22

Winchester, MA Open Houses

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  • /26

    $375,000 Open Sun 12PM - 1:30PM

    • 1 Bed
    • 1 Bath
    • 606 Sq Ft

    200 Swanton St Unit 228, Winchester, MA 01890

    Welcome to Parkview Condominiums in Winchester. This one bed one bath, bright unit features an open layout with peaceful views overlooking the pond. The low HOA fee includes heat, hot water, electricity, and air conditioning—an exceptional value. Highlights include a spacious living area, updated kitchen with new stainless steel appliances, a large bedroom with new flooring and excellent closet

    Agent Photo

    Joan Powell

    RE/MAX Andrew Realty Services

    (781) 417-5122

    200 Swanton St Unit 228, Winchester, MA 01890
  • /39

    $3,379,000 Open Sun 11AM - 12:30PM

    • 7 Beds
    • 7.5 Baths
    • 8,540 Sq Ft

    37 Mayflower Rd, Winchester, MA 01890

    Magnificent newer sun filled colonial w/oversized rooms offering over 8,000 sq ft of beautifully finished living space featuring 7 grand BR's, 7.5 BA across 4 levels w/a 3-car direct entry garage. This expansive home showcases exceptional craftsmanship including custom built-ins, fine cabinetry, decorative moldings, 4 fplc & a great layout. The newly renovated kitchen features sleek quartz

    Kim Covino Compass

    37 Mayflower Rd, Winchester, MA 01890
  • /35

    $3,399,000 Open Sat 12:30PM - 2PM

    • 7 Beds
    • 7.5 Baths
    • 7,226 Sq Ft

    1 Plymouth Rd, Winchester, MA 01890

    Discover a beautifully reimagined home in one of Winchester’s most sought-after neighborhoods, offering exceptional space, comfort, and convenience in a truly prime location. With 7 bedrooms, 7 full baths, and 1 half bath, 1 Plymouth has been thoughtfully expanded and rebuilt with high-end finishes throughout to suit today’s lifestyle. At the heart of the home is a stunning fireplaced family room

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    1 Plymouth Rd, Winchester, MA 01890
  • /36

    $2,850,000 Open Sat 2PM - 3:30PM

    • 6 Beds
    • 7 Baths
    • 6,968 Sq Ft

    14 Nassau Dr, Winchester, MA 01890

    Grand custom-built 6 bedroom / 7 bathroom house in a quiet Winchester neighborhood. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living and dining room maintain its good sense of typical New England

    Weidong Li WINN Real Estate & Consulting

    14 Nassau Dr, Winchester, MA 01890
  • /41

    $2,200,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 4.5 Baths
    • 6,900 Sq Ft

    16 Glenwood Ave, Winchester, MA 01890

    Must see! Beautifully renovated & expanded Cape offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr

    Kim Covino Compass

    16 Glenwood Ave, Winchester, MA 01890
  • /42

    $2,699,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 4 Baths
    • 5,950 Sq Ft

    21 Bellevue Ave, Winchester, MA 01890

    Exquisite home nestled in sought after Winchester neighborhood! This breathtaking home checks all the boxes on the wish list! Welcoming sun-filled entry foyer, soaring ceilings, gleaming hardwood floors & open concept flow. Inviting living room w/gas fireplace. Fabulous gourmet kitchen complete w/ Viking appliances, walk-in-pantry, dining area, coffee/wet bar & wine chiller. Sliding doors open to

    Giordana Fiorvanti-Smith Berkshire Hathaway HomeServices Commonwealth Real Estate

    21 Bellevue Ave, Winchester, MA 01890
  • /42

    $3,299,000 Open Sun 1PM - 2:30PM

    • 5 Beds
    • 4.5 Baths
    • 5,202 Sq Ft

    74 Wedgemere Ave, Winchester, MA 01890

    The most idyllic setting in town! This beautifully renovated and expanded Colonial blends timeless charm with modern sophistication. Perfectly sited on an 18,000 sq ft lot abutting conservation land, it offers exceptional privacy in one of the town’s most coveted neighborhoods. This stunning home features 5+ bedrooms and 4.5 baths, with new windows, updated systems, an expanded kitchen, and

