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17 Churchill RdWinchester, MA 01890

For Sale

$1,749,000

Smart Buyer Rebate $8,745

A rare offering in one of Winchester's most desirable neighborhoods, this spacious mid-century contemporary spans approximately 3,500 square feet with 5 bedrooms and 3.5 baths on a private 0.24-acre lot. The open main level flows from a light-filled living room with a cathedral ceiling, stained-glass accents, and a fireplace into the dining room, family room, and a renovated kitchen with Silestone quartz countertops, upgraded cabinetry, and direct deck access. Upstairs, two ensuite bedrooms anchor the floor plan, including a generous primary suite with a large jetted soaking tub, vanity, and walk-in closet. Three additional bedrooms and a family bath complete the level. Hardwood floors run throughout, a second fireplace warms the lower-level bonus room, and ductless mini-splits deliver year-round comfort throughout the house. The walk-out lower level offers a versatile bonus room with its own exterior entrance, ideal for a home office, gym, media room, playroom, or guest suite. Three decks extend the living space outdoors for entertaining and dining above the private backyard, and an attached two-car garage adds everyday ease. Set on a quiet street with easy access to commuter rail, downtown Winchester, parks, and bike or jog trails, this is a rare chance to live in your dream home in a community that has it all.

Last updated September 12, 2026

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Source: MLSPin #73572890

Listing Facts

  • TypeSingle-family
  • NeighborhoodWinchester Highlands
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu7
  • Taxes$13,560/year
  • Size3,508 sqft
  • Price per sqft$499

Amenities

  • Private Outdoor Space
  • Washer/Dryer
  • Parking

Location

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Listing History

09/08/2026
Listed by
$1,749,000
  1. 09/08/2026$1,749,000
    Listed by

Property Details for 17 Churchill Rd

Association

Amenities

  • Community Features: Tennis Court(s), Park

Exterior

Construction

  • Property Condition: Updated/Remodeled
  • Roof: Shingle
  • Window Features: Insulated Windows, Bay Window(s)
  • Year Built: 1966
  • Year Built Details: Actual
  • Architectural Style: Contemporary
  • Construction Materials: Frame

Features

  • Patio And Porch Features: Patio, Deck

Measurements

  • Building Area Total: 3,508
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.24
  • Lot Size Area: 0
  • Lot Size Square Feet: 10,389
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:001 B:0145 L:0,894369
  • Tax Annual Amount: $13,560.00
  • Tax Assessed Value: $1,222,700.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Refrigerator, Washer, Dryer
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Interior Features: Walk-In Closet(s), Cathedral Ceiling(s), Open Floorplan, Recessed Lighting

Measurements

  • Living Area: 3,508

Rooms

  • Basement: Partial
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Main Level Bathrooms: 1
  • Rooms Total: 10

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 3
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Off Street, Garage
  • Parking Total: 5

Utilities

Equipment

  • Cooling: Ductless, Zoned
  • Has Cooling: Yes
  • Heating: Baseboard, Oil, Zoned
  • Has Heating: Yes
  • Laundry Features: Main Level, Electric Dryer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

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

There are 5 bedrooms and 4 bathrooms in this single-family home at 17 Churchill Rd.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 17 Churchill Rd.

What are the annual taxes for 17 Churchill Rd?

Annual taxes for this single-family home are estimated at $13,560.

How does 17 Churchill Rd compare to other single-family homes in Winchester Highlands?

This single-family home is listed 16% above the average price for single-family homes in Winchester Highlands and has been on the market for 40 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 3,508 sqft.

17 Churchill Rd is a 5-bedroom, 4-bath single-family home for sale in Winchester MA 01890. On Prevu for 7 days at $1,749,000. This home features 3,508 square feet of living space, located in Middlesex County. The median listing price for single-family homes in this area is $1,350,000. The home offers private outdoor space, parking, and washer/dryer. Explore more 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.