20 Foxcroft Road, Winchester, MA 01890 - Photo 1

1/1

$4,450,000

Sold
Closed
Single Family
5 Beds
4 Full Baths
3 Partial Baths
7,679 Sq. Ft.
0.58 Acres
4 Car Garage

1/1

Property 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, 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.

Full Property Details

Full Property Details for 20 Foxcroft Rd

General

Sold For: $4,450,000
Taxes: $54,223 (2025)
Status: Closed
Type: Single Family
MLS ID: 73431361
Added to Site: 122 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 7
Full Bathrooms: 4
Half Bathrooms: 3
Bathroom 1: 5.00 x 9.00, First
Bathroom 2: 12.00 x 13.00, Second
Bathroom 3: 10.00 x 8.00, Second

Bedrooms

Total Bedrooms: 5
Primary Bedroom: 31.00 x 15.00, Second
Bedroom 2: 19.00 x 14.00, Second
Bedroom 3: 18.00 x 13.00, Second
Bedroom 4: 15.00 x 13.00, Second

Other Rooms

Living Room: 19.00 x 25.00, First
Family Room: 19.00 x 18.00, First
Kitchen: 16.00 x 26.00, First
Dining Room: 18.00 x 16.00, First
Office: 8.00 x 5.00, Second

Parking

Garage: Yes
Garage Spaces: 4
Parking Features: Detached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved

Location

County: Middlesex

Structural Information

Architectural Style: Colonial Revival
Basement: Yes
Square Feet: 7,679
Year Built: 1937

Lot Features

Lot Size (Acres): 0.58

Financial Considerations

Tax Amount: $54,223
Tax Year: 2025

Disclosures and Reports

Disclosures/Rstr.: Buyer perform their own due diligence regarding ADU potential.
Property ID: 899439

Listed by Better Homes and Gardens Real Estate - The Shanahan Group, Carolyn Walsh
Sold by Compass, Kim Covino & Co. Team

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Listing agent

— 20 Foxcroft Rd —

Carolyn Walsh

Better Homes and Gardens Real Estate - The Shanahan Group

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Schools

Schools serving 20 Foxcroft Rd

School District:Winchester School District, Winchester, MA

Name	Grades	Distance
Ambrose Elementary School 27 High Street, Winchester, MA 01890	K-5	0.4 mi
Mccall Middle School 458 Main Street, Winchester, MA 01890	6-8	0.9 mi
Winchester High School 80 Skillings Road, Winchester, MA 01890	9-12	1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Foxcroft Rd

Date

Details

Price

Change

Source

10/24/2025

Sold

$4,450,000

1.16%

MLS

9/16/2025

Listed

$4,399,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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20 Foxcroft Road, Winchester, MA 01890 (MLS# 73431361) is a Single Family property that was sold at $4,450,000 on October 24, 2025. Want to learn more about 20 Foxcroft Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

20 Foxcroft Rd Winchester, MA 01890