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.
For sale
$3,499,000
25 Canterbury Rd, Winchester, MA 01890
6beds
6,327sqft
Single Family Residence
Built in 2026
0.37 Acres Lot
$3,350,500 Zestimate®
$553/sqft
$-- HOA
What's special
Beautiful private wooded backyardPrivate gymDedicated home theaterSpacious junior suiteSpectacular primary retreatOversized statement islandSoaring ceilings
- 5 days
- 903
- 63
Zillow last checked:
Listing updated:
Listed by:
Vita Realty Group 781-729-4663,
Compass 781-219-0313,
Philip J. Vita 781-729-4663
Source: MLS PIN,MLS#: 73600361
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Ceiling Fan(s), Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, Balcony / Deck, Double Vanity, Recessed Lighting
- Level: Second
Bedroom 2
- Features: Bathroom - Full, Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
- Level: Second
Bedroom 3
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
Bedroom 4
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
Bedroom 5
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Exterior Access, Recessed Lighting, Slider
- Level: First
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
- Level: First
Bathroom 2
- Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
- Level: Second
Bathroom 3
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub, Flooring - Stone/Ceramic Tile
- Level: Second
Dining room
- Features: Flooring - Hardwood, Recessed Lighting, Lighting - Overhead, Decorative Molding, Tray Ceiling(s)
- Level: First
Family room
- Features: Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood, Open Floorplan, Recessed Lighting, Slider
- Level: First
Kitchen
- Features: Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Lighting - Pendant
- Level: First
Living room
- Features: Flooring - Hardwood, Recessed Lighting, Crown Molding, Decorative Molding
- Level: First
Heating
- Forced Air, Electric
Cooling
- Central Air, Dual
Appliances
- Included: Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Wine Refrigerator, Range Hood, Plumbed For Ice Maker
- Laundry: Flooring - Stone/Ceramic Tile, Stone/Granite/Solid Countertops, Sink, Second Floor, Electric Dryer Hookup, Washer Hookup
Features
- Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Countertops - Stone/Granite/Solid, Recessed Lighting, Bathroom - Half, Closet, Bathroom, Exercise Room, Media Room, Play Room, Bedroom, Wet Bar, Internet Available - Unknown
- Flooring: Tile, Carpet, Hardwood, Wood Laminate, Flooring - Wall to Wall Carpet
- Doors: Insulated Doors
- Windows: Insulated Windows, Screens
- Basement: Full,Finished,Interior Entry,Sump Pump,Radon Remediation System
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 6,327
- Total interior livable area: 6,327 sqft
- Finished area above ground: 4,496
- Finished area below ground: 1,831
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Attached, Garage Door Opener, Garage Faces Side, Paved
- Attached garage spaces: 2
- Uncovered spaces: 4
Accessibility
- Accessibility features: No
Features
- Patio & porch: Porch, Deck - Composite, Covered
- Exterior features: Porch, Deck - Composite, Covered Patio/Deck, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard, Cistern Water Storage, ET Irrigation Controller
- Spa features: Bath
- Fencing: Fenced
Lot
- Size: 0.37 Acres
- Features: Wooded
Details
- Parcel number: 896446
- Zoning: RDB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Farmhouse
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter, Granite
- Roof: Shingle,Rubber
Condition
- Year built: 2026
Details
- Warranty included: Yes
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range, for Electric Dryer, Washer Hookup, Icemaker Connection
Green energy
- Energy efficient items: Thermostat
- Water conservation: Water Recycling, ET Irrigation Controller
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $553/sqft
- Tax assessed value: $1,289,600
- Annual tax amount: $14,302
- Date on market: 11/9/2026
- Road surface type: Paved
Estimated market value
$3,350,500
$3.18M - $3.52M
$4,658/mo
Price history
| Date | Event | Price |
|---|---|---|
| 11/9/2026 | Listed for sale | $3,499,000+173.4%$553/sqft |
Source: MLS PIN #73600361 Report a problem | ||
| 7/15/2025 | Sold | $1,280,000+20.2%$202/sqft |
Source: MLS PIN #73380011 Report a problem | ||
| 5/27/2025 | Listed for sale | $1,065,000$168/sqft |
Source: MLS PIN #73380011 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,302 +0.7% | $1,289,600 +2.9% |
| 2024 | $14,200 +5.1% | $1,253,300 +9.4% |
| 2023 | $13,516 +4.3% | $1,145,400 +10.5% |
| 2022 | $12,964 +4.3% | $1,036,300 +6.9% |
| 2021 | $12,435 +3.6% | $969,200 |
| 2020 | $12,008 +9.9% | $969,200 +7.4% |
| 2019 | $10,924 +6.8% | $902,100 +7.5% |
| 2018 | $10,227 +11.2% | $839,000 +12% |
| 2017 | $9,195 +9.9% | $748,800 +4.5% |
| 2016 | $8,366 -2% | $716,300 +1.9% |
| 2015 | $8,533 +7.7% | $702,900 +12.3% |
| 2014 | $7,926 +0.6% | $626,100 +1.4% |
| 2013 | $7,882 +1.8% | $617,200 |
| 2012 | $7,746 +3.7% | $617,200 |
| 2011 | $7,468 +6.2% | $617,200 +1% |
| 2010 | $7,034 +2.1% | $611,100 |
| 2009 | $6,887 +3.7% | $611,100 -2.7% |
| 2008 | $6,641 +6.2% | $628,300 +3.8% |
| 2007 | $6,251 +2.1% | $605,100 +2.5% |
| 2006 | $6,120 +4% | $590,200 +4.5% |
| 2005 | $5,885 +6.6% | $564,800 +16.4% |
| 2004 | $5,522 +2.8% | $485,200 +2.8% |
| 2003 | $5,370 +12.2% | $471,900 +9.1% |
| 2002 | $4,785 +23.9% | $432,600 +45% |
| 2000 | $3,861 -5.6% | $298,400 +6.8% |
| 1999 | $4,090 | $279,400 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 01890
Nearby schools
Schools provided by the listing agent
- Elementary: Ambrose
- Middle: Mccall
- High: Winchester
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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