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!

114 Pond Street Winchester, MA 01890

$1,199,000 - 3Br/3Ba -  for Sale in Winchester
Open House
New
$1,199,000
3 Beds
2.5 Baths
1,894 SqFt
Status Active
MLS # 73213599
Property Type Single Family Residence
Price Type --
This farmhouse colonial blends timeless appeal & modern amenities. Oversized living room windows reveal garden views that immerse you in a serene setting. The eat-in kitchen, featuring granite counters, ss appliances, and a handy built-in bar, leads to a stone patio, perfect for al fresco dining or a breath of fresh air. The family room glows w/ abundant natural light. Characterized by high ceilings, a window seat, crown molding, & French doors, the room offers versatility as a gathering spot, office, or secondary dining area. The ensuite primary bedroom, complete w/ vaulted ceiling & double closets, provides comfort & privacy. Two bright bedrooms are serviced by a newer hall bath. A 3rd floor bonus room is ready to accommodate your needs as a 4th bedroom, home office, or a light-filled studio. The generous, fenced yard features rolling open space, perennial gardens, a custom water feature & a large storage shed. Direct access to the Horn Pond recreational trails beckons nature lovers.

118 Wendell St Winchester, MA 01890

$1,699,000 - 5Br/3Ba -  for Sale in Winchester
New
$1,699,000
5 Beds
3 Baths
3,415 SqFt
Status Active
MLS # 73213215
Property Type Single Family Residence
Price Type --
Completely renovated and expanded home! Now boasting 3400 sq ft with 5 bed and 3 full bath. Open, spacious floor plan with the kitchen as the hub or center of the living space. The 1st floor also has living room and family rooms each with their own wood burning(lvg room) or gas(fam room) fireplaces. There is an island in the kitchen with eat in dining area complete with banquet. 2nd floor has 4 generous bedrooms. The primary suite offers 2 walk in closets and separate bath. Lower level provides great extra living space with play room, bonus rooms and laundry room. Back patio completes the interior/exterior living of the home. Attached 1 car garage and mudroom as well!

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

$2,099,000
6 Beds
2.5 Baths
3,892 SqFt
Status Active
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.

9 South Gateway Winchester, MA 01890

$1,599,000
6 Beds
4 Baths
3,250 SqFt
Status Active
MLS # 73212058
Property Type Single Family Residence
Price Type --
Welcome to this spacious home nestled in a cul-de-sac in top neighborhood featuring 6 large bedrooms & 4 full bathrooms. An inviting living room w/fireplace & picture window showcases the great views & allows sunlight to flow through into the formal dining room. Updated kitchen w/views of great yard, dining area & direct access to deck plus sunroom.The main floor also offers 2 large bedrooms & full bath; 2 primary bedroom options plus space for 2 home offices, or in law/ au-pair! Discover the great layout on the 2nd floor w/ 4 beds & 2 baths including an oversized primary suite w/vaulted ceilings & full bath incl. new oversized tiled shower. The 3 add'l beds are spacious w/ generous closets & share a full bath; offering great options for family & guests. The finished basement w/fplc. is great bonus space & grants even more space for family & entertaining w/ bath, laundry, storage w/direct entry into the 2 car garage. Great yard and patio close to town and the commuter rail to Boston!!

111 Arlington Street Winchester, MA 01890

$1,249,000
3 Beds
4 Baths
2,871 SqFt
Status Active
MLS # 73212130
Property Type Single Family Residence
Price Type --
Located in a lovely west side neighborhood, this expanded Cape welcomes you home. The eat-in kitchen offers a slider to the deck overlooking the back yard. The layout includes a large front to back living room with space for dining table if desired. The sunporch also leads you outside to the deck. French doors from the fireplaced living room open to the family room where the spiral staircase takes you up to the bonus room. Upstairs along with the bonus room, there are two bedrooms and a full bath. The house has central air which is a nice feature. Much fun family time was spent outdoors by the owners whether soccer games or gardening, it's a gem. The front garden is ready to burst with colorful bulbs this Spring. Ambrose Elementary School is afew short blocks away.

15 Wincrest Drive Winchester, MA 01890

$1,099,000
3 Beds
2.5 Baths
2,529 SqFt
Status Active Under Contract
MLS # 73211904
Property Type Single Family Residence
Price Type --
A great opportunity to reimagine this 4 level contemporary style home! This large open concept multi level home awaits your updates & personal touch, featuring a large eat in kitchen that flows into the formal dining room w/bay window, grand living room with vaulted ceiling & picture window w/beautiful floor to ceiling wood burning fireplace plus a large sun-drenched family room w/ walls of windows and vaulted ceilings. The second floor offers three spacious bedrooms including the primary with en-suite bath. The mid entry level offers foyer, half bath, laundry and direct entry to 2 car garage. The finished lower level is above grade and includes a home office, 1/2 bath, and a large recreation room with fireplace & sliders to the back yard & patio. Restore/ add on or rebuild on this great West side oversized lot! The options are endless...Close to Lexington/Arlington/Winchester center/ major highways and 15 minutes to downtown Boston!

10-a Winthrop St Unit 10a Winchester, MA 01890

$1,149,999
4 Beds
1.5 Baths
2,057 SqFt
Status Active
MLS # 73211151
Property Type Condominium
Price Type --
Beautiful Victorian condominium that feels like a single family home in the heart of Winchester. Close to town center, elementary/middle/high schools, library, the Fells, and commuter rail. Gorgeous hardwood floors throughout. Built-ins, original moldings, and high ceilings. Eat-in kitchen with granite counters and stainless steel appliances. Four bedrooms with an additional room on the third floor that can be used as an office or den. Large sunny living room with stained glass window, fireplace, and classic turret overlooking perennial gardens. Detached 2-car garage, porch, deck and backyard patio.

43 Mayflower Rd. Winchester, MA 01890

$1,725,000
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!

94 Johnson Rd Winchester, MA 01890

$1,299,000
4 Beds
3 Baths
3,171 SqFt
Status Active Under Contract
MLS # 73211078
Property Type Single Family Residence
Price Type --
Welcome to your new home! This cherished 1970’s gem, lovingly maintained by its original owner, awaits its next chapter. Nestled on a .82 acre lot & providing ample room for comfortable living, this property offers the perfect blend of space & potential. It features four spacious corner bedrooms each w/ large double closets, including a primary bedroom w/ a full bath. The first floor boasts an upgraded eat-in kitchen with granite counters & a convenient mudroom with laundry area. Entertain guests in the inviting dining room & spacious living room with a charming bay window. Unwind in the sun-filled family room overlooking the backyard oasis with a gas fireplace. Enjoy the serene ambiance of the screened-in porch, perfect for relaxing after a long day. Located across the street from the Swim & Tennis Club, the new buyers will bypass the waitlist & receive automatic membership. Just steps from the award winning Vinson Owen elementary school, this home offers both convenience & community.

4 Stratton Drive Unit 205 Woburn, MA 01801

$907,535
2 Beds
2 Baths
1,796 SqFt
Status Active
MLS # 73210932
Property Type Condominium
Price Type --
Welcome to Highland at Vale in Woburn! The Belmont, our largest single-level design, is a corner unit that boasts beautiful tall windows and wonderful details. The spacious kitchen comes complete with plenty of cabinets for storage, a large kitchen island, and gleaming hardwood floors. Relax with friends and family in the oversized gathering room filled with light from the sliding glass door leading out to your private balcony. The extra flex room is waiting to be customized to fit your lifestyle. Owner's can escape to their private bedroom with large walk-in closet and spa-like bath attached. There's plenty of room for guests in the second bedroom and bathroom.

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