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Sold for $4,450,000 on 10/24/25
  • $4,450,000

    20 Foxcroft Rd, Winchester, MA 01890

    5beds
    7,679sqft
    Single Family Residence
    Built in 1937
    0.58 Acres Lot
    $4,452,300 Zestimate®
    $580/sqft
    $4,707 Estimated rent

    Home value

    $4,452,300

    $4.14M - $4.81M

    $4,707/mo

    Zestimate® history
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    $22,559/mo

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    What's special

    A rare opportunity to own one of The Flats’ most celebrated homes! This 1930s Colonial Revival w/ classic curb appeal & elegant proportions sits on over ½ acre of estate-like grounds featuring heated pool, patios, pergola & multiple areas for effortless entertaining. Inside, a grand foyer & sweeping staircase introduce gracious rooms w/ exquisite millwork & superb flow, equally suited for relaxed family living or refined gatherings. Highlights include eat-in chef’s kitchen w/ island & timeless finishes, butler’s pantry, stately dining rm, large living & family rms & private study. Upstairs offers a luxurious primary suite w/ marble bath & dressing rm, plus 4 add’l BRs, 3 en suite. Lower level features versatile family/game rms & wine cellar. Carriage house (2007) w/ 4 garage bays, cabana bath & studio/gym offers endless possibilities & ADU potential. Moments to town center, top rated schools & train, this iconic home is where elegance & livability come together in perfect balance.

    Zillow last checked: 8 hours ago

    Listing updated: October 24, 2025 at 01:03pm

    Listed by:

    Carolyn Walsh 617-872-8008,

    Better Homes and Gardens Real Estate - The Shanahan Group 781-729-9030

    Bought with:

    Kim Covino & Co. Team

    Compass

    Source: MLS PIN,MLS#: 73431361

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 7
    • Full bathrooms: 4
    • 1/2 bathrooms: 3
    Primary bedroom
    • Features: Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Dressing Room
    • Level: Second
    • Area: 465
    • Dimensions: 31 x 15
    Bedroom 2
    • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box
    • Level: Second
    • Area: 266
    • Dimensions: 19 x 14
    Bedroom 3
    • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood
    • Level: Second
    • Area: 234
    • Dimensions: 18 x 13
    Bedroom 4
    • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood
    • Level: Second
    • Area: 195
    • Dimensions: 15 x 13
    Bedroom 5
    • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting, Window Seat
    • Level: Second
    • Area: 204
    • Dimensions: 17 x 12
    Primary bathroom
    • Features: Yes
    Bathroom 1
    • Features: Bathroom - Half, Flooring - Hardwood, Lighting - Pendant
    • Level: First
    • Area: 45
    • Dimensions: 5 x 9
    Bathroom 2
    • Features: Bathroom - Full, Flooring - Marble, Countertops - Stone/Granite/Solid, Double Vanity, Recessed Lighting, Steam / Sauna, Lighting - Sconce, Lighting - Overhead
    • Level: Second
    • Area: 156
    • Dimensions: 12 x 13
    Bathroom 3
    • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Overhead
    • Level: Second
    • Area: 80
    • Dimensions: 10 x 8
    Dining room
    • Features: Flooring - Hardwood, French Doors, Wainscoting, Lighting - Sconce, Lighting - Pendant, Crown Molding
    • Level: First
    • Area: 288
    • Dimensions: 18 x 16
    Family room
    • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, French Doors, Recessed Lighting, Lighting - Sconce, Lighting - Overhead, Crown Molding
    • Level: First
    • Area: 342
    • Dimensions: 19 x 18
    Kitchen
    • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Exterior Access, Recessed Lighting, Lighting - Sconce, Lighting - Pendant, Crown Molding
    • Level: First
    • Area: 416
    • Dimensions: 16 x 26
    Living room
    • Features: Flooring - Hardwood, Lighting - Sconce, Crown Molding
    • Level: First
    • Area: 475
    • Dimensions: 19 x 25
    Office
    • Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
    • Level: Second
    • Area: 40
    • Dimensions: 8 x 5
    Heating
    • Forced Air, Radiant, Natural Gas, Fireplace
    Cooling
    • Central Air
    Appliances
    • Laundry: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Lighting - Overhead, Second Floor
    Features
    • Recessed Lighting, Lighting - Sconce, Wet bar, Wainscoting, Bathroom - Full, Bathroom - Tiled With Tub, Lighting - Overhead, Bathroom - Tiled With Shower Stall, Study, Game Room, Bathroom, Office, Play Room, Wine Cellar, Wet Bar, Wired for Sound
    • Flooring: Tile, Marble, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
    • Doors: French Doors
    • Basement: Full,Finished,Interior Entry
    • Number of fireplaces: 4
    • Fireplace features: Dining Room, Living Room, Master Bedroom
    Interior area
    • Total structure area: 7,679
    • Total interior livable area: 7,679 sqft
    • Finished area above ground: 5,883
    • Finished area below ground: 1,796

    Property

    Parking
    • Total spaces: 10
    • Parking features: Detached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
    • Garage spaces: 4
    • Uncovered spaces: 6
    Features
    • Patio & porch: Patio
    • Exterior features: Patio, Pool - Inground Heated, Cabana, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden
    • Has private pool: Yes
    • Pool features: Pool - Inground Heated
    • Fencing: Fenced/Enclosed,Fenced
    Lot
    • Size: 0.58 Acres
    • Features: Corner Lot, Level
    Details
    • Additional structures: Cabana
    • Parcel number: 899439
    • Zoning: RDB

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial Revival
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Foundation: Concrete Perimeter
    • Roof: Slate
    Condition
    • Year built: 1937

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer

    Community & neighborhood

    Security
    • Security features: Security System
    Community
    • Community features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, House of Worship, Public School, T-Station
    Location
    • Region: Winchester
    • Subdivision: The Flats

    Price history

    DateEventPrice
    10/24/2025Sold$4,450,000+1.2%$580/sqft
    Source: MLS PIN #73431361
    9/18/2025Contingent$4,399,000$573/sqft
    Source: MLS PIN #73431361
    9/16/2025Listed for sale$4,399,000+141%$573/sqft
    Source: MLS PIN #73431361
    8/2/1999Sold$1,825,000$238/sqft
    Source: Public Record

    Public tax history

    YearProperty taxesTax assessment
    2025$54,223 +1.3%$4,889,400 +3.5%
    2024$53,527 +8.4%$4,724,400 +12.9%
    2023$49,366 -0.1%$4,183,600 +5.9%

    Find assessor info on the county website

    Neighborhood: 01890

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Ambrose
    • Middle: Mccall Middle School
    • High: Winchester High School

    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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    Estimated market value

    $4,452,300

    Get a cash offer in 3 minutes

    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.

    Estimated market value

    $4,452,300