The median home value in Winchester, MA is $1,300,000.
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 $1,300,000.
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!
This stunning new 4 Bed 3.5 BA home in Winchester’s sought-after East Side is a must see! The first floor boasts a dramatic contemporary design with high ceilings and designer finishes with oversized windows drawing attention to the setting w/ large rear yard & oversized deck, great for entertaining and family enjoyment.The open airy layout features a great entry w/ mud room, high-end kitchen with high end appliances incl. a double fridge, beverage cooler w/custom pantry, living room with an eye catching modern fireplace, dining area, and a large deck leading to the back yard. This home also features a first-floor bedroom suite or office with bath. Upstairs, the expansive second floor includes three additional spacious bedrooms w/ large windows, vaulted ceilings and 8' doors along two full baths, laundry room & includes a luxurious primary suite w/ spa-like bath & generous custom closet. The lower level offers a large space for family room/ game room or gym w/ direct garage entry.
Welcome to 666 Main St Unit L3- Ground level 2 Bedroom Unit with Sliders to Patio overlooking Wedge Pond-Kitchen Totally Updated with Custom Cabinets and Quartz Countertop and Back Splash. Stainless Steel Appliances- Fire Place Living Room with Hardwood Floors-Spacious Dining Area with Hardwood Floors- Open Concept-Master Bedroom with Full Bath, Walk in Closet and Hardwood Floors-2nd Bedroom with Hardwood Floors-2nd Bath has a Ceramic Tile Walk-In Shower. Garage Parking and Association Swimming Pool . Easy access to Points Boston and Points North
TOTAL RENOVATION! Thoughtfully crafted to create a warm and inviting abode. Step inside to discover the completely reimagined first floor with an open concept dining room, sitting room, and show-stopping brand new kitchen with a center island, and a slider leading to a patio, ideal for alfresco dining and entertaining. The first floor also hosts a versatile family room with access to a private deck, a laundry area, and a tastefully designed full bathroom. Venture upstairs to find 3 bedrooms, including a lovely primary suite. The lower level of this home is a true retreat, featuring a rec room with a wine closet, a full bathroom, and access to a covered patio. The fenced-in yard, two patios, and deck provide wonderful outdoor space for leisure and recreation. With brand new electrical, plumbing, windows, and systems, 36 Oneida is truly MOVE-IN READY! Just FOOTSTEPS away from Ambrose Elementary School and playground, and 1 mile from Winchester town center!
Classic Colonial 4 bedroom 3+1/2 bath on quiet street overlooking the Mystic Lake. Awaits buyers with vision prepared to renovate. Freshly painted interior gleaming hardwood floors. Gracious front to back fireplaced living room w/custom shelves & built-ins & picture windows. Formal dining room w/2 china closets adjacent to large open eat-in light filled kitchen. French doors to back deck. Den/office w/book shelves & slider to another deck. 2nd floor features spacious primary bed ensuite oversized bath vanity w/double sinks & white marble shower, fireplace, and walk-in cedar closet. Family bath tiled with tub & shower in hallway. Two equal sized bedrooms. Back bedroom with armoire. 1st floor mudroom off the kitchen affords direct access to 2-car garage. Stairs lead to 4th huge guest/nanny bedroom ensuite bath, balcony, and large front facing picture windows with lake views. Partially finished basement features wood paneled recreation room w/3rd fireplace & 2 built-in desks.
Exquisitely restored brick Colonial situated in the sought-after "Flats" neighborhood of Winchester. Boasting refinished hardwood floors, beautiful moldings and trim, & high ceilings throughout, no detail has been overlooked in this meticulous renovation. The gourmet kitchen, featuring high end appliances, is perfect for culinary enthusiasts, while the formal dining room, complete w/ wood-burning fireplace, creates an ideal setting for gatherings. Just off the kitchen, a bar area creates an inviting space for entertaining, while the large working pantry enhances functionality. A newly designed living room w/gas fireplace offers a cozy retreat, & the master suite provides a tranquil escape, boasting a lavish bath & spacious walk-in closet. A 2 car garage, slate roof, copper gutters, patio, & professionally landscaped yard further enhance the property’s appeal. This home showcases thoughtful design & superior craftsmanship, offering a perfect blend of historic character & modern comfort!
Nestled in a coveted location just moments from the heart of downtown Winchester, the stunning Barstow House boasts a unique Mansard roof & timeless colonial architecture. This historic gem features a versatile floorplan designed for modern living while preserving its classic charm. The first level beautifully blends form & function; the home office, mudroom, a dedicated laundry room & a convenient half bath, all complimenting the formal living room, dining room, family room & spacious kitchen - perfect for entertaining. Ascend to the second and third floors, where you'll find three spacious bedrooms on each level, offering ample space for family & guests. A back staircase provides private access to a second-floor bedroom, making it perfect for generational living or added privacy. Watch the bustle of the town center from the spacious front porch & enjoy the expansive yard. Don’t miss this rare opportunity to own a piece of Winchester’s history!
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!!
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.
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, home faces south for 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 beauty.
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!
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.
OPEN HOUSE SUNDAY 11/17 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 of 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.
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!
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
Step into this stunning, newly constructed home that redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends beauty w/ ease of living. The 8’ arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom rift-sawn beams, and expansive floor-to-ceiling windows. With 25 years of expertise, the master builder’s commitment to exceptional quality & craftsmanship shines through every detail. Spanning four meticulously finished levels, this home leaves nothing to be desired. Highlights include a chef's kitchen w/ dual islands, vaulted ceilings, 3-bay garage (with space for 6 cars), a charming breakfast nook, butler's & dry pantries, a direct entry first-floor office or in-law suite, & an open, finished attic w/ bath. The expansive lower level offers private entry separate living quarters w/full in-law apartment w/ kitchen, 2nd laundry, bedroom, bath, movie theatre, game room & gym w/flex floor plan!
Experience the epitome of luxury living in this exceptional, high-end renovation of a breathtaking Winchester gem, located in one of the town’s most coveted neighborhoods. Enjoy stunning lake views from numerous rooms & the expansive 1000SF deck! Reconstructed and designed by RENEW, a company committed to blending historical integrity with modern amenities, paying meticulous attention to every detail. This home boasts a new floor plan w/ fabulous kitchen featuring a LaCornue 5 burner stove, 9' Calacatta marble island & fplc w/ adj family rm. 5 spacious bedrooms & 4.5 baths, including a magnificent primary suite w/ marble turret shower. The finished lower level offers a custom wine cellar, perfect for entertaining w/direct entry access to yard. Showcasing hand-picked and crafted specialty items that cannot be found in new builds. 3-car attached garage, & close proximity to Winchester's town center, the commuter train to Boston, Mystic Lakes beach, playgrounds & scenic walking trails.
