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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171 Swanton Street Unit 14 Winchester, MA 01890

$549,000 - 2Br/3Ba -  for Sale in Winchester
New
$549,000
2 Beds
2.5 Baths
1,427 SqFt
Status New
MLS # 72188049
Property Type Condominium/co-op
Walk to Winchester Center and commuter rail from this renovated TH in the popular community of The Village. First floor has an open floor plan w/oak floors in the LR, DR, hall, and stairs. Galley kitchen has light cabinets, granite counters, ss appliances, and cork floor. LR features wood-burning fp, skylit nook, picture windows w/seasonal views of the Aberjona River, and door to private patio. Tiled 1/2 bath, large pantry w/custom shelving, and utility closet w/hot water tank off main hall. Upstairs, the carpeted large master bedroom has both a walk-in and smaller closet and full, tiled bath ensuite with double sinks. Second bedroom has 2 closets and oak floors which extend into hallway with linen closets and laundry. Second full, tiled bath with walk-in shower w/teak seat. Utility closet for HVAC unit. One carport +1 driveway spot. Locked private storage room behind garage. Enjoy association pool, tennis court, and clubhouse. Lovely path between the TH and river leads to town center.

38 Sargent Rd Winchester, MA 01890

$799,000 - 4Br/2Ba -  for Sale in Upper Highlands, Winchester
New
$799,000
4 Beds
2 Baths
1,624 SqFt
Status New
MLS # 72187678
Property Type Single Family
A picturesque colonial in the highly desirable East Hill neighborhood of Winchester. This home has been beautifully maintained inside and out. The first floor features stunning hard wood floors throughout the living room and dining room and includes a bedroom which would also make a great playroom or study. First floor includes a full bath. The kitchen is ready to be updated with your tastes and opens to a charming fenced in yard. The second floor features a full bathroom, 3 bedrooms, including an oversized master with walk in closet. The unfinished basement has a walkout to the garage. This home is within walking distance to the train stations, schools and the downtown shopping area--the location is fabulous. It is also close to the major commuting routes to Boston and Cambridge. Don't miss this special home in a great neighborhood!

333 Highland Avenue Winchester, MA 01890

$1,479,000 - 6Br/5Ba -  for Sale in Winchester
New
$1,479,000
6 Beds
4.5 Baths
3,473 SqFt
Status New
MLS # 72187916
Property Type Single Family
Looking for that home that has everything you’ve dreamed of and more? This beautiful 6 bedroom move in ready Colonial, is the perfect fit for you! Enter into the grand foyer, with a stunning wood staircase and immaculate 1st floor layout. This home has a room for every occasion! Between the elegant dining room and formal living room, to the inviting and spacious open floor plan; with the kitchen and family room, this home has a modern touch while still maintaining it’s exquisite original design. Just steps up to the 2nd floor, you will find 4 generously sized bedrooms and 3 full baths; inclusive of the master bath which contains heated floors! Up on the 3rd floor, there is an additional 2 bedrooms, one with a full master bath, perfect for an au pair or in-law suite. With a two car garage and a beautiful patio overlooking a grand backyard, this home truly has it all. This ideal location is within walking distance from downtown Winchester, Lincoln Elementary School and the commuter rail!

200 Swanton Street Unit 218 Winchester, MA 01890

$235,000 - 1Br/1Ba -  for Sale in Winchester
New
$235,000
1 Bed
1 Bath
606 SqFt
Status New
MLS # 72186662
Property Type Condominium/co-op
You will love this sunny, one bedroom, affordable condo located in the heart of Winchester, known for its charming shops, restaurants, recreational activities and close proximity to Boston. With a lovely view of the pond from your balcony, good sized living room with neutral colors, fully applianced kitchen with upgraded cabinetry, and bedroom with extra large closet, this unit will not last!

