$1,499,999

65 High Street, Winchester, MA 01890

6 beds |
3 baths |
2,658 sqft

Single-Family Home
Built in 1949
10,019sqft lot
1 car garage
$564/sqft
Listed 9 days ago

Property Description

Fantastic! The best value in Winchester in a desired neighborhood. The sunny first floor flows nicely from room to room, with hardwood floors in the living areas and a hallway leading to the 3 original bedrooms. Ideal for an office, guests, or visiting in-laws. A screen porch and patio off the dining room ideal for al fresco dining. The generous second-floor renovation features a full bath with double sinks, an exclusive-use laundry room, and 3 bedrooms, each with 3 windows for generous natural light. The backyard is private and level for grilling, gardening, and entertaining. The huge 1,165 sq ft basement is your creative space for a playroom, gym, and media room. Great school system (Ambros), and downtown convenience for commuter rail, shops, and restaurants. An amazingly beautiful backyard that's perfect for outdoor recreation. The seller will gift a pool and a ping-pong table to the new buyer in the playroom.

Listing Status:: Active
Date Added:: March 11, 2026
Data Last Updated:: March 20, 2026 at 5:09PM
Listing Office:: K Stadium Realty INC : 617-780-1675
Listing Agent:: Anna Jung : 617-780-1675
MLS ID:: 73485189

General: Bathroom - 3/4Bathroom - Tiled With Shower StallBedroomSun RoomPlay Room
Appliances: Water HeaterRangeDishwasherDisposalMicrowaveRefrigeratorWasherDryer
Laundry: Second FloorElectric Dryer Hookup
Basement: FullFinished
Flooring: TileCarpetHardwoodFlooring - Wall to Wall Carpet
A/C: Central Air
Heating: BaseboardOil
Fireplace: Living RoomFireplaceFireplaces: 1

General: Porch - EnclosedPorch - ScreenedStorage
Style: Colonial
Parking: AttachedPaved DriveOff StreetParking spaces: 5

Roofing: Shingle
General: FrameConcrete Perimeter

Road/Access: Public
Originating MLS: MLS Property Information Network
County: Middlesex

Zoning: RDB900217

Utilities: for Electric Rangefor Electric Ovenfor Electric DryerCircuit Breakers
Water: Public
Sewer: Public Sewer

Source: MLS Property Information Network
Exclusions: Dinning Room Freezer Belongs Current Tenant.

This listing courtesy of Anna Jung , K Stadium Realty INC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Ambrose Elementary School

27 High St, Winchester, MA, 01890

Grades KG-5

0.21 miles away

McCall Middle School

458 Main St, Winchester, MA, 01890

Grades 6-8

1.34 miles away

Winchester High School

80 Skillings Rd, Winchester, MA, 01890

Grades 9-12

1.56 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.