Active
3 Days on market
14 Winthrop St Newton — Photo 1 of 33

14 Winthrop St Newton — Photo 1 of 33

$4,295,000

Investment Analysis — 14 Winthrop St

Newton, MA 02465 — West Newton

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 7-bedroom in 02465 carries an estimated $4,200/mo in gross rent — about a -0.00% cap rate and $-170/yr in estimated NOI at the $4,295,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

7

Baths

6

SqFt

7,810

Style

Single Family

Built

1880

Set on a landscaped, level lot in coveted West Newton Hill, this 1880 Victorian blends timeless architectural character with exceptional scale and comfort. Rich period details, soaring ceilings, generous proportions, and abundant natural light define the home. The sun-filled kitchen and family room, surrounded by windows on three sides, features a gas fireplace, oversized island, dining area, built-in office nook, and direct access to a bluestone patio and flat backyard. The main level also offers elegant formal living and dining rooms, a music room, mudroom, and 2 half baths. The 2nd floor includes a spacious primary suite with private office, deck, dressing room, and bath, plus three additional bedrooms, two full baths, and laundry. The third floor offers two bedrooms, a full bath, and family room. The finished lower level includes a guest bedroom, full bath, second laundry, storage, and flexible bonus space.

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 7,810 sq ft principal dwelling). Lot size: 17,104 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$4,295,000
Annual Taxes$38,474

Parking

Garage2
Off-Street8

Interior Specifications

Total Rooms17
Fireplaces2
FlooringWood
BasementFinished, Sump Pump

Climate & Utilities

HeatingCentral
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
RoofShingle
FoundationStone, Brick/Mortar
ZoningSR2

Property & Lot

Acres0.39
SqFt Lot17,104
Lot FeaturesLevel

Amenities & Appliances

Gas Water Heater

Geography

Property History

Listed
$4,295,000

Sep 16, 2026

MLS® 73578127

Terminated
$4,295,000

Aug 10, 2026

MLS® 73532720

Listed
$4,295,000

Jun 9, 2026

MLS® 73532720

Listing Provided By

Listing Agent: The Drucker Group

Listing Office: Compass

MLS® Number: 73578127