luxury houses with terrace for sale Winchester, United States

Come fall in love with this beautiful Colonial located in Arlington's desirable Brackett School District. Situated within walking distance to both Robbins and Menotomy park, this three bedroom, one and a half bath is loaded with charm, including beautiful gumwood molding, exposed beams, hardwood floors in the majority of the home, and loads of windows to let in an abundance of natural light. The current owner has made many major upgrades recently, including new roof (2016); cedar impression shingle siding (2017); Andersen windows (2019); landscaping (2024); 18x20 deck with Wolf composite decking and Westbury aluminum powder coat railings (2024); irrigation system in front yard (2025); fenced backyard (2025); garage door with opener (2020); 4 mini splits, 1 in each bedroom and 1 in dining room for first floor (2018); 50-gallon hot water heater (2023); interior painting (2024); and 200-amp upgraded electric device (2026). The House has ample storage space, with pull-down stairs leading to attic with full wooden floor and great ceiling height. The basement provides even more storage space, 2 separate rooms, and 1 car garage. Move right into this special home and start making great family memories.

OH SUN 1-2:30 - Come plan your Holiday's in this incredible New Construction Home just completed by well-established Lexington builder, Westview Homes! Thoughtfully designed for today’s busy lifestyle. This 6 BR, 5.5-bath home offers exceptional flexibility with two primary suites, including a sought-after oversized 1st floor bedroom, with private office and a gorgeous full spa like bath. A chef’s kitchen is highlighted by custom cabinetry and a walk-in white oak pantry just off the kitchen, combining style and everyday function. Multiple office and flex spaces provide options for work, study, or additional living needs. The 2nd floor features five bedrooms, including a primary suite, along with a convenient second-floor laundry room. The finished lower level includes a wet bar, full bath, spacious rec room, and bonus room suitable for a gym, playroom, or additional living space. Beautiful professional landscaping enhances curb appeal. Ideally located near Harrington Elementary School and adjacent to the future Harrington School Athletic Complex, offering access to new recreational fields!

Just imagine waking up on Follen Hill. Custom built in 2005 to evoke a turn-of-century Boston brownstone - turned bannister, oversized windows, exquisite molding around every window, door, and ceiling. Five bedrooms, four and a half baths, three finished floors. Double pocket doors open the formal living and dining rooms to a fireplaced family room. A chef's kitchen with oversized island, walk-in pantry, double ovens, built-in refrigerator, gas range with griddle. French doors and sliders open to a covered bluestone patio - the room you entertain in doubles when the weather agrees. The primary suite has a fireplace, walk-in closet, and spa bath. The second floor adds an en-suite second bedroom as well. The third floor has a play room, a large office, and a fifth bedroom. Moments from Lexington Center, Battle Green, and the Minuteman Bikeway. Bowman Elementary. Now imagine the dining room set for ten, pocket doors open, fire lit. This is not a starter home. This is the home you stop at.

Welcome to 247 Channing Rd in Belmont — a home with space, comfort, and an ideal location in the sought-after Winn Brook neighborhood. Located near the new Belmont Middle and High School on Concord Avenue, Joey's Park, Route 2, and the Belmont Center commuter rail station on the Fitchburg Line, with the shops and restaurants of Belmont Center close by and Cambridge and Boston minutes away. This brick and vinyl Garrison Colonial sits on a level 0.18-acre lot and offers three fireplaces, an attached one car garage, off-street parking, and a fenced backyard. The main level features hardwood floors, a fireplaced living room with a brick hearth, and a dining room open to the kitchen, which includes a center island, stainless steel appliances, a range hood, a tile backsplash, tile flooring, recessed and under-cabinet lighting, and a separate coffee station. The family room addition showcases a wood-planked cathedral ceiling, a skylight, a brick corner fireplace, bay windows, and French doors to the deck, and flows into a bonus room with a wet bar. A half bathroom and a garage entry complete the first floor. Upstairs are four bedrooms with hardwood floors, including a primary bedroom with a walk-in closet, and a full bathroom with a glass-enclosed shower. The lower level adds a wood-paneled recreation room with a brick fireplace, a finished flex area for a gym or game room, a laundry area, and a separate shower room. Outside, a composite deck with a retractable awning overlooks the backyard and storage shed. Gas hot-water heat and central air on the second floor. See attached floor plans for the complete layout. A well-maintained Colonial with room to live, work, gather, and entertain in one of Belmont's most established neighborhoods.

