Winchester, MA Homes

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  /24

  Est $291,551 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 394 Sq Ft

  200 Swanton St Unit 502, Winchester, MA 01890

  200 Swanton St Unit 502, Winchester, MA 01890
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  /23

  $1,080,000 Sold Nov 15, 2024

  • 2,018 Sq Ft
  • $535/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1880

  201 Washington St Unit 201, Winchester, MA 01890

  Grand residence in a restored 1880 Victorian. Expertly renovated with premium finishes throughout yet still retains elegant period details. Generous ceiling height and hardwood floors. Central a/c. Open plan 1st level has a spacious living room with gas fireplace and dining room with a wall of windows opens to the front balcony. Kitchen island with space for all (and storage below). Useful

  The Petrowsky Jones Group Compass

  201 Washington St Unit 201, Winchester, MA 01890
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  /13

  Est $289,593 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  200 Swanton St Unit 440, Winchester, MA 01890

  200 Swanton St Unit 440, Winchester, MA 01890
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  /39

  $555,000 Sold Nov 15, 2024

  • 1,371 Sq Ft
  • $405/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  247 Washington St Unit 9, Winchester, MA 01890

  Welcome to 247 Washington St Unit 9, just a short walk to the center of town where you will find, boutiques, restaurants and the newly renovated commuter rail! In addition, the High School, Middle School and top-rated Muraco elementary are all nearby! Entering the first floor, you will find a bright, open concept kitchen, dining and living room. On the second floor, there are two bedrooms, each

  Philip Vita Compass

  247 Washington St Unit 9, Winchester, MA 01890
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  /11

  Est $385,027 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 430, Winchester, MA 01890

  200 Swanton St Unit 430, Winchester, MA 01890
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  /42

  $1,650,000 Sold Nov 15, 2024

  • 2,887 Sq Ft
  • $572/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1931

  64 Woodside Rd, Winchester, MA 01890

  Discover classic charm & modern luxury in this beautifully renovated colonial. Nestled in desirable neighborhood close to town, soon-to-be new Lynch Elementary, Winter & Horn Pond! Abundant natural light & hardwood floors throughout. Enjoy the spacious LR w/cozy gas fireplace, stunning home office w/custom built-ins & playroom for family time. Inviting formal dining room & eat-in kitchen perfect

  Kim Covino Compass

  64 Woodside Rd, Winchester, MA 01890
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  /22

  Est $367,620 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 422, Winchester, MA 01890

  200 Swanton St Unit 422, Winchester, MA 01890
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  /32

  $595,000 Sold Nov 13, 2024

  • 1,036 Sq Ft
  • $574/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1988

  115 Washington St Unit 2D, Winchester, MA 01890

  Discover a unique opportunity to live in the heart of downtown Winchester at the Church Place Condominium! This inviting residence features high ceilings and large windows, allowing abundant natural light to fill the space. Enjoy the convenience of in-unit laundry. The versatile second room can serve as a bedroom or home office, perfect for today’s work-from-home lifestyle. Additionally, this

  Andersen Group Realty Keller Williams Realty Boston Northwest

  115 Washington St Unit 2D, Winchester, MA 01890
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  /42

  Est $371,134 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 416, Winchester, MA 01890

  200 Swanton St Unit 416, Winchester, MA 01890
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  /42

  $1,850,000 Sold Nov 12, 2024

  • 2,944 Sq Ft
  • $628/SF
  • 4 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1942

  49 Wendell St, Winchester, MA 01890

  Extraordinary design, craftsmanship & space in stunning, one-of-a-kind exquisitely expanded home. Offering a unique in-law/au pair/teen suite with soaring cathedral ceiling, open living space, kitchenette, bedroom & full bath, this exceptional beauty perfectly balances custom luxury with lifestyle flexibility. All 3 levels offer impeccable space highlighted by distinctive, fine features: maple

  Shawn Sullivan RE/MAX Andrew Realty Services

  49 Wendell St, Winchester, MA 01890
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  /22

  Est $277,158 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  200 Swanton St Unit 404, Winchester, MA 01890

