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!

3 Myopia Road Winchester, MA 01890

$4,599,000
7 Beds
8.5 Baths
10,146 SqFt
Status Active
MLS # 73248514
Property Type Single Family Residence
Price Type --
Unparalleled masterpiece nestled on prestigious Myopia Hill, just 7 miles from Boston! With its awe inspiring architecture and exquisite design this majestic home is sure to captivate you! From the grandeur of the facade, to the breathtaking all new interior set on meticulously manicured grounds w/ carriage house, this home is like nothing you've ever seen. Boasting 15 oversized rooms spanning over 10,000 sf with 13' ceilings, 7 beds/ 8.5 exquisite lavish marble baths w/ oversized showers & indulgent soaking tubs w/ high end bath fixtures. The kitchen offers a 12' island, top of the line appliances, 48' gas range, w/dual dishwashers, custom cabinetry, wine fridge & pantry w/ dining area & stunning family room w/ sliders to the fabulous stone courtyard featuring a built in outdoor kitchen/w grilling station. Enjoy dinner parties for 20 in the grand dining room, step down formal LR, handsome home office, au-pair quarters & and more. A distinguished home for the most discerning buyer!

897 Main St Unit 1 Winchester, MA 01890

$829,000 - 2Br/2Ba -  for Sale in Winchester
Open House
$829,000
2 Beds
2 Baths
1,584 SqFt
Status Active
MLS # 73248423
Property Type Condominium
Price Type --
This stunning entry level unit condo offers the open concept living you've been searching for. The thoughtfully designed interior features soaring ceilings and an effortless flow between rooms. The spacious living room with cozy gas fireplace transitions seamlessly into the chef's kitchen - boasting granite countertops, stainless steel appliances including a gas range, stylish vent hood, and a generous island with breakfast bar. The luxurious master suite provides a private retreat with a spa-inspired bathroom featuring dual vanities and an oversized walk-in closet. An additional bedroom offers flexibility for guests or a home office, serviced by a second full bathroom. Convenient in-unit laundry and plentiful storage in the deeded basement area. Unloading groceries is easy with the attached 1-car garage accessing directly into the kitchen, plus an assigned outdoor parking spot. Situated just blocks from lively downtown shops, restaurants, parks and the commuter rail station.

13 Goodwin Drive Unit 54 Woburn, MA 01801

$1,280,440
3 Beds
2.5 Baths
2,143 SqFt
Status Active
MLS # 73246722
Property Type Condominium
Price Type --
New construction townhome at Highland at Vale in Woburn. The Jackson floor plan offers 2,100+ square feet on two levels. 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 and the bay window in the separate octagon shaped dining room adds light and space. The first floor is completed with a large outdoor deck for friends and family to enjoy. The second floor features 3 bedrooms, one of which is an oversized owner's suite adorned with seven windows, a lovely sitting area, double walk-in closets and a spa-like owner's bath with large window over soaking tub. All three bedrooms have large closets with an abundance of storage. Hillside community with amazing views and neighborhood feel, located minutes off routes 93 & 95.

50 Winford Way Winchester, MA 01890

$2,599,000
5 Beds
4.5 Baths
4,270 SqFt
Status Active
MLS # 73245674
Property Type Single Family Residence
Price Type --
Nearing completion! Discover all this gorgeous new construction home in top East Side location will offer! Take advantage of this rare opportunity to help select finishes & create the home of your dreams, with a flexible open floor plan offering plenty of space for whatever layout you desire! First floor is open and inviting with mudroom, bath, home office, gorgeous high end kitchen, living room w/ fplc, dining & deck to rear yard & patio. Expansive second floor features 4 large bedrooms/ 3 full baths including a primary suite w/ spa like bath plus a great laundry room. The third floor suite offers 2 rooms w/ family room or office/ lounge area/ w/wet bar, oversized bath, 5th bedroom & plenty of closet space! Lower level offers endless possibilities... reach out today for a site visit and a tour of this fabulous home to be completed by late July/ early August!

5 Girard Rd Winchester, MA 01890

$2,498,800
4 Beds
4 Baths
5,721 SqFt
Status Active
MLS # 73243947
Property Type Single Family Residence
Price Type --
Experience the pinnacle of refined living at 5 Girard Road, a custom built Contemporary Colonial in Winchester, MA. This captivating home boasts 4 bedrooms and 4 bathrooms. Tasteful architecture and custom woodwork create a timeless and sophisticated ambiance, complemented by an abundance of natural light from oversized windows and skylights. Cathedral ceilings and a Swiss-imported fireplace add grandeur and warmth. Experience the serenity of nature from the comfort of your own home with abundant natural light and picturesque views of the surrounding landscape through expansive windows. The kitchen features timeless maple wood cabinets and a seamless connection to the outdoor entertainment area. The multi-functional basement offers versatile space, while the expansive yard is perfect for seasonal activities. Nearby, Ambrose,Wright-Locke Farm and various outdoor options await. Conveniently located near Whole Foods and Trader Joe's, this home offers elegance, comfort, and natural beauty.

