Recently Viewed Properties
56 Results

Winchester Highlands Real Estate & Homes For Sale

Add

Oops! We need you to add a location.
more
Selecting these elements will cause content on the page to be updated. Near by
NEARBY
    Selecting these elements will cause content on the page to be updated. History
    HISTORY
      Save this Search
      Filters
      Selection will refresh the page with new results. properties
      —
      You’ll get email updates when new properties matching this criteria go on the market. You can also run these searches quickly under “Properties & Searches” at the top of every page.
      Selection will refresh the page with new results.
      Selection will refresh the page with new results. properties
      Property Type
      PRICE
      to
      BEDROOMS
      BATHROOMS
      STATUS (only include)
      Lot Sizeto
      FEATURES

      Add

      Max keywords reached
      Save this Search
      Hide Map
      Order By

      Due to MLS rules, you are able to view 56 of 80 matching properties without signing in. To view all properties please . Not Registered? Sign Up

      Save this Search

      56 Results
      Order By

      Use previous and next buttons to navigate

      465 Washington St, Winchester, MA 01890 - Photo 1 465 Washington St, Winchester, MA 01890 - Photo 2 465 Washington St, Winchester, MA 01890 - Photo 3 465 Washington St, Winchester, MA 01890 - Photo 4 465 Washington St, Winchester, MA 01890 - Photo 5 465 Washington St, Winchester, MA 01890 - Photo 6 465 Washington St, Winchester, MA 01890 - Photo 7 465 Washington St, Winchester, MA 01890 - Photo 8 465 Washington St, Winchester, MA 01890 - Photo 9 465 Washington St, Winchester, MA 01890 - Photo 10 465 Washington St, Winchester, MA 01890 - Photo 11 465 Washington St, Winchester, MA 01890 - Photo 12 465 Washington St, Winchester, MA 01890 - Photo 13 465 Washington St, Winchester, MA 01890 - Photo 14 465 Washington St, Winchester, MA 01890 - Photo 15 465 Washington St, Winchester, MA 01890 - Photo 16 465 Washington St, Winchester, MA 01890 - Photo 17 465 Washington St, Winchester, MA 01890 - Photo 18 465 Washington St, Winchester, MA 01890 - Photo 19 465 Washington St, Winchester, MA 01890 - Photo 20 465 Washington St, Winchester, MA 01890 - Photo 21 465 Washington St, Winchester, MA 01890 - Photo 22 465 Washington St, Winchester, MA 01890 - Photo 23 465 Washington St, Winchester, MA 01890 - Photo 24 465 Washington St, Winchester, MA 01890 - Photo 25 465 Washington St, Winchester, MA 01890 - Photo 26 465 Washington St, Winchester, MA 01890 - Photo 27 465 Washington St, Winchester, MA 01890 - Photo 28

      1/28

      465 Washington St  Winchester, MA 01890

      $1,300,000
      • Single Family
      • Active
      • MLS # 73574928
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,666
        Sq. Ft.

      Use previous and next buttons to navigate

      258 Cross St, Winchester, MA 01890 - Photo 1 258 Cross St, Winchester, MA 01890 - Photo 2 258 Cross St, Winchester, MA 01890 - Photo 3 258 Cross St, Winchester, MA 01890 - Photo 4 258 Cross St, Winchester, MA 01890 - Photo 5 258 Cross St, Winchester, MA 01890 - Photo 6 258 Cross St, Winchester, MA 01890 - Photo 7 258 Cross St, Winchester, MA 01890 - Photo 8 258 Cross St, Winchester, MA 01890 - Photo 9 258 Cross St, Winchester, MA 01890 - Photo 10 258 Cross St, Winchester, MA 01890 - Photo 11 258 Cross St, Winchester, MA 01890 - Photo 12 258 Cross St, Winchester, MA 01890 - Photo 13 258 Cross St, Winchester, MA 01890 - Photo 14 258 Cross St, Winchester, MA 01890 - Photo 15 258 Cross St, Winchester, MA 01890 - Photo 16 258 Cross St, Winchester, MA 01890 - Photo 17 258 Cross St, Winchester, MA 01890 - Photo 18 258 Cross St, Winchester, MA 01890 - Photo 19 258 Cross St, Winchester, MA 01890 - Photo 20 258 Cross St, Winchester, MA 01890 - Photo 21 258 Cross St, Winchester, MA 01890 - Photo 22 258 Cross St, Winchester, MA 01890 - Photo 23 258 Cross St, Winchester, MA 01890 - Photo 24 258 Cross St, Winchester, MA 01890 - Photo 25 258 Cross St, Winchester, MA 01890 - Photo 26 258 Cross St, Winchester, MA 01890 - Photo 27 258 Cross St, Winchester, MA 01890 - Photo 28 258 Cross St, Winchester, MA 01890 - Photo 29 258 Cross St, Winchester, MA 01890 - Photo 30 258 Cross St, Winchester, MA 01890 - Photo 31 258 Cross St, Winchester, MA 01890 - Photo 32 258 Cross St, Winchester, MA 01890 - Photo 33 258 Cross St, Winchester, MA 01890 - Photo 34

      1/34

      258 Cross St  Winchester, MA 01890

      $974,900
      • Single Family
      • Active
      • MLS # 73575764
      • Updated 1 day ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,719
        Sq. Ft.

      Use previous and next buttons to navigate

      189 Washington St, Winchester, MA 01890 - Photo 1 189 Washington St, Winchester, MA 01890 - Photo 2 189 Washington St, Winchester, MA 01890 - Photo 3 189 Washington St, Winchester, MA 01890 - Photo 4 189 Washington St, Winchester, MA 01890 - Photo 5 189 Washington St, Winchester, MA 01890 - Photo 6 189 Washington St, Winchester, MA 01890 - Photo 7 189 Washington St, Winchester, MA 01890 - Photo 8 189 Washington St, Winchester, MA 01890 - Photo 9 189 Washington St, Winchester, MA 01890 - Photo 10 189 Washington St, Winchester, MA 01890 - Photo 11 189 Washington St, Winchester, MA 01890 - Photo 12 189 Washington St, Winchester, MA 01890 - Photo 13 189 Washington St, Winchester, MA 01890 - Photo 14 189 Washington St, Winchester, MA 01890 - Photo 15 189 Washington St, Winchester, MA 01890 - Photo 16 189 Washington St, Winchester, MA 01890 - Photo 17 189 Washington St, Winchester, MA 01890 - Photo 18 189 Washington St, Winchester, MA 01890 - Photo 19 189 Washington St, Winchester, MA 01890 - Photo 20 189 Washington St, Winchester, MA 01890 - Photo 21 189 Washington St, Winchester, MA 01890 - Photo 22 189 Washington St, Winchester, MA 01890 - Photo 23 189 Washington St, Winchester, MA 01890 - Photo 24 189 Washington St, Winchester, MA 01890 - Photo 25 189 Washington St, Winchester, MA 01890 - Photo 26 189 Washington St, Winchester, MA 01890 - Photo 27 189 Washington St, Winchester, MA 01890 - Photo 28 189 Washington St, Winchester, MA 01890 - Photo 29 189 Washington St, Winchester, MA 01890 - Photo 30 189 Washington St, Winchester, MA 01890 - Photo 31 189 Washington St, Winchester, MA 01890 - Photo 32 189 Washington St, Winchester, MA 01890 - Photo 33 189 Washington St, Winchester, MA 01890 - Photo 34 189 Washington St, Winchester, MA 01890 - Photo 35 189 Washington St, Winchester, MA 01890 - Photo 36 189 Washington St, Winchester, MA 01890 - Photo 37 189 Washington St, Winchester, MA 01890 - Photo 38

      1/38

      Open House
      Sat10/171:30-3

      189 Washington St  #2  Winchester, MA 01890

      $765,000
      • Townhouse
      • Active
      • MLS # 73575116
      • Updated 3 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,643
        Sq. Ft.

