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Holly Greenleaf Whitney
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4 Churchill Road, Winchester, MA 01890

$1,699,000
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New to the Market Active
BEDS3 BATHS2 full SQUARE FEET2,421 MLS#73572661
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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 Winchesters 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.

4 Churchill Road | MLS# 73572661

This single family home located at 4 Churchill Road, Winchester, MA 01890 is currently listed for sale with an asking price of $1,699,000. This property was built in 1954 and has 3 bedrooms and 2 full baths with 2421 sq. ft. Search Winchester real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Garage Access
Cooling: Central Air
Fireplaces: 2
Garage: 2 car attached
Heating: Baseboard, Natural Gas
Home Style: Cape
Lot Size: 0.23 Acres
Taxes: $13,397
Year Built: 1954

Amenities

Living/Dining Rm Combo
Deck
Rain Gutters
Professional Landscaping
Sprinkler System
Screens

Feature Descriptions

Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Building Area Total: 2421
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Highway Access, Public School, T-Station
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 2
Dining Room: Closet, Flooring - Hardwood, Chair Rail, Lighting - Overhead
Door Features: Insulated Doors
Exterior: Frame
Family Room: Vaulted Ceiling(s), Flooring - Hardwood, Window(s) - Picture, Balcony / Deck, French Doors, Deck - Exterior, Open Floorplan, Recessed Lighting
Fireplace Features: Family Room, Living Room
Fireplace Y/N: Yes
Flooring: Hardwood
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Exterior Access, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Peninsula
Laundry: Washer Hookup, In Basement
Living Room: Flooring - Hardwood, Lighting - Sconce
Lot Features: Level
Master Bedroom: Closet, Flooring - Hardwood, Lighting - Overhead
Open Parking Y/N: Yes
Parcel Number: M:001 B:0125 L:0,894353
Parking Features: Attached, Under, Garage Door Opener, Garage Faces Side, Paved Drive, Paved
Parking Total: 8
Patio And Porch: Deck
Rooms Total: 7
Sewer: Public Sewer
Water: Public
Window Features: Insulated Windows, Screens

Room Sizes

Bathroom 1: 8.00 X 7.00 Level - First
Bathroom 2: 8.00 X 6.00 Level - Second
Bedroom 2: 15.00 X 12.00 Level - Second
Bedroom 3: 11.00 X 11.00 Level - First
Dining Room: 15.00 X 11.00 Level - First
Family Room: 28.00 X 20.00 Level - Main,First
Kitchen: 23.00 X 11.00 Level - First
Living Room: 18.00 X 12.00 Level - First
Primary Bedroom: 15.00 X 15.00 Level - Second

Local Schools

High School: Whs
Middle School: Mccall
Elementary School: Muraco

Listed By / Shown By

Listed By

Agency Name: Compass
Agent Name: Kim Covino & Co. Team
Agency Phone: 781-219-0313

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Estimated Payment

$ 5,393.20 per month $3,781.24 Principal & Interest $1,116.42 Property Tax $495.54 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/10/2026. The listing information on this page last changed on 09/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 09/10/2026 12:02:30 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 11:38:34 PM EST) or Prime MLS (last updated Wed 09/09/2026 11:33:05 PM EST) or MREIS (last updated Wed 09/09/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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