65 High St

Winchester, MA 01890

$1,499,999
Price
6
Beds
2,658 Sq. Ft.
$564 / Sq. Ft.
2,658
Sq. Ft.
$564
per Sq. Ft.
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a front view of a house with garden
a front view of a house with a yard
a front view of a house with a yard
a front view of a house with a yard and garage
a living room with furniture and a flat screen tv
a living room with furniture and a fireplace
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and wooden floor
a kitchen with white cabinets and white appliances
a kitchen with cabinets appliances and a window
a white refrigerator freezer sitting inside of a kitchen
a view of a workspace with furniture and a window
a view of an empty room with a window
a view of a livingroom with furniture
a bedroom with a bed and a window
a bedroom with a bed and window
a bedroom with a bed and a dresser
a bathroom with a sink toilet and shower
a room with lots of furniture and wooden floors
a view of a house with a yard and a large tree
a backyard of a house with table and chairs and potted plants
a view of a patio with a table chairs and a porch
a view of an outdoor space and a yard
a bathroom with a sink toilet and mirror
a view of a patio with a table and chairs

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....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.
  1. Listed by Anna Jung • K Stadium Realty INC

Property Details for 65 High Street

Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
1
Open Parking Spaces
4.00
Parking Spaces Total
5
LISTING UPDATED: 03/17/2026 12:50 PM

Property Details for 65 High Street

StatusActive
MLS #73485189
Days on Market15
Taxes$13,499 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1949
CountyMiddlesex County
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Location

Listing Courtesy of K Stadium Realty INC, Anna Jung
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Building Information for 65 High Street

Stories-Year Built1949Building Size-Lot Size0.23 AC / 10,001 SF

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$8,405 per month

30 year fixed, 6.11% Interest

Principal and Interest

$7,280

Property Taxes

$1,125

HOA Dues

$0

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Property Information for 65 High Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, T-Station, Other (See Remarks)
  • Living Area: 2658.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Ambros
  • High School: Winchester
  • Middle School: Mccall
Features
Interior Features
  • Appliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Full, Finished
  • Num of Baths: 3.0
  • Num of Full Baths: 3
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 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
  • Laundry Features: Second Floor, Electric Dryer Hookup
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Enclosed, Porch - Screened, Storage Shed
  • Exterior Features: Storage Shed, Porch - Screened
  • Patio And Porch Features: Porch - Enclosed, Screened
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Baseboard, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 165.0
  • Room Primary Bedroom Features: Flooring - Hardwood
  • Room Primary Bedroom Length: 14.666666666
  • Primary Bedroom Level: First Floor
  • Room Primary Bedroom Width: 11.25
Bedroom 2
  • Bedroom2 Area: 110.0
  • Bedroom2 Features: Flooring - Hardwood
  • Bedroom2 Length: 10.0
  • Bedroom2 Level: First
  • Bedroom2 Width: 11.0
Bedroom 3
  • Bedroom3 Area: 155.805555555
  • Bedroom3 Features: Flooring - Hardwood
  • Bedroom3 Length: 13.166666666
  • Bedroom3 Level: First
  • Bedroom3 Width: 11.833333333
Bedroom 4
  • Bedroom4 Area: 168.416666666
  • Bedroom4 Features: Flooring - Wall to Wall Carpet
  • Bedroom4 Length: 10.75
  • Bedroom4 Level: Second
  • Bedroom4 Width: 15.666666666
Bedroom 5
  • Bedroom5 Area: 125.583333333
  • Bedroom5 Features: Flooring - Wall to Wall Carpet
  • Bedroom5 Length: 11.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 11.416666666
Bathroom 1
  • Bathroom1 Area: 39.722222222
  • Bathroom1 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom1 Length: 5.416666666
  • Bathroom1 Level: First
  • Bathroom1 Width: 7.333333333
Bathroom 2
  • Bathroom2 Area: 109.458333333
  • Bathroom2 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Flooring - Stone/Ceramic Tile
  • Bathroom2 Length: 9.25
  • Bathroom2 Level: Second
  • Bathroom2 Width: 11.833333333
Bathroom 3
  • Bathroom3 Area: 51.770833333
  • Bathroom3 Features: Bathroom - 3/4
  • Bathroom3 Length: 8.75
  • Bathroom3 Level: Basement
  • Bathroom3 Width: 5.916666666
Dining Room
  • Dining Room Area: 146.25
  • Dining Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood
  • Dining Room Length: 13.0
  • Dining Room Level: First
  • Dining Room Width: 11.25
Kitchen
  • Kitchen Area: 123.75
  • Kitchen Features: Flooring - Vinyl
  • Kitchen Length: 11.0
  • Kitchen Level: First
  • Kitchen Width: 11.25
Laundry
  • Laundry Dimen: 6'0"X4'9"
Living Room
  • Room Living Room Area: 251.0
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Length: 20.916666666
  • Room Living Room Level: First
  • Room Living Room Width: 12.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Buyer and buyer agent to do all due diligence. Tenants occupy the property under a lease agreement until September 30th,2026. Rent $5,000. Seller has never lived in the property. Seller and tenant have never used fireplace.
Tax Information
  • Tax ID: 900217
  • Assessments: $1,217,200
  • Book: 68691
  • Tax Year: 2025
  • Zoning: RDB
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 1
  • Heat Zones: 2
Complex & Association Information
  • Adult Community: No

