elitere | Aug. 10, 2026
If you’re searching for homes for sale in Wellesley, 20 David Street offers something especially rare: waterfront living right in the heart of town.
Overlooking Wellesley Pond, this beautifully updated 3-bedroom + den, 3-bathroom home combines approximately 2,133 square feet of finished living space with a peaceful, cottage-inspired setting. Professionally and extensively renovated in 2021, the home offers modern finishes, generous living spaces and direct access to the water, all within walking distance of everyday amenities.
One of the defining features of 20 David Street is its connection to the outdoors.
The main living areas are positioned to take advantage of the pond views, while glass sliding doors open directly onto an oversized back deck. Glass railings preserve the sightlines toward the water, and a pergola creates a comfortable setting for outdoor dining, entertaining or simply enjoying the quiet surroundings.
Beyond the deck, the landscaped backyard features mature trees, added privacy and walk-down access to a private dock on Wellesley Pond.
It creates the feeling of a cottage retreat without giving up the convenience of living in town.
Inside, the main floor features a bright, open layout connecting the family room, dining area and kitchen.
The family room includes an electric fireplace, while the updated kitchen offers quartz countertops, stainless steel appliances, a tile backsplash, under-cabinet lighting and breakfast bar seating for four.
Additional main-floor features include:
The result is a comfortable, polished space designed equally well for everyday living and entertaining.
Upstairs, the primary bedroom is positioned within its own private wing.
The suite features dual walk-in closets and an updated 3-piece ensuite with a tiled glass shower. It also connects directly to a separate den or office, creating flexible space for working from home, a nursery, reading room or private sitting area.
Two additional spacious bedrooms and an updated 4-piece main bathroom complete the upper level.
Waterfront properties within established communities can be difficult to find, particularly when they combine an updated interior with a central location.
Approximately $30,000 in additional recent improvements have further enhanced the landscaping, privacy, curb appeal and move-in-ready condition of 20 David Street.
For buyers exploring homes for sale in Wellesley, this property offers a combination that stands apart: an extensively renovated home, approximately 2,133 square feet of finished living space and a private waterfront setting overlooking Wellesley Pond.
20 David Street offers the peaceful setting Wellesley is known for while keeping everyday conveniences close to home.
Buyers can enjoy a walkable village setting with local shops, recreation and community amenities nearby, while remaining within an easy drive of Waterloo, Kitchener and Stratford. Wellesley is approximately a 20-minute drive from Kitchener-Waterloo, while Stratford is roughly 25 minutes away.
Nearby highlights include:
Bill Gies Recreation Centre
Wellesley Pond
20 David Street offers the opportunity to enjoy the slower pace and character of Wellesley with a waterfront setting that feels removed from everyday life.
From mornings overlooking the pond to summer evenings on the deck and direct access to the water from your own backyard, this is a home designed around its setting.
Interested in learning more about 20 David Street or booking a private showing? Contact The Deutschmann Team to explore this one-of-a-kind Wellesley property.
