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!

92 Hillcrest Pkwy Winchester, MA 01890

$2,499,999
5 Beds
4.5 Baths
4,048 SqFt
Status Active
MLS # 73279517
Property Type Single Family Residence
Price Type --
This exquisite, custom-built home from local master builder boasts a grand two-story foyer, a spacious chef's kitchen seamlessly flows into a vaulted ceiling family room, & an open concept living room & dining room perfect for entertaining. Upstairs, discover a luxurious primary bedroom suite w/expansive walk-in closet & a primary bath featuring double vanities, jacuzzi tub, & a large tiled shower. Two additional well-appointed bedrooms and bathroom complete the 2nd floor, while the 3rd floor offers expansive living w/two ensuite bedrooms, each with a full bath and walk-in closet. Enjoy the high ceilings, detailed custom woodwork, and elegant trim throughout. Additional amenities include central air, central vacuum, deck, & a spacious three-car garage. This stunning home epitomizes elegance and functionality in a prime Winchester location. Nestled near the scenic Fells reservation for outdoor enjoyment & vibrant Winchester center with it's restaurants, shops, farmer's market and more!

20 Hancock St Unit 20 Winchester, MA 01890

$679,900
3 Beds
1.5 Baths
1,752 SqFt
Status Active Under Contract
MLS # 73279548
Property Type Condominium
Price Type --
Welcome to Winchester ! This townhouse with large shared backyard is located on lovely tree lined street . The front porch welcomes you as you can sit and watch the world go by. First floor has living room, dining room and kitchen with laundry. Half bath completes the first floor. Three bedrooms and full bath upstairs. One bedroom is a pass through. Back stairway to half of full size attic is off the kitchen. Basement stairs are located off the back entry to full sized unfinished basement. Property being offered as is. Shared driveway, parking off street in back and large fenced lawn also shared with neighbor. Great location close to schools, commuter line and downtown.

28 Thornberry Road Winchester, MA 01890

$1,449,000
4 Beds
2 Baths
2,245 SqFt
Status Active
MLS # 73274439
Property Type Single Family Residence
Price Type --
Welcome to 28 Thornberry! Located in the highly sought-after West Side. Situated on .34 acres, this home has been fully remodeled and is ready for its new owner. The home features four bedrooms plus a bonus room that works perfectly as an office or exercise room, and two full bathrooms. Since the home sits high above the road, you can enjoy complete privacy in your open-concept living, dining, kitchen, and family room spaces. The kitchen features all brand-new appliances as well as quartz countertops. Directly off of the living room, you have a generous-sized, peaceful balcony overlooking your front yard - perfect for coffee in the mornings, or unwinding after a long day at work. Off of the family room to the back of the house, you have a tranquil outdoor patio area. New roof, upgraded electrical and all new windows - this home needs nothing. Get into one of Winchester's top neighborhoods before the school year starts!

7 Wainwright Rd Unit 22 Winchester, MA 01890

$1,695,000 - 2Br/3Ba -  for Sale in Winchester
Open House
$1,695,000
2 Beds
2.5 Baths
3,350 SqFt
Status Active
MLS # 73274235
Property Type Condominium
Price Type --
New Price!!! Welcome to an exquisite, turn-key condo where luxury meets comfort. Upon arrival, a charming courtyard sets a serene tone. The stunning, updated kitchen boasts granite countertops, cherry cabinets, and high-end stainless steel appliances. The kitchen seamlessly connects to the dining area and living room, creating a perfect open-concept floor plan. The living room, featuring built-in cabinetry, a soaring ceiling with skylights, and a large deck, offers breathtaking views of a tranquil creek and natural wildlife. The spacious primary suite, located on the first floor, includes a walk-in closet and an updated en-suite bath. The second floor features an office, bedroom, full bath, and a loft space with built-in cabinetry. The lower level offers a spacious family room with walkout access to the yard, a private office/flex space, and a huge walk-in closet with storage space. Indulge in the epitome of sophisticated living in this remarkable residence at The Ledges.

