luxury properties for sale Winchester, United States

Welcome to this well-cared-for Colonial in desirable West Medford! Offering a wonderful combination of classic charm, comfortable living space (with central air), and versatile bonus areas, this home is ready to welcome its next owners. The first floor is designed for both everyday living and entertaining, with a spacious living room with fireplace, dining room, remodeled kitchen (2018), and inviting family room. An enclosed deck extends the living space and provides a great spot for relaxing, entertaining, or enjoying the outdoors in a more private setting. The second floor features three bedrooms and a family bath, providing a comfortable and functional bedroom level. The finished lower level adds even more versatility and offers numerous possibilities to suit today's lifestyle. With its own bathroom, laundry, and partial kitchen, this space could work beautifully as a game room, recreation area, home office, guest space, or an ideal setup for extended family. The thoughtful layout and additional amenities make the lower level a valuable extension of the home. The spacious and private yard offers plenty of room to enjoy the outdoors, whether you're an avid gardener, love to entertain, or simply want a place to unwind. Mature landscaping creates a wonderful sense of privacy, while two sheds provide excellent storage for gardening equipment, tools, and outdoor belongings. A hot tub adds another opportunity to relax and enjoy your own private outdoor retreat. A great opportunity to own a well-maintained Colonial in a sought-after West Medford location (restaurants, shops, commuter rail and access to major routes), with generous living space and the flexibility to adapt to a variety of needs. Come see all this special home has to offer!

Well maintained 2 family located on a lovely tree lined street just one block from the Mystic River offers wonderful expansion potential. The property features a 2 car garage and double wide driveway offering plenty of parking. Unit 1: 2 bedrooms 1 bath, renovated kitchen, inviting living room, formal dining room with built in hutch and a back porch. Unit 2: has 2 levels, 3 bedrooms, 1 bath, renovated kitchen, living room with window seats, formal dining room, sitting room, enclosed front porch and back porch. The front to back heated 3rd floor provides 2 additional rooms. Both units offer separate systems, updated eat-in-kitchens w quartz counters and SS appliances. hardwood floors, original gumwood, wood accents and back porches overlooking a fenced yard. Walking distance to public transportation and the Commuter Rail, Arlington Center, West Medford Square, parks, conservation land and major routes. Offers if any will be reviewed Monday by 1 PM. Please allow 24 hours for responses.

This cherished classic two-family has been lovingly owned by the same family for over 50 years. Original, preserved gumwood moulding runs throughout, complemented by high ceilings and incredibly bright rooms. First and second floor units each offer two bedroom and one bath, large living and dining rooms with China cabinet, sunroom/office, and kitchen with granite. Beautiful hardwood floors run throughout — preserved beneath the first floor carpet and ready to be uncovered. Upper unit adds a third level with two more BRs (one with mini-split), half bath and family room. Enclosed back porches, a sweet, level backyard, and basement storage offer extra space to relax, play, or stash your gear. New windows on the second and third floors, both heating systems replaced about four years ago. Two garage spaces + extra parking. A wonderful opportunity for owner-occupants, multi-generational families, or investors seeking rental income. Nestled in a friendly neighborhood where block parties are still a thing, just steps to the serene Menotomy Rocks Park and Robbins Farm/Skyline Park, convenient to Mass Ave, and in the district for the award-winning Brackett School. A true Arlington gem!

