25 Canterbury Road, Winchester MA 01890
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
Prepare to be impressed by this extraordinary new construction residence on Canterbury Road, one of Winchester’s most sought-after and beloved neighborhoods. Beautifully designed with an exceptional sense of scale and luxurious appointments throughout, this remarkable home offers an unparalleled combination of elegance, comfort, and convenience, all just a short stroll from downtown Winchester, the commuter rail, shops, restaurants, and more. A spectacular first floor makes an immediate impression with soaring ceilings that carry throughout the home, creating an incredible sense of openness and grandeur. The beautifully proportioned formal living and dining rooms set the tone for the refined interiors. At the heart of the home, the showstopping chef’s kitchen features premium Sub-Zero and Wolf appliances, an oversized statement island, and an expansive eat-in area crowned by a skylight, opening seamlessly to a stunning family room with custom built-ins and a fireplace. A first-floor bedroom with en-suite bath offers wonderful flexibility as a private guest suite or sophisticated home office. Just beyond, an oversized deck extends the living space outdoors, overlooking a beautiful, private wooded backyard. The second level is equally impressive, with soaring ceilings continuing throughout and offering two generously sized bedrooms connected by a shared Jack-and-Jill bathroom, a spacious junior suite, and a spectacular primary retreat. The primary suite is a true escape, featuring a spa-inspired bath, two walk-in closets, and its own private deck overlooking the peaceful backyard. The finished lower level offers an entirely new dimension of living, complete with an additional bedroom and full bath, dedicated home theater, private gym, and expansive recreation room with endless possibilities for entertaining, relaxing, and recreation. An exceptional offering where sophisticated new construction, impressive living spaces, and an unbeatable walk-to-everything Winchester location come together to create a truly special place to make your own.
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Recently Sold Nearby
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Listed for Sale
Nov 9, 2026Previous Transaction - MLS #73380011
Previously Sold
Jul 15, 2025| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 11/09/2026 | 🏠 Listed for Sale | $3,499,000 | - | - | Original listing |
| 07/15/2025 | 🏷️ Previously Sold | $1,280,000 | - | - | MLS #73380011 |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $0 | $0 |
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25 Canterbury Road, Winchester MA 01890
Winchester, MA 01890
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