21 Sargent Crossway

$8,000,000
Price
5
Beds
5,772 Sq. Ft.
$1,386 / Sq. Ft.
5,772
Sq. Ft.
$1,386
per Sq. Ft.

Description

Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard siding, multi-pane windows with shutters, and brick chimneys. Landscaped grounds include mature trees, perennial...Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard siding, multi-pane windows with shutters, and brick chimneys. Landscaped grounds include mature trees, perennial beds, stone paths, and terraces with views of Sargent’s Pond. Inside, the home features an open kitchen, family room, and dining area, plus a paneled living room and formal dining room. Garden views grace every room. A mudroom connects to a two-car heated garage, and an elevator provides ease of access. The upstairs layout includes a luxurious primary suite and four additional bedrooms, each with an ensuite bathroom. A rare offering in one of Brookline’s most desirable neighborhoods.

Property Details for 21 Sargent Crossway

Town
Brookline
Area
MA-Brookline
Architectural Style
Colonial, Georgian
Style
Garden, Colonial, Georgian
Garage Spaces
2
Parking Spaces
4.00
Parking Spaces Total
6
LISTING UPDATED: 11/08/2025 03:07 AM

Property Details for 21 Sargent Crossway

StatusActive
MLS #73373649
Days on Market219
Taxes$73,500 / year
HOA Fees$8,039 / year
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1939
CountyNorfolk County

Location

Listing Courtesy of Coldwell Banker Realty - Boston, Jonathan Radford
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Building Information for 21 Sargent Crossway

Stories-Year Built1939Building Size-Lot Size1.16 AC / 50,686 SF

Payment Calculator

$46,326 per month

30 year fixed, 6.28% Interest

Principal and Interest

$39,531

Property Taxes

$6,125

HOA Dues

$670

The Payment Calculator is for illustrative purposes only.

Property Information for 21 Sargent Crossway

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, Conservation Area, Private School, Public School, T-Station, University
  • Living Area: 5772.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
  • Basement Features: Full, Bulkhead, Concrete Floor, Unfinished Basement
  • Num of Baths: 7.0
  • Num of Full Baths: 6
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 6.50
  • Bathrooms Total Integer: 7
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Hardwood, Stone / Slate
  • Interior Features: Wetbar, Wired for Surround Sound, Internet Available - Broadband, Elevator
  • Interior Features: Wetbar, Wired for Surround Sound, Internet Available - Broadband, Elevator, Security System
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Deck - Roof, Deck - Composite, Patio, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Garden, ET Irrigation Controller
  • Exterior Features: Screens, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden Area, Deck - Roof, Deck - Composite, Patio, ET Irrigation Controller
  • Lot Description: Corner Lot, Wooded, Gentle Sloping, Level
  • Patio And Porch Features: Deck - Roof, Deck - Composite, Patio
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Waterfront, Pond
  • Waterview Features: Pond
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Heated, Storage, Paved Drive, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Heated, Storage, Paved Drive, Paved Driveway
  • Parking Features: Heated, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Generator, Generator Connection
  • Green Energy Efficient: Thermostat
  • Green WaterC onservation: ET Irrigation Controller
  • Heating: Forced Air, Radiant, Heat Pump, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Oven, Generator Connection
  • Water: Public
Property Information
Property Info
  • UFFI: Unknown
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Private Road
Tax Information
  • Tax ID: B:331 L:0003 S:0001,41407
  • Assessments: $7,446,800
  • Book: 33979
  • Tax Year: 2025
  • Zoning: S40
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Accessibility Features: Accessible Entrance
  • Foundation: Concrete Perimeter, Block
  • Cooling Zones: 6
  • Heat Zones: 6
Complex & Association Information
  • Association Fee Frequency: Annually
  • Association Security: Security System
  • Adult Community: No

Property History for 21 Sargent Crossway

DateEvent & SourcePriceAppreciation
May 13, 2025

Listed (Active)

MLS PIN #73373649

$8,000,000
Apr 5, 2016

Sold (Public Record)

Public Record #568914070

$3,570,000

+6254.8% / yr

Apr 5, 2016

Sold

MLS PIN #71951349

$3,570,000
Feb 12, 2016

Contingent

MLS PIN #71951349

Jan 22, 2016

Listed (Active)

MLS PIN #71951349

$3,700,000
Aug 18, 2015

Canceled

MLS PIN #71820960

$3,649,000
Apr 21, 2015

Listed (Active)

MLS PIN #71820960

$3,900,000
Aug 17, 2012

Sold (Public Record)

Public Record #336625895

$1
DateEvent & SourcePrice
05/13/2025

Listed (Active)

MLS PIN #73373649

$8,000,000
04/05/2016

Sold (Public Record)

Public Record #568914070

$3,570,000

+6254.8% / yr

04/05/2016

Sold

MLS PIN #71951349

$3,570,000
02/12/2016

Contingent

MLS PIN #71951349

01/22/2016

Listed (Active)

MLS PIN #71951349

$3,700,000
08/18/2015

Canceled

MLS PIN #71820960

$3,649,000
04/21/2015

Listed (Active)

MLS PIN #71820960

$3,900,000
08/17/2012

Sold (Public Record)

Public Record #336625895

$1

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

Public Records for 21 Sargent Crossway

Taxable ValueLand$3,449,600Additions$3,997,200Total$7,446,800
Tax Record2025$73,500 ($6,125 / month)
Home Facts
Beds3Baths6.5Total Finished SqFt5,644 SqFtAbove Grade Finished SqFt5,644 SqFtUnfinished Basement SqFt1,488 SqFtStories2Lot Size50,686 SqFtStyleSingle Family ResidenceYear Built1939Year Renovated1974ZoningS40CountyNORFOLKAPNBROO B:331 L:0003 S:0001Fireplace TypeHas Fireplace

Schools near 21 Sargent Crossway

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 - PK to 8
Rating
School
Distance
William H Lincoln School
PublicK to 8

Brookline High School
Public9 to 12

Maimonides School
PrivatePK to 12

Blessed Sacrament Elementary School
PrivatePK to 8

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

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21 Sargent Crossway is a single family home for sale in Brookline, MA 02445. This property was listed for sale on May 13, 2025 by Coldwell Banker Realty - Boston, it's currently listed at $8,000,000. It has been on the market for a total of 219 days and was last sold on April 5, 2016. This listing's school district is Brookline School District. Nearby schools include William H Lincoln School, Brookline High School and Maimonides School. 21 Sargent Crossway is a 5-bed, 7-bath, 5,772 sqft single family home built in 1939.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty - Boston, Jonathan Radford

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.