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22 Windsor Rd Milton — Photo 1 of 41

22 Windsor Rd Milton — Photo 1 of 41

$1,795,000

Investment Analysis — 22 Windsor Rd

Milton, MA 02186 — Columbine Neighborhood

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02186 carries an estimated $3,390/mo in gross rent — about a 0.81% cap rate and $14,576/yr in estimated NOI at the $1,795,000 list price. Adjust every assumption in the calculator below.

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Beds

4

Baths

3.5

SqFt

4,013

Style

Single Family

Built

1929

Located in Milton’s desirable Columbine neighborhood, this fully renovated four-bedroom Dutch Colonial offers exceptional design and incredible indoor-outdoor living. The magazine-worthy interior features a classic New England-style kitchen with soapstone countertops and Wolf and Sub-Zero appliances. A spacious breakfast nook with French doors to the backyard and formal dining room with patio access create an ideal setting for entertaining. The home offers two full and three half baths, plus finished attic and lower-level spaces. The showstopping garage doubles as an inviting lounge with a gas fireplace, wet bar and half bath while retaining its garage functionality. Complete with central air, gas heat and a backyard designed for gathering. Close to Kelly Field, Turner’s Pond, Glover School and Milton Academy, and minutes to the Trolley Line for convenient access to Boston. This is the one-of-a-kind Milton dream home you’ve been waiting for—completely finished and truly move-in ready.

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 4,013 sq ft principal dwelling). Lot size: 8,407 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.

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Property Details

Financials

Original Price$1,795,000
Annual Taxes$16,341

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms12
Fireplaces2
Flooring--
BasementFull, Finished

Climate & Utilities

HeatingNatural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningRC

Property & Lot

Acres0.19
SqFt Lot8,407
Lot Features--

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Conservation Area • Private School

Geography

Listing Provided By

Listing Agent: Colleen Foulsham

Listing Office: FC Realty Group

MLS® Number: 73573740