Open House:
Saturday, 11/9 12:00-1:30PM
DON'T MISS THIS ONE! Ideal location at Waterfield Square - This spacious one bedroom is a diamond-in-the-rough waiting for your upgrades. High ceilings and huge windows bring in lots of sun and light. Open floor plan. Lots of closet space. Washer & Dryer in unit. Deeded parking, basement storage, tennis court, picnic area with grill, fire pit, located across from the North Reservoir and Middlesex Fells Reservation with miles of trails for biking and hiking. Easy access to Rt. 93 and commuter rail to Boston. Enjoy all the fine restaurants and shops. This is an opportunity to move to Winchester at an incredible price. Please note: This unit may NOT be rented out. Pets and smoking not allowed.
Elegant and timeless, this beautifully renovated colonial in the heart of Winchester Center offers the perfect blend of classic design and modern luxury. With a high-end chef’s kitchen featuring an oversized island, the home’s open floor plan seamlessly connects to a spacious family room and dining area, ideal for gatherings. The first floor also boasts a formal front-to-back living room with a bar, and a private home office. Upstairs, four corner bedrooms include a serene primary suite, while the finished basement provides play, craft, and gym spaces. Outdoors, a fully fenced, landscaped yard with an outdoor kitchen, fire pit, and plenty of room for play creates a private oasis. A two-car garage and mudroom add practicality, and just steps away, Winchester Center’s vibrant downtown awaits with the newly renovated train station, top restaurants, shops, and a lively weekly farmers market. This home combines the best of stylish, functional living in an unbeatable location.
Welcome to the highly coveted condominium living in Winchester: the Willows. With over 1,600 sq. ft., these two stories, 2 beds, and 2.5 baths condominium, is one of the larger unit in the complex. The unit features modern amenities such as: hardwood floor in the living area, three balconies, in-unit washer/dryer, gas fireplace, , and Central A/C & heating with Nest thermostat. You will also fall in love with additional amenities such as: 2 Parking Spots (One GARAGE + One Exterior space), deeded storage area in the basement, along with building amenities such as: in-ground heated pool, exercise room, and clubhouse. Conveniently located in one of the most highly rated school system in Massachusetts, less than two miles drive to Downtown Winchester & MBTA Commuter Rail, this unit is not to be missed!!
Discover the potential of this charming and well-maintained 2-story Cape-style home, offering both comfort and privacy in a highly desirable Winchester location. Conveniently situated near a public elementary school, public transportation, healthcare services, and a variety of dining options, this home ensures easy access to everything you need. Featuring 3 spacious bedrooms and 2 full baths, the home also includes a versatile walk-out basement with its own heating zone. The first floor boasts hardwood floors in the living areas and stairway, with parquet tiles in the hallway and first-floor bedroom. The second-floor bedrooms offer large closets and additional attic space, providing ample storage. This is your chance to make this charming home your own and bring your vision to life. Don’t miss the opportunity to claim this exceptional Winchester address!
Open House:
Sunday, 11/10 12:00-1:00PM
This iconic vintage farmhouse seamlessly blends historic charm with modern luxury. Spanning over 5,366 sq. ft., this home has been completely renovated and thoughtfully expanded for today’s lifestyle. Featuring 5 bedrooms, 4 full and 2 half baths, every inch exudes elegance and comfort. The designer kitchen is a chef’s dream, with high-end appliances, a beverage bar, and a large center island that flows into the open-concept living and dining areas—perfect for entertaining. The spacious primary suite boasts a walk-in closet and a magazine-worthy en-suite bath. Stunning light fixtures throughout add a sophisticated touch. Outside, professional landscaping creates a serene oasis, complete with a cozy fire pit for year-round enjoyment. Nestled in a prime location, this home offers unmatched convenience to Winchester Center, top-rated schools, dining, shopping, The Fells, and more. Don’t miss this rare chance to own a piece of Winchester’s history with all the modern amenities!
One of the most notable and distinguished homes on Everett Avenue, with preeminent siting on more than half an acre. 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, 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 with a walk-in pantry w/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 is one of the biggest you can find. Magnificent old oak trees, beautiful birches, and an ample driveway grace this legacy residence.
