About Home value Property history Tax history Market statistics Schools Neighborhood Places of interest

22 Windsor Rd, Milton, MA 02186

$2,015,000

Last sold 09/14/2026 after 5 Days

4
bed
5
bath
4,013
Sqft ($502/Sqft)

House not for sale

About 22 Windsor Rd

Property type House

Neighborhood

Year built 1929

HOA fee $0/month

Lot size 8,407 Sqft

Movoto estimate

Parking 2 garage spaces

Property description

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.

Listed by

Listing Agent - Colleen Healy

Listing Office - FC Realty Group

Source: MLS Property Information Network, Inc.

MLS#73573740 • last updated 6 days ago

Movoto checked MLS Property Information Network, Inc. for data 8 minutes ago

Overview
Cooling/AC	Central Air
Heating	Natural Gas
Levels/Style	Colonial, Dutch Colonial
MLS #	73573740
Type	Residential
Status	Closed
SubType	Single Family Residence
SqFt	4013
Lot Size (SqFt)	8407
Lot Size (Acres)	0.19
Annual Property Tax	16341
Year Built	1929

Interior
Primary Bathroom	Yes
Total # of Bathrooms	5
# Full Baths	2
# Half Baths	3
Total # of Bedrooms	4
Basement	Full, Finished
Total # of Rooms	12
# Fireplaces	2
Interior Features	Walk-up Attic

Exterior
Foundation	Concrete Perimeter
# Covered Spaces	2
Parking Desc	Detached, Paved Drive, Off Street
# Parking Spaces	6
# Garage Spaces	2
Exterior Features	Patio - Enclosed, Professional Landscaping, Decorative Lighting, Fenced Yard, Garden
Patio/ Porch	Enclosed
Fencing	Fenced

Amenities / Utilities
Sewer	Public Sewer
Water Source	Public

Location
County	Norfolk
Community Features	Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Private School, Public School
Subdivision	Columbine Neighborhood
Zoning	RC
APN	129652
Directions	Hinckley Rd To Windsor Rd

$2.15M

Range: $1.93M-$2.36M

Last 30 days

Lower your payment with the loan terms that fit you.

Oct 2026
MLS # 73573740
Oct 23, 2026 Sold
$2,015,000 (+12.3%)
Sep 15, 2026 Active
—
Sep 9, 2026 Listed
$1,795,000 (+238.7%)
May 2004
Public Records
May 28, 2004 Sold
$530,000 (-6.9%)
Feb 2004
MLS # 30814398
Feb 17, 2004 Listed
$569,000

Year Property taxes Tax assessment
2025
$14,536 +3.7%

$1,310,700 +2.09%
2024
$14,020 +2.8%

$1,283,900 +8.3%
2023
$13,638 +29.2%

$1,185,500 +40.08%
2022
$10,553 +4.1%

$846,300 +9.58%
2021
$10,140 +1.6%

$772,300 +1.51%
2020
$9,982 +2.5%

$760,800 +2.99%
2019
$9,736 +4.0%

$738,700 +8.95%
2018
$9,363 +6.9%

$678,000 +4.99%
2017
$8,757 +1.5%

$645,800
2016
$8,631

—

22 Windsor Rd
$2.01M
Columbine Cliffs
$999K +9% y/y
02186
$975K -2% y/y
Milton
$979K +8% y/y

No chart available

Statistics calculated by Movoto

	Est. value	Bed/bath	Sqft	mi
16 Windsor Rd, Milton, MA 02186	$1,523,000	4/1	1,904	0.01
26 Windsor Rd, Milton, MA 02186	$1,573,000	4/1	2,367	0.01
10 Windsor Rd, Milton, MA 02186	$1,561,000	3/2	2,294	0.02
32 Windsor Rd, Milton, MA 02186	$1,465,000	4/1	2,068	0.03
21 Windsor Rd, Milton, MA 02186	$1,610,000	6/3	2,584	0.03
15 Windsor Rd, Milton, MA 02186	$1,413,000	3/2	1,664	0.03
25 Windsor Rd, Milton, MA 02186	$1,608,000	3/2	2,583	0.03
6 Windsor Rd, Milton, MA 02186	$1,300,000	3/1	1,810	0.04

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.