9,222

Winchester, MA Homes

Section Image
  • 35 Glen Green, Winchester, MA 01890
    35 Glen Green, Winchester, MA 01890
    35 Glen Green, Winchester, MA 01890
    /42

    $1,830,000 Sold Feb 26, 2026

    35 Glen Green, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 3,509 Sq Ft
    • Built 1934

    Last Sold Summary

    • 8% Below List Price
    • $522/SF
    • 36 Days On Market

    Current Estimated Value $1,906,176

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    35 Glen Green, Winchester, MA 01890
    • 16 Johnson Rd, Winchester, MA 01890
      16 Johnson Rd, Winchester, MA 01890
      16 Johnson Rd, Winchester, MA 01890
      /40

      Est $1,408,998 Not Listed For Sale

      16 Johnson Rd, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 3,142 Sq Ft
      • Built 1958
      16 Johnson Rd, Winchester, MA 01890

      Last Sold Summary

      • 1% Below List Price
      • $452/SF
      • 6 Days On Market

      Last Sold Price $1,420,000

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • 28 Emerson Rd, Winchester, MA 01890
    28 Emerson Rd, Winchester, MA 01890
    28 Emerson Rd, Winchester, MA 01890
    /32

    $1,349,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,344 Sq Ft

    28 Emerson Rd, Winchester, MA 01890

    Set on a picturesque corner lot in Winchester’s coveted West Side near the Ambrose School, this beautifully preserved mid-century modern home is defined by clean lines, a thoughtful layout, and so many meaningful updates throughout. The main level features a sun-filled, fireplaced living room and a formal dining room with built-ins that flow to an inviting kitchen with stainless-steel appliances.

    Nancy Pallotta Gibson Sotheby's International Realty

    28 Emerson Rd, Winchester, MA 01890
  • 48 Tremont St, Winchester, MA 01890
    48 Tremont St, Winchester, MA 01890
    48 Tremont St, Winchester, MA 01890
    /15

    $930,000 Sold Jun 20, 2025

    48 Tremont St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,333 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Below List Price
    • $399/SF
    • 25 Days On Market

    Current Estimated Value $966,969

    Last Listing Agent Michael Rauseo Better Homes and Gardens Real Estate - The Shanahan Group

    48 Tremont St, Winchester, MA 01890
    • 8 Olde Lyme Rd, Winchester, MA 01890
      8 Olde Lyme Rd, Winchester, MA 01890
      8 Olde Lyme Rd, Winchester, MA 01890
      /33

      Est $1,936,993 Not Listed For Sale

      8 Olde Lyme Rd, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 4,603 Sq Ft
      • Built 1960
      8 Olde Lyme Rd, Winchester, MA 01890

      Last Sold Summary

      • 6% Above List Price
      • $396/SF
      • 2 Days On Market

      Last Sold Price $1,825,000

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 35 Hollywood Rd, Winchester, MA 01890
    35 Hollywood Rd, Winchester, MA 01890
    35 Hollywood Rd, Winchester, MA 01890
    /40

    $1,799,900 Pending

    • 4 Beds
    • 4.5 Baths
    • 3,906 Sq Ft

    35 Hollywood Rd, Winchester, MA 01890

    Tucked at the end of a cul-de-sac and bordering the Fells, this classic brick-and-wood Colonial blends generous living spaces with comfortable, easy flow. The fireplaced living room and spacious dining room are filled with natural light and framed by peaceful woodland views. The kitchen features stone counters, stainless appliances, and a peninsula that connects to the dining area and opens to a

    Anne Spry Barrett Sotheby's International Realty

    35 Hollywood Rd, Winchester, MA 01890
  • 41 Foxcroft Rd, Winchester, MA 01890
    41 Foxcroft Rd, Winchester, MA 01890
    /2

    $2,222,500 Sold Mar 27, 2025

    41 Foxcroft Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft
    • Built 1932

    Last Sold Summary

    • 1% Above List Price
    • $766/SF
    • 0 Days On Market

    Current Estimated Value $2,153,092

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    41 Foxcroft Rd, Winchester, MA 01890
    • 8 Hawthorne Rd, Winchester, MA 01890
      8 Hawthorne Rd, Winchester, MA 01890
      8 Hawthorne Rd, Winchester, MA 01890
      /42

