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4 Churchill Road Winchester — Photo 1 of 42

4 Churchill Road Winchester — Photo 1 of 42

$1,699,000

Investment Analysis — 4 Churchill Road

Winchester, MA 01890

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 3-bedroom in 01890 carries an estimated $3,730/mo in gross rent — about a 1.21% cap rate and $20,621/yr in estimated NOI at the $1,699,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

3

Baths

2

SqFt

2,421

Style

Single Family

Built

1954

Extensively rebuilt and expanded, this impeccably maintained 3/4 Bed 2 BA home offers a spacious and versatile floor plan. The impressive 28’ x 20’ great room features vaulted ceilings, bay window, and a gas fireplace which flows nicely from the updated kitchen. Step outside to a new oversized Azek deck with plenty of room for grilling, dining, and relaxing. The main level also includes formal living and dining rooms, plus a bedroom & full bath. The formal dining room offers flexibility to serve as a fourth bedroom, if desired. Upstairs are two generously sized bedrooms with hardwood floors and ample closet space, along with a spacious hall bath featuring a skylight. Additional highlights include a finished lower level, laundry and storage areas, and direct access to a two-car garage. Beautifully landscaped grounds feature perennial gardens, flowering trees, natural stone walls, and exceptional privacy—nestled into one of Winchester’s most desired neighborhoods, all just 7 miles from Boston with convenient access to the town center, Fells trails, major routes and highways. Please see feature/ update list attached.

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 2,421 sq ft principal dwelling). Lot size: 10,001 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$1,699,000
Annual Taxes$13,397

Parking

Garage2
Off-Street8

Interior Specifications

Total Rooms7
Fireplaces2
FlooringHardwood
BasementFull, Partially Finished, Walk-Out Access, Interior Entry, Garage Access

Climate & Utilities

HeatingBaseboard, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
Roof--
FoundationConcrete Perimeter, Block
ZoningRDB

Property & Lot

Acres0.23
SqFt Lot10,001
Lot FeaturesLevel

Amenities & Appliances

Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bathroom 2
First
Living RoomDining RoomKitchenBedroom 3Bathroom 1
Main,First
Family Room
Living Room
Lvl First

18 x 12

Flooring - Hardwood, Lighting - Sconce

Dining Room
Lvl First

15 x 11

Closet, Flooring - Hardwood, Chair Rail, Lighting - Overhead

Kitchen
Lvl First

23 x 11

Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Exterior Access, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Peninsula

Family Room
Lvl Main,First

28 x 20

Vaulted Ceiling(s), Flooring - Hardwood, Window(s) - Picture, Balcony / Deck, French Doors, Deck - Exterior, Open Floorplan, Recessed Lighting

Primary Bedroom
Lvl Second

15 x 15

Closet, Flooring - Hardwood, Lighting - Overhead

Bedroom 2
Lvl Second

15 x 12

Bedroom 3
Lvl First

11 x 11

Closet, Flooring - Hardwood, Lighting - Overhead

Bathroom 1
Lvl First

8 x 7

Bathroom - Full

Bathroom 2
Lvl Second

8 x 6

Bathroom - Full

Listing Provided By

Listing Agent: Kim Covino & Co. Team

Listing Office: Compass

MLS® Number: 73572661