      Use previous and next buttons to navigate

      117 Highland, Winchester, MA 01890 - Photo 1 117 Highland, Winchester, MA 01890 - Photo 2 117 Highland, Winchester, MA 01890 - Photo 3 117 Highland, Winchester, MA 01890 - Photo 4 117 Highland, Winchester, MA 01890 - Photo 5 117 Highland, Winchester, MA 01890 - Photo 6 117 Highland, Winchester, MA 01890 - Photo 7 117 Highland, Winchester, MA 01890 - Photo 8 117 Highland, Winchester, MA 01890 - Photo 9 117 Highland, Winchester, MA 01890 - Photo 10 117 Highland, Winchester, MA 01890 - Photo 11 117 Highland, Winchester, MA 01890 - Photo 12 117 Highland, Winchester, MA 01890 - Photo 13 117 Highland, Winchester, MA 01890 - Photo 14 117 Highland, Winchester, MA 01890 - Photo 15 117 Highland, Winchester, MA 01890 - Photo 16 117 Highland, Winchester, MA 01890 - Photo 17 117 Highland, Winchester, MA 01890 - Photo 18 117 Highland, Winchester, MA 01890 - Photo 19 117 Highland, Winchester, MA 01890 - Photo 20 117 Highland, Winchester, MA 01890 - Photo 21 117 Highland, Winchester, MA 01890 - Photo 22 117 Highland, Winchester, MA 01890 - Photo 23 117 Highland, Winchester, MA 01890 - Photo 24 117 Highland, Winchester, MA 01890 - Photo 25 117 Highland, Winchester, MA 01890 - Photo 26 117 Highland, Winchester, MA 01890 - Photo 27 117 Highland, Winchester, MA 01890 - Photo 28 117 Highland, Winchester, MA 01890 - Photo 29 117 Highland, Winchester, MA 01890 - Photo 30 117 Highland, Winchester, MA 01890 - Photo 31 117 Highland, Winchester, MA 01890 - Photo 32 117 Highland, Winchester, MA 01890 - Photo 33 117 Highland, Winchester, MA 01890 - Photo 34 117 Highland, Winchester, MA 01890 - Photo 35 117 Highland, Winchester, MA 01890 - Photo 36 117 Highland, Winchester, MA 01890 - Photo 37 117 Highland, Winchester, MA 01890 - Photo 38 117 Highland, Winchester, MA 01890 - Photo 39 117 Highland, Winchester, MA 01890 - Photo 40 117 Highland, Winchester, MA 01890 - Photo 41 117 Highland, Winchester, MA 01890 - Photo 42

      1/42

      Open House
      Sat10/171-2

      117 Highland  Winchester, MA 01890

      $1,650,000
      • Single Family
      • Active
      • MLS # 73573887
      • Updated 11 days ago
      • 5
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,722
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      17 Churchill Rd, Winchester, MA 01890 - Photo 1 17 Churchill Rd, Winchester, MA 01890 - Photo 2 17 Churchill Rd, Winchester, MA 01890 - Photo 3 17 Churchill Rd, Winchester, MA 01890 - Photo 4 17 Churchill Rd, Winchester, MA 01890 - Photo 5 17 Churchill Rd, Winchester, MA 01890 - Photo 6 17 Churchill Rd, Winchester, MA 01890 - Photo 7 17 Churchill Rd, Winchester, MA 01890 - Photo 8 17 Churchill Rd, Winchester, MA 01890 - Photo 9 17 Churchill Rd, Winchester, MA 01890 - Photo 10 17 Churchill Rd, Winchester, MA 01890 - Photo 11 17 Churchill Rd, Winchester, MA 01890 - Photo 12 17 Churchill Rd, Winchester, MA 01890 - Photo 13 17 Churchill Rd, Winchester, MA 01890 - Photo 14 17 Churchill Rd, Winchester, MA 01890 - Photo 15 17 Churchill Rd, Winchester, MA 01890 - Photo 16 17 Churchill Rd, Winchester, MA 01890 - Photo 17 17 Churchill Rd, Winchester, MA 01890 - Photo 18 17 Churchill Rd, Winchester, MA 01890 - Photo 19 17 Churchill Rd, Winchester, MA 01890 - Photo 20 17 Churchill Rd, Winchester, MA 01890 - Photo 21 17 Churchill Rd, Winchester, MA 01890 - Photo 22 17 Churchill Rd, Winchester, MA 01890 - Photo 23 17 Churchill Rd, Winchester, MA 01890 - Photo 24 17 Churchill Rd, Winchester, MA 01890 - Photo 25 17 Churchill Rd, Winchester, MA 01890 - Photo 26 17 Churchill Rd, Winchester, MA 01890 - Photo 27 17 Churchill Rd, Winchester, MA 01890 - Photo 28 17 Churchill Rd, Winchester, MA 01890 - Photo 29 17 Churchill Rd, Winchester, MA 01890 - Photo 30 17 Churchill Rd, Winchester, MA 01890 - Photo 31 17 Churchill Rd, Winchester, MA 01890 - Photo 32 17 Churchill Rd, Winchester, MA 01890 - Photo 33 17 Churchill Rd, Winchester, MA 01890 - Photo 34 17 Churchill Rd, Winchester, MA 01890 - Photo 35 17 Churchill Rd, Winchester, MA 01890 - Photo 36 17 Churchill Rd, Winchester, MA 01890 - Photo 37

      1/37

      Open House
      Sun10/1811:30-1

      17 Churchill Rd  Winchester, MA 01890

      $1,749,000
      • Single Family
      • Active
      • MLS # 73572890
      • 5
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,508
        Sq. Ft.
      • 2
        Car Garage
      Listed by Domingo Medina (617) 610-0050

      Use previous and next buttons to navigate

      37 Mayflower Rd, Winchester, MA 01890 - Photo 1 37 Mayflower Rd, Winchester, MA 01890 - Photo 2 37 Mayflower Rd, Winchester, MA 01890 - Photo 3 37 Mayflower Rd, Winchester, MA 01890 - Photo 4 37 Mayflower Rd, Winchester, MA 01890 - Photo 5 37 Mayflower Rd, Winchester, MA 01890 - Photo 6 37 Mayflower Rd, Winchester, MA 01890 - Photo 7 37 Mayflower Rd, Winchester, MA 01890 - Photo 8 37 Mayflower Rd, Winchester, MA 01890 - Photo 9 37 Mayflower Rd, Winchester, MA 01890 - Photo 10 37 Mayflower Rd, Winchester, MA 01890 - Photo 11 37 Mayflower Rd, Winchester, MA 01890 - Photo 12 37 Mayflower Rd, Winchester, MA 01890 - Photo 13 37 Mayflower Rd, Winchester, MA 01890 - Photo 14 37 Mayflower Rd, Winchester, MA 01890 - Photo 15 37 Mayflower Rd, Winchester, MA 01890 - Photo 16 37 Mayflower Rd, Winchester, MA 01890 - Photo 17 37 Mayflower Rd, Winchester, MA 01890 - Photo 18 37 Mayflower Rd, Winchester, MA 01890 - Photo 19 37 Mayflower Rd, Winchester, MA 01890 - Photo 20 37 Mayflower Rd, Winchester, MA 01890 - Photo 21 37 Mayflower Rd, Winchester, MA 01890 - Photo 22 37 Mayflower Rd, Winchester, MA 01890 - Photo 23 37 Mayflower Rd, Winchester, MA 01890 - Photo 24 37 Mayflower Rd, Winchester, MA 01890 - Photo 25 37 Mayflower Rd, Winchester, MA 01890 - Photo 26 37 Mayflower Rd, Winchester, MA 01890 - Photo 27 37 Mayflower Rd, Winchester, MA 01890 - Photo 28 37 Mayflower Rd, Winchester, MA 01890 - Photo 29 37 Mayflower Rd, Winchester, MA 01890 - Photo 30 37 Mayflower Rd, Winchester, MA 01890 - Photo 31 37 Mayflower Rd, Winchester, MA 01890 - Photo 32 37 Mayflower Rd, Winchester, MA 01890 - Photo 33 37 Mayflower Rd, Winchester, MA 01890 - Photo 34 37 Mayflower Rd, Winchester, MA 01890 - Photo 35 37 Mayflower Rd, Winchester, MA 01890 - Photo 36 37 Mayflower Rd, Winchester, MA 01890 - Photo 37 37 Mayflower Rd, Winchester, MA 01890 - Photo 38 37 Mayflower Rd, Winchester, MA 01890 - Photo 39 37 Mayflower Rd, Winchester, MA 01890 - Photo 40 37 Mayflower Rd, Winchester, MA 01890 - Photo 41 37 Mayflower Rd, Winchester, MA 01890 - Photo 42