A Classic American Beauty Showstopper, this architecturally significant Colonial is gracefully sited on an expansive .34-acre lot, offering serene views of both front and back gardens and a tranquil, park-like setting. Set behind welcoming Connecticut bluestone fences and a handsome paver walkway, the home combines timeless character with ample square footage in one of Old Belmont Hill's most sought-after locations. Meticulously maintained and beautifully enhanced, the residence features a spacious eat-in kitchen with granite countertops and rosewood cabinets, a grand living room with a fireplace, an elegant dining room, an inviting family room, a bright sunroom with a bay window overlooking a Japanese maple tree and magnolias, dedicated office space, and a full bath with stackable laundry. High ceilings, abundant natural light, natural wood floors, and exquisite period details lend warmth and distinction throughout. There are gorgeous garden and forest views from every room on the ground-floor level. The second floor offers a beautiful primary suite with generous closets and a private bath, along with four additional bedrooms and two additional bathrooms, providing exceptional space and flexibility for today's lifestyle. A covered rear porch overlooks the expansive .34-acre grounds, where mature ornamental plantings and beautifully tended gardens create a serene retreat. The finished ground-level basement adds 1,496 sq. ft. of versatile living space ideal for a home office, recreation room, gym, guest suite or potentially a sixth bedroom, depending on needs. There is a fourth, full bathroom with a top-of-the-line sauna. An attached two-car-garage provides convenient under-home parking and storage. Ideally located very close to the Belmont Hill School, Belmont Center, Mass Audubon Habitat Wildlife Sanctuary, and in the desirable Winn Brook School District, this exceptional Classic Colonial offers an uncommon combination of architectural integrity, gracious living spaces, expansive grounds, and serene privacy.

Sophisticated elegance on approximately an acre of land in highly desirable neighborhood. A warmth upon entering through the grand foyer reveals an abundance of natural light and 76 impressive oversized windows. Beautiful architectural elements are revealed as the floor plan flows through an open concept chef's kitchen • butler's pantry • 5 entertaining rooms • 2 private home offices • media room • 6 en suite bedrooms • main level bedroom suite • fitness center • game room • sports bar with lounge • wine cellar and tasting room • 2 large stone patios • outdoor kitchen and fireplace • tranquil views of large flat private rear yard • 3 car heated garage. Nearby entrance to 150 acres of historic conservation land including trails, ponds, meadows, and antique stone walls. Just blocks to historic Lexington center and both elementary and middle schools. Easy commuter location to routes 3, 2 and I-95.

This lovely center-entrance Colonial is located in Belmont's wonderful Presidential neighborhood! This spacious four-bedroom, three and half-bath home features a warm, welcoming foyer and beautiful original architectural details throughout. You will love the sun-filled living room with its cozy fireplace, charming beamed ceilings, natural gum wood, and wainscoting. The main level is perfect for gathering, offering a formal dining room, comfortable family room, powder room, and a large, delightfully renovated eat-in kitchen that opens right up to a lovely deck and fenced-in backyard. Upstairs, the second floor includes a serene primary suite with a private bath, three additional generous bedrooms, a family bathroom, and a flexible space that would make a wonderful home office or nursery. You'll also appreciate the great expansion potential with the walk-up third floor! As an added bonus, the lower level provides another full bath and versatile rooms that can easily adapt to your needs—whether you'd like a secondary family room, workout space, extra office, mudroom, or storage. This property is conveniently located within a short walk to local schools, Cushing Square, Belmont Center, and public transportation, including both train and bus options. It also offers easy access to major highways.

Maplemere is one of Lexington’s truly distinctive properties, with origins dating to the early 19th century. The architectural character, historic barn, and carriage house preserve a tangible connection to Lexington’s agricultural past. Set on 1.7 acres in the coveted Meriam Hill neighborhood and directly abutting 27 acres of conservation land, Maplemere enjoys an extraordinary sense of privacy, permanence, and protected natural beauty. Mature landscaping and expansive grounds create a rare feeling of seclusion while remaining close to the character and community of Lexington. Inside, gracious living spaces are designed for both sophisticated entertaining and comfortable family life, all anchored by a magnificent family room that invites gathering. A large wrap-around porch, partially screened-in, extends the living spaces outdoors, creating beautiful settings for dining, entertaining, and enjoying the landscape throughout the seasons. The main level is thoughtfully designed for modern living, with a private second main bedroom offering the rare convenience of first-floor living. Two dedicated home offices provide elegant spaces for work or study, while a handsome library offers a quiet retreat for reading and conversation. Upstairs, the primary suite offers a particularly special vantage point, overlooking the protected conservation land and opening to a private walk-out balcony. Four additional bedrooms provide generous accommodations for family and guests, complemented by a fitness room. The grounds unfold as a private retreat, with a beautiful swimming pool and pool house at the heart of summer living. The surrounding conservation land provides a peaceful backdrop and protected views, while mature trees and gardens create an atmosphere of timeless beauty. There is a rare sense of continuity at Maplemere. The land that once supported a historic Lexington farm now provides the backdrop for an extraordinary modern lifestyle. A landmark property, Maplemere offers something increasingly difficult to find: enduring land, exceptional privacy, and a home thoughtfully designed for generations of living. Ideally situated just blocks from Lexington Center, this location offers exceptional proximity to top-rated schools and major commuter routes.

