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!

200 Swanton St Unit 721 Winchester, MA 01890

$425,000 - 1Br/1Ba -  for Sale in Winchester
Open House
New
$425,000
1 Bed
1 Bath
700 SqFt
Status Active
MLS # 73088945
Property Type Condominium
Price Type --
Winchester welcomes you to Parkview Place! Rarely offered 7th floor penthouse level center view 1 bed condo now available to customize your own canvas! Or move-in ready w/ newer stainless apps, glowing granite countertops, newer updated marble accented bath and hardwood lam floors. Renovated in 2010 w/ successful rental history. This penthouse level condo was freshly re-painted in October 2022 and ready for it's new owner to really finish his, her, or their own customizable updates. Ideal open floor plan w/ spacious covered, private terrace offering stunning, sweeping views of the distant landscape as well overlooking the masterfully crafted grand central courtyard w/ tranquility for days including walking bridges and paths, peaceful sitting benches and pergolas, a remarkable & expansive koi pond w/ wildlife, beautifully matured plantings & meticulous landscaping. Enjoy the very most life has to offer w/ warm sunshine out at the in-ground pool alone or friends! Too many extras to list!

22 Grove Pl Unit 29 Winchester, MA 01890

$599,000 - 2Br/2Ba -  for Sale in Winchester
Open House
New
$599,000
2 Beds
1.5 Baths
1,530 SqFt
Status Active
MLS # 73093729
Property Type Condominium
Price Type --
Take advantage of this great opportunity to own a lovely Townhouse in sought after White Horse Commons. The first floor offers a nice floor plan with an eat in kitchen, dining room, family room with cathedral ceilings and very spacious two-story living room with a fireplace, picture window and access to the private deck. On the second floor you will find two generous bedrooms with fantastic closets and a full bath. There is plenty of storage space and the washer and dryer in the full basement which could also be finished for more living space. Also included is a detached garage and 1 extra parking space. This unit is bright with lots of natural light and ready for the next owner to update and make it their own. To be sold in AS IS condition. Very convenient location with easy access to the commuter rail to Boston, Mystic Lakes, schools, shopping and Winchester Center. Don't miss it!

11 New Meadows Rd Winchester, MA 01890

$1,199,000 - 3Br/2Ba -  for Sale in Winchester
Open House
New
$1,199,000
3 Beds
2 Baths
3,139 SqFt
Status Active
MLS # 73093075
Property Type Single Family Residence
Price Type --
Welcome to this charming 3 bedroom, 2 bath ranch home nestled in a highly desirable neighborhood, sitting on a sprawling lot that offers endless possibilities. You'll be wowed when you see how big this house is! As you step inside, you'll be greeted by an inviting and cozy atmosphere that feels like home. The open living area is perfect for entertaining guests, with plenty of natural light that floods in through large windows. The kitchen boasts ample counter space and modern appliances that make cooking a breeze.Three bedrooms, two fireplaces and lovely dining room built-ins. The primary suite offers spacious closets & gorgeous hardwood floors. The expansive lot offers loads of potential for outdoor living and entertaining. Imagine hosting summer barbecues, playing games with the kids, or simply relaxing in your private oasis. Or, put a second floor on the house & have your dream home! Plus there is a ton of attic storage with a pull down stairs. This is a rare opportunity, come see!

12 Norwood St Winchester, MA 01890

$2,395,000 - 5Br/4Ba -  for Sale in Town Center, Winchester
Open House
New
$2,395,000
5 Beds
3.5 Baths
3,979 SqFt
Status Active
MLS # 73093405
Property Type Single Family Residence
Price Type --
Introducing 12 Norwood Rd. Grand Victorian home restored w/period details. Seamlessly renovated to maintain the original character & charm while updated for today's living. Classic layout w/ formal & informal rooms designed for optimal flow. Enjoy cooking in this custom kitchen open to the family-rm & breakfast rm. Inset custom walnut cabinetry, 10 ft waterfall walnut island, period inspired hardware mixed w/ restored original hardware. Butler's pantry mirrors the kitchen aesthetic offering additional storage, coffee bar & workspace. Gorgeous dining rm w/ Tiffany inspired chandelier adjacent to living rm. 4 Bedrooms plus a new primary suite w/soaking tub & radiant heat. Pella Architectural Series windows, replicated original trim & door casings, restored birch flrs & staircase. Integrated audio, exterior lighting, new roof & fenced yard just steps to Winchester Town Center, shops restaurants, train & schools. 3 car garage & bonus rm w/ separate entrance for endless possibilities.