      Est $1,743,047 Not Listed For Sale

      8 Hawthorne Rd, Winchester, MA 01890

      • 5 Beds
      • 2.5 Baths
      • 3,315 Sq Ft
      • Built 1959
      8 Hawthorne Rd, Winchester, MA 01890

      Last Sold Summary

      • 3% Above List Price
      • $513/SF
      • 4 Days On Market

      Last Sold Price $1,700,000

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • 12 Wincrest Dr, Winchester, MA 01890
    12 Wincrest Dr, Winchester, MA 01890
    12 Wincrest Dr, Winchester, MA 01890
    /41

    $1,750,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 4.5 Baths
    • 3,833 Sq Ft

    12 Wincrest Dr, Winchester, MA 01890

    West Side! Set on a beautiful, serene oversized 1/2 acre lot, this turn key 2006* 5–6 bedroom, 4.5 BA home offers the perfect blend of space, comfort, & style. This home was completely renovated & expanded in 2004 offering an open floor plan w/ kitchen & dining area that flow seamlessly into an oversized family room w/ walls of windows showcasing the gorgeous yard. The main floor also offers

    Kim Covino Compass

    12 Wincrest Dr, Winchester, MA 01890
  • 18 Englewood Rd, Winchester, MA 01890
    18 Englewood Rd, Winchester, MA 01890
    18 Englewood Rd, Winchester, MA 01890
    /35

    $1,750,000 Sold Jun 17, 2025

    18 Englewood Rd, Winchester, MA 01890

    • 5 Beds
    • 2.5 Baths
    • 2,597 Sq Ft
    • Built 1925

    Last Sold Summary

    • 6% Above List Price
    • $674/SF
    • 2 Days On Market

    Current Estimated Value $1,661,866

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    18 Englewood Rd, Winchester, MA 01890
    • 239 Ridge St, Winchester, MA 01890
      239 Ridge St, Winchester, MA 01890
      239 Ridge St, Winchester, MA 01890
      /42

      Est $2,383,430 Not Listed For Sale

      239 Ridge St, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,473 Sq Ft
      • Built 2018
      239 Ridge St, Winchester, MA 01890

      Last Sold Summary

      • 5% Above List Price
      • $506/SF
      • 5 Days On Market

      Last Sold Price $2,265,000

      Last Listing Agent Kim Covino Compass

  • 8 Russell Rd Unit 10, Winchester, MA 01890
    8 Russell Rd Unit 10, Winchester, MA 01890
    8 Russell Rd Unit 10, Winchester, MA 01890
    /39

    $995,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    8 Russell Rd Unit 10, Winchester, MA 01890

    An investor's opportunity to own a multi-family in the desirable town of Winchester. This great two-family is centrally located minutes from downtown Winchester. Featuring two bright and sunny units totaling 4 bedrooms and two full bathrooms. Each unit has their own gas heating, hot water systems, and breaker panels. Lower unit has 2 bedrooms with a full bathroom. Living room/dining room combo

    Rajive Dogra Coldwell Banker Realty - Lexington

    8 Russell Rd Unit 10, Winchester, MA 01890
  • 21 Fernway, Winchester, MA 01890
    21 Fernway, Winchester, MA 01890
    21 Fernway, Winchester, MA 01890
    /42

    $2,890,000 Sold Aug 14, 2025

    21 Fernway, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 5,386 Sq Ft
    • Built 1963

    Last Sold Summary

    • $537/SF
    • 9 Days On Market

    Current Estimated Value $2,854,963

    Last Listing Agent Kim Covino Compass

    21 Fernway, Winchester, MA 01890
    • 75 Dunster Ln, Winchester, MA 01890
      75 Dunster Ln, Winchester, MA 01890
      75 Dunster Ln, Winchester, MA 01890
      /26

      Est $1,149,939 Not Listed For Sale

      75 Dunster Ln, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,826 Sq Ft
      • Built 1928
      75 Dunster Ln, Winchester, MA 01890

