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.
Pending
$1,399,800
65 High St, Winchester, MA 01890
6beds
2,658sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1949
10,001 Square Feet Lot
$1,445,700 Zestimate®
$527/sqft
$-- HOA
What's special
Private laundryLevel private backyardHardwood floorsUpdated second floorAbundant natural lightSeamless flow
- 28 days |
- 32 |
- 1 |
Zillow last checked:
Listing updated:
Listed by:
Anna Jung 617-780-1675,
K Stadium Realty INC 617-780-1675
Source: MLS PIN,MLS#: 73498871
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Flooring - Hardwood
- Level: First
- Area: 165
- Dimensions: 14.67 x 11.25
Bedroom 2
- Features: Flooring - Hardwood
- Level: First
- Area: 110
- Dimensions: 10 x 11
Bedroom 3
- Features: Flooring - Hardwood
- Level: First
- Area: 155.81
- Dimensions: 13.17 x 11.83
Bedroom 4
- Features: Flooring - Wall to Wall Carpet
- Level: Second
- Area: 168.42
- Dimensions: 10.75 x 15.67
Bedroom 5
- Features: Flooring - Wall to Wall Carpet
- Level: Second
- Area: 125.58
- Dimensions: 11 x 11.42
Bathroom 1
- Features: Bathroom - Full, Flooring - Stone/Ceramic Tile
- Level: First
- Area: 39.72
- Dimensions: 5.42 x 7.33
Bathroom 2
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Flooring - Stone/Ceramic Tile
- Level: Second
- Area: 109.46
- Dimensions: 9.25 x 11.83
Bathroom 3
- Features: Bathroom - 3/4
- Level: Basement
- Area: 51.77
- Dimensions: 8.75 x 5.92
Dining room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood
- Level: First
- Area: 146.25
- Dimensions: 13 x 11.25
Kitchen
- Features: Flooring - Vinyl
- Level: First
- Area: 123.75
- Dimensions: 11 x 11.25
Living room
- Features: Flooring - Hardwood
- Level: First
- Area: 251
- Dimensions: 20.92 x 12
Heating
- Baseboard, Oil
Cooling
- Central Air
Appliances
- Included: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
- Laundry: Second Floor, Electric Dryer Hookup
Features
- Bathroom - 3/4, Bathroom - With Shower Stall, Bedroom, Sun Room, Play Room
- Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
- Basement: Full,Finished,Bulkhead,Sump Pump
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 2,658
- Total interior livable area: 2,658 sqft
- Finished area above ground: 2,658
Property
Parking
- Total spaces: 5
- Parking features: Attached, Paved Drive, Off Street
- Attached garage spaces: 1
- Uncovered spaces: 4
Features
- Patio & porch: Porch - Enclosed, Screened
- Exterior features: Porch - Enclosed, Porch - Screened, Storage
Lot
- Size: 10,001 Square Feet
Details
- Parcel number: 900217
- Zoning: RDB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1949
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, T-Station, Other
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $527/sqft
- Tax assessed value: $1,217,200
- Annual tax amount: $13,499
- Date on market: 5/3/2026
Estimated market value
$1,445,700
$1.37M - $1.52M
$7,119/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/23/2026 | Pending sale | $1,399,800$527/sqft |
Source: MLS PIN #73498871 Report a problem | ||
| 4/15/2026 | Contingent | $1,399,800$527/sqft |
Source: MLS PIN #73498871 Report a problem | ||
| 4/9/2026 | Listed for sale | $1,399,800-6.7%$527/sqft |
Source: MLS PIN #73498871 Report a problem | ||
| 4/5/2026 | Listing removed | $1,499,999$564/sqft |
Source: MLS PIN #73485189 Report a problem | ||
| 3/11/2026 | Listed for sale | $1,499,999+76.5%$564/sqft |
Source: MLS PIN #73485189 Report a problem | ||
| 12/30/2016 | Sold | $850,000-2.2%$320/sqft |
Source: Public Record Report a problem | ||
| 11/3/2016 | Pending sale | $869,000$327/sqft |
Source: CENTURY 21 Commonwealth #72051212 Report a problem | ||
| 10/17/2016 | Price change | $869,000+8.8%$327/sqft |
Source: CENTURY 21 Commonwealth #72051212 Report a problem | ||
| 10/14/2016 | Price change | $799,000-8.1%$301/sqft |
Source: CENTURY 21 Commonwealth #72051212 Report a problem | ||
| 9/22/2016 | Price change | $869,000-3.3%$327/sqft |
Source: CENTURY 21 Commonwealth #72051212 Report a problem | ||
| 8/24/2016 | Listed for sale | $899,000$338/sqft |
Source: CENTURY 21 Commonwealth #72051212 Report a problem | ||
| 8/17/2016 | Pending sale | $899,000$338/sqft |
Source: CENTURY 21 Commonwealth #72051212 Report a problem | ||
| 8/10/2016 | Listed for sale | $899,000+294.3%$338/sqft |
Source: Century 21 Commonwealth #72051212 Report a problem | ||
| 4/5/1996 | Sold | $228,000$86/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,499 +1% | $1,217,200 +3.2% |
| 2024 | $13,369 +5.3% | $1,180,000 +9.6% |
| 2023 | $12,702 +2.8% | $1,076,400 +9% |
| 2022 | $12,351 +8.4% | $987,300 +11.1% |
| 2021 | $11,397 +3.6% | $888,300 |
| 2020 | $11,006 +7.7% | $888,300 +5.3% |
| 2019 | $10,218 +1.6% | $843,800 +2.3% |
| 2018 | $10,053 -1.4% | $824,700 -0.6% |
| 2017 | $10,191 +9.4% | $829,900 +4.1% |
| 2016 | $9,312 +2.7% | $797,300 +6.8% |
| 2015 | $9,064 -2.4% | $746,600 +1.8% |
| 2014 | $9,286 +11.3% | $733,500 +12.3% |
| 2013 | $8,340 +1.9% | $653,100 +0.1% |
| 2012 | $8,186 +3.7% | $652,300 |
| 2011 | $7,893 +5% | $652,300 -0.1% |
| 2010 | $7,518 +2.1% | $653,200 |
| 2009 | $7,362 +4.1% | $653,200 -2.4% |
| 2008 | $7,072 +5.8% | $669,100 +3.4% |
| 2007 | $6,685 +2.1% | $647,100 +2.5% |
| 2006 | $6,548 +3.3% | $631,400 +3.8% |
| 2005 | $6,338 +5.9% | $608,300 +15.6% |
| 2004 | $5,986 +2.6% | $526,000 +2.6% |
| 2003 | $5,837 +11.7% | $512,900 +8.6% |
| 2002 | $5,225 +53.5% | $472,400 +81.3% |
| 2000 | $3,405 -5.6% | $260,500 +5.7% |
| 1999 | $3,607 | $246,400 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 9/10Ambrose Elementary SchoolGrades: K-5Distance: 0.2 mi
- 8/10McCall Middle SchoolGrades: 6-8Distance: 1.3 mi
- 10/10Winchester High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- Elementary: Ambros
- Middle: Mccall
- High: Winchester
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
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