Sold
Last Sold Price
5 beds7,679 sqft$580/sqft
20 Foxcroft Rd, Winchester, MA 01890
Single FamilyProperty Type
0.58 acresLot Size
1937Year Built
$580/sq ftPrice per sq ft
6 carsParking Spaces

Description

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,...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 • Better Homes and Gardens Real Estate - The Shanahan Group
Listing closed: 10/24/2025 12:00 AM • Source: MLS PIN, MLS#: 73431361

Recent comparable sales

Median sold price

$3,100,000

Avg days on market

41

Sale-to-list ratio

95.2%

Winchester, MA

9 comparable properties found

$4,650,000 | 19 Rangeley Road, Winchester, MA 01890
1/40
1

$4,650,000

Sold 05/01/25

5
Bedrooms
7,779
Square Feet
0.77
Acres
$3,738,000 | 6 Robinson Park, Winchester, MA 01890
1/43
2

$3,738,000

Sold 11/08/24

5
Bedrooms
6,900
Square Feet
0.43
Acres
a front view of a house with a garden
1/41
3

$3,150,000

Sold 05/28/26

5
Bedrooms
7,101
Square Feet
1.68
Acres
a front view of a house with a yard and large trees
1/43
4

$3,470,000

Sold 03/18/26

5
Bedrooms
6,127
Square Feet
0.23
Acres
$3,000,000 | 59 Bacon Street, Winchester, MA 01890
1/36
5

$3,000,000

Sold 11/07/24

5
Bedrooms
5,981
Square Feet
0.32
Acres
a front view of a house with a yard and trees
1/40
6

$3,100,000

Sold 07/15/26

6
Bedrooms
7,431
Square Feet
0.64
Acres
a front view of a house with a yard
1/43
7

$3,100,000

Sold 10/03/24

5
Bedrooms
5,600
Square Feet
0.44
Acres
a front view of a house with a garden
1/37
8

$2,750,000

Sold 10/29/25

5
Bedrooms
4,627
Square Feet
0.46
Acres
$2,899,999 | 50 Lorena Road, Winchester, MA 01890
1/38
9

$2,899,999

Sold 12/03/24

5
Bedrooms
7,242
Square Feet
0.35
Acres

Location

Listing Courtesy of Better Homes and Gardens Real Estate - The Shanahan Group, Carolyn Walsh

Sold By Compass, Kim Covino and Co

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Payment Calculator

$27,137 per month

30 year fixed, 6.55% Interest

Principal and Interest

$22,619

Property Taxes

$4,519

HOA Dues

$0

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Property Information for 20 Foxcroft Road

