• Primary Photo - 161 Highland Ave
  • Building Photo - 161 Highland Ave
    Building Photo - 161 Highland Ave
  • Building Photo - 161 Highland Ave
    Building Photo - 161 Highland Ave
$8,500 Total Monthly Price

161 Highland Ave

,

Winchester, MA 01890

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617-686-0405

  • Bedrooms

    6

  • Bathrooms

    2

  • Square Feet

    3,000 sq ft

  • Available

    Available Aug 1

Highlights

  • Deck
  • 4 Fireplaces
  • No Cooling
  • Entrance Foyer
161 Highland Ave
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About This Home

$8,500 deposit, Available Aug 1

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. MLS ID 73554939

161 Highland Ave is a house located in Middlesex County and the 01890 ZIP Code. This area is served by the Winchester School District attendance zone.

* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Home Details

Home Type

Single Family Detached Home

Year Built

Built in 1880

Basement

Laundry in Basement

Bedrooms and Bathrooms

Primary bedroom located on second floor 3 Bathrooms 6 Bedrooms

Home Design

Entry on the 1st floor

Interior Spaces

4 Fireplaces Entrance Foyer 3,000 Sq Ft Home

Kitchen

Range

Listing and Financial Details

Security Deposit $8,500 Property Available on 8/1/26 12 Month Lease Term Assessor Parcel Number M:003 B:0102 L:0,894887 Rent includes recreational facilities

Lot Details

11,922 Sq Ft Lot

Outdoor Features

Deck

Parking

3 Open Parking Spaces 3 Car Parking Spaces

Utilities

No Cooling

Community Details

Overview

No Home Owners Association

Pet Policy

Call for details about the types of pets allowed

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $8,500

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

  • Listed by Lisa Godwin | Gibson Sotheby's International Realty
  • Phone Number
  • Source
    MLS Property Information Network
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein. All properties are subject to prior sale, change or withdrawal. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.
Location Get Directions
| Edit
Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
City - Winchester

Winchester, Massachusetts sits just 8 miles north of downtown Boston, offering easy access to the city while maintaining a pace and personality all its own. Settled in 1640, the town carries its history lightly, with brick-paved walkways and colonial-era architecture forming the backdrop of a walkable town center filled with independent boutiques and sidewalk cafes. Commuter rail service connects Winchester to Boston in roughly 20 minutes, making it a practical base for anyone working in the city. Tufts University is fewer than five miles away, and Harvard University is within a 15-minute drive, placing Winchester within easy reach of two of the region's most prominent academic institutions.

The housing stock reflects the town's character, blending well-maintained historic homes converted into rental units with smaller apartment communities tucked into residential neighborhoods.

Learn more about living in Winchester 
Amenities
  • Fireplace
  • Range
  • Deck
Education
Colleges & Universities Distance
Colleges & Universities Distance
Tufts Univ., Medford
Drive: 9 min 4.4 mi
Lesley University, Porter
Drive: 12 min 6.5 mi
Lesley University
Drive: 13 min 6.9 mi
Harvard University
Drive: 14 min 7.6 mi
161 Highland Ave is within 9 minutes or 4.4 miles from Tufts Univ., Medford. It is also near Lesley University, Porter and Lesley University.
Schools
Lynch Elementary
Public Elementary School
Grades PK-5
472 Students
Nearby
Muraco Elementary School
Public Elementary School
Grades K-5
296 Students
Attendance Zone
McCall Middle School
Public Middle School
Grades 6-8
1,053 Students
Attendance Zone
Winchester High School
Public High School
Grades 9-12
1,418 Students
Attendance Zone
Edgewood Greater Boston Academy
Private Elementary, Middle & High School
Grades PK-12
Nearby
Acera School
Private Elementary, Middle & High School
Grades K-12
144 Students
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

Transportation options available in Winchester include Medford/Tufts, located 4.2 miles from 161 Highland Ave. 161 Highland Ave is near General Edward Lawrence Logan International, located 11.1 miles or 19 minutes away.

Transit / Subway Distance
Transit / Subway Distance
Medford/Tufts
Drive: 8 min 4.2 mi
Malden Center Station
Drive: 8 min 4.5 mi
Ball Square
Drive: 9 min 5.2 mi
Oak Grove Station
Drive: 10 min 5.3 mi
Davis Station
Drive: 10 min 5.7 mi
Commuter Rail Distance
Commuter Rail Distance
Winchester Center
Walk: 20 min 1.1 mi
Wedgemere
Drive: 3 min 1.7 mi
West Medford
Drive: 5 min 2.9 mi
Wyoming Hill
Drive: 10 min 4.4 mi
Melrose/Cedar Park
Drive: 11 min 4.6 mi
Airports Distance
Airports Distance
General Edward Lawrence Logan International
 Drive: 19 min 11.1 mi
Getting Around
Fairly Walkable
Walkability
50 / 100
Limited Public Transit
Transit
30 / 100
Very Drivable
Drivability
80 / 100
Very Bikeable
Bikeability
80 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 161 Highland Ave.

Shopping Centers Distance
Shopping Centers Distance
E-Z-Way Shopping Center
Drive: 4 min 2.0 mi
466-470 Main St
Drive: 5 min 2.0 mi
325-331 Main St
Drive: 4 min 2.2 mi
161 Highland Ave has 3 shopping centers within 2.2 miles, which is about a 4-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Walter D. Stone Memorial Zoo
 Drive: 7 min 2.8 mi
Middlesex Fells Reservation
 Drive: 7 min 3.2 mi
Friends of Middlesex Fells Reservation
 Drive: 11 min 4.5 mi
Mystic River Reservation
 Drive: 8 min 5.0 mi
Breakheart Reservation
 Drive: 17 min 6.8 mi
161 Highland Ave has 5 parks within 6.8 miles, including Walter D. Stone Memorial Zoo, Middlesex Fells Reservation, and Friends of Middlesex Fells Reservation.
Hospitals Distance
Hospitals Distance
Winchester Hospital
Walk: 10 min 0.5 mi
MelroseWakefield Healthcare
Drive: 11 min 4.8 mi
Lahey Hospital & Medical Center, Burlington
Drive: 11 min 6.4 mi
161 Highland Ave has 3 hospitals within 6.4 miles, the nearest is Winchester Hospital which is 0.5 mile away and a 10 minute walk.
Military Bases Distance
Military Bases Distance
Hanscom Air Force Base
Drive: 19 min 11.1 mi
Fort Pickering
Drive: 33 min 18.3 mi
Fort Miller
Drive: 37 min 20.3 mi
161 Highland Ave has 3 military bases within 20.3 miles, the nearest is Hanscom Air Force Base which is 11.1 miles away and a 19 minute drive.

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