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4 Churchill RoadWinchester, MA 01890

For Sale

$1,699,000

Smart Buyer Rebate $8,495

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.

Last updated September 11, 2026

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Source: MLSPin #73572661

Listing Facts

  • TypeSingle-family
  • NeighborhoodWinchester Highlands
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu8
  • Taxes$13,397/year
  • Size2,421 sqft
  • Price per sqft$702

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

09/07/2026
Listed by
$1,699,000
  1. 09/07/2026$1,699,000
    Listed by

Property Details for 4 Churchill Road

Association

Amenities

  • Community Features: Pool, Tennis Court(s), Park, Golf

Exterior

Construction

  • Window Features: Insulated Windows, Screens
  • Year Built: 1954
  • Year Built Details: Renovated Since
  • Architectural Style: Cape
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters

Features

  • Patio And Porch Features: Deck

Measurements

  • Building Area Total: 2,421
  • Building Area Units: Square Feet
  • Lot Features: Level, Landscaped
  • Lot Size Acres: 0.23
  • Lot Size Area: 0
  • Lot Size Square Feet: 10,001
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:001 B:0125 L:0,894353
  • Tax Annual Amount: $13,397.00
  • Tax Assessed Value: $1,208,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
  • Fireplace Features: Family Room, Living Room
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Interior Features: Pantry, Vaulted Ceiling(s), Open Floorplan, Recessed Lighting

Measurements

  • Living Area: 2,421
  • Living Area Source: Public Records

Rooms

  • Basement: Full, Partially Finished, Walk-Out Access, Interior Entry
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Rooms Total: 7

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Garage Door Opener, Garage Faces Side, Garage
  • Parking Total: 8

Schools

Elementary School

  • Elementary School: Muraco

High School

  • High School: Whs

Middle or Junior School

  • Middle Or Junior School: Mccall

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Natural Gas, Baseboard, Zoned
  • Has Heating: Yes
  • Laundry Features: Washer Hookup, In Basement
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 2 bathrooms in this single-family home at 4 Churchill Road.

What schools are nearby to 4 Churchill Road?

Nearby schools include the Muraco Elementary School, Mccall Middle School, and Whs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 4 Churchill Road.

What are the annual taxes for 4 Churchill Road?

Annual taxes for this single-family home are estimated at $13,397.

How does 4 Churchill Road compare to other single-family homes in Winchester Highlands?

This single-family home is listed 12% above the average price for single-family homes in Winchester Highlands and has been on the market for 39 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,421 sqft.

4 Churchill Road is a 3-bedroom, 2-bath single-family home for sale in Winchester MA 01890. Available on Prevu for 8 days at $1,699,000. This property features 2,421 square feet of living space, located in Middlesex County. The median listing price for single-family homes in this area is $1,350,000. Nearby schools include Muraco Elementary School, Mccall Middle School, and Whs High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. View other single-family home listings in Middlesex County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.