luxury houses for sale Winchester, United States

Discover the perfect blend of classic charm and modern possibilities with this beautifully maintained 1959 multi-level home. Offering more than a dozen rooms, this spacious residence provides ample opportunity to customize and expand to suit your lifestyle. Nestled on a generous lot that borders town property, this home enjoys a prime location near the award-winning Stratton School and the Turkey Hill (67) Bus Route to Alewife, providing convenient access to everything you need. Step outside to your private backyard, complete with a large patio ideal for entertaining, and a lawn that invites you to play, relax, and enjoy the outdoors. There's plenty of room for barbecues, games, and gatherings. Inside, you'll find four levels of versatile living space, designed to accommodate everyone. The flexible floor plan allows you to create your dream home, with endless possibilities for renovations and updates. This home has been meticulously cared for over the years, don't miss out.

Calling all Bungalow lovers! Widely known as a premier time period where gracious woodwork & true craftsmanship were valued, this well preserved 1930s gem sits on an expansive 10,000+ sq. foot lot! Enter through the covered porch & a spacious living room framed by a wood burning fireplace will greet you along w/windows abound & views of the outdoor green space. Proceed to the dining area & find the updated, eat-in kitchen featuring bright maple cabinets & loads of sunlight. Next, soak in the yard as you encounter a green thumb gardener’s dream - a glass walled, heated sun porch. Upstairs, the makings of a relaxing primary suite w/spacious skylit bath await. A finished room in the lower level makes for a great retreat while the unfinished utility area includes laundry, a workshop, a handy extra bath, plus garage/yard access. Convenient location to the Peirce School, bike-path & Mt. Gilboa nature trails along w/the nearby amenities of the Heights including the bus to Cambridge & Boston!

This delightful Dutch Colonial embodies the essence of timeless charm, boasting abundant character complemented by thoughtful modern upgrades. Nestled in the heart of West Medford moments from the Mystic Lakes, commuter train, MBTA bus routes 80 & 94, and convenient access to Boston and Cambridge, it offers both convenience and comfort. Sunlight streams through the windows, making it a haven for houseplants throughout the day. The main floor features a welcoming living room with a wood-burning fireplace, an spacious dining room, a renovated kitchen, and a convenient half bathroom. Upstairs, three spacious bedrooms await, accompanied by a generously sized bathroom adorned with original wood paneling. The lower level presents versatile spaces for relaxation, fitness, or remote work, complete with another full bathroom. An oversized garage adds further potential, ideal for a creative studio or hobby space. This residence is truly a treasure waiting to be discovered!

Your eyes are not deceiving you! This gorgeous home has been completely updated and remodeled! Straight out of a decorators magazine, this home delights with the open concept custom kitchen and family room. The custom cabinetry and center island are just the beginning! Entertaining is a must here. Stunning granite and hardwood floors throughout! Three beautiful sun drenched bedrooms all w/hardwood floors are tastefully done. Not to be missed are the two spectacular, fully remodeled, full baths with porcelain tile, granite and the finest of furnishings. The fully finished lower level has so many options for use and leads to an enormous two car garage with plenty of storage! The outdoor patio lends itself to outdoor dining and parties! All this and direct access to Horn Pond conservation and equal distance to Woburn Country Club. Dream come true in this West side neighborhood only minutes to Winchester, Burlington and Lexington! Open house Sunday Oct 1st Sub to seller find suit housing

A lovely and improved Cape, 18 Kenilworth Road offers a magical perspective on the world around it. Set on a hillside in the midst of the Bracket School District, it embraces its surroundings and offers a lovely space to build a life. Upon entering, you are immediately drawn to the heart of the house - its pretty kitchen and adjoining dining/family room with a wood-burning fireplace and glass doors to a large deck. The deck, a living space of its own, is surrounded by beautiful mature trees, pretty gardens, and views of the sky and distant hills. The perfect spot to start and end your day! Two bedrooms, a bathroom, and a pretty living room make up the balance of the 1st floor. Upstairs, under the eaves, there is a 3rd bedroom and a playroom/study. The unfinished basement is connected by an interior door to the one-car garage. Fantastically located between Arlington Heights and Robins Farm/Skyline Park, this house is waiting to invite you in.

