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339 Days on market
1014 Boylston Street Brookline — Photo 1 of 38

1014 Boylston Street Brookline — Photo 1 of 38

Recent Drop: $2,020,000

$19,000,000
$16,980,000

$16,980,000

Investment Analysis — 1014 Boylston Street

Brookline, MA 02467 — Chestnut Hill

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 7-bedroom in 02467 carries an estimated $5,380/mo in gross rent — about a -0.38% cap rate and $-64,702/yr in estimated NOI at the $16,980,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

7

Baths

9.5

SqFt

13,343

Style

Single Family

Built

1929

Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Additional features include a mudroom, exercise/club room, au-pair suite and wine cellar. This majestic home is surrounded by over 2 acres of beautifully landscaped grounds featuring an outside kitchen and dining area, a formal parterre garden and plunge pool. Magnificent opportunity not to be missed!

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 13,343 sq ft principal dwelling). Lot size: 92,051 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.

Property Details

Financials

Original Price$19,000,000
Annual Taxes$113,768

Parking

Garage3
Off-Street13

Interior Specifications

Total Rooms19
Fireplaces6
Flooring--
BasementFull, Garage Access

Climate & Utilities

HeatingForced Air, Radiant, Heat Pump, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationOther
Zoning101

Property & Lot

Acres2.11
SqFt Lot92,051
Lot FeaturesOther

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Private School

Geography

Property History

Price Drop
$16,980,000

Was $19,000,000

May 11, 2026

MLS® 73445544

Listed
$19,000,000

Oct 20, 2025

MLS® 73445544

Listing Provided By

Listing Agent: Tracy Campion

Listing Office: Campion & Company Fine Homes Real Estate

MLS® Number: 73445544