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5 Willowdale Rd, Winchester MA 01890

$1,679,900

Estimated $11,662/month Calculator

Single Family

3 Bedrooms

Baths

2483

Total Parking: 9 (2 Garage)

14,318 (0.33)

Built in 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.

This home has been viewed 7 times

Last Checked: September 24th, 2026 at 11:28am (Source: MLS PIN #73572791)

Garage Parking

Green Features

Air Conditioning

Waterview

Lead Paint Free

General Information for 5 Willowdale Rd, Winchester MA 01890

Listing ID73572791

Property TypeSingle Family / Detached

Price$1,679,900 ($676.56/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking2

ZoningRDB

Year Built1953

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 5 Willowdale Rd, Winchester MA 01890

Approximate Living Area Total2483

Living Area Includes BasementYes

Rooms8

Bedrooms3

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 5 Willowdale Rd, Winchester MA 01890

Approximate Lot Size (Acres)0.33

Approximate Lot Size (Square Feet)14318

Total Parking9 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront FeaturesRiver

Pool Features

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 5 Willowdale Rd, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsWasher

Compensation Based On

Financial Information for 5 Willowdale Rd, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax15730

Tax Year2025

Assessed Value$1,418,400

Location Information for 5 Willowdale Rd, Winchester MA 01890

Elementary SchoolLincoln

Middle SchoolMccall

High SchoolWhs

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 5 Willowdale Rd, Winchester MA 01890

Agent

Name: Erica Carson

Office

Name: Coldwell Banker Realty - Lexington

Phone: 781-862-2600

Payment Calculator

, Interest

Property Taxes 1310.83

Principal & Interest 10351.01

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Coldwell Banker Realty - Lexington

Erica Carson

Agent Phone

Office Phone

(781) 862-2600

Text Agent Call Agent Call Office

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EXIT

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