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!

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23 Ginn Rd Winchester, MA 01890

$1,125,000 - 3Br/3Ba -  for Sale in Winchester
Open House
New
$1,125,000
3 Beds
2.5 Baths
3,020 SqFt
Status New
MLS # 72244913
Property Type Single Family
Feel at home in 23 Ginn Rd. Curb appeal abounds in this well maintained home from its welcoming front porches and easy entry - which features large open kitchen, family room with one of the three stoned hearths, access to deck overlooking charming, serene yard. Flanked by spacious, bright dining room with gorgeous sliding french doors perfect for entertaining. Living room is at the front of the home with fireplace, more bright windows and oversized mantle with built-in shelves. Easy living in this home with first floor master with en-suite and two additional bedrooms with ample closets and family bath. Lower level is the perfect space for play. With laundry room with large shower, built in bar for entertaining, the third fireplace in the home with access to flat, treasured back yard. Enjoy your own laundry room, 1/2 bath and additional hang out space all with access to patio. Two car garage and additional storage shed make this home just as practical as it is pretty.

10 Hillcrest Parkway Winchester, MA 01890

$1,289,000 - 4Br/3Ba -  for Sale in Winchester
Open House
New
$1,289,000
4 Beds
3 Baths
2,666 SqFt
Status New
MLS # 72245061
Property Type Single Family
NESTLED AWAY AMONGST TREES, WITH NOT TOO DISTANT VIEWS OF THE NORTH RESERVOIR, THIS IS NOT YOUR AVERAGE HOME! Fantastic location on a very quiet street, within walking distance to many walking trails in the Fells Reservation. Newly finished hardwood floors, freshly painted kitchen cabinets, new light fixtures and shower doors...this house is move in ready! Host your next Thanksgiving in the vast living room-dining room combination, open floor plan concept with fireplace and wet bar. All bedrooms are located on the lower level with many windows allowing for plenty of natural light. Gorgeous screened in porch with whimsical stone flooring. Newer furnace (2013) and roof (2015). A short drive to downtown Winchester where you'll find many boutiques, salons, taverns, coffee shops and the commuter rail to North Station. Within the Muraco school district and only 7 miles North of Boston. Become a part of the Winchester community today and experience all this town has to offer!!!

124 Arlington Street Winchester, MA 01890

$1,750,000 - 6Br/5Ba -  for Sale in Ambrose, Winchester
New
$1,750,000
6 Beds
5 Baths
5,221 SqFt
Status New
MLS # 72245091
Property Type Single Family
Recently acquired, this home presents a rare opportunity to own a custom build in one of Winchester's most desirable neighborhoods. From the front farmer's porch enter the elegant foyer with dramatic staircase and picture welcoming guests into your formal living room with stunning wainscoting. The open concept offers perfect flow from here to the dining room with exterior access to the private, professionally landscaped back yard. Next to the dinging room sits the eat-in kitchen offering highest end custom cabinetry and additional access to the rear patio and yard. Fireplaced family room, mud room, and bonus front-facing bedroom or office with connecting 3/4 bath complete this level. Second level master suite features sitting area, dueling walk-in closets, and soaking tub. Three large bedrooms, two of which are connected by marble-floored bathroom, plus additional full bath and separate laundry complete this floor. Third floor features another bedroom plus full bath and family room.

5 Churchill Road Winchester, MA 01890

$1,699,000 - 6Br/5Ba -  for Sale in Winchester
Open House
New
$1,699,000
6 Beds
5 Baths
4,408 SqFt
Status New
MLS # 72245191
Property Type Single Family
Have you been dreaming of the opportunity to live in a luxury new construction home in Winchester without a $2M+ price tag?? Even better, a neighborhood you can be proud of?? TA-DA, you're dreams can come true! Perfectly situated on the corner of Churchill Circle (a quiet cul-de-sac) is 5 Churchill Road. The best of ALL worlds! Brand new construction by PREMIER local builder in a highly desirable quaint New England town. The open concept first floor kitchen and family room with fireplace, slider out to the rear patio, and large windows will make you fall in love with this airy space. The second floor master exudes elegance with large walk-in closet and spa-like bathroom. On this level you will also discover a junior suite with bath and 2 additional bedrooms with full bath. But wait, there's more! The upper level offers another bedroom, full bathroom, and 2 additional rooms for you to use however your imagination sees fit. A dream location for commuters with easy access to 93 AND 95.

