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!

89 Mystic Valley Parkway Unit 89 Winchester, MA 01890

$1,219,000
5 Beds
2.5 Baths
3,220 SqFt
Status Active
MLS # 73273924
Property Type Condex
Price Type --
Wonderful turn of the century Victorian townhome in fabulous downtown location! Ideally situated in close proximity to trains, schools, restaurants and everything Winchester Center has to offer! Front porch welcomes you into this lovingly cared for home blending old world charm with modern amenities. First floor features high ceilings, beautiful hardwood flooring, fireplaced living room with pocket doors leading to the sun drenched dining room with builtin cabinet. Updated kitchen with beautiful solid natural cherry cabinets,quartz countertops,Krause sink & stainless steel appliances! Updated 1/2 bath complete w/ radiant flooring rounds out the first floor. Second floor includes 2 bedrooms,an office,a walk in closet & a serene bathroom w/ shower and an oversized jacuzzi tub. Space abounds filled w/ natural light on the third floor featuring 3 bedrooms (1 ensuite), pumpkin wide pine flooring, skylight and a bonus room! Cozy private patio with lovely gardens! Broker tour 8/6 11:30-12:30

14 Goodwin Drive Unit 041 Woburn, MA 01801

$1,210,640
3 Beds
2.5 Baths
2,300 SqFt
Status Active
MLS # 73271126
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.

666 Main Street Unit Lv3 Winchester, MA 01890

$732,000
2 Beds
2 Baths
1,160 SqFt
Status Active
MLS # 73270797
Property Type Condominium
Price Type --
Location location. This well maintained two bedroom two bath condominium on one level is a must see. Conveniently located to Winchester Center, Commuter Rail, shops and restaurants makes it very desirable. Enjoy watching the swans swim by while sitting on your patio. Central Air keeps you comfortable during this hot summer. Stackable washer dryer located in the unit for your convenience, Large master bedroom has walk in closet and private bath. The second bedroom is presently used as a den with wall to wall built in bookcases. Recently renovated kitchen invites you to get cooking ! Quartzite Counters, new Bosch refrigerator, Induction stovetop, Whirlpool dishwasher...Custom Cabinets with pull out drawers makes cooking easy. Covered garage offers assigned parking for one car. Complex has a beautiful community pool. Property is well managed. Don't miss out on this opportunity to live in Winchester.

7 Wainwright Rd Unit 29 Winchester, MA 01890

$1,299,000
3 Beds
3.5 Baths
3,350 SqFt
Status Active
MLS # 73268672
Property Type Condominium
Price Type --
Imagine coming home to peace and serenity at The Ledges. Perched on a hilltop on the West side of Winchester, this oasis offers tranquility & carefree living. Day-lilies greet you leading to your private sanctuary with gleaming hardwood floors. Fireplace living room with sliders to your private deck. The main bedroom en suite on the first floor. The second level boasts loft, skylit bonus room for a home office, cedar closet, guest bedroom and full bath. The lower level walk-out features natural light, a guest bedroom and a kitchenette for your extended stays guests or entertaining. After tennis or a long walk, unwind by the pool. Perfect for downsizing without sacrificing space, enjoy stunning views throughout the community. The open floor plan with cathedral ceilings enhances spaciousness and light. Customize this home with your personal touch, start living the life you've always imagined. Don’t delay – seize the opportunity to own a piece of The Ledges today!

7 Wainwright Rd Unit 29 Winchester, MA 01890

$1,299,000
3 Beds
3.5 Baths
3,350 SqFt
Status Active
MLS # 73270991
Property Type Single Family Residence
Price Type --
Single Family alternative. Imagine coming home to peace & serenity at The Ledges. Perched on a hilltop on the West side of Winchester, this oasis offers tranquility & carefree living. Day-lilies greet you leading to your private sanctuary with gleaming hardwood floors. Fireplace living room with sliders to your private deck. The main bedroom en suite on the first floor. The second level boasts loft, skylit bonus room for a home office, cedar closet, guest bedroom & full bath. The lower level walk-out features natural light, a guest bedroom and a kitchenette for your extended stays guests or entertaining. After tennis or a long walk, unwind by the pool. Perfect for downsizing without sacrificing space, enjoy stunning views throughout the community. The open floor plan with cathedral ceilings enhances spaciousness & light. Customize this home with your personal touch, start living the life you've always imagined. Don’t delay-seize the opportunity to own a piece of The Ledges today!

6 Robinson Park Winchester, MA 01890

$3,995,000
5 Beds
4.5 Baths
6,900 SqFt
Status Active Under Contract
MLS # 73264918
Property Type Single Family Residence
Price Type --
Stunning Waterfront Estate on Upper Mystic Lake! This exceptional 5-bedroom, 4.5-bathroom home features a brand new chef's kitchen, a spacious family room with high ceilings, a gas fireplace, built-ins, and direct access to a stone patio overlooking a fenced-in level yard with a private dock. Enjoy breathtaking lake views from nearly every room of this beautifully crafted estate. Designed for seamless entertaining, the main level leads into a versatile walk-out lower level, perfect for a home gym, office, or media room, complete with ample storage. The second floor boasts a luxurious primary suite and three additional corner bedrooms, providing an ideal family living environment. This home combines luxury with a tranquil setting, making it ideal for both peaceful family life and vibrant gatherings. Just minutes from Boston, this property offers a rare opportunity to own a spectacular waterfront estate that truly has it all!