West Cambridge. A 1932 Colonial set behind a white picket fence and a front garden, directly across from Danehy Park - with a two-car driveway, which in Cambridge is its own headline. Inside the door, a proper mudroom does the New England work of keeping dirt, snow and everything else where it belongs. The main level is the heart of this home: living and family rooms joined by wide cased openings, and a kitchen that looks straight out to the green back yard while staying connected to the room where everyone ends up. Granite counters, induction range, peninsula seating, French doors to the deck. A bright front room with a full wall of built-ins works as office, studio, playroom, or a place to relax. Half bath completes the floor. Upstairs, three bedrooms: the primary with double closets and an en-suite walk-in shower under a skylight; a hall bath with black-and-white mosaic tile, subway surround and pedestal sink; a third bedroom tucked beneath the eaves with built-in shelving. Then there is the expansive fenced-in back yard. The deck steps down to a bluestone patio ringed in cobblestone, and beyond it the ground is open and waiting: room for a garden, a long table, a lawn, for whatever comes next. Below, nearly 600 square feet of unfinished basement handles laundry, utilities, and the kind of storage Cambridge rarely offers. Fully electrified - cold-climate heat pumps throughout, heat pump water heater, induction range, EV charging - with generator backup. Deleaded, weatherized. Nearby: Huron Village, Fresh Pond, Porter Square and Harvard/Radcliffe.

Location, Location, Location! Exceptional free standing Colonial in a desirable cul-de-sac at Centre Village Condominium, offering the feel and privacy of a single family home with the ease of condominium living. Just a short stroll to the Center, the bike path, shops, restaurants, and all that Lexington has to offer. Thoughtfully updated and expanded, the flexible floor plan features a 4/5 bedroom option, two home offices, and an inviting open floor plan. Rear decks and porches showcase the beautiful private views. The luxurious primary suite offers an inviting bath with steam shower and Jacuzzi, generous walk-in closet space, private office w/built-ins. The lower level bonus space has a game room with built ins, exercise room, and a 5th bedroom suite with private bath. Ample storage and workshop space, two car garage, and abundant guest parking complete this exceptional offering. Rare opportunity to enjoy spacious, flexible living in one of Lexington's most convenient locations!

Location, Location, Location! Exceptional free standing Colonial in a desirable cul-de-sac at Centre Village, offering the feel and privacy of a single family home with the ease of condominium living. Just a short stroll to the Center, the bike path, shops, restaurants, and all that Lexington has to offer. Thoughtfully updated and expanded, the flexible floor plan features a 4/5 bedroom option, two home offices, and an inviting open floor plan. Rear decks and porches showcase the beautiful private views. The luxurious primary suite offers an inviting bath with steam shower and Jacuzzi, generous walk-in closet space, private office w/built-ins. The lower level bonus space has a game room with built ins, exercise room, and a 5th bedroom suite with private bath. Ample storage and workshop space, two car garage, and abundant guest parking complete this exceptional offering. Rare opportunity to enjoy spacious, flexible living in one of Lexington's most convenient locations!

