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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15 Grove Street Winchester, MA 01890

$2,499,000 - 6Br/4Ba -  for Sale in Winchester
New
$2,499,000
6 Beds
3.5 Baths
4,998 SqFt
Status New
MLS # 72536796
Property Type Single Family
Majestically sited on a premiere street in Winchester, the striking Wadleigh House artfully blends historic period detail w/modern style. Meticulously restored to the highest standard, each room has been intelligently designed for grand entertaining as well as functional day to day living. The impeccable finishes include a state of the art high efficiency heating & cooling system, 200 amp electrical, new plumbing & so much more. A stylish home luxurious in scale & sensational in detail that exudes elegance & sophistication w/high ceilings ,French door’s w/original leaded glass & attractive porches. The gourmet spacious light filled kitchen is the heart of this home w/white cabinetry, walnut hardwood floor, breakfast nook, walk in pantry & direct access to mudroom, attached garage & fenced in yard. Bonus lower-level offers game room, home theater, & walk in vault. Superior location walkable to Wedgemere train station, schools & town center.

22 Gershon Way Unit 22 Winchester, MA 01890

$1,299,000 - 3Br/4Ba -  for Sale in Winchester
New
$1,299,000
3 Beds
3.5 Baths
2,980 SqFt
Status New
MLS # 72535655
Property Type Condominium/co-op
WINCHESTER'S 1ST 55+ LUXURY COMMUNITY!!! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package, including Bosch & Sub Zero. Cozy up to the gas fireplace or enjoy entertaining in the dining room featuring coffered ceilings & a slider to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, 2 full baths and an open loft area. A short drive to downtown Winchester and only 7 miles from Boston.

8 Garfield Ave Winchester, MA 01890

$749,900 - 3Br/2Ba -  for Sale in Winchester
Open House
New
$749,900
3 Beds
2 Baths
1,306 SqFt
Status New
MLS # 72535169
Property Type Single Family
Take a step inside this charming three bedroom Colonial with abundant light and Nest-controlled central air, perfectly suited for a couple or small family. Walk into the beautiful living room with fireplace, custom built-ins, and recessed lighting. Transition into the dining room and kitchen with stainless steel appliances and marble countertops. The family room has a full bath, cathedral ceilings with skylights, and access to a generous fenced-in patio to complete the first floor. The second floor is home to three bedrooms and full bath. Close to Winchester Center, highway access, parks, The Fells, medical facility and schools. Welcome Home! ~ Showings to start right away! OPEN HOUSE - Sunday, July 21st from 12:00 - 1:30 PM. Sellers to review offers Tuesday July 23rd at 2 PM, seller has right to accept offer prior to deadline. ~

2 Ainsworth Rd Winchester, MA 01890

$999,000 - 3Br/3Ba -  for Sale in Winchester
Open House
New
$999,000
3 Beds
2.5 Baths
2,896 SqFt
Status New
MLS # 72535201
Property Type Single Family
Sunny, updated 3 bed 2.5 bath cape located on a cul-de-sac near Fells Reservation in Winchester Highlands. First floor boasts open chef?s kitchen, dining area with built-ins, and family room with gorgeous vaulted ceilings. Over sized family room with beautiful fireplace and french doors that lead out to a deck overlooking your beautifully landscaped yard. Additional bedroom, separate office and full bath with custom walk in shower located on first floor. Second floor has two bedrooms and a full bath with ceramic tile shower. Large bonus rooms in walk out basement with fireplace and room for exercise equipment or toy room. Walk out of your spacious basement to a serene patio area with built in fireplace for outdoor entertaining. Gas heat, central ac, washer/dryer in basement.

3 Orient St Winchester, MA 01890

$799,000 - 2Br/2Ba -  for Sale in Winchester
Open House
New
$799,000
2 Beds
2 Baths
1,708 SqFt
Status New
MLS # 72534589
Property Type Single Family
The perfect Arts n Crafts bungalow circa 1925, 3 Orient St offers the option of one level living or a spacious 2nd floor Master bedroom. This carefully maintained home features an updated kitchen, 1st floor bath and updated systems as well as beautiful period detail: beamed ceilings, dentil moulding and brick fireplace, built in dining room cabinet and french doors. This sweet home can be used as a 2 or 3 bedroom. The 2nd floor has a large and comfortable bedroom with built-in storage, deep closets and reading nook. The lower level with high ceilings has a finished area currently used as a family room, 2nd bathroom, laundry and storage. Step right out to the beautiful garden or enter directly into the garage from the mudroom. A deck overlooks the delightful perennial garden offering multiple blooms throughout the season. This home is located in the Muraco School District w easy access to the town center.

