Single Family Homes for Sale in Winchester, MA

Home for Sale

NEW CONSTRUCTION!! Must see this gorgeous 6 bedroom home w/ thoughtful design & high end finishes! This home is spacious & inviting, offering a grand open flr plan ideal for entertaining & modern day family living. The kitchen features an oversized island w/ seating/ quartz countertops, high-end appliances, & breakfast nook/dining area. Off the kitchen is a spacious family room w/gas fireplace & direct exterior access w/ sliders leading to large deck or patio & nice rear and side yard. The first floor also offers a formal dining room and guest bedroom w/ bath plus a home office & 1/2 ba. The second level primary suite is luxurious, offering a sitting area, sleeping area, huge walk-in closet, lavish bath w/double vanities, oversized shower & soaking tub! Three additional beds incl. junior suite w/ bath, full hall bath & laundry room finish this level. Finished lower level media/ rec room w/ full bath. 2 car garage direct entry to great mudroom! Quick & easy access only 6 miles to Boston

Home for Sale

Discover this spacious custom colonial on Winchester's coveted west side! Built in 2004, it's a short walk to Vinson Owen School and Wright Locke Farm. Enjoy abundant natural light in the south-facing great room, flowing layout to dining area and breakfast nook overlooking the patio. The kitchen features ample counter space, a double oven, and a large island to entertain. Adjacent to the kitchen, is a private office with tree canopy views. French doors lead to the sunny family room. Upstairs find a primary bedroom with ensuite bath and walk-in closet, plus three more bedrooms with ample storage. On the 3rd floor, a play space. The finished lower level has a bonus room and full bath. The attached and heated two car garage is accessed via the basement. The level professionally landscaped yard wraps around the side leading to the second patio and more parking. Recent upgrades include exterior painting and new central air. Don't miss this opportunity for comfortable living in Winchester!

Home for Sale

Winchester Estate on Lexington line with your choice of Schools! This Mediterranean inspired home provides the ultimate in large,private,charming space!15 rooms on three living levels.Generous rooms throughout.2 car attached garage with lots of outdoor parking.Large,well appointed 2-tier kitchen ideal for large gatherings and entertaining.Over-sized Dining room with beamed ceiling and connecting bright breakfast room.Dramatic Catherdral Living room with Grand 2-story fireplace leads to 3rd level,upper loft style Study complementing an adjacent home office.6 large bedrooms on both first and second levels.Comfortable,huge first floor family room with oversized stone fireplace.An unequaled space for family,friends,and years of enjoyment.Abutting 100 acres of private,lush conservation land only minutes to beautiful downtown Winchester.Close proximity to corporate hubs in Burlington,Woburn,Waltham and Wilmington.#1 Vinson Owen Elementary School district.Rare lifetime opportunity awaits you!

Home for Sale

Circa 1865, this spectacular Mansard roof Victorian home blends timeless elegance with modern amenities and charm. Exquisite period detail and appeal abound with leaded and stained glass windows and grand staircase all lovingly maintained. In town location is perfect for shopping and transportation. The private estate-like setting has magnificent gardens, large private yard, bluestone dining area, fire pit patios, inviting open air & screened porches, and custom stone retaining walls that blend beautifully with the homes historic architecture. Gracious formal living room & dining room. Kitchen has a 6-seat island with granite, stainless steel, dining area & french doors to the patio. Right off the kitchen is a gorgeous family room with a fireplace. 2nd floor features a primary suite with large bath, two walk-in closets and two additional bedrooms, washer/dryer area, bath & bonus room. 3rd floor suite offers two bedrooms, an office & large bath. Enjoy sunset views & walk to the Fells.

Home for Sale

Your chance to be the 2nd proud owner of this meticulously maintained home in the heart of Winchester, where luxury living meets timeless elegance. This magnificent property offers unparalleled comfort & sophistication, boasting 5 bedrooms, 5 full & 2 half bathrooms across its sprawling 6,700+ floor plan. As you step in, you are greeted by a beautiful bridal staircase and marble flooring. The 3 fireplaces add a touch of ambiance and charm to each floor. Entertain guests in style in the spacious living areas, which seamlessly flow into the gourmet kitchen, complete with sub-zero refrigerator, Thermador oven, wolf induction cooktop, custom cabinetry, and granite countertops. The master suite is a true sanctuary, featuring a spa-like ensuite bathroom. Four additional bedrooms offer ample space for family and guests, ensuring everyone has their own oasis to retreat to. The basement offers additional space for a entertaining, workshop, gym and plenty of storage.

