161 Highland Ave, Winchester MA 01890

Winchester, MA 01890
$8,500
$7,500/mo
6
Beds
2
Baths
3,000
Sq Ft
11,922
Lot Sq Ft
1880
Year Built
3
Parking
20
Days on Market
For Rent Price Drop -$1,000 Listed Jul 25, 2026 • MLS# 73554939 Copied! • Updated Aug 10, 2026

Track this home for price, status, and open-house alerts.

About this home

Enjoy the best of Winchester living in this beautifully maintained six-bedroom, two-and-a-half-bath Colonial, ideally situated just moments from the Middlesex Fells Reservation. Available August 1, this spacious home offers a versatile layout designed for comfortable everyday living, with generous room sizes, abundant natural light, and central HVAC for year-round comfort. Outside, the beautifully landscaped garden provides a private setting for relaxing or entertaining, while ample off-street parking adds everyday convenience. Perfectly positioned in one of Winchester's most sought-after neighborhoods, the home is within easy walking distance of Winchester Center, where you will find local restaurants, cafés, shops, the commuter rail, and excellent schools. Nature enthusiasts will appreciate immediate access to the 2,575-acre Middlesex Fells Reservation, featuring miles of scenic trails for hiking, running, and cycling. A wonderful opportunity to enjoy a spacious home in an exceptional location with convenient access to highways and trains to Boston.

Property History

Market Insights

1
Price Changes
11.8%
Price Range

Property Timeline

Price Reduced
Aug 6, 2026
$7,500 $1,000 (-11.76%)
From $8,500 to $7,500 (-11.8%)
🏠
Listed for Rent
Jul 25, 2026
$8,500
Original listing
Agent: Lisa Godwin Office: Gibson Sotheby's International Realty

Tax History

Year Taxes Assessment
Tax history not available

Facts & Features

Home Facts

Type Residential Lease
Style Single Family Residence
Year Built 1880
Living Area 3,000 sq ft
Lot Size 11,922 sq ft
Bedrooms 6
Full Baths 1
Half Baths 2
Total Rooms 8

Rental Details

Available Aug 1, 2026
Lease Term Term of Rental(12)
Rent Includes Recreational Facilities
Security Deposit $8,500
Required Last MonthDepositReferencesInsurance
Pets Yes w/ Restrictions
Pet Policy Dogs OKCats OKRestrictions Apply
Heating None
Cooling None
Flooring None
Appliances Range
Fireplace None
Fireplaces 4
Basement None
Laundry In Basement
Features Bedroom, Foyer
Construction None
Architecture None
Roof None
Features Deck
Pool None
Spa None
Fencing None
Patio/Porch Deck
Features None
Total Spaces 3

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 []
Unit/Building n/a
Sq Ft Source Owner
Sq Ft Disclosures including third floor
Documents None
County Middlesex
Total market time (incl. prior listings) 16 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Rent
Year Built
1880
Bedrooms
6
Full Bathrooms
1
Half Bathrooms
2
Living Area
3,000 sq ft
Total Rooms
8
Entry Level
1

Floor Layout

Interior Features

Flooring:
Appliances: Range
Interior Features: Bedroom, Foyer
Windows:
Basement:
Laundry: In Basement
Security:

Construction & Materials

Year Built: 1880
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

Total Parking Spaces: 3
Parking Features:

Special Features

Fireplaces: 4
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

3 schools
The Wilder School
0.4 mi
Grades K-12
St. Mary Elementary School
0.4 mi
Grades PK-05
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
M

Middle Schools

3 schools
A+
McCall Middle School
0.8 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
B+
Stoneham Central Middle School
2.4 mi | #132 of 352 | Score: 46.3
Dropped 33 spots from last year
-11.9 below state avg
689 students Moderate
Grades 05-08
B
John F Kennedy Middle School
2.5 mi | #176 of 352 | Score: 42.4
Improved 42 spots from last year
-15.8 below state avg
521 students Diverse
Rising School
Grades 06-08
H

High Schools

3 schools
A+
Winchester High School
0.4 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
B
Woburn High School
1.9 mi | #143 of 346 | Score: 56.1
Dropped 21 spots from last year
-2.1 below state avg
1,259 students Diverse
18 sports • 2,056 athletes
High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
A-
Medford High School
2.0 mi | #94 of 346 | Score: 60.6
Improved 24 spots from last year
+2.3 above state avg
1,195 students Diverse
19 sports • 1,212 athletes
Strong AP Program Rising School Career Tech Programs College Ready Curriculum
Grades PK-12
Learn about these ratings

Location

Loading map...

Neighborhood

161 Highland Ave, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Lisa Godwin
Listing Office Gibson Sotheby's International Realty
Office Phone 617-945-9161
Agent MLS ID BB700349
Office MLS ID AN2064
Listing Data Updated Aug 10, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steve Novak Real Estate
Steve Novak Real Estate
Ask about this property — free, no obligation.

Similar Rentals

Market Analytics for Winchester, MA

Real-time market trends and pricing data for this area

Loading market insights for Winchester.