50 Myrtle Terrace Winchester, MA 01890

$1,199,000 - 5Br/3Ba -  for Sale in Winchester
Open House
$1,199,000
5 Beds
3 Baths
3,133 SqFt
Status Active
MLS # 72533412
Property Type Single Family
Best of both worlds~Close to Winchester Center and The Fells! Beautifully renovated 5 bedroom 3 bath home nestled in great Lincoln School neighborhood, with a dreamy oversized backyard! Lovely sun-filled foyer welcomes you into this gorgeous home with updated eat-in kitchen featuring granite & stainless steel appliances with direct access to exterior deck overlooking private yard. Living room and dining rooms each with oversized bay windows & high ceilings. Enjoy a cozy fire by the wood-burning FP in the living room. The second level offers three corner bedrooms, full bath, office with balcony, and a sitting area with potential to be converted into future master en-suite bathroom. The third floor features two additional beds, ample storage & gorgeous views of town center. Enjoy the luxury of a finished lower level with two rooms, family room, and laundry/partial kitchen area - ideal for au-pair or in-laws! Driveway large enough to accommodate 4+ cars ~ must see this great home!

666 Main Unit 4410 Winchester, MA 01890

$618,000
2 Beds
2 Baths
1,170 SqFt
Status Active
MLS # 72533470
Property Type Condominium/co-op
**CLICK THE V ON TOP RIGHT FOR 3D TOUR! Welcome to Wedgewood Place, on Wedge Pond in the heart of Winchester Center! Talk about LOCATION...In 2017, Boston Magazine chose Winchester as one of the Best Places to Live North of Boston! This Condo has much to offer with it's bright, skylit open floor plan and upgrades consisting of new granite counters throughout the kitchen, breakfast bar and 2 baths, modern clean flooring in kitchen, living/dining room and hallways in addition to newer carpeting in both bedrooms. The living room/dining room has a working wood fireplace and walk out balcony overlooking the beautifully landscaped in-ground pool/common area. The private master bedroom suite offers a large walk in closet and a Roman-tub master bath. Enjoy central air, washer/dryer in unit, covered parking, bicycle storage, additional storage locker. Charming Winchester Center is engaging and ribboned with restaurants, shops, markets, parks and ponds,T /Commuter Rail & more. Move in READY!

26 Grove Street Winchester, MA 01890

$1,100,000
4 Beds
2 Baths
1,776 SqFt
Status Active
MLS # 72533510
Property Type Single Family
You will be charmed by this historic light-filled home with an expansive yard. Built in 1835, this four bedroom home has been impeccably maintained---inside and out! With shiny, hardwood floors throughout, updated kitchen and bathrooms, new boiler and water heater, this house is really special!. It has two large living rooms, each with a working Count Rumford fireplace and lots of windows.. These two rooms have vintage details like handcrafted doors and moldings. The main hallway features a two story open staircase which creates an appealing living space in the upper hall. Adjacent to the lovely dining room is the kitchen which opens onto the beautiful brick patio in the sunny back yard. This unique home is located one mile from Winchester Center and is a short distance to the commuter rail bringing passengers to Boston in just 15 minute. The public schools have recently been recognized nation-wide!

3 Myrtle Street Unit 2 Winchester, MA 01890

$665,000
4 Beds
2 Baths
2,177 SqFt
Status Active
MLS # 72532754
Property Type Condominium/co-op
Most desireable neighborhood located in the heart of Winchester center - walk to shops, restaurants, tennis, beach, all schools, and commuter rail to Boston. Directly across from Chefalo Park and the library. Easy access to Rt 93 and Boston. Big-bright-beautiful! Renovated eat in kitchen with granite and stainless, formal dining room, and sitting room plus living room leading to open porch with a view of the park. Laundry room and covered screen porch plus 2 bedrooms, 1 full bath on main level and 3 additional rooms and full bath on upper level includes a 20 ft great room or master bedroom. Plenty of good storage in basement or use your imagination to finish it off. Updated systems, new roof, and exterior freshly painted. Come see all that Winchester has to offer!

21 Shepard Ct Unit 21 Winchester, MA 01890

$509,000 - 2Br/1Ba -  for Sale in Winchester
Open House
$509,000
2 Beds
1 Bath
990 SqFt
Status Active
MLS # 72532861
Property Type Single Family
Winchester... with a Charlestown feel! This quintessential 2+ bedroom/ 4 level single family alternative is located close to McDonald Field, commuter line and minutes from town center! The main level features a newly renovated high end kitchen with eat-in island, quartz countertops, stainless steel appliances and custom cabinetry. Spacious & sunny living room off kitchen with high ceilings, ideal for entertaining. The second level of this Charlestownesque townhouse features two oversized corner bedrooms and full renovated bathroom. Enjoy a two-story master suite with staircase leading up to third-level bonus room - perfect for a home office! The lower level features ample storage and oversized laundry area. Exclusive driveway, private rear yard with garden area & patio. Located on cul-de-sac across from McDonald field. This home is a must see and is offered at a great price! Condo fee is to cover master Insurance policy on house.. no other fee...everything else is separate.