100 Middle Street is a three bedroom, two bath raised ranch in Woburn, MA, updated in 2026 with a new kitchen, renovated bathrooms, new flooring, and fresh paint throughout. The main level is open from the 22-foot living room with fireplace through the dining area to a kitchen with white shaker cabinetry and stainless appliances, alongside three bedrooms with hardwood floors and a full bath. The finished lower level adds 768 square feet: a family room with a brick fireplace, a bonus room with exterior access, a flex room with a walk-in closet for guests or a home office, and a second full bath with a double vanity, for 1,848 square feet of total living space. Outside, a deck overlooks the backyard with a storage shed on a 0.23-acre lot, with gas forced air heat and a one-car garage under.

Welcome to 47 Sanford Street, where inviting living spaces, a flexible floor plan, and exceptional bonus space come together. Step inside to warm hardwood floors and a bright, sun-filled living room that flows naturally into the dining area and kitchen, creating an easy layout for everyday living and entertaining. The kitchen features ample cabinetry, stainless steel appliances, and a center island with seating—perfect for casual meals, meal prep, or gathering with friends. Upstairs, you'll find three comfortable bedrooms, including a spacious primary, along with two full baths and flexibility for guest space or a home office. Outside, enjoy morning coffee on the welcoming front porch, summer dinners on the composite deck, and a fenced backyard with room for entertaining, gardening, pets, or play. A standout feature is the separate heated and cooled accessory building, currently used as a home gym and offering excellent flexibility as an office, studio, hobby space, or private retreat. The full basement provides additional room for storage, projects, or recreation. Five parking spaces add convenience, while nearby public transportation, parks, trails, shopping, and everyday amenities make the location equally appealing. A versatile home with spaces designed to adapt to the way you live. ** Showings begin Friday, 10/2. Open House Sat 10/3 and Sun 10/4 from 11:00AM-12:30PM. Offers deadline Tuesday, Oct 6th at 12PM. **

Nestled privately on one of Greater Boston's most coveted streets, this magnificently detailed Victorian home was restored, expanded, and completely reimagined for modern living in 2020 - and stands in a class of its own. As you enter through the handmade mahogany front door, the grand entryway opens on either side to a glorious living room and a stunning library. The first floor boasts 10'7 ceilings, two gas fireplaces with custom handmade mantels, and an extraordinary level of craftsmanship in the woodworking details throughout. The sprawling kitchen great room is wrapped in large windows, with French doors that open to the yard. Natural stone countertops, a Viking range, and top-of-the-line appliances are integrated seamlessly with the custom cabinetry. It's an exceptionally generous space that doubles effortlessly as a catering kitchen for entertaining at scale. On the second floor, an original Palladian window greets you at the landing. Three bedrooms - each with its own ensuite bath and multiple exposures - include a primary suite with marble bath. Every room enjoys a privacy that feels almost impossibly serene for a home this close to the heart of Harvard Square - a true urban oasis. The third floor adds two more bedrooms with ensuite baths, plus a spectacular home office or hangout room anchored by sweeping views. The top floor is a magical space. Eight skylights and an original half-moon window fill the room with light. This studio-like haven is ideally suited for inspiring creative work. An open staircase connects the kitchen great room to the lower level, where a playroom (or media room), mudroom, powder room, and gracious bedroom suite complete the main house. Beyond them sits an entirely separate one-bedroom apartment spanning approximately 950 sq ft, with its own exterior access - full kitchen, living and dining areas, bedroom, and bath - an exceptional arrangement for guests, extended family, an au pair, or staff. Outside, a two-car garage with additional parking easily accommodates a crowd. Mature landscaping on a level lot of nearly a quarter acre delivers a degree of privacy that is rare this close to Harvard Square. Ideally located within a quarter mile of Huron Village and BB&N's Middle School, and under a mile from Longfellow Park and Shady Hill School.

Welcome to 27 Woodleigh Rd, a well-maintained two-family home offering approximately 2,416 sq. ft. of living space in a desirable Watertown location. The property features two spacious units with separate entrances. One unit offers 2 bedrooms and 1 full bathroom, while the second features 3 bedrooms and 1 full bathroom. Both units offer updated kitchens and bathrooms and comfortable, functional layouts.Recent improvements include a newer roof (2021), two newer composite decks, and two gas hot water tanks installed in 2025. The property also offers an impressive driveway with parking for up to 10 cars.Additional space in both the basement and attic provides exciting future possibilities. The property is equipped with three electrical panels, including an additional panel that may support future expansion. The basement offers potential for an ADU, while the attic also presents potential for additional use and has independent exterior access currently enclosed within one of the bedrooms. Any ADU, expansion, or future use is subject to buyer due diligence and all required permits and municipal approvals.Conveniently located near shops, restaurants, public transportation and major routes, this property offers an excellent opportunity for an owner-occupant, investor, or multi-generational living. Easy to show.

