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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56 Dunster Ln Winchester, MA 01890

$1,050,000 - 3Br/2Ba -  for Sale in Winchester
New
$1,050,000
3 Beds
2 Baths
2,700 SqFt
Status New
MLS # 72661496
Property Type Single Family
Price Type --
More Room! More Options! 56 Dunster Lane is Located on Winchester's desirable West Side in VO district! Cross gables and multi-paned windows give this deceivingly Large two-story Cape its charm. Friends and family will feel right at home in the open great room, kitchen and dining area. Built in 2008 this home features modern amenities, hardwood floors, granite and versatile floorplan. The fireplace spreads a sense of warmth throughout the area and two sets of triple windows bring in lots of natural light. Spacious master bedroom features walk-in closet, Full BA w/ Tub and Shower. Easy living features include first floor laundry room, and two car-garage! Expansion possibilities galore! Upstairs has a large finished space along unfinished storage. Large unfinished basement area walks out to backyard perfect for storage or future finished basement! The house is conveniently located next to the Arlington Town line and may work for buyers who are considering Arlington!

98 Middlesex St Winchester, MA 01890

$1,549,000 - 5Br/4Ba -  for Sale in Winchester
New
$1,549,000
5 Beds
3.5 Baths
3,992 SqFt
Status New
MLS # 72661583
Property Type Single Family
Price Type --
** Virtual Tour Available ** Pristine 2018-construction located in an ultra-convenient Winchester neighborhood! An impressive build with a thoughtful, high-end design executed with precision by a well known Winchester-based builder, this 5-bedroom / 3.5 bathroom Colonial delivers the space and quality that you’ve been waiting for. With an expansive, open floor plan, the main level features a sitting room with a gas fireplace, a gourmet kitchen with an 8’ center island, and a mud-room with custom-built cubbies. On the 2nd floor you will find 3 full bathrooms and 4 large bedrooms including a stunning master with dramatic vaulted ceilings. The recently finished 3rd level includes the 5th bedroom and an oversized family room. A 2-car garage, a back deck and yard, and a partially finished basement round out this offering. Less than a mile to the commuter rail, downtown, Winchester High, Lynch Elementary, Horn Pond, and a stone’s throw from the newly built Tri-Community Greenway. A must see!

7 Wainwright Rd Unit 93 Winchester, MA 01890

$919,000 - 3Br/3Ba -  for Sale in Winchester
New
$919,000
3 Beds
2.5 Baths
1,918 SqFt
Status New
MLS # 72661343
Property Type Condominium/co-op
Price Type --
Welcome to The Ledges! This C unit is located in a private wooded setting with a deck off the rear. This well-maintained unit has a first-floor master suite and an updated kitchen with breakfast nook overlooking the sunny courtyard. Lovely hardwood floors in dining and living room. Two additional bedrooms and a bath are on the second level. Potential to finish out lower level with ample storage .This is a perfect opportunity to afford The Ledges and enjoy the Clubhouse , pool, tennis courts and the beauty and serenity of this desirable location. In addition the roof and 4 skylights have just been replaced.A new brick walkway will be coming soon.

7 Buckman Drive Winchester, MA 01890

$1,250,000 - 5Br/3Ba -  for Sale in Winchester
New
$1,250,000
5 Beds
3 Baths
3,400 SqFt
Status New
MLS # 72661443
Property Type Single Family
Price Type --
Picturesque home on nearly half acre lot close to Vinson-Owen school. Get ready for the savings you’ll enjoy from owned solar panels installed with new roof in 2016. Terrific layout features a first floor master suite and 3 bedrooms on the 2nd floor . The walkout lower level has a large finished rec room and a guest room (currently used as an exercise room), a full bath and laundry. Enjoy fireplaces in the living, family and play rooms. Kitchen and dining room have access to deck overlooking the large and private yard. Beautiful southern exposure across the back of the home. Ample closet/storage space and hardwood floors. Come winter, you’ll be grateful for the flat driveway and 2 car garage. Enjoy proximity to Rts 2, 128 and 93; Wright-Locke Farm, Whipple Hill, Middlesex Fells, great schools, lovely downtown and more. 3D tour available. Shown by appointment and virtually. Open WITH appointment Saturday 5/30 starting at 11am. Don't wait!

64 Wedgemere Ave Winchester, MA 01890

$2,099,000
5 Beds
5 Baths
5,010 SqFt
Status Contingent
MLS # 72660319
Property Type Single Family
Price Type --
Top Wedgemere Avenue location! This gorgeous colonial home was completely renovated and expanded in 2006 and offers an ideal open first floor plan to meet your every need. Sunlit kitchen w/ maple cabinetry, granite countertops, sub zero fridge, large center island with gas cooktop, seating & family room with gas fireplace all overlooking the gorgeous back yard featuring bluestone patio, beautiful mature perennial gardens, & storage shed. Formal front to back living room with fireplace, dining room w/ wainscoting, direct entry 2 car attached garage w/ great mudroom. Second floor features 5 generously sized bedrooms, each with abundant closet space, three full baths, laundry room, master suite with walk in closet, and nice tiled bath. Lower level offers oversized media room,1/2 bath and second family room with stone fireplace. Vinson Owen elementary school. This home has been impeccably and lovingly maintained. Please call for private showings.