33 Everett Ave Winchester, MA 01890

$3,385,000 - 6Br/6Ba -  for Sale in Winchester
Open House
New
$3,385,000
6 Beds
5.5 Baths
6,600 SqFt
Status Active
MLS # 73092673
Property Type Single Family Residence
Price Type --
This elegant home was recently renovated top to bottom by notable builder Gerry Dunleavy. Offering 6 bedrooms and 5.5 baths across four floors of living space with high ceilings, top-of-the-line systems and appliances, custom design work, and beautiful crown moldings. Enjoy a spacious first floor with stunning living and dining room, beautifully appointed office, sun-drenched family room, and expansive chef's kitchen with custom breakfast nook that leads directly to a level fenced-in yard. The second floor features 4 bedrooms and 3 beautifully renovated full bathrooms, while the third floor is perfect for an expansive guest suite. The finished lower level offers endless possibilities for hosting and entertaining with a cinema room, play area, guest room or gym, and wine cellar. Complete with a 2 car garage and 2 driveways offering ample parking, and located on highly coveted Everett Ave moments away from downtown Winchester and Wedgemere station, this home is a must see!

171 Swanton St Unit 17 Winchester, MA 01890

$649,000 - 2Br/3Ba -  for Sale in Winchester
Open House
New
$649,000
2 Beds
2.5 Baths
1,430 SqFt
Status Active
MLS # 73092973
Property Type Condominium
Price Type --
Welcome to The Village in Winchester! Come visit this lovely townhome boasting with charm & the ease of condo living. Home offers 2 bedrooms, 2.5 baths with wonderful space for entertaining & relaxing. Enjoy the inviting large living room with gas fireplace, beautiful built-in bookshelves, with natural light streaming in from oversized windows, all overlooking a private patio and calming river views. Kitchen has pretty white cabinets and granite counter tops leading to the dining area with beautiful Anderson windows & shutters. The large & bright primary bedroom with en suite has two closets; one of which is a walk in. Second bedroom also with two closets is just perfect & great for office space as well. For convenience the laundry is on the second floor, discretely hidden near second full bathroom. Move in soon and enjoy the tennis and swimming pool all season long! Easy access to highways, commuter rail, quaint Winchester Center & more! Open House Thurs & Fri 5:30-7 and Sun 12-2

16 Nassau Dr Winchester, MA 01890

$1,549,000 - 4Br/4Ba -  for Sale in Winchester
Open House
New
$1,549,000
4 Beds
3.5 Baths
2,926 SqFt
Status Active
MLS # 73093017
Property Type Single Family Residence
Price Type --
Welcome to your dream home at 16 Nassau Drive in Winchester, MA! This beautifully renovated 4 bedroom, 3.5 bathroom house is everything you've been searching for. With over 2,900 square feet of living space, this home offers ample room for you and your family to live and grow comfortably. The open floor plan is perfect for entertaining guests and features a spacious living room, dining area, and modern kitchen with stainless steel appliances, quartz countertops, and plenty of cabinet space for all your cooking needs. The primary bedroom suite is a luxurious retreat with a large walk-in closet and beautifully tiled shower, while three additional bedrooms provide ample space for family or guests. The second floor also features a spacious laundry room for your convenience. The finished basement is a versatile space that can be transformed into a playroom, home gym, or whatever your heart desires. Don't miss out on the opportunity to make this incredible home your own.

104 Thornberry Road Winchester, MA 01890

$1,449,000 - 4Br/3Ba -  for Sale in Winchester
Open House
New
$1,449,000
4 Beds
3 Baths
2,622 SqFt
Status Active
MLS # 73092500
Property Type Single Family Residence
Price Type --
Skip the spring cleaning this year and move into a beautiful property that is READY TO GO! 104 Thornberry Road boasts 4 bedrooms, 3 full bathrooms, and updates galore! Enter in to a fireplaced living room that flows beautifully into a formal dining room. From there you’ll find the lovely sunroom with multiple sliders out to the rear of the property. Entertaining in this home is a true dream as your indoor and outdoor living blends together perfectly. A rear deck and private basketball 1/2 court will be the hit at all of your barbecues! Back inside you’ll find a renovated kitchen with center island, SS appliances, and granite countertops. Three sunny bedrooms are found on this level including the primary suite with (2) closets and an en-suite upgraded bathroom! In the lower level you’ll find a fireplaced family room, bonus room (ideal for a home office), bedroom #4, a full bath AND, laundry room! Located in the sought after VO school district, this home has little left to be desired!

