Open House Thu, Sep 24th 05:00 PM - 06:30 PM
Address
1 Overlook Way, Winchester, MA
Price
$ 1,850,000
Property Attributes
- MLS#73581571
- TypeSingle Family
- Listing Status New
- CountyMIDDLESEX
- CityWinchester
- AreaWedgemere
- Zip01890
- StyleColonial
- Year Built1941
- Taxes$ 17650
- Price$ 1,850,000
- Bedrooms4
- Full Bathrooms2
- Half Bathrooms1
- Sqr Footage3092
- Lot Size0.36 Acres
Data Source:
Massachusetts MLS Property Info Network (MLSPIN)
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.
| Elementary School | Middle School | High School |
|---|---|---|
| Ambrose Elementary School | McCall Middle School | WHS High School |
| Price History | |
|---|---|
| 9/23/2026 | Listed $1,850,000 |
General Features
| Sewer | Public Sewer |
|---|---|
| Heating | Central,Baseboard,Natural Gas,Electric,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. |
| 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
Property vs Single Family Average in 01890
Price
Taxes
Year Built
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consumers may be interested in purchasing. Data last updated September 22, 2026 3:04 PM UTC
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