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65 High Street, Winchester MA 01890

Winchester, MA 01890
$1,399,800
Est. $8,403/month
6
Beds
3
Baths
2,658
Sq Ft
$527
Price/Sq Ft
0.23
Acres
1949
Year Built
Single Family Residence
Type
7 hours 3 minutes
Time on Market
Active Open House Listed Apr 9, 2026 • MLS# 73498871 Copied!

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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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1949
Bedrooms
6
Full Bathrooms
3
Living Area
2,658 sq ft
Total Rooms
9

Open House Schedule

12
Apr
Sunday, April 12
12:00 PM - 2:00 PM EDT
11
Apr
Saturday, April 11
12:00 PM - 2:00 PM EDT
11
Apr
Saturday, April 11
12:00 PM - 2:00 PM EDT

Facts & Features

1 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1949
Living Area 2,658 sq ft
Lot Size 0.23 acres
Bedrooms 6
Full Baths 3
Total Rooms 9

Interior

Heating Baseboard, Oil
Cooling Central Air
Flooring Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet
Appliances Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement Full, Finished, Bulkhead, Sump Pump
Laundry Second Floor, Electric Dryer Hookup
Features Bathroom - 3/4, Bathroom - With Shower Stall, Bedroom, Sun Room, Play Room

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Porch - Enclosed, Porch - Screened, Storage
Pool None
Spa None
Fencing None
Patio/Porch Porch - Enclosed, Screened

Parking

Garage Spaces 1
Has Garage Yes
Features Attached, Paved Drive, Off Street
Total Spaces 5

Utilities

Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range, For Electric Oven, For Electric Dryer

Financial

Annual Tax $13,499
Assessed Value $1,217,200

Interior Features

Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
Appliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Interior Features: Bathroom - 3/4, Bathroom - With Shower Stall, Bedroom, Sun Room, Play Room
Windows:
Basement: Full, Finished, Bulkhead, Sump Pump
Laundry: Second Floor, Electric Dryer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 1949
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Oil
Heating Zones: 2
Cooling: Central Air
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch - Enclosed, Porch - Screened, Storage
Patio & Porch: Porch - Enclosed, Screened
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 1
Garage Type: Attached
Total Parking Spaces: 5
Parking Features: Attached, Paved Drive, Off Street

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, T-Station, Other

Location

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Neighborhood

65 High Street, Winchester MA 01890

Winchester, MA 01890

Walkability

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Nearby Schools

School District
Winchester School District local
A+
✓ School Safety 2024-25
0.1% Very Low (Safest)
0.1% Suspensions 0.1% In-School
↓ 5.4% below state avg
E

Elementary Schools

10 schools
Acera School
2.0 mi
Grades K-08
The Wilder School
2.2 mi
Grades K-12
A+
Ambrose Elementary School
0.2 mi | #11 of 824 | Score: 66.1
Improved 36 spots from last year
+7.9 above state avg
398 students Moderate
Rising School Strong Attendance
Grades K-05
A+
Vinson-Owen Elementary School
0.9 mi | #40 of 824 | Score: 63.2
Improved 112 spots from last year
+5 above state avg
441 students Diverse
Rising School Strong Attendance
Grades PK-05
A
Lynch Elementary School
1.3 mi | #113 of 824 | Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students Diverse
Grades PK-05
A+
Lincoln Elementary School
1.4 mi | #74 of 824 | Score: 60.7
Dropped 29 spots from last year
+2.5 above state avg
334 students Moderate
Strong Attendance
Grades K-05
Children's Own School
1.4 mi
Grades PK-K
Creative Corner School Inc
1.6 mi
Grades PK-K
St. Mary Elementary School
1.6 mi
Grades PK-05
A+
Muraco Elementary School
2.0 mi | #62 of 824 | Score: 61.6
Improved 62 spots from last year
+3.4 above state avg
352 students Diverse
Rising School Strong Attendance
Grades K-05
M

Middle Schools

1 school
A+
McCall Middle School
1.3 mi | #16 of 352 | Score: 62.4
Dropped 3 spots from last year
+4.2 above state avg
1,036 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

1 school
A+
Winchester High School
1.6 mi | #17 of 346 | Score: 73.6
Improved 18 spots from last year
+15.4 above state avg
1,404 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
Learn about these ratings
School data provided by BMN Schools

Monthly Payment Calculator

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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,125
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Market Insights

39.3%
Price Range
1
Previous Sales

Property Timeline

🏠
Listed for Sale
Apr 9, 2026
$1,399,800
Original listing
Agent: Anna Jung Office: K Stadium Realty INC
Previous Transaction - MLS #72051212
Full transaction history available when tracking began
🏷️
Previously Sold
Dec 29, 2016
$850,000
MLS #72051212
View Listing →

Price & Status History

Date Event Price Change
Apr 9, 2026 New Listing Added $1,399,800 —
Dec 29, 2016 Sold $850,000 —

Market Statistics

Time on Market
7 hours 3 minutes
Price per Sq Ft
$527

Tax History

Year Taxes Assessment
2025 $13,499 $1,217,200

Financial Details

Annual Property Tax
$13,499
Tax Year 2025
Assessed Value
$1,217,200

Listing Information

Listing Agent Anna Jung
Listing Office K Stadium Realty INC
Agent MLS ID CT000579
Office MLS ID AN7436
Listing Data Updated Apr 9, 2026 10:23 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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