32 Everett Avenue Winchester, MA 01890

$4,950,000 - 7Br/6Ba -  for Sale in Everett Avenue Waterfront, Winchester
Open House
New
$4,950,000
7 Beds
6 Baths
9,835 SqFt
Status Active
MLS # 73092700
Property Type Single Family Residence
Price Type --
Welcome to 32 Everett Avenue, a dignified waterfront estate unlike any other home that Winchester has to offer. Aside from its stately exterior, its detached garage with space for 4-6 cars, its oversized brick patio with herringbone pattern and waterfall feature, this home boasts over 300 feet of frontage on the upper Mystic Lake. A truly magical setting that will captivate even the most discerning buyer. The home itself is spectacular. From the beautiful period detail throughout, to the rotunda style eat-in area in the kitchen, and fireplaced sitting room attached to the primary suite, each and every detail is magnetizing. Perhaps the best feature of all is the separate private home office in the rear of the property with lake views you’d dream of. Live like you're on vacation everyday all while being just 8 miles from Boston. Walk to the Winchester Boat Club, Winchester Center, AND the commuter rail from this idyllic and highly sought after waterfront location.

62 Bacon Street Unit 62 Winchester, MA 01890

$1,499,000 - 5Br/4Ba -  for Sale in Winchester
Open House
New
$1,499,000
5 Beds
3.5 Baths
2,863 SqFt
Status Active
MLS # 73092202
Property Type Condominium
Price Type --
TOP LOCATION! Ravenscroft neighborhood! Move right in to this ideally located 4 story single family attached home close to the town center, Ginn field & Wedgemere train station! The welcoming foyer flows nicely into the sun filled double living room w/ wood burning fireplace w/ beautiful mantle & adjacent bow front dining room w/ china cabinet. This home also boasts high ceilings with original detail & a spacious kitchen w/ island, built in bench seat & slider leading out to a private deck. The second floor has a cozy family room or office w/ fplc & stunning wood detail as well as 3 bedrooms & 1 full bath. The 3rd floor has 2 additional bedrooms or a primary suite w/ private bath & office space. Plenty of storage & walk in closet. The lower level in law suite has a living room w/ sleeping alcove, kitchen & full bath w/ direct access outside to private patio making this the perfect in-law or au-pair suite. Enjoy this great home within close proximity to all that Winchester has to offer!

18 Hancock Street Unit 18 Winchester, MA 01890

$899,000 - 3Br/2Ba -  for Sale in Winchester
Open House
New
$899,000
3 Beds
1.5 Baths
1,428 SqFt
Status Active
MLS # 73092245
Property Type Condominium
Price Type --
Move right into this beautifully remodeled townhouse just a short distance to the town center shops, parks, restaurants, commuter rail & nearby Fells walking trails! This meticulously renovated and nicely maintained home is perfectly balanced with open concept cherry kitchen w/stainless steel appliances & granite countertops which flows nicely into the dining room and living room w/ fireplace and bay window w/ seating. Laundry area, half bath and mudroom complete the main level. This home has hardwood flooring throughout, high ceilings w/ beautiful sunlight, newer windows, and NEW central A/C ( HVAC 2021). The second floor includes a generous primary suite w/ a large walk-in closet, adjacent bath, additional bedroom w/walk in closet plus a smaller 3rd bedroom or home office. Tremendous expansion potential in the attic with high vaulted ceilings. large rear yard with plenty of parking. Move in and enjoy all that Winchester has to offer!

3 Myopia Road Winchester, MA 01890

$2,499,000 - 6Br/7Ba -  for Sale in Myopia Hill, Winchester
Open House
New
$2,499,000
6 Beds
6.5 Baths
10,146 SqFt
Status Active
MLS # 73092230
Property Type Single Family Residence
Price Type --
Must see this impressive one of a kind custom built home situated on a 1/2* acre of land on Myopia Hill. This home was built for an extended family offering an abundance of privacy in the bedroom wings along with grand yet intimate shared family spaces, the perfect layout for multi generational or extended family living! Stunning double staircase with 30' ceiling welcomes you as you enter this home, step down to the ballroom sized formal living room with fireplace & beautiful molding detail, a handsome library with beautiful woodwork, bar area, family room plus a chefs kitchen with dining area, double ovens, gas range, high end stainless steel appliances & dining room sized for the most elaborate dinner parties! Off the kitchen you will find a large patio/courtyard where you can relax & feel the tranquility of Myopia Hill. 6 oversized bedrooms, 6.5 bathrooms & a third floor w/ game room, family room & full bar area. 2 car garage/carriage house has a great room above w/ oversized fpc.

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