161 Highland Ave, Winchester MA 01890
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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.
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Property History
Market Insights
Property Timeline
Price Reduced
Aug 6, 2026Listed for Rent
Jul 25, 2026| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/06/2026 | ↓ Price Reduced | $7,500 | $1,000 | - | From $8,500 to $7,500 (-11.8%) |
| 07/25/2026 | 🏠 Listed for Rent | $8,500 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| Tax history not available | ||
Facts & Features
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Additional Details
Property Overview
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Floor Layout
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Room Markers
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
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Nearby Schools
Elementary Schools
3 schoolsMiddle Schools
3 schoolsHigh Schools
3 schoolsLocation
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161 Highland Ave, Winchester MA 01890
Winchester, MA 01890
Listing Information