Home for Sale

Your dream home in the perfect location awaits! This brand-new construction residence has an unparalleled blend of luxury, convenience & comfort. Be a part of the Ginn/Rangeley/Central community, close to the vibrant town center, schools & train. The stunning open floor plan offers a high-end kitchen anchored by a large island with seating, a dining area & a wet bar. This flows easily to the spectacular family room with high vaulted ceilings, loads of natural light, a fireplace & access to a spacious deck. A formal dining room, living room, mudroom & powder room complete this floor. Upstairs, the large primary suite is an oasis with an elegant large bath, a big walk-in closet & soaking tub. 3 other bedrooms complete this floor, including an en-suite guest room. The third floor is sure to be a hit with a 5th bedroom & bath, plus a spacious study or playroom. The basement has a massive media room, wet bar, gym & full bath! Oversized 2-car garage, large landscaped yard and a big deck.

Home for Sale

Nestled in sought-after Symmes neighborhood this timeless home was renovated in 2019-2020 providing a refreshed layout and modern amenities while keeping the home's original charm. The gracious foyer leads to a front to back living room with fireplace, window seat and French doors opening to a new family room with a walkout to the patio and backyard. The dining room with bow window flows into the refurbished butlers pantry and new modern kitchen complete with new mudroom, half bath, and back entrance to the driveway. The second floor was completely redesigned to include a primary suite with full bathroom, office, two additional corner bedrooms, main bathroom and W/D area for convenience. The partially finished basement offers a versatile space with a recreation room and ample storage, while the full staircase to the unfinished attic presents expansion possibilities. Detached garage with electric is EV ready. Solar panels are a modern touch. Convenient to train, schools and downtown.

Home for Sale

Cherished home located on a quiet side street in Winchester Highlands, close to the popular Fells Reservation. Flexible layout perfect for today's living with 5 beds & 3.5 baths. The 1st floor features a formal living room with fireplace, expansive family room & open concept dining room/kitchen with new appliances, cherry cabinets and beverage cooler. Two 1st floor bedrooms and a full bath provide options for an amazing in-law suite, hosting guests or as a home office. The 2nd floor has 3 beds, the primary features cathedral ceilings, gas fireplace, an en-suite bath with a soaking tub and a glass-enclosed tiled shower. Oversized rear deck overlooks a private back yard, perfect for summer entertaining. Two-car side entry garage leads to a finished basement great for home gym or playroom. Convenient access to I-93, and minutes from Muraco, McCall, the High School & Winchester center with boutique shops, restaurants, cafes and commuter rail. Showings start at Open Houses Sat/Sun 12-2pm.

Home for Sale

OPEN HOUSE CANCELLED! Welcome to this adorable 4 bed, 2.5 bath home with a fenced in yard! ~10K seller credit!! This property features a large family room with a beautiful fireplace, an attached sunroom or perfect home office, spacious dining room & updated kitchen w/ gleaming hardwood floors and high ceilings throughout the home. For guests, or a 1st floor primary option there is a first floor bedroom w/ adjacent full bath.The second floor has 3 generously sized bedrooms w/ vaulted ceilings & full hall bath.The lower level is the perfect spot to watch a movie. Garage access, mud room, half bath, laundry and storage complete this home. Conveniently located close to highways,Winchester Hospital, Winch.Center, Muraco school & Leonard field. Enjoy coffee & muffins at your new home, w/ Winchesters beloved Gingerbread factory right across the street! With this homes great price, prime location & potential to make it your own. 1 garage & 2 driveways for extra parking!

Home for Sale

This fabulous house is in a beautiful and unique location, perched on a small hill with a secluded half-acre lot in a very quiet cul-de-sac area near the Winchester/Lexington line, far away from any road traffic and offering excellent privacy. There are 4 floors of living space containing 5 bedrooms and 3.5 bathrooms with two separate laundry areas. The grounds offer stunning front and back yards with a large deck and a gazebo. The property is adjacent to a lovely forest with a pond (Whipple Hill/Smith Pond). A short walk away from Wright-Locke farm and a short drive to shops, malls, and major routes with an easy commute to main business areas. Plenty of leisure facilities nearby including swimming pools, tennis courts, golf courses, skating rinks, gyms, restaurants, etc. Importantly, this house is in one of the best school districts anywhere and the Town of Winchester is renowned for its charm and the quality of life it offers.

Home for Sale

New! A carefully crafted Colonial that has an original birthdate in 1938 is transformed with new construction with all the 2024 amenities you are looking for. A location at the end of a cul de sac is a private hilltop retreat around the corner from the soon to be new Lynch Elementary School under construction, ready in Fall 2025. A short hop to Horn Pond recreation areas, seasonal views of Winter Pond. Included in the 11 rooms are 5 bedrooms, 6 baths, 4 full & 2 half, with 2 ensuite, a bonus 3rd floor open space with bedroom and bath, lower level game room with half bath. A breezeway connects the heated 2 car garage to the kitchen and provides a large mudroom entry. The bright, open kitchen with farmhouse sink, center island, separate drink bar and frig, and stainless and paneled appliances overlooks the large, level back yard with stone patio. Traditional details, too, like crown moldings, gorgeous hardwood floors. State of the art heating and cooling. Home Energy Rating Certified.

