Homes For Sale Winchester MA

68Results

View all single family homes for sale in Winchester MA. Contact Better Homes and Gardens Real Estate The Shanahan Group with any questions or to schedule a private showing. Sign up to save your favorite properties and be notified when similar listings become available.

Newest
Open House
94 Johnson Road Winchester MA 01890

$1,799,000

Winchester, MA

94 Johnson Road

NEXT OPEN HOUSE:

Thu 5/28 5:30 PM to 6:30 PM

  • 4 Beds
  • 3 Baths
  • 0.82 Acres
  • 3,366 SqFt
  • 0 Days on Market
MLS#: 73525571
New Listing

$2,799,000

Winchester, MA

53 Winford Way

  • 5 Beds
  • 4 Baths
  • 0.49 Acres
  • 5,083 SqFt
  • 1 Day on Market
MLS#: 73525195
Open House

$3,099,000

Winchester, MA

4 Lawrence Street

NEXT OPEN HOUSE:

Sat 5/30 1:00 PM to 2:30 PM

  • 6 Beds
  • 8 Baths
  • 0.41 Acres
  • 7,168 SqFt
  • 2 Days on Market
MLS#: 73524328
Open House

$1,899,000

Winchester, MA

105 Thornberry Road

NEXT OPEN HOUSE:

Fri 5/29 12:00 PM to 1:00 PM

  • 5 Beds
  • 3 Baths
  • 0.47 Acres
  • 3,278 SqFt
  • 2 Days on Market
MLS#: 73523785
Open House

$1,925,000

Winchester, MA

8 Hawthorne

NEXT OPEN HOUSE:

Fri 5/29 5:00 PM to 6:30 PM

  • 5 Beds
  • 4 Baths
  • 0.45 Acres
  • 3,315 SqFt
  • 6 Days on Market
MLS#: 73522773
New Listing

$799,000

Winchester, MA

55 Brookside Avenue

  • 3 Beds
  • 1 Bath
  • 0.15 Acres
  • 1,245 SqFt
  • 10 Days on Market
MLS#: 73517006
Open House

$3,600,000

Winchester, MA

2 Atherton Road

NEXT OPEN HOUSE:

Sat 5/30 12:30 PM to 1:45 PM

  • 6 Beds
  • 7 Baths
  • 0.3 Acres
  • 7,400 SqFt
  • 14 Days on Market
MLS#: 73519229
New Listing

$1,225,000

Winchester, MA

53 Lake Street

  • 3 Beds
  • 3 Baths
  • 0.15 Acres
  • 2,235 SqFt
  • 14 Days on Market
MLS#: 73519082
Open House

$2,795,000

Winchester, MA

18 Middlesex Street

NEXT OPEN HOUSE:

Sat 5/30 1:00 PM to 2:30 PM

  • 4 Beds
  • 5 Baths
  • 0.25 Acres
  • 4,319 SqFt
  • 14 Days on Market
MLS#: 73518621
Active Under Contract

$2,599,000

Winchester, MA

10 Viking Road

  • 4 Beds
  • 4 Baths
  • 0.46 Acres
  • 5,674 SqFt
  • 14 Days on Market
MLS#: 73518600
Open House

$2,750,000

Winchester, MA

47 Yale Street

NEXT OPEN HOUSE:

Sun 5/31 2:00 PM to 3:30 PM

  • 6 Beds
  • 5 Baths
  • 0.22 Acres
  • 4,540 SqFt
  • 16 Days on Market
MLS#: 73516849
Open House

$1,300,000

Winchester, MA

465 Washington Street

NEXT OPEN HOUSE:

Sat 5/30 1:00 PM to 2:30 PM

  • 4 Beds
  • 3 Baths
  • 2,666 SqFt
  • 16 Days on Market
MLS#: 73516539

Search Homes For Sale in Winchester MA

Single-family homes in Winchester combine timeless architecture with modern updates, offering a range of styles from classic Colonials to contemporary new builds. Many homes are set on established streets near schools, parks, and the commuter rail. Buyers will find features like updated kitchens, home offices, and landscaped yards designed for everyday living. Winchester’s proximity to Boston makes it a desirable location for those seeking suburban convenience. Learn more about Winchester.

You may also be interested in browsing all available single-family homes for sale north of Boston.

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