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!

26 Sargent Road Winchester, MA 01890

$1,399,000 - 4Br/2Ba -  for Sale in Winchester
Open House
$1,399,000
4 Beds
2 Baths
1,810 SqFt
Status Active
MLS # 73061745
Property Type Single Family Residence
Price Type --
Perfection doesn't really exist, or does it? It's hard to think it doesn't after laying your eyes on 26 Sargent Road. This 4 bedroom beauty just may be the epitome of perfection! Enter in and be greeted by the living room with gas fireplace and gleaming hardwood floors. Off the living room is a sun-drenched den that could also be used as a home office or play room. The dining room with crown molding, chair rail, and french door to the exterior flows effortlessly into the kitchen. With gorgeous custom shaker cabinets, quartzite counters, a custom backsplash, Jenn-Air appliances and Kohler fixtures, the Chef of the house will be truly WOW'ed! A full bath is also found on the first level. Upstairs is where all four bedrooms can be found and full bathroom #2. Bonus space in the basement ideal for a gym/work out area! Updates include: windows, roof, kitchen, baths, and heating system! With gorgeous grounds and an amazing (Lincoln School!) location, this home has little left to be desired!

27 Mount Pleasant St Winchester, MA 01890

$3,199,000
5 Beds
4.5 Baths
5,284 SqFt
Status Active Under Contract
MLS # 73060152
Property Type Single Family Residence
Price Type --
This redefined custom built home is just a couple minutes walk to downtown! While the floor plan has been finalized, there is still opportunity to customize the home of your dreams. The finished home will include 5 beds and 4.5 baths. 1st floor will be state of the art kitchen inclusive of Thermador appliances with 54 fridge/freezer combo and double wall oven anchored by a generous island. The fireplaced family room, formal dining room, casual eating/craft area, pantry, mudroom, fireplaced living room, and guest suite all on 1st floor with custom built ins and detailed moldings throughout. 2nd floor will consist of 4 bedrooms, laundry room, reading nook/study, and 3 bathrooms. Basement includes bonus areas, storage and lower mudroom. 2 car attached garage. Outdoor patio area and professionally landscaped lawn space complemented by extensive stonework throughout the property.

20 Westland Avenue Winchester, MA 01890

$2,299,000 - 4Br/4Ba -  for Sale in West Side Near Ambrose, Winchester
Open House
$2,299,000
4 Beds
3.5 Baths
3,400 SqFt
Status Active
MLS # 73059770
Property Type Single Family Residence
Price Type --
Extraordinary ALL NEW renovation/expansion! 4 bedroom 3.5 bath colonial with 2 story rear addition in top west side neighborhood; the most recent project by premier design/build team “Renew” w/ high end finishes from Ralph Lauren, Restoration Hardware, Duravit, Emtek & more! The must see kitchen is the focus of main level boasting an oversized Carrera marble island, custom cabinetry & gorgeous overhead designer light fixture. Desirable open concept kitchen & family room w/fireplace, walls of windows & French doors leading to oversized patio & newly landscaped yard. Living room w/wood burning fireplace & french doors plus a great home office flooded w/ sunlight, mudroom side entry w/built-ins & spacious half bath complete the first level. Second level has a fabulous primary suite with high cathedral ceilings, sitting area & marble spa-like bath plus 3 additional bedrooms & 2 full gorgeous baths. Lower level offers a large family room w/fireplace & office/rec/workout room. Just perfect!!

48 Oak St Winchester, MA 01890

$2,099,000
5 Beds
4 Baths
4,534 SqFt
Status Active
MLS # 73059441
Property Type Single Family Residence
Price Type --
New Construction just a short walk to downtown! Development is underway and slated for completion in late spring! 1st floor has an inviting open concept layout with kitchen, family room and dining room. Workstation with built in desk and walk in pantry adjacent to kitchen area as well! The balance of the 1st floor offers a living room/office and bedroom with bath or could also be used as a study or extra play area! 2nd floor has spacious primary suite with generous closet and dream bathroom with dual vanities and plenty of storage. 2nd bedroom upstairs also has en-suite bath. 2 additional bedrooms on 2nd floor. Laundry room on 2nd floor completes the level. Bonus room in lower level will truly be a great bonus! Exterior offers patio with built in entertainment center! The design board pictures are attached also with pictures from a recently completed project in Winchester...

41 Sunset Road Winchester, MA 01890

$999,000
3 Beds
2 Baths
2,544 SqFt
Status Pending
MLS # 73057146
Property Type Single Family Residence
Price Type --
THE OPPORTUNITY You have been waiting for! Custom built midcentury ranch. Exquisite Home in a Desirable Location, with easy access to Rt 93 & and 95, Near Winchester Fells, Winchester Hospital and Muraco School. Your new Home has been thoughtfully updated and carefully maintained since 1991. Bright and sunny, with an open floorplan designed for easy living and entertaining. Views of conservation from Livingroom, with Fireplace to enjoy on a cool evenings. Open Dining and Kitchen- Area. Three bedrooms all on one floor. Updated Baths. Recreation-room on Lower Level. 2 Car garage enters into a mudroom. Exquisite setting, designed for outdoor gatherings and cook outs. A REAL GEM!

241 Cross Street Winchester, MA 01890

$699,000 - 2Br/1Ba -  for Sale in Winchester
Open House
$699,000
2 Beds
1 Bath
828 SqFt
Status Active
MLS # 73056235
Property Type Single Family Residence
Price Type --
Here is your opportunity to own in Winchester! Close to Winchester Hospital, Horn Pond, and public transportation. Just minutes from I93 for a quick drive into Boston. This 2 Bedroom ranch is situated on a beautiful corner lot with a fenced yard and a detached garage. Endless opportunities and potential!

