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
Laundry Features: In Basement, Gas Dryer Hookup, Washer Hookup
Sewer: Public Sewer
Utilities: For Gas Range, For Gas Dryer, Washer Hookup
Water Source: Public
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