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!

59 Bacon St Winchester, MA 01890

$3,299,000 - 5Br/6Ba -  for Sale in Winchester
Open House
$3,299,000
5 Beds
5.5 Baths
5,981 SqFt
Status Active
MLS # 73232676
Property Type Single Family Residence
Price Type --
Your dream home in the perfect location awaits! This brand-new construction residence has an unparalleled blend of luxury, convenience & comfort. Be a part of the Ginn/Rangeley/Central community, close to the vibrant town center, schools & train. The stunning open floor plan offers a high-end kitchen anchored by a large island with seating, a dining area & a wet bar. This flows easily to the spectacular family room with high vaulted ceilings, loads of natural light, a fireplace & access to a spacious deck. A formal dining room, living room, mudroom & powder room complete this floor. Upstairs, the large primary suite is an oasis with an elegant large bath, a big walk-in closet & soaking tub. 3 other bedrooms complete this floor, including an en-suite guest room. The third floor is sure to be a hit with a 5th bedroom & bath, plus a spacious study or playroom. The basement has a massive media room, wet bar, gym & full bath! Oversized 2-car garage, large landscaped yard and a big deck.

7 Russett Ln Winchester, MA 01890

$2,172,600
5 Beds
7 Baths
7,292 SqFt
Status Active
MLS # 73231024
Property Type Single Family Residence
Price Type --
Your chance to be the 2nd proud owner of this meticulously maintained home in the heart of Winchester, where luxury living meets timeless elegance. This magnificent property offers unparalleled comfort & sophistication, boasting 5 bedrooms, 5 full & 2 half bathrooms across its sprawling 6,700+ floor plan. As you step in, you are greeted by a beautiful bridal staircase and marble flooring. The 3 fireplaces add a touch of ambiance and charm to each floor. Entertain guests in style in the spacious living areas, which seamlessly flow into the gourmet kitchen, complete with sub-zero refrigerator, Thermador oven, wolf induction cooktop, custom cabinetry, and granite countertops. The master suite is a true sanctuary, featuring a spa-like ensuite bathroom. Four additional bedrooms offer ample space for family and guests, ensuring everyone has their own oasis to retreat to. The basement offers additional space for a entertaining, workshop, gym and plenty of storage.

119 Ridge St Winchester, MA 01890

$1,100,000
3 Beds
2 Baths
2,542 SqFt
Status Active
MLS # 73223013
Property Type Single Family Residence
Price Type --
This is not an opportunity you want to miss! You’ll be in awe of the LR with massive wall length window, brick accent wall with fireplace, and vaulted ceiling. Formal DR leads into the kitchen with lovely cabinetry & plenty of natural light. Boasting 3 bedrooms and 2 full bathrooms great for hosting guests, friends and family. Gorgeous sunroom offer brick accents, wood ceiling and walks out to the brick patio. Finished basement expands the living area even further great for a family room, home office, gym... whatever you need! Settled on over half an acre so you have plenty of lawn space to make yours all Summer long! Settled minutes from Whipple Hill Nature Preserve with walking trails, golf courses, Medford Boat Club, schools, Rt 2A and more.

20 Hillside Ave Unit 20 Winchester, MA 01890

$799,000
2 Beds
1 Bath
1,096 SqFt
Status Active Under Contract
MLS # 73229174
Property Type Condominium
Price Type --
Absolutely charming! Don’t miss this elegant condo on a dead-end street just outside of the town center. The heart of the home is a stunning eat-in kitchen with marble counters, stainless steel appliances, breakfast bar and stylish banquet dining area. The spacious living room featuring a fireplace with marble surround, expansive picture window, window seat, and a wall of built-in bookshelves is the perfect place to entertain or relax. Retreat to one of two well-appointed bedrooms, each with beautiful built-ins, large closets, and sumptuous wool carpets. A sunny office/bonus room is located off of the second bedroom. The full bath features marble tile, a tub/shower and ample storage space. Don’t miss the private and serene screened-in porch, which provides the perfect spot to unwind. Common features include a landscaped yard, deck, driveway with doorless garage, and basement.

4 Stratton Drive Unit 303 Woburn, MA 01801

$799,995
2 Beds
2 Baths
1,643 SqFt
Status Active
MLS # 73228683
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.

20 Amberwood Dr Winchester, MA 01890

$4,299,000
6 Beds
7 Baths
8,866 SqFt
Status Active
MLS # 73229089
Property Type Single Family Residence
Price Type --
Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The spacious fire-placed family room, banquet-size dining room w/ wine-column, private home office and bedroom w/ en-suite bath complete the first floor. Luxurious primary suite w/a large balcony, expansive walk-in closets & spa-like bath w/ dual vanities, an oversized shower, and a lavish soaking tub on upper level, along w/ 3 additional en-suite bedrooms and an oversized laundry room. Finished lower level features additional entertainment areas, gym & en suite-bedroom. Fantastic location just up the hill from top-rated Vinson Owen School. Enjoy all that Winchester has to offer.

