The median home value in Winchester, MA is $1,355,500.
This is
higher than
the county median home value of $638,000.
The national median home value is $308,980.
The average price of homes sold in Winchester, MA is $1,355,500.
Approximately 79% of Winchester homes are owned,
compared to 17% rented, while
4% are vacant.
Winchester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Winchester real estate agent to arrange a tour today!
Learn more about Winchester.
Open House:
Thursday, 5/2 5:00-6:30PM
Introducing 19 Churchill Road! This inviting home offers 3-4 bedrooms, 2 bathrooms, and 2 levels of spacious living area. The cozy living room and family room each boast a wood-burning fireplace, perfect for creating a warm and inviting atmosphere for every member of the family. The dining room is ideal for hosting intimate gatherings, while the eat-in kitchen offers a delightful space for casual meals. With exterior access to a deck, you can easily enjoy al fresco dining or simply bask in the tranquility of the backyard. Speaking of the backyard, nature lovers will adore the gorgeous wooded setting. It's the perfect spot to unwind and connect with the beauty of the outdoors. Convenience is key at 19 Churchill Road, with its amazing location providing easy access to I-93 and I-95, making commuting an absolute breeze. Whether you're heading to work or venturing into Boston, you'll appreciate the seamless connectivity this location offers.
Open House:
Sunday, 5/5 12:00-2:00PM
Your chance to be the 2nd proud owner of this meticulously maintained home in the heart of Winchester, where luxury living meets timeless elegance. This magnificent property offers unparalleled comfort & sophistication, boasting 5 bedrooms, 5 full & 2 half bathrooms across its sprawling 6,700+ floor plan. As you step in, you are greeted by a beautiful bridal staircase and marble flooring. The 3 fireplaces add a touch of ambiance and charm to each floor. Entertain guests in style in the spacious living areas, which seamlessly flow into the gourmet kitchen, complete with sub-zero refrigerator, Thermador oven, wolf induction cooktop, custom cabinetry, and granite countertops. The master suite is a true sanctuary, featuring a spa-like ensuite bathroom. Four additional bedrooms offer ample space for family and guests, ensuring everyone has their own oasis to retreat to. The basement offers additional space for a entertaining, workshop, gym and plenty of storage.
Open House:
Friday, 5/3 11:30-12:30PM
Welcome to your dream home! Nestled in a prime location across from McDonald Field, this meticulously maintained 4 bedroom boasts unparalleled charm & convenience. Perfectly situated minutes from downtown shops, restaurants, & commuter rail, this home offers the epitome of suburban living. Located in the new Lynch School district. Thoughtfully designed layout featuring living room with built ins, an inviting eat-in kitchen ripe for future renovation & dining room that seamlessly flows into family room w/beamed ceilings plus additional seating area"an ideal setting for entertaining guests! 1st floor boasts large laundry room w/storage & 1/2 bath. The seamless indoor-outdoor connection provides an exceptional space for entertaining in the expansive yard! Recently renovated deck overlooking stunning inground heated salt water pool & hot tub w/pool house & bathroom! 2nd floor features 4 beds & renovated bath. Add'l features include hardwood floors & central AC. A perfect place to call home
Open House:
Friday, 5/3 12:00-1:30PM
A home like no other for the true nature lover! Feel the love at 22 Fells Road perched up high on a pretty street in the Highlands area of Winchester that is tucked away yet close to area amenities. A true sanctuary that one can only dream of just steps from The Middlesex Fells Reservation (bike or hike on endless trails that go on for miles) & offers the most magnificent sunsets from the treetop living room. This wonderful home high a top the road has undergone a 2nd floor addition, updated systems & offers two 1st floor bedrooms & full bath as well as a fantastic primary suite with bonus space perfect for a nursery/home office on the upper floor. This comfortable home showcases casual dining/living rooms with a wonderful wood burning fireplace; finished basement flex space with half bath & a well appointed kitchen (with a built in desk) that seamlessly leads to the rear yard that is fully fenced in & has patio seating, mature trees & gardening opportunity. Welcome home!
This is not an opportunity you want to miss! You'll be in awe of the LR with massive wall length window, brick accent wall with fireplace, and vaulted ceiling. Formal DR leads into the kitchen with lovely cabinetry & plenty of natural light. Boasting 3 bedrooms and 2 full bathrooms great for hosting guests, friends and family. Gorgeous sunroom offer brick accents, wood ceiling and walks out to the brick patio. Finished basement expands the living area even further great for a family room, home office, gym... whatever you need! Settled on over half an acre so you have plenty of lawn space to make yours all Summer long! Settled minutes from Whipple Hill Nature Preserve with walking trails, golf courses, Medford Boat Club, schools, Rt 2A and more.
