About Hot on the Market in Winchester!

Below you will find listings hot on the market in Winchester, Massachusetts! All of these listing have been on the market for 7 days or less. For other listings “hot on the market” in other communities, visit our “Communities” page. Don’t see your town listed? Contact us directly to get the latest info!

27 Everett Ave Winchester, MA 01890

$3,899,000
6 Beds
5.5 Baths
7,431 SqFt
Status Active
MLS # 73324581
Property Type Single Family Residence
Price Type --
This is one of the most notable and distinguished homes on Everett Avenue, with preeminent siting on more than half an acre. Designed by famous architect Robert Coit, this residence combines the magnificence of early 1900s architecture with today's modern amenities. Completely renovated in 2023/2024, this residence features hallmark architectural details including Tudor-style balusters, high ceilings, and a beautiful floor plan centered with a large entrance hall. Large-scale rooms, coffered ceilings, original crown moldings, mantels, and decorative trim are enhanced by the beauty of restored hardwood floors. The brand-new kitchen is a chef's dream with a walk-in pantry w/laundry and refrigerator drawers plus a butler's pantry with a wine fridge. Floor-to-ceiling windows flank the huge family room, overlooking park-like flat grounds. The huge lawn is one of the biggest you can find. Magnificent old oak trees, beautiful birches, and an ample driveway grace this legacy residence.

3 Lagrange St Winchester, MA 01890

$2,749,000
4 Beds
3.5 Baths
4,060 SqFt
Status Active
MLS # 73324754
Property Type Single Family Residence
Price Type --
Nestled in a sought-after neighborhood, this stunningly reimagined home combines timeless charm and modern comfort, just a short walk to downtown. The inviting foyer welcomes you from a wrap-around porch into an open yet intimate layout connecting the kitchen, dining, and family rooms. A mudroom with marble checkered flooring and a walk-in pantry with a beverage fridge add practical luxury. The second floor offers three spacious bedrooms, including a serene primary suite with a walk-in closet and luxurious en-suite, plus a second bathroom and adjacent laundry room. The third floor features a private retreat with a bedroom, full bath, and flexible space for an office or sitting area. The lower level provides options for a playroom, exercise room, or office. Outdoor living shines with a bluestone patio accessed from the family room, perfect for entertaining. A detached two-car garage completes this exceptional property.

28 Bellevue Ave Winchester, MA 01890

$999,000
3 Beds
1.5 Baths
1,470 SqFt
Status Active
MLS # 73324877
Property Type Single Family Residence
Price Type --
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 endless possibilities—finish it to create a family room or in-law suite! The partially fenced yard provides privacy and space for outdoor activities. Located just minutes from Winchester Center, enjoy easy access to dining, shopping, and vibrant community events. For outdoor enthusiasts, local biking and walking trails are nearby. Commuters will appreciate the quick access to I-93, making trips to Boston or beyond a breeze. This property is being sold *as is*—a fantastic opportunity for contractors or buyers looking to add their personal touch. Don’t miss out—schedule your showing today!

30 Bellevue Ave Winchester, MA 01890

$1,198,000 - 3Br/2Ba -  for Sale in Winchester
New
$1,198,000
3 Beds
1.5 Baths
2,052 SqFt
Status Active
MLS # 73324918
Property Type Single Family Residence
Price Type --
Welcome to this charming home situated on over half an acre of fully fenced land, offering exceptional space for outdoor living and expansion. Located in a quiet cul-de-sac within the highly desirable Winchester Muraco School District. Step inside this bright and inviting home, where energy-efficient Anderson windows fill every room with natural light. The spacious kitchen features polished granite countertops and stainless-steel appliances. Hardwood floors flow throughout 1st and 2nd level, while the family room’s skylight adds warmth and charm. A finished walk-out basement with a cedar closet offers extra space not included in the living area. and the large, private yard is ideal for outdoor fun or future expansion.Located in a peaceful family-friendly neighborhood with excellent schools, this home is perfect for families and investors alike. Don’t miss the opportunity in one of Winchester’s most sought-after locations. The property is being sold as-is.

48 Water St Unit 48 Winchester, MA 01890

$1,450,000
4 Beds
3.5 Baths
2,632 SqFt
Status Active Under Contract
MLS # 73324430
Property Type Condominium
Price Type --
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 enthusiasts will delight in the chef's kitchen, showcasing sleek stainless steel appliances, a 36 Verona range, crisp white cabinetry, and gleaming quartz countertops. Upstairs, indulge in the serenity of the primary suite with its walk-in closet, spa-like bathroom, and a balcony. Added conveniences include two dedicated parking spaces and a charming private yard. Situated within the vibrant community of Winchester, it benefits from top-tier schools, a lovely town center, seasonal Farmer’s Markets, a library, and commuter rail access. This is more than a home - it's a lifestyle waiting to be cherished.

16 Wickham Rd Winchester, MA 01890

$2,850,000
5 Beds
6 Baths
5,850 SqFt
Status Active
MLS # 73323849
Property Type Single Family Residence
Price Type --
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 gourmet stainless steel kitchen with an expanded dining area, a formal dining room, and a versatile office/guest bedroom with a full bath. Upstairs, the primary bedroom spans front-to-back, featuring 2 custom closets, a spa-like en suite bath & a sitting area. 3 additional bedrooms, a laundry room, and 2 full baths complete the 2nd floor. The 3rd floor provides a bonus room and attic storage, while the finished LL offers a playroom, gym, and a half bath. With an ideal location and luxurious finishes, all you have to do is move in to start enjoying all of Winchester's restaurants and amenities!

