LevelSecond
14 Hillside Ave, Winchester MA 01890
Winchester, MA 01890
$12,000/mo
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About this home
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.
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Property History
Market Insights
99.1%
Price Range
1
Previous Sales
Property Timeline
Listed for Rent
Oct 3, 2026
$12,000
Original listing
Agent: Rebecca Huang
Office: William Raveis R.E. & Home Services
Previous Transaction - MLS #73362145
Full transaction history available when tracking began
Previously Sold
Aug 21, 2025
$1,330,000
MLS #73362145
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 10/03/2026 | 🏠 Listed for Rent | $12,000 | - | - | Original listing |
| 08/21/2025 | 🏷️ Previously Sold | $1,330,000 | - | - | MLS #73362145 |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| Tax history not available | ||
Facts & Features
1 Car Garage
Home Facts
Type
Residential Lease
Style
Single Family Residence
Year Built
1870
Living Area
3,881 sq ft
Lot Size
12,057 sq ft
Bedrooms
4
Full Baths
4
Half Baths
1
Total Rooms
9
Rental Details
Available
Nov 1, 2026
Lease Term
Term of Rental(8 Mon+)
Rent Includes
Laundry Facilities, Parking
Security Deposit
$12,000
Required
First MonthDepositReferencesInsurance
Pets
Yes w/ Restrictions
Pet Policy
Dogs OKCats OKRestrictions Apply
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
Range, Oven, Dishwasher, Disposal, Refrigerator
Fireplace
None
Fireplaces
2
Basement
None
Laundry
First Floor
Features
Bonus Room, Wine Cellar
Exterior
Construction
None
Architecture
None
Roof
None
Features
Deck
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck
Parking
Garage Spaces
1
Has Garage
Yes
Features
None
Total Spaces
10
Utilities
Electric
None
Water
None
Sewer
None
Gas
None
Other
None
Building & Pet Policy
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Owner
Documents
None
County
Middlesex
Property Overview
Property Type
Single Family Residence
Listing Type
For Rent
Year Built
1870
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
3,881 sq ft
Total Rooms
9
Entry Level
1
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,615 sq ft above grade
1,266 sq ft below grade
LevelSecond
LevelSecond
LevelSecond
LevelSecond
LevelSecond
LevelFirst
LevelFirst
LevelFirst
LevelFirst
LevelFirst
LevelBasement
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck
Room Markers
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Range, Oven, Dishwasher, Disposal, Refrigerator
Interior Features:
Bonus Room, Wine Cellar
Windows:
Basement:
Laundry:
First Floor
Security:
Construction & Materials
Year Built:
1870
Structure Type:
Exterior Materials:
Roof:
Foundation:
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:
Exterior & Lot
Exterior Features:
Deck
Patio & Porch:
Deck
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
1
Total Parking Spaces:
10
Parking Features:
Special Features
Fireplaces:
2
Fireplace Type:
Community Amenities:
Nearby Schools
School District
Winchester School District local
A+
School Safety
2024-25
0.1%
Very Low (Safest)
0.1%
Suspensions
0.1%
In-School
5.4% below state avg
Elementary Schools
10 schools
The Wilder School
1.1 mi
Grades K-12
Acera School
1.2 mi
Grades K-08
A+
Lincoln Elementary School
0.2 mi
|
#73 of 825
|
Score: 60.6
Dropped 28 spots from last year
+2.4 above state avg
338 students
Moderate
Strong Attendance
Grades K-05
St. Mary Elementary School
0.4 mi
Grades PK-05
Children's Own School
0.7 mi
Grades PK-K
A+
Muraco Elementary School
1.0 mi
|
#64 of 825
|
Score: 61.2
Improved 60 spots from last year
+3 above state avg
296 students
Diverse
Rising School
Strong Attendance
Grades K-05
A+
Lynch Elementary School
1.3 mi
|
#87 of 825
|
Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students
Diverse
Diverse Student Body
Strong Attendance
Grades PK-05
A+
Ambrose Elementary School
1.3 mi
|
#13 of 825
|
Score: 65.8
Improved 34 spots from last year
+7.6 above state avg
377 students
Moderate
Rising School
Strong Attendance
Grades K-05
Creative Corner School Inc
1.3 mi
Grades PK-K
A+
Vinson-Owen Elementary School
2.2 mi
|
#46 of 825
|
Score: 62.7
Improved 106 spots from last year
+4.5 above state avg
387 students
Diverse
Rising School
Strong Attendance
Grades PK-05
Middle Schools
1 school
A+
McCall Middle School
0.2 mi
|
#15 of 352
|
Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students
Diverse
Strong Attendance
Grades 06-08
High Schools
1 school
A+
Winchester High School
0.5 mi
|
#16 of 346
|
Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 students
Diverse
20 sports
• 2,818 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
Learn about these ratings
Location
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Neighborhood
14 Hillside Ave, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Rebecca Huang
Listing Office
William Raveis R.E. & Home Services
Office Phone
617-322-3933
Agent MLS ID
CN207682
Office MLS ID
AN0762
Listing Data Updated
Oct 3, 2026 6:59 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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