Welcome to 7 Trinity Road, a warm & inviting split level home tucked away on a quiet side street in sought after Winchester. From the moment you step inside, the home feels welcoming & comfortable, offering 3 bed & 2.5 baths with a layout that easily supports both everyday living & entertaining. Your foyer provides a convenient place to arrive home, with direct access to the attached garage. The main level features a bright living room with a wood burning fireplace, perfect for cozy evenings as the holidays approach, along with a dining area & a kitchen that opens to an enclosed sunroom overlooking the backyard, an ideal space to relax or gather with friends. Fresh paint throughout enhances the light & inviting feel. The lower level offers a comfortable family room with a second wood burning fireplace, a private office, laundry area, & a 3/4 bath. Set on a generous 0.38 acre lot, the backyard offers wonderful potential to create a true outdoor retreat - get in before the new year!
Completely renovated home featuring a brand new kitchen, hvac, plumbing, electrical, flooring and exterior decks. First floor offers kitchen with island, mudroom, laundy/pantry, dining room, and fire-placed living room. Second floor offers 3 bedrooms and 2 baths including a primary en suite. The generous lot size of over 21,000 sq ft affords the new owners an abundance of options for expansion into the future. This over-sized lot could comfortably accommodate a multi car garage with an additional 2 bed/2bath apartment or a host of other opportunities for development down the road. There are plans which could be shared for the garage and apartment development. **PHOTOS COMING FRIDAY 12/19!**
Exceptional Victorian era gem, steps from Town Center, schools, commuter rail, and the Fells! This spacious period home seamlessly blends modern elegance with timeless charm. It’s special features include: an inviting farmer’s porch, generous living and dining rooms well-suited for entertaining, first floor family room, covered porch for al fresco dining, primary suite with ensuite bath, home office, sun room, central AC (8 mini-splits), Lochinvar heating sys (2025), hardwood floors, 3 fireplaces, and more. The stunning kitchen combines function, design, and quality showcasing custom cabinets, granite countertops, stainless appliances, and tasteful lighting. Bring your design ideas for the third floor and personalize the space for your needs. The lower level, with an outside entrance and a half bath, is well suited for an in-law suite, or au pair accommodations. The lovely backyard with its Zen Garden includes many thoughtfully organized plantings and flowering trees. Welcome home!
Welcome to this beautifully maintained Colonial in a highly desirable family neighborhood directly across from a scenic conservation area. The main level offers a bright, seamless flow with a living room, dining room, updated kitchen, full bath, family room, and a sunroom opening to the backyard. Upstairs features three comfortable bedrooms and a full bath, while the third-floor bonus room offers excellent flexibility for a fourth bedroom, office, or studio. The finished lower level adds even more living space with a laundry room, storage room, and a versatile area ideal for a playroom, media room, or home gym. Outside, enjoy a private, fully fenced yard with an inground pool, perfect for entertaining. A rare combination of space, comfort, and lifestyle.
NEWER CONSTRUCTION! This 2020 home showcases 5 beds, 4 baths-4300sf of style & luxury situated on the corner of Loring Ave. The home features high ceilings, hardwood floors & a stunning sunny open floor plan w/ eat in kitchen, center island, custom cabinetry, stainless appliances & walk-in pantry. Formal dining room & dramatic oversized family room will impress, featuring vaulted ceilings, gas fireplace and plenty of windows.The first floor also includes a bedroom suite w/ full bath! Upstairs you'll find 3 spacious bedrooms, including the primary suite w/ walk-in closet & beautiful en-suite bath w/ large shower, tub & double vanity sinks. Additional BR5 & bath on the 3rd fl. The finished lower level offers a family room w/ bar & large media/playroom. A fenced in yard, deck/ patio & direct entry two-car garage complete this home. Enjoy all the area has to offer including McDonald field playground, restaurants, shops, schools, train to Boston, Bike-paths & more! Only 7 miles from Boston!
