Ken Hashemi

1 Overlook Way

Winchester, MA
$ 1,850,000 Beds 4 Baths 2.5 Sq 3,092 Virtual Tour
Monthly Estimate* How much can I afford?

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.

New

  • Price
  • $ 1,850,000
  • City
  • Winchester
  • Bedrooms
  • 4
  • Full Bathrooms
  • 2
  • County
  • MIDDLESEX
  • Half Bathrooms
  • 1
  • Area
  • Wedgemere
  • Lot Size
  • 0.36 Acres
  • Zip
  • 01890
  • Sqr Footage
  • 3,092
  • Year Built
  • 1941
  • Taxes
  • $ 17650
  • Style
  • Colonial
  • MLS#
  • 73581571
Listed By: Lynne Russo with Better Homes and Gardens Real Estate - The Shanahan Group.
Data Source: Massachusetts MLS Property Info Network (MLSPIN)

Features

General

Sewer Public Sewer
Heating Central,Baseboard,Natural Gas,Ductless,Fireplace
Cooling Ductless
Roof Shingle
Appliances Gas Water Heater,Range,Dishwasher,Trash Compactor,Microwave,Refrigerator,Washer,Dryer
Zoning RDA
Garage Spaces 2
Patio/Porch Features Patio
Architectural Style Colonial
Security Features Security System
Construction Materials Frame
Year Built 1941
Electric Circuit Breakers
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 20 152 0,900071
Community Features Public Transportation,Shopping,Park,Walk/Jog Trails,Golf,Conservation Area,Highway Access,Public School
County Middlesex
Property Type Residential
HOA No
Attached Garage Yes
Garage Y/N Yes
Waterview No
Total Rooms 11
Full Baths 2
Status New
Directions High Street to Overlook Way
High School Whs
City Winchester
Disclosures Driveway located on High Street. Sump in basement. Rear door in garage has broken lock.
Senior Community Y/N No
MLS Area Wedgemere
Lot Size Units Acres
Lot Size Square Feet 15705
Carport Y/N No
Elementary School Ambrose
Property Attached Y/N No
Year Built Details Actual
Tax Annual Amount 17650
Home Warranty Y/N No
Middle/Junior High School Mccall
Building Area Units Square Feet
Primary Bedroom Level Second
Standard Status Active
Year Built Source Public Records
Tax Assessed Value 1593000
Certified Treated Unknown

Interior Features

Interior Amenities Closet/Cabinets - Custom Built,Walk-In Closet(s),Cedar Closet(s),Storage,Library,Bonus Room,Play Room,Walk-up Attic
Basement Full,Partially Finished,Interior Entry,Bulkhead,Sump Pump,Concrete
Flooring Tile,Hardwood,Engineered Hardwood,Flooring - Wood,Flooring - Wall to Wall Carpet,Laminate
Total Fireplaces 3
Fireplace Features Family Room,Living Room
Kitchen Level Main,First
Air Conditioning Y/N Yes
Heating Y/N Yes
Window Features Skylight,Screens
Fireplace Y/N Yes
Above Grade Finished Area 2828
Half Baths 1
Laundry Features Gas Dryer Hookup,Washer Hookup,In Basement
Total Bedrooms 4
Below Grade Finished Area 264
Living Room Level Main,First
Main Level Bathrooms 1
LivingAreaSource Measured
Kitchen Features Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,Dining Area,Countertops - Stone/Granite/Solid,Open Floorplan,Recessed Lighting,Stainless Steel Appliances
Total Baths 3
Primary Bathroom Features Yes
Living Room Features Flooring - Hardwood,Window(s) - Bay/Bow/Box
Bedroom 4 Features Closet,Flooring - Hardwood
Bedroom 3 Features Flooring - Hardwood,Attic Access,Closet - Double
Bedroom 2 Features Flooring - Hardwood,Closet - Double
Dining Room Features Closet/Cabinets - Custom Built,Flooring - Hardwood,Chair Rail
Kitchen Area 221
Kitchen Length 17
Kitchen Width 13
Primary on Main 208
Second Bedroom Length 16
Second Bedroom Width 13
Bedroom 3 Area 228
Bedroom 3 Length 19
Bedroom 3 Width 12
Bedroom 4 Area 144
Bedroom 4 Length 12
Bedroom 4 Width 12
Dining Room Area 13
Dining Room Width 12
Family Room Area 300
Family Room Length 20
Living Room Area 234
Living Room Length 18
Living Room Width 13
Primary Bedroom Area 247
Primary Bedroom Features Bathroom - Full,Bathroom - Double Vanity/Sink,Ceiling Fan(s),Flooring - Hardwood,Double Vanity,Closet - Double
Primary Bedroom Length 19
Primary Bedroom Width 13
Family Room Width 15
Family Room Level First
Family Room Features Closet,Closet/Cabinets - Custom Built,Flooring - Wood,Exterior Access,Open Floorplan,Recessed Lighting,Slider
Dining Room Level Main,First
Dining Room Area 156
Bedroom 4 Level Second
Bedroom 3 Level Second
Second Bedroom Level Second
Bathroom 1 Level Main,First
Bathroom 2 Level Second
Bathroom 3 Level Second

Exterior Features

Exterior Amenities Patio,Rain Gutters,Sprinkler System,Screens,Stone Wall
Parking Features Attached,Garage Door Opener,Paved Drive,Off Street,Paved
Lot Features Corner Lot,Wooded,Level
Water Source Public
Total Parking 6
Lot Size Area 0.36
Foundation Details Concrete Perimeter
Spa No
Building Area Total 3092
Lot Size Acres 0.36
Road Surface Type Paved
Frontage Length 127.00
Waterfront Y/N No
Covered Spaces 2
Road Frontage Type Public,Dead End
Road Responsibility Public Maintained Road

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the North Andover, MA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Ambrose Elementary School
Middle School McCall Middle School
High School WHS High School

Price History

9/23/2026 Listed $1,850,000

Property vs Zip Code Average in 01890

Price
AVG $1.92M
$1.85M
Taxes
AVG $18,228
$17,650
Year Built
AVG 1959
1941

Areas That We Cover

1 Overlook Way Winchester, MA is a Single Family Home for sale at $1850000 with 3092 sqft and a lot size of 0.36 Acres Acre(s). 1 Overlook Way Winchester has 4 bedrooms, 2 baths and was built in 1941. The property's zip code is 01890 which is in Winchester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Ken Hashemi

Ken Hashemi

978-961-4190

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