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You are here:
Home Massachusetts Brookline Homes for Sale

21 Sargent Crossway Brookline, MA 02445

246 Days on Boston Pads
Price Reduced $500,000
36 Photos
$7,500,000
5 Beds
7 Baths
5772 SQFT
1.16 Acre
$8,039 HOA
21 Sargent Crossway
Brookline, MA 02445

Property 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 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 Overview

Kitchen, Dining, and Appliances

  • Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Vent Hood, Washer

Bedrooms

  • Bedrooms: 5

Other Rooms

  • Total Rooms: 11
  • Laundry Room Features: Bulkhead, Concrete Floor, Full, Unfinished Basement

Bathrooms

  • Full Baths: 6
  • Half Baths 1
  • Master Bath: 1

Amenities

  • Bike Path
  • Conservation Area
  • Golf Course
  • Medical Facility
  • Park
  • Private School
  • Public School
  • Public Transportation
  • Shopping
  • Swimming Pool
  • T-Station
  • Tennis Court
  • University
  • Walk/Jog Trails

Utilities

  • Heating: Forced Air, Gas, Heat Pump, Radiant
  • Heat Zones: 6
  • Hot Water: Natural Gas
  • Cooling: Central Air
  • Cooling Zones: 6
  • Energy Features: Backup Generator, Prog. Thermostat
  • Utility Connections: Generator Connection, for Electric Oven, for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached, Heated, Storage
  • Garage Spaces: 2
  • Parking Features: Paved Driveway
  • Parking Spaces: 6

Interior Features

  • Square Feet: 5772
  • Fireplaces: 4
  • Interior Features: Elevator, Internet Available - Broadband, Security System
  • Accessability Features: Yes

Construction

  • Year Built: 1939
  • Type: Detached
  • Style: Colonial, Georgian
  • Construction Type: Frame
  • Foundation Info: Concrete Block, Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • UFFI: Unknown
  • Flooring Type: Hardwood, Stone / Slate
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Corner, Gentle Slope, Level, Scenic View(s), Wooded
  • Exterior Features: Deck - Composite, Deck - Roof, Decorative Lighting, ET Irrigation Controller, Garden Area, Patio, Professional Landscaping, Screens, Sprinkler System
  • Road Type: Private
  • Waterfront Features: Pond

Other Information

  • MLS ID# 73373649
  • Last Updated: 01/11/26
  • HOA: Yes
  • HOA Fee: $8,039
  • Reqd Own Association: Yes

Date Event Price Price/Sq Ft Source
01/11/2026Active$7,500,000$1,299MLSPIN
01/07/2026Price Change$7,500,000$1,299MLSPIN
11/08/2025Active$8,000,000$1,386MLSPIN
11/04/2025Extended$8,000,000$1,386MLSPIN
05/17/2025Active$8,000,000$1,386MLSPIN
05/13/2025New$8,000,000$1,386MLSPIN

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View Breakdown

Map & Resources

Hellenic College

University

0.24mi

Pizza Stop

Pizzeria

0.38mi

Bess's Cafe

Chinese Restaurant

0.39mi

Sargents Pond

Private Park

0.02mi

Heritage At Brookline

Private Park

0.14mi

Friedman Park

Land Trust Park

0.45mi

Jamaica Pond

Municipal Park

0.23mi

Green Hill Historic District

Park

0.26mi

Margaret E. Robinson Playground

Municipal Park

0.32mi

Olmsted Park

Municipal Park

0.33mi

Clark Playground

Municipal Park

0.34mi

Clark Park

Playground

0.37mi

Kurkman's Market

Supermarket

0.37mi

Cypress St @ Franklin St

60

0.31mi

High St @ Cypress St

60

0.31mi

Cypress St opp Henry St

60

0.32mi

High St @ Cypress St

60

0.32mi

Cypress St @ Rice St

60

0.37mi

Cypress St @ Kendall St

60

0.37mi

High St @ Highland Rd

60

0.41mi

High St @ Oakland Rd

60

0.42mi

Real Estate Resources

Mark's Moving & Storage With an unmatched team of professionals dedicated to customer service and responsiveness, you can trust Mark’s to handle every aspect of your move. Get an Estimate!

Seller's Representative: Jonathan Radford, Coldwell Banker Realty - Boston
MLS ID#: 73373649

© 2026 MLS Property Information Network, Inc.. All rights reserved.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

MLS PIN data last updated at 2026-01-11 03:07:00