Home for Sale

Elegant blend of traditional and modern. This smart home has the conveniences of automated thermostats, doorbell, bedroom and stair lighting system. The chef's kitchen boasts top-of-the-line Viking appliances and commercial-grade fixtures. The spacious walk-in pantry ensures ample storage for all your essentials. The primary bedroom suite is a true retreat, with soaring ceilings, a luxurious freestanding bathtub, dual vanity, radiant heated floors, and an oversized walk-in shower. Venture downstairs to the finished lower-level basement, with built-in wet bar, ideal for hosting guests or enjoying a night in. This versatile space offers the potential for a home theater or gym, tailored to your needs. Outdoor living reaches new heights with the pergola-covered patio, complete with a built-in Blaze grill and outdoor refrigerator, making alfresco dining and entertaining a breeze. With its perfect blend of style, functionality, and amenities, this home sets a new standard for modern living.

Home for Sale

: This NEW RENOVATION HOME sits on an extremely level 9500 sq ft lot affording its new owner a myriad of options in both indoor and outdoor future living options. Moving in condition. Located on a small dead end provides that community feel and a limited amount of traffic. Tall mature plantings provide privacy for outdoor activities and entertaining. Inside you will find well maintained hardwood on both levels, a spotless kitchen with gas stove, a generous living room, and a dining room. Open kitchen offers wood burning fireplace and full bath with its own heating zone. Second floor is where you will find three bedrooms and a full bath. Easy access to major transportation routes and walking distance to downtown with its diverse options for shopping, dining, as well as one of Winchester's two commuter rails..

Home for Sale

This impeccably renovated Cape located just minutes from Winchester town center and the Middlesex Fells Reservation offers modern amenities with charming design. Originally built in 1898, the home underwent a significant renovation in 2021 consisting of a redesigned floor plan to accommodate an elegant chefs kitchen, spacious mud room and powder room as well as an updated primary bath. The renovation included the addition of full home heating and cooling via high efficiency mini-spilts, all new electrical wiring and LED lighting throughout, as well as updated plumbing, ensuring safety and efficiency while offering energy savings and comfortable contemporary touches. The sun soaked bedrooms all offer ample closet space supplemented by addition storage in the attic and partially finished basement. The home features a utility shed with electricity and lighting. Off-street parking able to accommodate three cars! Lincoln School District. Call for offers by 5pm on Monday, May 20th.

Home for Sale

Unparalleled masterpiece nestled on prestigious Myopia Hill, just 7 miles from Boston! With its awe inspiring architecture and exquisite design this majestic home is sure to captivate you! From the grandeur of the facade, to the breathtaking all new interior set on meticulously manicured grounds w/ carriage house, this home is like nothing you've ever seen. Boasting 15 oversized rooms spanning over 10,000 sf with 13' ceilings, 7 beds/ 8.5 exquisite lavish marble baths w/ oversized showers & indulgent soaking tubs w/ high end bath fixtures. The kitchen offers a 12' island, top of the line appliances, 48' gas range, w/dual dishwashers, custom cabinetry, wine fridge & pantry w/ dining area & stunning family room w/ sliders to the fabulous stone courtyard featuring a built in outdoor kitchen/w grilling station. Enjoy dinner parties for 20 in the grand dining room, step down formal LR, handsome home office, au-pair quarters & and more. A distinguished home for the most discerning buyer!

Home for Sale

Nestled in an idyllic neighborhood, this stunning property underwent complete renovation/addition in 2016, ensuring modern comfort & space. As you step through the entry, you're greeted by an abundance of natural light & a sense of airiness that permeates every corner of the home. The open-concept layout seamlessly connects the living, dining, & kitchen, creating an ideal space for both family gatherings & entertaining guests. 1st floor also features home office, walk-in pantry, & mudroom to help keep life neat and organized! Upstairs, a primary suite w/walk in closet & lavish bath, 2 additional bedrms, & a family bath await, along w/2nd flr laundry. 3rd flr provides a private retreat with its own bath & walk-in closet. Finished basement offers xtra space for family rm, exercise area, & storage. Outside, a lush yard w/fire pit, brick patio, & pergola beckons outdoor enjoyment. Conveniently located just .75 miles to Lincoln Elementary, McCall Middle, & downtown Winchester. Welcome home!

Home for Sale

This is not an opportunity you want to miss! Youll be in awe of the LR with massive wall length window, brick accent wall with fireplace, and vaulted ceiling. Formal DR leads into the kitchen with lovely cabinetry & plenty of natural light. Boasting 3 bedrooms and 2 full bathrooms great for hosting guests, friends and family. Gorgeous sunroom offer brick accents, wood ceiling and walks out to the brick patio. Finished basement expands the living area even further great for a family room, home office, gym... whatever you need! Settled on over half an acre so you have plenty of lawn space to make yours all Summer long! Settled minutes from Whipple Hill Nature Preserve with walking trails, golf courses, Medford Boat Club, schools, Rt 2A and more.

