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!

350 South Border Road Winchester, MA 01890

$1,150,000 - 3Br/3Ba -  for Sale in Winchester
New
$1,150,000
3 Beds
2.5 Baths
2,240 SqFt
Status Active
MLS # 73226090
Property Type Single Family Residence
Price Type --
This stunning 3-bedroom/2.5-bath home blends indoor comfort and outdoor charm. The main floor is an open concept design with cathedral ceilings and a striking floor-to-ceiling fireplace. Large windows offer abundant light and impressive views of nature’s beauty. The kitchen has stainless-steel appliances and a large island with extra storage and seating, the ideal spot for gatherings. Sunset views from the dining room make dinners delightful. A multi-level layout separates the bedrooms from the living areas. There are three spacious bedrooms including a primary bedroom and bath with a jacuzzi tub, plus ample closet space for easy organization. The flexible family room can also be a potential fourth bedroom or a space for your in-laws/extended family. The yard, complete with deck, is perfect for BBQs and outdoor fun. Set across from the Fells, endless outdoor activities await. Close to downtown Winchester with an easy commute to Boston, this home is a standout. No open houses, appt only

41 White St Winchester, MA 01890

$1,549,900 - 4Br/4Ba -  for Sale in Winchester
Open House
New
$1,549,900
4 Beds
4 Baths
2,442 SqFt
Status Active
MLS # 73225512
Property Type Single Family Residence
Price Type --
Stunning young colonial house on a quiet street meticulously designed for modern living complete with a charming front porch. The bright and spacious open concept main level boosts hardwood flooring, detailed woodwork, expansive windows bathing the space in natural light. Central A/C. Modern kitchen showcases Bosch Stainless Steel appliances and granite counters. Second floor features a luxurious master suite with walk-in closet and beautifully tiled master bath with oversized shower. Two good size bedrooms with ample closet space and share a family bath. Finished basement comes with an additional bedroom along with flexible space ideal for recreation, exercise or a home office, accompanied by a convenient half bath. The detached, oversized two-car garage includes attic space with a pull-down staircase and plenty of room for a work area or storage. Move right in and enjoy everything Winchester has to offer. Easy highway access, public transportation, parks, and excellent schools!

94 Lawson Road Winchester, MA 01890

$1,969,000 - 5Br/4Ba -  for Sale in Downtown Neighborhood, Winchester
Open House
New
$1,969,000
5 Beds
4 Baths
5,484 SqFt
Status Active
MLS # 73225549
Property Type Single Family Residence
Price Type --
Incredibly deceptive from the front, this ideally located home is great at keeping a secret about what's behind the front door...Space, space & more space. W/well over 5000sf over 3 fls, this home sits in a neighborhood that is often described as the BEST STREET IN DOWNTOWN WINCHESER. It's exactly where you want to be. Often sought, but rarely found is a home in this MOST DESIRED NEIGHBORHOOD. A large family was raised here since 1988, & it's been loved AND lived in! The rooms are generous, the floor plan unique, the possibilities...endless! Newly removed, miles & miles of wall to wall carpet revealed ALL HW floors...even on both the front & back staircases. The grand two story foyer will one day be elegant & welcoming...paint, shined floors & a stunning chandelier will bring this fabulous home to life! W/plenty of bdrms for the growing family, the MASSIVE LL offers excellent potential for in-law or au pair quarters. Savvy buyers will know THIS is an opportunity NOT to be missed!

83 Church Street Unit 6 Winchester, MA 01890

$985,000 - 2Br/2Ba -  for Sale in Winchester
Open House
New
$985,000
2 Beds
2 Baths
1,493 SqFt
Status Active
MLS # 73225753
Property Type Condominium
Price Type --
Luxury living at its best at Unit 6 at 83 Church Street condominium complex. On the first floor there is a full-sized kitchen, dining area, living room with cathedral ceiling and large palladian window, second bedroom with full bath and large closet (now being used as a den). One of the highlights of this unit is an exterior door which allows entrance directly into the unit. Also, it allows an area for private outdoor seating. The custom moldings and architectural details add a special touch throughout along with hardwood floors. It includes a deeded garage and parking place. Winchester offers a strong school system, two commuter rail stations, a vibrant downtown shopping area with restaurants, and the Middlesex Fells, a hiker's delight.

