For sale

$3,295,000

Est. $20,727/mo —

•

5,700

sq ft

16 Longmeadow Rd, Milton, MA 02186

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.

Single-familyProperty Type

1994Year Built

0.92 acresLot Size

$578Price/Sq.Ft.

3 garage spacesParking

Listed by Emily Edwards • Gibson Sotheby's International Realty

Listed by • Gibson Sotheby's International Realty

Listing updated: Sep 14, 2026 at 10:21pm

Redfin checked: 2 minutes ago

•Source:MLS PIN #73553103

Payment calculator

$20,727 per month

Principal and interest$17,759

Property taxes

$2,501

HOA dues

Home insurance

$467

Utilities

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This home is unavailable to tour on this day.

Next available date: Tuesday, September 15

Open houses

No upcoming open houses.

Nearby open houses (10)

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Around this home

Schools

K - 12
Preschool & daycare

Tucker Elementary School

Public PreK-5 • Assigned • 1.4mi

6/10

Charles S Pierce Middle School

Public 6-8 • Assigned • 1.1mi

8/10

Milton High School

Public 9-12 • Assigned • 0.7mi

10/10

Provided by GreatSchools

About Milton

Center

Milton Center, located between the Neponset River Reservation and Blue Hills Reservation, is a historic and civic Milton neighborhood with a walkable village core and leafy residential streets. The neighborhood’s character concentrates around the Adams Street and Canton Avenue junction, where small storefronts, cafés, and town services cluster in a compact streetscape. Landmark anchors include the Milton Public Library, the Milton Art Museum, and the Governor Hutchinson’s Field site. Architecture leans toward classic New England forms—Colonial and Victorian houses mixed with civic buildings and pocket greens. Sidewalks and short blocks frame an everyday rhythm of errands, coffee stops, and library visits. Trails and overlooks in the nearby reservations add a strong outdoor counterpoint to the village feel.

Provided by Walk Score and Local Logic

Offer insights

16 Longmeadow Rd · $3,295,000

Strong offer

$3.24M and above

75% chance or better to win

Why $3.24M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
12 total rooms
Walk-in closets
Storage
Bonus room
Game room
Office
Central vacuum
Sauna/steam/hot tub
Wet bar
Laundry chute
Insulated doors
French doors
Insulated windows

Bedrooms
Main level bedroom (1 on main floor)
Primary bedroom on second floor with tray ceiling, double closets/dressing area and double vanity
Second-floor bedrooms with walk-in or custom built closets and wall-to-wall carpet

Bathrooms
Four full bathrooms
One half bathroom
Bathrooms include double vanities, tiled showers or tub/shower combinations, marble flooring in at least one bath, linen closets
Primary bath includes hot tub/spa and steam/sauna features

Kitchen
Large kitchen with vaulted ceiling, stone/granite countertops, island and breakfast bar/nook
Pantry and dining area
French doors to adjacent space
Gas stove

Laundry & utility
First-floor laundry with washer and dryer hookups, electric dryer hookup, sink and laundry chute

Flooring
Hardwood
Wood
Tile/stone
Wall-to-wall carpet

Heating & cooling
Oil baseboard heating
Central air conditioning
Thermostat (energy efficient feature)

Sale and tax history for 16 Longmeadow Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$26,109 (+8.2%)

$650,700 + $1,639,600

$2,290,300

2022

$24,131 (−1.5%)

$650,700 + $1,284,400

$1,935,100

2021

$24,497 (+1.1%)

$626,500 + $1,239,200

$1,865,700

2020

$24,229 (+2.5%)

$626,400 + $1,220,300

$1,846,700

2019

$23,632 (−0.1%)

$608,200 + $1,184,800

$1,793,000

2018

$23,663 (+6.8%)

$528,900 + $1,184,600

$1,713,500

2017

$22,153 (+5.7%)

$503,700 + $1,130,000

$1,633,700

2016

$20,964 (−3.4%)

$440,700 + $1,112,200

$1,552,900

2015

$21,712 (−1.9%)

$409,200 + $1,148,300

$1,557,500

2014

$22,124 (+2.0%)

$409,200 + $1,066,700

$1,475,900

2013

$21,696 (+2.4%)

$409,200 + $1,066,700

$1,475,900

2012

$21,179 (−2.3%)

$409,200 + $1,066,700

$1,475,900

2011

$21,679 (+5.4%)

$409,200 + $1,131,600

$1,540,800

2010

$20,570 (+12.3%)

$409,200 + $1,131,600

$1,540,800

2009

$18,316

$409,200 + $1,150,900

$1,560,100

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.92 Acres

Year renovated

—

Finished Sq. Ft.

5,340

Unfinished Sq. Ft.

—

Total Sq. Ft.

5,340

Year built

1994

Style

Single Family Residential

County

Norfolk County

APN

133488

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Milton, MA • 02186

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

87/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.4 hrs

6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 16 Longmeadow Rd

$3,112,073

$183K under list price of $3.30M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $3.1M.

SOLD SEP 2, 2026
$1,910,000 Last sold price
4 beds3 baths3,565 sq ft
282 Highland St, Milton, MA 02186
$42/sq ft
larger lot
11 years newer
SOLD AUG 6, 2026
$3,099,000 Last sold price
5 beds3.5 baths5,233 sq ft
85 Old Farm Rd, Milton, MA 02186
$14/sq ft
23 years older
SOLD SEP 30, 2025
$2,850,000 Last sold price
6 beds5.5 baths6,800 sq ft
60 Whittier Rd, Milton, MA 02186
$159/sq ft
14 years newer
SOLD AUG 11, 2026
$1,600,000 Last sold price
4 beds2 baths2,930 sq ft
207 Pleasant St, Milton, MA 02186
$32/sq ft
larger lot
67 years older
BOUGHT WITH REDFIN SEP 3, 2026
$1,385,000 Last sold price
5 beds4 baths3,074 sq ft
37 Sassamon Ave, Milton, MA 02186
$127/sq ft
smaller lot
22 years newer
SOLD AUG 11, 2026
$1,890,000 Last sold price
5 beds3 baths5,458 sq ft
30 Magnolia Rd, Milton, MA 02186
$232/sq ft
smaller lot
94 years older

Rental earnings

Est. $6,823 per month, based on comparable rentals

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Details provided by MLS PIN and may not match the public record. Learn more.

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About this home

Payment calculator

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 16 Longmeadow Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 16 Longmeadow Rd

Early Access listings

Nearby similar homes

New listings for sale in 02186

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