83 Bartlett Ave. is a solid, custom built ‘English Colonial’ style home, in a beautiful area of town, close to 35+ acres of woodland paths and parks. This much loved property has been in the same family for decades and is ready for its next chapter. You’ll be welcomed into a grand foyer that makes you feel right at home. The light filled main level boasts high ceilings, natural gum wood trim and mouldings, stained glass and hardwood floors. The spacious front to back dining/living area has built in cabinetry and a classic brick fireplace, the kitchen is eat-in, and there’s a half bath. Level II offers three bedrooms, + a fourth room for office/guest/study and a full bath. The lower level is walk-out and currently used as recreation space. The property has outdoor areas for barbecues, gardening or play. The location is ideal, near to public transportation, shopping and town center. Architecturally … it’s a rare beauty.

Nestled in the prominent Jason Heights Neighborhood, this Victorian stands as a testament to exquisite craftsmanship and thoughtful renovation. There is nothing left for you to do but move right in. Every inch has been meticulously redesigned, with comfort and enjoyment in mind. Step inside to discover a kitchen beyond compare, boasting not one, but two oversized islands, an abundance of cabinets, and expansive counter space and the entire first floor is perfect for both relaxation and entertainment. The second floor hosts the primary suite, which is very spacious, complete with an oversized private bathroom. Offering a total of 5 generously sized bedrooms and 5.5 bathrooms, along with additional spaces including a family room, solarium, game room, and exercise room, this home offers endless possibilities for leisure and recreation. The WOW factor is the sprawling rear yard perfect for a carriage house with an ADU, a tennis court, or any other amenity to complement your lifestyle.

Sunny East Arlington Single Family! This 3 bedroom, 2 full bathroom, Cape-style home has immense potential. Set on a 7.000+ sq ft, fenced in, level lot this home awaits its new owners. Expansive (20+ft) living room with fireplace, an abundance of windows and original hardwood floors in many of the rooms. Updated roof & windows, and some electrical. Sliders open onto the 8-windowed, three-season back porch, which leads to an expansive backyard ready for a redesign. Driveway provides easy off-street parking for 2+ cars. Sought after east location with close proximity to Thompson School, the Capitol Theater, playgrounds, bike path to Alewife and many local restaurants and shops. 0.9 miles to Mystic Valley Parkway.

Nestled in the heart of Liberty Heights, this enchanting New England Cape-style residence presents an ideal introduction to the Lexington lifestyle. Set amidst picturesque surroundings, this home extends a warm invitation as you step across the threshold. Unwind in the inviting living room, where a crackling wood fireplace and hardwood floors create a cozy atmosphere perfect for relaxation. The dining room and country-style kitchen provide an ideal backdrop for intimate gatherings and gracious hospitality. Completing the first floor is a spacious bedroom and a full-size bathroom. The second floor offers two generously sized bedrooms and another full-size bathroom. Impeccably maintained over the years, this charming home eagerly awaits your personal touches and renovations, promising years of cherished memories ahead. Conveniently located near Sutherland Playground, Sutherland Woods, and Wilson's Farm, this home is perfect as a starter home or downsizing home.

Move right into this charming, meticulously-maintained Colonial filled with natural light and character throughout. The large living room, with its gleaming hardwood floors, is a gracious focal point to the first floor, ideal for family movie nights. The space flows into a lovely dining room with custom built-in and proceeds into the well-appointed kitchen, complete with stainless steel appliances. This level is complete with a full bath with the washer and dryer. Upstairs, you will find three sizable bedrooms with vaulted ceilings, including the spacious primary bedroom with two closets, and an updated full bathroom with skylight. There are plenty of opportunities to enjoy the outdoors here, whether you are having your morning coffee on the inviting front porch or spending time in the massive, fenced-in backyard with wooden patio. Additional activities await at nearby Horn Pond, with its serene waterfront pathways, and Woburn Center, where an abundance of restaurants and shops await.

With a rich history spanning six decades within the same family, this farmhouse presents a rare opportunity to embrace New England living at its finest while leaving your mark on its storied legacy. This classic Farmhouse, built circa 1870, stands as a testament to timeless charm and historical significance from its oversized farmer's porch and traditional styling. Inside, the first floor welcomes you with high ceilings and generously proportioned rooms, including a living room, dining room, family room, and a spacious country-style eat-in kitchen. A full bathroom with a shower stall adds convenience to this level. On the second floor, you'll find four large bedrooms with ample closet space, and a cozy office. A full-size bathroom completes this floor. The third floor reveals two expansive, unheated bedrooms, offering potential for additional living space. Outside, a spacious yard, two-car garage, and picturesque views of Spy Pond enhance the appeal of this historic gem. It's timeless.