      1/42

      Open House
      Sun10/1811-12

      37 Mayflower Rd  Winchester, MA 01890

      $3,149,000
      • Single Family
      • Active
      • MLS # 73573670
      • 7
        Beds
      • 7
        Full Baths
      • 1
        Partial Bath
      • 8
        Total Baths
      • 8,540
        Sq. Ft.
      • 3
        Car Garage

      Use previous and next buttons to navigate

      19 Hancock St, Winchester, MA 01890 - Photo 1 19 Hancock St, Winchester, MA 01890 - Photo 2 19 Hancock St, Winchester, MA 01890 - Photo 3 19 Hancock St, Winchester, MA 01890 - Photo 4 19 Hancock St, Winchester, MA 01890 - Photo 5 19 Hancock St, Winchester, MA 01890 - Photo 6 19 Hancock St, Winchester, MA 01890 - Photo 7 19 Hancock St, Winchester, MA 01890 - Photo 8 19 Hancock St, Winchester, MA 01890 - Photo 9 19 Hancock St, Winchester, MA 01890 - Photo 10 19 Hancock St, Winchester, MA 01890 - Photo 11 19 Hancock St, Winchester, MA 01890 - Photo 12 19 Hancock St, Winchester, MA 01890 - Photo 13 19 Hancock St, Winchester, MA 01890 - Photo 14 19 Hancock St, Winchester, MA 01890 - Photo 15 19 Hancock St, Winchester, MA 01890 - Photo 16 19 Hancock St, Winchester, MA 01890 - Photo 17 19 Hancock St, Winchester, MA 01890 - Photo 18 19 Hancock St, Winchester, MA 01890 - Photo 19 19 Hancock St, Winchester, MA 01890 - Photo 20 19 Hancock St, Winchester, MA 01890 - Photo 21 19 Hancock St, Winchester, MA 01890 - Photo 22 19 Hancock St, Winchester, MA 01890 - Photo 23 19 Hancock St, Winchester, MA 01890 - Photo 24 19 Hancock St, Winchester, MA 01890 - Photo 25 19 Hancock St, Winchester, MA 01890 - Photo 26 19 Hancock St, Winchester, MA 01890 - Photo 27 19 Hancock St, Winchester, MA 01890 - Photo 28 19 Hancock St, Winchester, MA 01890 - Photo 29 19 Hancock St, Winchester, MA 01890 - Photo 30 19 Hancock St, Winchester, MA 01890 - Photo 31 19 Hancock St, Winchester, MA 01890 - Photo 32 19 Hancock St, Winchester, MA 01890 - Photo 33 19 Hancock St, Winchester, MA 01890 - Photo 34 19 Hancock St, Winchester, MA 01890 - Photo 35 19 Hancock St, Winchester, MA 01890 - Photo 36 19 Hancock St, Winchester, MA 01890 - Photo 37 19 Hancock St, Winchester, MA 01890 - Photo 38 19 Hancock St, Winchester, MA 01890 - Photo 39 19 Hancock St, Winchester, MA 01890 - Photo 40

      1/40

      Open House
      Sun10/1811:30-1

      19 Hancock St  Winchester, MA 01890

      $2,199,000
      • Single Family
      • Active
      • MLS # 73572955
      • 4
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,570
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      4 Churchill Rd, Winchester, MA 01890 - Photo 1 4 Churchill Rd, Winchester, MA 01890 - Photo 2 4 Churchill Rd, Winchester, MA 01890 - Photo 3 4 Churchill Rd, Winchester, MA 01890 - Photo 4 4 Churchill Rd, Winchester, MA 01890 - Photo 5 4 Churchill Rd, Winchester, MA 01890 - Photo 6 4 Churchill Rd, Winchester, MA 01890 - Photo 7 4 Churchill Rd, Winchester, MA 01890 - Photo 8 4 Churchill Rd, Winchester, MA 01890 - Photo 9 4 Churchill Rd, Winchester, MA 01890 - Photo 10 4 Churchill Rd, Winchester, MA 01890 - Photo 11 4 Churchill Rd, Winchester, MA 01890 - Photo 12 4 Churchill Rd, Winchester, MA 01890 - Photo 13 4 Churchill Rd, Winchester, MA 01890 - Photo 14 4 Churchill Rd, Winchester, MA 01890 - Photo 15 4 Churchill Rd, Winchester, MA 01890 - Photo 16 4 Churchill Rd, Winchester, MA 01890 - Photo 17 4 Churchill Rd, Winchester, MA 01890 - Photo 18 4 Churchill Rd, Winchester, MA 01890 - Photo 19 4 Churchill Rd, Winchester, MA 01890 - Photo 20 4 Churchill Rd, Winchester, MA 01890 - Photo 21 4 Churchill Rd, Winchester, MA 01890 - Photo 22 4 Churchill Rd, Winchester, MA 01890 - Photo 23 4 Churchill Rd, Winchester, MA 01890 - Photo 24 4 Churchill Rd, Winchester, MA 01890 - Photo 25 4 Churchill Rd, Winchester, MA 01890 - Photo 26 4 Churchill Rd, Winchester, MA 01890 - Photo 27 4 Churchill Rd, Winchester, MA 01890 - Photo 28 4 Churchill Rd, Winchester, MA 01890 - Photo 29 4 Churchill Rd, Winchester, MA 01890 - Photo 30 4 Churchill Rd, Winchester, MA 01890 - Photo 31 4 Churchill Rd, Winchester, MA 01890 - Photo 32 4 Churchill Rd, Winchester, MA 01890 - Photo 33 4 Churchill Rd, Winchester, MA 01890 - Photo 34 4 Churchill Rd, Winchester, MA 01890 - Photo 35 4 Churchill Rd, Winchester, MA 01890 - Photo 36 4 Churchill Rd, Winchester, MA 01890 - Photo 37 4 Churchill Rd, Winchester, MA 01890 - Photo 38 4 Churchill Rd, Winchester, MA 01890 - Photo 39 4 Churchill Rd, Winchester, MA 01890 - Photo 40 4 Churchill Rd, Winchester, MA 01890 - Photo 41 4 Churchill Rd, Winchester, MA 01890 - Photo 42
      Price Reduced

