Active
32 Days on market
17 Chesham Road Brookline — Photo 1 of 28

17 Chesham Road Brookline — Photo 1 of 28

Recent Drop: $404,000

$3,599,000
$3,195,000

$3,195,000

17 Chesham Road, Brookline, MA 02445

Brookline, MA 02445

Beds

6

Baths

5.5

SqFt

5,487

Style

Single Family

Built

1900

This stunning Fisher Hill home is surrounded by spectacular gardens and offers over 5,400 square feet of living space. Featuring 6 bedrooms, 5 full baths, and 1 half bath, the home welcomes you with a expansive foyer and curved staircase. The warm and inviting living room boasts floor-to-ceiling windows, a fireplace, and French doors opening to the loggia. The dining room features a fireplace and bowed window overlooking the gardens. An expansive eat-in kitchen includes a center island and upholstered seating area. A bookshelf lined family room and half bath complete the first floor.Upstairs, the grand primary suite offers a walk-in closet, en-suite bath, and shared balcony with the second bedroom. There is a second bedroom on this floor that also includes an en-suite bath and the additional additional bedrooms share a faull bath. The third floor provides extra bedrooms and ideal home office space plus there is a full bath on this floor. The third floor also offers a large walk-in closet that is perfect for additional storage..Additional highlights include a finished basement with exercise room, office, and full bath, plus a two-car garage and beautifully landscaped yard and stone patio. Ideally located for easy access to Washington Square and the C and D line of the T. Convenient to the Runkle Elementary School, Whole Foods, Trader Joes and the shops and restaurants of Coolidge Corner.

Key facts

It was listed on September 1, 2026. The price has come down from an original $3,599,000 to $3,195,000, most recently on September 29, 2026. The annual property taxes are $36,771 (2026 tax year). It sits on a 0.26-acre (11,250 sq ft) lot.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$582/sqft
Local Avg (Brookline)$988/sqft
41% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.

Property Details

Financials

Original Price$3,599,000
Annual Taxes$36,770.8

Parking

Garage2
Off-Street4

Interior Specifications

Total Rooms13
Fireplaces3
FlooringWood, Tile, Carpet, Flooring - Wall to Wall Carpet, Laminate
BasementFull, Finished, Sump Pump

Climate & Utilities

HeatingCentral, Forced Air, Natural Gas
CoolingWindow Unit(s), Ductless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationStone
ZoningRes

Property & Lot

Acres0.26
SqFt Lot11,250
Lot Features--

Amenities & Appliances

Gas Water Heater • Oven • Disposal • Range • Refrigerator • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Medical Facility

Geography

Floorplan Breakdown

Structural Layout

Third
Bedroom 5
Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 1Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily Room
Living Room
Lvl First

30 x 15

Coffered Ceiling(s), Flooring - Hardwood, Balcony / Deck, French Doors, Exterior Access, Recessed Lighting

Dining Room
Lvl First

17 x 16

Flooring - Hardwood, Wainscoting, Lighting - Pendant, Crown Molding

Kitchen
Lvl First

32 x 26

Flooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Stainless Steel Appliances

Family Room
Lvl First

15 x 11

Closet/Cabinets - Custom Built, Flooring - Hardwood, Window Seat

Primary Bedroom
Lvl Second

23 x 15

Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Balcony - Exterior, French Doors

Bedroom 2
Lvl Second

22 x 13

Bedroom 3
Lvl Second

16 x 15

Fireplace, Closet, Flooring - Wall to Wall Carpet

Bedroom 4
Lvl Second

15 x 12

Closet, Flooring - Wall to Wall Carpet

Bedroom 5
Lvl Third

19 x 14

Closet, Flooring - Wall to Wall Carpet

Bathroom 1
Lvl Second

8 x 6

Bathroom 2
Lvl Second

9 x 6

Bathroom 3
Lvl Second

10 x 5

Property History

Price Drop
$3,195,000

Was $3,599,000

Sep 29, 2026

MLS® 73570431

Listed
$3,599,000

Sep 1, 2026

MLS® 73570431

Terminated
$3,699,998

Jul 8, 2026

MLS® 73525642

Listed
$3,699,998

May 28, 2026

MLS® 73525642

Questions about this home

When was 17 Chesham Road, Brookline listed?

17 Chesham Road, Brookline was listed on September 1, 2026.

Has the price of 17 Chesham Road, Brookline changed?

The price has come down from an original $3,599,000 to $3,195,000, most recently on September 29, 2026.

What are the property taxes for 17 Chesham Road, Brookline?

The annual property taxes for 17 Chesham Road, Brookline are $36,771 (2026 tax year).

How big is the lot at 17 Chesham Road, Brookline?

17 Chesham Road, Brookline sits on a 0.26-acre (11,250 sq ft) lot.

What is the status of 17 Chesham Road, Brookline?

17 Chesham Road, Brookline is actively listed for sale.

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: 900 sq ft (the lesser of 900 sq ft or half the 5,487 sq ft principal dwelling). Lot size: 11,250 sq ft.

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: Bell | Whitman Group

Listing Office: Compass

MLS® Number: 73570431