Property History for 65 High Street

DateEvent & SourcePriceAppreciation
Mar 11, 2026

Listed (Active)

MLS PIN #73485189

$1,499,999—
Dec 30, 2016

Sold (Public Record)

Public Record #586448915

$850,000

+6.6% / yr

Dec 29, 2016

Sold

MLS PIN #72051212

$850,000—
Nov 2, 2016

Under Agreement

MLS PIN #72051212

—
Nov 2, 2016

Contingent

MLS PIN #72051212

—
Aug 10, 2016

Listed (Active)

MLS PIN #72051212

$899,000—
Apr 5, 1996

Sold (Public Record)

Public Record #88226177

$228,000—
DateEvent & SourcePrice
03/11/2026

Listed (Active)

MLS PIN #73485189

$1,499,999
12/30/2016

Sold (Public Record)

Public Record #586448915

$850,000

+6.6% / yr

12/29/2016

Sold

MLS PIN #72051212

$850,000
11/02/2016

Under Agreement

MLS PIN #72051212

—
11/02/2016

Contingent

MLS PIN #72051212

—
08/10/2016

Listed (Active)

MLS PIN #72051212

$899,000
04/05/1996

Sold (Public Record)

Public Record #88226177

$228,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 65 High Street

Taxable ValueLand$726,000Additions$491,200Total$1,217,200
Tax Record2025$13,499 ($1,125 / month)
Home Facts
Beds6Baths3Total Finished SqFt2,174 SqFtAbove Grade Finished SqFt2,174 SqFtUnfinished Basement SqFt1,337 SqFtStories2Lot Size10,001 SqFtStyleSingle Family ResidenceYear Built1949ZoningRDBCountyMIDDLESEXAPNWINC M:021 B:0082 L:0Fireplace TypeHas Fireplace

Schools near 65 High Street

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Ambrose Elementary School
Public - K to 5
McCall Middle School
Public - 6 to 8
Winchester High School
Public - 9 to 12
Rating
School
Distance
Ambrose Elementary School
PublicK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 65 High Street, Winchester, MA 01890

65 High Street is a single family home for sale in Winchester, MA 01890. This property was listed for sale on March 11, 2026 by K Stadium Realty INC, it's currently listed at $1,499,999. It has been on the market for a total of 15 days and was last sold on December 30, 2016. This listing's school district is Winchester School District. Nearby schools include Ambrose Elementary School, McCall Middle School and Winchester High School. 65 High Street is a 6-bed, 3-bath, 2,658 sqft single family home built in 1949.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of K Stadium Realty INC, Anna Jung

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.