      1/42

      Open House
      Sat10/1712:30-1:30

      4 Churchill Rd  Winchester, MA 01890

      $1,599,000
      -$50,000 (-3.03%)
      • Single Family
      • Active
      • MLS # 73572661
      • Updated 4 hours ago
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,421
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      24 Richardson St, Winchester, MA 01890 - Photo 1 24 Richardson St, Winchester, MA 01890 - Photo 2 24 Richardson St, Winchester, MA 01890 - Photo 3 24 Richardson St, Winchester, MA 01890 - Photo 4 24 Richardson St, Winchester, MA 01890 - Photo 5 24 Richardson St, Winchester, MA 01890 - Photo 6 24 Richardson St, Winchester, MA 01890 - Photo 7 24 Richardson St, Winchester, MA 01890 - Photo 8 24 Richardson St, Winchester, MA 01890 - Photo 9 24 Richardson St, Winchester, MA 01890 - Photo 10 24 Richardson St, Winchester, MA 01890 - Photo 11 24 Richardson St, Winchester, MA 01890 - Photo 12 24 Richardson St, Winchester, MA 01890 - Photo 13 24 Richardson St, Winchester, MA 01890 - Photo 14 24 Richardson St, Winchester, MA 01890 - Photo 15 24 Richardson St, Winchester, MA 01890 - Photo 16 24 Richardson St, Winchester, MA 01890 - Photo 17 24 Richardson St, Winchester, MA 01890 - Photo 18 24 Richardson St, Winchester, MA 01890 - Photo 19 24 Richardson St, Winchester, MA 01890 - Photo 20 24 Richardson St, Winchester, MA 01890 - Photo 21 24 Richardson St, Winchester, MA 01890 - Photo 22 24 Richardson St, Winchester, MA 01890 - Photo 23 24 Richardson St, Winchester, MA 01890 - Photo 24 24 Richardson St, Winchester, MA 01890 - Photo 25 24 Richardson St, Winchester, MA 01890 - Photo 26 24 Richardson St, Winchester, MA 01890 - Photo 27 24 Richardson St, Winchester, MA 01890 - Photo 28 24 Richardson St, Winchester, MA 01890 - Photo 29 24 Richardson St, Winchester, MA 01890 - Photo 30 24 Richardson St, Winchester, MA 01890 - Photo 31 24 Richardson St, Winchester, MA 01890 - Photo 32 24 Richardson St, Winchester, MA 01890 - Photo 33 24 Richardson St, Winchester, MA 01890 - Photo 34 24 Richardson St, Winchester, MA 01890 - Photo 35 24 Richardson St, Winchester, MA 01890 - Photo 36 24 Richardson St, Winchester, MA 01890 - Photo 37 24 Richardson St, Winchester, MA 01890 - Photo 38 24 Richardson St, Winchester, MA 01890 - Photo 39 24 Richardson St, Winchester, MA 01890 - Photo 40

      1/40

      Open House
      Sat10/172-3

      24 Richardson St  Winchester, MA 01890

      $1,069,000
      • Single Family
      • Active
      • MLS # 73571480
      • Updated 13 days ago
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,411
        Sq. Ft.

      Use previous and next buttons to navigate

      257 Cross St, Winchester, MA 01890 - Photo 1 257 Cross St, Winchester, MA 01890 - Photo 2 257 Cross St, Winchester, MA 01890 - Photo 3 257 Cross St, Winchester, MA 01890 - Photo 4 257 Cross St, Winchester, MA 01890 - Photo 5 257 Cross St, Winchester, MA 01890 - Photo 6 257 Cross St, Winchester, MA 01890 - Photo 7 257 Cross St, Winchester, MA 01890 - Photo 8 257 Cross St, Winchester, MA 01890 - Photo 9 257 Cross St, Winchester, MA 01890 - Photo 10 257 Cross St, Winchester, MA 01890 - Photo 11 257 Cross St, Winchester, MA 01890 - Photo 12 257 Cross St, Winchester, MA 01890 - Photo 13 257 Cross St, Winchester, MA 01890 - Photo 14 257 Cross St, Winchester, MA 01890 - Photo 15 257 Cross St, Winchester, MA 01890 - Photo 16 257 Cross St, Winchester, MA 01890 - Photo 17 257 Cross St, Winchester, MA 01890 - Photo 18 257 Cross St, Winchester, MA 01890 - Photo 19 257 Cross St, Winchester, MA 01890 - Photo 20 257 Cross St, Winchester, MA 01890 - Photo 21 257 Cross St, Winchester, MA 01890 - Photo 22 257 Cross St, Winchester, MA 01890 - Photo 23 257 Cross St, Winchester, MA 01890 - Photo 24 257 Cross St, Winchester, MA 01890 - Photo 25 257 Cross St, Winchester, MA 01890 - Photo 26 257 Cross St, Winchester, MA 01890 - Photo 27 257 Cross St, Winchester, MA 01890 - Photo 28 257 Cross St, Winchester, MA 01890 - Photo 29 257 Cross St, Winchester, MA 01890 - Photo 30 257 Cross St, Winchester, MA 01890 - Photo 31 257 Cross St, Winchester, MA 01890 - Photo 32 257 Cross St, Winchester, MA 01890 - Photo 33 257 Cross St, Winchester, MA 01890 - Photo 34 257 Cross St, Winchester, MA 01890 - Photo 35 257 Cross St, Winchester, MA 01890 - Photo 36 257 Cross St, Winchester, MA 01890 - Photo 37 257 Cross St, Winchester, MA 01890 - Photo 38 257 Cross St, Winchester, MA 01890 - Photo 39 257 Cross St, Winchester, MA 01890 - Photo 40

      1/40

      257 Cross St  Winchester, MA 01890

      $1,050,000
      • Single Family
      • Active
      • MLS # 73571418
      • Updated 13 days ago
      • 5
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,801
        Sq. Ft.

      Use previous and next buttons to navigate

      17 Russell Rd, Winchester, MA 01890 - Photo 1 17 Russell Rd, Winchester, MA 01890 - Photo 2 17 Russell Rd, Winchester, MA 01890 - Photo 3 17 Russell Rd, Winchester, MA 01890 - Photo 4 17 Russell Rd, Winchester, MA 01890 - Photo 5 17 Russell Rd, Winchester, MA 01890 - Photo 6 17 Russell Rd, Winchester, MA 01890 - Photo 7 17 Russell Rd, Winchester, MA 01890 - Photo 8 17 Russell Rd, Winchester, MA 01890 - Photo 9 17 Russell Rd, Winchester, MA 01890 - Photo 10 17 Russell Rd, Winchester, MA 01890 - Photo 11 17 Russell Rd, Winchester, MA 01890 - Photo 12 17 Russell Rd, Winchester, MA 01890 - Photo 13 17 Russell Rd, Winchester, MA 01890 - Photo 14 17 Russell Rd, Winchester, MA 01890 - Photo 15 17 Russell Rd, Winchester, MA 01890 - Photo 16 17 Russell Rd, Winchester, MA 01890 - Photo 17 17 Russell Rd, Winchester, MA 01890 - Photo 18 17 Russell Rd, Winchester, MA 01890 - Photo 19 17 Russell Rd, Winchester, MA 01890 - Photo 20 17 Russell Rd, Winchester, MA 01890 - Photo 21 17 Russell Rd, Winchester, MA 01890 - Photo 22 17 Russell Rd, Winchester, MA 01890 - Photo 23 17 Russell Rd, Winchester, MA 01890 - Photo 24 17 Russell Rd, Winchester, MA 01890 - Photo 25

      1/25

      17 Russell Rd  Winchester, MA 01890

      $1,098,000
      • Single Family
      • Active
      • MLS # 73566405
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,657
        Sq. Ft.

