14 Hillside Ave
Winchester, MA 01890
4
Bed
5
Bath
3,881Sqft
0.28Acre(Lot)
Fully gutted in 2026, this exceptional Winchester home offers the perfect blend of luxury, craftsmanship, and location. Featuring a brand-new roof, upgraded 400-amp electrical service, designer kitchen, beautifully renovated baths, and HVAC systems and all-new finishes throughout. First floor featuring wide open large living & dinning area with a family room. 2nd floor featuring (3) main bedroom with full baths suites. The stunning finished lower level includes a custom wine cellar and recreation area, and flexible rooms perfect for a home office, gym, media room, or guest accommodations.. Ideally located just minutes from Winchester's highly rated schools, town center, parks, dining, and commuter routes. Move-in ready and thoughtfully redesigned for modern living—this is a rare opportuni
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Room Information
Total Bedroom: 4 -
Flooring Information
Vinyl, Hardwood -
Interior Features
Bonus Room, Wine Cellar Appliances: Electric Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator Laundry Features: First Floor, Electric Dryer Hookup, Washer Hookup -
Heating & Cooling
Heating: Central, Electric Cooling: Central Air, Heat Pump WaterSource: Public
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Building Information
Year Built: 1870 Basement: Full, Finished -
Exterior Features
DeckFoundation Details: StonePorch: Deck
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Lot Information
Lot Size Area: 0.28 Lot Size Units: Acres Lot Square Feet: 12,057 Lot Acres: 0.28 Main Square Feet: 0.28Property Information
Property Type: Residential Sub Type: Single Family ResidenceStyle: Colonial, Victorian, Italianate SQ ft (Living Area): 3,881
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Listing Price Information
Original Listing Price: $2380000
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Tax Information
Parcel Number: M:005 B:0269 L:0,895722 Annual Tax: $16639
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Parking Information
# of Garage Spaces: 1 Has Garage: Yes Parking Total: 10 Detached, Paved Drive, Off Street
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Elementary School: LincolnJunior High School: Mccall MiddleSenior High School: Winchester Hs
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Utility Information
for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup -
Location Information
Direction: Mount Pleasant to Hillside Ave
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 211 Forest St, Winchester, MA, 01890 | $2,199,000 | 5 | 4 | 3,474 | 3,474 SqFt |
| 53 Winford Way, Winchester, MA, 01890 | $2,399,000 | 5 | 4 | 5,083 | 5,083 SqFt |
| 21 Willowdale Road, Winchester, MA, 01890 | $2,295,000 | 5 | 4 | 4,591 | 4,591 SqFt |
| 9 Wilson St, Winchester, MA, 01890 | $1,900,000 | 4 | 4 | 2,943 | 2,943 SqFt |
| 8 Priscilla Ln, Winchester, MA, 01890 | $3,149,000 | 5 | 6 | 6,500 | 6,500 SqFt |
| 117 Highland Ave, Winchester, MA, 01890 | $1,725,000 | 5 | 4 | 3,722 | 3,722 SqFt |
| 1 Town Way, Winchester, MA, 01890 | $1,799,000 | 3 | 4 | 3,010 | 3,010 SqFt |
| 26 N Gateway, Winchester, MA, 01890 | $2,199,000 | 4 | 4 | 3,210 | 3,210 SqFt |
| 423 Washington St, Winchester, MA, 01890 | $1,350,000 | 4 | 3 | 2,690 | 2,690 SqFt |
| 9 Brookside Place, Winchester, MA, 01890 | $1,899,000 | 4 | 3 | 3,091 | 3,091 SqFt |
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ByOwner last updated this listing 07/01/2026 @ 20:09
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