Absolutely charming! Don't miss this elegant condo on a dead-end street just outside of the town center. The heart of the home is a stunning eat-in kitchen with marble counters, stainless steel appliances, breakfast bar and stylish banquet dining area. The spacious living room featuring a fireplace with marble surround, expansive picture window, window seat, and a wall of built-in bookshelves is the perfect place to entertain or relax. Retreat to one of two well-appointed bedrooms, each with beautiful built-ins, large closets, and sumptuous wool carpets. A sunny office/bonus room is located off of the second bedroom. The full bath features marble tile, a tub/shower and ample storage space. Don't miss the private and serene screened-in porch, which provides the perfect spot to unwind. Common features include a landscaped yard, deck, driveway with doorless garage, and basement.
Welcome to this charming 3-4 bedroom, 1.5 bath property perfectly situated in a desirable location close to town and Horn Pond. This cozy home features an oversized living room with a wood burning fireplace, an inviting formal dining room and a bright and cheery kitchen. A rear addition with bath offers versatile space for a 4th bedroom or family room w/vaulted ceilings, and peaceful views with the walls of windows. The 2nd floor offers 3 bedrooms plus a home office space. Hardwood floors and generous ceiling height throughout. Enjoy relaxing on the picturesque front porch or on the private patio w/ great rear yard, perfect for family gatherings! Don't miss the opportunity to make this special house your home! Located on desirable Woodside Rd. w/ close proximity to the soon to be NEW Lynch Elementary school, downtown Winchester, Whole foods, restaurants, shops, Winter pond for skating & fishing and so much more! 1 car attached garage with storage and plenty of parking. Call today!
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:
Thursday, 5/2 5:00-7:00PM
Stunning cedar shingle and stone Craftsman home nestled in the sought-after East Hill neighborhood. As you step inside, you are greeted by an elegant foyer leading to a chef's kitchen with center island, pantry, granite counters, SS appliances and a sun-filled dining area.The kitchen seamlessly flows to a stone deck, perfect for grilling and alfresco dining. Large family room wrapped with windows featuring a stone fireplace, while the dining room with wainscoting and butler's pantry provides a touch of sophistication. The living room offers a fireplace and a wet bar leading to a study with French doors opening to a stone patio in your private back yard. The second floor offers 5 nicely appointed bedrooms with built-out closets, the private primary suite has walk-in closets and a large bath. Finished lower level provides additional flexible living space with a full bath and storage. Views from every room and the most amazing sunsets on the front porch. Private yard and 3 bay garage.
: This NEW RENOVATION HOME sits on an extremely level 9500 sq ft lot affording its new owner a myriad of options in both indoor and outdoor future living options. Moving in condition. Located on a small dead end provides that community feel and a limited amount of traffic. Tall mature plantings provide privacy for outdoor activities and entertaining. Inside you will find well maintained hardwood on both levels, a spotless kitchen with gas stove, a generous living room, and a dining room. Open kitchen offers wood burning fireplace and full bath with its own heating zone. Second floor is where you will find three bedrooms and a full bath. Easy access to major transportation routes and walking distance to downtown with its diverse options for shopping, dining, as well as one of Winchester's two commuter rails..
Bring your vision & transform this diamond in the rough into the jewel of Mystic Lake! Nestled on a quiet street outlining the lake shores, this spacious 4-bedroom, 3.5-bathroom home offers breathtaking views & endless potential. The 1st floor includes a large, light-filled kitchen primed for a modern makeover with an abundance of windows & french doors opening to a deck. A front-to-back living room w/ fireplace, large dining room w/ two china cabinets, mudroom, half bath, & office/playroom w/ sliders to a deck complete this floor. The 2nd floor features two wings. On one side you will find a primary bedroom w/ fireplace, full bath, & walk-in cedar closet. Two additional bedrooms & another full bath are also on this level. On the other wing above the attached garage you will find another suite w/ vaulted ceiling, full bath & large picture window framing views of the lake beyond. Partially finished basement w/ a 3rd fireplace. This home is your canvas to create a spectacular retreat.
Welcome to your next home! Classic 1930s Colonial nestled just steps away from the serene Middlesex Fells Reservation. Convenient access to 93 & 95, minutes from downtown Boston & within close proximity to town center, commuter rail & schools. Plenty of upside and possibilities here. Live in as-is or create your own vision for this lovely 3 bed, 1 bath home. Upon entry, a lovely foyer invites you inside, setting the tone for the warmth and character that permeate throughout. The first level offers a sun-filled living room with fireplace that flows into the dining room which boasts a built in China cabinet, and eat in kitchen with direct access to the private backyard. Three bedrooms with generously size closets, a full bath and linen closet are upstairs. The basement offers additional space for recreation, a workshop, or storage, catering to your evolving needs and lifestyle. Don't miss this chance to make your mark on this Winchester residence.