      Use previous and next buttons to navigate

      85 High St, Winchester, MA 01890 - Photo 1 85 High St, Winchester, MA 01890 - Photo 2 85 High St, Winchester, MA 01890 - Photo 3 85 High St, Winchester, MA 01890 - Photo 4 85 High St, Winchester, MA 01890 - Photo 5 85 High St, Winchester, MA 01890 - Photo 6 85 High St, Winchester, MA 01890 - Photo 7 85 High St, Winchester, MA 01890 - Photo 8 85 High St, Winchester, MA 01890 - Photo 9 85 High St, Winchester, MA 01890 - Photo 10 85 High St, Winchester, MA 01890 - Photo 11 85 High St, Winchester, MA 01890 - Photo 12 85 High St, Winchester, MA 01890 - Photo 13 85 High St, Winchester, MA 01890 - Photo 14 85 High St, Winchester, MA 01890 - Photo 15 85 High St, Winchester, MA 01890 - Photo 16 85 High St, Winchester, MA 01890 - Photo 17 85 High St, Winchester, MA 01890 - Photo 18 85 High St, Winchester, MA 01890 - Photo 19 85 High St, Winchester, MA 01890 - Photo 20 85 High St, Winchester, MA 01890 - Photo 21 85 High St, Winchester, MA 01890 - Photo 22 85 High St, Winchester, MA 01890 - Photo 23 85 High St, Winchester, MA 01890 - Photo 24 85 High St, Winchester, MA 01890 - Photo 25 85 High St, Winchester, MA 01890 - Photo 26 85 High St, Winchester, MA 01890 - Photo 27 85 High St, Winchester, MA 01890 - Photo 28 85 High St, Winchester, MA 01890 - Photo 29 85 High St, Winchester, MA 01890 - Photo 30 85 High St, Winchester, MA 01890 - Photo 31 85 High St, Winchester, MA 01890 - Photo 32 85 High St, Winchester, MA 01890 - Photo 33 85 High St, Winchester, MA 01890 - Photo 34 85 High St, Winchester, MA 01890 - Photo 35 85 High St, Winchester, MA 01890 - Photo 36 85 High St, Winchester, MA 01890 - Photo 37 85 High St, Winchester, MA 01890 - Photo 38

      1/38

      Open House
      Sun10/1811:30-1

      85 High St  Winchester, MA 01890

      $1,899,000
      • Single Family
      • Active
      • MLS # 73565817
      • Updated 12 days ago
      • 4
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 3,757
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      110 Thornberry Rd, Winchester, MA 01890 - Photo 1 110 Thornberry Rd, Winchester, MA 01890 - Photo 2 110 Thornberry Rd, Winchester, MA 01890 - Photo 3 110 Thornberry Rd, Winchester, MA 01890 - Photo 4 110 Thornberry Rd, Winchester, MA 01890 - Photo 5 110 Thornberry Rd, Winchester, MA 01890 - Photo 6 110 Thornberry Rd, Winchester, MA 01890 - Photo 7 110 Thornberry Rd, Winchester, MA 01890 - Photo 8 110 Thornberry Rd, Winchester, MA 01890 - Photo 9 110 Thornberry Rd, Winchester, MA 01890 - Photo 10 110 Thornberry Rd, Winchester, MA 01890 - Photo 11 110 Thornberry Rd, Winchester, MA 01890 - Photo 12 110 Thornberry Rd, Winchester, MA 01890 - Photo 13 110 Thornberry Rd, Winchester, MA 01890 - Photo 14 110 Thornberry Rd, Winchester, MA 01890 - Photo 15 110 Thornberry Rd, Winchester, MA 01890 - Photo 16 110 Thornberry Rd, Winchester, MA 01890 - Photo 17 110 Thornberry Rd, Winchester, MA 01890 - Photo 18 110 Thornberry Rd, Winchester, MA 01890 - Photo 19 110 Thornberry Rd, Winchester, MA 01890 - Photo 20 110 Thornberry Rd, Winchester, MA 01890 - Photo 21 110 Thornberry Rd, Winchester, MA 01890 - Photo 22 110 Thornberry Rd, Winchester, MA 01890 - Photo 23 110 Thornberry Rd, Winchester, MA 01890 - Photo 24 110 Thornberry Rd, Winchester, MA 01890 - Photo 25 110 Thornberry Rd, Winchester, MA 01890 - Photo 26 110 Thornberry Rd, Winchester, MA 01890 - Photo 27 110 Thornberry Rd, Winchester, MA 01890 - Photo 28 110 Thornberry Rd, Winchester, MA 01890 - Photo 29 110 Thornberry Rd, Winchester, MA 01890 - Photo 30

      1/30

      110 Thornberry Rd  Winchester, MA 01890

      $1,289,000
      • Single Family
      • Active
      • MLS # 73562273
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,459
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      54 Squire Rd, Winchester, MA 01890 - Photo 1 54 Squire Rd, Winchester, MA 01890 - Photo 2 54 Squire Rd, Winchester, MA 01890 - Photo 3 54 Squire Rd, Winchester, MA 01890 - Photo 4 54 Squire Rd, Winchester, MA 01890 - Photo 5 54 Squire Rd, Winchester, MA 01890 - Photo 6 54 Squire Rd, Winchester, MA 01890 - Photo 7 54 Squire Rd, Winchester, MA 01890 - Photo 8 54 Squire Rd, Winchester, MA 01890 - Photo 9 54 Squire Rd, Winchester, MA 01890 - Photo 10 54 Squire Rd, Winchester, MA 01890 - Photo 11 54 Squire Rd, Winchester, MA 01890 - Photo 12 54 Squire Rd, Winchester, MA 01890 - Photo 13 54 Squire Rd, Winchester, MA 01890 - Photo 14 54 Squire Rd, Winchester, MA 01890 - Photo 15 54 Squire Rd, Winchester, MA 01890 - Photo 16 54 Squire Rd, Winchester, MA 01890 - Photo 17 54 Squire Rd, Winchester, MA 01890 - Photo 18 54 Squire Rd, Winchester, MA 01890 - Photo 19 54 Squire Rd, Winchester, MA 01890 - Photo 20 54 Squire Rd, Winchester, MA 01890 - Photo 21 54 Squire Rd, Winchester, MA 01890 - Photo 22 54 Squire Rd, Winchester, MA 01890 - Photo 23 54 Squire Rd, Winchester, MA 01890 - Photo 24 54 Squire Rd, Winchester, MA 01890 - Photo 25 54 Squire Rd, Winchester, MA 01890 - Photo 26 54 Squire Rd, Winchester, MA 01890 - Photo 27 54 Squire Rd, Winchester, MA 01890 - Photo 28 54 Squire Rd, Winchester, MA 01890 - Photo 29 54 Squire Rd, Winchester, MA 01890 - Photo 30 54 Squire Rd, Winchester, MA 01890 - Photo 31 54 Squire Rd, Winchester, MA 01890 - Photo 32 54 Squire Rd, Winchester, MA 01890 - Photo 33 54 Squire Rd, Winchester, MA 01890 - Photo 34 54 Squire Rd, Winchester, MA 01890 - Photo 35 54 Squire Rd, Winchester, MA 01890 - Photo 36 54 Squire Rd, Winchester, MA 01890 - Photo 37 54 Squire Rd, Winchester, MA 01890 - Photo 38 54 Squire Rd, Winchester, MA 01890 - Photo 39 54 Squire Rd, Winchester, MA 01890 - Photo 40 54 Squire Rd, Winchester, MA 01890 - Photo 41