272 Highland Ave Winchester, MA 01890

$1,325,000
6 Beds
2.5 Baths
3,266 SqFt
Status Pending
MLS # 73056033
Property Type Single Family Residence
Price Type --
Welcome home to this quintessential Colonial near the heart of Winchester Town Center! Enjoy warm sunny afternoons on the spacious farmer's porch. Impressive foyer entry featuring a grand staircase with hardwood floors throughout. Open concept formal living and dining room is an entertainers dream! Beautiful period details, crown molding, and a gorgeous fireplace. Cozy sunroom is just adjacent and features surrounding stained glass windows. Kitchen includes granite countertops and update appliances. A showroom butler's pantry is ideal for additional storage and showcasing special items. A recently renovated half bathroom completes this level living. There are six spacious bedrooms with two full bathrooms on the second and third floor. Lower level is partially finished & heated. Exterior boosts mature landscaping with a patio surrounded by a perennial garden. Conveniently located near shopping, restaurants, local coffee shops, commuter rail and major highways! Add this to your must see!

44 Clark St Winchester, MA 01890

$1,449,000
4 Beds
3 Baths
2,498 SqFt
Status Active
MLS # 73055391
Property Type Single Family Residence
Price Type --
Absolute dream of a home that was redeveloped by maximizing the interior and exterior space. Perfect for today's living with home office/1st floor bedroom flex space. Kitchen, dining, living space blended wonderfully together. Separate pantry and mudroom areas on 1st floor. Spacious lower level family room with vaulted ceilings. 3 bedrooms upstairs with primary bath offering dual sink vanity as well as common bath also with dual sink vanity. The finishing touches of every area of the home exude luxury and warmth! Exterior space includes a sprawling patio with fire pit! Short 5 minute walk to downtown!!

12 George Unit 12 Winchester, MA 01890

$495,000
2 Beds
1 Bath
968 SqFt
Status Active Under Contract
MLS # 73055486
Property Type Condominium
Price Type --
Wonderful opportunity to live in Winchester or investment for rental income! Welcoming, light-filled, move-in ready condo. Inviting living room beckons to relax & flows into the dining room & adjacent kitchen which overlook the fenced backyard. 2nd floor offers a spacious primary bedroom, secondary bedroom (or home office) & full bath. Hardwood floors in living room, dining room & bedrooms. Lower level has washer & dryer, ample room for storage or infuse your own personal style to finish it. October 2022: Upgraded bathroom & several rooms freshly painted. Parking for 2 cars in driveway. Winchester is a delightful town with shops, restaurants, excellent schools – Winchester High ranked #2 in the state, approximately 8 miles from Boston & 2 commuter rail stations.

48 George Rd Unit 48 Winchester, MA 01890

$635,000
3 Beds
1.5 Baths
1,863 SqFt
Status Pending
MLS # 73054602
Property Type Condominium
Price Type --
Heres your chance to get into Winchester at an affordable price. This beautiful three bedroom one and a half bathroom townhouse has been meticulously cared for by the same owner for 35 years! Spacious living area boast refinished hardwood floors with an open floor plan that flows right into the kitchen. Kitchen is equipped with new stainless steel appliances, recessed lighting, subway tile back splash and quartz countertops. Second level has 3 ample size bedrooms all with hardwood flooring. Full bathroom features a sky light for extra natural lighting, subway tile shower with a gorgeous niche, high end pattern ceramic tile flooring, and a large shaker style vanity. Basement is finished and features a large second living area or a play area for the kids with a separate office space. Last but not least, is a large private fenced in yard with a patio right off of the kitchen. Very low condo fee in case you needed more convincing. Offers due Tuesday at noon.

200 Swanton St Unit 632 Winchester, MA 01890

$330,000 - 1Br/1Ba -  for Sale in Winchester
Open House
$330,000
1 Bed
1 Bath
613 SqFt
Status Active
MLS # 73054579
Property Type Condominium
Price Type --
Don't miss this special one-bedroom with remodeled kitchen, a spacious peninsula, and a ceiling fan. The large living room boasts of lots of wall space for wall hangings and a dining area. You will enjoy the organized bedroom walk-in closet. Easy access right off the West Entrance elevator. Relax by the fenced-in pool and barbecue garden area at the rear of the complex. One unassigned parking is guaranteed by deed, but a second may be available for $600 per year plus $65 for the extra parking pass. The low monthly condo fee of $332 includes heat, air conditioning, electricity, and hot water. A ceiling-to-floor storage unit is for your use in the lower level of the complex. A rather unusual amenity is the large guest parking lot with a separate entrance. Enjoy beautiful Winchester and all it has to offer. Great for commuters - close proximity to Boston, Cambridge, and the North Shore.

1 Socrates Way Winchester, MA 01890

$1,995,000
5 Beds
3.5 Baths
5,122 SqFt
Status Active
MLS # 73054183
Property Type Single Family Residence
Price Type --
SPACE GALORE! Welcome to this fantastic 5 BR, 3.5 bath colonial on a little over an acre lot. The comfortable floor plan maximizes space with plenty of room for entertaining and spreading out. The light and airy living and dining room lead to a good size open concept kitchen which sits right in the center of the home. You'll feel as though you are perched up on a bird's nest looking out from the family room to the deck. On the 2nd FL, the primary suite is equipped with a fireplace, walk-in closet & full bath with a soaking tub. Laundry and 2 additional bedrooms complete this floor. The third level offers 2 additional bedrooms w/ full bath and office/media room. You'll love the convenience of simply taking a few stairs to your own home gym and hair/make up studio in the basement level, offering perfect for access for trainers and stylists. Outside this home is surrounded by mature trees and a direct path to Nutile Field make for a picturesque suburban setting.

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