Home Rentals 14 Hillside Ave, Winchester MA 01890
$12,000 / month
$3/sqft · Winchester, MA
4Beds
4.5Baths
3,881Sqft
12,057 sqftLot Size
14 Hillside Ave, Winchester MA 01890
Active Listed today
Single Family Residence Built in 1870 12,057 Sqft Lot 1-car Garage

What's Special

Single Family ResidenceBuilt in 18702 Fireplaces1-car GarageYes w/ Restrictions

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. this is a rare opportunity in one of Winchester's most sought-after neighborhoods.

Location

Property Details

Core Details

Property TypeSingle Family Residence
Year Built1870
Parcel NumberM:005 B:0269 L:0,895722
AvailableNov 1, 2026
MLS #73586332

Space & Sizing

Living Area3,881 sqft
Above Grade2,615 sqft
Below Grade1,266 sqft
Total Rooms9
Bedrooms4
Bathrooms4.5
Lot Size12,057 sqft

Room Dimensions

Bathroom1Second
Bathroom2Second
Bathroom3Second
Bedroom2Second
Bedroom3Second
Bedroom4Basement
Bedroom5First
Dining RoomFirst
Family RoomFirst
KitchenFirst
Living RoomFirst
Master BathroomYes
Master BedroomSecond

Features & Systems

Parking1-car Garage
Garage1 space
Open Parking9
Fireplaces2

Features & Amenities

2 Fireplaces
Appliances
Dishwasher Disposal Oven Range Refrigerator
Exterior Features
Deck
Interior Features
Bonus Room Wine Cellar
Laundry Features
First Floor
Lead Paint
Unknown
Pet Restrictions Allow
Cats Small Dogs (Under 25 lbs)
Patio And Porch Features
Deck
Pets Allowed
Yes w/ Restrictions
Rent Includes
Laundry Facilities Parking

Additional Information

Disclosures: agent is advised to do their own diligence.

Directions: Mount Pleasant to Hillside Ave

Listed on Oct 3, 2026 Updated Oct 3, 2026 10:59 PM Middlesex County

Interested in this home?

Contact a CRA Agent or Schedule a showing today.

Colonial Realty Associates
(617) 977-6025
MLS #73586332

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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.

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