      1/41

      54 Squire Rd  Winchester, MA 01890

      $2,399,000
      • Single Family
      • Active
      • MLS # 73555666
      • Updated 11 days ago
      • 4
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 4,450
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      96 Loring Ave, Winchester, MA 01890 - Photo 1 96 Loring Ave, Winchester, MA 01890 - Photo 2 96 Loring Ave, Winchester, MA 01890 - Photo 3 96 Loring Ave, Winchester, MA 01890 - Photo 4 96 Loring Ave, Winchester, MA 01890 - Photo 5 96 Loring Ave, Winchester, MA 01890 - Photo 6 96 Loring Ave, Winchester, MA 01890 - Photo 7 96 Loring Ave, Winchester, MA 01890 - Photo 8 96 Loring Ave, Winchester, MA 01890 - Photo 9 96 Loring Ave, Winchester, MA 01890 - Photo 10 96 Loring Ave, Winchester, MA 01890 - Photo 11 96 Loring Ave, Winchester, MA 01890 - Photo 12 96 Loring Ave, Winchester, MA 01890 - Photo 13 96 Loring Ave, Winchester, MA 01890 - Photo 14 96 Loring Ave, Winchester, MA 01890 - Photo 15 96 Loring Ave, Winchester, MA 01890 - Photo 16 96 Loring Ave, Winchester, MA 01890 - Photo 17 96 Loring Ave, Winchester, MA 01890 - Photo 18 96 Loring Ave, Winchester, MA 01890 - Photo 19 96 Loring Ave, Winchester, MA 01890 - Photo 20 96 Loring Ave, Winchester, MA 01890 - Photo 21 96 Loring Ave, Winchester, MA 01890 - Photo 22 96 Loring Ave, Winchester, MA 01890 - Photo 23 96 Loring Ave, Winchester, MA 01890 - Photo 24 96 Loring Ave, Winchester, MA 01890 - Photo 25 96 Loring Ave, Winchester, MA 01890 - Photo 26 96 Loring Ave, Winchester, MA 01890 - Photo 27 96 Loring Ave, Winchester, MA 01890 - Photo 28 96 Loring Ave, Winchester, MA 01890 - Photo 29

      1/29

      96 Loring Ave  Winchester, MA 01890

      $919,999
      • Single Family
      • Active
      • MLS # 73561829
      • Updated 13 days ago
      • 4
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 2,326
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      7 Hutchinson Rd, Winchester, MA 01890 - Photo 1 7 Hutchinson Rd, Winchester, MA 01890 - Photo 2 7 Hutchinson Rd, Winchester, MA 01890 - Photo 3 7 Hutchinson Rd, Winchester, MA 01890 - Photo 4 7 Hutchinson Rd, Winchester, MA 01890 - Photo 5 7 Hutchinson Rd, Winchester, MA 01890 - Photo 6 7 Hutchinson Rd, Winchester, MA 01890 - Photo 7 7 Hutchinson Rd, Winchester, MA 01890 - Photo 8 7 Hutchinson Rd, Winchester, MA 01890 - Photo 9 7 Hutchinson Rd, Winchester, MA 01890 - Photo 10 7 Hutchinson Rd, Winchester, MA 01890 - Photo 11 7 Hutchinson Rd, Winchester, MA 01890 - Photo 12 7 Hutchinson Rd, Winchester, MA 01890 - Photo 13 7 Hutchinson Rd, Winchester, MA 01890 - Photo 14 7 Hutchinson Rd, Winchester, MA 01890 - Photo 15 7 Hutchinson Rd, Winchester, MA 01890 - Photo 16 7 Hutchinson Rd, Winchester, MA 01890 - Photo 17 7 Hutchinson Rd, Winchester, MA 01890 - Photo 18 7 Hutchinson Rd, Winchester, MA 01890 - Photo 19 7 Hutchinson Rd, Winchester, MA 01890 - Photo 20 7 Hutchinson Rd, Winchester, MA 01890 - Photo 21 7 Hutchinson Rd, Winchester, MA 01890 - Photo 22 7 Hutchinson Rd, Winchester, MA 01890 - Photo 23 7 Hutchinson Rd, Winchester, MA 01890 - Photo 24 7 Hutchinson Rd, Winchester, MA 01890 - Photo 25 7 Hutchinson Rd, Winchester, MA 01890 - Photo 26 7 Hutchinson Rd, Winchester, MA 01890 - Photo 27 7 Hutchinson Rd, Winchester, MA 01890 - Photo 28 7 Hutchinson Rd, Winchester, MA 01890 - Photo 29 7 Hutchinson Rd, Winchester, MA 01890 - Photo 30 7 Hutchinson Rd, Winchester, MA 01890 - Photo 31 7 Hutchinson Rd, Winchester, MA 01890 - Photo 32 7 Hutchinson Rd, Winchester, MA 01890 - Photo 33 7 Hutchinson Rd, Winchester, MA 01890 - Photo 34 7 Hutchinson Rd, Winchester, MA 01890 - Photo 35 7 Hutchinson Rd, Winchester, MA 01890 - Photo 36 7 Hutchinson Rd, Winchester, MA 01890 - Photo 37 7 Hutchinson Rd, Winchester, MA 01890 - Photo 38 7 Hutchinson Rd, Winchester, MA 01890 - Photo 39 7 Hutchinson Rd, Winchester, MA 01890 - Photo 40 7 Hutchinson Rd, Winchester, MA 01890 - Photo 41 7 Hutchinson Rd, Winchester, MA 01890 - Photo 42

      1/42

      Open House
      Sat10/171:30-2:30

      7 Hutchinson Rd  Winchester, MA 01890

      $3,450,000
      • Single Family
      • Active
      • MLS # 73561703
      • 6
        Beds
      • 4
        Full Baths
      • 1
        Partial Bath
      • 5
        Total Baths
      • 5,735
        Sq. Ft.
      • 3
        Car Garage

      Use previous and next buttons to navigate

      18 Ridge St, Winchester, MA 01890 - Photo 1 18 Ridge St, Winchester, MA 01890 - Photo 2 18 Ridge St, Winchester, MA 01890 - Photo 3 18 Ridge St, Winchester, MA 01890 - Photo 4

      1/4

      18 Ridge St  Winchester, MA 01890

      $3,200,000
      • Single Family
      • Active
      • MLS # 73561372
      • 5
        Beds
      • 5
        Full Baths
      • 1
        Partial Bath
      • 6
        Total Baths
      • 5,295
        Sq. Ft.
      • 2
        Car Garage

      Use previous and next buttons to navigate

      11 Viking Rd, Winchester, MA 01890 - Photo 1 11 Viking Rd, Winchester, MA 01890 - Photo 2 11 Viking Rd, Winchester, MA 01890 - Photo 3 11 Viking Rd, Winchester, MA 01890 - Photo 4 11 Viking Rd, Winchester, MA 01890 - Photo 5 11 Viking Rd, Winchester, MA 01890 - Photo 6 11 Viking Rd, Winchester, MA 01890 - Photo 7 11 Viking Rd, Winchester, MA 01890 - Photo 8 11 Viking Rd, Winchester, MA 01890 - Photo 9 11 Viking Rd, Winchester, MA 01890 - Photo 10 11 Viking Rd, Winchester, MA 01890 - Photo 11 11 Viking Rd, Winchester, MA 01890 - Photo 12 11 Viking Rd, Winchester, MA 01890 - Photo 13 11 Viking Rd, Winchester, MA 01890 - Photo 14 11 Viking Rd, Winchester, MA 01890 - Photo 15 11 Viking Rd, Winchester, MA 01890 - Photo 16 11 Viking Rd, Winchester, MA 01890 - Photo 17 11 Viking Rd, Winchester, MA 01890 - Photo 18 11 Viking Rd, Winchester, MA 01890 - Photo 19 11 Viking Rd, Winchester, MA 01890 - Photo 20 11 Viking Rd, Winchester, MA 01890 - Photo 21 11 Viking Rd, Winchester, MA 01890 - Photo 22 11 Viking Rd, Winchester, MA 01890 - Photo 23 11 Viking Rd, Winchester, MA 01890 - Photo 24 11 Viking Rd, Winchester, MA 01890 - Photo 25 11 Viking Rd, Winchester, MA 01890 - Photo 26 11 Viking Rd, Winchester, MA 01890 - Photo 27 11 Viking Rd, Winchester, MA 01890 - Photo 28 11 Viking Rd, Winchester, MA 01890 - Photo 29 11 Viking Rd, Winchester, MA 01890 - Photo 30 11 Viking Rd, Winchester, MA 01890 - Photo 31 11 Viking Rd, Winchester, MA 01890 - Photo 32 11 Viking Rd, Winchester, MA 01890 - Photo 33 11 Viking Rd, Winchester, MA 01890 - Photo 34 11 Viking Rd, Winchester, MA 01890 - Photo 35 11 Viking Rd, Winchester, MA 01890 - Photo 36