    Kim Covino Compass

    74 Wedgemere Ave, Winchester, MA 01890
  • /38

    $2,299,000 Open Sun 1PM - 2:30PM

    • 5 Beds
    • 3.5 Baths
    • 5,006 Sq Ft

    276 High St, Winchester, MA 01890

    Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This residence offers unparalleled privacy & is surrounded by nature. This home includes 5 bedrooms, 3.5 bathrooms & an oversized 3 car garage! The spacious grounds feature delightful front & back yards, a generous deck, & a charming

    Kim Covino Compass

    276 High St, Winchester, MA 01890
  • /28

    $1,199,000 Open Sat 1PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 2,129 Sq Ft

    31 Mystic Ave Unit 33, Winchester, MA 01890

    Charming, beautifully updated town home in prime downtown Winchester neighborhood! This 4 bed 2 bath home offers living space across 3 levels, blending classic character w/ everyday functionality. The layout features a welcoming main level with high ceilings, oversized windows & a nice open flow between the living room, dining room, family room & kitchen, creating an ideal setup for both daily

    Kim Covino Compass

    31 Mystic Ave Unit 33, Winchester, MA 01890
  • /24

    $727,000 Open Sat 1PM - 2:30PM

    • 2 Beds
    • 1 Bath
    • 1,029 Sq Ft

    115 Washington St Unit 2A, Winchester, MA 01890

    Newly Renovated! 2 Bd at Church Place in Winchester Center! This stunning corner unit renovation was just completed & is ideally located in the heart of the center. Perfect for down-sizers or anyone seeking easy living w/ access to the train, restaurants, shops & top-rated schools - all the conveniences right outside your door! This bright & airy unit offers an open floor plan w/ beautiful arched

    Kim Covino Compass

    115 Washington St Unit 2A, Winchester, MA 01890
  • /26

    $725,000 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 2 Baths
    • 1,588 Sq Ft

    7 Conant Rd Unit 53, Winchester, MA 01890

    This rare & very desirable Willows unit offers effortless one-level living ~ enjoy this beautifully maintained direct entry first-floor residence with adjacent garage!! The open-concept layout is filled with natural light and features a welcoming living room with a gas fireplace with slider to a private fenced patio, ideal for indoor-outdoor enjoyment. The extraordinary primary suite is drenched

    Kim Covino Compass

    7 Conant Rd Unit 53, Winchester, MA 01890
  • /42

    $3,650,000 Open Sat 11AM - 12:30PM

    • 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
  • /42

    $2,999,000 Open Sat 1PM - 2:30PM

    • 5 Beds
    • 4 Baths
    • 4,028 Sq Ft

    10 Dartmouth St, Winchester, MA 01890

    Winchester's premiere location! This stunning waterfront gem is perfectly situated on Winter Pond, offering over 80 feet of direct water frontage with expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this property presents a rare opportunity to enjoy water activities such as kayaking, paddleboarding, fishing, ice skating and hockey all

    Kim Covino Compass

    10 Dartmouth St, Winchester, MA 01890
  • /34

    $1,799,000 Open Sat 1PM - 2:30PM

    • 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
  • /37

    $1,349,000 Open Sat 1PM - 2:30PM

    • 3 Beds
    • 2 Baths
    • 2,355 Sq Ft

    205 Washington St, Winchester, MA 01890

    This charming home abounds in style and character. It is Steps to downtown Winchester, where you can enjoy a variety of fine restaurants, easy commute to Boston & be able to walk to all the public schools & St. Mary's .Beautiful natural wood trim & hdwd floors throughout, grace this home. A spacious & sunny kitchen w/ center island, great for entertaining w/ a built-in desk. Large pantry for

    Jayne Zeamer Coldwell Banker Realty - Boston

    205 Washington St, Winchester, MA 01890
  • /39

    $1,199,000 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,973 Sq Ft

    15 East St, Winchester, MA 01890

    Move in ready & nicely remodeled ranch on a fabulous 10K fenced lot! This 3-4bedroom, 2 full bath home w/full lower level including office, family room/bedroom & full bath offers a sunny, functional layout w/ tasteful updates throughout.The main living spaces flow seamlessly, highlighted by a newer eat-in kitchen w/ access to deck & great yard; perfect for indoor/outdoor living & entertaining.

