luxury houses for sale Winchester, United States

Everything you've been looking for if you're downsizing or upsizing. Beautifully renovated and expanded Cape, this stunning Morningside home offers the rare convenience of one-level living on a dead-end street near the Stratton School. Thoughtfully redesigned by a well-known local builder, the main level features a spacious primary suite, second bedroom, full guest bath, and a gorgeous open-concept kitchen flowing seamlessly into the dining and family rooms. A lovely fireplace and oversized picture window create a warm and inviting living space filled with natural light. The second floor offers two generously sized bedrooms and an additional full bath, perfect for family or guests. Enjoy the privacy of the spacious rear yard with mature trees and a large deck ideal for entertaining or relaxing outdoors. A special opportunity in one of Arlington’s most sought-after neighborhoods.

Terrific opportunity to own in the heart of Arlington! Lovingly maintained and tucked into a wonderful Turkey Hill neighborhood, this classic Colonial offers the perfect blend of charm, space, and convenience. Enjoy a peaceful setting that feels tucked away, yet is just moments from the bike trail, skating rink, bike park, public transportation, and local amenities. Inside, you’ll find a spacious and flexible layout with three comfortable bedrooms, two baths, and plenty of room for both everyday living and working from home. The unfinished attic presents exciting potential for future expansion, while the basement provides excellent storage space. Set on a desirable corner lot, the home also offers multiple outdoor spaces to relax and unwind, including a sunny patio and a private deck off the main bedroom. Whether you’re looking to move right in and enjoy its warmth or add your own personal updates over time, this is a special opportunity in a sought after Arlington neighborhood.

Thoughtfully reimagined through a complete renovation and expansion in 2018, this exceptional home brings modern design and functionality to a convenient location. Sun-drenched living spaces unfold across four finished levels, anchored by an expansive open-concept main level with a beautifully appointed kitchen featuring stone countertops, stainless steel appliances and a large center island designed for everyday living and effortless entertaining. The second level features two large bedrooms and a full bath, while the entire third floor is devoted to a luxurious primary suite with a walk-in closet and private bath. The finished walk-out lower level offers flexible space for a family room, home office or gym. Enjoy the relaxing outdoor space from the private deck and backyard, or head around the corner to Turkey Hill Reservation. Perfectly positioned just moments from Mass Ave, the Minuteman Bike Path and Stratton Elementary, this home delivers a quintessential Arlington lifestyle.

Welcome to 12 Vista Circle, a charming two bedroom, one bath ranch situated on a dead-end street in Arlington. Offering convenient single-level living, this home features a comfortable layout with bright living spaces and a family room that opens directly onto a spacious rear deck—perfect for entertaining, outdoor dining, or relaxing while overlooking the backyard. Set on a generous lot, the property provides ample outdoor space for gardening, recreation, expansion potential, or simply enjoying a private setting. Seasonal views of the Boston skyline add a unique backdrop throughout the year. Whether you're looking for your first home, seeking a project, or searching for an opportunity to update and personalize a property to your own taste, 12 Vista Circle offers a wonderful chance to create something special in a convenient Arlington location.

Welcome to this charming Arlington home, offering space, comfort, and an exceptional location. With four bedrooms, two baths, and flexible space for working from home or everyday living, this house is designed to grow with your needs. Close to bus lines, parks, playgrounds, the off-road bike park, schools, and the Minuteman Bike Trail, the perfect balance of convenience and neighborhood charm. The fireplaced living room flows into the dining room, creating inviting spaces for gathering and entertaining. There is one bedroom on the first floor, great for a guest bedroom, office or den, and three on the second floor. The kitchen features solid wood cabinetry, newer appliances, and wonderful potential for future updates. Hardwood floors run throughout much of the home. Outside, the generous yard is ideal for gardening, play, or relaxing outdoors. With updated 200-amp electric, gas heat, a one-car garage, and off-street parking, this well-loved Colonial is ready for its next chapter.

