rare find combining size, versatility, and income potential-don't miss this opportunity! (id:58753)
Cross Streets: Woodward Ave & Thompson Rd S. ** Directions: Thompson Rd S to Woodward Ave.
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 3205 Violet Gardens, Oakville ON L6M 1L5 | 4 | 3 | May 26, 2026 | $1,749,000 |
| 3077 CAULFIELD CRESCENT | 3 | 3 | May 17, 2026 | $869,000 |
| 536 Nelson Court, Milton ON L9T 3A6 | 4 | 4 | May 13, 2026 | $1,149,900 |
Discover key demographics, population statistics, and environmental insights for the Milton (de Dempsey), ON area.
83/100
Very Walkable
Walk Score ®
55/100
Good Transit
Transit Score ®
80/100
Very Bikeable
Bike Score ®
Most errands can be accomplished on foot. Many nearby public transportation options. Biking is convenient for most trips.
17 nearby routes: 16 bus, 1 rail, 0 other
The average walkability score in the surrounding area is Walk Score: 24/100, Transit Score: 21/100, Bike Score: 42/100.
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8 bds • 5 ba • 0 sqft
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3 bds • 3 ba • 0 sqft
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0 bds • 0 ba • 0 sqft
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0 bds • 0 ba • 0 sqft
211 THOMPSON Road W, Waterford, ON N0E1Y0
6 bds • 4 ba • 2400 sqft
1017 Woodward Avenue, Milton ON L9T 5Y2
6 bds • 4 ba • 2400 sqft
1017 WOODWARD Avenue
5 bds • 3 ba • sqft
855 MAPLE AVENUE
5 bds • 3 ba • 2060 sqft
855 Maple Avenue, Milton ON L9T 3N3
4 bds • 4 ba • sqft
815 CEDARBRAE AVENUE
5 bds • 4 ba • sqft
760 WILLOW AVENUE
5 bds • 4 ba • sqft
760 WILLOW AVENUE
4 bds • 4 ba • sqft
772 BANTING COURT
4 bds • 4 ba • sqft
772 BANTING COURT
4 bds • 4 ba • sqft
1196 KNIGHT TRAIL
4 bds • 3 ba • sqft
1193 KNIGHT TRAIL
5 bds • 4 ba • 2400 sqft
169 Cooke Crescent, Milton ON L9T 6E5
5 bds • 3 ba • sqft
217 ELLIS CRESCENT
4 bds • 4 ba • sqft
536 NELSON COURT
4 bds • 3 ba • sqft
1251 WELLER CROSS
4 bds • 3 ba • sqft
1251 WELLER CROSSING
6 bds • 3 ba • sqft
284 RANDALL CRESCENT
5 bds • 4 ba • sqft
790 CHILDS DRIVE
3 bds • 4 ba • sqft
759 CHILDS DRIVE
Source: Realty.com
1009 WOODWARD AVENUE, Milton (DE Dempsey), ON L9T5Y2 in Milton (DE Dempsey), ON L9T5Y2 is a single family residence listed at $1,499,000. Highlights include 8 bedrooms, 6 bathrooms. Realty.ca has 42 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 42 photos of 1009 WOODWARD AVENUE.
The full address for this home is 1009 WOODWARD AVENUE, Milton (DE Dempsey), ON L9T5Y2.
1009 WOODWARD AVENUE has been listed on Realty.com since Thu April 30, 2026
Most errands can be accomplished on foot. Many nearby public transportation options. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 24/100, Transit Score: 21/100, Bike Score: 42/100.
Listing provided courtesy of:
CENTURY 21 INNOVATIVE REALTY INC.
Listing agent:
RIYAZUDDIN MOHAMMAD
This content last refreshed on 2026-06-07 12:17:58. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.