
5 Willowdale Rd Winchester — Photo 1 of 42
$1,679,900
Investment Analysis — 5 Willowdale Rd
Winchester, MA 01890 — East Hill
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 3-bedroom in 01890 carries an estimated $3,730/mo in gross rent — about a 1.09% cap rate and $18,288/yr in estimated NOI at the $1,679,900 list price. Adjust every assumption in the calculator below.
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.
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.
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
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
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
Living Room
Lvl Main,FirstFlooring - Hardwood, Cable Hookup, Wainscoting, Crown Molding, Decorative Molding
Dining Room
Lvl Main,FirstCloset/Cabinets - Custom Built, Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Lighting - Pendant, Crown Molding, Pocket Door
Kitchen
Lvl Main,FirstBeamed 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,FirstCloset/Cabinets - Custom Built, Flooring - Hardwood, Cable Hookup, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding
Master Bedroom
Lvl Main,FirstFlooring - Hardwood, Lighting - Overhead, Crown Molding, Closet - Double
Bedroom 2
Lvl Main,FirstBedroom 3
Lvl Main,FirstCloset, Flooring - Hardwood, Lighting - Overhead, Crown Molding
Bathroom 1
Lvl Main,FirstBathroom - 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 BasementBathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Overhead, Pocket Door
Listing Agent: Erica Carson
Listing Office: Coldwell Banker Realty - Lexington
MLS® Number: 73572791