Fully renovated in 2012,this charming colonial is nestled on a side street near Winchester Center, both train stations and local schools.Step into a welcoming ,traditional foyer that leads to the living room, complete with custom built-ins, a cozy fireplace and French doors opening to a sunroom bathed in natural light. The chefs kitchen boasts high end appliances and flows seamlessly into a bright, sun filled dining room. The screened in porch offers a peaceful retreat, ideal for dining al fresco or simply taking in the beautifully landscaped yard. Upstairs are three generously sized bedrooms including a stunning master suite with walk in closet and laundry and also a home office perfect for remote work. The third floor adds two more bedrooms, full bath and plenty of storage. The finished basement offers a mudroom,,pantry and family room. All this and a spacious private and professionally landscaped yard including play space and patio.
This spacious 5-bed, 5 bath home is located just outside the heart of downtown. In one of Winchester's most sought-after locations, this unique opportunity is scheduled for completion in July 2025. Construction begins in November, offering the rare opportunity for buyers to personalize finishes and details to create their ideal living space. The home will feature a large, open-concept kitchen, dining room, a first-floor office, and a third-floor office/playroom. The open layout promotes a light, bright feel to the living space. We've developed 'art of the possible' landscaping plans, which can be tailored to fit the buyer’s unique preferences, allowing for a truly personalized outdoor experience. Permit plans are included with the listing. Located just a short walk to Winchester's town center and a quick commute to Boston, this home offers the perfect balance of suburban tranquility and city convenience, with easy access to schools, shops, and dining in a prime location.
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.
Open House:
Sunday, 11/10 12:00-1:00PM
Welcome to this gracious Colonial, seamlessly blending traditional charm with modern amenities, perfect for today’s lifestyle. Located in one of Winchester’s most desirable neighborhoods, you’ll enjoy easy access to top-rated schools, the commuter rail, and downtown. This home showcases deep moldings along w/ a stunning kitchen that naturally flows into the living/dining area & family room, complete w/ a cozy fireplace. The first-floor study offers built-ins, perfect for a home office. Retreat to the primary bedroom, featuring an extraordinary spa-like bath. 3 additional bedrooms, 2 full bathrooms & a laundry room completes the 2nd floor. The 3rd floor boasts a spacious entertainment room, ideal for gatherings. Professionally landscaped grounds include a great backyard & a deck off the kitchen, perfect for outdoor dining & relaxation. With a 2-car garage & ample off-street parking, this home truly has it all. Timeless elegance and a prime location await you here!
Imagine arriving home to peace & serenity at The Ledges, a hilltop oasis on Winchester's West side. This tranquil retreat offers carefree living & your private sanctuary. Relax in the fireplace living room, sliders to your private deck & expansive views. The main bedroom en suite, is conveniently located on the first floor. Second level finds a loft, skylit bonus room perfect for a home office, guest bedroom & full bath. The expansive lower level filled with natural light, features a family room with a sliding door to the outdoors, a full bath & a versatile bonus bedroom for your overnight guests. With ample storage, this space offers both comfort and practicality for any lifestyle. Enjoy unwinding by the pool after a game of tennis or a relaxing walk. Perfect for downsizing without losing space, the open floor plan with cathedral ceilings enhances the home's spacious feel. Customize this gem for you & start living your dream at The Ledges! Buy the condo, own The Ledges experience!
Beautifully maintained first-floor condo in the highly sought-after "Willows at Winchester" complex. This expansive, single-level home features an open-concept living and dining area with a cozy gas fireplace, a modern kitchen with granite countertops, and a spacious primary suite with a walk-in closet and en-suite bath. The second bedroom also offers a walk-in closet. The unit is complete with central AC, in-unit laundry, and a private, enclosed patio. Additional perks include an attached garage with dedicated entry and attic storage. Enjoy the complex’s upscale amenities, including a heated pool, fitness center, and clubhouse with a full kitchen and entertaining area. Ideally located in the heart of Winchester, convenient to shops, restaurants, the commuter rail, and schools. This opportunity won’t last!
