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!

54 Johnson Road Winchester, MA 01890

$4,399,000
7 Beds
7.5 Baths
7,982 SqFt
Status Active
MLS # 73290667
Property Type Single Family Residence
Price Type --
Step into this stunning, newly constructed home that redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends beauty w/ ease of living. The 8’ arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom rift-sawn beams, and expansive floor-to-ceiling windows. With 25 years of expertise, the master builder’s commitment to exceptional quality & craftsmanship shines through every detail. Spanning four meticulously finished levels, this home leaves nothing to be desired. Highlights include a chef's kitchen w/ dual islands, vaulted ceilings, 3-bay garage (with space for 6 cars), a charming breakfast nook, butler's & dry pantries, a direct entry first-floor office or in-law suite, & an open, finished attic w/ bath. The expansive lower level offers private entry separate living quarters w/full in-law apartment w/ kitchen, 2nd laundry, bedroom, bath, movie theatre, game room & gym w/flex floor plan!

6 Lakeview Road Winchester, MA 01890

$3,769,000
5 Beds
4.5 Baths
5,768 SqFt
Status Active
MLS # 73290640
Property Type Single Family Residence
Price Type --
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 detail. This home boasts a new floor plan w/ fabulous kitchen featuring a LaCornue 5 burner stove, 9' Calacatta marble island & fplc w/ adj family rm. 5 spacious bedrooms & 4.5 baths, including a magnificent primary suite w/ marble turret shower. The finished lower level offers a custom wine cellar, perfect for entertaining w/direct entry access to yard. Showcasing hand-picked and crafted specialty items that cannot be found in new builds. 3-car attached garage, & close proximity to Winchester's town center, the commuter train to Boston, Mystic Lakes beach, playgrounds & scenic walking trails.

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

92 Hillcrest Pkwy Winchester, MA 01890

$2,499,999 - 5Br/5Ba -  for Sale in Winchester
Open House
$2,499,999
5 Beds
4.5 Baths
4,048 SqFt
Status Active
MLS # 73279517
Property Type Single Family Residence
Price Type --
This exquisite, custom-built home from local master builder boasts a grand two-story foyer, a spacious chef's kitchen seamlessly flows into a vaulted ceiling family room, & an open concept living room & dining room perfect for entertaining. Upstairs, discover a luxurious primary bedroom suite w/expansive walk-in closet & a primary bath featuring double vanities, jacuzzi tub, & a large tiled shower. Two additional well-appointed bedrooms and bathroom complete the 2nd floor, while the 3rd floor offers expansive living w/two ensuite bedrooms, each with a full bath and walk-in closet. Enjoy the high ceilings, detailed custom woodwork, and elegant trim throughout. Additional amenities include central air, central vacuum, deck, & a spacious three-car garage. This stunning home epitomizes elegance and functionality in a prime Winchester location. Nestled near the scenic Fells reservation for outdoor enjoyment & vibrant Winchester center with it's restaurants, shops, farmer's market and more!

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.

28 Thornberry Road Winchester, MA 01890

$1,375,000 - 4Br/2Ba -  for Sale in Winchester
Open House
$1,375,000
4 Beds
2 Baths
2,245 SqFt
Status Active
MLS # 73274439
Property Type Single Family Residence
Price Type --
Welcome to 28 Thornberry! Located in the highly sought-after West Side. Situated on .34 acres, this home has been fully remodeled and is ready for its new owner. The home features four bedrooms plus a bonus room that works perfectly as an office or exercise room, and two full bathrooms. Since the home sits high above the road, you can enjoy complete privacy in your open-concept living, dining, kitchen, and family room spaces. The kitchen features all brand-new appliances as well as quartz countertops. Directly off of the living room, you have a generous-sized, peaceful balcony overlooking your front yard - perfect for coffee in the mornings, or unwinding after a long day at work. Off of the family room to the back of the house, you have a tranquil outdoor patio area. New roof, upgraded electrical and all new windows - this home needs nothing. Get into one of Winchester's top neighborhoods before the school year starts!

89 Mystic Valley Parkway Unit 89 Winchester, MA 01890

$1,156,900
5 Beds
2.5 Baths
3,220 SqFt
Status Active Under Contract
MLS # 73273924
Property Type Condex
Price Type --
Price Adjustment to Assessed Value!! Victorian townhome in fabulous downtown location! Ideally situated in close proximity to trains, schools, restaurants and everything Winchester Center has to offer! Front porch welcomes you into this lovingly cared for home blending old world charm with modern amenities. First floor features high ceilings, beautiful hardwood flooring, fireplaced living room with pocket doors leading to the sun drenched dining room with builtin cabinet. Updated kitchen with beautiful solid natural cherry cabinets,quartz countertops,Krause sink & stainless steel appliances! Updated 1/2 bath complete w/ radiant flooring rounds out the first floor. Second floor includes 2 bedrooms,an office,a walk in closet & a serene bathroom w/ shower and an oversized jacuzzi tub. Space abounds filled w/ natural light on the third floor featuring 3 bedrooms (1 ensuite), pumpkin wide pine flooring, skylight and a bonus room! Cozy private patio with lovely gardens!

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