383

Winchester, MA Homes for Sale

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  • /32

    $499,800 Open Sun 12:30PM - 2PM

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft

    200 Swanton St Unit 239, Winchester, MA 01890

    Sunny second-floor 2-bedroom unit overlooking a serene duck pond. This home features an open layout with hardwood floors, an updated granite and stainless-steel kitchen, and a modern bath with a sleek barn door. Each bedroom offers two closets, plus three additional hallway closets for exceptional storage. Enjoy a private enclosed balcony with serene views. The HOA fee includes heat, hot water,

    Agent Photo

    Joan Powell

    Advisors Living - Merrimac

    (781) 488-1546

    200 Swanton St Unit 239, Winchester, MA 01890
  • /41

    $1,990,000

    • 4 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    4 Chestnut St, Winchester, MA 01890

    Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck

    Agent Photo

    Tyson Lynch

    The Proper Nest Real Estate

    (781) 633-6582

    4 Chestnut St, Winchester, MA 01890
  • /31

    $948,000 Sold May 29, 2025

    • 1,469 Sq Ft
    • $645/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1928

    79 Sylvester Ave, Winchester, MA 01890

    Discover where form meets function in this beautifully maintained home, ideally located near Winchester Center. Nestled on a neighborhood street, with Horn Pond, bike paths, local schools, commuter rail, & downtown shops just moments away, this home offers a quintessential location. Thoughtfully updated, the kitchen, exterior, and bedrooms reflect pride of ownership, showcasing care and attention

    Anne Spry Barrett Sotheby's International Realty

    79 Sylvester Ave, Winchester, MA 01890
  • /20

    $2,398,000 Sold May 06, 2025

    • 4,468 Sq Ft
    • $537/SF
    • 26 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1937

    74 Hillcrest Pkwy, Winchester, MA 01890

    Introducing 74 Hillcrest Parkway! This spacious, modern 5-bedroom home is nestled across the breathtaking Middlesex Fells Reservation on one of Winchester's most picturesque streets! First floor seamlessly blends living, dining, & kitchen areas. Living room has wood burning fireplace & custom built-in shelves. Dining room offers delightful space for cozy gatherings and the spacious eat-in kitchen

    Ann Hogstadius RE/MAX Real Estate Center

    74 Hillcrest Pkwy, Winchester, MA 01890
  • /36

    $730,000 Sold May 01, 2025

    • 1,393 Sq Ft
    • $524/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1890

    21 Shepard Ct, Winchester, MA 01890

    Welcome to 21 Shepard Court, a beautifully renovated townhouse nestled in a quiet cul-de-sac. This 2+ bedroom, 1-bathroom home offers four levels of living space with modern upgrades & timeless charm. Renovated features: The main level boasts a high-end kitchen with new quartz countertops stainless steel appliances, custom cabinetry, & eat in island. The bathroom has been fully upgraded with

    Abe Guillen Encore Realty

    21 Shepard Ct, Winchester, MA 01890
  • /42

    $1,890,000 Sold Mar 28, 2025

    • 4,318 Sq Ft
    • $438/SF
    • 7 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1956

    19 Johnson Rd, Winchester, MA 01890

    A DESIGNER DREAM! Welcome to 19 Johnson Road, a pristine 5-bedroom colonial-style home located in the highly sought-after Vinson Owen School district! As you enter the home, you are greeted by a stunning curved staircase adorned with molding and a statement-making light fixture. The first level boasts a fireplaced living room, a fireplaced family room, an updated kitchen, and a gorgeous formal

    Philip Vita Compass

    19 Johnson Rd, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /24

    $962,000 Sold Dec 18, 2024

    • 1,890 Sq Ft
    • $509/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    25 Hemingway St, Winchester, MA 01890

    Discover the potential of this charming and well-maintained 2-story Cape-style home, offering both comfort and privacy in a highly desirable Winchester location. Conveniently situated near a public elementary school, public transportation, healthcare services, and a variety of dining options, this home ensures easy access to everything you need. Featuring 3 spacious bedrooms and 2 full baths, the

