Sold
Last Sold Price
7 beds4,311 sqft
59 Windsor Rd, Brookline, MA 02445
Single FamilyProperty Type
0.26 acresLot Size
1894Year Built
$371/sq ftPrice per sq ft
5 carsParking Spaces

Description

A real American Beauty. This 1894, 11 room Colonial Revival boasts 4 fireplaces,beautiful wood and detail throughout. Terrific room size and flow,tons of windows, a lovely garden and a party size deck. A really wonderful home,beautifully maintained. 2 car garage.1st showing open house Sunday May 8, 11:30 1:30A real American Beauty. This 1894, 11 room Colonial Revival boasts 4 fireplaces,beautiful wood and detail throughout. Terrific room size and flow,tons of windows, a lovely garden and a party size deck. A really wonderful home,beautifully maintained. 2 car garage.1st showing open house Sunday May 8, 11:30 1:30
Listing closed: 08/08/2005 12:00 AM • Source: MLS PIN, MLS#: 70186768

See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$2,510,000

Avg days on market

40

Sale-to-list ratio

94.7%

Brookline, MA

9 comparable properties found

1

$3,260,000

Sold 04/08/26

7
Bedrooms
3.5
Bathrooms
3,796
Square Feet
0.28
Acres
$2,325,000 | 54 Clark Road, Brookline, MA 02445
1/36
2

$2,325,000

Sold 07/24/26

7
Bedrooms
4,544
Square Feet
0.32
Acres
a view of a house with wooden fence
1/32
3

$2,510,000

Sold 05/01/25

7
Bedrooms
3,582
Square Feet
0.08
Acres
$1,973,000 | 357 Clinton Road, Brookline, MA 02445
1/27
4

$1,973,000

Sold 01/09/25

6
Bedrooms
3,577
Square Feet
0.20
Acres
$2,040,000 | 55 Clark Road, Brookline, MA 02445
1/25
5

$2,040,000

Sold 10/21/24

6
Bedrooms
3,433
Square Feet
0.12
Acres
a front view of house with yard and green space
1/26
6

$3,250,000

Sold 07/15/25

6
Bedrooms
4,033
Square Feet
0.29
Acres
$3,860,000 | 423 Walnut Street, Brookline, MA 02445
1/29
7

$3,860,000

Sold 05/09/25

7
Bedrooms
4,466
Square Feet
0.29
Acres
$1,900,000 | 18 Milton Road, Brookline, MA 02445
1/23
8

$1,900,000

Sold 08/08/25

6
Bedrooms
3,895
Square Feet
0.16
Acres
a front view of a house with a yard
1/27
9

$3,220,000

Sold 05/28/25

7
Bedrooms
5,244
Square Feet
0.28
Acres

Location

Sold By Hammond Residential R. E., The Lovit Gross-Torres Team

Add your commute

Payment Calculator

$9,481 per month

30 year fixed, 7.03% Interest

Principal and Interest

$8,542

Property Taxes

$939

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 59 Windsor Road

Property Details
  • Taxes: $11,270 / year
  • MLS Type: Single Family / Detached
  • Town: Brookline
  • Area: MA-Brookline
  • Architectural Style: Colonial
  • Style: Colonial
  • Garage Spaces: 2
  • Parking Spaces Total: 5
Building Information
  • Year Built: 1894
  • Lot Size: 0.26 AC / 11,344 SF
General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Park
  • Current Financing: Withheld
  • Living Area: 4311.0
  • Color: taupe
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Runkle / Drisc
  • High School: Brookline High
Features
Interior Features
  • Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Full, Bulkhead, Concrete Floor
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Wood, Tile
  • SpaYN: No
  • Window Features: Storm Window(s)
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Deck
  • Exterior Features: Porch, Deck
  • Lot Description: Other
  • Patio And Porch Features: Porch, Deck
  • Roof Material: Shingle
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Detached, Off-Street
  • Parking Features: Detached, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: None
  • Cooling: No
  • Green Energy Efficient: Thermostat
  • Heating: Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public, City/Town Water
Property Information
Property Info
  • UFFI: Unknown
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Surface Type: Paved
Tax Information
  • Tax ID: 32433
  • Assessments: $1,251,300
  • Book: 7129
  • Tax Year: 2005
  • Zoning: Res
Building / Association Information
Living Characteristics
  • Beds Total: 7
Other Building Characteristics
  • Foundation: Other
  • Foundation Area: 0.0
  • Cooling Zones: 0
  • Heat Zones: 1
Complex & Association Information
  • Adult Community: No
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5
  • Selling Broker Comp: 00
  • Other Agent Compensation: 2.5