Beautifully maintained and freshly painted 1-bedroom condo at Parkview Condominiums in Winchester. This bright unit features an open layout with peaceful views overlooking the pond. The low HOA fee includes heat, hot water, electricity, and air conditioning—an exceptional value. Highlights include a spacious living area, updated kitchen with new stainless steel appliances, a large bedroom with excellent closet space, and on-site laundry. Enjoy community amenities such as an in-ground pool, clubhouse, landscaped grounds, and on-site security. Conveniently located near shopping, schools, restaurants, and major highways.
Beautiful 2BR/2BA waterfront condo at Wedgewood Place located at 666 Main Street. This open-concept corner unit features a bright living/dining area with private balcony, granite counter-tops in the kitchen, and hardwood floors. The primary bedroom is bright with lots of windows and offers a walk-in closet and en-suite bath. Additional highlights include in-unit laundry, assigned parking, elevator and access to an in-ground pool. Enjoy the landscaped waterfront grounds or take a short walk to Winchester Center, coffee shops, restaurants, and the commuter rail. Move-in ready and perfectly located! Sold in As-Is condition.
Beautiful newer-construction home in a wonderful Muraco school location! This meticulous 4-bed, 3.5-bath property offers modern living with an inviting open-concept layout & high ceilings spanning across 4 finished levels with attached garage! The stunning chef’s kitchen features high-end appliances, large island & abundant storage, flowing seamlessly into the dining area & living room with a gas fireplace, perfect for everyday living and entertaining. A slider leads out to the expansive fenced yard w/ patio for outdoor enjoyment. The second level offers 3 spacious BR’s& 2 BA including the primary suite w/ spa-like bath & great closet space. The finished 3rd floor.provides a fantastic bonus/media room, home office, fitness space, or guest suite w/ a full bath!.. the finished LL adds more family space! Central air & thoughtful finishes throughout make this home truly turn-key.Enjoy easy access to schools, town center & commuter rail all nearby!—don’t miss this exceptional opportunity
Beautiful newer-construction home in a wonderful Muraco school location! This meticulous 4-bed, 3.5-bath property offers modern living with an inviting open-concept layout & high ceilings spanning across 4 finished levels with attached garage! The stunning chef’s kitchen features high-end appliances, large island & abundant storage, flowing seamlessly into the dining area & living room with a gas fireplace, perfect for everyday living and entertaining. A slider leads out to the expansive fenced yard w/ patio for outdoor enjoyment. The second level offers 3 spacious BR’s& 2 BA including the primary suite w/ spa-like bath & great closet space. The finished 3rd floor.provides a fantastic bonus/media room, home office, fitness space, or guest suite w/ a full bath!.. the finished LL adds more family space! Central air & thoughtful finishes throughout make this home truly turn-key.Enjoy easy access to schools, town center & commuter rail all nearby!—don’t miss this exceptional opportunity
This is a great opportunity for a moderate-income eligible family to purchase a home in this beautiful town of Winchester. The duplex has 3 levels of finished living space. Third level is newly finished with a main bedroom suite. Amazing stained-glass windows on the first level, also includes fireplaces in 4 rooms. Loaded with character and charm. See attached application with details regarding deed restrictions.
This stately Victorian offers an exceptional blend of preserved character and modern functionality across its generous, well-appointed layout. Sunlit rooms highlight hardwood floors, detailed millwork, bay windows, and a graceful fireplace, creating a warm and elegant flow throughout the main level. The expansive kitchen features stone counters, a central island, French doors, and direct access to the porch and patio for effortless indoor-outdoor living. Upper levels provide inviting bedrooms, including a spacious primary suite with its own bath, walk-in closet and balcony. A versatile third-floor retreat/ legal apartment with treetop views—complete with additional kitchen, living area, full bath, and its own exterior deck—enhances the home’s flexibility. Set on a beautifully landscaped lot with mature trees, stone accents, and abundant outdoor space, this remarkable property offers a standout combination of scale, charm, and convenience near local amenities.
Sunny studio unit overlooking the pond and courtyard at Parkview Condos in Winchester. Unit features include large private balcony with large sliding door that lets in lots of natural sun light. New LVP flooring in the living room/bedroom area and hallway. Freshly painted all throughout. Kitchen has granite countertops and a new refrigerator and electric range. The condominium amenities include an in-ground swimming pool, barbecue area, large parking area with additional overnight guest parking, on-site laundry, on-site management, and private storage units. Ideally located near downtown Winchester, the commuter rail, and major highways.
