New
$1,650,000
4 bd · 2.5 ba · 3,604 sqft · 15,680 sqft lot
1 Overlook Way, Winchester, MA 01890
Single family · Built 1941 · $458/sqft ·
$9,858/mo est. payment
- Garage
- 2 cars
3D tourFlood factor 1/10
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.
Facts and features
Other Rooms
- Total Rooms: 11
- Basement Features: Full, Partially Finished, Interior Entry, Bulkhead, Sump Pump, Concrete
- Family Room Dimensions: 20' x 15'
- Living Room Dimensions: 18' x 13'
- Family Room Sqft: 300
- Living Room Sqft: 234
- Family Room Level: First
- Living Room Level: Main,First
Appliances
- Gas water heater
- Range
- Dishwasher
- Trash compactor
- Microwave
- Refrigerator
- Washer
- Dryer
Bedrooms
- Bedrooms: 4
- Primary Bedroom Dimensions: 19' x 13'
- Bedroom 2 Dimensions: 16' x 13'
- Bedroom 3 Dimensions: 19' x 12'
- Bedroom 4 Dimensions: 12' x 12'
- Primary Bedroom Sqft: 247
- Bedroom 2 Sqft: 208
- Bedroom 3 Sqft: 228
Bathrooms
- Total Bathrooms: 2.5
- Full Bathrooms: 2
- 1/2 Bathrooms: 1
- Bathrooms On Main Level: 1
- Bathroom 1 Dimensions: 6' x 4'
- Bathroom 2 Dimensions: 13' x 5'
- Bathroom 3 Dimensions: 9' x 5'
- Bathroom 1 Sqft: 24
Interior Features
- Closet/cabinets - custom built
- Walk-in closet(s)
- Cedar closet(s)
- Storage
- Library
- Bonus room
- Play room
- Walk-up attic
Heating and Cooling
- Cooling Features: Ductless
- Fireplace Features: Family Room, Living Room
- Heating Features: Central, Baseboard, Natural Gas, Ductless, Fireplace
- Heating: Yes
- Number of Fireplaces: 3
Kitchen and Dining
- Dining Room Dimensions: 13' x 12'
- Dining Room Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Chair Rail
- Dining Room Level: Main,First
- Dining Room Sqft: 156
- Kitchen Dimensions: 17' x 13'
- Kitchen Features: Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,Dining Area,Countertops - Stone/Granite/Solid,Open Floorplan,Recessed Lighting,Stainless Steel Appliances
- Kitchen Level: Main,First
- Kitchen Sqft: 221
Exterior and Lot Features
- Patio
- Rain gutters
- Sprinkler system
- Screens
- Stone wall
- Frontage Length: 127.00
- Patio And Porch Features: Patio
- Road Frontage Type: Public, Dead End
Schools
- 10
Ambrose Elementary School
elementary · K-5 · 0.3 mi
- 9
McCall Middle School
middle · 6-8 · 1.4 mi
- 10
Winchester High School
high · 9-12 · 1.6 mi
New Covenant School
elementary · K-5 · 1.6 mi
- 9
Vinson-Owen Elementary School
elementary · K-5 · 0.9 mi
- 9
Lynch Elementary School
elementary · K-5 · 1.3 mi
Price history
- Nov 4, 2026 · Price Changed$1,650,000
- Oct 13, 2026 · Price Changed$1,750,000
- Sep 23, 2026 · Listed$1,850,000
Tax history
- 2026$17,650 tax · $1,593,000 assessed
- 2025$17,068 tax · $1,539,000 assessed
- 2023$15,327 tax · $1,417,900 assessed
- 2022$14,938 tax · $1,194,100 assessed
- 2021$15,320 tax · $1,194,100 assessed
- 2020$14,336 tax · $1,157,100 assessed
- 2019$13,116 tax · $1,083,100 assessed
- 2018$12,768 tax · $1,047,400 assessed
Home value
$1,832,000
- Collateral Analytics$1,832,000
- Cotality$1,857,900
- Quantarium$1,762,202
Where it is
Listed by Lynne Russo · Better Homes and Gardens Real Estate The Shanahan Group · MLSPIN
