9,208

Winchester, MA Homes

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    • /35

      Est $1,068,023 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,657 Sq Ft

      17 Russell Rd, Winchester, MA 01890

      17 Russell Rd, Winchester, MA 01890
  • /42

    $3,665,000 Sold Mar 27, 2025

    • 5,768 Sq Ft
    • $635/SF
    • 1 Day On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1895

    6 Lakeview Rd, Winchester, MA 01890

    Experience the epitome of luxury living in this exceptional, high-end renovation of a breathtaking Winchester gem, located in one of the town’s most coveted neighborhoods. Enjoy stunning lake views from numerous rooms & the expansive 1000SF deck! Reconstructed and designed by RENEW, a company committed to blending historical integrity with modern amenities, paying meticulous attention to every

    Kim Covino Compass

    6 Lakeview Rd, Winchester, MA 01890
    • /28

      Est $1,104,723 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,946 Sq Ft

      65 Sylvester Ave, Winchester, MA 01890

      65 Sylvester Ave, Winchester, MA 01890
  • /42

    $2,350,000 Sold Mar 24, 2025

    • 3,059 Sq Ft
    • $768/SF
    • 6 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1940

    17 Dix St, Winchester, MA 01890

    Prime Waterfront home in downtown Winchester!! Take advantage of this unique opportunity to customize, renovate, expand or rebuild your dream home on this heavenly 1/2 acre lot with gorgeous grounds and expansive frontage on Wedge Pond. The current home was custom built and enjoyed by one family who made unforgettable memories here including skating, swimming, canoeing & sledding right in their

    Kim Covino Compass

    17 Dix St, Winchester, MA 01890
    • /38

      Est $946,213 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,765 Sq Ft

      70 Canal St, Winchester, MA 01890

      70 Canal St, Winchester, MA 01890
  • /33

    $615,000 Sold Mar 24, 2025

    • 1,452 Sq Ft
    • $424/SF
    • 5 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1960

    299 Cross St Unit 299, Winchester, MA 01890

    Welcome to The Residences at Winchester! A perfect move-in ready single-family alternative without the hassle of yard work. Fantastic chance to own this 2 bedroom 1.5 bathroom gem with beautiful hardwood floors, open concept living/dining/kitchen in Winchester at a budget-friendly price. Why rent when you can own? The finished lower level adds over 400 square feet of extra living area.

    Patricia Nunez Redfin Corp.

    299 Cross St Unit 299, Winchester, MA 01890
    • /28

      Est $712,174 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,160 Sq Ft

      7 Conant Rd Unit 27, Winchester, MA 01890

      7 Conant Rd Unit 27, Winchester, MA 01890
  • /2

    $1,650,000 Sold Mar 19, 2025

    • 3,381 Sq Ft
    • $488/SF
    • 14 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1938

    5 Alben St, Winchester, MA 01890

    Welcome to this charming Colonial, thoughtfully maintained by its owners! Nestled on a peaceful, tree-lined street, this beautifully updated colonial home exudes warmth and character. Featuring a recently updated roof (2022), new triple pane energy efficient windows with transferable lifetime warranty (2018), and fresh interior and exterior paint, this home is move-in ready and full of charm.

    Andersen Group Realty Keller Williams Realty Boston Northwest

    5 Alben St, Winchester, MA 01890
    • /41

      Est $739,703 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,510 Sq Ft

      7 Conant Rd Unit 45, Winchester, MA 01890

      7 Conant Rd Unit 45, Winchester, MA 01890
  • /42

    $3,250,000 Sold Mar 18, 2025

    • 4,714 Sq Ft
    • $689/SF
    • 9 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1909

    23 Everett Ave, Winchester, MA 01890

    Talk about curb appeal! This fabulous Colonial home beckons with an amazing front porch overlooking an expansive front yard, proudly perched on a quiet corner in one of the most coveted neighborhoods in town. Well-tended gardens and plants mesh with giant overhanging oak trees making your heart sing. Inside, delight in the quarter-sawn oak walls and floors, huge sunny family room and a dining

