4 Churchill Road Winchester, MA $ 1,699,000
4 Churchill Road
$ 1,699,000
Recently Listed
Open House 9/8 11:30am - 12:30pm
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4 Churchill Road

Winchester, MA, 01890
$ 1,699,000
Bedrooms3 Baths2.0 Sq 2,421

Monthly Estimate*

$ 10,728

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Single Family Home for sale in Winchester, MA

for $1,699,000 with 3 bedrooms and 2 full baths. This 2,421 square foot home was built in 1954 on a lot size of 0.23.

Extensively rebuilt and expanded, this impeccably maintained 3/4 Bed 2 BA home offers a spacious and versatile floor plan. The impressive 28’ x 20’ great room 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 and dining rooms, plus a bedroom & full bath. The formal dining room offers flexibility to serve as a fourth bedroom, if desired. Upstairs are two generously sized bedrooms with hardwood floors and ample closet space, along with a spacious 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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Open House

9/8/2026 11:30 AM - 12:30 PM
4 Churchill Road Winchester, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,699,000

Bedrooms

3

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

$11,844
Per Month
91%
9%
0%
Monthly Principal & Interest
$10,728
Monthly Property Taxes
$1,116
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
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 $1,699,000 with 2,421 sqft and a lot size of 0.23. 4 Churchill Road has 3 bedrooms, 2.0 baths, and was built in 1954. The property's zip code is 01890 which is in Winchester, MA