
16 Windsor Rd Shirley — Photo 1 of 29
Recent Drop: $101,000
$749,000
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.
Limited sample — based on 5 comparable properties.
* Analysis is based on 5 actively listed and recently sold comparable properties strictly within Shirley, MA.
Range • Dishwasher • Disposal • Microwave • Refrigerator • Washer • Dryer • Plumbed For Ice Maker
Public Transportation • Shopping • Pool • Park • Medical Facility • Conservation Area
18 x 14
Flooring - Hardwood
14 x 12
Flooring - Hardwood, French Doors
22 x 13
Flooring - Stone/Ceramic Tile, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Slider, Stainless Steel Appliances, Gas Stove
21 x 17
Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, French Doors
20 x 18
Bathroom - Full, Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood
13 x 13
15 x 13
Closet, Flooring - Hardwood, Cable Hookup
13 x 11
Closet, Flooring - Hardwood, Cable Hookup
Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile
Bathroom - Full, Bathroom - Double Vanity/Sink, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Enclosed Shower - Fiberglass
Was $799,000
Jul 21, 2026
MLS® 73491519
Jul 21, 2026
MLS® 73508750
Was $825,000
Jun 17, 2026
MLS® 73491519
Was $850,000
Apr 28, 2026
MLS® 73491519
Apr 28, 2026
MLS® 73508750
Mar 25, 2026
MLS® 73491519
6,976
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$122K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
22.6%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
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)
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.
Listing Agent: Chris Kostopoulos Group
Listing Office: Keller Williams Realty
MLS® Number: 73491519
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