Property History for 59 Windsor Road

DateEvent & SourcePriceAppreciation
Aug 9, 2005

Sold (Public Record)

Public Record #164959538

$1,600,000—
Aug 8, 2005

Sold

MLS PIN #70186768

$1,600,000—
May 9, 2005

Contingent

MLS PIN #70186768

—
DateEvent & SourcePrice
08/09/2005

Sold (Public Record)

Public Record #164959538

$1,600,000
08/08/2005

Sold

MLS PIN #70186768

$1,600,000
05/09/2005

Contingent

MLS PIN #70186768

—

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

Public Records for 59 Windsor Road

Taxable ValueLand$1,662,800Additions$1,884,700Total$3,547,500
Tax Record2026$36,433 ($3,036 / month)
Home Facts
Beds7Baths3.5Total Finished SqFt4,327 SqFtAbove Grade Finished SqFt4,327 SqFtUnfinished Basement SqFt1,686 SqFtStories3Lot Size11,343 SqFtStyleSingle Family ResidenceYear Built1894Year Renovated1977ZoningS-7CountyNORFOLKAPNBROO B:104 L:0004 S:0000

Schools near 59 Windsor Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Private - 9 to 12
Private - PK to 12
Rating
School
Distance
John D Runkle School
PublicPK to 8

Brookline High School
Public9 to 12

St Joseph Preparatory High School
Private9 to 12

Maimonides School
PrivatePK to 12

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.

Similar Homes

New listings in 02445

$2,399,900 | 101-103 University Road, Brookline, MA 02445
1/6
Listed By Compass

$2,399,900

6
Bedrooms
3,454
Square Feet
0.12
Acres
$1,195,000 | 114 Franklin Street, Unit 2, Brookline, MA 02445
1/32

$1,195,000

3
Bedrooms
1,269
Square Feet
$1,399,000 | 16 Addington Road, Unit 21, Brookline, MA 02445
1/24

$1,399,000

3
Bedrooms
1,946
Square Feet
$1,190,000 | 23 Strathmore Road, Unit 1A, Brookline, MA 02445
1/12
Contingent

$1,190,000

3
Bedrooms
1,422
Square Feet
$1,499,000 | 58 Kent, Unit U403, Brookline, MA 02445
1/19

$1,499,000

2
Bedrooms
1,074
Square Feet
$1,649,000 | 220 Boylston Street, Unit 1514, Brookline, MA 02445
1/22
Listed By Coldwell Banker Realty

$1,649,000

1
Bedrooms
972
Square Feet
$1,500,000 | 31 Loveland Road, Brookline, MA 02445
1/28
Listed By Coldwell Banker Realty

$1,500,000

3
Bedrooms
1,741
Square Feet
0.09
Acres
$3,500,000 | 115 Dean Road, Brookline, MA 02445
1/23
Listed By Coldwell Banker Realty

$3,500,000

6
Bedrooms
4,891
Square Feet
0.26
Acres
$775,000 | 1731 Beacon Street, Unit 311, Brookline, MA 02445
1/17
Listed By Compass

$775,000

2
Bedrooms
947
Square Feet

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 59 Windsor Road, Brookline, MA 02445
$1,600,000
7
4,311
11,344
$1,550,000
6
4,226
11,636
–
7
3
4,664
10,463
$435,000
7
3,447
–
$550,000
–
4
2,650
5,755
$2,720,000
8
6,315
18,852

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.