      1/36

      Open House
      Sat10/172:30-3:30

      11 Viking Rd  Winchester, MA 01890

      $3,600,000
      • Single Family
      • Active
      • MLS # 73556474
      • 7
        Beds
      • 7
        Full Baths
      • 1
        Partial Bath
      • 8
        Total Baths
      • 7,429
        Sq. Ft.
      • 3
        Car Garage

      Use previous and next buttons to navigate

      50 Holland St, Winchester, MA 01890 - Photo 1 50 Holland St, Winchester, MA 01890 - Photo 2 50 Holland St, Winchester, MA 01890 - Photo 3 50 Holland St, Winchester, MA 01890 - Photo 4 50 Holland St, Winchester, MA 01890 - Photo 5 50 Holland St, Winchester, MA 01890 - Photo 6 50 Holland St, Winchester, MA 01890 - Photo 7 50 Holland St, Winchester, MA 01890 - Photo 8 50 Holland St, Winchester, MA 01890 - Photo 9 50 Holland St, Winchester, MA 01890 - Photo 10 50 Holland St, Winchester, MA 01890 - Photo 11 50 Holland St, Winchester, MA 01890 - Photo 12 50 Holland St, Winchester, MA 01890 - Photo 13 50 Holland St, Winchester, MA 01890 - Photo 14 50 Holland St, Winchester, MA 01890 - Photo 15 50 Holland St, Winchester, MA 01890 - Photo 16 50 Holland St, Winchester, MA 01890 - Photo 17 50 Holland St, Winchester, MA 01890 - Photo 18 50 Holland St, Winchester, MA 01890 - Photo 19 50 Holland St, Winchester, MA 01890 - Photo 20 50 Holland St, Winchester, MA 01890 - Photo 21 50 Holland St, Winchester, MA 01890 - Photo 22 50 Holland St, Winchester, MA 01890 - Photo 23 50 Holland St, Winchester, MA 01890 - Photo 24 50 Holland St, Winchester, MA 01890 - Photo 25 50 Holland St, Winchester, MA 01890 - Photo 26 50 Holland St, Winchester, MA 01890 - Photo 27 50 Holland St, Winchester, MA 01890 - Photo 28 50 Holland St, Winchester, MA 01890 - Photo 29 50 Holland St, Winchester, MA 01890 - Photo 30 50 Holland St, Winchester, MA 01890 - Photo 31 50 Holland St, Winchester, MA 01890 - Photo 32 50 Holland St, Winchester, MA 01890 - Photo 33 50 Holland St, Winchester, MA 01890 - Photo 34 50 Holland St, Winchester, MA 01890 - Photo 35 50 Holland St, Winchester, MA 01890 - Photo 36 50 Holland St, Winchester, MA 01890 - Photo 37 50 Holland St, Winchester, MA 01890 - Photo 38 50 Holland St, Winchester, MA 01890 - Photo 39 50 Holland St, Winchester, MA 01890 - Photo 40 50 Holland St, Winchester, MA 01890 - Photo 41 50 Holland St, Winchester, MA 01890 - Photo 42

      1/42

      Open House
      Sun10/1812-1:30

      50 Holland St  Winchester, MA 01890

      $1,549,000
      • Single Family
      • Active
      • MLS # 73556633
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 2,640
        Sq. Ft.

      Use previous and next buttons to navigate

      15 Clark St, Winchester, MA 01890 - Photo 1 15 Clark St, Winchester, MA 01890 - Photo 2 15 Clark St, Winchester, MA 01890 - Photo 3 15 Clark St, Winchester, MA 01890 - Photo 4 15 Clark St, Winchester, MA 01890 - Photo 5 15 Clark St, Winchester, MA 01890 - Photo 6 15 Clark St, Winchester, MA 01890 - Photo 7 15 Clark St, Winchester, MA 01890 - Photo 8 15 Clark St, Winchester, MA 01890 - Photo 9 15 Clark St, Winchester, MA 01890 - Photo 10 15 Clark St, Winchester, MA 01890 - Photo 11 15 Clark St, Winchester, MA 01890 - Photo 12 15 Clark St, Winchester, MA 01890 - Photo 13 15 Clark St, Winchester, MA 01890 - Photo 14 15 Clark St, Winchester, MA 01890 - Photo 15 15 Clark St, Winchester, MA 01890 - Photo 16 15 Clark St, Winchester, MA 01890 - Photo 17 15 Clark St, Winchester, MA 01890 - Photo 18 15 Clark St, Winchester, MA 01890 - Photo 19 15 Clark St, Winchester, MA 01890 - Photo 20 15 Clark St, Winchester, MA 01890 - Photo 21 15 Clark St, Winchester, MA 01890 - Photo 22

      1/22

      15 Clark St  Winchester, MA 01890

      $799,000
      • Single Family
      • Active
      • MLS # 73555218
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,340
        Sq. Ft.
      Listed by Jeff Hsu (617) 959-0775 and Malyna Oupravanh (857) 321-9883

      Use previous and next buttons to navigate

      15 Clark St, Winchester, MA 01890 - Photo 1 15 Clark St, Winchester, MA 01890 - Photo 2 15 Clark St, Winchester, MA 01890 - Photo 3 15 Clark St, Winchester, MA 01890 - Photo 4 15 Clark St, Winchester, MA 01890 - Photo 5 15 Clark St, Winchester, MA 01890 - Photo 6 15 Clark St, Winchester, MA 01890 - Photo 7 15 Clark St, Winchester, MA 01890 - Photo 8 15 Clark St, Winchester, MA 01890 - Photo 9 15 Clark St, Winchester, MA 01890 - Photo 10 15 Clark St, Winchester, MA 01890 - Photo 11 15 Clark St, Winchester, MA 01890 - Photo 12 15 Clark St, Winchester, MA 01890 - Photo 13 15 Clark St, Winchester, MA 01890 - Photo 14 15 Clark St, Winchester, MA 01890 - Photo 15 15 Clark St, Winchester, MA 01890 - Photo 16 15 Clark St, Winchester, MA 01890 - Photo 17 15 Clark St, Winchester, MA 01890 - Photo 18 15 Clark St, Winchester, MA 01890 - Photo 19 15 Clark St, Winchester, MA 01890 - Photo 20 15 Clark St, Winchester, MA 01890 - Photo 21 15 Clark St, Winchester, MA 01890 - Photo 22 15 Clark St, Winchester, MA 01890 - Photo 23 15 Clark St, Winchester, MA 01890 - Photo 24

      1/24

      15 Clark St  #15  Winchester, MA 01890

      $799,000
      • Townhouse
      • Active
      • MLS # 73553626
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,340
        Sq. Ft.
      Listed by Jeff Hsu (617) 959-0775 and Malyna Oupravanh (857) 321-9883

