18 Chestnut Pl Brookline — Photo 1 of 19
$1,175,000
Investment Analysis — 18 Chestnut Pl
Brookline, MA 02445
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 2-bedroom in 02445 carries an estimated $3,960/mo in gross rent — about a 2.10% cap rate and $24,617/yr in estimated NOI at the $1,175,000 list price. Adjust every assumption in the calculator below.
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.
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.
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
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First16 x 20
Flooring - Wood, French Doors, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled
Kitchen
Lvl Main,First16 x 10
Flooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Countertops - Upgraded, French Doors, Kitchen Island
Primary Bedroom
Lvl First12 x 19
Bathroom - Full, Walk-In Closet(s), Flooring - Wood, Recessed Lighting
Bedroom 2
Lvl First11 x 13
Bathroom 1
Lvl First5 x 8
Bathroom - Full
Bathroom 2
Lvl First6 x 8
Bathroom - Full
Property History
$1,175,000
Sep 18, 2026
MLS® 73579776
$1,175,000
Sep 18, 2026
MLS® 73579780
$1,175,000
Jul 19, 2026
MLS® 73430819
$1,175,000
Sep 15, 2025
MLS® 73430819
Listing Agent: Eileen Strong O Boy
Listing Office: Hammond Residential Real Estate
MLS® Number: 73579776