9 Symmes Road Winchester, MA 01890

$1,250,000 - 5Br/4Ba -  for Sale in Symmes Corner, Winchester
New
$1,250,000
5 Beds
3.5 Baths
2,913 SqFt
Status New
MLS # 72186562
Property Type Single Family
Exquisite and sophisticated Colonial in sought after Symmes Corner neighborhood. Extensively renovated, this home thoughtfully combines classic New England character with modern day conveniences. No detail overlooked or expense spared in this home that features a gourmet kitchen w/ chef grade Capital Culinarian gas stove and steam oven, top of the line Miele appliances, Caesarstone countertops, large LR w/ fireplace, original woodwork and exposed beamed ceilings, DR w/ built in window seat and butler's pantry with Calcutta marble floor, master suite with new bathrm addition with Wetstyle soaking tub and Hansgrohe Axor rain shower, bright and airy 3rd floor with office, 4th/5th bedrooms and full bath, updated systems and central A/C . A serene and private backyard professionally landscaped with mature plantings is perfect for outdoor entertaining. All this in a wonderful neighborhood located a short distance from shops, restaurants, train to Boston (15 min) and k-12 schools.

5 Herrick Street Winchester, MA 01890

$1,179,000 - 4Br/3Ba -  for Sale in Winchester
Open House
New
$1,179,000
4 Beds
2.5 Baths
2,687 SqFt
Status New
MLS # 72186712
Property Type Single Family
Gracious and elegant Colonial in sought after downtown Winchester location. Privacy abounds in this exceptional home that features spacious, light filled rooms, eat-in kitchen overlooking serene back yard, first floor family room with gas fireplace and deck access, spacious living room with fireplace and custom built-in bookcases, first floor laundry, large master bedroom with two walk-in closets, third floor with bedroom, full bath and office/5th bedroom, finished lower level with two additional bonus rooms and exterior access. A large and private backyard with mature plantings and sunset views is the perfect place for outdoor entertaining. Situated on a beautiful tree lined street just a short distance from downtown Winchester shops/restaurants, the train to Boston (15 min ride), bus to Wellington T station as well as the elementary, middle and high schools, this is an ideal location to call home.

17 Russell Rd Winchester, MA 01890

$649,000 - 3Br/2Ba -  for Sale in Winchester
New
$649,000
3 Beds
1.5 Baths
1,657 SqFt
Status New
MLS # 72187133
Property Type Single Family
Welcome to Winchester & the perfect starter home in a nice neighborhood setting, located only a mile from downtown & a stone’s throw to the bus stop on Main St. Upon entering the home, you’ll enjoy a finished mudroom equipped for year round comfort w/radiant heated tile floor & cedar closet. First floor offers a circular open floor plan for today’s lifestyle w/foyer, 1/2 bath, bright living room accented by a bay window w/window seat, & dining room w/sliders to a deck. A spacious kitchen includes a pantry & island. Enjoy summer barbecues or quiet reflection on the deck overlooking the quaint back yard w/woods & nature beyond – very sweet! Upstairs is a master bdrm w/walk in closet, 2 add’l bdrms & full bath. Hardwood floors throughout. Updates include: Oil to Gas Conversion, Gas Stove, Central Air, Roof, Updated Electrical, Radon System, Reclaimed Hdwood Floor in Kitchen to match Dining & Living Rms, 2d floor Bath, & Gas Hot Water Heater. Contact Lorrie for complete list of amenities.

10 Canal Street Unit 1 Winchester, MA 01890

$649,000 - 3Br/2Ba -  for Sale in Winchester
Open House
New
$649,000
3 Beds
2 Baths
1,561 SqFt
Status New
MLS # 72184809
Property Type Condominium/co-op
Newly renovated breathtaking condo within walking distance to Winchester Center! Don’t miss this one of a kind condo featuring stunning hardwood floors throughout it’s one level of spacious living. Enter into this exquisite modern design containing a spectacular open floor feel with adjoining living room, formal dining room and grand kitchen with stainless steel appliances, a quality Viking Range and incredible ceiling heights. Containing a Master bedroom with master bath, second bedroom, additional full bath and a third bedroom, which could also serve as an office, this condo has endless possibilities. You will enjoy a beautiful fenced in yard with private deck, as well as be able to relax on the covered front porch. This unit also has an additional laundry room and extra storage in the basement, as well as a one car garage and off-street parking for four cars. Don't miss out on this opportunity to live in a new condo just minutes from Winchester Center and the commuter rail!

