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40 Pickering St, Winchester MA 01890

Winchester, MA 01890
$1,249,900
Est. $7,463/month
4
Beds
2.5
Baths
2,454
Sq Ft
$509
Price/Sq Ft
0.16
Acres
1870
Year Built
5
Days on Market
Pending Listed Mar 10, 2026 • MLS# 73484617 Copied!

About this home

This charming home retains period details while delivering flexible modern living. Through the glass-enclosed front porch, the first floor offers an entry stair hall, formal living room, a bedroom or home office with full bath and separate entrance, kid's homework room/drop zone, and - the star of the show - a sun-drenched open plan kitchen/family room with fireplace, massive island, and plenty of space for entertaining. Upstairs, there are three more bedrooms, a full bath and a half-bath, plus laundry and a sitting/play room. However you decide to use the 2400+sf, there's plenty of it. The roof, siding, water line and many windows were new when the sellers bought in 2017. Since then, they have installed new wiring, plumbing, heating and air conditioning. They re-did the kitchen and bathrooms. The floors are refinished, paint refreshed, and insulation upgraded. Outside, the sunny corner lot is partially fenced. Come take a look!

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1870
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,454 sq ft
Total Rooms
8

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1870
Living Area 2,454 sq ft
Lot Size 0.16 acres
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 8

Interior

Heating Baseboard, Hot Water, Propane
Cooling Central Air
Flooring None
Appliances None
Fireplace None
Fireplaces 1
Basement None
Laundry None
Features None

Exterior

Construction None
Architecture Colonial
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Parking

Features None
Total Spaces 2

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $11,312
Assessed Value $1,020,000

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Style: Colonial
Year Built: 1870
Structure Type:
Exterior Materials:
Roof:
Foundation: Stone

Heating, Cooling & Utilities

Heating: Baseboard, Hot Water, Propane
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

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

Parking & Garage

Total Parking Spaces: 2
Parking Features:

Special Features

Fireplaces: 1
Fireplace Type:
Community Amenities:

Location

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Neighborhood

40 Pickering St, 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

3 schools
Creative Corner School Inc
< 0.1 mi
Grades PK-K
A
Lynch Elementary School
0.3 mi | #113 of 824 | Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students Diverse
Grades PK-05
Acera School
0.7 mi
Grades K-08
M

Middle Schools

3 schools
A+
McCall Middle School
1.2 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
C+
Daniel L Joyce Middle School
1.7 mi | #217 of 352 | Score: 39.5
Dropped 14 spots from last year
-18.7 below state avg
455 students Moderate
Grades 06-08
B
John F Kennedy Middle School
1.9 mi | #176 of 352 | Score: 42.4
Improved 42 spots from last year
-15.8 below state avg
521 students Diverse
Rising School
Grades 06-08
H

High Schools

2 schools
A+
Winchester High School
0.9 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
B
Woburn High School
1.3 mi | #143 of 346 | Score: 56.1
Dropped 21 spots from last year
-2.1 below state avg
1,259 students Diverse
18 sports • 2,056 athletes
High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $943
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

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
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Cost $0/mo

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

Property Timeline

📋
Status: Active under contract
Mar 12, 2026
Active → Active Under Contract
🏠
Listed for Sale
Mar 10, 2026
$1,249,900
Original listing
Office: Keller Williams Realty Signature Properties
Pending Sale
Mar 10, 2026
Offer accepted, sale pending

Price & Status History

Date Event Price Change
Mar 12, 2026 Status: Active under contract $0
Mar 10, 2026 New Listing Added $1,249,900

Market Statistics

Days on Market
5 days
Price per Sq Ft
$509

Tax History

Year Taxes Assessment
2025 $11,312 $1,020,000

Financial Details

Annual Property Tax
$11,312
Tax Year 2025
Assessed Value
$1,020,000

Listing Information

Listing Agent Timothy Haynes
Listing Office Keller Williams Realty Signature Properties
Agent MLS ID BB954646
Office MLS ID AN2693
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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Market Analytics for Winchester, MA

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