    Andersen Group Realty Keller Williams Realty Boston Northwest

    25 Hemingway St, Winchester, MA 01890
  • /38

    $1,650,000 Sold Dec 11, 2024

    • 3,158 Sq Ft
    • $522/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    31 Girard Rd, Winchester, MA 01890

    Welcome to 31 Girard Road, a lovely colonial gracefully positioned on a prominent corner lot in the Vinson Owen School district! As you step inside, you’ll pass an exquisite curved staircase on your way to the front-to-back living room with custom built-ins. The heart of the home is the open kitchen, seamlessly connected to a bright and airy dining area. This space is perfect for hosting

    Philip Vita Compass

    31 Girard Rd, Winchester, MA 01890
  • /30

    $1,050,000 Sold Nov 21, 2024

    • 2,136 Sq Ft
    • $492/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1926

    359-361 Washington St, Winchester, MA 01890

    Welcome to this well-maintained two-unit multi-family home, perfect for investors or owner-occupants seeking a spacious living arrangement with rental income potential. Each unit boasts two well apportioned bedrooms and dedicated in-home office areas, ideal for today’s work-from-home lifestyle. Enjoy the convenience of off-street parking along with two garage bays, ensuring easy access for you

    Anne Spry Barrett Sotheby's International Realty

    359-361 Washington St, Winchester, MA 01890
  • /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
  • /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
  • /37

    $1,421,000 Sold Oct 30, 2024

    • 2,793 Sq Ft
    • $509/SF
    • 6 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1958

    4 Albamont Rd, Winchester, MA 01890

    Beautiful and spacious 5 bedroom, 2.5 bathroom contemporary Cape in one of Winchester’s nicest west side neighborhoods, situated on lovely landscaped grounds. A well cared-for home with so many updates! Newer quartz countertop kitchen with island and stainless steel appliances, beautiful hardwood floors throughout, bright living room with fireplace, dining room with built-in corner cabinet,

    The Ridick Revis Group Compass

    4 Albamont Rd, Winchester, MA 01890
  • /42

    $2,400,000 Sold Oct 28, 2024

    • 4,138 Sq Ft
    • $580/SF
    • 5 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1962

    5 Pilgrim Dr, Winchester, MA 01890

    Welcome to your dream home, nestled in a tranquil cul-de-sac! This property combines luxury and functionality, featuring multiple living areas perfect for entertaining. At the heart of the home is a gourmet kitchen with a Wolf cooktop, dual ovens, two Sub Zero refrigerators, and butler's pantry with a wine cooler—ideal for culinary enthusiasts. The family room boasts cathedral ceilings with a

    Andersen Group Realty Keller Williams Realty Boston Northwest

    5 Pilgrim Dr, Winchester, MA 01890
  • /42

    $3,005,000 Sold Oct 25, 2024

    • 5,896 Sq Ft
    • $510/SF
    • 8 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2024

    15 W Chardon Rd, Winchester, MA 01890

    Elegance meets modern luxury in this stunning new construction home located at 15 W Chardon Road, Winchester. Nestled in a sought after neighborhood, this 5/6-bedroom, 5.5-bathroom residence offers a timeless appeal and an array of upscale amenities. The primary suite is a sanctuary of indulgence, featuring an oversized deck, offering a serene retreat for relaxation and enjoyment. For those with

    Philip Vita Compass

    15 W Chardon Rd, Winchester, MA 01890
  • /2

    $915,000 Sold Oct 24, 2024

    • 2,020 Sq Ft
    • $453/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    49 Edward Dr Unit 49, Winchester, MA 01890

    Welcome to this stunning townhouse in Pepper Hill Estates. It features an open floor plan with beautiful hardwood floors and abundant natural light. The kitchen with stainless steel appliances, flows into a spacious living area. With 3 bedrooms plus a guest room/office or playroom, the flexible floor plan caters to your needs.The home also boasts 2 fireplaces, 2.5 bathrooms, and central A/C and

