RateMyAgentGo to search
Back 65 High St
Off Market

65 High St

Winchester MA 01890

6
3
5
2658 sq. ft.
10001 sq. ft.
Single-Family
Last sold for $1,440,150
Anna JungAnna Jung, last sold this property on 01 June 2026 after 53 days on market.

Overview

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.

Features

6 bedrooms
3 bathrooms
5 carspaces
4 open car spaces
1 garage space
2658 sq. ft. floor area
10001 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 6 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 65 High St is $2.25m.

Median value
$2.25m
Estimated value range
$1.43m - $3.6m
Median days on market
19
Estimated value trend
-14%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 65 High St

2026
Sold
$1,440,150
01 Jun 2026 by Anna Jung, of K Stadium Realty
2016
Sold
$850,000
29 Dec 2016 by Marianne McCourt, of Century 21 Commonwealth

Happy sellers in Winchester

~%

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.

Local market activity for 6 bedroom single-family properties in Winchester

In the last 12 months, 18 six-bedroom single-family properties similar to 65 High St, have been sold.

This represents a 20% increase in six-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winchester

placeholder
Danny Zheng

Danny Zheng is a recommended agent for Winchester.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (59 reviews)
  •  1 Review in Winchester
  •  1 Sale in Winchester
View profile
placeholder
Peter Rooney

Sellers who recommend Peter Rooney have praised them for being local expert, responsive, clear communication, supportive, friendly, hard-working, and well-prepared

  •   5   (44 reviews)
  •  1 Review in Winchester
  •  1 Sale in Winchester
View profile
placeholder
Paula Sughrue

Paula Sughrue is a recommended agent for Winchester.  They have 8 local sales across the last 12 months.

  •  8 Sales in Winchester
View profile
placeholder
McGlynn Splaine & Nigro Team

McGlynn Splaine & Nigro Team is a recommended agent for Winchester.  They have 6 local sales across the last 12 months.

  •  6 Sales in Winchester
View profile
or
Skip the list and find your ideal agent to sell your propertyFind My Agent
RateMyAgent
Sales:
(619) 566-0008
Quick Links
© 2026 RateMyAgent
Privacy PolicyTerms & ConditionsLicensingSitemap