32 Thornberry Road Winchester, MA 01890

$1,049,900 - 4Br/3Ba -  for Sale in West Side, Winchester
Open House
New
$1,049,900
4 Beds
3 Baths
2,812 SqFt
Status New
MLS # 72184463
Property Type Single Family
Like new. Price reduced. Motivated sellers. Quality remodel just completed! Open floor plan, raised ceiling, new kitchen, granite, high-end stainless steel appliances with wine cooler. New 2-Zone Carrier infinity A/C and propane furnace, with web-enabled thermostats. Navien Hot-water on demand. Fully insulated. Recessive LED lights. Cable ready. Solid Masonite interior Doors, Newer double Exterior Door. The upper level has all new oak hardwood floors throughout. Lower level completely gutted from wall to ceiling and has new bathroom, bedroom and all new tile/engineered wood floor. 4 legal bedrooms, and 3 new/newer baths, with all new Plumbing and Electrical work. Bright and sunny living space with fireplace. Large lot with nicely designed and layered yard with outdoor lights, in the highly sought-after Vinson Owen school district. New roof in 2015, with up to 50 years transferrable warranty Shingles, gutter with leaf guard, and soffit vent; sprinkler in the back yard; Newer driveway.

135 Main St Winchester, MA 01890

$689,000 - 3Br/2Ba -  for Sale in Winchester
Open House
New
$689,000
3 Beds
2 Baths
1,956 SqFt
Status New
MLS # 72184740
Property Type Single Family
Come take a look inside–you will not be disappointed! Large, bright rooms, & high ceilings describe this delightful ranch. Main level features front-to-back LR w/fireplace, large eat-in kitchen w/ cathedral ceiling and skylight, heated sun porch with French doors off the kitchen, two large, corner bedrooms and a full bath. Gorgeous hardwood floors flow throughout. Lower level has a large bedroom, a full bath, utility/laundry room and interior access to the one car garage. Lower level bedroom has three large windows, hardwood floors, and walkout access to backyard, making the possibilities for this space endless-could be used as an office, a family room, exercise space, or a playroom—you name it. Commuting is easy- just over a 1/2 mi to the Express Bus to Boston or minutes to the Wedgemere train station for a 20 min ride to N Station. Easy stroll to Lincoln & McCall Schools and to downtown Winchester with its vibrant shops and restaurants. Public Record does not reflect the 3rd bedroom.

17 Dennett Rd Winchester, MA 01890

$1,199,000 - 4Br/3Ba -  for Sale in Winchester
Open House
New
$1,199,000
4 Beds
2.5 Baths
2,260 SqFt
Status New
MLS # 72184757
Property Type Single Family
Top location! This completely updated, spacious family home was recently renovated; freshly re-designed by local architect offering a wonderful open layout, with lovely entry foyer/mudroom, gourmet kitchen with oversized island, 2 sinks, & beverage fridge; all high end appliances. Adjacent family room with fireplace and built ins, dining area with custom built in bench, and a 4th bedroom/or sunroom complete the main floor. Second level offers 3 additional spacious bedrooms and 2 full baths; a large master with private bath. Mid-level mudroom and half bath welcome you in from the back yard with in-ground Gunite pool, lovely patio and spacious yard. Huge lower level family room with fireplace, bar area great for entertaining, and laundry room~ Lovely 3 season porch off the rear of the house offers a nice spring/summer/fall retreat and overlooks the beautiful conservation land along the rear of the property. 2 car attached garage with work area, new central A/C, and updated systems.

61 Arlington Street Winchester, MA 01890

$2,500,000 - 5Br/4Ba -  for Sale in Myopia Hill Overlooking Winchester Cc, Winchester
Open House
$2,500,000
5 Beds
3.5 Baths
4,111 SqFt
Status Active
MLS # 72183294
Property Type Single Family
Take in the sweeping views of Winchester Country Club from the front porch or enjoy the back yard patio or 3-season porch - wherever you go, you'll enjoy the beautiful surroundings and numerous updates that this home offers. Owners completely gutted and transformed the first floor by expanding the back side of the home to add a large mudroom with bath and laundry, large eat-in chef’s kitchen with every bell and whistle, expanded dining room and a stunning 3 season room; all with beautiful views of the back yard. 5 bedrooms on 2nd floor. Extensive improvements to landscape and hardscape; including irrigation, drainage and drywell, walkways, flower beds and a variety of specimen plantings. New windows throughout the home, new roof, 400 amp service. Less than 10 miles to Boston. Convenient to Rt 2,3,93 and 128. Enjoy all that Winchester offers - great schools, Middlesex Fells, Wright Locke Farm and much more. This is an exceptional home that must be seen.