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Maggie Li

I'm Maggie Li, a Newton, MA real estate agent serving first-time buyers, luxury clients and sellers across Greater Boston in English & Mandarin. Let's find your home.

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  • 1229 Centre Street, Newton Centre, MA, USA
  • (774) 222-0952
  • lyx0402@gmail.com

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© 2026 Maggie Li. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 16 Windsor Rd, Shirley, MA 01464
Active
148 Days on market
16 Windsor Rd Shirley — Photo 1 of 29

16 Windsor Rd Shirley — Photo 1 of 29

Recent Drop: $101,000

$850,000
$749,000

$749,000

16 Windsor Rd, Shirley, MA 01464

Shirley, MA 01464

Beds

4

Baths

3

SqFt

3,763

Style

Single Family

Built

2006

Impeccably maintained Colonial in desirable Apple Orchard Estates! This home offers an open floor plan with cathedral ceilings in the family room and primary suite, creating a bright, airy feel throughout. The granite kitchen features a center island, ample cabinetry, and excellent flow for everyday living and entertaining. French doors open to a fireplaced family room, while composite decking overlooks the private backyard—perfect for relaxing or hosting. A finished walk-out lower level with full windows and a slider adds flexible space for a home office, gym, or media room. Upstairs are four spacious bedrooms, including a primary suite with vaulted ceilings, two walk-in closets, and a private bath with a Jacuzzi tub and separate shower. Irrigation system included. Convenient to Route 2, the Shirley Commuter Rail, and nearby recreation at Benjamin Hill.. Move-in ready! Offers due Tuesday at 12:00 PM.

Market Value Analysis

This Property
Size (SqFt) →Price →

Limited sample — based on 6 comparable properties.

This Property$199/sqft
Local Avg (Shirley)$279/sqft
29% BelowMarket Average

* Analysis is based on 6 actively listed and recently sold comparable properties strictly within Shirley, MA.

Property Details

Financials

Original Price$850,000
Annual Taxes$8,569
HOA Fee$42

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms10
Fireplaces1
FlooringTile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
BasementFull, Finished, Walk-Out Access

Climate & Utilities

HeatingForced Air
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningR

Property & Lot

Acres0.87
SqFt Lot38,055
Lot FeaturesGentle Sloping

Amenities & Appliances

Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer • Plumbed For Ice Maker

Neighborhood

Public Transportation • Shopping • Pool • Park • Medical Facility • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Living Room
Lvl First

18 x 14

Flooring - Hardwood

Dining Room
Lvl First

14 x 12

Flooring - Hardwood, French Doors

Kitchen
Lvl First

22 x 13

Flooring - Stone/Ceramic Tile, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Slider, Stainless Steel Appliances, Gas Stove

Family Room
Lvl First

21 x 17

Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, French Doors

Master Bedroom
Lvl Second

20 x 18

Bathroom - Full, Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood

Bedroom 2
Lvl Second

13 x 13

Bedroom 3
Lvl Second

15 x 13

Closet, Flooring - Hardwood, Cable Hookup

Bedroom 4
Lvl Second

13 x 11

Closet, Flooring - Hardwood, Cable Hookup

Bathroom 1
Lvl First

Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile

Bathroom 3
Lvl Second

Bathroom - Full, Bathroom - Double Vanity/Sink, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Enclosed Shower - Fiberglass

Property History

Price Drop
$749,000

Was $799,000

Jul 21, 2026

MLS® 73491519

Terminated
$4,500

Jul 21, 2026

MLS® 73508750

Price Drop
$799,000

Was $825,000

Jun 17, 2026

MLS® 73491519

Price Drop
$825,000

Was $850,000

Apr 28, 2026

MLS® 73491519

Listed
$4,500

Apr 28, 2026

MLS® 73508750

Listed
$850,000

Mar 25, 2026

MLS® 73491519

Population

6,976

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$122K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

22.6%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Middlesex County

2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,763 sq ft principal dwelling). Lot size: 38,055 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Shirley, MA market report ZIP 01464 market data
Listing Provided By

Listing Agent: Chris Kostopoulos Group

Listing Office: Keller Williams Realty

MLS® Number: 73491519

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