
16 Longmeadow Rd Milton — Photo 1 of 41
Recent Drop: $205,000
$3,295,000
Milton, MA 02186
Beds
5
Baths
4.5
SqFt
5,700
Style
Single Family
Built
1994
Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with whirlpool tub, steam shower, and dual walk-in closets. The gourmet eat-in kitchen is a chef's dream, with a center island featuring a gas stove, dual sinks, and French doors flooded with natural light—flowing seamlessly into the formal dining room and sophisticated lounge complete with fireplace and wet bar, creating an entertainer's paradise. An additional living room with 11-foot tray ceiling, fireplace, and custom media cabinetry offers the perfect retreat. The home features a guest suite with separate entrance—ideal for an au pair, multi-generational living, or a private office sanctuary. Throughout, five walk-in closets, multiple linen closets, and a cedar closet provide unparalleled storage. The three-car garage and expansive rear patio with private well irrigation complete this exceptional property. Situated on nearly one acre and just 300 yards from Wollaston Golf Club, this residence offers both privacy and prestige.
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Milton, MA.
Water Heater • Oven • Dishwasher • Disposal • Trash Compactor • Range • Refrigerator • Freezer • Washer • Dryer
Pool • Tennis Court(s) • Walk/Jog Trails • Golf • Medical Facility • Conservation Area
16 x 21
Flooring - Hardwood, Wet Bar, Pocket Door
15 x 15
Flooring - Hardwood, French Doors, Wainscoting, Pocket Door
29 x 25
Vaulted Ceiling(s), Closet, Flooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, French Doors, Kitchen Island, Breakfast Bar / Nook, Gas Stove
9 x 9
22 x 17
Flooring - Hardwood, Tray Ceiling(s), Window Seat
18 x 22
Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Dressing Room, Closet - Double, Tray Ceiling(s)
18 x 18
16 x 17
Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
15 x 12
Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
15 x 12
Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
11 x 7
Bathroom - Double Vanity/Sink, Closet - Linen, Flooring - Marble, Hot Tub / Spa, Steam / Sauna
8 x 14
Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Closet - Linen
10 x 6
Bathroom - Full, Bathroom - Tiled With Tub & Shower
Was $3,500,000
Aug 6, 2026
MLS® 73553103
Jul 22, 2026
MLS® 73553103
28,735
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$188K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
15.1%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 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 5,700 sq ft principal dwelling). Lot size: 40,036 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: Emily Edwards
Listing Office: Gibson Sotheby's International Realty
MLS® Number: 73553103
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