Experience modern living in this newly constructed townhouse located in the highly sought-after Mount Auburn/East Watertown neighborhood, just steps from the Cambridge line. Enjoy easy access to Harvard Sq., Arsenal Yards, &public transportation, w 73 bus to Harvard Sq. only moments away. Nestled on a quiet residential street, this three-level home offers a bright, open, & thoughtfully designed floor plan. The main level features a spacious open-concept kitchen, dining, and living area. The living room opens directly to a rear porch and private backyard. The upper level includes two luxurious primary suites, each w walk-in closets. The rear suite boasts a private balcony overlooking the backyard. A versatile bonus room & convenient laundry room complete this floor. The lower level provides additional living space with a generously sized bedroom, a full bathroom featuring vanities, and a comfortable family room.

Tucked away on +/- 4 picturesque acres with a peaceful pond, this charming log cabin-style home offers privacy, character, and plenty of room to enjoy the outdoors. Lovingly maintained by its original owner, the 2-bedroom, 2-bath home features a unique outdoor-style shower and a warm, rustic feel. A spacious woodworking shop provides the perfect setup for hobbies, projects, or extra storage. An additional septic system is already in place, offering potential for a future guest house, workshop, or other additional structure (buyer to verify), as well as the original water well that has been turned off but could potentially be turned back on. Ideally located for enjoying all the area has to offer, this property is close to Aggieland for an easy game-day retreat and just minutes from Lake Somerville and the marina. A rare opportunity to own your own peaceful getaway with room to make it your own! Buyer to verify all information.

Tucked away in the coveted Baldwin neighborhood, the leafy stretch of Cambridge between Harvard & Porter Squares, this south-facing townhome was built to live like a single-family, with its own entrance, private wrap-around yard, roof deck, and deeded parking. Each level was designed for how people actually live today. The first floor's 9'4 ceilings and 38-foot span set the tone: an open-concept kitchen flows into the dining area & living room complete with gas fireplace. Sliding glass doors open to a private patio and wrap-around yard. Thermador appliances throughout. On the second floor, three bedrooms include the primary suite with double-vanity ensuite bath, walk-in closet, and private balcony. Two more bedrooms are served by a double-vanity hall bath, and the laundry room rounds this floor out. The third floor opens to a 2220-foot roof deck - plenty of room for summer gatherings with friends & family. The lower level, with 8'4 ceilings, adds a media room and an enormous guest bedroom with full bath. A stone's throw from Harvard Square, the Red Line, the Porter Square commuter rail, and the best of Cambridge's restaurants, coffee shops, HLS, and more.

Set on a quiet, tree-lined street in Cambridge's Baldwin neighborhood, 35 Gorham Street is a sun-filled, four-level townhouse that lives with the ease of a single-family home. Gut-renovated in 2011, it has been well kept ever since. Enter through a private entrance into an open-concept kitchen, living, and dining area, where hardwood floors, crown molding, and a gas fireplace greet you. The kitchen is appointed with tall glass-front cabinetry, granite counters, and a full suite of stainless steel appliances. French doors lead to an exclusive back patio. A powder room completes the first floor. The top floor belongs to the primary suite with vaulted ceilings, skylights, a walk-in closet, a deck of its own, and an en-suite with a soaking tub, separate glass shower, and double vanity. The second floor holds two bedrooms with generous closets, a full bathroom, and laundry. A finished lower level adds a family room, a full bathroom, and dedicated storage. Gas forced-air heat and central air keep every level comfortable year-round. Harvard Square, Porter Square, and the Red Line are all moments away, along with the shops and restaurants that make this sought-after neighborhood so easy to call home.

A masterpiece by Cafasso Design Group, this architectural work of art redefines luxury living. Tucked within a coveted enclave off Brattle Street, this home unfolds across lush, sculpted grounds framed by mature trees, offering an unparalleled serene retreat. A striking sculptural staircase serves as the dramatic centerpiece, while interiors masterfully blend contemporary Japanese, Scandinavian, Italian, and French influences.The eat-in chef’s kitchen features custom Italian walnut cabinetry, Calacatta Gold marble counters, dual sinks & dishwashers, a Gaggenau 400 Series double oven, and walls of glass. Generous bedrooms and spa-inspired baths deliver sanctuary, complemented by a glass-enclosed office and a family room featuring a floating gas fireplace. A dedicated lifestyle level boasts a gym, guest suite, and inviting spa with a Western Red Cedar sauna & steam shower. Outside, manicured grounds surround an outdoor kitchen, expansive deck, and inviting patio perfect for entertaining.