Top East side neighborhood! Don't miss this renovated & expanded 3BR home offering a great layout, flooded w/natural light. Spacious Living room w/wood burning fireplace, adjacent sun room, office/play room plus a stunning eat in kitchen w/ ample storage, prep space, large island & dining area w/ vaulted ceilings & picture window overlooking the well manicured yard. The main floor also includes a formal dining room & half bath w/ direct access to patio/yard. Upstairs the 2nd floor has 3 nicely sized bedrooms & full hall bath. The finished lower makes for great recreation space w/ large open room w/ built in desk, half bath, gym area, an adorable kids play room w/hand crafted club house door, laundry & plenty of storage! This home is equipped with a new AC system, 1 car garage w/EV hookup. Located on a great street in top location close to Winchester center! Hardwood floors & nice ceiling height throughout. A perfectly sized yard & patio complete this ideal home. *Offers Due 4/30 3pm*
This stunning 3-bedroom/2.5-bath home blends indoor comfort and outdoor charm. The main floor is an open concept design with cathedral ceilings and a striking floor-to-ceiling fireplace. Large windows offer abundant light and impressive views of nature's beauty. The kitchen has stainless-steel appliances and a large island with extra storage and seating, the ideal spot for gatherings. Sunset views from the dining room make dinners delightful. A multi-level layout separates the bedrooms from the living areas. There are three spacious bedrooms including a primary bedroom and bath with a jacuzzi tub, plus ample closet space for easy organization. The flexible family room can also be a potential fourth bedroom or a space for your in-laws/extended family. The yard, complete with deck, is perfect for BBQs and outdoor fun. Set across from the Fells, endless outdoor activities await. Close to downtown Winchester with an easy commute to Boston, this home is a standout. No open houses, appt only
Luxury living at its best at Unit 6 at 83 Church Street condominium complex. On the first floor there is a full-sized kitchen, dining area, living room with cathedral ceiling and large palladian window, second bedroom with full bath and large closet (now being used as a den). One of the highlights of this unit is an exterior door which allows entrance directly into the unit. Also, it allows for easy access to outdoor seating The custom moldings and architectural details add a special touch throughout along with hardwood floors. It includes a deeded garage and an additional parking place. Winchester offers a strong school system, two commuter rail stations, a vibrant downtown shopping area with restaurants, and the Middlesex Fells, a hiker's delight.
Open House:
Friday, 5/3 4:00-6:00PM
Welcome to the Willows at Winchester! This desirable townhome community includes additional storage, a clubhouse with gym, community space, a stunning inground pool, elevators and walkable sidewalks surrounding lush professional landscaping. Unit 41 has a freshly painted main floor with a desirable floor plan with an open concept main floor that includes a living room with a gas burning fireplace, dining room, kitchen, 1/2 bathroom, a walk in pantry, and a large walk out composite material balcony with a nice view. The second floor includes 2 large bedrooms that both have their own full bathroom and the primary bedroom even includes a large walk in closet and a walk out composite material balcony. Nicely located close to downtown Winchester shops and restaurants, schools, the Fells and highway access. Per the HOA there are no restrictions on renting other than short term
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!
Welcome to this exquisite townhouse nestled in Pepper Hill Estates.This home boasts a complete renovation featuring an open floor plan with stunning hardwood floor. Bathed in natural light, it feel spacious and airy. Updated kitchen showcases SS appliances, a stylish backsplash and spacious drawers.Dining room seamlessly flows into the expansive living room. A bathroom with shower on the first floor adds practicality to the layout. Lower level currently is utilized as a bedroom.The second floor hosts a generously sized main bedroom with walk-in closet and a beautiful bathroom with double vanity. Additionally, there is another bedroom, office, a full bathroom and laundry.One car garage is equipped with new garage door.Recent upgrades within the past two years including kitchen, flooring, painting and all three bathrooms with high-quality materials and well maintained.Insulation has been added to the attic and walls in the bedrooms. Great location with easy access to town.
Imagine living at the foot of the Fells, surrounded by a natural setting while being close to the Muraco School, trains, and the town center. This gorgeous Colonial sits high on a hill, surrounded by custom rock walls, a stone patio, and mature landscaping. With 5 bedrooms, including a first-floor guest suite, there's room for everyone and options for live-in nannies, in-laws, or aging in place. A stunning open kitchen awaits, featuring leathered granite and stainless-steel appliances. Large-scale rooms, including a front-to-back dining room, enormous family room, and lovely living room are offset with a sweet outdoor porch where you can have dinner and catch the incredible sunsets over Winchester Valley. The second floor features a large private primary suite, a huge walk-in closet, and a vaulted ceiling. 3 other bedrooms have big closets plus there is a storage and laundry room. There is also a 3rd floor study, an oversized 2-car garage, and a basement that can easily be finished!
