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161 Highland Ave

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Winchester, MA 01890

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161 Highland Ave

Winchester, MA 01890
161 Highland Ave in Winchester, MA - Building Photo
6 Bedroom - Home for Rent
  • 6BR, 2.5BA Home
  • $8,500 Total Monthly Price
    12 Month Lease Term

    Total Monthly Price

    Base Rent
    $8,500

    Total Monthly Price
    $8,500
  • 3,800 Square Feet
  • 08-01-2026 Availability

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About 161 Highland Ave

Beautiful Colonial House in Prime Winchester Location steps from Middlesex Fells Reservation Experience comfort, space, and nature in this stunning 6-bedroom Colonial home in Winchester, MA, available August 1. Perfect for families or professionals seeking a peaceful retreat with convenient access to Boston. Nestled just steps from the Middlesex Fells Reservation (2,575 acres of hiking and biking trails) and a short stroll to Winchester town center, this home offers the best of suburban living with city accessibility. Outdoor Living Enjoy beautifully maintained grounds featuring: Trees and landscaped greenery A fully fenced private backyard ideal for relaxing or entertaining A spacious porch for outdoor dining Driveway parking plus street parking (no permit required) Professional landscaping included (gardener visits twice monthly) Interior Highlights This bright and spacious home is thoughtfully designed for comfort: First Floor Sun-drenched living room and formal dining room Fully equipped kitchen with new appliances opening onto a large porch Convenient half bath Second Floor Expansive primary bedroom with ensuite bath Three additional bedrooms Second full bathroom Additional outdoor porch space Additional features: New insulated windows throughout NEW High Efficiency HVAC and Central Air Location & Convenience 2-minute walk to Middlesex Fells Reservation 10-minute walk to Winchester Center (shops, dining, grocery) Easy commute to Boston Rental Details Monthly Rent: $8,500 Utilities: Not specified Availability: August 1 Perfect For Families or professionals seeking a spacious, safe, and serene home surrounded by nature, with excellent schools and all the conveniences of town living nearby. Amazing 6 bedroom, 2.5 bathroom house in Winchester. Amenities included: balcony, central air, central heat, deck, dishwasher, hardwood floors, stainless steel appliance, storage, washer dryer, and yard. No Utilities included. Date Available: Aug 1st 2026. $8,500/month rent. $8,500 security deposit required.

161 Highland Ave is located in the Winchester Highlands Neighborhood and 01890 Zip code of Winchester, MA.

Property Contact Info

Lease Terms

  • 12 Month Lease

Features and Amenities

On-Site Services

  • Garden Style

Recreation and Fitness

  • Walking/Biking Trails

Interior Features

  • Balcony
  • Air Conditioning

Kitchen Amenities

  • Dishwasher
  • Stainless Steel Appliances
  • Kitchen

Living Area Features

  • Dining Room
  • Hardwood Floors

Outdoor Features

  • Yard
  • Porch
  • Deck
Google Map

Map

161 Highland Ave, Winchester, MA 01890

Frequently Asked Questions about 161 Highland Ave

What type of rentals are available at 161 Highland Ave?

There is currently a 6 Bed 2 Bath Home for rent with 3,800 listed at 161 Highland Ave. It is Available August 1, 2026.

How much is the rent at 161 Highland Ave?

161 Highland Ave is currently listed at $8,500.

What area of town is 161 Highland Ave located in?

Located in the Winchester Highlands Neighborhood, 161 Highland Ave is in the 01890 Zip Code of Winchester, MA.

Lifestyle Ratings

  • Cost Per Sq.Ft. 3.0

    The Cost Per Square Foot rating shows you the average cost per square foot for floorplans at this community in relation to the local average.

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Nearby Schools

Winchester High School

Winchester School District
80 Skillings Road
Public School - Grades 9-12 (1418 Students)
10/10
School data provided by GreatSchools.
details
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 scale of 1 (below average) and 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 needs as part of the school selection process.

About GreatSchools Data on ApartmentHomeLiving.com.

