For Sale

1 Overlook Way, Winchester, MA

Winchester · MA 01890

$1,750,000
Price
4
Beds
2.5
Baths
3604
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1941
Lot size: 0.36 Acre Lot
Price per square foot: $486 / Sq.Ft
Parking: 2 Garage Spaces · 4 Off Street Spaces
Heating & cooling: Heat, Mini-Split, Electric, AC

About this home

NEW Photos! Welcome to One Overlook Way in Winchester. This home is located on a 1/3 acre corner lot on a short cul-de-sac off High Street- a premier location close to Ambrose Elementary School and the Winchester Country Club. Don't miss this spacious 4+ bedroom center-entrance Colonial. with a thoughtfully designed circular 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 with room to add an island or large table also opens naturally into the comfortable family room - with gas fireplace, custom built-ins, a new split AC and access to the back and side yard! 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 split AC, 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 second home office, hangout zone or storage. The finished lower level adds another playroom, 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 storage 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.

Neighborhood & Transit

Wedgemere

1 Overlook Way, Winchester · MA 01890

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
42 days
Listing Price:
$1,750,000
Price per Sq.Ft:
$486
Tax Assessment:
$1,593,000 in 2026
Taxes:
$1,471 / Monthly

Home Facts

Interior Features

Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
3,604 Sq.Ft (Includes Basement)
Broker Disclosure about Living Area
Measured for marketing purposes. Buyer/Buyer Agent to do due diligence. Some images are AI generated
Kitchen
Main Floor, Open Floor Plan, Stainless Steel Appliances, Eat-in Kitchen, Stone Countertops, Flooring - Stone/Ceramic Tile, Window(s) - Bay/Bow/Box, Main Level, Recessed Lighting, Dishwasher, Range, Garbage Compactor, Microwave, Refrigerator, Washer, Dryer
Primary Bedroom
Floor 2, Double Vanity, Double Closet, Full Bathroom, Ceiling Fan(s), Flooring - Hardwood, En-suite bathroom
Laundry
Unknown
Living levels
Unknown
Rooms
11
Above grade area
3340
Flooring
Tile, Hardwood, Engineered Hardwood
Lead paint
Unknown

Utilities

Heating Type
Ductless Mini-Split System, Central Heat, Electric Baseboard, Unit Control
Heating Zone
5
Cooling
Ductless Mini-Split System
Cooling Zones
2
Water
City/Town Water
Sewer
City/Town Sewer
Electric Features
Circuit Breakers

Exterior Features

Lot Size
15,680 Sq.Ft
Lot Description
Corner Lot, Wooded, Paved Drive, Level
Exterior Features
Stone Wall, Patio, Gutters, Sprinkler System, Screens

Parking

Garage Parking
2 Parking Spaces, Attached, Garage Door Opener
Off Street Parking
4 Parking Spaces, Off-Street, Paved Driveway

Construction Details

Construction Type
Frame
Siding
Shingles
Roof
Asphalt/Fiberglass Shingles

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
First Floor
Living room dimensions
18X13
Living room features
Fireplace, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Main Level
Dining room level
First Floor
Dining room dimensions
13X12
Dining room features
Closet/Cabinets - Custom Built, Flooring - Hardwood, Main Level, Chair Rail
Family room level
First Floor
Family room dimensions
20X15
Family room features
Fireplace, Closet, Closet/Cabinets - Custom Built, Flooring - Wood, Exterior Access, Open Floor Plan, Recessed Lighting, Slider
Kitchen dimensions
17X13
Primary bedroom dimensions
19X13
Bedroom 2 level
Second Floor
Bedroom 2 dimensions
16X13
Bedroom 2 features
Flooring - Hardwood, Closet - Double
Bedroom 3 level
Second Floor
Bedroom 3 dimensions
19X12
Bedroom 3 features
Flooring - Hardwood, Attic Access, Closet - Double
Bedroom 4 level
Second Floor
Bedroom 4 dimensions
12X12
Bedroom 4 features
Closet, Flooring - Hardwood
Bathroom 1 level
First Floor
Bathroom 1 dimensions
6X4
Bathroom 1 features
Bathroom - Half, Flooring - Stone/Ceramic Tile, Main Level
Bathroom 2 level
Second Floor
Bathroom 2 dimensions
13X5
Bathroom 2 features
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
Bathroom 3 level
Second Floor
Bathroom 3 dimensions
9X5
Bathroom 3 features
Bathroom - Full, Bathroom - Tiled With Tub & Shower

Listing information

Listing agent
Lynne Russo
Listing office
Better Homes and Gardens Real Estate - The Shanahan Group
MLS PIN #
73581571
Disclosure
Driveway located on High Street. Sump in basement. Rear door in garage has broken lock.
Disclosure
Measured for marketing purposes. Buyer/Buyer Agent to do due diligence. Some images are AI generated