Welcome to a stunning new-construction home in Winchester’s coveted Lincoln Elementary district, where thoughtful design and refined style come together effortlessly. Every detail has been curated to create a warm, inviting vibe, from the gorgeous family room with custom walnut built-ins and artful lighting to the seamless flow of the open yet intentionally defined floor plan. The impressive kitchen and dining area form the heart of the home—perfectly suited for lively entertaining, relaxed gatherings, and everyday living. Upstairs, the primary suite offers a luxurious retreat, while the spacious third-floor teen suite provides comfort, privacy, and versatility. The finished lower level—with its full bath—adds tremendous bonus space for play, guests, or hobbies. Blending modern craftsmanship with timeless appeal, this home delivers exceptional living just a stone’s throw from the Middlesex Fells Reservation, where nature’s beauty is right at your doorstep.
From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Café appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight, ceiling fan, two walk-in closets, balcony, jacuzzi bath, and steam shower. Two more bedrooms and a sitting area complete this level. The third floor provides space for additional bedrooms or an office. The finished lower level includes a family room, wine cellar, sauna, gym, and full bath. Enjoy a tree-lined backyard with deck and hot tub, perfect for entertaining. The home office opens to the yard and attached two-car garage with Level 2 EV charger. Central A/C and a Tesla solar roof with 27 KW battery storage complete this stunning home.
Welcome to 89 Wildwood — Winchester’s best new value, where modern design meets classic New England charm! This new construction home offers a flexible layout with spaces for hosting, relaxing & everyday living. The chef’s kitchen impresses with an oversized island, stylish finishes, ample cabinetry & opens to a designated dining area. Fireplaced family room, bedroom/office with ensuite & half bath complete the first level. Upstairs, find five bedrooms, three full bathrooms & a laundry room outfitted with custom cabinetry & sink. The front to back primary suite has double walk in closets & an ensuite with dual vanities. Finished lower level features an additional guest suite & playroom, hangout space or gym. Conveniently located close to town, 89 Wildwood offers the best of Winchester living. Showings begin at first Open House Saturday 11/15 12:30-2!
This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to entertain. Enjoy morning coffee or evening relaxation on the unheated 3-season porch overlooking the yard, with seasonal views of the Boston skyline. The lower level features high ceilings with a heating and cooling unit already installed, offering great potential for 200+ sqft of future finished space. Additional highlights include a one-car garage under and a convenient layout with timeless appeal. Nestled beside conservation land, this home provides a peaceful, natural setting where you can enjoy watching birds and local wildlife right from the yard. Make this one yours for 2026!
Beautiful 2BR/2BA waterfront condo at Wedgewood Place located at 666 Main Street. This open-concept corner unit features a bright living/dining area with private balcony, granite counter-tops in the kitchen, and hardwood floors. The primary bedroom is bright with lots of windows and offers a walk-in closet and en-suite bath. Additional highlights include in-unit laundry hook-ups, garage parking, elevator and access to an in-ground pool. Enjoy the landscaped waterfront grounds or take a short walk to Winchester Center, coffee shops, restaurants, and the commuter rail. Move-in ready and perfectly located! Sold in As-Is condition. Currently leased "Tenant At Will" paying $3200/month. Possible to deliver vacant.
Welcome to this beautifully updated home! The interior boasts fresh interior paint, all new lighting with refinished hardwood flooring. The living room features a cozy fireplace, perfect for relaxing evenings. The kitchen is a chef's dream with all new stainless steel appliances, new cabinets, and new counter tops with an accent backsplash adding a touch of elegance. The primary bathroom is designed for convenience with double sinks and new shower. The exterior of the home is just as impressive with fresh exterior paint and a deck for outdoor enjoyment. This home is a must-see!. Included 100-Day Home Warranty with buyer activation.
