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 Edward Drive Unit 54 Winchester, MA 01890

$829,900
3 Beds
2.5 Baths
1,668 SqFt
Status Active Under Contract
MLS # 73220641
Property Type Condominium
Price Type --
Located in the desirable Pepper Hill Estates, this fully renovated townhouse with open floor plan, beautiful hardwood floor throughout. Filled with sun light, bright and airy, updated white kitchen with stainless steel appliances, marble back splash, and large bay window. Dining room right off the kitchen and opens to the oversized living room with wood burning fireplace. Large bedroom and a half bath round up the first floor. Second floor has the spacious main bedroom, updated large bathroom with soaking tub, and separate glass shower, and high-end finishes. Plus an additional bedroom, updated full bathroom, laundry, and a small office perfect for working from home days. Easy access to ponds and trails. Conveniently located near Winchester Town Center, Arlington Heights and Lexington Town Center. 2016 - New Bathrooms, 2016 - New Entryway Tile, 2016 - 1st floor Recessed Lighting, 2016 - New Hot Water Tank, 2008 - Heating System, 2017 - Small office with Window, 2020 - New Kitchen

6 Loring Court Winchester, MA 01890

$1,999,000
4 Beds
3.5 Baths
4,055 SqFt
Status Active Under Contract
MLS # 73220704
Property Type Single Family Residence
Price Type --
Must see this gorgeous 4 bedroom home w/ thoughtful design & high end finishes! This home is spacious & inviting, offering a grand open flr plan ideal for entertaining & modern day family living. The kitchen features an oversized island w/ seating/ quartz countertops, high-end appliances and walk in pantry. Off the kitchen is a spacious family room w/gas fireplace & direct exterior access w/ sliders leading to large deck & nice rear yard. The first floor also offers a formal dining room w/ wainscoting and tray ceiling, a full mudroom w/ closet & bench seat plus a stylish 1/2 bath. The second level primary suite is oversized and very luxurious, offering 2 spacious walk-in closets, a lavish bath w/double vanities, large shower & soaking tub! Three additional beds, full hall bath & laundry room finish this level. Finished lower level media/ rec room w/ full bath & plenty of storage. 2 car garage, direct entry to mudroom! Quick & easy access only 7 miles to Boston!

18 Myrtle Street Unit 18 Winchester, MA 01890

$879,000
2 Beds
1 Bath
1,420 SqFt
Status Active Under Contract
MLS # 73220081
Property Type Condominium
Price Type --
Picture perfect, super sweet home in ideal downtown neighborhood with the town center at the end of the street! This stunning 2 bedroom single family alternative features high-end designer finishes & modern updates throughout. The bright and cheery main level features high ceilings & lots of windows flooded with natural light. This great home offers an inviting entryway into cozy living room w/ wood-burning FP, adjacent bright/ sunny family room/den with wall of windows, spacious dining room with custom built-ins w/ bay window and gorgeous updated kitchen with ample cabinet space, quartz countertops and stainless steel appliances. Second level features spacious master bedroom with custom closets by California Closets, full bath and additional bedroom. Enjoy summer nights in your own backyard oasis featuring lush landscaping and patio. Walk-up attic ideal for storage and lower level can be finished to add additional living space. This home is truly a must see close to the Fells & Train!

116 Forest Street Winchester, MA 01890

$959,000
4 Beds
2.5 Baths
2,106 SqFt
Status Active
MLS # 73219857
Property Type Single Family Residence
Price Type --
Welcome to this adorable 4 bed, 2.5 bath home with a fenced in yard! ~ This property features a large family room with a beautiful fireplace, an attached sunroom or perfect home office, spacious dining room & updated kitchen w/ gleaming hardwood floors and high ceilings throughout the home. For guests, or a 1st floor primary option there is a first floor bedroom w/ adjacent full bath.The second floor has 3 generously sized bedrooms w/ vaulted ceilings & full hall bath.The lower level is the perfect spot to watch a movie. Garage access, mud room, half bath, laundry and storage complete this home. Conveniently located close to highways,Winchester Hospital, Winch.Center, Muraco school & Leonard field. Enjoy coffee & muffins at your new home, w/ Winchesters beloved Gingerbread factory right across the street! With this homes great price, prime location & potential to make it your own, you won't want to miss this opportunity. 1 garage & 2 driveways for extra parking! $10k SELLER CREDIT

