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$2,380,000
New Listing

14 Hillside Ave
Winchester, MA01890

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,881
SqFt
$613
/SqFt
1870
Built
County:
Middlesex
Call Now: 617-648-9415
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617-648-9415
Upcoming Open Houses
Sun, Jun 28, 1:00 PM - 2:30 PM
14 Hillside Ave14 Hillside Ave14 Hillside Ave14 Hillside Ave
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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 opportunity in one of Winchester's most sought-after neighborhoods.

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Listing Snapshot
Price 
$2,380,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
3,881 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.28 Acres
Year Built 
1870
MLS® Number 
73541163
Status 
Active
Property Tax 
$16,639
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Owner
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
2 hours agoListing first seen on site
General Features
Acres 
0.28
Disclosures 
buyer/ buyer agent is advised to do their own diligence.
Foundation 
Stone
Garage 
Yes
Garage Spaces 
1
Parking 
PavedDetachedOff Street
Parking Spaces 
5
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Above 
2615
SqFt Below 
1266
SqFt Total 
3881
Style 
ColonialVictorianItalianate
Water Source 
Public
Zoning 
RDB
Interior Features
Appliances 
Electric Water HeaterRangeOvenDishwasherDisposalRefrigerator
Basement 
FullFinished
Cooling 
Central AirHeat PumpZoned
Electric 
Circuit Breakers
Fireplace 
Yes
Fireplaces 
2
Flooring 
VinylHardwood
Heating 
Heat PumpCentralElectricZoned
Laundry Features 
Electric Dryer HookupWasher Hookup
Bathroom 1 
Level - Second
Bathroom 2 
Level - Second
Bathroom 3 
Level - Third
Bedroom 2 
Level - Second
Bedroom 3 
Level - Second
Bedroom 4 
Level - Basement
Bedroom 5 
Level - First
Dining Room 
Level - First
Family Room 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Master Bedroom 
Level - Second
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Exterior Features
Patio And Porch 
Deck
Community Features
Community Features 
Park
Schools
School District
Unknown
Elementary School
Lincoln
Middle School
Mccall Middle
High School
Winchester Hs
Listing courtesy of Rebecca Huang of William Raveis R.E. & Home Services



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Last checked 2026-06-24 10:03 PM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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