Luxury living with immediate access to Harvard & Lesley's scenic campuses. Fine features of this fully renovated home include custom millwork throughout, plus a private fenced-in yard with a patio. You are greeted by a spacious living room with a gas fireplace, built-in shelving and custom cabinetry. The open dining area offers 5 large windows, a custom banquette, and yard access. The chef's kitchen showcases a vaulted ceiling and is equipped with stone countertops, a 6-burner Wolf stove, SubZero refrigerator, peninsula, apron sink, and tile backsplash. Upstairs, the 2-room primary suite provides a walk-in closet, en-suite 4-piece tiled bath with radiant heat, and French doors to the balcony. The top floor houses 2 more bedrooms with soaring ceilings and a bathroom. The fully finished lower level showcases beautiful custom built-ins, a laundry room, full bath, and walk-out exterior access. Sited just a stone's through from Harvard Divinity School's tranquil grounds.

Award-winning design and transformation in the heart of Harvard Square. Originally designed by Graham Gund, this 2,870 SF detached townhome offers 4 bedrooms plus a home office and 4.5 baths across 4 levels, living like a single family. The main level is one open, light-filled space for living and dining, anchored by a stunning kitchen with a Taj Mahal quartz island, Thermador appliances, and a pot filler. Custom built-ins, a fireplace, a hidden powder room, and a private fenced patio complete the floor. The third floor is a primary oasis with skylights, a wet bar, and a Porcelanosa spa bath with a soaking tub. The second floor offers a second ensuite, a third bedroom, a home office, a full bath, and laundry. A private lower level with a separate entrance, its own laundry, and heated floors adds rare flexibility. 100% electric, hardwired Sonos, 5-camera security, and 1 parking spot. Minutes from Harvard, MIT, the Charles, and the Red Line, with Harvard Square's cafes and restaurants just minutes away.

Rich in historic character and offering an impressive approx. 3,360 square feet across four levels, this classic 1880 Charlestown brownstone delivers exceptional scale and versatility. The main and upper levels function as an expansive single-family home, with elegant living and dining rooms, an updated kitchen, soaring ceilings, intricate millwork, hardwood floors, oversized windows and four fireplaces. The expansive primary suite is a standout, complete with custom built ins, a fireplace and spacious en-suite bath with dual vanities, soaking tub and glass-enclosed shower. The top floor also offers the potential to be reconfigured into two bedrooms, adding an additional bedroom to the home. A private deck and patio extend the living space outdoors. Separate from the main residence, the garden level features a one-bedroom apartment with its own private entrance, offering excellent rental income potential or a guest suite. Located near the residence there is a deeded heated garage space available separately for purchase, and there are two additional parking spaces available to rent. Convenient to Main Street and all Charlestown has to offer, with easy access to Downtown Boston, the waterfront and major highways.

INCOMPARABLE IN THE CITY! Price, Luxury Amenities & Quality! Spanning four beautifully finished levels, this stunning contemporary townhome offers 4 bedrooms, 3.5 baths, a 1-cargarage, and a flexible floor plan designed for today's lifestyle. A rarely available FIRST-FLOOR BEDROOM WITH FULL BATH provides an ideal option for guests, extended family, or a private home office. The main living level features an impressive open-concept layout with an ultra-chef's kitchen showcasing premium finishes, a spacious great room with LED soffit lighting and a sleek linear gas fireplace, and a striking glass staircase. A generous dining and living area, powder room, and convenient laundry room complete the space. Upstairs are three spacious bedrooms, including a luxurious primary suite featuring beautiful mosaic tile and a custom vanity. Walls of glass capture breathtaking views, while soaring ceilings and exceptional finish work create a dramatic, modern feel throughout. Ideally located with convenient access to Moody Street's restaurants and shops, public transportation, and major commuter routes. A truly distinctive new-construction opportunity in Waltham!

Brand-new construction, now complete and ready for immediate occupancy—be in for the holidays! Set on a large lot in highly desirable Bedford, 59 Burlington is the left-side residence of two perfectly mirrored luxury townhomes and offers approximately 3,100 square feet of finished living space, 3 bedrooms, 2 full baths, and 1 half bath. Thoughtfully designed to live like a single-family home, this residence spans four finished levels and showcases quality craftsmanship, custom white oak finishes, and high-end built-ins throughout. The lower level features a 30' deep 1-car garage, mudroom, and media room with a built-in electric fireplace. The main level offers a covered front porch and open-concept floor plan with a designer kitchen, oversized mitered edge 5-seat island, custom walk-in pantry, spacious dining area, and inviting living room with electric fireplace. Glass sliders lead to a private patio overlooking a private backyard framed by beautiful natural rock walls. Upstairs features a luxurious primary suite with a custom walk-in closet and spa-inspired bath, two additional bedrooms, a full bath, and convenient second-floor laundry. A finished walk-up attic provides flexible space ideal for a home office, gym, playroom, or guest space. Unit 1 features its own private driveway with turnaround and ample off-street parking. Ideally located just seconds from Route 3, I-95, Middlesex Turnpike, and Burlington Mall. Move right in and enjoy your brand-new home!