Home for Sale

This is one of the most notable and distinguished homes on Everett Avenue, with preeminent siting and curb appeal. Designed by famous architect Robert Coit, this residence combines the magnificence of early 1900s architecture with today's modern amenities. Completely renovated in 2023/2024, this residence features hallmark architectural details including Tudor-style balusters, high ceilings throughout, and a beautiful floor plan centered with a large entrance hall. Large-scale rooms, coffered ceilings, original crown moldings, mantels and decorative trim are enhanced by the beauty of restored hardwood floors. The brand new kitchen is a chef's dream, and includes a walk-in pantry with laundry and refrigerator drawers plus a butler's pantry with a wine fridge. Floor to ceiling windows flank the huge family room, overlooking park-like flat grounds. The huge lawn, magnificent old oak trees, beautiful birches and an ample driveway are some of the distinguishing exterior features.

Home for Sale

Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliances, secondary prep area, and fabulous outside dining options from the oversized deck. The spacious fire-placed family room, banquet-size dining room w/ wine-column, private home office and bedroom w/ en-suite bath complete the first floor. Luxurious primary suite w/a large balcony, expansive walk-in closets & spa-like bath w/ dual vanities, an oversized shower, and a lavish soaking tub on upper level, along w/ 3 additional en-suite bedrooms and an oversized laundry room. Finished lower level features additional entertainment areas, gym & en suite-bedroom. Fantastic location just up the hill from top-rated Vinson Owen School. Enjoy all that Winchester has to offer.

Home for Sale

Nestled on Myopia Hill, close to the Winchester Country Club this grand colonial is unparalleled and is an entertainer's dream! Its unique design with large scale rooms caters to both family gatherings and lavish parties. The sun-drenched Great Room, boasting 16ft cathedral ceilings, majestic windows, and a towering stone fireplace is the focal point of this fabulous home w/ French doors leading to a gorgeous stone patio & rear yard. The bright and cheery kitchen overlooking the rear yard offers a casual dining area w/ plenty of cabinetry, w/adjacent mudroom, pantry & 2 half baths. A stunning home office, formal LR w/ fplc, and formal dining w/ 9' ceilings, crown molding & hardwood floors completes this floor. The Primary suite offers a spa like bath, fplc & 2 walk in closets w/ views of the mystic lakes & Boston skyline! 3 additional large bedrooms & full hall bath. Lower level offers a home gym plus kids dream playroom, mudroom & direct entry to oversized 4 car garage!

Home for Sale

Top East side neighborhood! Don't miss this renovated & expanded 3BR home offering a great layout, flooded w/natural light. Spacious Living room w/wood burning fireplace, adjacent sun room, office/play room plus a stunning eat in kitchen w/ ample storage, prep space, large island & dining area w/ vaulted ceilings & picture window overlooking the well manicured yard. The main floor also includes a formal dining room & half bath w/ direct access to patio/yard. Upstairs the 2nd floor has 3 nicely sized bedrooms & full hall bath. The finished lower makes for great recreation space w/ large open room w/ built in desk, half bath, gym area, an adorable kids play room w/hand crafted club house door, laundry & plenty of storage! This home is equipped with a new AC system, 1 car garage w/EV hookup. Located on a great street in top location close to Winchester center! Hardwood floors & nice ceiling height throughout. A perfectly sized yard & patio complete this ideal home. *Offers Due 4/30 3pm*

Home for Sale

Stunning cedar shingle and stone Craftsman home nestled in the sought-after East Hill neighborhood. As you step inside, you are greeted by an elegant foyer leading to a chef's kitchen with center island, pantry, granite counters, SS appliances and a sun-filled dining area.The kitchen seamlessly flows to a stone deck, perfect for grilling and alfresco dining. Large family room wrapped with windows featuring a stone fireplace, while the dining room with wainscoting and butler's pantry provides a touch of sophistication. The living room offers a fireplace and a wet bar leading to a study with French doors opening to a stone patio in your private back yard. The second floor offers 5 nicely appointed bedrooms with built-out closets, the private primary suite has walk-in closets and a large bath. Finished lower level provides additional flexible living space with a full bath and storage. Views from every room and the most amazing sunsets on the front porch. Private yard and 3 bay garage.

Home for Sale

Attention Investors and Visionaries! Discover the potential in this charming 3-bedroom, 1-bathroom property. Located in a sought-after Winchester lot, this home is surrounded by premier schools, convenient amenities and the Middlesex Fells Conservation area, making it a prime location for your next project. The existing structure offers a fantastic opportunity for a full renovation or teardown, allowing you to reimagine and build the home of your dreams.Please note that renovation plans will need approval from both the Winchester and Medford Building Departments and potentially Medford Conservation, as this property is partially located in both Winchester and Medford. Dont miss this incredible opportunity to transform this property into a magnificent family haven in a vibrant community!*** Property is owner occupied and all showings need to be accompanied. Do not walk the property without an appointment. ***

Home for Sale

Opportunity knocks in Winchester to own a beautifully maintained South facing home on a Sun-drenched corner lot! Gorgeous landscaping surrounds the large front yard and private fenced in backyard, an oasis for entertainment! Features include a 2-car garage with additional off-street driveway parking and irrigation system. The 1st level offers an updated kitchen/dining room with radiant floor heat and living room open concept with a large glass sliding door providing bright open views of the outdoor living space. It also includes a renovated full bath and a large bonus room that can be used as an office or main level bedroom equipped with loads of closet space. On the 2nd floor there are three large bedrooms that include a primary with a great walk-in closet, and large renovated bathroom. Conveniently located minutes from downtown, walking distance to the commuter rail, Middlesex Fells, blocks away from the newly renovated High School, and an expedient route to downtown Boston!

