4 Churchill Road Winchester, MA $ 1,599,000
4 Churchill Road
$ 1,599,000
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4 Churchill Road

Winchester, MA, 01890
$ 1,599,000
Bedrooms4 Baths2.0 Sq 2,421

Monthly Estimate*

$ 11,044

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Single Family Home for sale in Winchester, MA

for $1,599,000 with 4 bedrooms and 2 full baths. This 2,421 square foot home was built in 1954 on a lot size of 0.23.

Price Change!! **Open House this weekend or call for private showings** Great offering~ Extensively rebuilt and expanded, this impeccably maintained 4 Bed 2 BA home offers a spacious and versatile floor plan. The impressive 28’ x 20’ great room w/living area and dining area features vaulted ceilings, bay window, and a gas fireplace which flows nicely from the updated kitchen. Step outside to a new oversized Azek deck with plenty of room for grilling, dining, and relaxing. The main level also includes formal living room w/ fplc, plus 2 spacious bedrooms & full bath. offering flexibility for various uses. Upstairs are two additional generously sized bedrooms with hardwood floors and ample closet space, along with a full hall bath featuring a skylight. Additional highlights include a finished lower level, laundry and storage areas, and direct access to a two-car garage. Beautifully landscaped grounds feature perennial gardens, flowering trees, natural stone walls, and exceptional privacy—nestled into one of Winchester’s most desired neighborhoods, all just 7 miles from Boston with convenient access to the town center, Fells trails, major routes and highways. Please see feature/ update list attached.

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Single Family Active

Price

$ 1,599,000

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 13,397

Style

Cape

Lot Size

0.23

Year Built

1954

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73572661

List By
Kim Covino & Co. Team

Listing Agent

Compass

Broker

Affordability Calculator

$12,160
Per Month
91%
9%
0%
Monthly Principal & Interest
$11,044
Monthly Property Taxes
$1,116
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
10/16/2026$1,599,000 -3.03% Price Down
9/30/2026$1,649,000 -2.94% Price Down
9/7/2026$1,699,000 Listed Price

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4 Churchill Road, Winchester, MA, 01890 is a Single Family Home for sale at $1,599,000 with 2,421 sqft and a lot size of 0.23. 4 Churchill Road has 4 bedrooms, 2.0 baths, and was built in 1954. The property's zip code is 01890 which is in Winchester, MA