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143 Arlington Street Winchester — Photo 1 of 42

143 Arlington Street Winchester — Photo 1 of 42

$1,599,000

Investment Analysis — 143 Arlington Street

Winchester, MA 01890 — West Side Ambrose Neighborhood

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 01890 carries an estimated $4,120/mo in gross rent — about a 1.32% cap rate and $21,162/yr in estimated NOI at the $1,599,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

2

SqFt

2,944

Style

Single Family

Built

1928

Set on a generous lot in one of Winchester’s most highly sought-after locations, this stately brick colonial presents a rare opportunity to create your dream home. Offering 2,944 square feet of living space, with high ceilings & oak hardwood flooring. This classic residence has been lovingly enjoyed & maintained by one family and proudly showcases timeless architectural character, generously proportioned rooms, and an abundance of natural light. The inviting front to back living room features a fireplace and serves as a wonderful gathering space, along with formal dining room, eat in kitchen, 1/2 bath plus a sunroom/den and a home office! The upper floors offer 5 spacious bedrooms & provide exceptional flexibility for family, guests, office space, or future customization. Enjoy the rear deck and the vast lot with lush grass, gorgeous perennial gardens and flowering trees offering plenty of space for outdoor entertaining, gardening or expansion. With this home's beautiful brick exterior, classic charm, substantial lot, and premier location, it offers an exceptional opportunity to renovate, reimagine, and create your dream home!

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 2,944 sq ft principal dwelling). Lot size: 11,988 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$1,599,000
Annual Taxes$16,412

Parking

Garage1
Off-Street3

Interior Specifications

Total Rooms11
Fireplaces1
FlooringTile, Hardwood
BasementFull, Partially Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingBaseboard, Natural Gas, Ductless
CoolingDuctless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationBlock
ZoningRDB

Property & Lot

Acres0.28
SqFt Lot11,988
Lot FeaturesCorner Lot

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Public School

Geography

Floorplan Breakdown

Structural Layout

Third
Bedroom 4Bedroom 5Bathroom 3
Second
Primary BedroomBedroom 2Bedroom 3Bathroom 2
First
Living RoomDining RoomOfficeFamily RoomBathroom 1
Main,First
Kitchen
Living Room
Lvl First

23 x 11

Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Sconce

Dining Room
Lvl First

13 x 12

Flooring - Hardwood, Window(s) - Picture, Lighting - Overhead, Crown Molding, Decorative Molding

Kitchen
Lvl Main,First

16 x 11

Bathroom - Half, Window(s) - Picture, Dining Area, Pantry, Exterior Access, Recessed Lighting, Lighting - Overhead

Office
Lvl First

17 x 12

Closet, Lighting - Overhead

Family Room
Lvl First

18 x 10

Flooring - Hardwood

Primary Bedroom
Lvl Second

23 x 11

Bathroom - 1/4, Closet, Flooring - Hardwood, Balcony / Deck, Lighting - Overhead

Bedroom 2
Lvl Second

12 x 10

Bedroom 3
Lvl Second

12 x 10

Closet, Flooring - Hardwood, Lighting - Overhead

Bedroom 4
Lvl Third

14 x 12

Closet, Flooring - Hardwood, Lighting - Overhead

Bedroom 5
Lvl Third

14 x 12

Closet, Flooring - Hardwood, Lighting - Overhead

Bathroom 1
Lvl First

7 x 3

Bathroom - Half

Bathroom 2
Lvl Second

7 x 5

Bathroom - Full, Bathroom - Tiled With Tub & Shower

Bathroom 3
Lvl Third

7 x 4

Bathroom - Half

Listing Provided By

Listing Agent: Kim Covino & Co. Team

Listing Office: Compass

MLS® Number: 73575069