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!

5 Alben Street Winchester, MA 01890

$1,650,000 - 4Br/3Ba -  for Sale in Winchester
Open House
New
$1,650,000
4 Beds
2.5 Baths
3,381 SqFt
Status Active
MLS # 73331609
Property Type Single Family Residence
Price Type --
Welcome to this charming Colonial, thoughtfully maintained by its owners! Nestled on a peaceful, tree-lined street, this beautifully updated colonial home exudes warmth and character. Featuring a recently updated roof (2022), new triple pane energy efficient windows with transferable lifetime warranty (2018), and fresh interior and exterior paint, this home is move-in ready and full of charm. The caring owners have ensured the home is meticulously maintained, providing a welcoming and well-loved environment. Featuring beautiful built-ins, spacious bonus rooms, and a layout that effortlessly blends functionality with charm, this property offers plenty of room to live and entertain. Located on a private street, you'll enjoy both peace and privacy, making it the perfect place to call home. Don’t miss out on this hidden gem.

6 Ardley Pl Winchester, MA 01890

$2,300,000 - 5Br/4Ba -  for Sale in Winchester
Open House
New
$2,300,000
5 Beds
3.5 Baths
3,676 SqFt
Status Active
MLS # 73331755
Property Type Single Family Residence
Price Type --
Tucked away on a dead-end street, 6 Ardley Place blends classic character with modern comforts. Beautifully expanded with a complete renovation & redesign in 2013, this home offers a warm & inviting atmosphere w/elegant finishes throughout. The heart of the home is a stunning chef’s kitchen, featuring a 10 foot walnut island, Viking gas stove, beautiful cabinetry, & flows into the family room w/custom built-ins. Plantation shutters & an impressive wet bar. The dining room, anchored by a classic fireplace, is perfect for gatherings. Upstairs, the serene primary suite is complemented by 2 spacious bedrooms & a convenient laundry room. The 3rd floor offers 2 additional bedrooms w/cozy sitting room, & full bath. Set on over half acre, the home boasts incredible curb appeal, a 2-car garage, a sprawling deck overlooks the beautifully landscaped yard w/a bluestone stone patio & fire pit —ideal for outdoor entertaining. Thoughtfully designed w/warmth & sophistication, this home is a true gem!

299 Cross St Unit 299 Winchester, MA 01890

$599,000
2 Beds
1.5 Baths
1,452 SqFt
Status Active
MLS # 73330688
Property Type Condominium
Price Type --
Welcome to The Residences at Winchester! A perfect move-in ready single-family alternative without the hassle of yard work. Fantastic chance to own this 2 bedroom 1.5 bathroom gem with beautiful hardwood floors, open concept living/dining/kitchen in Winchester at a budget-friendly price. Why rent when you can own? The finished lower level adds over 400 square feet of extra living area. Conveniently located just minutes from major highways, shopping, and more. Nearby parks include McDonald Field, Davidson Park, and Middlesex Park. Explore scenic walking trails at Horn Pond in Woburn or The Fells in Winchester. Love water activities? Mystic Lake offers boating, swimming at Sandy Beach, or a peaceful retreat. Borggaard’s Splash Park and beach are another excellent local perk. This one won’t last! Don’t miss your chance to call Winchester home and enjoy all this town has to offer!

6 Mason Way Unit 63 Woburn, MA 01801

$1,208,485
3 Beds
2.5 Baths
2,143 SqFt
Status Active
MLS # 73329962
Property Type Condominium
Price Type --
New construction end unit townhome at Highland at Vale in Woburn. The Jackson floor plan offers 2,100+ square feet on two levels. The kitchen is bright and spacious with tons of cabinets for storage, stainless steel appliances, and a large kitchen island. The oversized gathering room is the perfect space for entertaining or relaxing with your family. The many windows along the first floor fill the home with natural light and the bay window in the separate octagon shaped dining room adds light and space. The first floor is completed with a large outdoor deck for friends and family to enjoy. The second floor features 3 bedrooms, one of which is an oversized owner's suite adorned with seven windows, a lovely sitting area, double walk-in closets and a spa-like owner's bath with large window over soaking tub. All three bedrooms have large closets with an abundance of storage. Basement is pre-plumbed for future bathroom. Limited time to select your finishes!

6 Vinson Cir Winchester, MA 01890

$4,199,000
6 Beds
7.5 Baths
7,500 SqFt
Status Active
MLS # 73328916
Property Type Single Family Residence
Price Type --
Nestled on a cul-de-sac in Winchester's desirable west side, this brand-new construction redefines modern luxury living. Spanning 7,500 sq. ft., this exquisite 6-bedroom, 7.5-bathroom home combines style, comfort, and functionality. Discover an open-concept floor plan bathed in natural light, perfect for entertaining and everyday living. The kitchen features top-of-the-line Wolf appliances, Sub-Zero refrigerator, custom cabinetry, and an oversized island. Adjacent living and dining areas offer ample space for gatherings. The primary suite is a retreat with a spa-like bath, large walk-in closet, and serene atmosphere. Each additional bedroom boasts its own en-suite bathroom for privacy and convenience. The finished lower level offers endless possibilities—a home gym, golf simulator room, or private theater. The walk-out basement leads to a beautifully landscaped backyard, ideal for outdoor activities. A three-car garage completes this exceptional home. Schedule your showing today!