388 Cambridge St Winchester, MA 01890

$749,000
3 Beds
2 Baths
1,779 SqFt
Status Active
MLS # 72660421
Property Type Single Family
Price Type --
Designed by architect John G. Danielson, this custom built Mid-Century Modern style home is sited on .4 acres and set far above the road amidst a bucolic wooded setting ideal for birdwatchers & hikers. The most stunning feature upon entry is the vast open living room and dining room with soaring ceilings boasting exposed solid mahogany beams and rafters, & a floor to ceiling fireplace surrounded by rare pecan wood paneling, & walls of windows flooding the rooms with natural light. Simply breathtaking! Other amenities include solid oak hardwood floors in formal rooms, hallway & bedrooms. Lower level has a fireplaced family room with pecan paneling, office, laundry, & heated 1 car garage. Building's exterior has redwood siding. Updated electrical. Heating cables under the driveway. This home is being sold AS-IS, but has had critical recent updates: e.g., in 2019, new roof, hot water heater, chimney cap & fireplace dampers. Vinson Owen Elementary. Make this your dream home in Winchester!

56 Salem Street Winchester, MA 01890

$785,000
5 Beds
3 Baths
2,086 SqFt
Status Active
MLS # 72660557
Property Type Single Family
Price Type --
Wow! This gem of a home boasts soaring 9 1/2 ft ceilings on the first floor - a bright and light open floor plan, gleeming hardwood flooring, Stainless Steel Appliances, granite countertops & island on the first floor. Additionally there is the full bath, den & enclosed porch.The second floor is home to the Master Suite/Office area plus another bedroom and full bathroom. If that isn't enough - check out the third floor which has another two bedrooms, talk about space galore! Gorgeous flat outdoor space perfect for BBQ's - serene and tranquil. Close to all schools, shopping & the town Center. Come check out why Winchester is consecutively ranked one of the best places to live in Massachusetts!

74 Sylvester Ave Winchester, MA 01890

$620,000
3 Beds
2 Baths
1,708 SqFt
Status Contingent
MLS # 72659477
Property Type Single Family
Price Type --
Well-kept 3-bedroom, 2-full bathroom home, with potential to add fourth bedroom on first floor. Great family neighborhood!!! Just steps from Lynch Elementary School. Same owners for more than 40 years this home awaits your personal touches. Has new heating system, new roof, newer windows and nicely done hardwood floors throughout. Large private deck. Flat lot with detached 2-car garage. A true diamond in the rough!!!

32 Tremont St Winchester, MA 01890

$699,000
3 Beds
1.5 Baths
1,338 SqFt
Status Active
MLS # 72659467
Property Type Single Family
Price Type --
Antique Colonial with front porch and back deck on a quiet side street of Winchester. Home has 3 bedrooms with 1.5 baths and is situated in a friendly neighborhood walking distance to Winchester center and commuter rail. The first floor is freshly painted and features hardwood floors . The kitchen features new lighting and a center island perfect for preparing meals. The kitchen has a space set up for use as computer station or work space . A half bath is also on the first floor .You will love the charm of built in China cabinet in the the dining room . Family room completes the first floor.As you go up the stairs you will pass a stained glass window on your way to three bedrooms . One bedroom has washer /dryer which can stay or be removed.Washer /Dryer hook up in the basement as well . The bathroom is updated with new fixtures and paint . This is a great home in a great town.

237 High St Winchester, MA 01890

$999,000
3 Beds
1.5 Baths
2,113 SqFt
Status Active
MLS # 72658956
Property Type Single Family
Price Type --
Welcome to 237 High Street, a nature lover’s dream tucked in a serene location surrounded by beautiful conservation land, hiking trails and pond views. Relax in the living room next to the fireplace or, on a warm day, in the enclosed 3 season sun porch surrounded by sights and sounds of nature. A beautiful family room features dramatic cathedral ceilings, skylight and cozy wood stove, plus sliders to a private deck and sprawling backyard. Contemporary kitchen with stainless steel appliances and granite counters. Formal dining room and half bath complete the 1st floor. Three generously sized bedrooms and 1 full bath on 2nd floor. Lower level features a large entertainment room with dry bar, laundry, storage and exterior access. Additional highlights include Nest thermostats, insulated attic, outdoor motion lights, recessed lighting. 1 car garage and off-street parking for 6 cars. Situated on a large lot in desirable West End neighborhood near Vinson-Owen Elementary.

1 Thornton Rd Winchester, MA 01890

$1,499,900
4 Beds
2.5 Baths
3,312 SqFt
Status Active
MLS # 72658254
Property Type Single Family
Price Type --
A Showcase of Style and Elegance in this Spanish Style Colonial offering curb appeal like none other. Exquisite & detailed woodwork warms when you enter this charming residence. The property features 9 very unique Rooms, 4 Beds and 2.5 Baths including a romantic Master En Suite w/ abundant custom built storage and 2 Double Closets & FP! 2 more spacious bedrooms, a perfectly designed office, and another full bath finish off the 2nd Floor. Main Level features a Custom Built kitchen, stainless appliances, additional prep sink w/filter, & breakfast nook. Enjoy the view in the Formal Dinning Room overlooking outside Pergola. Custom woodwork and cabinetry detail Back to back Living Rooms, Pella Windows & Gas FP. Finished basement w/another Lvng RM & bedroom, Laundry, and utility closet. Abundance of storage in Attic and top Floor in oversized 2 Car Garage. Fenced yd protects luscious gardens, mature plantings w/ multiple seating areas wired for sound.