200 Swanton St Unit 510 Winchester, MA 01890

$224,900 - 1Br/1Ba -  for Sale in Winchester
Open House
New
$224,900
1 Bed
1 Bath
613 SqFt
Status New
MLS # 72244700
Property Type Condominium/co-op
Why pay rent when you can own and build equity in beautiful Winchester ? Centrally located condo offers all utilities included in monthly fee. Enjoy the scenic views of the duck pond and manicured grounds from the comfort of your own balcony. Walk to the commuter rail and lovely downtown Winchester. Convenient to highway and public transportation. An inground pool, parking for guests, laundry facilities and security are all included in this complex. Affordable living in a gorgeous town with an excellent school system. Priced to sell as is. Showings begin at OPEN HOUSE ON SUNDAY, OCT 22ND FROM 12:00-2:00PM. Offers due Wed, 10/25 by noon.

366 Main Street Winchester, MA 01890

$2,749,000 - 5Br/6Ba -  for Sale in Downtown Winchester, Winchester
Open House
New
$2,749,000
5 Beds
5.5 Baths
6,329 SqFt
Status New
MLS # 72244192
Property Type Single Family
Let us introduce to you 366 Main Street. Once described by Boston Magazine as an Unassuming Palace. Originally built in 1853, this historic Winchester property has been brought back to life by a premier local developer and is anxiously awaiting its next loving owner. Enriched with period detail that cannot be replicated today, this 14 room mansion is located just 7 houses from Winchester Center. With stunning landscaped grounds, stately original exterior detail, and detached 4 car garage, you can truly live like royalty here. Do you love soaring ceilings, ornate woodwork and adorned mantels? How about an oversized designer kitchen? Or a master suite that would rival any 5-star accommodation? The flawless blend of new and old world design is possible, and this is proof! With 4 levels of finished space this home will wow you at every turn. 5 bedrooms in total including 2 en-suites, and the spectacular master with custom closets and marble drenched bathroom. Come tour this beauty today!

7 Wainwright Rd Unit 74 Winchester, MA 01890

$973,000 - 3Br/4Ba -  for Sale in Winchester
Open House
$973,000
3 Beds
3.5 Baths
2,965 SqFt
Status Active
MLS # 72243410
Property Type Condominium/co-op
Come see this bright & sunny “B” Unit Townhouse in the luxurious Ledges! Perfectly located near the beautiful in-ground pool, allowing for convenience when guests are over for all of your summer BBQs. This 3 bedroom, 3 full, 1 half bath townhouse features a spacious open floor living room with vaulted ceilings, elegant dining room with access to the private deck, spacious eat-in kitchen, cozy den & ½ bath complete the 1st floor. Upstairs you will find the master bedroom with cathedral ceilings, his & her closets & a large master bath, as well as another bedroom & full bath. Just steps down to the lower level, enjoy a 3rd bedroom, full bath, beautiful office, tons of storage space & the inviting family room with surround sound, perfect for watching the big game. This unit has a 2 car attached garage, as well as off-street parking for 2 cars. Onsite pool, clubhouse & tennis court makes it so you never have to leave. Move-in ready, come enjoy all of the amenities the Ledges has to offer.

35 Rumford St Unit 35 Winchester, MA 01890

$989,800 - 4Br/3Ba -  for Sale in Winchester
Open House
$989,800
4 Beds
2.5 Baths
2,630 SqFt
Status Active
MLS # 72243626
Property Type Condominium/co-op
Built in 2012, this gorgeous 4 bedroom 2½ bath energy-efficient townhouse is beautifully appointed inside & out. Upon entering the foyer, you’ll be impressed by the high ceilings, crown moldings, hardwood floors (on all 3 floors), & natural sunlight flooding every room. The much-desired open floor plan includes a living room w/fireplace, dining room, & stunning chef’s kitchen w/granite countertops, a huge island, maple cabinets, 2 pantries, & SS appliances. The 2d floor offers 3 spacious bedrooms including a huge master suite w/walk-in closet & bath. The 3d floor has great versatility w/ 2 additional rooms: a huge 4th bedroom or family room w/ fireplace & an office w/ built in closets & skylight. The exterior of the home features a one car attached garage, a welcoming farmers porch in the front yard, a fenced in side & back yard w/ deck, garden, gazebo & patio areas for relaxation & summer fun. 8/10 mile to downtown Winchester’s commuter rail, fine eateries, & shops.