Home for Sale

Nestled in Winchester's esteemed WEST SIDE, this Colonial gem epitomizes modern luxury. This includes an iPad-operated control system for sound, heat, alarm, and property security camera! Spanning 4 floors, the main level invites with a grand living and family room adorned with a gas fireplace and soaring ceilings. Culinary delights await in the oversized kitchen boasting granite counters, SS appliances, and a wine fridge. Work from home in the stylish office, with a full bath and bedroom nearby. Ascend to the master suite oasis, with fireplace, dual walk-in closets, and a spa-like bathroom. Discover a junior en-suite and 2 additional bedrooms, 2 baths, & laundry on this level. The 3rd floor retreat offers versatile space for teens or an au pair, complemented by a full bath. Abundant storage throughout. The finished lower level boasts a media room and wet bar for entertaining. A spacious 3-car garage and entirely fenced in yard, this home beckons you to live luxuriously! WELCOME HOME!

Home for Sale

Welcome to this meticulously maintained and move-in ready home, showcasing impeccable craftsmanship that seamlessly combines historic charm with modern amenities. Indulge in breathtaking sunset and treetop vistas from the front porch and master bedroom. Expansive living room features a picture window overlooking the front porch, while a cozy sitting room offers a perfect retreat. The magnificent dining room boasts custom cabinetry. Newly renovated bathrooms add a touch of luxury. Upstairs are 3 generously sized bedrooms and bonus office space. Outside, a private fenced backyard awaits, complete with a deck and mature cherry tree. Convenience at your doorstep near the Winchester Community Music School, Kids Corner Afterschool Program with close proximity to the Lincoln Elementary School, Winchester Public Library, downtown Winchester, Wedgemere commuter rail, hiking and biking trails in the serene Fells Conservation area, easy access to highways 93 and 95. NO PRIVATE SHOWINGS.

Home for Sale

Don't miss this brand new construction 4 bed, 3.5 bath townhome with 3 levels of living space! Walk through the charming covered porch into a custom mudroom space leading to a private office. Living room features a gas fireplace and gorgeous built-in shelving. Chef's kitchen with high-end Thermador appliances including, quartz countertops, center island & pantry. Dining area opens to a private deck overlooking the large, fenced-in yard. The 2nd floor offers 2 spacious, ensuite bedrooms with custom closets and ample storage, while the 4th level offers a finished storage room with a closet. Completely finished lower level with direct exterior access features 2 bedrooms and another full bath! Wonderful location on cul-de-sac just steps away from Muraco school, Leonard field, bike path & the Fells. Truly a must see!

Home for Sale

Welcome home to where design & craftsmanship unite along a tranquil Winchester cul-de-sac. With its gorgeous finishes & thoughtfully curated spaces you will love the ease of one level living & the optional au pair space in the finished lower level. The stylish gold kissed kitchen takes center stage with a custom island featuring herringbone wood detailing complemented by quartz waterfall counters & a stunning backsplash. From the kitchen, your gaze will be drawn to the showstopper living area, featuring matching herringbone backsplash along the custom fireplace wall. Indulge in the luxurious comforts of the primary suite, which showcases a board & batten wall & another fireplace. The large walk-in closet provides ample storage space, while the gold accented bathroom creates a dreamy private oasis. The lower level offers a large kitchenette, eating area, family room & bonus room all leading to a direct walk-out to the back yard with sizable stone patio area & professional landscaping.

Home for Sale

Welcome to your dream home at 16 Nassau Drive in Winchester, MA! This beautifully renovated 4 bedroom, 3.5 bathroom house is everything you''ve been searching for. With over 2,900 square feet of living space, this home offers ample room for you and your family to live and grow comfortably. The open floor plan is perfect for entertaining guests and features a spacious living room, dining area, and modern kitchen with stainless steel appliances, quartz countertops, and plenty of cabinet space for all your cooking needs. The primary bedroom suite is a luxurious retreat with a large walk-in closet and beautifully tiled shower, while three additional bedrooms provide ample space for family or guests. The second floor also features a spacious laundry room for your convenience. The finished basement is a versatile space that can be transformed into a playroom, home gym, or whatever your heart desires. Don''t miss out on the opportunity to make this incredible home your own.

