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139 High Street, Winchester MA 01890

Winchester, MA 01890
$999,000
$969,000
Est. $6,045/month
3
Beds
1.5
Baths
1,302
Sq Ft
$744
Price/Sq Ft
0.51
Acres
1949
Year Built
1
Garage Space
70
Days on Market
Pending Price Drop -$30,000 Listed Nov 12, 2025 • MLS# 73453920 Copied! • Updated Jan 27, 2026

About this home

This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to entertain. Enjoy morning coffee or evening relaxation on the unheated 3-season porch overlooking the yard, with seasonal views of the Boston skyline. The lower level features high ceilings with a heating and cooling unit already installed, offering great potential for 200+ sqft of future finished space. Additional highlights include a one-car garage under and a convenient layout with timeless appeal. Nestled beside conservation land, this home provides a peaceful, natural setting where you can enjoy watching birds and local wildlife right from the yard. Make this one yours for 2026!

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
3%
Price Range

Property Timeline

Price Reduced
Dec 3, 2025
$969,000 $30,000 (-3%)
From $999,000 to $969,000 (-3.0%)
🏠
Listed for Sale
Nov 12, 2025
$969,000
Original listing
Agent: Katie Tully Office: Better Homes and Gardens Real Estate - The Shanahan Group
🏠
Listed for Sale
Nov 12, 2025
$999,000
Original listing
Agent: Katie Tully Office: Better Homes and Gardens Real Estate - The Shanahan Group

Tax History

Year Taxes Assessment
2025 $11,344 $1,022,900

Financial Details

Annual Property Tax
$11,344
Tax Year 2025
Assessed Value
$1,022,900

Facts & Features

1 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1949
Living Area 1,302 sq ft
Lot Size 0.51 acres
Bedrooms 3
Full Baths 1
Half Baths 1
Total Rooms 6

Interior

Heating Heat Pump
Cooling Heat Pump
Flooring Tile, Vinyl, Hardwood
Appliances Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement Interior Entry, Garage Access
Laundry In Basement, Electric Dryer Hookup, Washer Hookup
Features None

Exterior

Construction Frame
Architecture Cape
Roof Shingle
Features Rain Gutters
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 1
Has Garage Yes
Features Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Total Spaces 3
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range, For Electric Dryer, Washer Hookup
Annual Tax $11,344
Assessed Value $1,022,900
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
House Color White
Sq Ft Source Public Record
Sq Ft Disclosures Measurements for marketing purposes only, buyer to verify
Documents None
County Middlesex
Total market time (incl. prior listings) 71 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1949
Bedrooms
3
Full Bathrooms
1
Half Bathrooms
1
Living Area
1,302 sq ft
Total Rooms
6

Room Details

First Floor

Bathroom1
6 x 4
Bathroom - Half, Flooring - Stone/Ceramic Tile
Dining Room
12 x 11
Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead
Kitchen
13 x 10
Flooring - Vinyl, Pantry, Exterior Access, Remodeled, Lighting - Overhead
Living Room
22 x 11
Flooring - Hardwood

Second Floor

Bedroom3
11 x 9
Closet, Flooring - Hardwood, Lighting - Overhead
Bathroom2
7 x 5
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
Bedroom2
12 x 9
Closet, Flooring - Hardwood, Lighting - Overhead
Master Bedroom
20 x 11
Flooring - Hardwood, Lighting - Overhead

Other Floor

Bedroom5
Bedroom4
Bathroom3
Office
Family Room
Master Bathroom
No

Interior Features

Flooring: Tile, Vinyl, Hardwood
Appliances: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: Interior Entry, Garage Access
Laundry: In Basement, Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

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

Heating, Cooling & Utilities

Heating: Heat Pump
Heating Zones: 6
Cooling: Heat Pump
Cooling Zones: 6
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Rain Gutters
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 1
Garage Type: Attached
Total Parking Spaces: 3
Parking Features: Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved

Special Features

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

3 schools
A+
Ambrose Elementary School
0.5 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
0.6 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-
M. Norcross Stratton Elementary School
1.1 mi | #180 of 824 | Score: 56.0
Dropped 38 spots from last year
-2.2 below state avg
448 students Diverse
Diverse Student Body
Grades K-05
M

Middle Schools

3 schools
A+
McCall Middle School
1.7 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
A+
Ottoson Middle School
1.7 mi | #4 of 352 | Score: 65.2
Improved 13 spots from last year
+7 above state avg
963 students Diverse
Strong Attendance
Grades 07-08
C+
Daniel L Joyce Middle School
2.3 mi | #217 of 352 | Score: 39.5
Dropped 14 spots from last year
-18.7 below state avg
455 students Moderate
Grades 06-08
H

High Schools

3 schools
Lexington Christian Academy
1.5 mi
Grades 06-12
A+
Winchester High School
1.9 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
Arlington Catholic High School
2.2 mi
17 sports • 1,412 athletes
Strong Athletics
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $945
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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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.

Location

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Neighborhood

139 High Street, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Katie Tully
Listing Office Better Homes and Gardens Real Estate - The Shanahan Group
Office Phone 781-729-9030
Agent MLS ID CN222883
Office MLS ID AN0122
Listing Data Updated Jan 27, 2026 12:27 PM EST
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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Steven Novak
Steven Novak
BMN Boston Real Estate
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