Skip main navigation
Open: Fri 6pm-7:30pm
For sale
$1,795,000
4beds
4,013sqft

22 Windsor Rd, Milton, MA 02186

4beds
4,013sqft
Single family residence
Built in 1929
8,407 sqft
2 Garage spaces
$447 price/sqft

What's special

Central airGas heatClassic new england-style kitchenBackyard designed for gatheringSoapstone countertopsWolf and sub-zero appliances

Located in Milton’s desirable Columbine neighborhood, this fully renovated four-bedroom Dutch Colonial offers exceptional design and incredible indoor-outdoor living. The magazine-worthy interior features a classic New England-style kitchen with soapstone countertops and Wolf and Sub-Zero appliances. A spacious breakfast nook with French doors to the backyard and formal dining room with patio access create an ideal setting for entertaining. The home offers two full and three half baths, plus finished attic and lower-level spaces. The showstopping garage doubles as an inviting lounge with a gas fireplace, wet bar and half bath while retaining its garage functionality. Complete with central air, gas heat and a backyard designed for gathering. Close to Kelly Field, Turner’s Pond, Glover School and Milton Academy, and minutes to the Trolley Line for convenient access to Boston. This is the one-of-a-kind Milton dream home you’ve been waiting for—completely finished and truly move-in ready.

2 days
|
1,563
|
99
|
Source: MLS PIN,MLS#: 73573740
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Colleen Foulsham 857-939-0144,

FC Realty Group 857-939-0144

Source: MLS PIN,MLS#: 73573740

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 5
  • Full bathrooms: 2
  • 1/2 bathrooms: 3
Primary bathroom
  • Features: Yes
Heating
  • Natural Gas
Cooling
  • Central Air
Features
  • Walk-up Attic
  • Basement: Full,Finished
  • Number of fireplaces: 2
Interior area
  • Total structure area: 4,013
  • Total interior livable area: 4,013 sqft
  • Finished area above ground: 3,213
  • Finished area below ground: 800
Video & virtual tour

Property

Parking
  • Total spaces: 6
  • Parking features: Detached, Paved Drive, Off Street
  • Garage spaces: 2
  • Uncovered spaces: 4
Features
  • Patio & porch: Enclosed
  • Exterior features: Patio - Enclosed, Professional Landscaping, Decorative Lighting, Fenced Yard, Garden
  • Fencing: Fenced
Lot
  • Size: 8,407 Square Feet
Details
  • Parcel number: 129652
  • Zoning: RC

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Colonial,Dutch Colonial
  • Property subtype: Single Family Residence
Materials
  • Foundation: Concrete Perimeter
Condition
  • Year built: 1929

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public

Community & HOA

Community
  • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Private School, Public School
  • Subdivision: Columbine Neighborhood
HOA
  • Has HOA: No
Location
  • Region: Milton

Financial & listing details

  • Price per square foot: $447/sqft
  • Tax assessed value: $1,383,700
  • Annual tax amount: $16,341
  • Date on market: 9/9/2026
  • Listing terms: Contract

Price history

DateEventPrice
9/9/2026Listed for sale$1,795,000+238.7%$447/sqft
Source: MLS PIN #73573740 Report a problem
5/28/2004Sold$530,000$132/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$14,536 +3.7%$1,310,700 +2.1%
2024$14,020 +3.7%$1,283,900 +8.3%
2023$13,515 +28.1%$1,185,500 +40.1%
2022$10,553 +4.1%$846,300 +9.6%
2021$10,140 +1.6%$772,300 +1.5%
2020$9,982 +2.5%$760,800 +3%
2019$9,736 +4%$738,700 +9%
2018$9,363 +6.9%$678,000 +5%
2017$8,757 +1.5%$645,800 +1%
2016$8,631 +9.9%$639,300 +13.5%
2015$7,855 +5.4%$563,500 +13.4%
2014$7,450 +2%$497,000
2013$7,306 +2.4%$497,000
2012$7,132 +4.6%$497,000 +2.6%
2011$6,816 +2.8%$484,400 -2.5%
2010$6,632 +12.8%$496,800 -0.8%
2009$5,882 +4.6%$501,000 -2.5%
2008$5,624 +1%$513,600
2007$5,567 +6.8%$513,600
2006$5,213 +11.1%$513,600 +15.4%
2005$4,691 +3.8%$445,100 +19.3%
2004$4,521 +3.3%$373,000
2003$4,375 -0.6%$373,000 +43%
2002$4,400 +13.1%$260,800 +22.7%
1999$3,891 $212,500

Find assessor info on the county website

Monthly payment

Est. payment
$11,009/mo
Principal & interest
$9483
Property taxes
$1526
More affordability toolsChevron Right

Estimated market value

$1,751,900

$1.66M - $1.84M

$6,579/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 02186

Nearby schools

Tucker Elementary School
Grades PK-50.5 miles
6/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
5/10
Charles S Pierce Middle School
Grades 6-80.3 miles
8/10
GreatSchools® Rating
Test Score Rating
9/10
Student Progress Rating
6/10
Milton High School
Grades 9-120.7 miles
10/10
GreatSchools® Rating
Test Score Rating
10/10
College Readiness Rating
9/10

Open houses

  • Fri, Sep 11

    6:00 PM - 7:30 PM

    Add to calendar
  • Sat, Sep 12

    11:00 AM - 1:00 PM

    Add to calendar