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

17 Chesham Road Brookline — Photo 1 of 28

$3,599,000

Investment Analysis — 17 Chesham Road

Brookline, MA 02445

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 6-bedroom in 02445 carries an estimated $5,240/mo in gross rent — about a 0.31% cap rate and $11,018/yr in estimated NOI at the $3,599,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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.

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Open Houses

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
Master 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

Master 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

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

Listing Provided By

Listing Agent: Bell | Whitman Group

Listing Office: Compass

MLS® Number: 73570431