Winchester Real Estate

42Results

Find real estate for sale in Winchester, MA. Contact the Sarkis Team at Douglas Elliman Real Estate today with any questions or to schedule a private showing. Register to save your favorite Winchester properties and receive notifications when similar listings become available.

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11 Viking Road Winchester MA 01890

$3,600,000

Winchester, MA

11 Viking Road

  • 7 Beds
  • 8 Baths
  • 0.57 Acres
  • 7,429 SqFt
  • 36 Days on Market
Listed by Post Advisory Group of Engel & Volkers Boston
MLS#: 73556474
New Listing

$3,450,000

Winchester, MA

7 Hutchinson Road

  • 6 Beds
  • 5 Baths
  • 0.41 Acres
  • 5,735 SqFt
  • 23 Days on Market
Listed by Kim Covino & Co. Team of Compass
MLS#: 73561703

$3,299,000

Winchester, MA

1 Plymouth Road

  • 7 Beds
  • 8 Baths
  • 0.43 Acres
  • 7,226 SqFt
  • 148 Days on Market
Listed by The Sarkis Team of Douglas Elliman Real Estate - The Sarkis Team
MLS#: 73498293
Open House

$3,295,000

Winchester, MA

2 Atherton Road

NEXT OPEN HOUSE:

Thu 9/3 5:00 PM to 6:00 PM

  • 6 Beds
  • 7 Baths
  • 0.3 Acres
  • 6,100 SqFt
  • 21 Days on Market
Listed by Peter Kasseris of Serhant
MLS#: 73563095
New Listing

$3,200,000

Winchester, MA

18 Ridge Street

  • 5 Beds
  • 6 Baths
  • 0.47 Acres
  • 5,295 SqFt
  • 24 Days on Market
Listed by Gayle Winters & Co. Team of Compass
MLS#: 73561372

$3,200,000

Winchester, MA

9 Albamont Road

  • 6 Beds
  • 6 Baths
  • 0.26 Acres
  • 6,100 SqFt
  • 183 Days on Market
Listed by Kim Covino & Co. Team of Compass
MLS#: 73482275
New Listing

$3,199,000

Winchester, MA

10 Rangeley Road

  • 5 Beds
  • 5 Baths
  • 0.4 Acres
  • 5,406 SqFt
  • 17 Days on Market
Listed by Karima Alami of Compass
MLS#: 73561672

$3,179,000

Winchester, MA

37 Mayflower Road

  • 7 Beds
  • 8 Baths
  • 0.46 Acres
  • 8,540 SqFt
  • 140 Days on Market
Listed by Kim Covino & Co. Team of Compass
MLS#: 73502853
New Listing

$2,999,000

Winchester, MA

5 Forest Circle

  • 5 Beds
  • 4 Baths
  • 0.52 Acres
  • 4,500 SqFt
  • 28 Days on Market
Listed by Pirani & Wile Group of Gibson Sotheby's International Realty
MLS#: 73560088
Open House

$2,849,000

Winchester, MA

7 Viking Road

NEXT OPEN HOUSE:

Sat 9/5 2:00 PM to 3:00 PM

  • 5 Beds
  • 5 Baths
  • 0.46 Acres
  • 5,058 SqFt
  • 7 Days on Market
Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest
MLS#: 73569252

$2,799,000

Winchester, MA

14 Nassau Drive

  • 6 Beds
  • 7 Baths
  • 0.43 Acres
  • 6,968 SqFt
  • 142 Days on Market
Listed by Weidong Li of WINN Real Estate & Consulting
MLS#: 73500890

$2,695,000

Winchester, MA

18 Middlesex Street

  • 4 Beds
  • 5 Baths
  • 0.25 Acres
  • 5,233 SqFt
  • 112 Days on Market
Listed by Tina Natale of Luxury Living Real Estate
MLS#: 73518621

Winchester, Massachusetts offers a well-established real estate market with a mix of single-family homes, townhouses, and condominium residences across distinct neighborhoods. Located just north of Boston, Winchester provides convenient access to I-93, Route 128, and MBTA Commuter Rail service, supporting regional commuting. The town features a walkable center with local shops, dining, and everyday services, along with access to parks and conservation areas. Winchester real estate attracts buyers seeking long-term residential stability, strong infrastructure, and close proximity to Boston and Cambridge.

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