Home for Sale

Move right into this beautifully remodeled townhouse that lives like a single family just a short distance to the town center shops, parks, restaurants, commuter rail & nearby Fells walking trails! This meticulously renovated and nicely maintained home is perfectly balanced with open concept cherry kitchen w/stainless steel appliances & granite countertops which flows nicely into the dining room and living room w/ fireplace and bay window w/ seating. Laundry area, half bath and mudroom complete the main level. This home has hardwood flooring throughout, high ceilings w/ beautiful sunlight, newer windows, and NEW central A/C ( HVAC 2021). The second floor includes a generous primary suite w/ a large walk-in closet, adjacent bath, additional bedroom w/walk in closet plus a smaller 3rd bedroom or home office. Tremendous expansion potential in the attic with high vaulted ceilings. large rear yard with plenty of parking. Move in and enjoy all that Winchester has to offer!

Home for Sale

Adorable 3 bed 1.5 updated bath Cape situated on a fabulous corner lot in close proximity to the Fells trails & Winchester hospital with easy access to highways! This charming home offers a formal dining room plus living room w/ wood burning fireplace that flows nicely into a cozy family room/sun room w/stone floors. The sunny updated kitchen offers beautiful bay windows w/views of the oversized backyard w/ a large bluestone patio; first floor is complete w/ a half bath.The second floor offers 3 bedrooms & full hall bath, including a spacious primary bedroom with an oversized walk-in closet. The lower level/ finished basement offers an additional family room & laundry room/gym w/ full door out to the fabulous yard w/ a custom built kids play house.This home has a new hot water heater, low maintenance vinyl shingles, newer windows and newer roof. Easy living, move right in & enjoy this sweet home in nice location connected to Sawmill / Sunset Rd neighborhood w/great expansion potential!

Home for Sale

Hurry! This charming cape located in desirable Winchester is just waiting to be transformed into the luxurious home of your dreams! Dont miss out on this meticulously maintained home on a quiet street. The exterior of the home is low maintenance vinyl siding. The interior is carpeted with beautiful hardwood underneath. Take advantage of two full bathrooms and TWO gorgeous wood burning fireplaces. The home has a newly installed natural gas furnace. The unfinished walk-out basement has unlimited potential. Located just a short walk to McDonald field which hosts a playground, baseball fields and tennis court for great family activities. Take advantage of all that Winchester has to offer including award-winning schools, Middlesex Fells Reservation, bike path, and easy access to Boston.

Home for Sale

Don''t miss out on this charming 3 bedroom, 3 bath home in Winchester, situated on over half an acre at the end of a quiet cul-de-sac. The spacious main floor features beautiful hardwood floors throughout, an inviting living room, formal dining room, and a generously sized kitchen. You''ll love the 3 bedrooms, including a main suite with its own full bath. Downstairs, The lower level offers a large family room with fireplace, an additional recreation room perfect for games or playtime, and a separate room that can be used as home office. An additional bathroom and garage access complete this space. Relax in the three-season porch overlooking the tranquil backyard or host a cookout on the patio with friends and family. With a 2-car garage and ample off-street parking, this home has it all! Minutes from Vinson-Owen Elementary School, Whipple Hill, and Tennis and Swim Club. Don''t wait to make it yours!

Home for Sale

New construction in one of Winchester''s most popular neighborhoods near Middlesex Fells, move right in and enjoy. This home was custom designed to provide a main floor office or bedroom with direct access to a full bath, perfect for guests or a home workspace. The dramatic entryway shows off wrap around second floor hallway open to below. Living room with gas fireplace is open to the kitchen, perfect for entertaining. Dining room features custom wainscoting and adjoins the chef''s kitchen with Bertazzoni appliances and glass tile backsplash. Large mudroom leads to the two car garage or the rear patio (to be installed.) Upstairs the primary suite features walk in closet, marble bath, and dramatic views. Laundry, a second full bath, and 3 bedrooms complete this level. The third floor is finished and ready to become your playroom, second office, or additional bedrooms. Landscaping to be completed this spring on the generous lot with a side yard large enough for an in-ground pool.

Home for Sale

This bright & airy classic home is completely renovated w/ great attention to detail & hardwood floors throughout. 1st flr has great circular flow between the living rm, dining rm, family rm & kitchen. Fireplace family rm & eating area blend together to create an open & inviting atmosphere. Kitchen features marble countertops, windowed cabinets, downdraft stove, two sinks, deck access, & a passthrough into the family rm- perfect for entertaining guests! On the 2nd flr, the high-ceilinged primary bdrm features two walk-in closets w/ pocket doors & en suite bath. Down the hallway are two bright & cheerful bdrms & family bath w/ backlit mirror. The 3rd flr provides privacy w/ its romantic fourth bdrm w/ custom paneled walls. Spacious heated basement has laundry rm, two flexible rooms perfect for a gym & playroom, & a beautiful reclaimed wood barn door leading into a storage rm. Out front is a wraparound porch, & in the backyard you''ll be able to enjoy the private pond from the back deck.

