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65 High StreetWinchester, MA 01890

For Sale

$1,499,999

Smart Buyer Rebate $7,500

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.

Listed by Anna Jung

·

K Stadium Realty INC

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617-780-1675

Last updated March 16, 2026

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Source: MLSPin #73485189

Listing Facts

  • TypeSingle-family
  • NeighborhoodWest Side
  • Bedrooms6
  • Bathrooms3
  • Days on Prevu6
  • Taxes$13,499/year
  • Size2,658 sqft
  • Price per sqft$564

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

03/11/2026
Listed by K Stadium Realty INC
$1,499,999

Property Details for 65 High Street

Association

Amenities

  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, Highway Access, House Of Worship, Public School, T-Station, Other

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1949
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch - Enclosed, Porch - Screened, Storage

Features

  • Patio And Porch Features: Porch - Enclosed, Screened
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 2,658
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.23
  • Lot Size Area: 0
  • Lot Size Square Feet: 10,001
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 900217
  • Tax Annual Amount: $13,499.00
  • Tax Assessed Value: $1,217,200.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet
  • Interior Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Bedroom, Sun Room, Play Room

Measurements

  • Living Area: 2,658
  • Living Area Source: Measured

Rooms

  • Basement: Full, Finished
  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 6
  • Rooms Total: 9

Other

General

  • Exclusions: Dinning Room Freezer Belongs Current Tenant.

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off Street
  • Parking Total: 5

Schools

Elementary School

  • Elementary School: Ambros

High School

  • High School: Winchester

Middle or Junior School

  • Middle Or Junior School: Mccall

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Baseboard, Oil
  • Has Heating: Yes
  • Laundry Features: Second Floor, Electric Dryer Hookup
  • Sewer: Public Sewer
  • Utilities: For Electric Range, For Electric Oven, For Electric Dryer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 3 bathrooms in this single-family home at 65 High Street.

What schools are nearby to 65 High Street?

Nearby schools include the Ambros Elementary School, Mccall Middle School, and Winchester High School.

Does this single-family home have parking?

Yes, there is 1 parking space available for 65 High Street.

What are the annual taxes for 65 High Street?

Annual taxes for this single-family home are estimated at $13,499.

How does 65 High Street compare to other single-family homes in West Side?

This single-family home is listed 50% below the average price for single-family homes in West Side and has been on the market for 29 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,658 sqft.

65 High Street is a 6-bedroom, 3-bath single-family home for sale in Winchester MA 01890. Available on Prevu for 6 days at $1,499,999. This property features 2,658 square feet of living space, located in Middlesex County. The median listing price for single-family homes in this area is $1,899,000. Nearby schools include Ambros Elementary School, Mccall Middle School, and Winchester High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. View other single-family home listings in Middlesex County.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.