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!

9 Goodwin Drive Unit 52 Woburn, MA 01801

$1,325,315
3 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # 73216448
Property Type Condominium
Price Type --
New construction in Woburn! The Southbrook is a beautiful townhome with open-flowing rooms and an abundance of natural light. The large kitchen, gathering room and private deck are perfect for entertaining guests. This plan features a convenient first-floor Owner's Suite with an attached spa-like bath for a relaxing escape. On the second floor you'll find a spacious loft with 2 guest bedrooms. This home is filled with many upgrades and beautiful modern finishes. Located in the highly sought-after town of Woburn, you'll have easy access to Boston as well as various options for local dining and entertainment. The innovative floor plan along with the unbeatable location makes this the perfect home! This home features a full walkout basement ready to be finished to provide additional living space possibilities. Ready for move-in late Summer 2024!

4 Abby Road Winchester, MA 01890

$2,798,000
4 Beds
4.5 Baths
5,471 SqFt
Status Active
MLS # 73211696
Property Type Single Family Residence
Price Type --
Presenting Winchester’s newest luxury new construction home, 4 Abby Road. The first floor features a formal dining room, fireplaced family room, and an eat-in kitchen with a gorgeous island & wet bar. The large mudroom, conveniently located off the garage, provides seamless access to the home. Additionally, a private home office just off the mudroom makes a serene space for work or study. The finished lower level boasts a glass enclosed gym with rubber floor, full bath, & media room. As you make your way to the second floor, you'll find four bedrooms, each exuding comfort & style. The primary bedroom is a true retreat, complete with a spa-like bath, oversized walk-in closet, & a separate den/nursery, offering a true sanctuary within the home. The location offers the perfect blend of tranquility & outdoor adventure. Residents can enjoy the convenience of walking to the Fells Reservation, where hiking, biking, & other outdoor activities await, while still being close to both I-93 & I-95!

14 Goodwin Drive Unit 41 Woburn, MA 01801

$1,272,295
3 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # 73211972
Property Type Condominium
Price Type --
New construction in Woburn! The Southbrook is a beautiful townhome with open-flowing rooms and an abundance of natural light. The large kitchen, gathering room and private deck are perfect for entertaining guests. This plan features a convenient first-floor Owner's Suite with an attached spa-like bath for a relaxing escape. On the second floor you'll find a spacious loft with 2 guest bedrooms. Located in the highly sought-after town of Woburn, you'll have easy access to Boston as well as various options for local dining and entertainment. The innovative floor plan along with the unbeatable location makes this the perfect home! Limited time to pick your finishes, so act now!

30 Glen Road Winchester, MA 01890

$1,999,000
6 Beds
2.5 Baths
3,892 SqFt
Status Active Under Contract
MLS # 73211525
Property Type Single Family Residence
Price Type --
Welcome to your dream home nestled on highly sought-after Glen Road! This charming 1910 house boasts modern updates while showcasing timeless elegance. With 6 BR, 2 ½ BA, & over 1/2 acre of picturesque land, this property has it all.The 1st floor boasts a grand entryway opening to an updated eat-in kitchen w/ granite countertops & SS appliances. An elegant living room, featuring a graceful fireplace, opens to a beautiful dining room w/ detailed moldings, a ceiling medallion, & glass cabinetry. The highlight of this level is the inviting family room, w/ a vaulted ceiling, fireplace, built-in bookcases & abundant natural light streaming in through numerous windows & glass sliders. 6 spacious bedrooms, including a main bedroom w/ oversized walk-in closet. The vast backyard features lush landscaping, mature trees & serene flower gardens which create a magical oasis. Located near the town center and the elementary school, this home combines the charm of a bygone era w/ modern conveniences.

