
39 Cottage St Brookline — Photo 1 of 2
$11,000,000
Investment Analysis — 39 Cottage St
Brookline, MA 02445
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a home in 02445 carries an estimated $3,180/mo in gross rent — about a -0.26% cap rate and $-28,882/yr in estimated NOI at the $11,000,000 list price. Adjust every assumption in the calculator below.
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Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.
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 MLS and other third-party data may be inaccurate or out of date.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
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Building & Exterior
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Property History
$11,000,000
Jun 29, 2026
MLS® 73543050
$11,000,000
Jun 19, 2026
MLS® 73538903
Listing Agent: Maggie Gold Seelig
Listing Office: MGS Group Real Estate LTD
MLS® Number: 73538903
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