71 Woodside Road Winchester, MA 01890

$999,000
4 Beds
1.5 Baths
2,202 SqFt
Status Active Under Contract
MLS # 73229114
Property Type Single Family Residence
Price Type --
SO much POTENTIAL!! Build equity with this charming 3-4 bedroom, 1.5 bath property perfectly situated in a desirable location close to town and Horn Pond. This cozy home features an oversized living room with a wood burning fireplace, an inviting formal dining room and a bright and cheery kitchen. A rear addition with bath offers versatile space for a 4th bedroom or family room w/vaulted ceilings, and peaceful views with the walls of windows. The 2nd floor offers 3 bedrooms plus a home office space. Hardwood floors and generous ceiling height throughout. Enjoy relaxing on the picturesque front porch or on the private patio w/ great rear yard, perfect for family gatherings! With a light renovation, you can make this special house your home! Located on desirable Woodside Rd. w/ close proximity to the soon to be NEW Lynch Elementary school, downtown Winchester, Whole foods, restaurants, shops, Winter pond for skating & fishing and so much more! 1 car attached garage with storage & parking

50 Lorena Road Winchester, MA 01890

$3,299,000 - 5Br/5Ba -  for Sale in East Hill, Winchester
Open House
$3,299,000
5 Beds
4.5 Baths
7,242 SqFt
Status Active
MLS # 73228653
Property Type Single Family Residence
Price Type --
Stunning cedar shingle and stone Craftsman home nestled in the sought-after East Hill neighborhood. As you step inside, you are greeted by an elegant foyer leading to a chef's kitchen with center island, pantry, granite counters, SS appliances and a sun-filled dining area.The kitchen seamlessly flows to a stone deck, perfect for grilling and alfresco dining. Large family room wrapped with windows featuring a stone fireplace, while the dining room with wainscoting and butler's pantry provides a touch of sophistication. The living room offers a fireplace and a wet bar leading to a study with French doors opening to a stone patio in your private back yard. The second floor offers 5 nicely appointed bedrooms with built-out closets, the private primary suite has walk-in closets and a large bath. Finished lower level provides additional flexible living space with a full bath and storage. Views from every room and the most amazing sunsets on the front porch. Private yard and 3 bay garage.

22 Baldwin St Winchester, MA 01890

$999,000 - 3Br/2Ba -  for Sale in Winchester
Open House
$999,000
3 Beds
2 Baths
1,678 SqFt
Status Active
MLS # 73228100
Property Type Single Family Residence
Price Type --
: This NEW RENOVATION HOME sits on an extremely level 9500 sq ft lot affording its new owner a myriad of options in both indoor and outdoor future living options. Moving in condition. Located on a small dead end provides that community feel and a limited amount of traffic. Tall mature plantings provide privacy for outdoor activities and entertaining. Inside you will find well maintained hardwood on both levels, a spotless kitchen with gas stove, a generous living room, and a dining room. Open kitchen offers wood burning fireplace and full bath with its own heating zone. Second floor is where you will find three bedrooms and a full bath. Easy access to major transportation routes and walking distance to downtown with its diverse options for shopping, dining, as well as one of Winchester's two commuter rails..

50 Allen Road Winchester, MA 01890

$1,429,000 - 3Br/3Ba -  for Sale in East Side, Winchester
Open House
$1,429,000
3 Beds
3 Baths
2,769 SqFt
Status Active
MLS # 73226935
Property Type Single Family Residence
Price Type --
Top East side neighborhood! Don't miss this renovated & expanded 3BR home offering a great layout, flooded w/natural light. Spacious Living room w/wood burning fireplace, adjacent sun room, office/play room plus a stunning eat in kitchen w/ ample storage, prep space, large island & dining area w/ vaulted ceilings & picture window overlooking the well manicured yard. The main floor also includes a formal dining room & half bath w/ direct access to patio/yard. Upstairs the 2nd floor has 3 nicely sized bedrooms & full hall bath. The finished lower makes for great recreation space w/ large open room w/ built in desk, half bath, gym area, an adorable kids play room w/hand crafted club house door, laundry & plenty of storage! This home is equipped with a new AC system, 1 car garage w/EV hookup. Located on a great street in top location close to Winchester center! Hardwood floors & nice ceiling height throughout. A perfectly sized yard & patio complete this ideal home. *Offers Due 4/30 3pm*

83 Church Street Unit 6 Winchester, MA 01890

$969,000 - 2Br/2Ba -  for Sale in Winchester
Open House
$969,000
2 Beds
2 Baths
1,493 SqFt
Status Active
MLS # 73225753
Property Type Condominium
Price Type --
NEW PRICE...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 (now being used as a den) with full bath and large closet . One of the highlights of this unit is an exterior door which allows entrance directly into the unit. Also, it allows for easy access to outdoor seating The custom moldings and architectural details add a special touch throughout along with hardwood floors. It includes a deeded garage and an additional 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.

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.

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