Home for Sale

Welcome to 15 Alden Ln! From the bright, cathedral ceilinged family room, you can go out to the back deck and enjoy the exceptionally spacious backyard or stay inside and look out the windows on three sides letting you enjoy nature inside and out! Open kitchen and dining area features stainless steel appliances and a bay window overlooking the deck and backyard. Make your way to the fireplace living room, across from the dining room with built in cabinets. The first floor has a flexible bedroom/office space with adjacent full bath. The second floor offers three unique and spacious bedrooms. With its abundance of space and privacy, plus a full bath, the lower level offers great flexibility for a workout room, hobby room, or lounge space for out-of-town guests. Also on the level is the laundry with fold out ironing board and ample storage space. Attached garage with entry from mudroom.

Home for Sale

Extraordinary NEW renovation/expansion! 4 bedroom 3.5 bath colonial w/ 2 story rear addition in top west side neighborhood; the most recent project by premier design/build team Renew w/ high end finishes from Ralph Lauren, Restoration Hardware, Duravit, Emtek & more! The must see kitchen is the focus of main level boasting an oversized Carrera marble island, custom cabinetry & gorgeous overhead designer light fixture. Desirable open concept kitchen & family room w/fireplace, walls of windows & French doors leading to oversized patio & newly landscaped yard perfect for entertaining. Living room w/wood burning fireplace & french doors plus a great home office flooded w/ sunlight, mudroom side entry w/built-ins & spacious half bath complete the 1st level. 2nd level has a fabulous primary suite with cathedral ceilings, sitting area & marble spa-like bath plus 3 additional bedrooms & 2 full gorgeous baths. Lower level offers a large family room w/fireplace & office/workout area. Must see!

Home for Sale

Elegance and unparalleled quality abound in this magnificent waterside home that will take your breath away! With its expansive views of the Upper Mystic Lake and a private dock, this gorgeous home offers a rare opportunity to own an impeccably renovated property in a peaceful lake-front setting. This 9,075 sq ft, 7 bedroom, 6.5 bath, 5 fireplace home is a true masterpiece. Spoil yourself with all the conveniences & luxuries that this home has to offer. This thoughtful renovation and expansion was completed in 2017 with highest end finishes available and includes a geothermal heating system, 400 amp electric, A/C, high end designer kitchen w/ 2 islands, 42" Wolf stove & Sub Zero fridge, fabulous family and breakfast rooms w/ stunning views, living room, powder room, office+. The stunning primary suite offers a private deck overlooking lake, 2 lavish baths, fireplace, dressing room & secondary washer/dryer. Finished basement media/game/gym plus carriage house* w/kitchen & full bath.

Home for Sale

Swing into Spring in this 4 bedroom, 4 bath new construction home in the Ambrose School District across from fabled Myopia Hill. Come see this transitional, meticulous home styled with modern flair with attention to detail. Craftsman quality throughout.Fabulous white kitchen with quality appliance package and white Carrera Quartz countertops. Maintenance free exterior, and professionally landscaped yard will dazzle your senses. Bright and open concept within the kitchen, dining and living areas with 2 bedrooms and full bath make up main level. Upstairs encompasses the primary suite with connecting full, Primary bathroom and additional bedroom and full bath & laundry. Finished lower level with playroom, mudroom, home office, 4th full bathroom, and 2nd set of laundry hookups for added convenience option. Extra long, 27'' heated garage (separate zone) prewired with 50 AMP electric cable for EV charger install, with storage area complete the ground level. Value and quality are unmistakable!

Home for Sale

From the moment you step inside this 4 bedroom & 2.5 bath home, youll be struck by the timeless elegance & warm ambiance of this classic Colonial. Situated on a sprawling half-acre lot, this stunning home boasts ample living space w/ gleaming newly refinished hardwood floors throughout. The main level offers a sun-filled formal living room w/ fireplace. Opposite is an elegant dining room. The eat-in kitchen opens up to a great room w/ a soaring ceiling and custom built-ins which leads to a bright sun room w/ access to a private deck. A half bath, laundry, & access to an oversized two-car garage complete this floor. Upstairs youll find a primary suite w/ two walk-in closets & an ensuite bath plus 3 generous-sized bedrooms, an additional full bath, & pull-down access to the attic. Lower level includes a finished room w/ fireplace & 2 additional rooms ideal for storage. New roof, boiler, decking & electrical. Located near Vinson Owen school & Whipple Hill trails. Welcome Home!

Home for Sale

This newly re-imagined home boasts 5 bedrooms and 4.5 bathrooms. The 1st floor includes a gorgeous state of the art kitchen inclusive of Thermador appliances with 54" fridge/freezer combo and double wall oven anchored by a generous island. The home has a fireplaced family room, formal dining room with attached bar nook, casual eating/craft area, pantry, mudroom, and guest suite all on 1st floor with custom built ins and detailed moldings throughout. The 2nd floor consists of 4 bedrooms, a custom study/ library, laundry room, and 3 bathrooms. Basement includes bonus areas, storage and lower mudroom. 2 car attached garage. Outdoor patio area with soon to come professionally landscaped lawn space complemented by extensive stonework throughout the property.With an under a five minute walk to town, views of the city, and natural light throughout the entire home with expansive windows throughout - this one is a must see!

