
117 Highland Ave Winchester — Photo 1 of 40
Recent Drop: $50,000
$1,675,000
Winchester, MA 01890 — Winchester Highlands
Beds
5
Baths
3.5
SqFt
3,722
Style
Single Family
Built
1953
Excellent New Price! Classic curb appeal abounds at this expansive five-bedroom colonial in the desirable Winchester Highlands neighborhood. The sun-filled first floor features a gracious floor plan with a thoughtfully designed eat-in kitchen showcasing premium appliances including a Sub-Zero refrigerator and Fisher & Paykel DishDrawer. A dining room, living room with wood-burning fireplace, office, mudroom and powder room complete this level. Upstairs, the generous primary suite includes full bath and convenient laundry and is complemented by four additional bedrooms and a family bath. A walk-up attic provides flexible bonus space and storage, while the finished lower level offers a spacious family room, bonus room, and kitchenette with ADU potential. Enjoy the private backyard retreat complete with a fully fenced yard and pristine in-ground pool, plus two-car attached garage. An extraordinary opportunity to enjoy space, comfort, and refined living in one of Winchester’s most sought-after neighborhoods, a short stroll to the incredible nature at the Fells Reservation.
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Gas Water Heater • Water Heater • Range • Dishwasher • Trash Compactor • Microwave • Refrigerator • Washer • Dryer
Park • Walk/Jog Trails • Medical Facility • Conservation Area • Highway Access • Public School
Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Lighting - Sconce
Closet/Cabinets - Custom Built, Flooring - Hardwood, Open Floorplan, Lighting - Overhead
Skylight, Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Lighting - Pendant
Closet/Cabinets - Custom Built, Flooring - Hardwood
Flooring - Vinyl, Lighting - Overhead
Bathroom - Full, Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Balcony / Deck, Lighting - Overhead
Closet, Flooring - Hardwood, Lighting - Overhead
Closet, Flooring - Hardwood, Lighting - Overhead
Closet, Flooring - Wall to Wall Carpet, Lighting - Overhead
Bathroom - Half
Bathroom - Full, Bathroom - Tiled With Shower Stall
Bathroom - Full, Bathroom - Tiled With Tub & Shower
Was $1,725,000
Jul 22, 2026
MLS® 73538393
Jun 18, 2026
MLS® 73538393
23,406
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$230K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
18.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
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)
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 3,722 sq ft principal dwelling). Lot size: 7,571 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 Agent: Dara Singleton
Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group
MLS® Number: 73538393
Explore other active listings in the area.