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Est. Mortgage: $/month

Federal 30-year interest rate: 6.65% last updated on 2026-08-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 0189020 Foxcroft Road Winchester MA 01890
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  • 5Bedrooms
  • 7Bathrooms
  • 7,679Square Feet
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.
Listed by Carolyn Walsh of Better Homes and Gardens Real Estate - The Shanahan Group

Listing Sold by Compass

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Basic Information

  • Bedrooms5
  • Mls StatusSold
  • Bathroom7
  • BuyerOfficeNameCompass
  • Contingency Pending P&S
  • Lot Features Corner Lot, Level
  • Parcel Number 899439

Basic Information

  • GO-List Price$4,399,000
  • MLS Number73431361
  • Modification Date10/24/2025
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate09/17/2025
  • Sale Date10/24/2025
  • Sale Price$4,450,000
  • Virtual TourView Tour

Building

  • BasementFull, Finished, Interior Entry
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features French Doors
  • FireplaceYes
  • Fireplace Features Dining Room, Living Room, Master Bedroom
  • Fireplaces Total 4
  • FoundationConcrete Perimeter
  • GO-Property StyleColonial Revival
  • Garage Spaces4
  • Patio And Porch Features Patio
  • Rooms14
  • Utilities For Gas Range, For Electric Oven, For Electric Dryer
  • Year Built1937
  • Year Built Details Actual
  • Year Built Source Public Records

Tax Information

  • Tax Assessed Value $4,889,400
  • Tax Year 2025
  • Taxes$54,223

Parking

  • Parking Spaces6
  • Covered Spaces 4
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Detached
    • Garage Door Opener
    • Heated Garage
    • Off Street
    • Paved
    • Paved Drive

Location

  • NeighborhoodWedgemere
  • SubdivisionThe Flats
  • Address20 Foxcroft Road
  • Building Number20
  • CountyMiddlesex
  • StateMA
  • StreetFoxcroft Road
  • TownWinchester
  • Zip01890

Property

  • Acreage0.58
  • Other Structures Cabana

Exterior

  • Exterior Features
    • Cabana
    • Decorative Lighting
    • Fenced Yard
    • Garden
    • Patio
    • Pool - Inground Heated
    • Professional Landscaping
    • Sprinkler System
  • Fencing Fenced/Enclosed, Fenced
  • RoofSlate

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Forced Air, Radiant, Natural Gas, Fireplace
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Amenities
    • Bike Path
    • Golf
    • House of Worship
    • Medical Facility
    • Park
    • Pool
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedRange, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood
  • Pool Features Pool - Inground Heated
  • Pool Private YN Yes
  • Security Features Security System

School Information

  • High School Winchester High School
  • Elementary SchoolAmbrose
  • Junior HighMccall Middle School

Rooms

  • Bathroom 1 First,5 x 9
  • Bathroom 2 Second,12 x 13
  • Bathroom 3 Second,10 x 8
  • Bathrooms Total Decimal 5.5
  • Bedroom 2 Second,19 x 14
  • Bedroom 3 Second,18 x 13
  • Bedroom 4 Second,15 x 13
  • Bedroom 5 Second,17 x 12
  • Dining Room First,18 x 16
  • Family Room First,19 x 18
  • Full Bath4
  • Half Baths3
  • Kitchen First,16 x 26
  • Living Room First,19 x 25
  • Master Bedroom Second,31
  • Office Second,8 x 5

Interior

  • Flooring
    • Flooring - Hardwood
    • Flooring - Stone/Ceramic Tile
    • Flooring - Wall to Wall Carpet
    • Hardwood
    • Marble
    • Stone / Slate
    • Tile
  • Interior Features
    • Bathroom
    • Bathroom - Full
    • Bathroom - Tiled With Shower Stall
    • Bathroom - Tiled With Tub
    • Game Room
    • Lighting - Overhead
    • Lighting - Sconce
    • Office
    • Play Room
    • Recessed Lighting
    • Study
    • Wainscoting
    • Wet Bar
    • Wet bar
    • Wine Cellar
    • Wired for Sound

Property Information

  • Square Feet7,679
  • Building Area Source Public Records
  • Living Area 7,679
  • Lot Size Square Feet 25,418
  • Lot Size Units Acres

Other

  • Date Listed09/16/2025
  • Farm Land Area Units Square Feet

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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