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104 Church StreetWinchester, MA 01890

For Sale

$1,285,000

Smart Buyer Rebate $6,425

This charming colonial in prime flats location is full of surprises! Showcasing a stunning rear 3 story addition duplex with walls of windows & 4 rooms! Use as the primary, home office, art studio or let your children enjoy this unique space~ The first floor offers a classic layout with an expanded updated kitchen & family area open to gorgeous deck overlooking the beacon hill style yard featuring a quaint patio/ entertaining space. Formal living & dining w three-season porch perfect for relaxing. Upstairs, the primary suite feels like a retreat with skylights, cathedral ceiling, loft, and private balcony. Three bedrooms and a study on 2 share a bath, with flexible space on the third floor featuring a loft and two rooms. Outside, the deck and patio create a private oasis with tranquil views. 2 separate garages. Conveniently located in the Flats location near Wedgemere Station and Winchester’s vibrant downtown, this home delivers space, character & Ambrose elementary just up the hill!

Listed by Kim Covino

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Compass

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781-249-3854

Listed by Kim Covino & Co. Team

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Compass

Last updated October 19, 2025

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Source: MLSPin #73435935

Listing Facts

  • TypeSingle-family
  • NeighborhoodThe Flats
  • Bedrooms4
  • Bathrooms2
  • Days on Prevu27
  • Taxes$15,473/year
  • Size2,696 sqft
  • Price per sqft$477

Amenities

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

Location

Mortgage Calculator

Listing History

10/16/2025
Price Decreased
$1,285,000
09/25/2025
Listed by Compass
$1,399,000

Property Details for 104 Church Street

Association

Amenities

  • Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Highway Access, House Of Worship, Private School, Public School

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 1897
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch, Porch - Enclosed, Deck, Patio, Rain Gutters, Professional Landscaping, Screens, Fenced Yard

Features

  • Fencing: Fenced/Enclosed, Fenced
  • Patio And Porch Features: Porch, Porch - Enclosed, Deck, Patio
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 2,696
  • Building Area Units: Square Feet
  • Lot Features: Corner Lot, Level
  • Lot Size Acres: 0.12
  • Lot Size Area: 0
  • Lot Size Square Feet: 5,149
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:017 B:0159 L:0,899313
  • Tax Annual Amount: $15,473.00
  • Tax Assessed Value: $1,395,200.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
  • Flooring: Hardwood
  • Interior Features: Sun Room

Measurements

  • Living Area: 2,696
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Walk-Out Access, Interior Entry, Garage Access
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 4
  • Rooms Total: 12

Other

Location

  • Subdivision Name: FLATS Location Across From Wedgemere/Oxford

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Attached, Under, Paved Drive, Paved
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Ambrose

High School

  • High School: Whs

Middle or Junior School

  • Middle Or Junior School: Mccall

Utilities

Equipment

  • Cooling: Central Air, Ductless
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Laundry Features: In Basement, Gas Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Gas Dryer, Washer Hookup
  • Water Source: Public

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.