Points of Interest

Time and distance from 161 Highland Ave.

Arts Museums and Landmarks

Bunker Hill Monument

Bunker Hill Monument
13 minute drive / 6.27 miles away

Longfellow Historic Site

Longfellow Historic Site
14 minute drive / 6.56 miles away

Museum of Science - Boston

1 Science Park
15 minute drive / 7.07 miles away

Big Box and Retail

Walgreens

506 Main St
5 minute drive / 1.9 miles away

Kohl's

425 Washington St
6 minute drive / 3.06 miles away

Macy's

1300 Middlesex Tpke
9 minute drive / 4.45 miles away

Colleges and Universities

Tufts University - Medford - Somerville Campus

419 Boston Avenue
8 minute drive / 3.78 miles away

Lesley University - Porter Campus

1815 Massachusetts Avenue
10 minute drive / 5.08 miles away

Lesley University

1815 Massachusetts Avenue
11 minute drive / 5.46 miles away

Groceries

Whole Foods

400 Cambridge Rd
5 minute drive / 1.71 miles away

Market Basket

310 Mishawum Rd
6 minute drive / 3.18 miles away

Stop & Shop

36 Bedford St
11 minute drive / 5.3 miles away

Hospitals

Winchester Hospital

41 Highland Avenue
1 minute drive / 0.58 miles away

Melrosewakefield Healthcare

585 Lebanon Street
7 minute drive / 3.47 miles away

Lahey Hospital & Medical Center, Burlington

41 & 45 Mall Road
9 minute drive / 4.27 miles away

Military Bases

Hanscom Air Force Base

15 minute drive / 7.36 miles away

Boston Support Center

16 minute drive / 7.53 miles away

Parks and Recreation

Minute Man National Historical Park

250 North Great Road
15 minute drive / 7.33 miles away

The Boston Public Garden

87 Mount Vernon Street
16 minute drive / 7.71 miles away

Boston Common

Tremont Street
17 minute drive / 7.95 miles away

161 Highland Ave has 5 parks within 8.0 miles, including Minute Man National Historical Park, The Boston Public Garden, Boston Common, Freedom Trail, and Fenway Park.

Restaurants and Dining

Modern Pastry

257 Hanover Street
16 minute drive / 7.7 miles away

Legal Sea Foods

255 State Street
17 minute drive / 8.02 miles away

Atlantic Fish Company

761 Boylston Street
17 minute drive / 8.05 miles away

Shopping Centers

E-Z-Way Shopping Center

221-233 Main St
4 minute drive / 1.45 miles away

Horn Pond Plaza

350-376 Cambridge St
4 minute drive / 1.66 miles away

Sunnyhurst Plaza

200 Main St
5 minute drive / 2.5 miles away

161 Highland Ave has 5 shopping centers within 2.8 miles.

Transit Stations

Winchester Center-Lowell Line

2 minute drive / 0.68 miles away

Wedgemere-Lowell Line

3 minute drive / 1.19 miles away

West Medford-Lowell Line

5 minute drive / 2.65 miles away

Nearby Neighborhoods

Winchester Highlands

Studio to 6 Bedroom Apartments from $1,450
View Rentals

Winchester Town Center

Studio to 6 Bedroom Apartments from $1,450
View Rentals

Montvale

Studio to 6 Bedroom Apartments from $1,450
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Nearby Apartments

Rental Price Ranges in the Area

BedroomAverage RentCheapest RentHighest Rent
Winchester Studio Apartments $2,430$1,650$2,974
Winchester 1 Bedroom Apartments $2,661$1,450$4,140
Winchester 2 Bedroom Apartments $3,376$1,900$5,440
Winchester 3 Bedroom Apartments $3,691$2,600$5,994
Winchester 4 Bedroom Apartments $4,306$2,700$6,000
Winchester 5 Bedroom Apartments $6,929$5,000$10,000+

Browse Top Apartments in Winchester

Viewing: 161 Highland Ave | Desktop Version | Listing Updated: 07/17/2026

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