      Last Sold Summary

      • 19% Above List Price
      • $531/SF
      • 15 Days On Market

      Last Sold Price $970,000

      Last Listing Agent Adriano Varano Keller Williams Realty

  • 40 Foxcroft Rd, Winchester, MA 01890
    40 Foxcroft Rd, Winchester, MA 01890
    40 Foxcroft Rd, Winchester, MA 01890
    /42

    $3,750,000 Open Sat 12PM - 1:30PM

    • 6 Beds
    • 4.5 Baths
    • 6,460 Sq Ft

    40 Foxcroft Rd, Winchester, MA 01890

    40 Foxcroft Road presents exceptional new construction in the highly desirable Flats of Winchester. This 6BR, 4.5BA residence spans 6,460 sqft and showcases thoughtfully curated design with an open concept floor plan ideal for modern living and entertaining. The sun-filled living room features soaring vaulted ceilings with exposed wood beams and a gas fireplace, framed by expansive Pella windows.

    The Boston ONE Team Serhant

    40 Foxcroft Rd, Winchester, MA 01890
  • 171 Swanton St Unit 5, Winchester, MA 01890
    171 Swanton St Unit 5, Winchester, MA 01890
    171 Swanton St Unit 5, Winchester, MA 01890
    /30

    $900,000 Sold Oct 20, 2025

    171 Swanton St Unit 5, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,843 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $488/SF
    • 8 Days On Market

    Current Estimated Value $889,566

    Last Listing Agent Jonathan Radford Coldwell Banker Realty - Boston

    171 Swanton St Unit 5, Winchester, MA 01890
    • 222 High St, Winchester, MA 01890
      222 High St, Winchester, MA 01890
      222 High St, Winchester, MA 01890
      /42

      Est $3,107,741 Not Listed For Sale

      222 High St, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 5,676 Sq Ft
      • Built 2006
      222 High St, Winchester, MA 01890

      Last Sold Summary

      • 9% Above List Price
      • $504/SF
      • 0 Days On Market

      Last Sold Price $2,860,000

      Last Listing Agent Gayle Winters Compass

  • 25 Myopia Rd, Winchester, MA 01890
    25 Myopia Rd, Winchester, MA 01890
    25 Myopia Rd, Winchester, MA 01890
    /31

    $3,390,000 Open Sun 1:45PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 4,847 Sq Ft

    25 Myopia Rd, Winchester, MA 01890

    A timeless home of exceptional craftsmanship on the coveted slope of Myopia Hill, offering tranquil views of lush gardens and rolling hills. Thoughtful architectural details enrich every space, while multiple patios and wrap-around porch create an effortless flow between indoor& outdoor. The gracious main level unfolds into beautifully connected living spaces, featuring an office, elegant dining

    Wenjun Cao Engel & Volkers Boston

    25 Myopia Rd, Winchester, MA 01890
  • 235 Cross St, Winchester, MA 01890
    235 Cross St, Winchester, MA 01890
    235 Cross St, Winchester, MA 01890
    /32

    $868,000 Sold Sep 04, 2025

    235 Cross St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,931 Sq Ft
    • Built 1956

    Last Sold Summary

    • 16% Above List Price
    • $450/SF
    • 8 Days On Market

    Current Estimated Value $905,702

    Last Listing Agent Melanie Lentini Leading Edge Real Estate

    235 Cross St, Winchester, MA 01890
    • 62 Edward Dr, Winchester, MA 01890
      62 Edward Dr, Winchester, MA 01890
      62 Edward Dr, Winchester, MA 01890
      /30

      Est $967,604 Not Listed For Sale

      62 Edward Dr, Winchester, MA 01890

      • 2 Beds
      • 2.5 Baths
      • 1,857 Sq Ft
      • Built 1985
      62 Edward Dr, Winchester, MA 01890

      Last Sold Summary

      • 8% Above List Price
      • $485/SF
      • 6 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Melissa Perrone Better Homes and Gardens Real Estate - The Shanahan Group