    Nancy Pallotta Gibson Sotheby's International Realty

    23 Everett Ave, Winchester, MA 01890
    • /19

      Est $741,868 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,421 Sq Ft

      7 Conant Rd Unit 41, Winchester, MA 01890

      7 Conant Rd Unit 41, Winchester, MA 01890
  • /42

    $1,670,000 Sold Mar 18, 2025

    • 3,224 Sq Ft
    • $518/SF
    • 59 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1945

    9 Robinson Park, Winchester, MA 01890

    Classic Colonial 4 bedroom 3+1/2 bath on quiet street overlooking the Mystic Lake. Awaits buyers with vision prepared to renovate. Freshly painted interior gleaming hardwood floors. Gracious front to back fireplaced living room w/custom shelves & built-ins & picture windows. Formal dining room w/2 china closets adjacent to large open eat-in light filled kitchen. French doors to back deck.

    Paul Reardon William Raveis R.E. & Home Services

    9 Robinson Park, Winchester, MA 01890
    • /30

      Est $746,108 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,539 Sq Ft

      7 Conant Rd Unit 69, Winchester, MA 01890

      7 Conant Rd Unit 69, Winchester, MA 01890
  • /31

    $940,000 Sold Mar 14, 2025

    • 2,418 Sq Ft
    • $389/SF
    • 8 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1985

    60 Edward Dr Unit 60, Winchester, MA 01890

    Welcome to this move in ready townhouse in Pepper Hill Estates! Enjoy easy living with this stunning open concept home boasting a newer eat-in kitchen, spacious dining room & oversized living room with a wood burning fireplace and floor to ceiling windows that are flooded w/natural light. This main floor also has great closet space, a half bath and a beautiful rear deck to enjoy. The 2nd level

    Kim Covino Compass

    60 Edward Dr Unit 60, Winchester, MA 01890
    • /15

      Est $758,167 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,605 Sq Ft

      7 Conant Rd Unit 66, Winchester, MA 01890

      7 Conant Rd Unit 66, Winchester, MA 01890
  • /42

    $2,200,000 Sold Mar 07, 2025

    • 3,676 Sq Ft
    • $598/SF
    • 12 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1940

    6 Ardley Place, Winchester, MA 01890

    Tucked away on a dead-end street, 6 Ardley Place blends classic character with modern comforts. Beautifully expanded with a complete renovation & redesign in 2013, this home offers a warm & inviting atmosphere w/elegant finishes throughout. The heart of the home is a stunning chef’s kitchen, featuring a 10 foot walnut island, Viking gas stove, beautiful cabinetry, & flows into the family room

    McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

    6 Ardley Place, Winchester, MA 01890
    • /20

      Est $728,577 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,532 Sq Ft

      7 Conant Rd Unit 52, Winchester, MA 01890

      7 Conant Rd Unit 52, Winchester, MA 01890
  • /42

    $2,900,000 Sold Mar 07, 2025

    • 4,400 Sq Ft
    • $659/SF
    • 67 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1917

    64 Wildwood St, Winchester, MA 01890

    Exquisitely restored brick Colonial situated in the sought-after Flats neighborhood of Winchester. Boasting refinished hardwood floors, beautiful moldings and trim, and high ceilings throughout, no detail has been overlooked in this meticulous renovation. The gourmet kitchen, featuring high end appliances, is perfect for culinary enthusiasts, while the formal dining room, complete w/ wood-burning

    McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

    64 Wildwood St, Winchester, MA 01890
    • /34

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,482 Sq Ft

      7 Conant Rd Unit 16, Winchester, MA 01890

      7 Conant Rd Unit 16, Winchester, MA 01890
  • /42

    $1,600,000 Sold Mar 03, 2025

    • 2,075 Sq Ft
    • $771/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1900

    410 Main St, Winchester, MA 01890

    Charming, updated carriage house on a private lot, where form meets function in an in-town location. The expansive living room with a fireplace and beam ceiling offers flexibility for dual purposes or a single use. The impressive kitchen boasts a timeless style with a coffee bar, an eat-in breakfast nook, & a convenient peninsula with a six burner stove and Thermador oven. Positioned by a bay

    Anne Spry Barrett Sotheby's International Realty

    410 Main St, Winchester, MA 01890
    • /33

      Est $755,038 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,512 Sq Ft

      7 Conant Rd Unit 15, Winchester, MA 01890

      7 Conant Rd Unit 15, Winchester, MA 01890
  • /27

    $1,200,000 Sold Feb 28, 2025

    • 3,350 Sq Ft
    • $358/SF
    • 183 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1989

