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11 Winthrop Road Lexington — Photo 1 of 26

11 Winthrop Road Lexington — Photo 1 of 26

Recent Drop: $646,000

$3,895,000
$3,249,000

$3,249,000

Investment Analysis — 11 Winthrop Road

Lexington, MA 02421 — Munroe Hill

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 6-bedroom in 02421 carries an estimated $5,560/mo in gross rent — about a 0.44% cap rate and $14,249/yr in estimated NOI at the $3,249,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

6

Baths

5.5

SqFt

4,984

Style

Single Family

Built

1913

Stunning updated classic colonial set prominently in the coveted Munroe Hill neighborhood. Fabulous at every turn with a grand foyer, rich hardwood floors, exquisite molding-trim work, and a floor plan that works for today's lifestyle. The sparkling eat in kitchen has crisp white cabinetry and marble counters. Adjacent the fireplaced family room is ideal with a cozy window seat- the perfect spot for relaxing. The grand formal living room also boasts a fireplace and the dining room is centered by a custom built-in china cabinet. Working from home is a pleasure from the light filled sunroom/office with walls of windows. The upper levels host six expansive bedrooms including a resort like primary suite with soaring ceilings, a spa like private bath and exercise room. Hours of entertainment in the home theater and playroom! Outdoor living at its best with the expansive yard that is level and private. All this within walking distance to the town center and high school!

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 4,984 sq ft principal dwelling). Lot size: 21,163 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$4,300,000
Annual Taxes$36,458

Parking

Garage2
Off-Street8

Interior Specifications

Total Rooms15
Fireplaces2
FlooringWood, Tile, Carpet, Stone / Slate, Flooring - Wood, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
BasementNone

Climate & Utilities

HeatingCentral, Forced Air, Baseboard, Radiant, Heat Pump, Natural Gas, Electric, Hydro Air
CoolingCentral Air, Heat Pump, Ductless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame, Brick, Stone
RoofShingle
FoundationConcrete Perimeter, Stone
ZoningRS

Property & Lot

Acres0.49
SqFt Lot21,163
Lot FeaturesCorner Lot

Amenities & Appliances

Gas Water Heater • Water Heater • Range • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer • Instant Hot Water • Plumbed For Ice Maker

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Highway Access • House of Worship

Geography

Floorplan Breakdown

Structural Layout

Third
OfficeBedroom 5Bathroom 3
Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 1Bathroom 2
First
Living RoomDining RoomKitchenFamily Room
Living Room
Lvl First

Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Crown Molding, Decorative Molding

Dining Room
Lvl First

Coffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Lighting - Overhead, Crown Molding, Decorative Molding

Kitchen
Lvl First

Flooring - Hardwood, Flooring - Wood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Recessed Lighting, Remodeled, Pot Filler Faucet, Sunken, Gas Stove, Lighting - Pendant, Crown Molding, Window Seat

Office
Lvl Third

Closet, Flooring - Wood, Lighting - Overhead

Family Room
Lvl First

Closet/Cabinets - Custom Built, Flooring - Hardwood, Exterior Access, Recessed Lighting, Crown Molding, Window Seat

Primary Bedroom
Lvl Second

Bathroom - Full, Cathedral Ceiling(s), Coffered Ceiling(s), Walk-In Closet(s), Closet, Flooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Pendant, Crown Molding

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Closet, Flooring - Wall to Wall Carpet, Lighting - Overhead, Crown Molding, Window Seat

Bedroom 4
Lvl Second

Closet, Flooring - Wall to Wall Carpet, Lighting - Overhead, Crown Molding

Bedroom 5
Lvl Third

Closet, Flooring - Wall to Wall Carpet, Lighting - Sconce, Lighting - Overhead, Window Seat

Bathroom 1
Lvl Second

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Flooring - Marble, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Enclosed Shower - Fiberglass, Recessed Lighting, Lighting - Sconce

Bathroom 2
Lvl Second

Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Lighting - Sconce

Bathroom 3
Lvl Third

Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Overhead

Property History

Price Drop
$3,249,000

Was $3,895,000

Aug 28, 2026

MLS® 73502982

Price Drop
$3,895,000

Was $4,300,000

Jun 8, 2026

MLS® 73502982

Listed
$4,300,000

Apr 16, 2026

MLS® 73502982

Listing Provided By

Listing Agent: Adler Connolly Squared Team

Listing Office: MGS Group Real Estate LTD - Wellesley

MLS® Number: 73502982