Discover the charm of this inviting home and its delightful surprises, including a spacious yard with a patio and a detached 2-car garage. Inside, find light-filled spaces with shining hardwood floors that add warmth and character throughout. A flexible floorplan includes a large living room with office nook and a full-sized dining room with charming china cabinet. The kitchen shines with stainless appliances and access to an enclosed back porch that overlooks the backyard. Upstairs, find 3 bedrooms and an updated full bath. Enjoy additional living space with a partially finished walkout basement, ready for your updates. Plus, the walk-up attic, insulated and expansive, presents a fantastic opportunity for storage or future renovation projects. Convenient location and numerous updates, including a new roof.

Like new! Steps from Lex Center! Stunning architecturally designed Modern Farmhouse in private, lush setting set well back from the road at the back of the common drive with 2 other newer homes. Dramatically enhanced by a 33 foot ceiling that strategically accommodates a captivating cupola streaming natural sunlight throughout. Sleek kitchen w/distinctive glass barn door to the walk-in pantry, leads to airy, open family room w/rustic charm. Formal dining room with a convenient butler’s pantry. Generous size home office and coveted 1st floor guest/main suite have desirable outside patio/yard access. 2nd floor features 4 ensuite bedrooms including a second main bedroom suite w/luxurious spa bath & intriguing, open loft. Enjoy the appealing LL game room complete w/beverage bar, gym area, bath. Sited on a tranquil ¾ acre lot w/patio, pergola, alluring outdoor lighting, and enhanced w/impressive fieldstone walls. Near Wilson Farm, bike path, and a convenient commute to Cambridge/Boston.

Nestled in an idyllic setting on Belmont Hill, 6 Woodbine Road invites you to immerse yourself in nature. The tranquil and private yard is thoughtfully landscaped for beauty in every season. It was this beautiful setting that initially captivated the current owners, and it was the home’s expansive yet practical layout that sealed the deal. With ideal traffic flow to effortlessly accommodate lively gatherings and smaller family moments, here is where spectacular memories were made. The main level has well-scaled spaces that flow together seamlessly. The upstairs layout accommodates five bedrooms, three bathrooms and an office/sitting room. The lower level reveals a treasure trove of versatile spaces, including a family room with the warmth and charm of a log cabin and large recreation room for added leisure and creativity. Located conveniently close to schools, town, and nature, this home offers the best of both worlds: accessibility to local amenities and a tranquil retreat from the hustle & bustle.

Pushing the envelope for residential design aesthetic this 9,700 SF home places an emphasis on an open floor plan and merging of indoor and outdoor spaces based on a vision of an organic, modern oasis. The design celebrates and showcases a contemporary lifestyle where architectural planes complement private sprawling lawns and structural landscaping techniques to create ample leisure space along with picturesque views, all framed by over 100 expansive windows and glass doors. Up to 14' ceilings, an 8' wide corridor connects the kitchen/living/dining space, gym, game room, library and TV room. Hand sawn white oak floors and beams, 5 fireplaces including a cozy terrace with outdoor fireplace, walk in pantry, 3 offices, attached guest wing with private deck, vaulted ceilings, home theater with custom built seating, primary suite with fireplace, steam shower and sauna, elevator accessing all floors, mudroom, outdoor hot tub, 3 car garage. Smart home technology, geothermal heat, generator.

Exciting opportunity to own just 6 miles North of Boston, with an express bus to the city. This 3-bedroom, 2.5 bathroom home boasts recent upgrades including; new roof shingles, chimney flashing, new gutters, new insulation in the roof & a new high-efficiency boiler. The lower level features a kitchenette, family room with a built-in bar, ideal for entertaining or as guest quarters with its own bathroom. The main floor offers a welcoming enclosed front porch, a spacious living room, a dining room, powder room, and an open kitchen with some new appliances. Upstairs, three bedrooms offer ample closet space, and another full bath. The top floor has an additional 202 sq ft of finished space with electric heat and city skyline views—perfect for a home office. Outdoor amenities include a custom-built pergola & catio, a patio and an additional fenced-in yard area. About 10 minutes to Wright's Pond. Don't miss the chance to make this charming home your own.