60 Edward Drive Unit 60 Winchester, MA 01890

$925,000
2 Beds
2.5 Baths
2,418 SqFt
Status Active Under Contract
MLS # 73327606
Property Type Condominium
Price Type --
Welcome to this move in ready townhouse in Pepper Hill Estates! Enjoy easy living with this stunning open concept home boasting a newer eat-in kitchen, spacious dining room & oversized living room with a wood burning fireplace and floor to ceiling windows that are flooded w/natural light. This main floor also has great closet space, a half bath and a beautiful rear deck to enjoy. The 2nd level features 2 large bedrooms, 2 baths, a walk in storage closet and laundry. The primary bedroom has new high end plush carpeting, 2 large closets and a beautifully updated bathroom with walk in shower and soaking tub. The 2 car garage enters into a nice mudroom w adjacent utility room offering plenty of space for additional storage. This home is situated nicely in the neighborhood w/ flat yard & beautiful natural views from every room. This home has been lovingly maintained and is in perfect, move in ready condition w/ many recent upgrades inside & out including new windows, siding, driveway & more

7 Wainwright Rd Unit 8 Winchester, MA 01890

$1,699,000
3 Beds
3.5 Baths
3,763 SqFt
Status Active
MLS # 73327630
Property Type Condominium
Price Type --
Welcome to The Ledges! This is a desirable end unit located in a fabulous cul de sac location.This is a perfect floor plan with living room, dining room and family room with fireplace and bookcases opening up to expansive kitchen with pantry. Enjoy the serenity of a private deck off family room. Primary suite on first floor.with large updated bath.Second floor has a large loft office and full bath and bedroom. Finished lower level has third bedroom with updated bath and spacious media room with built in bookcases.There is plentiful storage areas in hall and cedar closet.Heating system has been updated.Put your finishing touches on the beautiful home with hardwood floors on first and second level. This is a rare opportunity to own this north facing property which receives consistent indirect light throughout the day with sunny south facing kitchen and family room overlooking private woods.

20 Goodwin Dr Unit 3815 Woburn, MA 01801

$1,099,999
3 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # 73326457
Property Type Condominium
Price Type --
New construction in Woburn at Highland at Vale! 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, walk-in closets, and a full bath. Just 12 miles 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! New hillside community and neighborhood with amazing views.

6 Stratton Drive Unit 106 Woburn, MA 01801

$905,535
2 Beds
2 Baths
1,582 SqFt
Status Active
MLS # 73325534
Property Type Condominium
Price Type --
Welcome to Highland at Vale in Woburn! The Lincoln home design offers a corner unit filled with natural light. The spacious gourmet kitchen comes complete with upgraded soft close cabinets, upgraded countertops, and stainless steel appliances. Spend time with friends and family in the oversized gathering room or outside on your private balcony. Turn the flex space into a private office or relaxing den. The owner's suite offers a serene retreat with an extra-large walk-in closet and a spa-like bath. Plus, there's plenty of space for guests in the second bedroom. Ideal for modern living, this home combines comfort and style!

6 Stratton Drive Unit 307 Woburn, MA 01801

$991,130
2 Beds
2 Baths
1,582 SqFt
Status Active
MLS # 73325545
Property Type Condominium
Price Type --
Welcome to Highland at Vale in Woburn! The Ivywood home design offers a corner unit filled with natural light. The kitchen, perfect for your inner chef, features stainless steel appliances, an oversized island, and soft-closing cabinets. The open floor plan makes entertaining a breeze—host in the private dining area, then relax in the gathering room. The owner's suite offers a serene retreat with an extra-large walk-in closet and a spa-like bath. Plus, there's plenty of space for guests in the second bedroom. Ideal for modern living, this home combines comfort and style!

6 Stratton Drive Unit 404 Woburn, MA 01801

$764,995
1 Bed
1 Bath
1,027 SqFt
Status Active
MLS # 73325522
Property Type Condominium
Price Type --
Welcome to Highland at Vale in Woburn! Ideally located on the fourth floor, this Jameson home design offers a light filled open concept plan. The kitchen, perfect for your inner chef, features stainless steel appliances, a upgraded countertops and soft-closing cabinets. Relax at the end of the day in the gathering room or spend time on your private balcony. The owner's suite offers a serene retreat with a large walk-in closet. Ideal for modern living, this home combines comfort and style!

6 Stratton Drive Unit 208 Woburn, MA 01801

$749,995
1 Bed
1 Bath
1,582 SqFt
Status Active
MLS # 73325543
Property Type Condominium
Price Type --
New construction condos at Highland at Vale in Woburn. The Claremont is a single-level home design with open flowing rooms and a abundance of natural light. The kitchen, perfect for your inner chef, features stainless steel appliances, an oversized island, and soft-closing cabinets. Spend time watching your favorite shows in the gathering room or soaking up the sun on your private balcony. The customizable flex space comes complete with french doors ensuring privacy. The owner's suite offers a features a spacious walk-in closet. Ideally located just 10 miles from downtown Boston.

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