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5 Willowdale Rd Winchester — Photo 1 of 42

5 Willowdale Rd Winchester — Photo 1 of 42

$1,679,900

5 Willowdale Rd, Winchester, MA 01890

Winchester, MA 01890 — East Hill

Beds

3

Baths

2

SqFt

2,483

Style

Single Family

Built

1953

Distinctive in both design and craftsmanship, this custom expanded Ranch combines balanced architectural proportions, generous living space, and everyday comfort in Winchester’s highly sought-after East Hill neighborhood. A welcoming foyer with built-in bench opens to warm, light-filled interiors curated to feel both connected and intimate. At the heart of the home, the expansive mahogany kitchen features a substantial wood center island, handmade pocket plantation shutters that disappear seamlessly behind custom cabinetry, updated countertops and backsplash, a concealed illuminated bar cabinet, beverage fridge, and dual-zone wine fridge. Paned-glass pocket doors can separate the kitchen or open it to the adjoining dining and family rooms, where radiant-heated floors create a warm, inviting setting and a wall of windows connects the interior space beautifully to the surrounding landscape. The family room’s custom cherry entertainment center, finished with copper paneling and ebony inlays, reflects the extraordinary attention to detail found throughout. A formal living room with fireplace and custom millwork provides a separate space to gather or unwind. Tucked into a private wing are three well-proportioned bedrooms with hardwood floors and generous closets, along with a renovated full bath featuring a double vanity, deep soaking tub, and radiant-heated floor. The finished lower level offers remarkable flexibility with a media room wired for surround sound, exercise room, second full bath, laundry, mudroom area, abundant temperature-controlled storage, and direct access to an oversized two-car garage with workspace. Outside, the backyard and stone patio provide an equally peaceful and private extension of the interior living space. Mature plantings, stone walls, a potting shed, and an irrigation system complete this wide, one-third-acre lot. Central air, central vacuum, extensive built-ins and storage, plus new interior doors and crown molding throughout the bedroom wing add comfort and convenience. Polished, distinctive, and genuinely inviting, 5 Willowdale Road is a home of enduring quality that feels every bit as special as it looks. NO OPEN HOUSES, shown By Private Appointment only.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$677/sqft
Local Avg (Winchester)$558/sqft
21% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.

Property Details

Financials

Original Price$1,679,900
Annual Taxes$15,730

Parking

Garage2
Off-Street7

Interior Specifications

Total Rooms8
Fireplaces1
FlooringWood, Tile, Carpet, Concrete, Flooring - Wall to Wall Carpet
BasementFull, Crawl Space, Finished, Interior Entry, Garage Access

Climate & Utilities

HeatingBaseboard, Radiant, Oil
CoolingCentral Air, Whole House Fan
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRDB

Property & Lot

Acres0.33
SqFt Lot14,318
Lot Features--

Amenities & Appliances

Water Heater • Oven • Disposal • Microwave • Range • Refrigerator • Wine Refrigerator • ENERGY STAR Qualified Dryer • ENERGY STAR Qualified Dishwasher • ENERGY STAR Qualified Washer • Vacuum System • Range Hood • Plumbed For Ice Maker

Neighborhood

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

Geography

Floorplan Breakdown

Structural Layout

Basement
Bathroom 2
Main,First
Living RoomDining RoomKitchenFamily RoomMaster BedroomBedroom 2Bedroom 3Bathroom 1
Living Room
Lvl Main,First

Flooring - Hardwood, Cable Hookup, Wainscoting, Crown Molding, Decorative Molding

Dining Room
Lvl Main,First

Closet/Cabinets - Custom Built, Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Lighting - Pendant, Crown Molding, Pocket Door

Kitchen
Lvl Main,First

Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Cable Hookup, Chair Rail, Exterior Access, Recessed Lighting, Remodeled, Stainless Steel Appliances, Wine Chiller, Beadboard, Crown Molding, Pocket Door

Family Room
Lvl Main,First

Closet/Cabinets - Custom Built, Flooring - Hardwood, Cable Hookup, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding

Master Bedroom
Lvl Main,First

Flooring - Hardwood, Lighting - Overhead, Crown Molding, Closet - Double

Bedroom 2
Lvl Main,First
Bedroom 3
Lvl Main,First

Closet, Flooring - Hardwood, Lighting - Overhead, Crown Molding

Bathroom 1
Lvl Main,First

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Double Vanity, Recessed Lighting, Remodeled, Lighting - Sconce, Lighting - Overhead

Bathroom 2
Lvl Basement

Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Overhead, Pocket Door

Population

23,406

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$230K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

18.3%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Middlesex County

2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

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 2,483 sq ft principal dwelling). Lot size: 14,318 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.

Listing Provided By

Listing Agent: Erica Carson

Listing Office: Coldwell Banker Realty - Lexington

MLS® Number: 73572791

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