  • 4 Dartmouth St, Winchester, MA 01890
    4 Dartmouth St, Winchester, MA 01890
    4 Dartmouth St, Winchester, MA 01890
    /42

    $4,699,000

    • 5 Beds
    • 5.5 Baths
    • 6,526 Sq Ft

    4 Dartmouth St, Winchester, MA 01890

    Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully maintained and updated, blending classic architecture with modern comfort. This 5 bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and

    Nancy Pallotta Gibson Sotheby's International Realty

    4 Dartmouth St, Winchester, MA 01890
  • 102 Hillcrest Pkwy, Winchester, MA 01890
    102 Hillcrest Pkwy, Winchester, MA 01890
    102 Hillcrest Pkwy, Winchester, MA 01890
    /39

    $1,425,000 Sold Dec 01, 2025

    102 Hillcrest Pkwy, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 1,755 Sq Ft
    • Built 1939

    Last Sold Summary

    • 19% Above List Price
    • $812/SF
    • 4 Days On Market

    Current Estimated Value $1,295,620

    Last Listing Agent Curtis Howe Howe Realty Group

    102 Hillcrest Pkwy, Winchester, MA 01890
    • 46 Edward Dr, Winchester, MA 01890
      46 Edward Dr, Winchester, MA 01890
      46 Edward Dr, Winchester, MA 01890
      /27

      Est $1,076,617 Not Listed For Sale

      46 Edward Dr, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,859 Sq Ft
      • Built 1985
      46 Edward Dr, Winchester, MA 01890

      Last Sold Summary

      • 16% Above List Price
      • $324/SF
      • 8 Days On Market

      Last Sold Price $925,000

      Last Listing Agent Sam Zhu Keller Williams Realty

  • 15 Englewood Rd, Winchester, MA 01890
    15 Englewood Rd, Winchester, MA 01890
    15 Englewood Rd, Winchester, MA 01890
    /29

    $1,399,900 Pending

    • 4 Beds
    • 3 Baths
    • 1,903 Sq Ft

    15 Englewood Rd, Winchester, MA 01890

    Cleverly reimagined for modern living, this energy-efficient Craftsman bungalow is ideally located in Winchester with close proximity to the natural beauty of the Middlesex Fells and the shops, dining and commuter rail of the town center. Thoughtfully expanded and renovated, the home features newer systems, windows and roof, among too many other updates to list. A functional mudroom with custom

    Dara Singleton Better Homes and Gardens Real Estate - The Shanahan Group

    15 Englewood Rd, Winchester, MA 01890
  • 205 Ridge St, Winchester, MA 01890
    205 Ridge St, Winchester, MA 01890
    205 Ridge St, Winchester, MA 01890
    /42

    $1,550,000 Sold Oct 31, 2025

    205 Ridge St, Winchester, MA 01890

    • 5 Beds
    • 3 Baths
    • 2,995 Sq Ft
    • Built 1960

    Last Sold Summary

    • $518/SF
    • 5 Days On Market

    Current Estimated Value $1,571,320

    Last Listing Agent Debby Valdes eXp Realty

    205 Ridge St, Winchester, MA 01890
    • 55 Edward Dr, Winchester, MA 01890
      55 Edward Dr, Winchester, MA 01890
      55 Edward Dr, Winchester, MA 01890
      /36

      Est $1,023,175 Not Listed For Sale

      55 Edward Dr, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,568 Sq Ft
      • Built 1987
      55 Edward Dr, Winchester, MA 01890

      Last Sold Summary

      • 5% Above List Price
      • $380/SF
      • 6 Days On Market

      Last Sold Price $975,000

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • 666 Main St Unit 315, Winchester, MA 01890
    666 Main St Unit 315, Winchester, MA 01890
    666 Main St Unit 315, Winchester, MA 01890
    /23

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    666 Main St Unit 315, Winchester, MA 01890

    Beautiful 2BR/2BA waterfront condo at Wedgewood Place located at 666 Main Street. This open-concept corner unit features a bright living/dining area with private balcony, granite counter-tops in the kitchen, and hardwood floors. The primary bedroom is bright with lots of windows and offers a walk-in closet and en-suite bath. Additional highlights include in-unit laundry, assigned parking,

