Last Sold Price
6 beds2,584 sqft$275/sqft
21 Windsor Rd, Milton, MA 02186

Description

This home has been updated & expanded to accomodate an extended family & offers all of the amenities today's buyer is looking for. Key features include kitchen that opens to family room w/glass door leading onto deck overlooking private well landscaped yard. Formal living room features fireplace, is open to the dining room/sun room, 5 bdrms with 1st flr suite w/full bath and 2nd floor master offers walk-in closet and full bath! This home is located in sought after Columbine neighborhood!This home has been updated & expanded to accomodate an extended family & offers all of the amenities today's buyer is looking for. Key features include kitchen that opens to family room w/glass door leading onto deck overlooking private well landscaped yard. Formal living room features fireplace, is open to the dining room/sun room, 5 bdrms with 1st flr suite w/full bath and 2nd floor master offers walk-in closet and full bath! This home is located in sought after Columbine neighborhood!
LISTING CLOSED: 07/12/2013 12:00 AM

Property Details for 21 Windsor Road

Status
MLS #
71516308
Days on Market
21
Taxes
$7,588 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1929
Town
Milton
Area
MA-Milton
Architectural Style
Colonial
Style
Colonial
Garage Spaces
0
Parking Spaces Total
4

Recent comparable sales

Median sold price

$882,000

Avg days on market

51

Sale-to-list ratio

99.8%

Milton, MA

9 comparable properties found

a view of a house with a yard
1/43
1

$697,000

Sold 03/03/26

5
Bedrooms
2,775
Square Feet
0.15
Acres
a front view of a house with a yard
1/38
2

$1,850,000

Sold 08/01/25

6
Bedrooms
4,212
Square Feet
0.41
Acres
$951,000 | 101 Pagoda Street, Milton, MA 02186
1/27
3

$951,000

Sold 07/29/26

6
Bedrooms
2,893
Square Feet
0.21
Acres
$882,000 | 127-129 Blue Hills Parkway, Milton, MA 02186
1/39
4

$882,000

Sold 09/30/25

6
Bedrooms
2,735
Square Feet
0.12
Acres
$1,100,000 | 15 California Avenue, Milton, MA 02186
1/43
5

$1,100,000

Sold 11/05/25

6
Bedrooms
2,606
Square Feet
0.37
Acres
$1,058,000 | 88 Brush Hill Road, Milton, MA 02186
1/42
6

$1,058,000

Sold 08/05/25

6
Bedrooms
2,744
Square Feet
0.11
Acres
a front view of a house with a yard
1/33
7

$820,000

Sold 11/07/24

5
Bedrooms
2,248
Square Feet
0.21
Acres
$825,000 | 22 Hope Avenue, Milton, MA 02186
1/27
8

$825,000

Sold 05/16/25

6
Bedrooms
2,173
Square Feet
0.51
Acres
$855,000 | 11 HillsView Road, Milton, MA 02186
1/32
9

$855,000

Sold 02/12/25

4
Bedrooms
2,530
Square Feet
0.42
Acres

Location

Sold By William Raveis R.E. & Home Services, Mary Beth Grant

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Building Information for 21 Windsor Road

Stories-Year Built1929Building Size-Lot Size0.19 AC / 8,075 SF

Payment Calculator

$4,241 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,609

Property Taxes

$632

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 21 Windsor Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Medical Facility, T-Station
  • Current Financing: Conv. Fixed
  • Living Area: 2584.0
  • Color: GRAY
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Gas Water Heater, Utility Connections for Gas Range, Utility Connections for Gas Oven, Utility Connections for Gas Dryer
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • DoorFeatures: Insulated Doors
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile, Flooring - Hardwood
  • Interior Features: Bathroom - Half, Bathroom, Sun Room, Other(See Remarks)
  • Interior Features: Other(See Remarks)
  • Laundry Features: Second Floor, Washer Hookup
  • Primary Bath: Yes
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Rain Gutters
  • Exterior Features: Deck, Patio
  • Lot Description: Wooded
  • Patio And Porch Features: Deck, Patio
  • Roof Material: Shingle
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Paved Drive, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Paved Drive, Paved Driveway
  • Parking Features: Paved Driveway
Utilities
  • Cooling: None, Other (See Remarks)
  • Cooling: No
  • Electric: 200+ Amp Service
  • Heating: Steam, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wall to Wall Carpet
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Flooring - Hardwood
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Flooring - Hardwood
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Flooring - Hardwood
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Features: Flooring - Wood
  • Bedroom5 Level: First
Bathroom 1
  • Bathroom1 Features: Bathroom - Full
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Flooring - Hardwood
  • Dining Room Level: First
Family Room
  • Family Room Features: Flooring - Hardwood
  • Family Room Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Wood
  • Room Living Room Level: First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:E B:057 L:13,129662
  • Assessments: $528,800
  • Book: 6089
  • Tax Year: 2012
  • Zoning: RC
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Foundation Area: 999.0
  • Cooling Zones: 0
  • Heat Zones: 4
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5
  • Other Agent Compensation: 2.5

Property History for 21 Windsor Road

DateEvent & SourcePriceAppreciation
Jul 12, 2013

Sold (Public Record)

Public Record #357219942

$710,000

+174879.3% / yr

Jul 12, 2013

Sold

MLS PIN #71516308

$710,000
May 6, 2013

Contingent

MLS PIN #71516308

DateEvent & SourcePrice
07/12/2013

Sold (Public Record)

Public Record #357219942

$710,000

+174879.3% / yr

07/12/2013

Sold

MLS PIN #71516308

$710,000
05/06/2013

Contingent

MLS PIN #71516308

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Windsor Road

Taxable ValueLand$564,400Additions$517,500Total$1,081,900
Tax Record2025$11,998 ($1,000 / month)
Home Facts
Beds6Baths3.5Total Finished SqFt2,584 SqFtAbove Grade Finished SqFt2,584 SqFtUnfinished Basement SqFt1,336 SqFtStories2Lot Size8,076 SqFtStyleSingle Family ResidenceYear Built1929ZoningRCCountyNORFOLKAPNMILT M:E B:057 L:13Fireplace TypeHas Fireplace

Schools near 21 Windsor Road

This home is within Milton School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Collicot Elementary School
PublicK to 5

Charles S Pierce Middle School
Public6 to 8

Milton High School
Public9 to 12

Cunningham School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 21 Windsor Road, Milton, MA 02186
$710,000
6
2,584
8,075
$805,000
3
1,664
8,154
$680,000
3
2,479
9,664
$715,000
3
1,997
9,179
$230,000
4
1,768
7,501
$684,000
4
2,590
7,500

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.