The median home value in Winchester, MA is $1,365,000.
This is
higher than
the county median home value of $567,300.
The national median home value is $219,700.
The average price of homes sold in Winchester, MA is $1,365,000.
Approximately 82.15% of Winchester homes are owned,
compared to 13.25% rented, while
4.6% 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!
Presenting a 2- Bedrooms unit with 2.5 Baths with partially finished lower level at The Residences at Winchester. This unit has oversized back yard and hardwood floors on upper two floors. First floor feature living room-Dining Room and kitchen with half bath. Second floor has two Bedrooms and full bath. Lower level has a office / play room with a bath. Freshly painted interior and Refinished hardwood floors makes it a nice bright unit with plenty of exclusive parking for 3 cars plus. Close to everything. Commuter Rail to Boston and access to highways 93 and 95. Do not miss out !
Welcome to this well-maintained two-unit multi-family home, perfect for investors or owner-occupants seeking a spacious living arrangement with rental income potential. Each unit boasts two well apportioned bedrooms and dedicated in-home office areas, ideal for today’s work-from-home lifestyle. Enjoy the convenience of off-street parking along with two garage bays, ensuring easy access for you and your tenants. With a strong rental history, this property presents an excellent, and rare, opportunity for steady income in the heart of Winchester. Just minutes away, you’ll find the beautiful Middlesex Fells walking trails, the Tri-Community Greenway, and Horn Pond, perfect for outdoor enthusiasts. Commuting is effortless with convenient access to I-93 and the Wedgemere Commuter Rail, making Medford, Somerville, and Boston easily accessible. Close to Winchester schools, Winchester Hospital (down the street), and vibrant local eateries and public services. Offers due Mon, 9/30 10AM!
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.
First floor 1 bedroom condo overlooking scenic duck ponds and lush landscape at The Parkview. Updated kitchen, bathroom, and floors in 2018. Eat-in kitchen features a gas range and peninsula bar top. Large private deck off main living area welcomes sunlight and fresh air. Residents at The Parkview enjoy a gorgeous community pool and picnic grounds. Minutes from scenic Winchester center with 2 MBTA stations, boutique shops, restaurants, and cafes. Enjoy all that Winchester has to offer from a highly rated school system to the Fells Reservation. Easy access to I-93 and Route 3. Open House Thursday Sept 26 4:00 PM to 6:00 PM
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
This thoughtfully updated home combines historic charm and modern style. The oversized, beautifully landscaped lot showcases established plantings, charming stone paths, and terraced gardens - the perfect oasis for relaxing family time and outdoor entertaining. Inside, the hub of this 5 BR, 3,5 BA home is the large, open-concept kitchen and family room, featuring a cathedral ceiling, gas fireplace, and oversized windows. This light-filled space and its adjacent elevated deck share breathtaking backyard views and give off treehouse vibes. Living room with fireplace, formal dining room, versatile office/den, 1/2 BA, and gracious foyer complete the main floor flow. Upstairs are 4 well-appointed bedrooms and 2 baths (primary bedroom bath ensuite). The walk-out lower level boasts an expansive suite (in-law or other use) with gas fireplace, walk-in closet/dressing room, bathroom with zero-clearance shower, and a patio. A detached 2-car garage and second patio complete the gorgeous property.
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!
See it to believe it! Don’t miss this sprawling 5 bed, 4 full bath Cape-style home in an idyllic Ambrose school neighborhood. 1st floor features mudroom w/entry from attached garage, laundry room w/sink, living room w/fireplace, bedroom, full bath, & dining area w/French doors to a deck. But the jewel of this floor is the recent addition of a stunning eat-in kitchen & sun-filled primary suite. Chef’s kitchen w/vaulted ceilings incl. custom cabinetry, beverage station w/wine fridge, induction cooktop, inset griddle, & double sinks, ovens, & dishwashers. Gorgeous giant cherry-top island & carrara marble countertops/backsplash. Primary suite incl. large w-i-c & marble bath w/shower, double vanity & soaking tub. 2nd floor offers 3 BR & full bath. Lower level features family room & full bath that could serve as an au pair suite & home gym, den & endless storage space. All of this w/ vast, private backyard w/ bluestone patio, stone wall, landscape design/lighting.Come meet your forever home!
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.
Introducing this wonderful 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 car garage!
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!
Beautifully renovated 4 bedroom home in sought after Winchester Flats! Featuring a picturesque combination of stylish comfort and modern design. The 1st floor welcomes with an oversized custom mudroom leading to a spacious chef's kitchen featuring upgraded Wolf appliances including gas range, steam oven, and 2 built-in beverage fridges. The family room invites with custom built-in window seats, vaulted ceiling, and a scenic view of the manicured yard. The dining room impresses with show-stopping wallpaper and wainscoting, while the chic living room and home office with built-in desks create a space for all occasions.The 2nd floor features a beautiful primary suite with walk-in closet and ensuite bath with dual vanity, while 3 more spacious bedrooms, 2 full bathrooms, and laundry room provide the ideal set up for family living. The finished lower level boasts additional living space and ample storage, and outside enjoy the ease of a 2 car garage, large yard, and long driveway. Must see!
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 handpicked 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.
Your dream home in the perfect location awaits at a phenomenal new price! This brand-new residence has an unparalleled blend of luxury & comfort. Close to the vibrant town center, schools & train. The stunning open floor plan offers a high-end kitchen anchored by a large island with seating, a dining area & a wet bar with a beverage fridge & ice maker. This flows easily to the spectacular family room with high vaulted ceilings, loads of natural light, a fireplace & access to a spacious deck. A dining room, living room, mudroom & powder room complete this floor. Custom mahogany doors, custom molding, trim, & cabinets will delight any discerning buyer. Upstairs, the large primary suite is an oasis with an elegant large bath, a big walk-in closet & soaking tub. 3 other bedrooms complete this floor, including an en-suite guest room. Third floor is has a 5th bedroom & bath, plus a study or playroom. The basement has a massive media room, wet bar, gym & full bath. Big yard, oversized garage.
