Homes for Sale with Finished Basements in Winchester, MA

17Results

Browse current listings in Winchester, MA featuring finished basements that add versatility and valuable extra space to a home’s layout. These properties often include thoughtfully designed lower-level areas ideal for work, recreation, storage, or expanded living options. Winchester’s vibrant town center, local amenities, and convenient access to major routes make it an appealing place for those seeking a well-connected community. Contact Better Homes and Gardens Real Estate The Shanahan Group for more information or a private showing, and sign up to receive new listing alerts and market updates.

Newest
New Listing
18 Middlesex Street Winchester MA 01890

$2,650,000

Winchester, MA

18 Middlesex Street

  • 4 Beds
  • 5 Baths
  • 0.25 Acres
  • 5,233 SqFt
  • 6 Days on Market
MLS#: 73593868
New Listing

$3,799,000

Winchester, MA

15 Foxcroft Road

  • 8 Beds
  • 6 Baths
  • 0.32 Acres
  • 7,081 SqFt
  • 7 Days on Market
MLS#: 73593484
New Listing

$2,950,000

Winchester, MA

18 Surrey Road

  • 6 Beds
  • 4 Baths
  • 0.48 Acres
  • 4,752 SqFt
  • 9 Days on Market
MLS#: 73592433
New Listing

$18,000,000

Winchester, MA

15 Vinson Circle

  • 6 Beds
  • 7 Baths
  • 0.98 Acres
  • 10,000 SqFt
  • 27 Days on Market
MLS#: 73585235

$3,200,000

Winchester, MA

30 Willowdale Road

  • 8 Beds
  • 7 Baths
  • 0.23 Acres
  • 5,750 SqFt
  • 43 Days on Market
MLS#: 73577116

$4,299,000

Winchester, MA

4 Dartmouth

  • 5 Beds
  • 6 Baths
  • 0.67 Acres
  • 6,526 SqFt
  • 48 Days on Market
MLS#: 73574948

$3,149,000

Winchester, MA

37 Mayflower Road

  • 7 Beds
  • 8 Baths
  • 0.46 Acres
  • 8,540 SqFt
  • 49 Days on Market
MLS#: 73573670

$2,199,000

Winchester, MA

19 Hancock Street

  • 4 Beds
  • 4 Baths
  • 0.17 Acres
  • 3,570 SqFt
  • 50 Days on Market
MLS#: 73572955

$1,050,000

Winchester, MA

257 Cross Street

  • 5 Beds
  • 3 Baths
  • 0.24 Acres
  • 2,801 SqFt
  • 55 Days on Market
MLS#: 73571418
Open House

$2,399,000

Winchester, MA

54 Squire Road

NEXT OPEN HOUSE:

Wed 10/28 4:30 PM to 6:30 PM

  • 4 Beds
  • 5 Baths
  • 0.59 Acres
  • 4,450 SqFt
  • 78 Days on Market
MLS#: 73555666

$919,999

Winchester, MA

96 Loring Avenue

  • 4 Beds
  • 2 Baths
  • 0.17 Acres
  • 2,326 SqFt
  • 78 Days on Market
MLS#: 73561829

$3,450,000

Winchester, MA

7 Hutchinson Road

  • 6 Beds
  • 5 Baths
  • 0.41 Acres
  • 5,735 SqFt
  • 78 Days on Market
MLS#: 73561703

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