Set on a generous lot with a fenced yard, this four bedroom, two and a half bath home offers a rare blend of indoor comfort and exceptional outdoor space. The main floor features inviting living and dining areas, including a welcoming living room with a fireplace, spacious family room and a well-appointed kitchen designed for everyday functionality and easy entertaining. Upstairs, all four bedrooms are well-proportioned and filled with natural light, served by a full bath. The partially finished basement provides flexible space for a playroom, home office, workout area, or hobbies, plus valuable storage. A deck extends the living space outdoors, creating a seamless transition to the expansive yard—perfect for gatherings, gardening, pets, or recreation. Ideally located near Arlington Reservoir Beach and recreation area, Whipple Hill walking trails, and McClennen Park, with convenient access to schools, shopping, dining, and transportation, this home is an exceptional Arlington opportunity.

Welcome to this beautifully maintained residence nestled in the coveted Brooks Estate neighborhood. Step inside to a lovely spiral staircase and a welcoming foyer, opening to a formal living-room with a fireplace and rich period details, including wood-paneled walls, built-in bookcases and beveled glass windows. Just beyond the living-room, find a fabulous screened-in porch and French-glass doors leading to the spacious kitchen and dining room featuring abundant cabinets and premium appliances. Sliding glass doors open to a private, fenced backyard with mature plantings, a patio, and a newer deck with awning. A half-bath completes the main level. The second floor offers four spacious bedrooms, a full bath, and a hallway with built-in linen cabinets and drawers. The lower-level family room is perfect for movie nights. This level has a wet bar and full bath. Prime location: close to the Mystic Lakes, commuter rail, Whole Foods, and West Medford Square. Lovely home with many updates!

A great place to call home! Lovely single-family Colonial in pristine condition, near the Lexington line, offers a sun-filled living room, new, eat-in kitchen with stainless steel appliances, and spacious work area. Beautiful family room with half bath, fireplace and adjacent deck overlooking Whipple Hill Conservation. The second floor offers a flexible floor plan with an option for a fourth bedroom, which is presently used as a playroom, and new full bath. Great potential to finish 600 plus square feet on the lower level. Nice secluded backyard with tranquil setting. Near McClennen Park, Town Beach, Minuteman Bike Path, transportation, and shops. Do not miss this wonderful opportunity!!

Perched above the street and surrounded by mature greenery, this elevated setting creates a sense of privacy that's unexpected for such a convenient location. The front mudroom is a practical everyday landing spot before opening into a welcoming foyer that introduces the warmth and character found throughout the home. Hardwood floors, natural light, and thoughtfully proportioned spaces create an immediate feeling of home with a layout that feels both comfortable and functional. The living room is the kind of space where conversations linger, while the adjoining dining room is equally suited for holiday dinners or casual weeknight meals. At the heart of the home, the spacious kitchen provides generous cabinet storage, abundant countertop space with a kitchen island, and room to cook, gather, and entertain without feeling crowded. Just beyond, a bright family room overlooks the backyard and offers remarkable flexibility. Whether it's a home office, playroom, reading room, art studio, or simply your favorite place to enjoy a morning coffee, it's a space you'll find yourself using every day. A convenient half bath completes the main level, while the private stone patio creates an easy extension of the home for grilling, outdoor dining, or relaxing on warm summer evenings. Upstairs, the home continues to impress with three comfortable bedrooms, including an oversized primary bedroom complete with a walk-in closet. Two additional bedrooms provide space for guests or work from home needs, while the full bathroom is thoughtfully positioned to serve the second floor. The unfinished basement provides abundant storage and room for future possibilities such as a gym or home office with a separate entrance. The location is equally compelling. Whether you're commuting via the West Medford commuter rail or I-93, trips to Boston are straightforward. Weekends can be spent exploring the trails of the Middlesex Fells, spending the afternoon at Mystic Lakes, or enjoying the restaurants, cafes and local businesses of West Medford. This location makes it easy to enjoy everything that gives West Medford its distinctive character, while coming home to a peaceful setting that's tucked away from it all.

60% SOLD OUT! Introducing The Mary Kenney Collection: 10 new single-family homes in a private cul-de-sac on the Winchester line. Secure your lot now and enjoy the rare ability to customize floor plans and finishes to fit your lifestyle. Each home offers an oversized 2-car garage, grand foyer & flex space perfect for a gym, theatre, or guest suite. The open-concept main level is designed for entertaining with oversized windows, patio access, wet bar, office, and a chefs kitchen with custom cabinetry, high end Thermador paneled appliances & pantry. Upstairs hosts 3 bedrooms including a primary suite with walk-in closet, spa bath with a dual shower and deep soaking tub & balcony. Minutes to Middlesex Fells trails, Mystic Valley Pkwy, Somerville & Cambridge hubs, and quick access to downtown Boston. This exclusive offering, rarely available in Medford, presents an opportunity to own new construction that balances luxury, community, and convenience. A new sub-division located at 545 Winthrop St, Medford MA 02155 - Winthrop St & Mary Kenny Way