    Alina Wang Coldwell Banker Realty - Lexington

    49 Edward Dr Unit 49, Winchester, MA 01890
  • /41

    $735,000 Sold Oct 11, 2024

    • 1,475 Sq Ft
    • $498/SF
    • 8 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1985

    171 Swanton St Unit 33, Winchester, MA 01890

    Discover your dream home in this bright and airy townhome located in the desirable Villages Condominium. A stunning foyer welcomes you, leading to a spacious living room bathed in natural light from the skylight. Relax by the inviting fireplace or entertain guests in this well-lit space. The home features generous walk-in closets, providing ample storage space. A brand new HVAC system with a

    Andersen Group Realty Keller Williams Realty Boston Northwest

    171 Swanton St Unit 33, Winchester, MA 01890
  • /42

    $1,600,000 Sold Oct 11, 2024

    • 3,691 Sq Ft
    • $433/SF
    • 20 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1926

    44 Cabot St, Winchester, MA 01890

    Nestled in the heart of Winchester, 44 Cabot Street presents an unparalleled opportunity for luxurious suburban living. The interior features hardwood floors, crown moldings, and a family room that is the perfect place to relax and unwind, with a cozy fireplace and abundant natural light streaming in through the oversized windows. Sliding door leads out to the expansive deck, where you can enjoy

    Andersen Group Realty Keller Williams Realty Boston Northwest

    44 Cabot St, Winchester, MA 01890
  • /42

    $1,740,000 Sold Oct 04, 2024

    • 2,635 Sq Ft
    • $660/SF
    • 8 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1955

    9 Blossom Hill Rd, Winchester, MA 01890

    This newly renovated home (2023) has been refreshed with all new electrical, plumbing, HVAC, water heater, and appliances, ensuring modern comfort and efficiency. Beautiful 3/4" oak flooring throughout the main level, including bedrooms, creates a warm and inviting atmosphere. The main bathroom features a Kohler steam shower and dual shower heads. The electric fireplace in the living room is

    Andersen Group Realty Keller Williams Realty Boston Northwest

    9 Blossom Hill Rd, Winchester, MA 01890
  • /42

    $3,100,000 Sold Oct 03, 2024

    • 5,600 Sq Ft
    • $554/SF
    • 24 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2022

    6 Pocahontas Dr, Winchester, MA 01890

    Indulge in luxury living at its finest at 6 Pocahontas, Winchester! This exceptional residence, meticulously crafted by its owner, boasts modern sophistication and convenience. Enter & discover top-of-the-line features, including an open & expansive floor plan with elegant 6” white oak flooring throughout & complemented by Canadian fir beams. A gourmet kitchen w/ premium appliances, dual islands,

    Monte Marrocco Coldwell Banker Realty - Lexington

    6 Pocahontas Dr, Winchester, MA 01890
  • /34

    $810,000 Sold Oct 01, 2024

    • 1,584 Sq Ft
    • $511/SF
    • 74 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2014

    897 Main St Unit 1, Winchester, MA 01890

    This stunning entry level unit condo offers the open concept living you've been searching for. The thoughtfully designed interior features soaring ceilings and an effortless flow between rooms. The spacious living room with cozy gas fireplace transitions seamlessly into the chef's kitchen - boasting granite countertops, stainless steel appliances including a gas range, stylish vent hood, and a

    Andersen Group Realty Keller Williams Realty Boston Northwest

    897 Main St Unit 1, Winchester, MA 01890
  • /42

    $3,000,000 Sold Sep 17, 2024

    • 6,805 Sq Ft
    • $441/SF
    • 6 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2009

    232 High St, Winchester, MA 01890

    Welcome to this expansive colonial home, epitomizing elegance and modern living. The grand entrance leads to an open floor concept with luxurious details throughout. The first floor features a spacious living room with an impressive fireplace, an elegant dining room, and a modern kitchen with high-end appliances and an adjacent dining area. A massive family room above the garage includes another

    Andersen Group Realty Keller Williams Realty Boston Northwest

    232 High St, Winchester, MA 01890
  • /36

    $975,000 Sold Sep 16, 2024

    • 2,568 Sq Ft
    • $380/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1987

    55 Edward Dr, Winchester, MA 01890

    Discover this exquisite condo in the heart of Winchester, where form meets function seamlessly. Nestled in a well-established neighborhood near Whipple Hill’s walking paths & green spaces, this residence is designed for modern living. The spacious first floor features a cozy fireplace family room or office & an inviting kitchen with updated appliances, granite counters, & under-cabinet lighting.

