65 High Street, Winchester, MA 01890

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
65 High Street,Winchester, MA 01890
$1,399,800
  • 6 Beds
  • 3 Baths
  • 2,658 sq. ft.
  • Single family
  • Active
Listed by: anna jung
Office: k stadium realty inc
MLS#:73498871
Source:MLSPIN

Price summary

  • Price:$1,399,800
  • Price per sq. ft.:$526.64

About this home

Exceptional opportunity in a highly desirable Winchester neighborhood! This spacious 6-bedroom home offers incredible flexibility for today's lifestyle, perfect for multi-generational living, work-from-home setups, or growing households. The sun-filled main level 3-bedrooms feature hardwood floors and a seamless flow, ideal for both everyday living and entertaining. The updated second floor includes a full bath, private laundry, and generously sized 3 bedrooms with abundant natural light. A standout feature is the expansive 1,337 sq ft lower level - ideal for a playroom, gym, media room, or future customization. Enjoy a level, private backyard perfect for outdoor gatherings, gardening, and recreation. Conveniently located near top-rated schools, commuter rail, and Winchester center. Incredible value and space in one of Winchester's most sought-after communities!! The seller will gift the new buyer a pool and a ping-pong table for the playroom.

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Home facts

  • Year built:1949
  • Listing ID #:73498871
  • Updated:April 14, 2026 at 10:27 AM

Rooms and interior

  • Bedrooms:6
  • Total bathrooms:3
  • Full bathrooms:3
  • Rooms Total:9
  • Flooring:Carpet, Flooring - Wall to Wall Carpet, Hardwood, Tile
  • Dining Description:Closet/Cabinets - Custom Built, Hardwood
  • Bathrooms Description:Bathroom - 3/4, Bathroom - With Shower Stall
  • Kitchen Description:Dishwasher, Disposal, Flooring - Vinyl, Microwave, Range, Refrigerator
  • Bedroom Description:Bedroom
  • Basement Description:Bulkhead, Finished, Full, Sump Pump
  • Living area:2,658 sq. ft.

Heating and cooling

  • Cooling:1 Cooling Zone, Central Air
  • Heating:Baseboard, Oil
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1949
  • Building area:2,658 sq. ft.
  • Lot area:0.23 Acres
  • Architectural Style:Colonial
  • Construction Materials:Frame
  • Exterior Features:Porch - Enclosed, Screened, Storage
  • Foundation Description:Concrete Perimeter

Schools

  • High school:Winchester
  • Middle school:Mccall
  • Elementary school:Ambros

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,399,800
  • Price per sq. ft.:$526.64
  • Tax amount:$13,499 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Laundry features:Dryer, Electric Dryer Hookup, Second Floor, Washer

Parking

  • Total parking spaces:5
  • Parking description:Attached, Off Street, Paved Drive
  • Garage:Yes
  • Garage spaces:1
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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