89 Mystic Valley Parkway Unit 89 Winchester, MA 01890

$1,185,000
5 Beds
2.5 Baths
3,220 SqFt
Status Active
MLS # 73273924
Property Type Condex
Price Type --
Wonderful turn of the century Victorian townhome in fabulous downtown location! Ideally situated in close proximity to trains, schools, restaurants and everything Winchester Center has to offer! Front porch welcomes you into this lovingly cared for home blending old world charm with modern amenities. First floor features high ceilings, beautiful hardwood flooring, fireplaced living room with pocket doors leading to the sun drenched dining room with builtin cabinet. Updated kitchen with beautiful solid natural cherry cabinets,quartz countertops,Krause sink & stainless steel appliances! Updated 1/2 bath complete w/ radiant flooring rounds out the first floor. Second floor includes 2 bedrooms,an office,a walk in closet & a serene bathroom w/ shower and an oversized jacuzzi tub. Space abounds filled w/ natural light on the third floor featuring 3 bedrooms (1 ensuite), pumpkin wide pine flooring, skylight and a bonus room! Cozy private patio with lovely gardens! Broker tour 8/6 11:30-12:30

666 Main Street Unit Lv3 Winchester, MA 01890

$709,900
2 Beds
2 Baths
1,160 SqFt
Status Active
MLS # 73270797
Property Type Condominium
Price Type --
Location location. This well maintained two bedroom two bath condominium on one level is a must see. Conveniently located to Winchester Center, Commuter Rail, shops and restaurants makes it very desirable. Enjoy watching the swans swim by while sitting on your patio. Central Air keeps you comfortable during this hot summer. Stackable washer dryer located in the unit for your convenience, Large master bedroom has walk in closet and private bath. The second bedroom is presently used as a den with wall to wall built in bookcases. Recently renovated kitchen invites you to get cooking ! Quartzite Counters, new Bosch refrigerator, Induction stovetop, Whirlpool dishwasher...Custom Cabinets with pull out drawers makes cooking easy. Covered garage offers assigned parking for one car. Complex has a beautiful community pool. Property is well managed. Don't miss out on this opportunity to live in Winchester.

14 Pine Grove Park Unit 14 Winchester, MA 01890

$1,399,000
4 Beds
3.5 Baths
3,122 SqFt
Status Active Under Contract
MLS # 73257092
Property Type Condominium
Price Type --
Welcome to this newly constructed luxurious 4-bedroom, 3.5-bathroom townhome spanning four levels of exquisite living space! Step through the charming covered porch into the striking open floor plan. The elegant living room boasts expansive windows, custom fireplace wall and hardwood floors. The showstopper kitchen dazzles with gorgeous white cabinetry accented by gold details, quartz countertops with a centerstage waterfall island. From the dining area, step out onto a delightful deck overlooking a fenced-in yard. Upstairs, find a primary suite which showcases a board & batten wall, custom closet and modern bath, alongside another bedroom, full bath, and laundry room. The top level offers versatile space for a bedroom/bonus room. The fully finished lower level features a playroom/media room, bedroom, full bath, and a convenient mudroom with direct exterior access. Move right in and enjoy all that Winchester has to offer, award winning schools, bike path, fells, easy access to Boston.

666 Main Street Unit Lv2 Winchester, MA 01890

$679,000
2 Beds
2 Baths
1,160 SqFt
Status Active
MLS # 73247999
Property Type Condominium
Price Type --
Welcome to 666 Main Street, Unit LV2, Winchester. This beautiful well maintained 2 bedroom, 2 bathroom condominium on the desirable ground level, features a Private Entrance & a Walk Out Patio w/ Wedge Pond views. Enjoy the close distance of all that Winchester Centre has to offer; shops, restaurants, commuter rail & more. Enjoy an updated kitchen w/ stainless appliances & peninsula, separate dining area w/ convenient custom built-ins. Fireplace living room w/ slider to patio. Large primary bedroom w/ walk in closet, full bathroom & extra sink outside the closed-off bathroom. Oversized second bedroom & closet w/ another large full bathroom off of the hall. Central Air, stackable in-unit laundry, a Community Pool, Deeded Storage & a Deeded Garage Parking Space! Very well managed building. Easy access to Routes 128 & 93. Rare find, not to be missed. Freshly painted & ready for a new owner. Owner has not recently lived in the residence & makes no warranties or representations.

15 Dix Street Unit 9 Winchester, MA 01890

$1,045,000
1 Bed
2 Baths
1,275 SqFt
Status Active
MLS # 73242791
Property Type Condominium
Price Type --
Get ready to enjoy one level living with elevator access from heated garage with 2 exclusive use parking spots. This is the place to be for LOCATION, LOCATION, LOCATION AND GARAGE PARKING!!! Inviting, open floor plan features hardwood flooring, large windows, and a generous amount of storage space. Kitchen features large marble topped island with counter seating, gas range and Sub Zero refrigerator. Bedroom has ample storage space (much more than meets the eye!), view of Wedge Pond and large en-suite bathroom with laundry. Office also has full en-suite bathroom. Elegant layout with quality details throughout including a skylight at the entrance. More storage space in garage. Live in town with easy access to commuter rail, shops, restaurants and services. Enjoy everything this great community has to offer: Middlesex Fells Reservation, Wright-Locke Farm, annual community events, Saturday Farmer's Market, a vibrant arts community and more!

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