A quintessential New England Colonial offers timeless charm and a welcome presence, introduced by an inviting front porch that sets the tone for what lies within. The gracious foyer opens to a sunlit living room with warm wood floors and classic details, creating an inviting space for easy living. Pocket doors lead seamlessly into the dining room, where a fireplace and a beautifully curved bow window add architectural character and a sense of tradition. The kitchen connects effortlessly to cascading decks and a picturesque backyard that abuts conservation land with Horn Pond Brook, providing a peaceful and natural backdrop. Upstairs offers comfortable bedrooms and a full bath arranged for privacy and ease. The walk-up attic features a finished room and a separate foyer -awaiting heat for expansion potential. A walk-out basement offers additional flexibility for storage or future use. Outdoor living is enhanced by multiple decks and porch spaces designed for enjoying the serene setting
Current real estate data for Single Family in Winchester as of Feb 16, 2026
36
Single Family Listed
63
Avg DOM
539
Avg $ / SqFt
$2,084,964
Avg List Price
Property Details
Price:
$999,900
MLS #:
73472376
Status:
Active Under Contract
Beds:
3
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jan 28, 2026
Finished Sq Ft:
1,608
Total Sq Ft:
1,608
Lot Size:
9,875 sqft / 0.23 acres (approx)
Year Built:
1925
Schools
Elementary School:
Lynch
Middle School:
Mccall
High School:
Winchester
Interior
Appliances
Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
Wall Unit(s), None
Fireplaces Total
1
Flooring
Wood, Tile, Flooring – Hardwood
Heating
Forced Air, Electric Baseboard, Natural Gas
Laundry Features
In Basement, Gas Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University, Sidewalks
Construction Materials
Frame
Exterior Features
Porch, Deck – Wood, Rain Gutters, Storage, Screens
Parking Features
Paved Drive, Off Street, Paved
Parking Spots
3
Roof
Shingle
Financial
Tax Year
2026
Taxes
$11,275
Map
Contact Us
Mortgage Calculator
Community
- Address136 Sylvester Ave Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- 136 Sylvester Ave Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $999,900 and features 3 beds, 2 baths, and has approximately 1,608 square feet of living space, and was originally constructed in 1925. The current price per square foot is $622. The average price per square foot for Single Family listings in Winchester is $539. The average listing price for Single Family in Winchester is $2,084,964. To schedule a showing of MLS#73472376 at 136 Sylvester Ave in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Barrett Sotheby’s International Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
136 Sylvester Ave
Winchester, MA






