      Use previous and next buttons to navigate

      666 Main St, Winchester, MA 01890 - Photo 1 666 Main St, Winchester, MA 01890 - Photo 2 666 Main St, Winchester, MA 01890 - Photo 3 666 Main St, Winchester, MA 01890 - Photo 4 666 Main St, Winchester, MA 01890 - Photo 5 666 Main St, Winchester, MA 01890 - Photo 6 666 Main St, Winchester, MA 01890 - Photo 7 666 Main St, Winchester, MA 01890 - Photo 8 666 Main St, Winchester, MA 01890 - Photo 9 666 Main St, Winchester, MA 01890 - Photo 10 666 Main St, Winchester, MA 01890 - Photo 11 666 Main St, Winchester, MA 01890 - Photo 12 666 Main St, Winchester, MA 01890 - Photo 13 666 Main St, Winchester, MA 01890 - Photo 14 666 Main St, Winchester, MA 01890 - Photo 15 666 Main St, Winchester, MA 01890 - Photo 16 666 Main St, Winchester, MA 01890 - Photo 17 666 Main St, Winchester, MA 01890 - Photo 18 666 Main St, Winchester, MA 01890 - Photo 19 666 Main St, Winchester, MA 01890 - Photo 20 666 Main St, Winchester, MA 01890 - Photo 21 666 Main St, Winchester, MA 01890 - Photo 22 666 Main St, Winchester, MA 01890 - Photo 23 666 Main St, Winchester, MA 01890 - Photo 24 666 Main St, Winchester, MA 01890 - Photo 25 666 Main St, Winchester, MA 01890 - Photo 26 666 Main St, Winchester, MA 01890 - Photo 27 666 Main St, Winchester, MA 01890 - Photo 28 666 Main St, Winchester, MA 01890 - Photo 29 666 Main St, Winchester, MA 01890 - Photo 30 666 Main St, Winchester, MA 01890 - Photo 31 666 Main St, Winchester, MA 01890 - Photo 32 666 Main St, Winchester, MA 01890 - Photo 33 666 Main St, Winchester, MA 01890 - Photo 34 666 Main St, Winchester, MA 01890 - Photo 35 666 Main St, Winchester, MA 01890 - Photo 36 666 Main St, Winchester, MA 01890 - Photo 37 666 Main St, Winchester, MA 01890 - Photo 38 666 Main St, Winchester, MA 01890 - Photo 39 666 Main St, Winchester, MA 01890 - Photo 40 666 Main St, Winchester, MA 01890 - Photo 41 666 Main St, Winchester, MA 01890 - Photo 42

      1/42

      666 Main St  #211  Winchester, MA 01890

      $685,000
      • Condo
      • Active
      • MLS # 73553517
      • Updated 10 days ago
      • 2
        Beds
      • 2
        Full Baths
      • 2
        Total Baths
      • 1,170
        Sq. Ft.
      • 1
        Car Garage

      Use previous and next buttons to navigate

      247 Washington St, Winchester, MA 01890 - Photo 1 247 Washington St, Winchester, MA 01890 - Photo 2 247 Washington St, Winchester, MA 01890 - Photo 3 247 Washington St, Winchester, MA 01890 - Photo 4 247 Washington St, Winchester, MA 01890 - Photo 5 247 Washington St, Winchester, MA 01890 - Photo 6 247 Washington St, Winchester, MA 01890 - Photo 7 247 Washington St, Winchester, MA 01890 - Photo 8 247 Washington St, Winchester, MA 01890 - Photo 9 247 Washington St, Winchester, MA 01890 - Photo 10 247 Washington St, Winchester, MA 01890 - Photo 11 247 Washington St, Winchester, MA 01890 - Photo 12 247 Washington St, Winchester, MA 01890 - Photo 13 247 Washington St, Winchester, MA 01890 - Photo 14 247 Washington St, Winchester, MA 01890 - Photo 15 247 Washington St, Winchester, MA 01890 - Photo 16 247 Washington St, Winchester, MA 01890 - Photo 17 247 Washington St, Winchester, MA 01890 - Photo 18 247 Washington St, Winchester, MA 01890 - Photo 19 247 Washington St, Winchester, MA 01890 - Photo 20 247 Washington St, Winchester, MA 01890 - Photo 21 247 Washington St, Winchester, MA 01890 - Photo 22 247 Washington St, Winchester, MA 01890 - Photo 23

      1/23

      247 Washington St  #11  Winchester, MA 01890

      $610,000
      • Townhouse
      • Active
      • MLS # 73549877
      • Updated 2 days ago
      • 3
        Beds
      • 2
        Full Baths
      • 1
        Partial Bath
      • 3
        Total Baths
      • 1,494
        Sq. Ft.
      Listed by Jessie Joo (617) 831-6999

      Use previous and next buttons to navigate

      47 Water St, Winchester, MA 01890 - Photo 1 47 Water St, Winchester, MA 01890 - Photo 2 47 Water St, Winchester, MA 01890 - Photo 3 47 Water St, Winchester, MA 01890 - Photo 4 47 Water St, Winchester, MA 01890 - Photo 5 47 Water St, Winchester, MA 01890 - Photo 6 47 Water St, Winchester, MA 01890 - Photo 7 47 Water St, Winchester, MA 01890 - Photo 8 47 Water St, Winchester, MA 01890 - Photo 9 47 Water St, Winchester, MA 01890 - Photo 10 47 Water St, Winchester, MA 01890 - Photo 11 47 Water St, Winchester, MA 01890 - Photo 12 47 Water St, Winchester, MA 01890 - Photo 13 47 Water St, Winchester, MA 01890 - Photo 14 47 Water St, Winchester, MA 01890 - Photo 15 47 Water St, Winchester, MA 01890 - Photo 16 47 Water St, Winchester, MA 01890 - Photo 17 47 Water St, Winchester, MA 01890 - Photo 18 47 Water St, Winchester, MA 01890 - Photo 19 47 Water St, Winchester, MA 01890 - Photo 20 47 Water St, Winchester, MA 01890 - Photo 21 47 Water St, Winchester, MA 01890 - Photo 22 47 Water St, Winchester, MA 01890 - Photo 23 47 Water St, Winchester, MA 01890 - Photo 24 47 Water St, Winchester, MA 01890 - Photo 25 47 Water St, Winchester, MA 01890 - Photo 26 47 Water St, Winchester, MA 01890 - Photo 27 47 Water St, Winchester, MA 01890 - Photo 28 47 Water St, Winchester, MA 01890 - Photo 29 47 Water St, Winchester, MA 01890 - Photo 30

      1/30

      47 Water St  Winchester, MA 01890

      $899,000
      • Single Family
      • Active
      • MLS # 73549935
      • 3
        Beds
      • 1
        Full Bath
      • 1
        Partial Bath
      • 2
        Total Baths
      • 1,356
        Sq. Ft.
      • 2
        Car Garage

      Save this searchYou’ll get email updates when new properties matching this criteria go on the market. You can also run these searches quickly under “Properties & Searches” at the top of every page. and receive alerts when new properties are listed.

      Find Real Estate in Winchester Highlands, MA

      Coldwell Banker Realty can help you find Winchester Highlands homes for sale, rentals and open houses. Refine your Winchester Highlands real estate search results by price, property type, bedrooms, baths and other features. Need more information? View our Winchester Highlands real estate offices and let us help you find the perfect property.

      School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

      Assurant Home Warranty logo

      Protect your home and budget from life’s surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans

      Coldwell Banker Realty and Guaranteed Rate Affinity, LLC share common ownership and because of this relationship the brokerage may receive a financial or other benefit. You are not required to use Guaranteed Rate Affinity, LLC as a condition of purchase or sale of any real estate. Operating in the state of New York as GR Affinity, LLC in lieu of the legal name Guaranteed Rate Affinity, LLC.

      Real estate agents affiliated with Coldwell Banker are independent contractor sales associates and are not employees of Coldwell Banker.

      © 2026 Coldwell Banker. All Rights Reserved. Coldwell Banker and the Coldwell Banker logos are trademarks of Coldwell Banker Real Estate LLC. The Coldwell Banker® System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act.

      Search options

      We can’t map any of the properties in your results.