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 s
New! A carefully crafted Colonial that has an original birthdate in 1938 is transformed with new construction with all the 2024 amenities you are looking for. A location at the end of a cul de sac is a private hilltop retreat around the corner from the soon to be new Lynch Elementary School under construction, ready in Fall 2025. A short hop to Horn Pond recreation areas, seasonal views of Winter Pond. Included in the 11 rooms are 5 bedrooms, 6 baths, 4 full & 2 half, with 2 ensuite, a bonus 3rd floor open space with bedroom and bath, lower level game room with half bath. A breezeway connects the heated 2 car garage to the kitchen and provides a large mudroom entry. The bright, open
Your dream home in the perfect location awaits! This brand-new construction residence has an unparalleled blend of luxury, convenience & comfort. Be a part of the Ginn/Rangeley/Central community, 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. This flows easily to the spectacular family room with high vaulted ceilings, loads of natural light, a fireplace & access to a spacious deck. A formal dining room, living room, mudroom & powder room complete this floor. Upstairs, the large primary suite is an oasis with an elegant large bath, a big
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
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 m
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 i
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 walki
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 s
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 spe
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 u
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 app
: 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
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 roo
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 po
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 w
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 b
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,
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 i
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 ov
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, Wi
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 ano
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 laundr
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
Welcome home! Nestled on a huge, fenced-in lot in a sought-after neighborhood, this picturesque 4 bed, 2 ½ 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 c
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 sittin
Welcome to this exquisite WATERFRONT PENTHOUSE nestled in the heart of Winchester. Upon entering, you'll be captivated by the seamless flow of the open concept kitchen, living, and dining area, complemented by not 1 but 2 private balconies that offer breathtaking water views. The primary suite is a true haven, featuring an expansive walk-in closet (large enough for exercise equipment), vast storage, a 3RD private balcony, and a luxurious spa-like bath. The kitchen is a culinary delight, boasting a large center island, marble tops, and high-end appliances. With its stunning style and finishes, this condo is sure to impress even the most discerning buyer. Practicality meets luxury with abunda
This fabulous house is in a beautiful and unique location, perched on a small hill with a secluded half-acre lot in a very quiet cul-de-sac area near the Winchester/Lexington line, far away from any road traffic and offering excellent privacy. There are 4 floors of living space containing 5 bedrooms and 3.5 bathrooms with two separate laundry areas. The grounds offer stunning front and back yards with a large deck and a gazebo. The property is adjacent to a lovely forest with a pond (Whipple Hill/Smith Pond). A short walk away from Wright-Locke farm and a short drive to shops, malls, and major routes with an easy commute to main business areas. Plenty of leisure facilities nearby including
NEW CONSTRUCTION!! Must see this gorgeous 7 bed 5.5 bath home w/ thoughtful design & high end finishes! This luxury home is spacious and inviting, offering a grand open floor plan ideal for entertaining and modern day family living. The kitchen features an oversized island with seating/ quartz countertops, high-end professional appliances, breakfast nook/morning dining area. Direct access off the kitchen w/ sliders leading out to the large & private rear yard. Off the kitchen is a spacious family room with gas fireplace. The first floor also has a formal dining room & 7th bed OR home office with 3/4 bath. The second level master suite is spacious & offers an oversize
NEARING COMPLETION! This spacious 6 bed, 6.5 bath home by a top local builder has it all! With over 6,300sf of living space you won't want to miss this stunning home. The first flr offers a gourmet kitchen w/ oversized island w/ seating/ quartz countertops, high-end appliances, & breakfast nook/dining area. Off the kitchen is a spacious family rm w/ gas fireplace & direct exterior access w/ sliders leading to a large patio & great yard. The first floor also offers a guest bedrm or home office w/ full bath, mudroom and powder rm. The second level primary suite includes huge walk-in closet, lavish bath w/ double vanities, oversized shower & soaking tub! Three additiona
School data is provided by GreatSchools, a nonprofit organization. Redfin recommends buyers and renters use GreatSchools information and ratings as a first step, and conduct their own investigation to determine their desired schools or school districts, including by contacting and visiting the schools themselves.Redfin does not endorse or guarantee this information. School service boundaries are intended to be used as a reference only; they may change and are not guaranteed to be accurate. To verify school enrollment eligibility, contact the school district directly.
Homes for sale in Winchester have a median listing price of $1.6M. Some of these homes are Hot Homes, meaning they're likely to sell quickly.
What are some of the most popular neighborhoods in Winchester?
Popular neighborhoods include West Side, Arlington Heights, West Medford, Symmes Corner, Wedgemere, Montvale, Woburn Highlands, Winchester Highlands, Downtown Woburn, and The Flats.
Transportation in Winchester, Massachusetts is diverse, offering both driving and public transportation options. Traffic levels for car travel can be high during peak hours, requiring additional commute time. The town is served by the MBTA Commuter Rail, providing convenient access to Boston and other surrounding areas. Additionally, Winchester is in close proximity to several major highways, including I-93 and I-95, facilitating easy travel to neighboring regions.
What types of properties are available in Winchester?
Winchester, Massachusetts offers a variety of single-family home types, including ranch-style homes, colonial-style homes, and contemporary-style homes. These homes can be found throughout the town, with ranch-style homes typically built in the 1950s and 1960s, colonial-style homes built in the 1800s and early 1900s, and contemporary-style homes built in recent years. To explore different property types for sale in Winchester, Massachusetts, use the 'Home type' filter located above the active listings. Customize your search by selecting options like single-family homes, condos, townhomes, and more.
What is life like in Winchester?
Winchester, Massachusetts offers a charming and quaint atmosphere with a mix of historic and modern architecture. The town is surrounded by lush greenery and picturesque landscapes, providing a serene environment for residents. The weather in Winchester varies throughout the year, with warm summers and cold winters, allowing for a range of outdoor activities. The town boasts a thriving job market, with opportunities in various industries including finance, technology, and healthcare. Residents can enjoy a vibrant community with a wide array of recreational options, such as exploring local parks, engaging in cultural events, and participating in recreational sports.
What are the schools and amenities like in Winchester?
Winchester, Massachusetts, offers a variety of public amenities to cater to the needs and interests of its residents. The town is home to several restaurants, providing a range of culinary experiences. Outdoor enthusiasts can enjoy the numerous parks scattered throughout the town. For daily necessities, there are multiple grocery stores available. Additionally, Winchester boasts other amenities such as libraries, fitness centers, and community centers, ensuring a high quality of life for its residents.
In the past month, 22 homes have been sold in Winchester. In addition to houses in Winchester, there were also 4 condos, 13 townhouses, and 1 multi-family unit for sale in Winchester last month. Winchester is a minimally walkable city in Middlesex County with a Walk Score of 40. Winchester is home to approximately 21,231 people. Find your dream home in Winchester using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winchester. Our Winchester real estate stats and trends will give you more information about home buying and selling trends in Winchester. If you're looking to sell your home in the Winchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winchester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.