    Kim Covino Compass

    15 East St, Winchester, MA 01890
  • /30

    $364,900 Open Sat 11AM - 12:30PM

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft

    200 Swanton St Unit 717, Winchester, MA 01890

    Rarely available top-floor (7th floor) condo at the Parkview Condominium Complex! Enjoy easy living in highly desirable Winchester. Well-maintained 1-bedroom condo offers a bright, open-layout, spacious bedroom with an oversized closet. Full bathroom with tiled shower/tub. The Kitchen offers ample cabinet and counter-top space, breakfast bar style which opens to the living area- perfect for

    Cameron Moniz Coldwell Banker Realty - Lexington

    200 Swanton St Unit 717, Winchester, MA 01890
  • /41

    $939,900 Open Sun 12:30PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft

    380 Cross St, Winchester, MA 01890

    This Expanded Cape features a fireplace living room, built in bookcases, and glistening hardwood floors throughout. The spacious kitchen has a dining area which opens to the living room for an entertaining atmosphere. The 2nd floor Master bedroom suite has a balcony to enjoy your morning coffee. The inviting 3 season porch with flagstone floor is a nice place for family to congregate and get to

    Rajive Dogra Coldwell Banker Realty - Lexington

    380 Cross St, Winchester, MA 01890
  • /16

    $2,799,000 Open Sat 12PM - 1PM

    • 5 Beds
    • 4 Baths
    • 5,083 Sq Ft

    53 Winford Way, Winchester, MA 01890

    Stunning new construction in highly sought-after Winchester! This thoughtfully designed home blends modern style with everyday functionality. The first floor features an open-concept kitchen, dining area, and sun-filled living and family rooms with soaring ceilings open to the second floor and a cozy fireplace, perfect for entertaining or relaxing. A first-floor bedroom, full bath, and convenient

    Andersen Group Realty Keller Williams Realty Boston Northwest

    53 Winford Way, Winchester, MA 01890
  • /34

    $1,095,000 Open Sat 1:15PM - 3PM

    • 5 Beds
    • 2 Baths
    • 2,331 Sq Ft

    149 Horn Pond Brook Rd, Winchester, MA 01890

    Picture-perfect Cape Cod single family home on a corner lot across the street from the brand new Lynch Elementary School. This special residence is much larger than it looks & has 4–5 spacious bedrooms across two levels & two full baths on each floor. Such space offers versatility with 2 beds on main level & 3 bedrooms on the upper floor. The sun-filled living room flows nicely to a charming

    Nancy McLaughlin Redfin Corp.

    149 Horn Pond Brook Rd, Winchester, MA 01890
  • /40

    $1,549,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,298 Sq Ft

    6 Oakland Cir, Winchester, MA 01890

    Location, location, location! Enjoy one-level living in this charming Ranch-style home, beautifully situated on a cul-de-sac, within walking distance to the vibrant Town Center. This exceptional property, lovingly maintained by the same owners for 50+ years, offers a large fireplaced living room with ample natural light, gracious dining room with built-in cabinets, tasteful new kitchen with

    Seeme Moreira Coldwell Banker Realty - Lexington

    6 Oakland Cir, Winchester, MA 01890
  • /24

    $889,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft

    4 Stratton Dr Unit 308, Woburn, MA 01801

    Commuter-friendly, thoughtfully designed newer construction condo at Highland at Vale offering a refined take on low-maintenance living in Woburn. Positioned on the 3rd floor with high ceilings, this single-level home features scenic sunset views from a private balcony with a hilltop vantage and seamless indoor-outdoor flow. The layout is effortlessly arranged for privacy with 2 spacious

    Erika Tarlow Coldwell Banker Realty - Boston

    4 Stratton Dr Unit 308, Woburn, MA 01801

Home Trends in Winchester, MA

Housing Trends

Median Sale Price
$1,580,000
Median Single Family Sale Price
$1,750,000
Median Townhouse Sale Price
$1,350,000
Median 2 Bedroom Sale Price
$935,000
Average Price Per Sq Ft
$562
Number of Homes for Sale
21
Last 12 months Home Sales
173
Months of Supply
1.50
Median List Price
$1,649,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-5%
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