$1,599,000
4 Churchill Road
Winchester, MA, 01890
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.
Property Details
Price:
$1,599,000
MLS #:
73572661
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 7, 2026
Finished Sq Ft:
2,421
Total Sq Ft:
2,421
Lot Size:
10,001 sqft / 0.23 acres (approx)
Year Built:
1954
Schools
Elementary School:
Muraco
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
2039
Appliances
Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Bathrooms
2 Full Bathrooms
Below Grade Finished Area
382
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood
Heating
Baseboard, Natural Gas
Interior Features
Living/Dining Rm Combo
Laundry Features
Washer Hookup, In Basement
Exterior
Architectural Style
Cape
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Highway Access, Public School, T-Station
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck, Rain Gutters, Professional Landscaping, Sprinkler System, Screens
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Attached, Under, Garage Door Opener, Garage Faces Side, Paved Drive, Paved
Parking Spots
8
Parking Total
8
Patio And Porch Features
Deck
Window Features
Insulated Windows, Screens
Financial
Tax Year
2025
Taxes
$13,397
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of Oct 26, 2026
65
Single Family Listed
66
Avg DOM
566
Avg $ / SqFt
$2,179,412
Avg List Price
Community
- Address4 Churchill Road Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 4 Churchill Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,599,000 and features 4 beds, 2 baths, and has approximately 2,421 square feet of living space, and was originally constructed in 1954. The current price per square foot is $660. The average price per square foot for Single Family listings in Winchester is $566. The average listing price for Single Family in Winchester is $2,179,412. To schedule a showing of MLS#73572661 at 4 Churchill Road in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
4 Churchill Road
Winchester, MA