    Anne Spry Barrett Sotheby's International Realty

    55 Edward Dr, Winchester, MA 01890
  • /2

    $1,089,000 Sold Sep 06, 2024

    • 2,430 Sq Ft
    • $448/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2011

    7 Spruce St Unit 7, Winchester, MA 01890

    This spacious townhouse is perfectly located, just a ten-minute walk from the downtown commuter rail and five minutes from the town’s high-rated high school. From the open-concept kitchen and living room to the spacious, shaded, fenced backyard and four large bedrooms, three and half bathrooms. There is more than enough room for a family to enjoy. The house also features a two-car indoor garage

    Ying Zhang Keller Williams Realty Boston Northwest

    7 Spruce St Unit 7, Winchester, MA 01890
  • /38

    $1,380,000 Sold Sep 04, 2024

    • 2,364 Sq Ft
    • $584/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    27 Ledyard Rd, Winchester, MA 01890

    Discover the endless potential of this charming 3-bedroom, 1.5-bathroom home, perfectly positioned on a sought-after Winchester lot with excellent frontage and a generously sized yard. The finished lower level features a convenient walkout to a private backyard, creating additional living space and ample opportunities for outdoor enjoyment. This property presents a fantastic opportunity for a

    Andersen Group Realty Keller Williams Realty Boston Northwest

    27 Ledyard Rd, Winchester, MA 01890
  • /32

    $761,000 Sold Aug 29, 2024

    • 1,235 Sq Ft
    • $616/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    666 Main St Unit 203, Winchester, MA 01890

    Step into luxury and sophistication with this exquisite 2-bedroom condo that exudes comfort and style. The moment you enter, the gleaming hardwood floors lead you through a space adorned with details that create a welcoming atmosphere. A standout feature of this residence is the expansive 366 sq. ft. deck that overlooks the tranquil Wedge Pond, offering a perfect retreat to relax and soak in the

    Andersen Group Realty Keller Williams Realty Boston Northwest

    666 Main St Unit 203, Winchester, MA 01890
  • /41

    $2,725,000 Sold Aug 26, 2024

    • 5,171 Sq Ft
    • $527/SF
    • 0 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1998

    10 Briarwood Ln, Winchester, MA 01890

    Experience the perfect blend of nature and luxury in this custom-built Colonial! Private home with a resort like backyard abuts Brooks Parkhurst Town Forest. This stunning 6-bedroom home offers a dramatic layout and design that's sure to impress. A elegant & captivating buttress staircase greets you upon entry. The heart of the home is an updated open-concept kitchen, complete with pantry & half

    Monte Marrocco Coldwell Banker Realty - Lexington

    10 Briarwood Ln, Winchester, MA 01890
  • /42

    $3,900,000 Sold Aug 26, 2024

    • 8,000 Sq Ft
    • $488/SF
    • 8 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2016

    12 Saint Thomas More Dr, Winchester, MA 01890

    Welcome to this exquisite custom-built colonial, an entertainer's dream, and truly unparalleled in design! This unique home features expansive rooms perfect for both family gatherings and lavish parties. The custom woodwork throughout showcases exceptional craftsmanship and attention to detail. The property boasts two primary bedrooms, each with its own luxurious spa en-suite. The dream chef's

    Monte Marrocco Coldwell Banker Realty - Lexington

    12 Saint Thomas More Dr, Winchester, MA 01890
  • /41

    $2,435,000 Sold Aug 22, 2024

    • 4,333 Sq Ft
    • $562/SF
    • 34 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1926