Indulge in modern luxury with this 2024 masterpiece, set on a double 1/2 acre lot. This 4 bedroom, 4.5-bathroom home seamlessly blends chic style with an abundance of functional space. The architectural design is dramatic, showcasing soaring ceilings, a stunning contemporary fireplace, state of the art kitchen & sun filled living room which opens to a fabulous deck, creating a perfect indoor-outdoor space. The gourmet kitchen features a sleek design w/ a large island, high end appliances, & stylish open shelving. Upstairs, the lavish primary suite features a spa like bath & large custom closet. The 3 additional bedrooms offer ensuite baths. The walk out LL family room w/ wet bar is the perfect space to unwind. This property also features a 2 gar attached garage, mud room, office & laundry room. The double lot offers many possibilities ~ level w/ patio. This home is located near conservation trails, top-rated schools & Boston offering a lifestyle of convenience, luxury & tranquility!
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.
NEW PRICE! OPEN HOUSE SUNDAY 11/3 11:30-1:00pm. Magnificent Brick Colonial, perfectly situated at the end of a quite dead-end street, abutting conservation that offers unmatched privacy and tranquility. The gorgeous, spacious foyer leads into the beautiful front to back living room with a warm and inviting fireplace. The well-appointed dining room with custom built-in China cabinet is perfect for large family gatherings. The chef's kitchen has SS appliances, quartz counter tops and an oversized island with seating. An inviting wet bar leads into amazing family room and another fireplace. Kitchen sliders lead to an expansive deck that overlooks a truly majestic half acre with mature plantings and rolling green lawn. HW floors and decorative molding enhance this gorgeous first floor. Second floor offers 4 large bedrooms and HW floors. The primary's stunning ensuite is all Carrera marble. Seconds to Mullen Field, Wright Locke Farm and Whipple Hill.
Located in Prime Winchester Town Center ! Great Condo Opportunity for Retirees , Downsizing Folks or Young Professionals within short walking distance to the New State the Art MBTA Train Station currently being built and Projected to open Fall of 2024 .This top floor unit with Elevator has been tastefully updated with engineered Bamboo Wood floors , Beautiful Updated Bathrooms , Fireplace living room , Open Dining Area , Balcony , Association Pool , Garage Parking , Central Heat and Air conditioned . Convenient walk to all that Winchester Center has to offer like Fabulous Restaurants , Supermarket , Bakeries , Boutique Shopping , Hair/Nail Salons , Parks and walking trails.
Discover this like-new three bedroom, 3.5 bathroom property, originally purchased as a model unit with numerous high-end upgrades and impeccably maintained since. Soaring ceilings in the first-floor family room create a bright, airy space perfect for entertaining. The open-concept layout seamlessly flows from the designer kitchen area through to dining room and living room, with french doors to the private patio. Unique to this unit is a custom bay window sitting area in the kitchen, adding charm and additional natural light. The second level features a family room, open to the first floor, as well as two bedrooms and shared bathroom. Best of all is the fully finished lower level, with media room, office, full bathroom and even a bonus room perfect for an extra bedroom. Even the garage is pristine- newly coated floor with high end material and lifetime warranty. All this and enjoy easy access to the scenic walking trails at Horn Pond, nearby shopping, and the vibrant Winchester Center!
Welcome to this stunning, brand-new construction in Winchester's most desired neighborhood. This home offers modern luxury and timeless elegance. The custom kitchen features two-toned countertops with a Pegasus marble island and Jet Mist granite perimeter, along with brass accents. The pantry provides for ample additional storage with floor to ceiling cabinets, jet mist counters and a wine fridge. The dining room is adorned with double crown molding and wall detailing. A 1st floor study, a mudroom with custom arched bays, 5 bedrooms, and 4.5 bathrooms provide ample space. The 3rd floor bonus space includes a dedicated bedroom and bath. Enjoy seamless indoor-outdoor living with a professionally designed landscape. Other highlights include checkerboard marble flooring in the laundry room and a custom wallpapered entry room. Coming soon to completion, this home's timeless design, thoughtful details, and modern amenities make it truly one of a kind.
Completely renovated colonial style home on a quiet cul-de-sac within walking distance to downtown Winchester! This home features 5 bedrooms, 3.5 bathrooms and an attached 2 car garage. The first floor offers kitchen, dining, living room and den/study. The flexible first floor also has a bedroom with en suite bath and an office/additional bedroom. Completing the first floor are a half bath and full mudroom. The second floor has 3 generous bedrooms with ample closet space. The primary bedroom has a large walk in closet and spacious bathroom with dual sink vanity. Excellent yard space and back patio for exterior living. Home will be complete towards end of October.