40 Wainwright Road Winchester, MA 01890

$1,699,000 - 4Br/3Ba -  for Sale in Winchester
Open House
New
$1,699,000
4 Beds
2.5 Baths
2,853 SqFt
Status Active
MLS # 73225470
Property Type Single Family Residence
Price Type --
Discover the allure of this beautiful home nestled on an oversized 21,000sf private lot abutting conservation! This exceptional and meticulously maintained home boasts a flawless layout designed for comfort and functionality with large flowing rooms perfect for hosting parties & family gatherings. The stylish eat in kitchen offers granite countertops, espresso cabinetry and high end appliances w/island, a culinary enthusiasts dream! A fabulous screened porch off kitchen, large rear deck, plus a gorgeous patio all offer great places to unwind while enjoying the privacy & stunning conservation views. The sun drenched family room is beautiful w/ fplc & vaulted ceilings, the formal living & dining rooms complete this floor. The second floor offers 4 generously sized bedrooms & 2 full baths including the primary bedroom w/ walk in closet and spa like bath. Lower level gym/ rec room w/ direct entry to 2 car garage. Vinson Owen elementary school, Don't miss all this great home has to offer!

7 Wainwright Rd Unit 98 Winchester, MA 01890

$1,799,000 - 4Br/4Ba -  for Sale in Winchester
New
$1,799,000
4 Beds
3.5 Baths
3,361 SqFt
Status Active
MLS # 73224250
Property Type Condominium
Price Type --
Get ready to swoon over this exquisite, completely renovated C Unit townhouse at “The Ledges” which is truly unlike any other you’ve seen. Enter into the sleek, open-concept kitchen w/ lacquered custom cabinetry w/ Italian pulls, Wolf cooktop & double wall ovens, Subzero refrigerator & wine fridge, double thick quartzite island, pantry cabinets, beverage station & glam light fixtures. The main level also features a dining area, living room w/ linear gas fireplace & sliders to a deck, half bath, & primary suite. The glamorous primary suite boasts a bedroom w/ vaulted ceiling, stunning quartz bath w/ double vanity, 2 custom closets, and laundry. The second floor features a loft area/office, two large bedrooms & a full bath. The expansive lower level features a huge family room w/ sliders to a patio, beverage station, gym/bedroom, & full bath w/ infrared sauna. There are too many luxurious features & amenities to list - you simply must see it.

171 Swanton St Unit 63 Winchester, MA 01890

$699,000 - 2Br/3Ba -  for Sale in Winchester
Open House
New
$699,000
2 Beds
2.5 Baths
1,823 SqFt
Status Active
MLS # 73224255
Property Type Condominium
Price Type --
Welcome home to this spacious townhome in the coveted community, “The Village.” This is a sought-after end unit featuring an attached garage with direct entry inside. Upon entering, you will find a tidy kitchen with granite counters and breakfast bar and stainless steel appliances, which opens to a bright dining area with a skylight and access to a private patio overlooking a grassy courtyard. On this level you will also find an expansive living room with gas fireplace, and a half bath. Head upstairs to find the primary suite which features a walk-in closet, additional closet and full bathroom. One more bedroom, a bonus room/office, a second full bathroom, dedicated laundry area and additional closets complete this floor. Unit #63, with an extra driveway for added parking, is located in close proximity to the association’s swimming pool, clubhouse and tennis court. The Village is a short distance from Winchester’s vibrant town center, schools, and commuter rail stop.

7 Conant Rd Unit 41 Winchester, MA 01890

$740,000 - 2Br/3Ba -  for Sale in Winchester
Open House
New
$740,000
2 Beds
2.5 Baths
1,421 SqFt
Status Active
MLS # 73224459
Property Type Condominium
Price Type --
Welcome to the Willows at Winchester! This desirable townhome community includes a clubhouse with gym, community space, a stunning inground pool, elevators and walkable sidewalks surrounding lush professional landscaping. Unit 41 has a freshly painted main floor with a desirable floor plan with an open concept main floor that includes a living room with a gas burning fireplace, dining room, kitchen, 1/2 bathroom, a walk in pantry, and a large walk out composite material balcony with a nice view. The second floor includes 2 large bedrooms that both have their own full bathroom and the primary bedroom even includes a large walk in closet and a walk out composite material balcony. This unit also includes a large storage unit in basement of building as well. Nicely located close to downtown Winchester shops and restaurants, schools, the Fells and highway access. Don't miss out!