Welcome to this adorable 4 bed, 2.5 bath home with a fenced in yard! ~10K seller credit!! This property features a large family room with a beautiful fireplace, an attached sunroom or perfect home office, spacious dining room & updated kitchen w/ gleaming hardwood floors and high ceilings throughout the home. For guests, or a 1st floor primary option there is a first floor bedroom w/ adjacent full bath.The second floor has 3 generously sized bedrooms w/ vaulted ceilings & full hall bath.The lower level is the perfect spot to watch a movie. Garage access, mud room, half bath, laundry and storage complete this home. Conveniently located close to highways,Winchester Hospital, Winch.Center, Muraco school & Leonard field. Enjoy coffee & muffins at your new home, w/ Winchesters beloved Gingerbread factory right across the street! With this homes great price, prime location & potential to make it your own, you won't want to miss this opportunity. 1 garage & 2 driveways for extra parking!
A Brand New Townhouse with a modern stylish feel has just been completed and is ready for a new owner to make it their Home! Located just minutes away from all the amenities in Winchester Center you could not ask for a more convenient location. You will be wowed as you cross the farmer's porch into the well designed open 1st floor that features a custom FP in the living room, built-in bench seating in the dining room and a dream kitchen with ample cabinetry and an island with a waterfall edge. You will also find a half bath off the mudroom and a slider to the private fenced in rear yard. The 2nd floor features the main suite with custom bath and walk-in closet, 2 additional bedrooms and another full bath. The finished LL has the 4th bedroom, a full bath and sitting room. Exterior access is also provided. This must be seen to be appreciated!
This is one of the most notable and distinguished homes on Everett Avenue, with preeminent siting and curb appeal. 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 throughout, 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, and includes a walk-in pantry with 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, magnificent old oak trees, beautiful birches and an ample driveway are some of the distinguishing exterior features.
Amazing views of Mystic Lake! Two blocks to Wedgemere Station, Shannon Beach, and restaurants downtown. Through the front door of this 5 bedroom home you'll be impressed with beautiful in-laid hardwood floors that flow through the dining room and formal fireplaced livingroom. Top of the line appliances include a subzero refrigerator, gas Wolf oven with grill and a wine island with it's own dishwasher, sink, two sub-zero refrigerators, and plenty of room for seating. French doors off the kitchen lead to the beautiful wrap around deck with a partially covered area for shade, perfect for entertaining family and friends. Plenty of considerably large windows throughout the home allow for bright light in every room. The lower level consists of a den with access to the patio, a wine cellar, and interior access to the 3 car garage. Private well for irrigation and peaceful sitting areas with perennial blooms all season. Sold as-is
Welcome home! Nestled on a huge, fenced-in lot in a sought-after neighborhood, this picturesque 4 bed, 2 bath home has it all. A spacious eat-in-kitchen with granite peninsula opens to a sun-filled family room boasting French sliders out to an elegant bluestone patio. The first floor also features a front-to-back, fireplaced living room, a bright home office, and a mudroom/playroom. Head upstairs to a stunning primary suite with soaring ceilings, a large, updated bath with glass shower and oversized tub, generous closets, laundry hookup, and French doors opening to a charming balcony. The second floor also features three additional bedrooms, an updated family bath, and additional closets. The partially finished basement includes an exercise room and a spacious storage area with additional laundry hookups. The backyard oasis with seasonal water views is perfect for outdoor enthusiasts. This home seamlessly blends comfort and style. Don't miss this gem!
NEW CONSTRUCTION!! Must see this gorgeous 6 bedroom home w/ thoughtful design & high end finishes! This home is spacious & inviting, offering a grand open flr plan ideal for entertaining & modern day family living. The kitchen features an oversized island w/ seating/ quartz countertops, high-end appliances, & breakfast nook/dining area. Off the kitchen is a spacious family room w/gas fireplace & direct exterior access w/ sliders leading to large deck or patio & nice rear and side yard. The first floor also offers a formal dining room and guest bedroom w/ bath plus a home office & 1/2 ba. The second level primary suite is luxurious, offering a sitting area, sleeping area, huge walk-in closet, lavish bath w/double vanities, oversized shower & soaking tub! Three additional beds incl. junior suite w/ bath, full hall bath & laundry room finish this level. Finished lower level media/ rec room w/ full bath. 2 car garage direct entry to great mudroom! Quick & easy access only 6 miles to Boston