    7 Wainwright Rd Unit 22, Winchester, MA 01890

    Now is the time to make a move! Step into a sophisticated lifestyle as you enter through a charming courtyard into this elegant condo. The beautifully updated kitchen is a standout, featuring granite countertops, cherry cabinetry, and premium new stainless steel appliances—a chef’s dream come true. The open-concept layout is perfect for modern living, with a dining area flowing into the inviting

    DeWolfe Group Gibson Sotheby's International Realty

    7 Wainwright Rd Unit 22, Winchester, MA 01890
    • /33

      Est $1,533,263 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,442 Sq Ft

      41 White St Unit 43, Winchester, MA 01890

      41 White St Unit 43, Winchester, MA 01890
  • /42

    $2,825,000 Sold Feb 25, 2025

    • 5,850 Sq Ft
    • $483/SF
    • 8 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2018

    16 Wickham Rd, Winchester, MA 01890

    Tucked away on a quiet sought after neighborhood, just steps away from the Wedgemere Station and Winchester Center, this meticulously maintained 5-bedroom home built in 2018 perfectly blends modern design with refined details, including beautiful coffered ceilings, wainscoting, chair rails, and crown moulding. The 1st floor offers a formal living room, a spacious family room with a fireplace, a

    Rodrigo Serrano Leading Edge Real Estate

    16 Wickham Rd, Winchester, MA 01890
    • /37

      Est $823,242 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,863 Sq Ft

      48 George Rd, Winchester, MA 01890

      48 George Rd, Winchester, MA 01890
  • /36

    $630,000 Sold Feb 25, 2025

    • 1,160 Sq Ft
    • $543/SF
    • 137 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    666 Main St Unit LV2, Winchester, MA 01890

    Welcome to 666 Main Street, Unit LV2, Winchester. This beautiful well maintained 2 bedroom, 2 bathroom condominium on the desirable ground level, features a Private Entrance & a Walk Out Patio w/ Wedge Pond views. Enjoy the close distance of all that Winchester Centre has to offer; shops, restaurants, commuter rail & more. Enjoy an updated kitchen w/ stainless appliances & peninsula, separate

    Katie DiVirgilio RE/MAX 360

    666 Main St Unit LV2, Winchester, MA 01890
    • /30

      Est $848,316 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,823 Sq Ft

      171 Swanton St Unit 63, Winchester, MA 01890

      171 Swanton St Unit 63, Winchester, MA 01890
  • /42

    $2,025,000 Sold Feb 21, 2025

    • 4,997 Sq Ft
    • $405/SF
    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1975

    23 Olde Village Dr, Winchester, MA 01890

    Welcome to this exceptional one floor living ranch-style home, a true haven for both luxury living and car enthusiasts. Nestled among towering trees, this expansive property offers the perfect balance of privacy and beauty, with a stunning 4-car garage designed to accommodate your prized vehicles, ample storage space, workshop, home gym or additional living space. With a grand, welcoming entrance

    Andersen Group Realty Keller Williams Realty Boston Northwest

    23 Olde Village Dr, Winchester, MA 01890
    • /31

      Est $876,814 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,836 Sq Ft

      171 Swanton St Unit 61, Winchester, MA 01890

      171 Swanton St Unit 61, Winchester, MA 01890
  • /40

    $2,532,000 Sold Feb 18, 2025

    • 6,300 Sq Ft
    • $402/SF
    • 28 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2024

    20 Bellevue Ave, Winchester, MA 01890

    Exquisite 6-bed, 6.5-bath residence offers 6,300 sq ft of sophisticated design and luxurious features. The chef’s kitchen boasts dual islands, quartz countertops, Viking appliances, and a sunny breakfast nook perfect for entertaining. The family room with a gas fireplace opens to a deck and landscaped yard for seamless indoor-outdoor living. The first floor includes a guest bedroom or office with