23 Olde Village Dr Winchester, MA 01890

$1,879,000
3 Beds
3.5 Baths
4,997 SqFt
Status Active
MLS # 73323471
Property Type Single Family Residence
Price Type --
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 that sets the tone for the rest of the property into the spacious family room with standout features, boasting soaring skylights that flood the room with natural light, creating a warm and inviting atmosphere. The unique design elements, including crown molding throughout, add an elegant touch to the home’s refined aesthetic. Whether you’re relaxing in the family room, entertaining in the large open spaces, or enjoying the serenity of the surrounding trees, this home is designed to meet every need.

1 Mason Way Unit 66 Woburn, MA 01801

$1,303,490
3 Beds
2.5 Baths
2,143 SqFt
Status Active
MLS # 73322889
Property Type Condominium
Price Type --
New construction townhome at Highland at Vale in Woburn. The Jackson floor plan offers 2,100+ square feet on two levels. The kitchen is bright and spacious with tons of cabinets for storage, stainless steel appliances, and a large kitchen island. The oversized gathering room is the perfect space for entertaining or relaxing with your family. The many windows along the first floor fill the home with natural light and the bay window in the separate octagon shaped dining room adds light and space. The first floor is completed with a large outdoor deck for friends and family to enjoy. The second floor features 3 bedrooms, one of which is an oversized owner's suite adorned with seven windows, a lovely sitting area, double walk-in closets and a spa-like owner's bath with large window over soaking tub. All three bedrooms have large closets with an abundance of storage. The basement is pre-plumbed for future bath.

20 Amberwood Dr Winchester, MA 01890

$3,898,000
6 Beds
7 Baths
8,866 SqFt
Status Active
MLS # 73322357
Property Type Single Family Residence
Price Type --
Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The fire-placed family room, banquet-size dining room w/ wine-column, private home office and bedroom w/ en-suite bath complete the first floor. Luxurious primary suite w/a large balcony, expansive walk-in closets & spa-like bath w/ dual vanities and a lavish soaking tub on upper level, along w/ 3 additional en-suite bedrooms and an oversized laundry room. Finished lower level features additional entertainment areas, gym&en suite-bedroom. BOSCH A/C units can switch between propane/electric heating. Fantastic location just up the hill from top-rated Vinson Owen School. Enjoy all that Winchester has to offer.

3 Archer Dr Unit 3 Woburn, MA 01801

$1,399,900
4 Beds
3.5 Baths
3,450 SqFt
Status Active
MLS # 73322119
Property Type Condominium
Price Type --
WELCOME HOME!! This recently built townhome in Highland at Vale in Woburn offers a stunning 3,450 square feet of living space, including a fully finished basement that adds even more versatility to the home. The open-concept design features a spacious kitchen that seamlessly flows into the expansive living room, creating an ideal space for both everyday living and entertaining. The kitchen is equipped with modern finishes, plenty of counter space, and high-end appliances, making it a chef’s dream.The home includes generously sized walk-in closets in the bedrooms, providing ample storage space, while the bathrooms feature double sinks for added convenience and luxury. The layout is both functional and stylish, designed to meet the needs of modern living. Conveniently located near major highways, this home offers quick access to both I-93 and I-95, making commuting a breeze and putting all of the best amenities in Woburn and beyond right at your doorstep. Open House this weekend 11a-1p

8 Pepper Hill Dr Winchester, MA 01890

$2,100,000
4 Beds
4 Baths
3,800 SqFt
Status Active
MLS # 73321949
Property Type Single Family Residence
Price Type --
IDEAL OPPRTUNITY FOR DEVELOPERS/REDEVELOPERS OR FIRST TIME HOME BUYERS. Gas forced hot air. Hot water by gas. Landscape is sprinkled. 4 full beds, 2 full baths, and 2 half baths. Hardwood floors in bedrooms. There will be an OPEN HOUSE on 1/12/25 from 12 - 2pm. Fee paid by buyer. Offers to be reviewed Monday (1/13/25), counter offers Tuesday (1/14/25), and final decision Thursday (1/16/25). Title policy will be on hand to expedite closing process.

7 Conant Rd Unit 24 Winchester, MA 01890

$719,897 - 2Br/2Ba -  for Sale in Winchester
Open House
$719,897
2 Beds
2 Baths
1,196 SqFt
Status Active
MLS # 73318457
Property Type Condominium
Price Type --
A rare opportunity to live at the Willows in Winchester. Fabulous corner unit on 2nd floor w/ open concept living and dining area features gorgeous hardwood floors. You will be impressed w/ the updated kitchen featuring solid granite counters, stainless steel sink and appliances, new carpeting and paint added in the bedrooms 1 year ago. New paint in dining room and closets. Gas fireplace for the cold winter nights and private balcony for the warm weather. In unit washer and dryer, included. 2 full baths and whirlpool tub. 2 Large walk in closets offer lots of storage. With 2 elevators and private garage, access is easy and safe. Enjoy the exceptional amenities of the Willows complex, featuring a heated pool, fitness center and club house wth large area for entertaining, cooking and dinning. You will discover that this complex is very well maintained and beautiful. Close to Winchester center, restaurants, the MBTA and walking trails nearby.

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