Sold
Last Sold Price
4 beds
21 Winthrop Rd, Brookline, MA 02445
1940Year Built
1 carParking Spaces

Description

This lovely 3-4 bedroom colonial is in excellent cond. Sun- filled kit and family rooms lead to deck and well landscaped yard, near parks, public trans., shops and houses of worship a pleasure to show. January 1998 occupancyThis lovely 3-4 bedroom colonial is in excellent cond. Sun- filled kit and family rooms lead to deck and well landscaped yard, near parks, public trans., shops and houses of worship a pleasure to show. January 1998 occupancy
Listing closed: 02/13/1998 12:00 AM • Source: MLS PIN, MLS#: 50384232

Recent comparable sales

Median sold price

$2,385,000

Avg days on market

32

Sale-to-list ratio

99.1%

Brookline, MA

9 comparable properties found

$2,385,000 | 21 Hancock Road, Brookline, MA 02445
1/34
1

$2,385,000

Sold 12/17/25

4
Bedrooms
2,286
Square Feet
0.23
Acres
2

$2,910,000

Sold 06/17/26

4
Bedrooms
3
Bathrooms
2,868
Square Feet
0.19
Acres
$2,100,000 | 53 University Road, Unit 2, Brookline, MA 02445
1/43
3

$2,100,000

Sold 05/08/26

4
Bedrooms
3,003
Square Feet
Unavailable
Acres
a front view of a house with a garden
1/22
4

$1,800,000

Sold 05/30/25

4
Bedrooms
2,724
Square Feet
Unavailable
Acres
a front view of a building with street view
1/20
5

$2,650,000

Sold 01/30/26

4
Bedrooms
2,207
Square Feet
Unavailable
Acres
a front view of a multi story building
1/22
6

$2,490,000

Sold 03/30/26

4
Bedrooms
1,770
Square Feet
Unavailable
Acres
a view of a house with a yard
1/33
7

$2,187,500

Sold 06/26/25

4
Bedrooms
2,782
Square Feet
Unavailable
Acres
a front view of a house with a yard
1/24
8

$1,617,000

Sold 05/30/25

4
Bedrooms
2,126
Square Feet
Unavailable
Acres
$2,805,000 | 83 Fuller Street, Unit 2, Brookline, MA 02446
1/37
9

$2,805,000

Sold 06/12/26

4
Bedrooms
3,000
Square Feet
Unavailable
Acres

Location

Add your commute

Payment Calculator

$3,676 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,131

Property Taxes

$545

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 21 Winthrop Road

Property Details
  • Taxes: $6,540 / year
  • MLS Type: Single Family
  • Town: Brookline
  • Area: MA-Brookline
  • Architectural Style: Colonial
  • Style: Colonial
  • Garage Spaces: 1
  • Parking Spaces Total: 0
Building Information
  • Year Built: 1940
  • Lot Size: 0.20 AC / 8,550 SF
General Details
Property Details
  • Building Area Units: Square Feet
  • Current Financing: Conv. Fixed
  • Living Area: 0.0
Features
Interior Features
  • Appliances: Range, Refrigerator, Oil Water Heater
  • Basement Features: Full, Walk Out
  • Num of Baths: 3.0
  • Num of Full Baths: 3
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 3
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Interior Features: Security System
  • Primary Bath: Yes
Exterior Features
  • Exterior Features: Professional Landscaping
  • Exterior Features: Fenced Yard, Professional Landscaping, Deck
  • Fencing: Fenced
  • Lot Description: Other
  • Patio And Porch Features: Deck
  • Roof Material: Shingle
Parking Features
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Heating: Steam, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public, City/Town Water
Room Information
Primary Bedroom
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Level: Second
Bathroom 1
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Level: Second
Dining Room
  • Dining Room Level: First
Family Room
  • Family Room Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Property Information
Property Info
  • UFFI: No
  • Farm Land Area Units: Square Feet
  • Lot Size Units: Acres
Tax Information
  • Tax ID: 36648
  • Assessments: $421,900
  • Zoning: RES
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Frontage: 0.00
  • Cooling Zones: 0
  • Heat Zones: 1
Complex & Association Information
  • Association Security: Security System
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5%
  • Selling Broker Comp: 2.5%

Property History for 21 Winthrop Road

DateEvent & SourcePriceAppreciation
Feb 13, 1998

Sold (Public Record)

Public Record #88310871

$616,000

+6.5% / yr

Feb 13, 1998

Sold

MLS PIN #50384232

$616,000
Nov 3, 1997

Contingent

MLS PIN #50384232

DateEvent & SourcePrice
02/13/1998

Sold (Public Record)

Public Record #88310871

$616,000

+6.5% / yr

02/13/1998

Sold

MLS PIN #50384232

$616,000
11/03/1997

Contingent

MLS PIN #50384232

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

Public Records for 21 Winthrop Road

Taxable ValueLand$1,602,000Additions$1,049,100Total$2,651,100
Tax Record2025$26,166 ($2,180 / month)
Home Facts
Beds4Baths4Total Finished SqFt2,820 SqFtAbove Grade Finished SqFt2,820 SqFtUnfinished Basement SqFt716 SqFtStories2Lot Size8,551 SqFtStyleSingle Family ResidenceYear Built1940Year Renovated1972ZoningT-6CountyNORFOLKAPNBROO B:210 L:0011 S:0000

Schools near 21 Winthrop Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - 9 to 12
Private - PK to 12
Private - 7 to 12
Rating
School
Distance
Pierce School
PublicK to 8

Brookline High School
Public9 to 12

Maimonides School
PrivatePK to 12

Beacon High School
Private7 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

$859,000 | 124 Chestnut Street, Unit 1, Brookline, MA 02445
1/27
Listed By CompassOpen: 8/29 11:00AM - 12:30PM

$859,000

3
Bedrooms
1,233
Square Feet
$998,000 | 1731 Beacon Street, Unit 402, Brookline, MA 02445
1/24
Open: 8/30 12:00PM - 01:30PMNew

$998,000

2
Bedrooms
1,218
Square Feet
$2,895,000 | 71 Addington Road, Brookline, MA 02445
1/42
Listed By Coldwell Banker RealtyOpen: 8/28 12:30PM - 02:00PM

$2,895,000

7
Bedrooms
4,805
Square Feet
0.18
Acres
$2,200,000 | 26 Parkway Road, Brookline, MA 02445
1/42
Open: 8/29 12:00PM - 02:00PM

$2,200,000

9
Bedrooms
4,364
Square Feet
0.06
Acres
$2,895,000 | 71 Addington Road, Brookline, MA 02445
1/42
Listed By Coldwell Banker RealtyOpen: 8/28 12:30PM - 02:00PM

$2,895,000

7
Bedrooms
4,805
Square Feet
0.18
Acres
$4,800,000 | 221 Gardner Road, Brookline, MA 02445
1/20
Open: 8/30 11:00AM - 12:00PM

$4,800,000

5
Bedrooms
4,324
Square Feet
0.23
Acres
Contact Agent | 291 Tappan Street, Brookline, MA 02445
1/18
Compass Coming Soon

Contact Agent

5
Bedrooms
3,539
Square Feet
$1,495,000 | 12 Kilsyth Road, Unit 3, Brookline, MA 02445
1/23
Open: 8/30 11:00AM - 12:30PM

$1,495,000

3
Bedrooms
1,759
Square Feet
$560,000 | 77 Pond Avenue, Unit 509, Brookline, MA 02445
1/26

$560,000

1
Bedrooms
860
Square Feet

Nearby home values

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.