Active
2 Days on market
18 Chestnut Pl Brookline — Photo 1 of 19

18 Chestnut Pl Brookline — Photo 1 of 19

$1,175,000

18 Chestnut Pl, Brookline, MA 02445

Brookline, MA 02445

Investor Analysis

Beds

2

Baths

2

SqFt

1,240

Style

Single Family

Built

1969

Tucked away at the end of a long private drive, this detached residence at Sargent Estates offers the privacy and feel of a single-family home with the ease of condominium living. The thoughtfully designed, single-level floor plan features beautifully refinished hardwood floors and an open kitchen with white cabinetry, quartz countertops, stainless steel appliances and a center island. The kitchen flows seamlessly into the dining and living areas, creating an inviting setting for everyday living and entertaining. French doors from the living area open to an oversized patio bordered by lawn and mature landscaping. Two spacious bedrooms include a primary suite with a full bath. Additional highlights include generous storage, a cedar closet and an attached two-car garage. Association amenities include an in-ground pool, landscaping and snow removal. Convenient to public transportation, the Longwood Medical Area and downtown Boston.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$948/sqft
Local Avg (Brookline)$742/sqft
28% AboveMarket Average

* Analysis is based on 18 actively listed and recently sold comparable properties strictly within Brookline, MA.

Property Details

Financials

Original Price$1,175,000
Annual Taxes$11,498

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms4
FireplacesNone
FlooringWood, Tile
BasementNone

Climate & Utilities

HeatingBaseboard, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
RoofShingle
FoundationSlab
ZoningS-25

Property & Lot

Acres--
SqFt Lot--
Lot FeaturesLevel

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator

Geography

Floorplan Breakdown

Structural Layout

First
Living RoomPrimary BedroomBedroom 2Bathroom 1Bathroom 2
Main,First
Kitchen
Living Room
Lvl First

16 x 20

Flooring - Wood, French Doors, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled

Kitchen
Lvl Main,First

16 x 10

Flooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Countertops - Upgraded, French Doors, Kitchen Island

Primary Bedroom
Lvl First

12 x 19

Bathroom - Full, Walk-In Closet(s), Flooring - Wood, Recessed Lighting

Bedroom 2
Lvl First

11 x 13

Bathroom 1
Lvl First

5 x 8

Bathroom - Full

Bathroom 2
Lvl First

6 x 8

Bathroom - Full

Property History

Listed
$1,175,000

Sep 18, 2026

MLS® 73579776

Listed
$1,175,000

Sep 18, 2026

MLS® 73579780

Terminated
$1,175,000

Jul 19, 2026

MLS® 73430819

Listed
$1,175,000

Sep 15, 2025

MLS® 73430819

Population

22,560

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$140K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

47.9%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,524 housing units permitted in the last 12 months (+52% vs the prior 12 months) — 1,030 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 620 sq ft (the lesser of 900 sq ft or half the 1,240 sq ft principal dwelling).

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Eileen Strong O Boy

Listing Office: Hammond Residential Real Estate

MLS® Number: 73579776

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