$8,500
161 Highland Ave
Winchester, MA, 01890
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, cafĂ©s, 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 Details
Price:
$8,500
MLS #:
73554939
Status:
Active
Beds:
6
Baths:
2
Type:
Rental
Subtype:
Single Family Residence
Listed Date:
Jul 25, 2026
Finished Sq Ft:
3,000
Total Sq Ft:
3,000
Year Built:
1880
Schools
Interior
Above Grade Finished Area
3000
Appliances
Range
Bathrooms
1 Full Bathroom, 2 Half Bathrooms
Fireplaces Total
4
Interior Features
Bedroom, Foyer
Laundry Features
In Basement
Exterior
Exterior Features
Deck
Open Parking Spaces
3
Parking Spots
3
Parking Total
3
Patio And Porch Features
Deck
Financial
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Rental in Winchester as of Aug 01, 2026
34
Rental Listed
67
Avg DOM
3
Avg $ / SqFt
$5,912
Avg List Price
Community
- Address161 Highland Ave Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 161 Highland Ave Winchester MA is a Rental for sale in Winchester, MA, 01890. It is listed for $8,500 To schedule a showing of MLS#73554939 at 161 Highland Ave in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Gibson Sotheby’s International Realty. 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.
161 Highland Ave
Winchester, MA