43 Mayflower Rd. Winchester, MA 01890

$1,550,000
4 Beds
3 Baths
4,190 SqFt
Status Active
MLS # 73211098
Property Type Single Family Residence
Price Type --
Sunny, bright and spacious! This residence is tailor-made for hosting gatherings. The open concept living and dining room is adjacent to the chef’s kitchen, complete with high end appliances, ample counter space and 2 skylights. But the real gem is the 4 season room just off the kitchen offering a tranquil retreat to enjoy your morning coffee while enjoying the beauty of the changing seasons. Upstairs include a primary bedroom with ensuite plus three additional spacious bedrooms. Connecting directly to the two car garage, you’ll find a generous family room, laundry room, and a full bath. The lower level has a finished basement with working fireplace and tons of storage. Outside enjoy hosting barbecues in your expansive level backyard with stone patio. Located within the Vinson-Owen school district and near Wright-Locke Farms, hiking trails, and Mullen Field. 4 yr old roof!

4 Stratton Drive Unit 101 Woburn, MA 01801

$827,920
2 Beds
2 Baths
1,667 SqFt
Status Active
MLS # 73210925
Property Type Condominium
Price Type --
Welcome to Highland at Vale in Woburn! The Ashford home design is ideal for your everyday lifestyle. The corner unit allows for an abundance of light to pour through the windows. The kitchen is built for you inner chef with stainless steel appliances, an oversized kitchen island, and beautiful cabinets. The open floor plan makes entertaining a breeze! Host friends and family for dinner in the private dining space, then move to the gathering room for a more relaxing space. The extra flex room is waiting to be personalized. Owner's can escape to their private bedroom with large walk-in closet and spa-like bath attached. There's plenty of space for guests in the second bedroom!

2 Chestnut Street Winchester, MA 01890

$1,699,000
4 Beds
3.5 Baths
3,171 SqFt
Status Active Under Contract
MLS # 73211061
Property Type Single Family Residence
Price Type --
Top location close to Winchester Center! This 4 bd, 3.5 br home is situated on a generous lot, offering abundance of space & functional floor plan for multi-generational or au-pair living. Greeted by a sunlit interior, showcasing hardwood floors & a cozy fireplace, creating a warm & inviting atmosphere. Enjoy the well-appointed kitchen w granite countertops & breakfast bar w/seating open into the spacious dining room. This home has 2 primary suite options as well as a recent 3rd floor addition w a secondary family room or office space plus a large bedroom suite w full bath! You will love the fenced in yard & 2 car garage with direct entry into the mudroom & the lower level family room w fireplace and wall of windows. The lower level also offers a full br/laundry room. Enjoy all the space this great home offers w/ close proximity to town, schools, dining, shopping, the fells & more! LAN upgrade & little to no electricity bill w solar panels! Don't miss out on this highly desirable home!

17 Goodwin Drive Unit 56 Woburn, MA 01801

$1,338,740
3 Beds
3.5 Baths
3,500 SqFt
Status Active
MLS # 73210027
Property Type Condominium
Price Type --
Highland at Vale offers new construction town homes in an unbeatable location. The Jackson is a beautiful open floor plan with plenty of space for family and friends. The kitchen is bright and spacious with tons of cabinets for storage, stainless steel appliances, and a large kitchen island. The oversized gathering room is the perfect space for entertaining or relaxing with your family. The many windows along the first floor fill the home with natural light. The second floor features 3 bedrooms, one of which is an oversized owner's suite adorned with a decorative tray ceiling, sitting area, double walk-in closets and a spa-like owner's bath attached. All three bedrooms have large closets with an abundance of storage. This Jackson home features a full finishes walk-out basement with full bath providing additional living space possibilities! Located in the desirable town of Woburn, you'll have easy access to the city as well as local shopping and entertainment.

