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8 Days on market
42 Winthrop Road Lexington — Photo 1 of 31

42 Winthrop Road Lexington — Photo 1 of 31

$1,999,000

Investment Analysis — 42 Winthrop Road

Lexington, MA 02421

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02421 carries an estimated $5,560/mo in gross rent — about a 1.32% cap rate and $26,444/yr in estimated NOI at the $1,999,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

4

Baths

3.5

SqFt

3,600

Style

Single Family

Built

2023

Just steps from Lexington Center, this stunning 2023 Contemporary Colonial combines modern style, exceptional light, and effortless everyday living. The sun-filled kitchen features stone countertops, a gas range, and a generous center island, flowing seamlessly into the inviting living room with soaring ceilings and views of the private backyard.Upstairs, the spacious primary suite offers a true retreat, complete with two walk-in closets and a spa-inspired bath featuring a soaking tub and separate shower. Three additional bedrooms and convenient second-floor laundry provide plenty of space and functionality.The finished walk-out lower level adds even more versatility, with a kitchenette/wet bar and flexible space ideal for guests, a home office, playroom, or recreation.Outside, a private and oversized backyard creates a wonderful setting for relaxing and entertaining, with a sunny deck, cozy fire pit, mature trees, and abundant space for gatherings. A two-car garage adds everyday convenience.With its exceptional location near Lexington Center’s shops, cafés, restaurants, parks, and the Minuteman Bikeway, this exceptional home offers the best of contemporary living in one of Lexington’s most desirable settings.

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 3,600 sq ft principal dwelling). Lot size: 14,920 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.

Property Details

Financials

Original Price$1,999,000
Annual Taxes$24,263

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms10
FireplacesNone
FlooringTile, Hardwood, Laminate
BasementFull, Finished, Walk-Out Access, Interior Entry, Sump Pump, Concrete

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionModular
RoofShingle
FoundationConcrete Perimeter
ZoningRS

Property & Lot

Acres0.34
SqFt Lot14,920
Lot FeaturesLevel

Amenities & Appliances

Gas Water Heater • Water Heater • Range • Dishwasher • Disposal • Refrigerator • Washer • Dryer • Range Hood

Neighborhood

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

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 2
First
Living RoomDining RoomKitchenBathroom 1
Basement
Family RoomBathroom 3
Living Room
Lvl First

20 x 13

Flooring - Hardwood, Exterior Access, Open Floorplan, Slider

Dining Room
Lvl First

13 x 13

Flooring - Hardwood, Recessed Lighting

Kitchen
Lvl First

16 x 13

Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Slider, Stainless Steel Appliances, Gas Stove, Lighting - Pendant

Family Room
Lvl Basement

34 x 12

Bathroom - Full, Closet/Cabinets - Custom Built, Flooring - Laminate, Wet Bar, Open Floorplan

Primary Bedroom
Lvl Second

19 x 18

Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting

Bedroom 2
Lvl Second

12 x 9

Bedroom 3
Lvl Second

12 x 13

Closet, Flooring - Hardwood

Bedroom 4
Lvl Second

16 x 13

Closet, Flooring - Hardwood

Bathroom 1
Lvl First

5 x 5

Bathroom - Half

Bathroom 2
Lvl Second

5 x 9

Bathroom - Full, Bathroom - With Tub & Shower

Bathroom 3
Lvl Basement

7 x 9

Bathroom - 3/4, Bathroom - With Shower Stall

Property History

Listed
$1,999,000

Sep 17, 2026

MLS® 73578800

Terminated
$1,999,000

Nov 3, 2025

MLS® 73444496

Listed
$1,999,000

Oct 16, 2025

MLS® 73444496

Listing Provided By

Listing Agent: Mark Lesses Group

Listing Office: Coldwell Banker Realty - Lexington

MLS® Number: 73578800