    17 Swan Rd, Winchester, MA 01890

    Magnificent home w/ over 4,300 sqft of luxurious living space, 4 BD ( 2 w/ ensuite BA) & 5 BA. Whether you seek relaxation, elegant entertaining, or fun-filled gatherings, it is perfect balance of comfort & style. Spacious, sunlit living area w/ hardwood floors throughout. LR w/ FP & built-in bookcases, ideal place to unwind at end of the day. Versatile sunroom w/ outdoor entrance can be an

    Peter Rooney Compass

    17 Swan Rd, Winchester, MA 01890
  • /31

    $1,525,000 Sold Aug 16, 2024

    • 2,066 Sq Ft
    • $738/SF
    • 167 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2016

    15 Dix St Unit 10, Winchester, MA 01890

    Welcome to this exquisite WATERFRONT PENTHOUSE nestled in the heart of Winchester. Upon entering, you'll be captivated by the seamless flow of the open concept kitchen, living, and dining area, complemented by not 1 but 2 private balconies that offer breathtaking water views. The primary suite is a true haven, featuring an expansive walk-in closet (large enough for exercise equipment), vast

    Philip Vita Compass

    15 Dix St Unit 10, Winchester, MA 01890
  • /3

    $1,610,000 Sold Aug 15, 2024

    • 2,212 Sq Ft
    • $728/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    12 Everell Rd, Winchester, MA 01890

    Nestled in sought-after Symmes neighborhood this timeless home was renovated in 2019-2020 providing a refreshed layout and modern amenities while keeping the home's original charm. The gracious foyer leads to a front to back living room with fireplace, window seat and French doors opening to a new family room with a walkout to the patio and backyard. The dining room with bow window flows into the

    Quinn Simpson Compass

    12 Everell Rd, Winchester, MA 01890
  • /38

    $1,875,000 Sold Aug 06, 2024

    • 4,234 Sq Ft
    • $443/SF
    • 5 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1900

    25 Marion St, Winchester, MA 01890

    Welcome to your sprawling retreat nestled on an expansive lot, offering unparalleled versatility for recreation and relaxation. This magnificent property boasts 27,952 square feet lot with an inground pool. Whether you're hosting barbecues by the cabana, or enjoying a morning swim, this outdoor oasis offers endless possibilities for lifelong memories. The 4,234 square foot home, proudly owned and

    Anne Spry Barrett Sotheby's International Realty

    25 Marion St, Winchester, MA 01890
  • /35

    $570,000 Sold May 15, 2025

    • 1,000 Sq Ft
    • $570/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    269 Cambridge Rd Unit 605, Woburn, MA 01801

    Welcome to unit 605 at  the sought-after Crescent Park, a lovely 2-bedroom,  2-bathroom CORNER unit! The main living space is a true dream. A light and bright open-concept living room and dining room is a wonderful entertaining space with direct access to the private balcony. The kitchen boasts stainless steel appliances and plenty of cabinetry, but the real bonus is the separate, generously

    Philip Vita Compass

    269 Cambridge Rd Unit 605, Woburn, MA 01801
  • /35

    $560,000 Sold Feb 27, 2025

    • 974 Sq Ft
    • $575/SF
    • 8 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    269 Cambridge Rd Unit 504, Woburn, MA 01801

    Welcome to unit 504 at Crescent Park, a 2-bedroom, 2-bathroom CORNER unit with lovely treetop views. Enter into an open-concept kitchen, dining room, and living room. This cheery and bright space has direct access to the private balcony. The kitchen is complete with upgraded cabinetry, stainless steel appliances, and quartz counters. The primary bedroom boasts a walk-in closet and an en-suite

    Philip Vita Compass

    269 Cambridge Rd Unit 504, Woburn, MA 01801

Showing Results 1 - 40, Page 1 of 10

Home Trends in Winchester, MA

Housing Trends

Median Sale Price
$1,300,000
Median Single Family Sale Price
$2,750,000
Median Townhouse Sale Price
$1,635,000
Median 2 Bedroom Sale Price
$630,000
Median 1 Bedroom Sale Price
$995,000
Average Price Per Sq Ft
$559
Number of Homes for Sale
0
Last 12 months Home Sales
53
Months of Supply
0.00
Median List Price
$1,458,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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