    Jing Chen Peace of Mind Realty

    666 Main St Unit 315, Winchester, MA 01890
  • 115 Washington St Unit 3D, Winchester, MA 01890
    115 Washington St Unit 3D, Winchester, MA 01890
    115 Washington St Unit 3D, Winchester, MA 01890
    /36

    $519,000 Sold Oct 08, 2025

    115 Washington St Unit 3D, Winchester, MA 01890

    • 1 Bed
    • 1.5 Baths
    • 769 Sq Ft
    • Built 1988

    Last Sold Summary

    • $675/SF
    • 5 Days On Market

    Current Estimated Value $519,364

    Last Listing Agent McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

    115 Washington St Unit 3D, Winchester, MA 01890
    • 41 Edward Dr, Winchester, MA 01890
      41 Edward Dr, Winchester, MA 01890
      41 Edward Dr, Winchester, MA 01890
      /42

      Est $1,055,598 Not Listed For Sale

      41 Edward Dr, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,738 Sq Ft
      • Built 1985
      41 Edward Dr, Winchester, MA 01890

      Last Sold Summary

      • 19% Above List Price
      • $323/SF
      • 17 Days On Market

      Last Sold Price $885,000

      Last Listing Agent Beth Sager Group Keller Williams Realty Boston Northwest

  • 53 Lake St, Winchester, MA 01890
    53 Lake St, Winchester, MA 01890
    53 Lake St, Winchester, MA 01890
    /31

    $1,199,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    53 Lake St, Winchester, MA 01890

    Charming antique Colonial perfectly blending old world detail with modern updates- ideally located just moments from Winchester Center, Wedge pond, tennis courts, all schools, bike path, the commuter rail, shops & restaurants! This lovingly maintained home w/ central A/C features a spacious, flowing layout, high ceilings & newly refinished hardwood floors. The main level offers a welcoming

    Kim Covino Compass

    53 Lake St, Winchester, MA 01890
  • 32 Oak St, Winchester, MA 01890
    32 Oak St, Winchester, MA 01890
    32 Oak St, Winchester, MA 01890
    /35

    $1,375,000 Sold Jan 23, 2026

    32 Oak St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,652 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $518/SF
    • 6 Days On Market

    Current Estimated Value $1,338,547

    Last Listing Agent Julia Xie Keller Williams Realty-Merrimack

    32 Oak St, Winchester, MA 01890
    • 34 Edward Dr, Winchester, MA 01890
      34 Edward Dr, Winchester, MA 01890
      34 Edward Dr, Winchester, MA 01890
      /38

      Est $1,075,411 Not Listed For Sale

      34 Edward Dr, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,754 Sq Ft
      • Built 1985
      34 Edward Dr, Winchester, MA 01890

      Last Sold Summary

      • 13% Above List Price
      • $345/SF
      • 6 Days On Market

      Last Sold Price $950,000

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • 56 Yale St, Winchester, MA 01890
    56 Yale St, Winchester, MA 01890
    56 Yale St, Winchester, MA 01890
    /42

    $2,795,000 Open Fri 5PM - 6:30PM

    • 5 Beds
    • 3.5 Baths
    • 4,792 Sq Ft

    56 Yale St, Winchester, MA 01890

    Gracefully appointed in the sought after "Flats" this stunning Colonial has been superbly expanded & transformed into 4 levels of living space, offering a perfect blend of timeless details with well thought-out quality renovations. The front entry makes a striking first impression! Inside every turn is rich w/ detail- fireplace LR, elegant dining rm, crown molding, wainscoting, HW flrs & an

    Patricia Fitzgerald Brad Hutchinson Real Estate

    56 Yale St, Winchester, MA 01890
  • 18 Brookside Ave, Winchester, MA 01890
    18 Brookside Ave, Winchester, MA 01890
    18 Brookside Ave, Winchester, MA 01890
    /30