Property Details
  • Taxes: $54,223 / year
  • MLS Type: Single Family / Detached
  • Town: Winchester
  • MLS Area: Wedgemere
  • Area: MA-Winchester-Wedgemere, MA-Winchester
  • Architectural Style: Colonial Revival
  • Style: Garden, Colonial Revival
  • Garage Spaces: 4
  • Parking Spaces Total: 6
Building Information
  • Year Built: 1937
  • Lot Size: 0.58 AC / 25,418 SF
General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, House of Worship, Public School, T-Station
  • Current Financing: Conv. Fixed
  • Living Area: 7679.0
  • Color: Brick-Red
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Ambrose
  • High School: Winchester High School
  • Middle School: Mccall Middle School
  • Neighborhood: The Flats
Features
Interior Features
  • Appliances: Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood
  • Basement Features: Full, Finished, Interior Access
  • Num of Baths: 7.0
  • Num of Full Baths: 4
  • Num of Half Baths: 3
  • Bathrooms Total Decimal: 5.50
  • Bathrooms Total Integer: 7
  • DoorFeatures: French Doors
  • FireplaceFeatures: Dining Room, Living Room, Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Tile, Marble, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
  • Interior 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, Wetbar, Wired for Surround Sound
  • Interior Features: Wetbar, Wired for Surround Sound, French Doors, Security System
  • Laundry Features: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Lighting - Overhead, Second Floor
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Patio, Pool - Inground Heated, Cabana, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden
  • Exterior Features: Fenced Yard, Pool - Inground Heated, Cabana, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden Area, Patio
  • Fencing: Fenced/Enclosed, Fenced
  • Lot Description: Corner Lot, Level
  • Other Structures: Cabana
  • Patio And Porch Features: Patio
  • Pool Features: Pool - Inground Heated
  • Pool Private: Yes
  • Roof Material: Slate
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 4.00
  • Garage: Yes
  • Garage Parking: Detached, Garage Door Opener, Heated, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Garage Door Opener, Heated, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Heated, Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Radiant, Natural Gas, Fireplace
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Oven, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 465.0
  • Room Primary Bedroom Features: Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Dressing Room
  • Room Primary Bedroom Length: 31.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 15.0
Bedroom 2
  • Bedroom2 Area: 266.0
  • Bedroom2 Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box
  • Bedroom2 Length: 19.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 14.0
Bedroom 3
  • Bedroom3 Area: 234.0
  • Bedroom3 Features: Closet/Cabinets - Custom Built,Flooring - Hardwood
  • Bedroom3 Length: 18.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 13.0
Bedroom 4
  • Bedroom4 Area: 195.0
  • Bedroom4 Features: Closet/Cabinets - Custom Built,Flooring - Hardwood
  • Bedroom4 Length: 15.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 13.0
Bedroom 5
  • Bedroom5 Area: 204.0
  • Bedroom5 Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Recessed Lighting,Window Seat
  • Bedroom5 Length: 17.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 12.0
Bathroom 1
  • Bathroom1 Area: 45.0
  • Bathroom1 Features: Bathroom - Half,Flooring - Hardwood,Lighting - Pendant
  • Bathroom1 Length: 5.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 9.0
Bathroom 2
  • Bathroom2 Area: 156.0
  • Bathroom2 Features: Bathroom - Full,Flooring - Marble,Countertops - Stone/Granite/Solid,Double Vanity,Recessed Lighting,Steam / Sauna,Lighting - Sconce,Lighting - Overhead
  • Bathroom2 Length: 12.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 13.0
Bathroom 3
  • Bathroom3 Area: 80.0
  • Bathroom3 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Lighting - Overhead
  • Bathroom3 Length: 10.0
  • Bathroom3 Level: Second
  • Bathroom3 Width: 8.0
Dining Room
  • Dining Room Area: 288.0
  • Dining Room Features: Flooring - Hardwood,French Doors,Wainscoting,Lighting - Sconce,Lighting - Pendant,Crown Molding
  • Dining Room Length: 18.0
  • Dining Room Level: First
  • Dining Room Width: 16.0
Family Room
  • Family Room Area: 342.0
  • Family Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,French Doors,Recessed Lighting,Lighting - Sconce,Lighting - Overhead,Crown Molding
  • Family Room Length: 19.0
  • Family Room Level: First
  • Family Room Width: 18.0
Kitchen
  • Kitchen Area: 416.0
  • 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
  • Kitchen Length: 16.0
  • Kitchen Level: First
  • Kitchen Width: 26.0
Laundry
  • Laundry Dimen: 10X5
Living Room
  • Room Living Room Area: 475.0
  • Room Living Room Features: Flooring - Hardwood,Lighting - Sconce,Crown Molding
  • Room Living Room Length: 19.0
  • Room Living Room Level: First
  • Room Living Room Width: 25.0
Other Room 1
  • Room Office Area: 40.0
  • Room Office Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile
  • Room Office Length: 8.0
  • Room Office Level: Second
  • Room Office Width: 5.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: Buyer perform their own due diligence regarding ADU potential.
Tax Information
  • Tax ID: 899439
  • Assessments: $4,889,400
  • Book: 01208
  • Tax Year: 2025
  • Zoning: RDB
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 7
  • Heat Zones: 8
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 20 Foxcroft Road

DateEvent & SourcePriceAppreciation
Oct 24, 2025

Sold

MLS PIN #73431361

$4,450,000
Sep 22, 2025

Under Agreement

MLS PIN #73431361

Sep 17, 2025

Contingent

MLS PIN #73431361

DateEvent & SourcePrice
10/24/2025

Sold

MLS PIN #73431361

$4,450,000
09/22/2025

Under Agreement

MLS PIN #73431361

09/17/2025

Contingent

MLS PIN #73431361

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 20 Foxcroft Road

Taxable ValueLand$1,363,400Additions$3,526,000Total$4,889,400
Tax Record2025$54,223 ($4,519 / month)
Home Facts
Beds0Lot Size25,417 SqFtStyleSingle Family ResidenceZoningRDBCountyMIDDLESEXAPNWINC M:018 B:0070 L:0Fireplace TypeHas Fireplace

Schools near 20 Foxcroft Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Ambrose Elementary School
PublicK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 20 Foxcroft Road, Winchester, MA 01890
$4,450,000
5
7,679
25,418
$312,500
3
2,653
8,342
$3,925,000
7
6,681
18,047
$1,137,500
4
3,143
8,340
$1,780,000
5
4,700
12,406
6
4,846
16,501

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Better Homes and Gardens Real Estate - The Shanahan Group, Carolyn Walsh

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.