15 Dix Street Unit 9 Winchester, MA 01890

$1,095,000
1 Bed
2 Baths
1,275 SqFt
Status Active
MLS # 73242791
Property Type Condominium
Price Type --
Get ready to enjoy one level living with elevator access from heated garage with 2 exclusive use parking spots. This is the place to be for LOCATION, LOCATION, LOCATION AND GARAGE PARKING!!! Inviting, open floor plan features hardwood flooring, large windows, and a generous amount of storage space. Kitchen features large marble topped island with counter seating, gas range and Sub Zero refrigerator. Bedroom has ample storage space (much more than meets the eye!), view of Wedge Pond and large en-suite bathroom with laundry. Office also has full en-suite bathroom. Elegant layout with quality details throughout including a skylight at the entrance. More storage space in garage. Live in town with easy access to commuter rail, shops, restaurants and services. Enjoy everything this great community has to offer: Middlesex Fells Reservation, Wright-Locke Farm, annual community events, Saturday Farmer's Market, a vibrant arts community and more!

17 Goodwin Drive Unit 56 Woburn, MA 01801

$1,306,975
3 Beds
3.5 Baths
3,500 SqFt
Status Active
MLS # 73240633
Property Type Condominium
Price Type --
New construction townhome ready for move-in this year! This home offers 2,100 square feet of living space, and 800 square feet of below grade space. 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. Continue your entertaining to the open outdoor deck. 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 finished walk-out basement with full bath. Hillside community just off of routes 93 & 95! 12 miles to Boston. This price includes all finishes!

14 Goodwin Drive Unit 41 Woburn, MA 01801

$1,170,295
3 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # 73240636
Property Type Condominium
Price Type --
New construction in Woburn at Highland at Vale! 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, walk-in closets, and a full bath. Just 12 miles 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! New hillside community and neighborhood with amazing views. This home built just for you is slated for completion early 2025.

280 High Street Winchester, MA 01890

$1,995,000 - 6Br/5Ba -  for Sale in Winchester
Open House
$1,995,000
6 Beds
5 Baths
6,259 SqFt
Status Active
MLS # 73235871
Property Type Single Family Residence
Price Type --
Winchester Estate on Lexington line with your choice of Schools! This Mediterranean inspired home provides the ultimate in large,private,charming space!15 rooms on three living levels.Generous rooms throughout.2 car attached garage with lots of outdoor parking.Large,well appointed 2-tier kitchen ideal for large gatherings and entertaining.Over-sized Dining room with beamed ceiling and connecting bright breakfast room.Dramatic Catherdral Living room with Grand 2-story fireplace leads to 3rd level,upper loft style Study complementing an adjacent home office.6 large bedrooms on both first and second levels.Comfortable,huge first floor family room with oversized stone fireplace.An unequaled space for family,friends,and years of enjoyment.Abutting 100 acres of private,lush conservation land only minutes to beautiful downtown Winchester.Close proximity to corporate hubs in Burlington,Woburn,Waltham and Wilmington.#1 Vinson Owen Elementary School district.Rare lifetime opportunity awaits you!

235 Forest St Winchester, MA 01890

$849,000
3 Beds
1.5 Baths
2,212 SqFt
Status Active
MLS # 73223130
Property Type Single Family Residence
Price Type --
Welcome to this charming Winchester home! Nestled amidst lush greenery, it exudes classic ranch style and is located in the sought-after Muraco School District, near Horn Pond and Middlesex Fells Reservation. Just a 20-minute drive to downtown Boston, this location offers both convenience and tranquility. Renovated in 2022, it consists of modern upgrades including stainless steel appliances, an updated AC system, and a new gas water heating system. Step into the beautiful garden leading to the spacious kitchen with new quartz countertops and Imitation wood grain tiles. The open-concept living room features gleaming hardwood floors. Two bright bedrooms and an office/den provide cozy spaces, while the expansive basement offers endless possibilities. Outside, stone pathways lead to the well-maintained backyard with a swing and picnic area, perfect for outdoor gatherings. Don't miss the chance to make this dream home yours!

276 High Street Winchester, MA 01890

$2,750,000 - 5Br/4Ba -  for Sale in Winchester
Open House
$2,750,000
5 Beds
3.5 Baths
6,595 SqFt
Status Active
MLS # 73170437
Property Type Single Family Residence
Price Type --
This fabulous house is in a beautiful and unique location, perched on a small hill with a secluded half-acre lot in a very quiet cul-de-sac area near the Winchester/Lexington line, far away from any road traffic and offering excellent privacy. There are 4 floors of living space containing 5 bedrooms and 3.5 bathrooms with two separate laundry areas. The grounds offer stunning front and back yards with a large deck and a gazebo. The property is adjacent to a lovely forest with a pond (Whipple Hill/Smith Pond). A short walk away from Wright-Locke farm and a short drive to shops, malls, and major routes with an easy commute to main business areas. Plenty of leisure facilities nearby including swimming pools, tennis courts, golf courses, skating rinks, gyms, restaurants, etc. Importantly, this house is in one of the best school districts anywhere and the Town of Winchester is renowned for its charm and the quality of life it offers.

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