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16 Longmeadow Rd

Milton, MA 02186

Offered at$3,295,000

Residential · Active · MLS #73553103
Listing Courtesy of Gibson Sotheby's International Realty | Emily Edwards

5Bedrooms
5Bathrooms
5,700Square feet
1994Year built

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
12
Heating
Baseboard, Oil
Cooling
Central Air
Flooring
Wood, Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Fireplaces
2

Building

Style
Single Family Residence
Year built
1994
Garage
3
Parking
9
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
0.92 acres
Water
Public, Private
Sewer
Public Sewer
Zoning
RA

Financial

Annual taxes
$30,008
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$3,601,533

Estimated range $3,237,446$3,965,619

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Milton

MetricThis propertyMilton
List price$3,295,000$995,000231% above local
Price / sq ft$578$5973% below local
Days on market433426% above local
Explore homes in Milton

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 16 Longmeadow Rd

Can I schedule a private showing?

Yes. Request a tour of 16 Longmeadow Rd and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.