27 Everett Ave Winchester, MA 01890

$4,399,000
6 Beds
5.5 Baths
7,431 SqFt
Status Active
MLS # 73208958
Property Type Single Family Residence
Price Type --
This is one of the most notable and distinguished homes on Everett Avenue, with preeminent siting and curb appeal. Designed by famous architect Robert Coit, this residence combines the magnificence of early 1900s architecture with today's modern amenities. Completely renovated in 2023/2024, this residence features hallmark architectural details including Tudor-style balusters, high ceilings throughout, and a beautiful floor plan centered with a large entrance hall. Large-scale rooms, coffered ceilings, original crown moldings, mantels and decorative trim are enhanced by the beauty of restored hardwood floors. The brand new kitchen is a chef's dream, and includes a walk-in pantry with laundry and refrigerator drawers plus a butler's pantry with a wine fridge. Floor to ceiling windows flank the huge family room, overlooking park-like flat grounds. The huge lawn, magnificent old oak trees, beautiful birches and an ample driveway are some of the distinguishing exterior features.

19 Gershon Way Unit 19 Winchester, MA 01890

$2,249,000
3 Beds
2.5 Baths
3,938 SqFt
Status Active Under Contract
MLS # 73208722
Property Type Condominium
Price Type --
This home evokes a fresh, breezy, coastal vibe-making everyday feel like vacation. Located on the MOST PRIVATE homesite within this Award Winning 55+ Community. It is a modern, entertainer's dream house which boasts an open concept plan, TOP OF THE LINE CHEF'S KITCHEN + a buffet & bev. center in the adjacent dining room - which is topped off by a masterfully built coffered ceiling. All rooms look to the 2 story family rm, where a toasty fireplace wall is flanked by windows. The 1st floor also features a jaw dropping home office with French Doors & another coffered ceiling! For easy living: the primary suite is on the 1st flr, as well your covered deck & outside lounging area. Upstairs features: 2 bdrms, guest bath, sitting rm & loft. The FINISHED lower level has rm for a home gym + dinner & a movie. Enjoy indoor/outdoor 180° private wooded views, walking trails...Located near Winchester Center & the NEW Rail Station taking you to heart of Boston, just 8 mls away. A must see-must own

6 Lakeview Rd Winchester, MA 01890

$2,499,000
5 Beds
3.5 Baths
4,300 SqFt
Status Active
MLS # 73206498
Property Type Single Family Residence
Price Type --
Amazing views of Mystic Lake! Two blocks to Wedgemere Station, Shannon Beach, and restaurants downtown. Through the front door of this 5 bedroom home you'll be impressed with beautiful in-laid hardwood floors that flow through the dining room and formal fireplaced livingroom. Top of the line appliances include a subzero refrigerator, gas Wolf oven with grill and a wine island with it's own dishwasher, sink, two sub-zero refrigerators, and plenty of room for seating. French doors off the kitchen lead to the beautiful wrap around deck with a partially covered area for shade, perfect for entertaining family and friends. Plenty of considerably large windows throughout the home allow for bright light in every room. The lower level consists of a den with access to the patio, a wine cellar, and interior access to the 3 car garage. Private well for irrigation and peaceful sitting areas with perennial blooms all season. Sold as-is

37 Canterbury Road Winchester, MA 01890

$1,599,000
4 Beds
2.5 Baths
3,527 SqFt
Status Active
MLS # 73205687
Property Type Single Family Residence
Price Type --
Welcome home! Nestled on a huge, fenced-in lot in a sought-after neighborhood, this picturesque 4 bed, 2 ½ bath home has it all. A spacious eat-in-kitchen with granite peninsula opens to a sun-filled family room boasting French sliders out to an elegant bluestone patio. The first floor also features a front-to-back, fireplaced living room, a bright home office, and a mudroom/playroom. Head upstairs to a stunning primary suite with soaring ceilings, a large, updated bath with glass shower and oversized tub, generous closets, laundry hookup, and French doors opening to a charming balcony. The second floor also features three additional bedrooms, an updated family bath, and additional closets. The partially finished basement includes an exercise room and a spacious storage area with additional laundry hookups. The backyard oasis with seasonal water views is perfect for outdoor enthusiasts. This home seamlessly blends comfort and style. Don’t miss this gem!

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