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68 Smith Rd Milton — Photo 1 of 14

68 Smith Rd Milton — Photo 1 of 14

$1,850,000

Investment Analysis — 68 Smith Rd

Milton, MA 02186

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a home in 02186 carries an estimated $2,040/mo in gross rent — about a 0.48% cap rate and $8,911/yr in estimated NOI at the $1,850,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

--

Baths

4

SqFt

7,713

Style

Single Family

Built

1900

Exceptional land, restoration, and redevelopment opportunity on the Milton/Hyde Park line. Situated on approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan, 68 Smith Rd features a substantial circa-1900 Colonial-style structure containing approximately 7,713 square feet per public record. Previously utilized as a school/institutional facility, the existing structure is not presently configured as a conventional residence, creating a unique opportunity for a buyer, builder, developer, or investor to explore restoration, renovation, or redevelopment of the site. The property offers substantial land area in a desirable Milton location with convenient access to Boston and surrounding communities. Property is being offered AS-IS. Existing structure is subject to a municipal order; buyer to independently verify current status. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield, permitted use or feasibility of conversion to residential use. Existing conditions plan and additional property information are available through MLS documents. Buyer and buyer’s representatives are responsible for independently verifying zoning, utilities, lot configuration, living area, intended use, and all required municipal approvals.

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 7,713 sq ft principal dwelling). Lot size: 53,579 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$1,850,000
Annual Taxes$9,694

Parking

Garage0
Off-Street10

Interior Specifications

Total Rooms10
FireplacesNone
Flooring--
BasementNone

Climate & Utilities

HeatingOil
CoolingNone
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofAsphalt/Composition Shingles
FoundationOther
ZoningRA

Property & Lot

Acres1.23
SqFt Lot53,579
Lot FeaturesCleared, Level

Geography

Property History

Listed
$1,850,000

Sep 28, 2026

MLS® 73583711

Listed
$1,850,000

Sep 28, 2026

MLS® 73583504

Listing Provided By

Listing Agent: Zachary Dieujuste

Listing Office: Lifestyle Realty Group LLC

MLS® Number: 73583711