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9 Plymouth Road, Winchester HighlandsWinchester, MA 01890Price: $2,500,000

  • Price: $2,500,000
  • Est. Mortgage of $/month
  • 10 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $2,500,000List Price
  • 5Bedrooms
  • 3Bathrooms
  • 4,071Square Feet
  • 0.52Acreage

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Welcome to 9 Plymouth Rd - a classic 1959 single-family home tucked at the end of a private road on a dead-end street, set on a private 0.52-acre lot abutting conservation land in one of Winchester's most sought-after neighborhoods. This well-appointed 11-room residence offers 5 bedrooms, 3 full baths, and 1 half bath, giving your family room to spread out and settle in. Thoughtfully updated for year-round comfort, the home features central AC, central humidification, and an air exchanger. Outside, enjoy beautifully landscaped gardens, a spacious deck overlooking the private yard, lush irrigated grounds with an invisible dog fence, and a hot tub for unwinding after a long day. A wood-burning fireplace adds warmth and character to the living space. Located just minutes from top-rated schools, Winchester Center, and convenient commuter access to Boston, this is a rare opportunity to enjoy privacy, nature, and timeless New England living in an exceptional location.

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Listed by Steph Crawford Group of Real Broker MA,LLC

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