10 Chesterford Road East Winchester, MA 01890

$995,000
3 Beds
2.5 Baths
1,664 SqFt
Status Active Under Contract
MLS # 73219849
Property Type Single Family Residence
Price Type --
A must see~ Updated, freshly painted 3 bed 2.5 ba home situated on a 20,000 sf lot across from Little Winter pond with amazing yard & close proximity to town! This adorable brick Cape features a front to back living room w/fplc, dining room, half bath and an open concept family room & kitchen with a breakfast bar, stainless steel appliances w/direct access outside to the patio. The second floor offers 3 bedrooms & 2 full baths including a 2 room primary with en-suite bath and attached bonus room perfect for a sitting room, home office or convert to walk in closet! 1 car attached garage & basement w / laundry & storage. The oversized level large yard is just a few steps up beyond the patio and is lovely & very private. Enjoy nature and winter pond all year round..canoe, fish or skate and live an active lifestyle! Located on a private dead end road just minutes from the town center, and only 7 miles from Boston! Move right in and enjoy, lots to love with this great home at a great price!

49 Oxford Street Winchester, MA 01890

$2,599,000
7 Beds
3.5 Baths
5,616 SqFt
Status Active
MLS # 73218479
Property Type Single Family Residence
Price Type --
Perfectly situated in one of Winchester's most prestigious neighborhoods, “The Flats” This 7 bedroom home is set on an expansive lot w/ inviting patio, fire pit & large level yard perfect for family enjoyment! The 1st floor is simply stunning w/an abundance of picturesque windows that flood the living space w/ natural light. An oversized wood burning fireplace, crafted from exquisite mahogany, graces this inviting living rm complemented by bay window seating & garden views. An adjacent family rm & elegant dining rm w/ built-in china cabinet leads to a butler's pantry & promises memorable dining experiences! The spacious updated kitchen, featuring cherry cabinets & a cozy dining area, seamlessly blends style w/ functionality. The mudroom offers access to side entry & 2 car garage. The surprisingly spacious 2nd floor offers 5 generously proportioned bedrooms, plus a home office. The 3rd floor boasts 2 add'l bedrooms, or home office plus bath; lower level w/wine cellar, rec room/ media rm

68 Harvard Street Unit 68 Winchester, MA 01890

$1,299,000
4 Beds
3.5 Baths
2,181 SqFt
Status Active
MLS # 73217253
Property Type Condominium
Price Type --
A Brand New Townhouse with a modern stylish feel is nearing completion and will soon be ready for a new owner to make it Home! Located just minutes away from all the amenities in Winchester Center you could not ask for a more convenient location. You will be wowed as you cross the farmer's porch into the well designed open 1st floor that features a custom FP in the living room, built-in bench seating in the dining room and a dream kitchen with ample cabinetry and an island with a waterfall edge. You will also find a half bath off the mudroom and a slider to the private fenced in rear yard. The 2nd floor features the main suite with custom bath and walk-in closet, 2 additional bedrooms and another full bath. The finished LL has the 4th bedroom, a full bath and sitting room. Exterior access is also provided. This must be seen to be appreciated! (More photos coming soon)

9 Goodwin Drive Unit 52 Woburn, MA 01801

$1,325,315
3 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # 73216448
Property Type Condominium
Price Type --
New construction in Woburn! The Southbrook is a beautiful townhome with open-flowing rooms and an abundance of natural light. The large kitchen, gathering room and private deck are perfect for entertaining guests. This plan features a convenient first-floor Owner's Suite with an attached spa-like bath for a relaxing escape. On the second floor you'll find a spacious loft with 2 guest bedrooms. This home is filled with many upgrades and beautiful modern finishes. Located in the highly sought-after town of Woburn, you'll have easy access to Boston as well as various options for local dining and entertainment. The innovative floor plan along with the unbeatable location makes this the perfect home! This home features a full walkout basement ready to be finished to provide additional living space possibilities. Ready for move-in late Summer 2024!