    Monte Marrocco Coldwell Banker Realty - Lexington

    20 Bellevue Ave, Winchester, MA 01890
    • /22

      Est $771,588 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,435 Sq Ft

      171 Swanton St Unit 49, Winchester, MA 01890

      171 Swanton St Unit 49, Winchester, MA 01890
  • /34

    $1,020,000 Sold Feb 14, 2025

    • 1,470 Sq Ft
    • $694/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    28 Bellevue Ave, Winchester, MA 01890

    Nestled at the end of a peaceful cul-de-sac in Winchester, this charming 3-bedroom, 1.5-bath home is a must-see. Recently updated with fresh paint, modern flooring, stylish lighting fixtures, and updated stainless steel appliances in the kitchen, it blends comfort with convenience. The living room features a cozy wood-burning fireplace, perfect for chilly evenings. The walk-out basement offers

    Gayle Winters Compass

    28 Bellevue Ave, Winchester, MA 01890
    • /41

      Est $752,128 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,475 Sq Ft

      171 Swanton St Unit 33, Winchester, MA 01890

      171 Swanton St Unit 33, Winchester, MA 01890
  • /20

    $660,000 Sold Feb 12, 2025

    • 1,160 Sq Ft
    • $569/SF
    • 63 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    666 Main St Unit L3, Winchester, MA 01890

    Welcome to 666 Main St Unit L3- Ground level 2 Bedroom Unit with Sliders to Patio overlooking Wedge Pond-Kitchen Totally Updated with Custom Cabinets and Quartz Countertop and Back Splash. Stainless Steel Appliances- Fire Place Living Room with Hardwood Floors-Spacious Dining Area with Hardwood Floors- Open Concept-Master Bedroom with Full Bath, Walk in Closet and Hardwood Floors-2nd Bedroom with

    Steven Petrello Century 21 North East

    666 Main St Unit L3, Winchester, MA 01890
    • /24

      Est $779,366 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,435 Sq Ft

      171 Swanton St Unit 27, Winchester, MA 01890

      171 Swanton St Unit 27, Winchester, MA 01890
  • /25

    $1,450,000 Sold Feb 10, 2025

    • 2,632 Sq Ft
    • $551/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1911

    48 Water St Unit 50, Winchester, MA 01890

    Embrace elegance and convenience with this exquisite townhouse that's been meticulously designed. This residence presents a generous 4-bedroom, 3.5-bathroom, ample space for relaxation and entertainment across its three expansive levels. The heart of this home is the open floor plan, where natural light cascades over fine finishes that align with the rhythm of your daily life. Culinary

    Chris Kostopoulos Keller Williams Realty

    48 Water St Unit 50, Winchester, MA 01890
    • /27

      Est $796,429 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,430 Sq Ft

      171 Swanton St Unit 17, Winchester, MA 01890

      171 Swanton St Unit 17, Winchester, MA 01890
  • /38

    $1,650,000 Sold Jan 30, 2025

    • 2,376 Sq Ft
    • $694/SF
    • 30 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1927

    36 Oneida Rd, Winchester, MA 01890

    TOTAL RENOVATION! Thoughtfully crafted to create a warm and inviting abode. Step inside to discover the completely reimagined first floor with an open concept dining room, sitting room, and show-stopping brand new kitchen with a center island, and a slider leading to a patio, ideal for alfresco dining and entertaining. The first floor also hosts a versatile family room with access to a private

    Philip Vita Compass

    36 Oneida Rd, Winchester, MA 01890
    • /33

      Est $1,322,161 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,340 Sq Ft

      85 Loring Ave, Winchester, MA 01890

      85 Loring Ave, Winchester, MA 01890
  • /42

    $2,799,000 Sold Jan 30, 2025

    • 4,324 Sq Ft
    • $647/SF
    • 68 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1938

    16 Ardley Place, Winchester, MA 01890

    Beautiful & magnificent, this colonial single family offers a perfect blend of timeless elegance and contemporary amenities. Situated at the end of a serene cul-de-sac & private hilltop oasis just minutes from the new Lynch Elementary School opening in 2025. Enjoy proximity to Horn Pond recreation areas & seasonal views of Winter Pond. Featuring 5 Bed,4 Full baths, 2-half with 2 ensuites plus a

    Ann Norberg Coldwell Banker Realty - Lexington

    16 Ardley Place, Winchester, MA 01890

Showing Results 441 - 480, Page 12 of 18

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