85 Canal Street Unit 85 Winchester, MA 01890

$849,900 - 3Br/3Ba -  for Sale in Winchester
Open House
$849,900
3 Beds
2.5 Baths
2,000 SqFt
Status Active
MLS # 72243294
Property Type Single Family
This new construction townhouse with a large private yard will live more like a single family! The open concept first floor offers a kitchen with granite counters and center island, stainless steel appliances (gas oven), dining area, & living area featuring a handsome gas fireplace with stone surround. A lovely 1/2 bath is also offered on this level. Three bedrooms, laundry & two full baths are found on the second floor. One of those bedrooms being your master suite with walk in closet & full bathroom. The third floor and lower level offer versatility to truly make this home fit whatever needs you have. Perhaps a 4th bedroom and playroom? Maybe an office and media room’? An art studio or man cave? The choice is yours! This unit boasts a private rear deck overlooking a professionally landscaped yard complete with sprinkler system and the serene sounds of a babbling brook just outside your window. ~OPEN HOUSE Sunday Oct 22nd 11:30am-1:00pm~

163 Main Street Winchester, MA 01890

$659,000 - 4Br/3Ba -  for Sale in Winchester
Open House
$659,000
4 Beds
2.5 Baths
1,893 SqFt
Status Active
MLS # 72243354
Property Type Single Family
Walking distance to Winchester Center, Public Transportation, Lincoln Elementary & McCall. A great opportunity to own a charming, move-in ready home containing that wonderful open floor plan you’ve been looking for. The main floor features stunning hardwood floors throughout its spacious open floor layout w/ample amounts of natural light streaming through the beautiful bay windows & skylight in the kitchen. Perfect for intimate gatherings, the inviting living room, dining room & eat-in kitchen all open to both the spacious yard & relaxing patio. The top floor contains 3 generously sized bedrooms, 2 baths, inclusive of the master with walk-in closet & master bath. Steps down to the lower level, you will find a cozy family room, additional bedroom/office & mudroom with 1/2 bath. This home offers plenty of storage in the laundry room & basement, which could be finished by its new owners. With plenty of off-street parking & its prime location, you’ll want to call this beautiful home yours!

35 Rumford St Unit 35 Winchester, MA 01890

$989,800 - 4Br/3Ba -  for Sale in Winchester
Open House
$989,800
4 Beds
2.5 Baths
2,630 SqFt
Status Active
MLS # 72243628
Property Type Single Family
Built in 2012, this gorgeous 4 bedroom 2½ bath energy-efficient attached single family is beautifully appointed inside & out. Upon entering the foyer, you’ll be impressed by the high ceilings, crown moldings, hardwood floors (on all 3 floors), & natural sunlight flooding every room. The much-desired open floor plan includes a living room w/fireplace, dining room, & stunning chef’s kitchen w/granite countertops, a huge island, maple cabinets, 2 pantries, & SS appliances. The 2d floor offers 3 spacious bedrooms including a huge master suite w/walk-in closet & bath. The 3d floor has great versatility w/ 2 additional rooms: a huge 4th bedroom or family room w/ fireplace & an office w/ built in closets & skylight. The exterior of the home features a one car attached garage, a welcoming farmers porch in the front yard, a fenced-in side & back yard w/ deck, garden, gazebo & patio areas for relaxation & summer fun. 8/10 mile to downtown Winchester’s commuter rail, fine eateries, & shops.

11 Canal Street Winchester, MA 01890

$499,000 - 2Br/1Ba -  for Sale in Winchester
New
$499,000
2 Beds
1 Bath
722 SqFt
Status Active
MLS # 72243670
Property Type Single Family
ATTENTION: Investors & Contractors. Great potential for new construction or a remodel. This property is zoned as General Business District 3 which may offer a builder creative options. Home is being sold as is. Conveniently located near schools, public transportation, restaurants and shops. Don't miss out on this great opportunity!