4 Abby Road Winchester, MA 01890

$2,798,000
4 Beds
4.5 Baths
5,471 SqFt
Status Active
MLS # 73211696
Property Type Single Family Residence
Price Type --
Presenting Winchester’s newest luxury new construction home, 4 Abby Road. The first floor features a formal dining room, fireplaced family room, and an eat-in kitchen with a gorgeous island & wet bar. The large mudroom, conveniently located off the garage, provides seamless access to the home. Additionally, a private home office just off the mudroom makes a serene space for work or study. The finished lower level boasts a glass enclosed gym with rubber floor, full bath, & media room. As you make your way to the second floor, you'll find four bedrooms, each exuding comfort & style. The primary bedroom is a true retreat, complete with a spa-like bath, oversized walk-in closet, & a separate den/nursery, offering a true sanctuary within the home. The location offers the perfect blend of tranquility & outdoor adventure. Residents can enjoy the convenience of walking to the Fells Reservation, where hiking, biking, & other outdoor activities await, while still being close to both I-93 & I-95!

14 Goodwin Drive Unit 41 Woburn, MA 01801

$1,272,295
3 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # 73211972
Property Type Condominium
Price Type --
New construction in Woburn! The Southbrook is a beautiful townhome with open-flowing rooms and an abundance of natural light. The large kitchen, gathering room and private deck are perfect for entertaining guests. This plan features a convenient first-floor Owner's Suite with an attached spa-like bath for a relaxing escape. On the second floor you'll find a spacious loft with 2 guest bedrooms. Located in the highly sought-after town of Woburn, you'll have easy access to Boston as well as various options for local dining and entertainment. The innovative floor plan along with the unbeatable location makes this the perfect home! Limited time to pick your finishes, so act now!

30 Glen Road Winchester, MA 01890

$2,099,000
6 Beds
2.5 Baths
3,892 SqFt
Status Active
MLS # 73211525
Property Type Single Family Residence
Price Type --
Welcome to your dream home nestled on highly sought-after Glen Road! This charming 1910 house boasts modern updates while showcasing timeless elegance. With 6 BR, 2 ½ BA, & over 1/2 acre of picturesque land, this property has it all.The 1st floor boasts a grand entryway opening to an updated eat-in kitchen w/ granite countertops & SS appliances. An elegant living room, featuring a graceful fireplace, opens to a beautiful dining room w/ detailed moldings, a ceiling medallion, & glass cabinetry. The highlight of this level is the inviting family room, w/ a vaulted ceiling, fireplace, built-in bookcases & abundant natural light streaming in through numerous windows & glass sliders. 6 spacious bedrooms, including a main bedroom w/ oversized walk-in closet. The vast backyard features lush landscaping, mature trees & serene flower gardens which create a magical oasis. Located near the town center and the elementary school, this home combines the charm of a bygone era w/ modern conveniences.

9 South Gateway Winchester, MA 01890

$1,599,000
6 Beds
4 Baths
3,250 SqFt
Status Active Under Contract
MLS # 73212058
Property Type Single Family Residence
Price Type --
Welcome to this spacious home nestled in a cul-de-sac in top neighborhood featuring 6 large bedrooms & 4 full bathrooms. An inviting living room w/fireplace & picture window showcases the great views & allows sunlight to flow through into the formal dining room. Updated kitchen w/views of great yard, dining area & direct access to deck plus sunroom.The main floor also offers 2 large bedrooms & full bath; 2 primary bedroom options plus space for 2 home offices, or in law/ au-pair! Discover the great layout on the 2nd floor w/ 4 beds & 2 baths including an oversized primary suite w/vaulted ceilings & full bath incl. new oversized tiled shower. The 3 add'l beds are spacious w/ generous closets & share a full bath; offering great options for family & guests. The finished basement w/fplc. is great bonus space & grants even more space for family & entertaining w/ bath, laundry, storage w/direct entry into the 2 car garage. Great yard and patio close to town and the commuter rail to Boston!!

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