Beautiful terrace-level 1-bedroom condo in Winchester! This garden-level unit offers tranquil pond views and direct patio access just outside the pond. The condo features a bright, open layout with large windows bringing in natural light. HOA fee includes heat, hot water, electricity, and air conditioning—making it easy and affordable to maintain. Enjoy a peaceful setting with access to the community pool and well-kept grounds, all within a short distance of Winchester Center, shops, and public transportation.
27,000 SF lot!!! Set far back from the street~ Don't miss this opportunity! Whether looking to lightly update/ expand or completely renovate; this well maintained 3 bedroom split entry home with a stunning oversized private yard offers tremendous potential! The first floor is spacious with large sunny rooms incl. a generously sized living room with picture window & wood burning fireplace, a dining area w/access to deck, three spacious bedrooms w 2 full baths including the primary. The lower level offers a spacious family room w fireplace plus office or potential 4th bedroom w/ full walk out/ slider to yard plus mud room, 1/2 bath & direct access to heated 2 car garage & laundry. An expansive deck and patio overlook the sunny private yard. Don't miss this great opportunity to customize and create your dream home in Winchester! Enjoy our great community offering top rated schools, 2 train stations, restaurants shops, & more with easy access to Boston, Arlington/ Cambridge!!
Spacious newly gut renovated colonial set back on a cul-de-sac! Unbeatable location in quiet neighborhood less than a mile from all Winchester's amazing public schools and Wedge Pond. Hardwood floors throughout with gorgeous kitchen featuring huge island, large living and dining rooms. A vaulted family room with authentic barn board detailing sits adjacent to the kitchen, opening to a large private deck for seamless indoor-outdoor living. Offering 6 beds, 3 full baths, and 2 half baths, the primary suite boasts a soaring vaulted ceiling and a walk-in closet nearly the same size, while spa-like modern baths complement generously sized bedrooms. The lower-level recreation room, complete with sliders to a large patio, provides additional space for entertaining or relaxing. Two car garage complements this ideal location, with short drives to Whole Foods, H-Mart, Burlington Mall, nature at Middlesex Fells and Mystic Lakes state parks, and easy access to Boston and surrounding areas.
Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom built-ins. The large country kitchen offers commercial grade appliances, w access to glorious deck, mudroom, pantry & oversized 2 car garage. The 2nd floor offers a stunning master w sitting area, marble bath & walk in closet. 3 add'l BR's, all generously sized. The expansive lower level features an inviting screened "Florida room" family space that opens to a bluestone patio with fire pit, overlooking expansive meticulously maintained lawn & an outdoor shower! Additionally in the LL, there is a movie theatre, full kitchen, gym, bedroom, game room w fplc, perfect for ADU/ extended family or for everyday living and entertaining. Must see this fabulous home~ The ultimate home for hosting!
Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show. See attachment for qualification calculations.
Discover this brand-new custom-built home featuring 6 bedrooms and 7 full baths, located in a highly desirable neighborhood just steps from VO Elementary School. The expansive 1st floor welcomes you with soaring ceilings and an elegant layout, including a sophisticated living room, family room, and private home office. The chef’s kitchen is a true centerpiece, boasting premium Thermador appliances, custom cabinetry, and a large island that flows seamlessly to an oversized deck—perfect for entertaining or relaxing. Upstairs, the 2nd floor offers spacious ensuite bedrooms, the luxurious primary suite with a walk-in closet and direct access to a private deck. Additional highlights include a butler’s pantry, mudroom, central air, and a tankless water heater for comfort and efficiency. The finished walkout lower level provides versatile space for a gym, entertainment area, and additional suite. Don’t miss the opportunity to own a residence designed with both comfort and style in mind.
Winchester is located in Massachusetts. Winchester, Massachusetts 01890has a population of 22,875. Winchester 01890 is more family-centric than the surrounding county with 48.34% of the households containing married families with children. The county average for households married with children is 35.9%.
The median household income in Winchester, Massachusetts 01890 is $184,844. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Winchester 01890 is 42.4 years.
The average high temperature in July is 82.3 degrees, with an average low temperature in January of 19 degrees. The average rainfall is approximately 46.9 inches per year, with 52.7 inches of snow per year.
