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For Sale

161 Highland Ave, Winchester MA 01890

Winchester, MA 01890

$8K
6 BD · 4 BA · 3,000 sf · Built 1880
The residence

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.

At a glance
Property type
Single Family Residence
Status
Active
Year built
1880
Living area
3,000 sf
MLS#
6acffd9d7fb7f734cf8e1f85d47a2e87
Beds · Baths
6 · 4
Location

Winchester, MA.

Winchester, Massachusetts, is a market our advisors follow closely — its streets, housing stock and setting each shape what a residence here is worth and how it lives day to day. We are glad to walk you through the locale in detail, and how this particular address sits within it.

Estimated Monthly Payment+
$36/mo
Approximate · principal & interest only
Display Currency
$8K

Indicative conversion — settlement always in USD.

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Listing courtesy of Gibson Sotheby's International Realty · MLSPIN

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, landlords 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.

Listings updated Oct 8, 2026

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