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!

44 Swanton St Unit 44 Winchester, MA 01890

$729,000 - 4Br/2Ba -  for Sale in Winchester
Open House
New
$729,000
4 Beds
2 Baths
2,174 SqFt
Status New
MLS # 72923290
Property Type Condo
Price Type --
MUST SEE two level condo located conveniently near Town Center! This updated and meticulously maintained 2 level condo is spacious with gorgeous hardwood floors throughout. First level of the condo has a bedroom with custom built-ins, formal open concept living and dining room with crown molding and custom built-ins. Bright and sunny family room opens to a chef's kitchen that has been updated to include stainless steel appliances, a kitchen island and upgraded custom cabinetry and countertops. Slider opens to a private back deck with great views and access to the oversized backyard. 2nd level features a massive master bedroom with custom built-in cabinets and ample storage in double closets. Two additional bedrooms and a full bathroom completes this level. Exterior has a paved driveway with 3 deeded parking and additional guest parking spaces. Close to shopping, restaurants, commuter rail and bike path! You cannot miss this opportunity for an incredible condo!

261 Washington St Winchester, MA 01890

$1,199,000 - 4Br/3Ba -  for Sale in Winchester
Open House
New
$1,199,000
4 Beds
2.5 Baths
2,465 SqFt
Status New
MLS # 72923330
Property Type Detached
Price Type --
Charming & tastefully redesigned Colonial has the curb appeal you've been looking for! This home has all the modern convenience for today's living including proximity to Winchester Center. The first floor has a cleverly designed mudroom with half bath. A spacious open concept living room boasts gorgeous hardwood floors, custom built-in cabinetry w/ a window seat and opens to a renovated chef's kitchen. The kitchen features stainless steel appliances, gas cooking, a kitchen island and ample storage. The dining room includes custom cabinetry and a wine refrigerator. 2nd floor has 3 spacious bedrooms and a fully renovated full bathroom. The 3rd floor has a bedroom that is a great option for a home office. Plenty of closets & storage space. Finished lower level has a fantastic space for a media room and play area. Includes laundry room and a full bathroom. Exterior features a welcoming front porch, entertainer's backyard patio that is fenced-in w/ a shed. Make this home yours!

20 Wildwood St Winchester, MA 01890

$1,500,000 - 5Br/3Ba -  for Sale in Flats, Winchester
Open House
New
$1,500,000
5 Beds
2.5 Baths
3,520 SqFt
Status New
MLS # 72923494
Property Type Detached
Price Type --
Located in the Flats - a mere half mile to the Winchester Town Center Commuter Rail & only .7 mile to Ambrose Elementary. This updated five-bedroom colonial is architecturally striking within a district known for alluring period homes. The interior blends the elegance of beamed ceilings, wainscotting, & 3 fireplaces with a modern comfortable décor. A circular flow connects formal living & dining rooms to the family room & kitchen, perfect for entertaining & everyday living. The eat-in custom kitchen w/granite counters & butcher block food prep peninsula adjoins a large mudroom/laundry area. Two staircases provide convenient access to 5 spacious 2nd floor bedrooms including a front to back primary bedroom w/walk-in cedar closet. Lots of areas for office/flex spaces on the 2nd floor, the sunlit 3rd floor bonus room, & finished lower level. A teakwood deck with a wisteria adorned pergola overlooks the spacious fenced-in backyard. 2 car attached garage. Numerous updates - list available.

124 Highland Ave Winchester, MA 01890

$1,749,000 - 6Br/4Ba -  for Sale in Winchester
Open House
New
$1,749,000
6 Beds
3.5 Baths
3,422 SqFt
Status New
MLS # 72923268
Property Type Detached
Price Type --
Welcome home to this quintessential Winchester Colonial. Located near the heart of Town Center and The Fells. This home has been meticulously maintained and updated. With a grand front entrance & an elegant foyer opening to a dining and family room with gorgeous hardwood floors, fireplace and built-in bookcase. A sitting parlor with fireplace is just off the fabulous chef's kitchen wonderful for entertaining. Featuring 2 ovens (Dacor, Gaggeau), Dacor gas stove, 2 sub-zero refrigerators including a 2 drawer, 2 sinks, 2 dishwashers (Bosch and Miele). 2nd & 3rd floors includes a total of 5 bedrooms w/ the addition of a master bedroom that includes an en-suite spa bathroom. 2 additional fully renovated bathrooms, two offices including a “sleeping porch” with one of the most beautiful sunset views in Winchester. Fantastic home for outdoor entertaining with a front porch, back bluestone patio, fire pit and a 2 car garage. Professionally landscaped w/ mature plantings. This is a MUST SEE home

3 Fernway Winchester, MA 01890

$1,599,000 - 4Br/4Ba -  for Sale in Winchester
Open House
New
$1,599,000
4 Beds
3.5 Baths
3,224 SqFt
Status New
MLS # 72923348
Property Type Detached
Price Type --
This elegant and expanded Cape home is a MUST SEE! Surrounded in lush landscaping, this home feels like being in an oasis. Formal entry opens to the spacious living room featuring a fireplace and French doors that open to the outdoor patio. Formal dining room is just off the kitchen making this convenient for entertaining. Impressive beamed vaulted ceilings in the kitchen and family room. Kitchen features double ovens and a paneled refrigerator. Oversized stone fireplace with a rustic mantle and French doors offer a second entry onto the outdoor patio from the family room. 2 Master Suites w/ spa like en-suite bathrooms. Completely renovated w/ high end finishes. 2nd floor bedroom is spacious enough for a sitting area and includes another full bathroom. Exterior boasts mature landscaping creating privacy, a 2 car garage with elevator and heated driveway, and a separate side parking pad available for overflow parking. This is truly a remarkable and stately home that is ready to be yours!

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