  200 Swanton St Unit 404, Winchester, MA 01890
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  /42

  $1,300,000 Sold Nov 08, 2024

  • 2,829 Sq Ft
  • $460/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1932

  41 Foxcroft Rd, Winchester, MA 01890

  Attention buyers/builders looking for a unique opportunity to complete the renovation of this stately 1932 brick colonial in the “The Flats.” This 4 bedroom, 3 1/2 bath home has been partially gutted/framed so the unglamorous work has already been done for you! The 1st floor, which is open down to the studs, plumbed & wired, includes a large living room w/ gas-ready fireplace, home office,

  Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

  41 Foxcroft Rd, Winchester, MA 01890
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  /21

  Est $382,294 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 327, Winchester, MA 01890

  200 Swanton St Unit 327, Winchester, MA 01890
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  /42

  $3,738,000 Sold Nov 08, 2024

  • 6,900 Sq Ft
  • $542/SF
  • 65 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1949

  6 Robinson Park, Winchester, MA 01890

  Stunning Waterfront Estate on Upper Mystic Lake! This exceptional 5-bedroom, 4.5-bathroom home features a brand new chef's kitchen, a spacious family room with high ceilings, a gas fireplace, built-ins, and direct access to a stone patio overlooking a fenced-in level yard with a private dock. Enjoy breathtaking lake views from nearly every room of this beautifully crafted estate. Designed for

  Karen Garrett Better Homes and Gardens Real Estate - The Shanahan Group

  6 Robinson Park, Winchester, MA 01890
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  /22

  Est $375,084 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 322, Winchester, MA 01890

  200 Swanton St Unit 322, Winchester, MA 01890
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  /2

  $1,675,000 Sold Jul 11, 2025

  • 4,228 Sq Ft
  • $396/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1987

  7 Wainwright Rd Unit 55, Winchester, MA 01890

  Welcome to The Ledges—an exceptional custom-designed “E” style end-unit townhouse offering over 10 rooms of refined living space and a distinctive layout found in no other unit. Thoughtfully maintained and tastefully updated, this residence features an expansive open floor plan with cathedral ceilings, elegant crown molding, and a gourmet chef’s kitchen equipped with premium appliances. The first

  Ngoc Anh Goldstein Leading Edge Real Estate

  7 Wainwright Rd Unit 55, Winchester, MA 01890
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  /16

  Est $298,607 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  200 Swanton St Unit T32, Winchester, MA 01890

  200 Swanton St Unit T32, Winchester, MA 01890
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  /2

  $1,430,000 Sold Jul 10, 2025

  • 3,543 Sq Ft
  • $404/SF
  • 106 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1850

  189 Mystic Valley Pkwy, Winchester, MA 01890

  Perfectly situated just moments from the vibrant heart of Winchester, this Mansard-roofed beauty offers a harmonious blend of refined style and comfort. A spacious front porch overlooking a sizable side yard invites you to relax and enjoy the energy of the nearby town center. Inside, the main level blends form and function; expansive living spaces are complemented by a mudroom, home office, and

  Anne Spry Barrett Sotheby's International Realty

  189 Mystic Valley Pkwy, Winchester, MA 01890
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  /32

  Est $365,258 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 602 Sq Ft

  200 Swanton St Unit L30, Winchester, MA 01890

  200 Swanton St Unit L30, Winchester, MA 01890
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  /2

  $1,475,000 Sold Mar 14, 2025

  • 3,105 Sq Ft
  • $475/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2016

  26 Adams Rd, Winchester, MA 01890

  Welcome to this stunning 4-bedroom, 3.5-bath townhouse, thoughtfully designed and built in 2016. 1st fl features an open-concept layout, the living room seamlessly transitions into the dining area, which opens to a private back deck. The kitchen is a chef's delight, boasting granite countertops, stainless steel appliances, and efficient vent-out ventilation. 2nd fl offers 3 spacious bedrooms,

  Wei Wang WW Real Estate LLC

  26 Adams Rd, Winchester, MA 01890
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  /17

  Est $366,636 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 602 Sq Ft

  200 Swanton St Unit L25, Winchester, MA 01890

  200 Swanton St Unit L25, Winchester, MA 01890
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  /2

  $2,050,000 Sold Jan 24, 2025

  • 3,450 Sq Ft
  • $594/SF
  • 89 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1953

