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Welcome to Winning Farm of Winchester -an award-winning 55+ community and one of Winchester's most sought-after addresses for effortless, elevated living. This meticulously maintained and lightly lived-in 3-bedroom, 2.5-bath townhome offers 2,306 sq ft of thoughtfully designed living, showcasing fine craftsmanship & timeless finishes throughout. Sun-drenched interiors highlight gorgeous hardwood floors, soaring ceilings, & an open-concept first floor ideal for both everyday living & entertaining. The main-level primary suite provides convenience & privacy, creating a seamless single-level living option, while additional bedrooms and flexible spaces upstairs offer room for guests, a home office, or hobbies. The home's inviting layout is complemented by abundant natural light and a warm, welcoming feel in every room. Set within a beautifully maintained community known for its charm and lifestyle, residents enjoy a peaceful setting with close proximity to shops, dining, and major routes.
More Info
Basic Information
- Bedrooms3
- Mls StatusUnder Agreement
- Bathroom3
- Contingency Inspection
- Lot Features Cul-De-Sac, Corner Lot
- Parcel Number M:028 B:0359 L:0,5121083
- Road Frontage DescriptionPaved
- Senior Community YN Yes
Tax Information
- Tax Assessed Value $1,703,300
- Tax Year 2025
- Taxes$18,890
Parking
- Parking Spaces4
- Covered Spaces 2
- Garage YN Yes
- Open Parking YN Yes
- Parking Features Attached, Garage Door Opener, Off Street, Paved
Rooms
- Bathroom 1 Main, First,9 x 12
- Bathroom 2 Main, First,5 x 6
- Bathroom 3 Second,9 x 16
- Bathrooms Total Decimal 2.5
- Bedroom 2 Second,12 x 23
- Bedroom 3 Second,12 x 17
- Dining Room Main, First,11 x 11
- Family Room Second,11 x 30
- Full Bath2
- Half Baths1
- Kitchen Main, First,13 x 15
- Living Room Main, First,12 x 15
- Main Level Bathrooms 2
- Main Level Bedrooms 1
- Master Bedroom Main, First,12
- Office Main,12 x 11
Basic Information
- List Price$1,899,000
- MLS Number73496897
- Modification Date05/03/2026
- Property SubTypeSingle Family Residence
- PurchaseContractDate04/14/2026
- Virtual TourView Tour
Location
- SubdivisionWinning Farm
- Address2 Gershon Way
- Building Number2
- CountyMiddlesex
- StateMA
- StreetGershon Way
- TownWinchester
- Zip01890
Building
- Attached Garage YN Yes
- BasementFull, Interior Entry, Unfinished
- Building Area Units Square Feet
- Construction Materials Frame
- Door Features Insulated Doors
- FireplaceYes
- Fireplace Features Living Room
- Fireplaces Total 1
- FoundationConcrete Perimeter
- Garage Spaces2
- Patio And Porch Features Porch
- Property StyleCottage
- Rooms9
- Utilities For Gas Range, Washer Hookup
- Window Features Insulated Windows
- Year Built2019
- Year Built Details Actual
- Year Built Source Public Records
Interior
- Flooring Tile, Hardwood, Flooring - Hardwood
- Interior Features Cable Hookup, Office, Internet Available - Unknown
Exterior
- Exterior Features Porch, Professional Landscaping
- RoofShingle
Utilities
- Cooling Central Air
- Cooling YN Yes
- Electric Circuit Breakers
- Heat SystemYes
- Heating Central, Forced Air, Propane
- Sewer Other
- Water Source Public
Property Information
- Square Feet2,306
- Building Area Source Public Records
- Living Area 2,306
- Lot Size Units Acres
- Property Attached YN Yes
- Road Responsibility Private Maintained Road
Amenities
- Amenities
- Highway Access
- House of Worship
- Public School
- Public Transportation
- Shopping
- T-Station
- Walk/Jog Trails
- Appliances IncludedWater Heater, Range, Dishwasher, Disposal, Washer, Dryer
Legal
- ZoningRDB
Other
- Association Fee $975
- Association Fee Frequency Monthly
- Association YN Yes
- Date Listed04/07/2026
- Farm Land Area Units Square Feet
Map Location
Listed by The Marrocco Group of Coldwell Banker Realty - Lexington
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