Stunning new construction! Energy star rated, high efficiency 5 bed 4.5 bath home perfectly situated in a prime East Side location! The first floor welcomes you w/ an open, airy layout, featuring a stylish mudroom, pantry, bath & home office. The gourmet, high-end kitchen flows seamlessly into the living room, complete w/ a cozy fireplace; the dining area extends out to a deck, overlooking a beautifully landscaped yard & patio. The second floor boasts four spacious bedrooms & three full baths, including a lavish primary suite w/ a spa like bathroom. A well-appointed laundry room is also conveniently located on this floor. The third-floor suite is a true retreat, offering two versatile rooms ideal for extended family, office, or lounge, complete w/ a wet bar, an oversized bath & a 5th bedroom with abundant closet space. The expansive lower level adds even more living space, featuring a large family room and an additional full bath, perfect for entertaining. This home truly has it all
This is 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.
Meticulously renovated home in desirable Winchester Flats! Set on a tranquil corner lot surrounded by mature trees, less than a mile from schools, Winchester Center, and commuter rail, this exquisite four-level Tudor offers the perfect blend of modern elegance and classic charm. The main level showcases 2 inviting family rooms adorned with fireplace and integrated sound system, gourmet kitchen with Wolf and Subzero appliances, peaceful 3-season porch, and thoughtfully designed mudroom. Ascend to the 2nd floor to discover the primary suite, a peaceful sanctuary featuring a fireplace, cozy sitting area, custom walk-in closet, and ensuite bathroom with dual sinks and zero-entry shower. 2 additional bedrooms with shared bathroom provide ample accommodations for guests or family members, while the 3rd floor offers a private retreat with spacious bedroom and luxurious bathroom with soaking tub. The finished lower level is ideally set up to be used as media room/family room/gym. A must see!
Nestled on 1.8 acres in Winchester, this fully custom renovated home is truly a hidden gem. Accessing via a winding driveway, the property is completely secluded from the main road, offering a tranquil retreat. Transformed in 2024, this home features 5 spacious beds, 4.5 baths and custom spaces throughout. The grand kitchen, with white oak accents, is a culinary centerpiece. The light-filled family room has expansive windows and a custom marble gas fireplace. A dual sided wood-burning fireplace connects the study and living room. The upstairs study, perfect for office or homework area, has custom built ins. The rec room includes quartz counters and a beverage fridge, ideal for a media room. The primary suite offers a generous walk in closet space and a luxurious bath with dual opposing vanities and a stunning dolomite marble shower. Landscaping features an expansive bluestone patio and thoughtful organic plantings. This rare home is truly an exceptional work of art!
Welcome to your new office location in Winchester center. With beautiful views of Judkin Pond, Jenks center and High School. Right next door to the Arthur Griffin Museum of Photography. The views from your office window will amaze you as the seasons change. Enjoy wildlife passing thru on their migratory journey to new adventures. The unit itself is 1617 sq feet of office space. All five individual offices have windows that open to let the fresh breeze and natural light in. The conference room centrally located has floor to ceiling oak built ins. The interior walls for this unit have been sound proofed and go to the decking above. Parking is deeded and this unit comes with three spaces under the building close to the entrance. The waiting room has three desk spaces for admins or para legals. Two private half baths and storage for files or server racks. This unit was custom built for an attorneys office, designed to be private and quiet. Bring your vision and let us see what we can do.
Welcome to Winchester ! This townhouse with large backyard is located on lovely tree lined street . The front porch welcomes you as you can sit and watch the world go by. First floor has living room, dining room and kitchen with laundry. Half bath completes the first floor. Three bedrooms and full bath upstairs. One bedroom is a pass through. Back stairway to half of full size attic is off the kitchen. Basement stairs are located off the back entry to full sized unfinished basement. Property being offered "as is". Shared driveway, parking off street in back and large fenced lawn also shared with neighbor. Great location close to schools, commuter line and downtown.
This exquisite, custom-built home from local master builder boasts a grand two-story foyer, a spacious chef's kitchen seamlessly flows into a vaulted ceiling family room, & an open concept living room & dining room perfect for entertaining. Upstairs, discover a luxurious primary bedroom suite w/expansive walk-in closet & a primary bath featuring double vanities, jacuzzi tub, & a large tiled shower. Two additional well-appointed bedrooms and bathroom complete the 2nd floor, while the 3rd floor offers expansive living w/two ensuite bedrooms, each with a full bath and walk-in closet. Enjoy the high ceilings, detailed custom woodwork, and elegant trim throughout. Additional amenities include central air, central vacuum, deck, & a spacious three-car garage. This stunning home epitomizes elegance and functionality in a prime Winchester location. Nestled near the scenic Fells reservation for outdoor enjoyment & vibrant Winchester center with it's restaurants, shops, farmer's market and more!
This commercially zoned property has been recently gutted & offers so much potential, this free standing building offers 4 levels of space with a direct walk out lower level to a large rear parking lot. 4 floor through levels of open space with high ceilings, many windows & great sunlight. This property is located close to Winchester center, restaurants, shops, the MBTA and more! With permission from the town for change of use, this property can potentially be converted to residential/ or mixed use. Buyers to perform their own due diligence. Property has been fully gutted and is need of interior reconstruction but the opportunities are endless! Come take a look today!