  9 South Gateway, Winchester, MA 01890

  Completely renovated colonial style home on a quiet cul-de-sac within walking distance to downtown Winchester! This home features 5 bedrooms, 3.5 bathrooms and an attached 2 car garage. The first floor offers kitchen, dining, living room and den/study. The flexible first floor also has a bedroom with en suite bath and an office/additional bedroom. Completing the first floor are a half bath

  Mark Donnellan Gibson Sotheby's International Realty

  9 South Gateway, Winchester, MA 01890
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  /32

  Est $1,210,918 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft

  79 Oak St, Winchester, MA 01890

  79 Oak St, Winchester, MA 01890
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  /2

  $1,570,000 Sold Dec 12, 2024

  • 2,893 Sq Ft
  • $543/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1890

  22 Hancock St, Winchester, MA 01890

  Located in a wonderful neighborhood, close to schools, downtown Winchester, and the commuter rail, this beloved Victorian home exudes timeless charm and elegance. Its handsome facade features large windows, and a welcoming wrap-around front porch, while the interior has soaring 10-foot ceilings, rich wood floors, and ornate moldings. The living areas are thoughtfully designed to enhance the

  Vantage Point Team William Raveis R.E. & Home Services

  22 Hancock St, Winchester, MA 01890
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  /39

  Est $1,607,271 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,452 Sq Ft

  67 Holland St, Winchester, MA 01890

  67 Holland St, Winchester, MA 01890
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  /2

  $2,285,000 Sold Nov 18, 2024

  • 5,052 Sq Ft
  • $452/SF
  • 4 Days On Market

  • 7 Beds
  • 3.5 Baths
  • Built 1906

  33 Oxford St, Winchester, MA 01890

  *Open house cancelled / offer accepted* Welcome to this wonderful "Flats" home showcasing a beautiful blend of modern finishes & timeless allure. This spacious home boasts 12 rooms, 6/7 bedrooms, 3.5 baths & offers an abundance of space for family enjoyment & fabulous entertaining. The recently renovated kitchen offers custom cabinetry, large center island & top-of-the-line appliances. The

  Kim Covino Compass

  33 Oxford St, Winchester, MA 01890
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  /26

  Est $998,494 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft

  56 Holland St, Winchester, MA 01890

  56 Holland St, Winchester, MA 01890
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  /22

  Est $1,530,757 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,708 Sq Ft

  54 Oak St, Winchester, MA 01890

  54 Oak St, Winchester, MA 01890
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  /25

  Est $2,443,475 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,534 Sq Ft

  48 Oak St, Winchester, MA 01890

  48 Oak St, Winchester, MA 01890
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  /40

  Est $1,246,528 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,835 Sq Ft

  58 Nelson St, Winchester, MA 01890

  58 Nelson St, Winchester, MA 01890
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  /27

  Est $968,272 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  21 Nelson St, Winchester, MA 01890

  21 Nelson St, Winchester, MA 01890
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  /37

  Est $1,318,875 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,256 Sq Ft

  10 Winchester Place Unit 302, Winchester, MA 01890

  10 Winchester Place Unit 302, Winchester, MA 01890
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  /25

  Est $1,241,272 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,190 Sq Ft

  10 Winchester Place Unit 204, Winchester, MA 01890

  10 Winchester Place Unit 204, Winchester, MA 01890
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  /32

  Est $772,961 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft

  666 Main St Unit 203, Winchester, MA 01890

  666 Main St Unit 203, Winchester, MA 01890
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  /24

  Est $749,986 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  666 Main St Unit 202, Winchester, MA 01890

  666 Main St Unit 202, Winchester, MA 01890
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  /37

  Est $3,345,717 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,500 Sq Ft

  4 Dix St, Winchester, MA 01890

  4 Dix St, Winchester, MA 01890
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  /35

  Est $1,236,849 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 2,332 Sq Ft

  9 Bacon St, Winchester, MA 01890

  9 Bacon St, Winchester, MA 01890
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  /42

  Est $1,307,631 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,341 Sq Ft

  30 Symmes Rd, Winchester, MA 01890

  30 Symmes Rd, Winchester, MA 01890
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  /5

  Est $2,937,103 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,522 Sq Ft

  404 Main St, Winchester, MA 01890

  404 Main St, Winchester, MA 01890
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  /29

  Est $1,659,982 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,747 Sq Ft

  48 Lloyd St, Winchester, MA 01890

  48 Lloyd St, Winchester, MA 01890

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