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

Tucked away on a private cul-de-sac in Beacon Hill, this magnificent corner residence at West Hill Place offers a rare combination of privacy, scale, and convenience, complete with a direct parking space at your front door. Spanning over 6,100 square feet, this exceptional home features 6 bedrooms, 5 full baths, and 2 half baths, blending historic character with thoughtful modern living. Bathed in natural light from exposures on three sides, the home is designed for both grand entertaining and comfortable everyday living. A dramatic two-story great room with soaring beamed ceilings serves as the centerpiece of the home, while a formal dining room overlooks the space from above. The spacious eat-in kitchen is appointed with premium appliances, Downsview custom cabinetry, abundant storage, and generous Black Walnut counter space. A handsome library with a wet bar provides an inviting retreat, and six fireplaces throughout add warmth and timeless charm.The expansive primary suite features South & West exposures, a walk-in closet, and a beautifully appointed en-suite bath. Five additional generously sized bedrooms, including including a private lower-level au pair suite complete with a kitchenette and full bath, offer exceptional flexibility for family, guests, or home office needs. Crowning the residence is a spectacular private roof deck showcasing sweeping views of the Charles River, Cambridge, and the Boston skyline, creating an extraordinary setting for outdoor entertaining and relaxation. Ideally located just moments from the Public Garden and the renowned shops, cafs, and restaurants of Charles Street, this rare offering presents an unparalleled opportunity to experience Beacon Hill living at its finest.

Experience exceptional luxury in this sophisticated new construction residence in sought-after West Newton. Thoughtfully designed for todays lifestyle, this stunning 5 bed, 5 bath home offers 8076 Sq Ft of beautifully crafted living space, including a finished lower level & finished attic. A grand open floor plan seamlessly blends elegant formal spaces w/comfortable everyday living, featuring designer finishes, soaring ceilings, & abundant natural light w/impeccable attention to detail throughout. The chef's kitchen flows effortlessly into an open living area, creating the perfect setting for entertaining & family celebrations. Retreat to the luxurious primary suite w/spa-inspired bath & a generous custom closet. Set on an 11,350 Sq Ft lot, this home also features a rare 3-car garage, professionally designed outdoor space & an unbeatable West Newton location convenient to schools, parks, shops, dining, commuter rail & major routes. A terrific opportunity to own an exceptional new home!

Back Bay Single Family Brownstone on Marlborough Street - Designed for the buyer who values privacy and operational ease. Pull into three radiantly heated brownstone parking spaces, step inside, and let the elevator carry you from the parlor hosting floor to the rooftop terrace. Entertaining starts in the custom kitchen with integrated appliances, moves through formal dining and living rooms, then out to the private garden patio for open air evenings. Later, take the elevator up to the top floor family and media room, then step onto the rooftop terrace for open sky and distance from the street below. The entire third floor is devoted to the primary suite with dressing room, sitting room or office, and a radiant heated marble clad bath. A guest or au pair suite with wet bar keeps separation when you need it. Four bedrooms, three gas fireplaces, two wet bars, walnut built ins, and chevron floors finish the interiors. Private showings by request only. On Marlborough Street between Gloucester and Hereford Street

Presenting 55 Commonwealth Avenue, a rare opportunity to acquire one of Back Bay's finest turnkey single-family homes, an address that rarely, if ever, comes to market. Spanning nearly 11,000 SF on the sunny side, this exceptional home offers a combination of scale, natural light, and turnkey living. Designed for both entertaining and everyday living, the home features formal living and dining rooms, an expansive family room, chefs kitchen, library, multiple offices,media room, catering kitchen, and a wellness level with fitness studio, and sauna. The residence offers 5+ bedrooms with multiple ensuite baths, three private terraces, nine fireplaces, temperature-controlled wine room, multiple laundry rooms, and a best-in-class elevator with access to every level. Complete with 2 private garage spaces and 1 gated outdoor space, this home stands as the only turnkey single-family residence available on the sunny side of the second block of Comm Ave, a genuine once-in-a-generation offering. Second block of Commonwealth Avenue