This gracious and well-maintained two-family sits in Cambridge's treasured Huron Village! Sited at the corner of Huron Avenue and Fayerweather Street, a block from Formaggio Kitchen, the exterior boasts undeniable curb appeal while the interior delights with great natural light, rich woodwork, stained glass, period built-ins and many updates. Each unit includes a living room, dining room, kitchen, outdoor space and basement storage. Unit 1 is a Philly-style two bedroom, plus office, one bathroom. Unit 2 is a four bedroom, one bathroom (easily converted to a two bathroom) spanning the top two floors--ideal for an owner-occupant or multigenerational setup. Enjoy Huron Village’s coffee shops, boutiques, specialty grocers and much more. Fresh Pond, Fresh Pond Golf Course and miles of verdant trails are a short walk. One mile to Harvard (via 75 Bus on your doorstep) and Porter; easy access to Route 2. This versatile property is calling its next steward; whether you're looking to occupy, rent or both, create a single-family or condos!

Custom built by original owners, this much-loved home is on the market for the very first time. Well maintained brick colonial is sited on nearly half an acre of land and located in the sought after Robinhood neighborhood. Desirable floor plan with spacious rooms throughout the 3,120 square feet of living space on first and second floors, beautiful, private back yard with in-ground pool (condition unknown) and brick patio -perfect for outdoor entertaining. Second floor offers four large bedrooms and two full baths. Additional space in the finished lower level for game room or guest room suite and full bath. Wonderful opportunity to reimagine this home and make it your own! Many photos are virtually staged.

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.

COMMUTER’S DREAM! Welcome to 1002 Station Rd, a sunny and bright corner-unit townhome in sought-after Somerville Station, just steps from the on-site pedestrian path to the NJ TRANSIT station and a short walk to downtown dining, shopping and entertainment. This beautifully maintained two-bedroom, three-bath home with attached one-car garage features numerous builder upgrades selected by the owner. The open main level showcases extended hardwood flooring, Forty-two inch cabinetry, granite countertops, stainless-steel appliances and upgraded pendant lighting over the kitchen counter. Thoughtful electrical and technology upgrades include a ceiling fan/light option in the primary bedroom, pre-wiring behind TVs with raised outlets for a clean, wire-free look, and direct connections to the Wi-Fi router in the garage. Upstairs, the generous primary suite offers a walk-in closet and private bath, along with a second bedroom, full bath and convenient laundry. HOA coverage includes water, sewer, landscaping, snow removal and trash, adding to the ease of low-maintenance living. An available twenty-year PILOT tax-abatement program provides another attractive benefit. With abundant natural light, a desirable corner location, meaningful builder upgrades and unbeatable access to the train and downtown, this home is a standout Somerville offering.

Luxurious yet comfortable. Sprawling yet thoughtful and cohesive. These are just a few thoughts that will come to mind. This stunner makes a pretty compelling case for hitting the easy button. Built in 2026, it has all the things you hope for in new construction, thoughtfully designed with extended family in mind, yet a layout that feels genuinely livable and a setting that is anything but cookie cutter! The kitchen is the natural gathering spot, with quartz counters, a generous island and warm brass accents, opening seamlessly to the fireplaced living room then out to the deck overlooking the incredible, lush green yard. The main level offers a mudroom, versatile office (or optional bedroom) along with a full bath, while upstairs, four spacious bedrooms include a dreamy owner’s suite with two walk-in closets and an incredibly luxurious bathroom. The top floor adds a flexible two-room suite, and the lower level brings an in-law suite with its own kitchenette, full bath, large closet and private stone patio. Outside, acres upon acres of conservation land create a backyard that feels wonderfully wild and private, with trails, bullfrogs and endless birdwatching just beyond the treescape. And somehow, the Center, the bike-path, Hayden Rec and Lincoln Field are just a stroll away, with the coveted Bridge School right around the corner!

