$899,900
$450 / sq ft2 months on market
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Cottage living in the heart of Wellesley. Welcome to 20 David Street, a rare & beautifully updated waterfront home overlooking Wellesley Pond. Professionally & extensively renovated in 2021, this 3 bedrm+den, 3-bathrm home offers approx. 2,133 SF of finished living space, blending modern comfort with a pond-side setting that feels like a private retreat in town. The main flr is bright, open, & designed to bring the view into everyday living, with a spacious family rm featuring an electric fireplace, dining area, & updated kitchen. Glass sliders lead to the oversized back deck, creating seamless indoor-outdoor living. With glass railings & a pergola, the deck captures the pond views beautifully & offers space for morning coffee, summer dinners, quiet evenings, & relaxed entertaining. The updated kitchen features quartz counters, stainless appliances, tile backsplash, under-cabinet lighting, & breakfast bar seating for 4. Main flr laundry, a 2-pce bathrm, custom window coverings, designer lighting, & pot lights throughout add to the home's polished feel. Upstairs, the luxurious primary suite is tucked into its own private wing with dual walk-in closets, an updated 3-pce ensuite with tiled glass shower, & direct access to a den/office-perfect for working from home, a nursery, reading rm, or quiet escape. 2 additional spacious bedrms & an updated 4-pce main bathrm complete the upper level. Outside, the property comes to life with a covered front porch, partially fenced & beautifully landscaped backyard, mature trees, walk-down access to the private dock & pond, & a tranquil, cottage-like feel that is hard to replicate. Approximately $30K in additional recent improvements further enhance the home's privacy, curb appeal, & move-in ready feel. Walkable to local shops, groceries, parks, community events & amenities, with easy access to Waterloo, Kitchener & Stratford, this is more than a move-in ready home-it's a rare waterfront lifestyle property in the heart of Wellesley.
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What this home costs beyond the asking price, and how that price compares to what else is on the market.
This home is priced below most comparable listings — about 17% of comparable detached listings in Wellesley are asking less.
Based on 12 comparable active detached listings in Wellesley. These are asking prices, not sale prices.
Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.
Payable on closing, on top of the purchase price.
An estimate on the asking price of $899,900. Rates current as of September 2026; confirm the final figure with your real estate lawyer.
Listing courtesy of RE/MAX TWIN CITY REALTY INC.. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.
Listing courtesy of Red And White Realty Inc
$800,000
Listing courtesy of ROYAL LEPAGE WOLLE REALTY
$799,900
Listing courtesy of RE/MAX Solid Gold Realty (II) Ltd