1 Overlook Way, Winchester, MA 01890
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$1,850,000
4 Beds
3 Baths
3092 SQFT
0.36 Acre
HOA: N/A

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.

Property Details tap to expand

Amenities

  • Conservation Area
  • Golf Course
  • Highway Access
  • Park
  • Public School
  • Public Transportation
  • Shopping
  • Walk/Jog Trails

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 17X13
  • Countertops - Stone/Granite/Solid, Dining Area, Flooring - Stone/Ceramic Tile, Open Floor Plan, Recessed Lighting, Stainless Steel Appliances, Window(s) - Bay/Bow/Box
  • Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Dining Room Dimensions: 13X12
  • Dining Room Features: Chair Rail, Closet/Cabinets - Custom Built, Flooring - Hardwood

Bathrooms

  • Full Baths: 2
  • Half Baths 1
  • Master Bath: 1
  • Bathroom 1 Dimensions: 6X4
  • Bathroom 1 Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
  • Bathroom 2 Dimensions: 13X5
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
  • Bathroom 3 Dimensions: 9X5
  • Bathroom 3 Level: Second Floor
  • Bathroom 3 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower

Bedrooms

  • Bedrooms: 4
  • Master Bedroom Dimensions: 19X13
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Bathroom - Double Vanity/Sink, Bathroom - Full, Ceiling Fan(s), Closet - Double, Double Vanity, Flooring - Hardwood
  • Bedroom 2 Dimensions: 16X13
  • Bedroom 2 Level: Second Floor
  • Master Bedroom Features: Closet - Double, Flooring - Hardwood
  • Bedroom 3 Dimensions: 19X12
  • Bedroom 3 Level: Second Floor
  • Master Bedroom Features: Attic Access, Closet - Double, Flooring - Hardwood

Other Rooms

  • Total Rooms: 11
  • Living Room Dimensions: 18X13
  • Living Room Features: Fireplace, Flooring - Hardwood, Window(s) - Bay/Bow/Box
  • Family Room Dimensions: 20X15
  • Family Room Level: First Floor
  • Family Room Features: Closet, Closet/Cabinets - Custom Built, Exterior Access, Fireplace, Flooring - Wood, Open Floor Plan, Recessed Lighting, Slider
  • Laundry Room Features: Bulkhead, Concrete Floor, Full, Interior Access, Partially Finished, Sump Pump

Utilities

  • Heating: Central Heat, Ductless Mini-Split System, Electric, Gas, Hot Water Baseboard
  • Heat Zones: 5
  • Hot Water: Natural Gas
  • Cooling: Ductless Mini-Split System
  • Cooling Zones: 2
  • Electric Info: Circuit Breakers
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached, Garage Door Opener
  • Garage Spaces: 2
  • Parking Features: Off-Street, Paved Driveway
  • Parking Spaces: 6

Interior Features

  • Square Feet: 3092
  • Fireplaces: 3
  • Interior Features: Security System
  • Accessability Features: Unknown

Construction

  • Year Built: 1941
  • Type: Detached
  • Style: Colonial
  • Construction Type: Frame
  • Foundation Info: Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • Flooring Type: Engineered Hardwood, Hardwood, Laminate, Tile
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Corner, Level, Wooded
  • Exterior Features: Gutters, Patio, Screens, Sprinkler System, Stone Wall
  • Road Type: Dead End, Paved, Public, Publicly Maint.

Other Information

  • MLS ID# 73581571
  • Last Updated: 09/23/26
  • HOA: No
  • Reqd Own Association: Unknown
  • Terms: Contract for Deed

Property History tap to expand

Date Event Price Price/Sq Ft Source
09/23/2026New$1,850,000$598MLSPIN

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Seller's Representative: Lynne Russo, Better Homes and Gardens Real Estate - The Shanahan Group
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-09-23 16:33:00