Presenting 44 Dupont Road East, in Uptown Waterloo. Built in 1916, this historic residence is noted for its Edwardian Classical Architecture. The two-and-a-half-storey home features a prominent frontage, a large covered front porch and carriage arch (also known as a Porte-Cochere), and tall, multi-sash windows, all with decorative leaded grills. This property stretches across a 66' x 133 ft lot, includes two separate driveways, and a detached garage. Currently, the dwelling is divided between the primary home and a second apartment, with its own tucked-away driveway and entrance up the West side of the house. In the primary home, a spacious foyer welcomes you inside, leading to a bright living room with gorgeous, historic quarter-sawn oak hardwood flooring and a fireplace mantel. The main level continues with a generous dining room with a bay window, a well-appointed kitchen, a sunroom, powder room, and a convenient main-floor laundry. Upstairs, you’ll find two bedrooms—one with access to a potential front balcony—and a four-piece bathroom. The third-floor walk-up offers a private primary retreat with a beautiful stained glass window. The basement provides excellent additional space, including an office, playroom, kitchenette, three-piece bathroom, workshop, and ample storage. The second unit spans the upper levels and includes 2 bedrooms and 1 bathroom. This bright and spacious suite features a living room, dining area, in-suite laundry, and a sunroom, making it ideal for potential tenants or extended family. Overall, this well-maintained home has seen numerous updates, including a new hot water heater (2025), roof (2024), and mini-split heat pump with A/C (2025). All of this in a highly walkable location, close to Uptown Waterloo, shops, restaurants, parks, transit, and entertainment. Zoned Uptown Commercial Core (U1-20). Permitted uses include a café, artist studio, office, restaurant, retail space, etc. This property has exceptional flexibility and potential.
Property Type:
Residential Income
Property SubType:
Duplex Side/Side
Year built:
1916
(Age: 110)
Listing General Location:
114 - Uptown Waterloo/North Ward, 1 - Waterloo East
Red brick exterior featuring a covered front porch, carport, second-story dormer, and a paved driveway
Red brick exterior featuring a covered carport, pitched roof, bay window, front porch, and a paved driveway
Covered parking area with a paved surface, brick support columns, and a rich wood-finish ceiling
Living area featuring a bay window with decorative transom panels, a brick fireplace with blue tile hearth, crown molding, and wood-finish flooring
Bright living area featuring wood-finish flooring, a decorative area rug, and white crown molding
Spacious living area featuring wood-finish flooring, a brick fireplace with wood mantel, and crown molding
Hardwood flooring complements a bay window with decorative glasswork
Formal dining area featuring rich wood-finish flooring and a decorative chandelier
French doors framing a kitchen featuring stainless steel appliances, wood cabinetry, patterned flooring, and a chandelier
Kitchen featuring extensive wood cabinetry, white countertops, stainless steel appliances, a center island with wood countertop, and a bay window with decorative transom detailing
Galley kitchen featuring wood cabinetry, stainless steel appliances, white countertops, a patterned backsplash, and a double basin sink with a gooseneck faucet
Kitchen featuring an island with wood-finish countertop, stainless steel appliances, patterned backsplash, wood cabinetry, and a candelabra-style chandelier
Bathroom vanity featuring a vessel sink with a gold-tone faucet, a decorative framed mirror, and built-in cabinetry
Dedicated laundry area featuring a window with decorative leaded glass, baseboard heating, upper cabinetry, and a textured countertop
Bright room featuring multiple windows, a ceiling fan, and wood-finish flooring
Leaded glass windows with white trim, a decorative metal railing with a brass handrail, and a crystal chandelier
Bright room with wood-finish flooring and white walls
Spacious room featuring a multi-pane bay window, wood-finish flooring, and white baseboards
Bathroom featuring a tub/shower combination with mosaic tile surround, a long vanity with wood cabinetry, a light-toned countertop, and two windows
Attic bedroom featuring dark wood-finish flooring, a white vaulted ceiling, multiple windows including an arched design, and a built-in wood door
Sloped ceilings defining a distinctive space with dark wood-finish flooring, a contemporary spherical pendant light fixture, and a built-in wood-paneled storage door
Utility space featuring a classic white porcelain sink with integrated drainboard, chrome faucet, and a wall-mounted light fixture
Brick accent wall featuring a white mantel fireplace, wood-finish flooring, and white wall paneling
Living area featuring wood-finish flooring, white paneled walls, and a recessed ceiling
Brightly lit room featuring light wood-finish flooring and white walls
Bathroom featuring a wood-panel door, white toilet, and dark wood vanity with an integrated basin and a patterned countertop
Expansive green space featuring a hedge-lined perimeter, a swing set, and a two-story play structure with multiple slides
Spacious backyard with a vibrant green lawn, featuring a red-sided structure with multiple windows and an attic dormer, an adjacent brown shed with a white screen door, and a paved patio area
Brick exterior featuring a stone foundation, bay window, and a stone patio
Elevated balcony offering expansive neighborhood views, featuring black metal railings and concrete flooring
Expansive property featuring a vibrant multi-story residence with a light gray roof, a large in-ground swimming pool with surrounding deck, and a detached garage structure
Urban neighborhood setting featuring a mix of residential and commercial properties
Urban landscape featuring a mix of residential and commercial structures
Aerial perspective showcasing a property with a grey shingle roof, a detached structure, and extensive green space
Data was last updated May 8, 2026 at 11:50 AM (UTC)
Area Statistics
Listings on market:
10
Avg list price:
$1,647,450
Min list price:
$599,000
Max list price:
$9,999,000
Avg days on market:
98
Min days on market:
1
Max days on market:
282
Avg price per sq.ft.:
$375
These statistics are generated based on the current listing's property type
and located in
114 - Uptown Waterloo/North Ward. Average values are
derived using median calculations. This data is not produced by
the MLS® system.