111 Highland Ave, Winchester MA 01890

Winchester, MA 01890
$5,700/mo
3
Beds
3.5
Baths
2,632
Sq Ft
8,995
Lot Sq Ft
1940
Year Built
2
Garage Spaces
5 hours 6 minutes
Time on Market
Active Listed Aug 1, 2026 • MLS# 73557783 Copied! • Updated Aug 1, 2026

About this home

Welcome to this spacious and charming Colonial offering beautiful architectural character, a flexible floor plan, and generous living space across multiple levels.Step into the welcoming foyer and discover a bright, inviting home featuring a fireplaced living room with beamed ceilings and oversized windows, complemented by a sun-filled adjoining sunroom.The beautiful kitchen features granite countertops, ample workspace, and a cozy breakfast nook with convenient access to the side yard. A separate home office and full bathroom on the first floor provide additional flexibility for working from home, guests, or everyday living.Upstairs, the spacious primary bedroom includes a walk-in closet and en-suite bathroom, along with an additional adjoining room that can serve as a nursery, private office, dressing room, or guest space. Two additional generously sized bedrooms, a full family bathroom, and a spacious landing with additional closet storage complete the second floor.The lower level offers an unheated bonus/family room with a decorative fireplace, laundry area, additional storage, and direct access to the two-car garage.Outside, enjoy a beautiful, spacious fenced backyard, perfect for relaxing, entertaining, and outdoor activities.Conveniently located near Middlesex Fells Reservation and all that Winchester has to offer, this home combines space, character, privacy, and convenience in a highly desirable residential setting.

Property History

Market Insights

99.4%
Price Range
1
Previous Sales

Property Timeline

🏠
Listed for Sale
Aug 1, 2026
$5,700
Original listing
Agent: Michelle Li Office: Zhensight Realty LLC
Previous Transaction - MLS #72442290
Full transaction history available when tracking began
🏷️
Previously Sold
Mar 28, 2019
$959,500
MLS #72442290

Tax History

Year Taxes Assessment
Tax history not available

Facts & Features

2 Car Garage

Home Facts

Type Residential Lease
Style Single Family Residence
Year Built 1940
Living Area 2,632 sq ft
Lot Size 8,995 sq ft
Bedrooms 3
Full Baths 3
Half Baths 1
Total Rooms 9

Rental Details

Available Available Now
Lease Term Term of Rental(12)
Rent Includes Parking
Security Deposit $5,700
Required Last MonthDepositReferences
Pets Yes w/ Restrictions
Pet Policy Dogs OKCats OKRestrictions Apply
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Fireplaces 2
Basement None
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 2
Has Garage Yes
Features None
Total Spaces 6

Utilities

Electric None
Water None
Sewer None
Gas None
Other None

Building & Pet Policy

Fee Includes None
Amenities None
Optional Fee Includes None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Other
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Rent
Year Built
1940
Bedrooms
3
Full Bathrooms
3
Half Bathrooms
1
Living Area
2,632 sq ft
Total Rooms
9
Entry Level
2

Floor Layout

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Year Built: 1940
Structure Type:
Exterior Materials:
Roof:
Foundation:

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 6
Parking Features:

Special Features

Fireplaces: 2
Fireplace Type:
Community Amenities:
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
E

Elementary Schools

10 schools
The Wilder School
0.2 mi
Grades K-12
Acera School
0.6 mi
Grades K-08
A+
Muraco Elementary School
0.4 mi | #62 of 824 | Score: 61.6
Improved 62 spots from last year
+3.4 above state avg
352 students Diverse
Rising School Strong Attendance
Grades K-05
St. Mary Elementary School
0.6 mi
Grades PK-05
A+
Lincoln Elementary School
0.9 mi | #74 of 824 | Score: 60.7
Dropped 29 spots from last year
+2.5 above state avg
334 students Moderate
Strong Attendance
Grades K-05
Creative Corner School Inc
1.1 mi
Grades PK-K
A
Lynch Elementary School
1.3 mi | #113 of 824 | Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students Diverse
Grades PK-05
Children's Own School
1.7 mi
Grades PK-K
A+
Ambrose Elementary School
2.0 mi | #11 of 824 | Score: 66.1
Improved 36 spots from last year
+7.9 above state avg
398 students Moderate
Rising School Strong Attendance
Grades K-05
A+
Vinson-Owen Elementary School
2.7 mi | #40 of 824 | Score: 63.2
Improved 112 spots from last year
+5 above state avg
441 students Diverse
Rising School Strong Attendance
Grades PK-05
M

Middle Schools

1 school
A+
McCall Middle School
1.0 mi | #16 of 352 | Score: 62.4
Dropped 3 spots from last year
+4.2 above state avg
1,036 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

1 school
A+
Winchester High School
0.6 mi | #17 of 346 | Score: 73.6
Improved 18 spots from last year
+15.4 above state avg
1,404 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Location

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Neighborhood

111 Highland Ave, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Michelle Li
Listing Office Zhensight Realty LLC
Office Phone 781-888-2398
Agent MLS ID CN221964
Office MLS ID AN3824
Listing Data Updated Aug 1, 2026 8:25 AM 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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