Welcome home to 603 Academy St, a charming 3 Bed, 2.5 Bath home in downtown Cambridge, just blocks from the Choptank River. A spectacular, fully-renovated property that blends everything new with the peace of mind that comes with a top-to-bottom 2025 renovations. Key Home Features & Upgrades: Brand New Systems (2025): Enjoy maximum efficiency and safety with a new roof, new mini split heat and air conditioning systems, new electrical wiring, and new plumbing. Modern Interior: The home boasts all-new LVP flooring throughout and a beautifully renovated kitchen equipped with brand new appliances. The bathrooms have also been fully updated with modern fixtures and finishes. Spacious and Bright with a functional floor plan, ample living space, and charming details. Discover the Cambridge Lifestyle: Cambridge, MD, offers a unique blend of small-town hospitality, rich history, and stunning natural beauty. This historic seaport community is a haven for outdoor enthusiasts, with easy access to the Choptank River and Chesapeake Bay for boating, fishing, and kayaking. Enjoy the local culture in the revitalized downtown area, featuring boutique shops, art galleries, and diverse local cuisine. Year-round community events and festivals like the Taste of Cambridge and the Cambridge Classic Powerboat Regatta. Proximity to the Blackwater National Wildlife Refuge, offering extensive trails for hiking and biking amidst diverse wildlife. This move-in-ready home offers an exceptional opportunity to own a piece of this desirable and growing Eastern Shore town.

Perfect first home! It's tidy and with all the essentials. This home is ready for its next owners, in sought after Maplewood neighborhood. Gleaming hardwoods and plenty of light, give it an airy feeling.The open layout provides gathering places, quiet at-home work spaces, flexible usage, and plenty of storage. Minutes from The Orange Line, commuter rail, shops, and dining, in addition to it being in a pretty little neighborhood. Recent improvements include new tiling in the basement, new tiling in the kitchen, new tiling in the bathroom. An efficient close is possible. First showings at open house Sunday, July 19 11:30-1:30pm.

Exceptional two-family opportunity in Boston's highly desirable Brighton neighborhood. This beautifully maintained and landscaped property is ideal for an owner-occupant seeking rental income or for investors looking for a strong portfolio addition. The second-floor unit features four spacious bedrooms and two full bathrooms, offering generous living space, abundant natural light, and a flexible layout ideal for larger households or roommates. The first-floor unit offers three bedrooms and two full bathrooms, featuring comfortable accommodations and well-proportioned living areas. Additional highlights include lower-level laundry, a private backyard, driveway parking for up to six vehicles with individual access, and a detached two-car garage. A rare Brighton convenience: street parking on Donnybrook Road does not require a resident permit. Quick access to the Mass Pike, Storrow Dr, and downtown Boston. A rare opportunity to own a versatile income-producing property.

35 Middle Street offers an exceptional development opportunity in a prime Newton location. Located on a quiet side street in the heart of Nonantum, this property is being offered “AS IS.". The site presents project potential for almost 8000 square feet of mixed-use business or residential development. Alternatively, a buyer could simply renovate the existing structure into a lovely home or income producing property. Located between Washington and Watertown Streets, the property offers convenient access to the Mass Pike (east to downtown Boston and west to Route 95/128), Newton Corner, Newton North High School, the MBTA commuter rail, and other transit options. This highly accessible corridor supports strong visibility and access to Newton’s shops, restaurants, and major employment centers.

Rarely offered and amazing Cambridge opportunity to purchase 2 adjoining lots that make up almost 12,000 Sq. Ft. of land a short distance to Central Square and the Redline. Property is currently mixed use commercial and residential with potential to develop in the growing Cambridge market that would make this a great investment for years to come. All buyer and buyers agents must do their own due diligence and seller, broker and their agents make no representations or warranties. ***CONFIDENTIAL LISTING ADDRESS****. All inquiries must be made in writing, via email, any/all participants must sign an NDA form for property address and additional information.