Welcome to this stunning English Tudor with incredible curb appeal situated on desirable Wedgemere Avenue! Nestled on a lush oversized lot with gorgeous flowering trees & perennial gardens; this enchanting home has been lovingly maintained & nicely updated inside and out. The first level features a sunny living room w/ beamed ceilings & fireplace, beautiful dining room w/ original woodwork, an updated custom kitchen overlooking the beautifully manicured yard plus a home office, cozy TV room or 5th bedroom, 1/2 bath & sun drenched terrace. The second story includes 4 spacious bedrooms & 2 baths including a guest suite w/ private entry & bath. The lower level offers a family room w/ stone fplc., laundry & storage. Many updates including a newer synthetic slate roof, kitchen, baths, all new windows, updated heating system, central A/C, pristine hardwood floors, w/many unique details & charm found only in older homes. Plenty of expansion potential if you wish with the oversized rear yard.
Absolutely stunning custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living and dining room maintain its good sense of typical New England Colonial style. Curved front stair case add one more layer of beauty. Second and third floors offer total 6 bedrooms with all hardwood floor, suites and walk-in closets. Master bedroom is with cathedral ceilings, a sprawling master closet and an office/sitting area. Smooth flow of the spacious and walk out lower level enables rich life style with billiard room, media room, art room and exercise room -- all designed for a modern lifestyle, with an open layout that is perfect for entertaining. State of the art systems with total 6 heating and cooling zones and central vacuum system.
Beautiful & magnificent, this colonial single family offers a perfect blend of timeless elegance and contemporary amenities. Situated at the end of a serene cul-de-sac & private hilltop oasis just minutes from the new Lynch Elementary School opening in 2025. Enjoy proximity to Horn Pond recreation areas & seasonal views of Winter Pond. Featuring 5 Bed,4 Full baths, 2-half with 2 ensuites plus a versatile huge 3rd-floor, and a lower-level game room & half bath. Expansive mudroom with closet connects the heated 2-car garage to a state-of-the-art kitchen featuring a farmhouse sink, large island, separate drink bar plus high-end stainless paneled appliances. The spacious backyard with a stone patio is perfect for outdoor living. Featuring crown moldings, stunning hardwood floors, and advanced heating and cooling system, this home is a masterpiece of design and efficiency, proudly Home Energy Rating Certified. Welcome to your dream home, where history and modernity live in perfect harmony
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!
European inspired and masterfully crafted, showcases sophisticated design and top-of-the-line systems. A well appointed floor plan awaits with grand scale rooms and elegant detail. Enter through the magnificent foyer, featuring a beautiful curved staircase that leads into the formal living room and separate family room. Bespoke chef's kitchen comes outfitted with professional grade appliances, fireplace and adjoining mudroom. In addition to 3 en-suite secondary bedrooms, the primary suite rivals the finest hotels offering a spa like bath, complete with bidet and w/I closet. Seamless indoor/outdoor flow through 8 sets of French doors to marble columned loggia, lush landscaping, sparkling salt water heated pool and sound system thru-out. An unparalleled entertainment oasis. Other features include wet bar with built in tap, ideal LL 2nd great room and au-pair suite, additional storage room or gym, heated driveway. All a stones throw from town center and the NEW Winchester Center Station.
Price Adjustment to Assessed Value!!Victorian townhome condo with a single-family feel in fabulous downtown location! Ideally situated in close proximity to trains, schools, restaurants & 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 3rd floor featuring 3 bedrooms (1 ensuite), pumpkin wide pine flooring, skylight & a bonus room!Cozy private outdoor space Incl 1 ca
The median home value in Winchester, MA is $1,260,000. This is higher than the county median home value of $658,900. The national median home value is $338,100. The average price of homes sold in Winchester, MA is $1,260,000. Approximately 81.86% of Winchester homes are owned, compared to 15.78% rented, while 2.36% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!
Winchester, Massachusetts has a population of 22,875. Winchester is more family-centric than the surrounding county with 48.34% of the households containing married families with children. The county average for households married with children is 35.9%.
The median household income in Winchester, Massachusetts is $184,844. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Winchester is 42.4 years.
The average high temperature in July is 82.3 degrees, with an average low temperature in January of 19 degrees. The average rainfall is approximately 46.9 inches per year, with 52.7 inches of snow per year.