7 Thornberry Road Winchester, MA 01890

$1,559,900
5 Beds
2 Baths
3,033 SqFt
Status Active
MLS # 73263803
Property Type Single Family Residence
Price Type --
Welcome to this newly renovated contemporary home, nestled in the highly sought-after West-side neighborhood with surprising space! This 3+ level home boasts 4-5 spacious bedrooms and 2 full stylish baths, this home offers versatile space for multiple home offices, in law/ au-pair space plus comfortable family spaces all great for entertaining. The main level features a beautiful open-concept kitchen w/ high end appliances & quartz counters w/ island seating, adjacent dining w/ soaring ceilings, step down the living room w/fplc & walls of glass overlooking large lot w/ patio & fire pit. 4 spacious BR's plus finished LL perfect family/playroom, plus BR #5 or office. Enjoy the convenience of a 2-car garage and additional driveway parking, with ready connections for EV's. Located just minutes from top-rated schools, parks, conservation land, shopping, and a variety of dining options, this home offers the best of suburban living with easy access to downtown Boston in just 15 min! Must see!

20 Amberwood Dr Winchester, MA 01890

$3,988,000
6 Beds
7 Baths
8,866 SqFt
Status Active
MLS # 73261491
Property Type Single Family Residence
Price Type --
Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The spacious fire-placed family room, banquet-size dining room w/ wine-column, private home office and bedroom w/ en-suite bath complete the first floor. Luxurious primary suite w/a large balcony, expansive walk-in closets & spa-like bath w/ dual vanities, an oversized shower, and a lavish soaking tub on upper level, along w/ 3 additional en-suite bedrooms and an oversized laundry room. Finished lower level features additional entertainment areas, gym & en suite-bedroom. Fantastic location just up the hill from top-rated Vinson Owen School. Enjoy all that Winchester has to offer.

14 Pine Grove Park Unit 14 Winchester, MA 01890

$1,429,000
4 Beds
3.5 Baths
3,122 SqFt
Status Active
MLS # 73258738
Property Type Single Family Residence
Price Type --
Welcome to this newly constructed luxurious 4-bedroom, 3.5-bathroom townhome spanning four levels of exquisite living space! Step through the charming covered porch into the striking open floor plan. The elegant living room boasts expansive windows, custom fireplace wall and hardwood floors. The showstopper kitchen dazzles with gorgeous white cabinetry accented by gold details, quartz countertops with a centerstage waterfall island. From the dining area, step out onto a delightful deck overlooking a fenced-in yard. Upstairs, find a primary suite which showcases a board & batten wall, custom closet and modern bath, alongside another bedroom, full bath, and laundry room. The top level offers versatile space for a bedroom/bonus room. The fully finished lower level features a playroom/media room, bedroom, full bath, and a convenient mudroom with direct exterior access. Move right in and enjoy all that Winchester has to offer, award winning schools, bike path, fells, easy access to Boston.

14 Pine Grove Park Unit 14 Winchester, MA 01890

$1,429,000
4 Beds
3.5 Baths
3,122 SqFt
Status Active
MLS # 73257092
Property Type Condominium
Price Type --
Welcome to this newly constructed luxurious 4-bedroom, 3.5-bathroom townhome spanning four levels of exquisite living space! Step through the charming covered porch into the striking open floor plan. The elegant living room boasts expansive windows, custom fireplace wall and hardwood floors. The showstopper kitchen dazzles with gorgeous white cabinetry accented by gold details, quartz countertops with a centerstage waterfall island. From the dining area, step out onto a delightful deck overlooking a fenced-in yard. Upstairs, find a primary suite which showcases a board & batten wall, custom closet and modern bath, alongside another bedroom, full bath, and laundry room. The top level offers versatile space for a bedroom/bonus room. The fully finished lower level features a playroom/media room, bedroom, full bath, and a convenient mudroom with direct exterior access. Move right in and enjoy all that Winchester has to offer, award winning schools, bike path, fells, easy access to Boston.

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!

666 Main Street Unit Lv2 Winchester, MA 01890

$745,000
2 Beds
2 Baths
1,160 SqFt
Status Active
MLS # 73247999
Property Type Condominium
Price Type --
Welcome to 666 Main Street, Unit LV2, Winchester. This beautiful well maintained 2 bedroom, 2 bathroom condominium on the desirable ground level, features a Private Entrance & a Walk Out Patio w/ Wedge Pond views. Enjoy the close distance of all that Winchester Centre has to offer; shops, restaurants, commuter rail & more. Enjoy an updated kitchen w/ stainless appliances & peninsula, separate dining area w/ convenient custom built-ins. Fireplace living room w/ slider to patio. Large primary bedroom w/ walk in closet, full bathroom & extra sink outside the closed-off bathroom. Oversized second bedroom & closet w/ another large full bathroom off of the hall. Central Air, stackable in-unit laundry, a Community Pool, Deeded Storage & a Deeded Garage Parking Space! Very well managed building. Easy access to Routes 128 & 93. Rare find, not to be missed. Freshly painted & ready for a new owner. Owner has not recently lived in the residence & makes no warranties or representations.

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