30 Graystone Circle Unit 30 Winchester, MA 01890

$1,650,000 - 3Br/4Ba -  for Sale in Winchester
Open House
New
$1,650,000
3 Beds
4 Baths
3,874 SqFt
Status Active
MLS # 73223828
Property Type Condominium
Price Type --
This Graystone expansive townhouse is among the 50 unit 2010 development located in gorgeous Winchester. Too many energy efficient and high-end finishes to mention: a spacious light filled open floor plan with soaring ceilings and an abundance of recessed lighting, sky lights, oversized windows. Featuring large marble bathrooms, custom built walk in closets, kitchen has gorgeous granite countertops and copious cabinetry storage including pull out pantry. Bask in the warm glow of the fireplace in soaring cathedral living room with built in bookcases, and create visitor/ office/ den space up stairs, which includes a full bath with soaking tub. There's a full deck for morning sun bathing or entertaining as well as two-car garage parking and in-unit laundry. 24 Hour professional management, landscaping is no longer your must do weekend chore! This townhouse is tucked into the quiet enclave at the back edge of the property. Freshly painted, quick close ready! Showings start Wed 17th OH

4 Stratton Drive Unit 2203 Woburn, MA 01801

$811,260
2 Beds
2 Baths
1,643 SqFt
Status Active
MLS # 73223595
Property Type Condominium
Price Type --
Welcome to Highland at Vale in Woburn! This beautiful Eldridge home features a spacious kitchen equipped with stainless steel appliances, beautiful hardwood floors, and a large island. Entertain friends and family in the large gathering room. Owner's can enjoy their private suite with spa-like bath attached as well as a large walk-in closet. There is plenty of space for guests in the second bedroom and bath. Enjoy the beautiful views from your private balcony. 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.

4 Stratton Drive Unit 305 Woburn, MA 01801

$1,000,000
2 Beds
2 Baths
1,796 SqFt
Status Active
MLS # 73223602
Property Type Condominium
Price Type --
Welcome to Highland at Vale in Woburn! The Belmont, our largest single-level design, is a corner unit that boasts beautiful tall windows and wonderful details. The spacious kitchen comes complete with plenty of cabinets for storage, a large kitchen island, and gleaming hardwood floors. Relax with friends and family in the oversized gathering room filled with light from the sliding glass door leading out to your private balcony. The extra flex room is waiting to be customized to fit your lifestyle. Owner's can escape to their private bedroom with large walk-in closet and spa-like bath attached. There's plenty of room for guests in the second bedroom and bathroom.

4 Davey Ln Winchester, MA 01890

$2,600,000
5 Beds
4.5 Baths
5,267 SqFt
Status Active
MLS # 73222969
Property Type Single Family Residence
Price Type --
Step into refined living with this gorgeous 5-bedroom, 4.5-bathroom colonial home tucked away on a quiet cul-de-sac. You'll be greeted by a spacious layout with a chef's kitchen featuring a top-of-the-line 48 Sub Zero refrigerator/freezer, a gas range topped with a stylish hood, and a cozy breakfast bar. The dining area, boasting cathedral ceilings and a double-sided fireplace, seamlessly flows into the sunlit living room and onto a convenient deck. Relax in the luxurious first-floor primary suite with a marble bathroom featuring an oversized jacuzzi and a separate sauna. The 2nd level has two additional bedrooms, two full bathrooms, and a cozy family room. The finished basement adds even more space with two extra bedrooms and a full bath, which is ideal for entertaining or as a play area. Enjoy radiant heat throughout the entire home and garage. Outside, the professionally landscaped yard offers a peaceful retreat, which is all walkable to the Town Center and nearby walking trails.

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