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!

6 Stratton Drive Unit 109 Woburn, MA 01801

$659,325
1 Bed
1 Bath
1,119 SqFt
Status Active
MLS # 73304917
Property Type Condominium
Price Type --
Discover the Magnolia at Highland at Vale, a luxurious new condo designed for modern living. The gourmet kitchen, with its large island, stainless steel appliances, and ample storage, is perfect for creating culinary masterpieces. An expansive gathering room, filled with natural light from the private balcony, offers a stylish space for entertaining. The versatile flex room can be tailored to fit your lifestyle—whether it’s a home office or a cozy den. The private suite boasts a spacious walk-in closet and a spa-like bath for ultimate relaxation. Just 10 miles from Boston, this community offers easy access to Rt 93, local dining, shopping, and entertainment. Don't miss your chance to own a home that blends luxury, comfort, and convenience!

6 Stratton Drive Unit 312 Woburn, MA 01801

$1,021,530
2 Beds
2 Baths
1,582 SqFt
Status Active
MLS # 73304936
Property Type Condominium
Price Type --
Welcome to the Ivywood at Highland at Vale, a stunning corner-unit home designed for both comfort and style. The sun-drenched interior boasts a gourmet kitchen with stainless steel appliances, an oversized island, and soft-closing cabinets, perfect for your culinary creations. The open floor plan effortlessly connects the kitchen to the gathering room, making it ideal for entertaining. Enjoy meals in the private dining area, then unwind in the spacious gathering room. The luxurious owner's suite features an extra-large walk-in closet and a spa-like bath, providing a serene escape. Guests will feel right at home in the generously sized second bedroom. Don’t miss this chance to own a beautiful, light-filled home with modern conveniences in a prime Woburn location!

7 Conant Rd Unit 20 Winchester, MA 01890

$699,900
2 Beds
2 Baths
1,168 SqFt
Status Active
MLS # 73300946
Property Type Condominium
Price Type --
Beautifully maintained first-floor condo in the highly sought-after Willows at Winchester complex. This expansive, single-level home features an open-concept living and dining area with a cozy gas fireplace, a modern kitchen with granite countertops, and a spacious primary suite with a walk-in closet and en-suite bath. The second bedroom also offers a walk-in closet. The unit is complete with central AC, in-unit laundry, and a private, enclosed patio. Additional perks include an attached garage with dedicated entry and attic storage. Enjoy the complex’s upscale amenities, including a heated pool, fitness center, and clubhouse with a full kitchen and entertaining area. Ideally located in the heart of Winchester, convenient to shops, restaurants, the commuter rail, and schools. This opportunity won’t last!

15 Churchill Road Winchester, MA 01890

$2,699,000
4 Beds
4.5 Baths
5,501 SqFt
Status Active
MLS # 73298854
Property Type Single Family Residence
Price Type --
Indulge in modern luxury with this 2024 masterpiece, set on a double 1/2 acre lot. This 4 bedroom, 4.5-bathroom home seamlessly blends chic style with an abundance of functional space. The architectural design is dramatic, showcasing soaring ceilings, a stunning contemporary fireplace, state of the art kitchen & sun filled living room which opens to a fabulous deck, creating a perfect indoor-outdoor space. The gourmet kitchen features a sleek design w/ a large island, high end appliances, & stylish open shelving. Upstairs, the lavish primary suite features a spa like bath & large custom closet. The 3 additional bedrooms offer ensuite baths. The walk out LL family room w/ wet bar is the perfect space to unwind. This property also features a 2 gar attached garage, mud room, office & laundry room. The double lot offers many possibilities ~ level w/ patio. This home is located near conservation trails, top-rated schools & Boston offering a lifestyle of convenience, luxury & tranquility!

20 Amberwood Dr Winchester, MA 01890

$3,898,000
6 Beds
7 Baths
8,866 SqFt
Status Active
MLS # 73297360
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.

666 Main Unit 411 Winchester, MA 01890

$729,000
2 Beds
2 Baths
1,170 SqFt
Status Active
MLS # 73296416
Property Type Condominium
Price Type --
Located in Prime Winchester Town Center ! Great Condo Opportunity for Retirees , Downsizing Folks or Young Professionals within short walking distance to the New State of the Art MBTA Train Station currently being built and Projected to open Fall of 2024 .This top floor unit with Elevator has been tastefully updated with engineered Bamboo Wood floors , Beautiful Updated Bathrooms , Fireplace living room , Open Dining Area , Balcony , Association Pool , Garage Parking , Central Heat and Air conditioned . Convenient walk to all that Winchester Center has to offer like Fabulous Restaurants , Supermarket , Bakeries , Boutique Shopping , Hair/Nail Salons , Parks and walking trails.

9 S Gateway Winchester, MA 01890

$2,099,000
5 Beds
3.5 Baths
3,450 SqFt
Status Active Under Contract
MLS # 73294195
Property Type Single Family Residence
Price Type --
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 and full mudroom. The second floor has 3 generous bedrooms with ample closet space. The primary bedroom has a large walk in closet and spacious bathroom with dual sink vanity. Excellent yard space and back patio for exterior living.

50 Winford Way Winchester, MA 01890

$2,599,000
5 Beds
4.5 Baths
4,270 SqFt
Status Active
MLS # 73288818
Property Type Single Family Residence
Price Type --
Stunning new construction! Energy star rated, high efficiency 5 bed 4.5 bath home perfectly situated in a prime East Side location! The first floor welcomes you w/ an open, airy layout, featuring a stylish mudroom, pantry, bath & home office. The gourmet, high-end kitchen flows seamlessly into the living room, complete w/ a cozy fireplace; the dining area extends out to a deck, overlooking a beautifully landscaped yard & patio. The second floor boasts four spacious bedrooms & three full baths, including a lavish primary suite w/ a spa like bathroom. A well-appointed laundry room is also conveniently located on this floor. The third-floor suite is a true retreat, offering two versatile rooms ideal for extended family, office, or lounge, complete w/ a wet bar, an oversized bath & a 5th bedroom with abundant closet space. The expansive lower level adds even more living space, featuring a large family room and an additional full bath, perfect for entertaining. This home truly has it all

7 Wainwright Rd Unit 22 Winchester, MA 01890

$1,595,000
2 Beds
2.5 Baths
3,350 SqFt
Status Active
MLS # 73274235
Property Type Condominium
Price Type --
Welcome to a luxurious, turn-key residence at The Ledges, where elegance blends seamlessly with tranquility. Enter through a charming courtyard that welcomes you into this refined condo. The beautifully updated kitchen is a chef's delight, featuring granite countertops, cherry cabinetry, and premium stainless steel appliances. The open-concept layout flows effortlessly into the dining area and an inviting living room, complete with custom built-ins, a soaring ceiling with skylights, and a spacious deck that overlooks a serene creek and vibrant wildlife. The primary suite, conveniently located on the first floor, offers a walk-in closet and an updated en-suite bath for ultimate relaxation. Upstairs, discover a versatile den/bedroom, an additional bedroom, a full bath, and a loft with custom cabinetry. Expansive lower level includes a family room with walkout access, a private office/flex space, and a generous walk-in closet. Experience sophistication and tranquility in this exquisite.

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