    $1,207,500 Sold Jul 24, 2025

    18 Brookside Ave, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,573 Sq Ft
    • Built 1910

    Last Sold Summary

    • 1% Above List Price
    • $768/SF
    • 20 Days On Market

    Current Estimated Value $1,157,476

    Last Listing Agent Kim Covino Compass

    18 Brookside Ave, Winchester, MA 01890
    • 47 Edward Dr, Winchester, MA 01890
      47 Edward Dr, Winchester, MA 01890
      47 Edward Dr, Winchester, MA 01890
      /37

      Est $923,197 Not Listed For Sale

      47 Edward Dr, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,920 Sq Ft
      • Built 1985
      47 Edward Dr, Winchester, MA 01890

      Last Sold Summary

      • 27% Above List Price
      • $379/SF
      • 7 Days On Market

      Last Sold Price $727,500

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • 237 Swanton St, Winchester, MA 01890
    237 Swanton St, Winchester, MA 01890
    237 Swanton St, Winchester, MA 01890
    /35

    $1,945,000 Open Sun 1PM - 2PM

    • 5 Beds
    • 4 Baths
    • 4,334 Sq Ft

    237 Swanton St, Winchester, MA 01890

    NEWER CONSTRUCTION! This 2020 home showcases 5 beds, 4 baths-4300sf of style & luxury situated on the corner of Loring Ave. The home features high ceilings, hardwood floors & a stunning sunny open floor plan w/ eat in kitchen, center island, custom cabinetry, stainless appliances & walk-in pantry. Formal dining room & dramatic oversized family room will impress, featuring vaulted ceilings, gas

    Kim Covino Compass

    237 Swanton St, Winchester, MA 01890
  • 5 Pine St, Winchester, MA 01890
    5 Pine St, Winchester, MA 01890
    5 Pine St, Winchester, MA 01890
    /41

    $2,350,000 Sold Apr 15, 2025

    5 Pine St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 4,273 Sq Ft
    • Built 1910

    Last Sold Summary

    • 4% Above List Price
    • $550/SF
    • 7 Days On Market

    Current Estimated Value $2,319,527

    Last Listing Agent Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

    5 Pine St, Winchester, MA 01890
    • 56 Ridge St, Winchester, MA 01890
      56 Ridge St, Winchester, MA 01890
      56 Ridge St, Winchester, MA 01890
      /31

      Est $1,826,530 Not Listed For Sale

      56 Ridge St, Winchester, MA 01890

      • 4 Beds
      • 4 Baths
      • 4,028 Sq Ft
      • Built 1973
      56 Ridge St, Winchester, MA 01890

      Last Sold Summary

      • 14% Above List Price
      • $397/SF
      • 5 Days On Market

      Last Sold Price $1,600,000

      Last Listing Agent Philip Vita Compass

  • 353-355 Washington St, Winchester, MA 01890
    353-355 Washington St, Winchester, MA 01890
    353-355 Washington St, Winchester, MA 01890
    /30

    $1,025,000 Pending

    • 6 Beds
    • 2 Baths
    • 2,605 Sq Ft

    353-355 Washington St, Winchester, MA 01890

    Investor alert! About one mile from an array of shops, restaurants, & the commuter rail to Boston, this Winchester multi-family is a rare opportunity waiting to be redesigned! Held by the same family for many years, the property offers substantial square footage & endless potential for those ready to roll up their sleeves. While it requires significant renovation, the reward will be well worth

    Julie Gibson Gibson Sotheby's International Realty

    353-355 Washington St, Winchester, MA 01890
  • 19 Laurel Hill Ln, Winchester, MA 01890
    19 Laurel Hill Ln, Winchester, MA 01890
    19 Laurel Hill Ln, Winchester, MA 01890
    /22

    $2,400,000 Sold Dec 18, 2025

    19 Laurel Hill Ln, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft
    • Built 1954

    Last Sold Summary

    • 4% Below List Price
    • $649/SF
    • 3 Days On Market

    Current Estimated Value $2,407,613

    Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

    19 Laurel Hill Ln, Winchester, MA 01890

Showing Results 121 - 160, Page 4 of 18

Massachusetts Middlesex County Winchester

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