Rare opportunity in the heart of West Medford! This traditional Colonial, set on a large private lot, offers exceptional potential for developers, investors, or buyers with vision. Currently zoned GR, the property presents the strong possibility for 2 units with street frontage on both Sharon and Sherman Streets. Historic Commission approval for removal has already been obtained by the owners. Ideally located with easy access to Cambridge, Boston, and Tufts University, while also convenient to the MBTA Commuter Rail with direct access to North Station. Enjoy nearby shops, restaurants, and the vibrant West Medford neighborhood. Whether restoring the existing home or pursuing redevelopment, this is a unique opportunity in a prime location.

Thoughtfully designed, energy-efficient three-bedroom, two-and-a-half-bath new construction townhome blending modern style with everyday functionality. The sun-filled open-concept main level features a spacious kitchen, living, and dining area with sleek countertops, a generous island, white cabinetry, stainless steel appliances, recessed lighting, and hardwood floors throughout. The second floor offers two spacious bedrooms, including one with a private balcony, a full family bathroom, and a dedicated laundry area. The top-floor primary suite is a private retreat with cathedral ceilings, a private balcony, generous closet space, and an ensuite bath featuring a double vanity and walk-in shower. Additional highlights include a finished lower level ideal for a media room, gym, playroom, or home office, a shared yard, and the convenience of a one-car garage. Ideally located on Lewis Avenue, close to Arlington centre's shops, restaurants, parks, and commuter routes.

Thoughtfully designed, energy-efficient three-bedroom, two-and-a-half-bath new construction townhome blending modern style with everyday functionality. The sun-filled open-concept main level features a spacious kitchen, living, and dining area with sleek countertops, a generous island, white cabinetry, stainless steel appliances, recessed lighting, and hardwood floors throughout. The second floor offers two spacious bedrooms, including one with a private balcony, a full family bathroom, and a dedicated laundry area. The top-floor primary suite is a private retreat with cathedral ceilings, a private balcony, generous closet space, and an ensuite bath featuring a double vanity and walk-in shower. Additional highlights include a finished lower level ideal for a media room, gym, playroom, or home office, a shared yard, and the convenience of a one-car garage. Ideally located on Lewis Avenue, close to Arlington centre's shops, restaurants, parks, and commuter routes.

Perfectly situated near Brackett School, Robbins Farm and everything Arlington has to offer, this meticulously maintained home is truly move-in ready. Thoughtful updates include roof, kitchen, heating and ac/heat pump, electrical, some floors, windows, doors, fencing and irrigation. The beautifully designed kitchen offers abundant storage, Delft style accent tiles, Bertch cabinets and a picture window overlooking the deck/garden. The spacious primary suite features a walk-in closet and private half bath, while the updated full bath and two additional bedrooms are fresh and inviting. A flexible floor plan offers open gathering spaces along with a first-floor sunroom ideal for a home office or den, plus a screen porch/mudroom! The lower level adds flex space w/ bath: ready for your design ideas. Outside enjoy a fenced yard with room for pets, play and vegetable garden; just moments from the Arlington Reservoir, local pools, seasonal Beer Garden, Whole Foods, restaurants and the bike trail.

Single-level living, but make it stylish... the team understood the assignment. Just two blocks from the best parks and trails, this beautifully reimagined home proves that great things really do come in small packages. You'll feel the care, creativity, and vision behind every space. A hardworking mudroom leads to a magazine-worthy kitchen featuring Café appliances, sage green cabinetry, quartz counters, and a curved peninsula that delivers equal parts function and flair. The kitchen flows into the living room, complete with built-in bar for cocktail hour and sliders opening to a backyard oasis perfect for gardening or letting four legged friends live their best life. two bedrooms with custom closets and a designer bath complete the main level. Downstairs, a flexible retreat is ready for movie nights, workouts, guests, or work-from-home days. With updated wiring, plumbing, roof, siding, and HVAC, the hard work is done. Unpack, exhale, and enjoy your new lifestyle with loads of restaurants and the train so close by!