This refreshing 12-room, south-facing Colonial is welcoming and upbeat, with a seamless design defined by crisp, clean lines and a timeless aesthetic. Thoughtful details including interior transoms, wide cased openings, custom built-ins, deep moldings and solid wood doors create a comfortable sense of continuity and an exceptional level of finish. Privately set on a gentle knoll on 2.38 acres, the home is surrounded by mature plantings, pretty gardens and stonewalls, with varied exterior views from nearly every window and a wonderful connection to the outdoors.Ten-foot ceilings and beautiful cherry floors bring warmth and a sense of loftiness to the main level, creating inviting spaces for relaxed family living and gracious entertaining. The vaulted 16-foot family room, with fireplace, cove lighting and three French doors, is the heart of the home. Filled with natural light, it opens directly to the kitchen, where timeless white cabinetry, a center-island prep bar and newer Wolf oven and cooktop make everyday living effortless. Direct outdoor access leads to a 29-foot pergola-covered Ipe deck, 36-foot bluestone patio with sitting walls and accent lighting, and stone firepit—an inviting setting for enjoying crisp evenings.Gracious formal rooms, a first-floor office and peaceful covered porch add to the home’s many comfortable spaces. Upstairs are four bedrooms and four full baths, including a spacious primary suite with fireplace, abundant closets and a spa-like bath with radiant heat, oversized marble-floored shower and separate soaking tub.A 34-foot great room provides flexible space to adapt to changing needs, while the lower level includes an exceptional home gym with three windows, art studio, finished storage and a 14-foot walk-in cedar closet. New HVAC, newer roofs, meticulous maintenance and pride of ownership contribute to the home’s easy, turn-key appeal. With Lincoln’s extensive trail network at the end of the driveway, along with convenient access to top-ranked schools, commuter rail and points east, this tastefully curated home offers an appealing blend of comfort, grace and everyday ease.

Coveted West Newton Hill! Warm and elegant south facing ten room Colonial blends timeless character with exceptional space, offering six bedrooms, a private office, high ceilings, and beautiful period details. A welcoming wraparound porch leads to a gracious foyer with a turned staircase, opening to a spacious beam-accented living room, formal dining room with a bay window, and a generous eat-in kitchen. A half bath and screened porch complete the first floor. The second level features four bedrooms and two full baths, including a primary suite with a fireplace, walk-in closet, and en suite bath. The third floor offers two additional bedrooms, a full bath, and a private office. The walkout lower level includes a media room with glass doors to the patio and backyard. Conveniently located near the commuter rail, major highways, shops, and restaurants, this exceptional home offers the perfect blend of classic charm, generous living space, and modern convenience.

Ideally located on the corner of prestigious Commonwealth Ave, this spectacular parlor duplex offers the perfect blend of historical detail, beautiful views and modern finishes. Enter through the grand parlor living room featuring 11 feet ceilings, a beautiful bow front window, ornate decorative fireplace and expansive views of Comm Ave. A tastefully renovated kitchen is located below with marble countertops, high end appliances, gas cooking and spacious walk-in pantry. The desirable open concept floor plan flows beautifully into an additional living room and dining area complete with a separate built-in desk area for an at-home office. The primary suite offers a third fireplace, abundance of closet space and en-suite marble bath with double vanity and glass shower. Second bedroom is located directly across from the other full marble bath. Additional features include hardwood floors, central AC and in-unit laundry. This home is not to be missed.

Beautifully sited on 3+ acres with access to conserved open space, this well-maintained New England Colonial offers beautiful curb appeal with a welcoming wraparound porch and stone accents. Thoughtfully updated over time, the home blends traditional design with modern improvements. A renovated kitchen opens to a spacious great room addition with oversized windows overlooking the expansive backyard. The main level includes a living and dining room combination, private office, and den with wet bar. Upstairs, the primary suite features a vaulted ceiling, gas fireplace, private deck, and renovated bath with radiant heat, soaking tub, tiled shower, and skylights. Three additional bedrooms share an updated full bath. Additional highlights include a finished lower-level playroom, newer roof and Burnham boiler, owned solar panels, mahogany porch decking, bluestone patio, and convenient access to Route 2.