$1,850,000

1 Overlook Way, Winchester, MA 01890

  • 4 beds |
  • 3 baths |
  • 3,092 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1941
  • Property Lot Size Icon0.36acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $598/sqft
  • Property List Date Icon Listed 12 days ago

Property Description

Welcome to One Overlook Way in Winchester. This spacious 4+ bedroom center-entrance Colonial is tucked away on a short cul-de-sac off High Street, in a premier location close to Ambrose Elementary School and the Winchester Country Club. The foyer opens to a thoughtfully designed floor plan with wonderful flow for everyday living and entertaining. The generously sized eat-in kitchen features stone countertops and stainless steel appliances and connects to the beautiful dining room. The kitchen also opens naturally into the cozy family room - with gas fireplace, custom built-ins and access to the back and side yard, the family room will be well utilized! A larger front-to-back living room with fireplace and box windows is located off the foyer and is complemented by an adjoining oversized library or playroom. Upstairs, the spacious primary suite offers a private bath with double vanity, full shower and great closet space. Three additional bedrooms feature hardwood floors, generous closets and access to a shared full bath. The third-floor bonus space provides flexible room for guests, a home office or storage. The finished lower level adds even more usable space, with a fireplace and room for exercise, hobbies or relaxation. Enjoy the outdoors in this large, level yard with established plantings, brick patio and plenty of space to entertain. There is a two-car garage plus 300+sf of unfinished space above the garage. Please ask the agent for more information. This home truly has it all. This is one home you do not want to miss.

Listing Status:
Active
Date Added:
September 23, 2026
Data Last Updated:
October 5, 2026 at 7:07AM
Listing Office:
Better Homes and Gardens Real Estate - The Shanahan Group : 781-729-9030
Listing Agent:
Lynne Russo : 617-306-2043
MLS ID:
73581571
  • General: Closet/Cabinets - Custom BuiltWalk-In Closet(s)Cedar Closet(s)StorageLibraryBonus RoomPlay RoomWalk-up Attic
  • Appliances: Gas Water HeaterRangeDishwasherTrash CompactorMicrowaveRefrigeratorWasherDryer
  • Laundry: Gas Dryer HookupWasher HookupIn Basement
  • Basement: FullPartially FinishedInterior EntryBulkheadSump PumpConcrete
  • Flooring: TileHardwoodEngineered HardwoodFlooring - WoodFlooring - Wall to Wall CarpetLaminate
  • A/C: Ductless
  • Heating: CentralBaseboardNatural GasDuctlessFireplace
  • Fireplace: Family RoomLiving RoomFireplaceFireplaces: 3
  • General: PatioRain GuttersSprinkler SystemScreensStone Wall
  • Style: Colonial
  • Parking: AttachedGarage Door OpenerPaved DriveOff StreetPavedParking spaces: 6
  • Roofing: Shingle
  • Windows: SkylightScreens
  • General: FrameConcrete Perimeter
  • Road/Access: PublicDead End
  • Originating MLS: MLS Property Information Network
  • County: Middlesex
  • Zoning: RDA20 152 0900071
  • Utilities: Circuit Breakers
  • Water: Public
  • Sewer: Public Sewer
  • Source: MLS Property Information Network

This listing courtesy of Lynne Russo , Better Homes and Gardens Real Estate - The Shanahan Group

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

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