Pending

Price cut: $105K (6/24)

$1,995,000

282 Highland St, Milton, MA 02186

4beds

3,565sqft

$12,212/mo

Get pre-qualified

Single Family Residence

Built in 2005

1.66 Acres Lot

$1,937,200 Zestimate^®

$560/sqft

$-- HOA

What's special

Dramatic two-sided fireplaceFirst-floor primary suiteAdditional first-floor bedroomThoughtfully designed floor planOversized windowsTwo spacious bedrooms upstairs

Designed to grow with you, this beautifully maintained, young home offers nearly 4,000 square feet of flexible living space on a spectacular 1.6-acre lot. The thoughtfully designed floor plan includes a first-floor primary suite, an additional first-floor bedroom, and two spacious bedrooms upstairs—ideal for a variety of lifestyles and living arrangements. At the heart of the home is a stunning custom kitchen by Faneuil Kitchens, opening to inviting spaces perfect for everyday living and entertaining. A bright living room with a dramatic two-sided fireplace creates a warm and welcoming gathering place, while oversized windows frame views of the beautifully landscaped grounds.Whether you're hosting holidays, working from home, accommodating guests, or simply looking for a home that will serve you for years to come, this exceptional property offers the space, flexibility, and setting to make it all possible!

77 days

64

1

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 4
Full bathrooms: 2
1/2 bathrooms: 2
Main level bedrooms: 1

Primary bedroom

Features: Bathroom - Double Vanity/Sink, Vaulted Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Closet - Double
Level: Main,First

Bedroom 2

Features: Flooring - Hardwood
Level: First

Bedroom 3

Features: Flooring - Hardwood
Level: Second

Bedroom 4

Features: Flooring - Hardwood
Level: Second

Primary bathroom

Features: Yes

Bathroom 1

Features: Bathroom - Half
Level: First

Bathroom 2

Features: Bathroom - Half
Level: First

Bathroom 3

Features: Bathroom - Tiled With Tub & Shower, Handicap Equipped, Jacuzzi / Whirlpool Soaking Tub
Level: First

Dining room

Features: Flooring - Wood
Level: First

Family room

Features: Flooring - Wood
Level: Second

Kitchen

Features: Flooring - Hardwood, Window(s) - Picture, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Recessed Lighting, Wine Chiller, Gas Stove
Level: First

Living room

Features: Flooring - Wood
Level: First

Heating

Baseboard, Natural Gas

Cooling

Central Air

Appliances

Included: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
Laundry: First Floor

Features

Bathroom - Tiled With Tub & Shower, Bathroom
Flooring: Wood
Basement: Full,Partially Finished,Garage Access
Number of fireplaces: 1
Fireplace features: Dining Room, Living Room

Interior area

Total structure area: 3,565
Total interior livable area: 3,565 sqft
Finished area above ground: 3,565

Property

Parking

Total spaces: 10
Parking features: Attached, Garage Door Opener, Paved Drive
Attached garage spaces: 2
Uncovered spaces: 8

Features

Patio & porch: Deck - Composite
Exterior features: Deck - Composite, Rain Gutters, Professional Landscaping, Sprinkler System

Lot

Size: 1.66 Acres
Features: Wooded

Details

Parcel number: M:J B:014 L:9,133099
Zoning: RA

Construction

Type & style

Home type: SingleFamily
Architectural style: Cape
Property subtype: Single Family Residence

Materials

Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 2005

Utilities & green energy

Electric: 200+ Amp Service
Sewer: Public Sewer
Water: Public
Utilities for property: for Gas Range

Community & HOA

HOA

Has HOA: No

Location

Region: Milton

Financial & listing details

Price per square foot: $560/sqft
Tax assessed value: $1,489,600
Annual tax amount: $16,520
Date on market: 6/9/2026

Estimated market value

$1,937,200

$1.84M - $2.03M

$7,940/mo

Price history

Date	Event	Price
7/13/2026	Pending sale	$1,995,000$560/sqft
Source: MLS PIN #73532795 Report a problem
6/30/2026	Contingent	$1,995,000$560/sqft
Source: MLS PIN #73532795 Report a problem
6/24/2026	Price change	$1,995,000-5%$560/sqft
Source: MLS PIN #73532795 Report a problem
6/9/2026	Listed for sale	$2,100,000$589/sqft
Source: MLS PIN #73532795 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$16,520 +3.2%	$1,489,600 +1.6%
2024	$16,004 +4.8%	$1,465,600 +9.4%
2023	$15,277 +5%	$1,340,100 +14.8%
2022	$14,555 -1.6%	$1,167,200 +3.6%
2021	$14,794 -0.9%	$1,126,700 -1%
2020	$14,932 +2.5%	$1,138,100 +3%
2019	$14,564 -5.9%	$1,105,000 -1.4%
2018	$15,478 +6.8%	$1,120,800 +4.9%
2017	$14,490 +7.4%	$1,068,600 +6.9%
2016	$13,489 -0.1%	$999,200 +3.2%
2015	$13,498 -2.8%	$968,300 +4.5%
2014	$13,890 +2%	$926,600
2013	$13,621 +2.4%	$926,600
2012	$13,297 +3.5%	$926,600 +1.4%
2011	$12,852 +3.2%	$913,400 -2.1%
2010	$12,456 +13.7%	$933,000
2009	$10,953 +1.7%	$933,000 -5.2%
2008	$10,774 +1.1%	$983,900 +0.1%
2007	$10,652 +26.4%	$982,700 +18.4%
2006	$8,426	$830,100