Home for Sale

Investors, contractors and savvy buyers with vision will love the opportunity Ware Road offers. First time this lovely home has been available in over 30years. First floor features a front to back fireplaced living room, formal dining room, full bath and kitchen that opens effortlessly to the family room and rear deck. Second floor is highlighted by four corner bedrooms all with great light and full bath. The lower level basement could be finished to add great flex space and walks out to the 0.25 acre lot. Bring your ideas to this diamond in the rough and take advantage of a premiere location. Steps to Fells Conservation, less than 2 miles to town center and great highway access.

Home for Sale

New Price! Welcome to one of Winchesters finest and most desired locations! This stunning 3 bed 3.5 bath English Tudor w/ 2 large rear additions offers 12 sun-drenched rooms and awaits your personal touch! This lovingly maintained property offers a perfect layout with large rooms, great closets, 3 fireplaces & hardwood floors. The foyer is beautiful with original natural woodwork, custom door & wrought iron railing. The 1st floor offers an updated cherry kitchen w/ gas cooking & breakfast nook that flows into the family room w/built ins, fireplace, vaulted ceiling & skylights. Off the family room is a stunning large sun room, a gardeners delight simply drenched w/ sunshine plus living, dining & a bedroom/ office & full bath. Second floor offers a primary suite + two additional good sized bedrooms. Enjoy the spacious lower level with a charming fire- placed media room, exercise room, storage area & bathroom. Level 12K lot and private yard w/ many perennial plantings plus 2 car garage

Home for Sale

Welcome to this stunning home, nestled within a charming, established neighborhood of Winchester''s coveted Westside. Boasting 4 bedrooms and 3 full baths, this immaculate property is move-in ready and waiting for you. Perfectly situated in the sought-after Vinson-Owen School District & within easy reach of Whipple Hill and Wright Locke Farm, this is an opportunity not to be missed. With an abundance of luxurious features, including a welcoming farmer''s porch, recently updated gourmet kitchen & bathrooms along with an expansive family room featuring a gas fireplace! Kitchen includes a 24 bottle wine cooler & quartz countertops. The large dining room is a perfect space for entertaining. Spacious mudroom off oversized 2-car garage. The finished lower level is ideal for a second family room (w/ wood fireplace), additional bonus room along w/ a home gym! Two outdoor patios, with professional landscaping, offer the perfect spot to relax, unwind, & enjoy your new home!

Home for Sale

TOP LOCATION! Ravenscroft neighborhood! Move right in to this ideally located 4 story single family attached home close to the town center, Ginn field & Wedgemere train station! The welcoming foyer flows nicely into the sun filled double living room w/ wood burning fireplace w/ beautiful mantle & adjacent bow front dining room w/ china cabinet. This home also boasts high ceilings with original detail & a spacious kitchen w/ island, built in bench seat & slider leading out to a private deck. The second floor has a cozy family room or office w/ fplc & stunning wood detail as well as 3 bedrooms & 1 full bath. The 3rd floor has 2 additional bedrooms or a primary suite w/ private bath & office space. Plenty of storage & walk in closet. The lower level in law suite has a living room w/ sleeping alcove, kitchen & full bath w/ direct access outside to private patio making this the perfect in-law or au-pair suite. Enjoy this great home within close proximity to all that Winchester has to offer!

Home for Sale

Must see this impressive one of a kind custom built home situated on a 1/2* acre of land on Myopia Hill. This home was built for an extended family offering an abundance of privacy in the bedroom wings along with grand yet intimate shared family spaces, the perfect layout for multi generational or extended family living! Stunning double staircase with 30'' ceiling welcomes you as you enter this home, step down to the ballroom sized formal living room with fireplace & beautiful molding detail, a handsome library with beautiful woodwork, bar area, family room plus a chefs kitchen with dining area, double ovens, gas range, high end stainless steel appliances & dining room sized for the most elaborate dinner parties! Off the kitchen you will find a large patio/courtyard where you can relax & feel the tranquility of Myopia Hill. 6 oversized bedrooms, 6.5 bathrooms & a third floor w/ game room, family room & full bar area. 2 car garage/carriage house has a great room above w/ oversized fpc.

Home for Sale

Skip the spring cleaning this year and move into a beautiful property that is READY TO GO! 104 Thornberry Road boasts 4 bedrooms, 3 full bathrooms, and updates galore! Enter in to a fireplaced living room that flows beautifully into a formal dining room. From there youll find the lovely sunroom with multiple sliders out to the rear of the property. Entertaining in this home is a true dream as your indoor and outdoor living blends together perfectly. A rear deck and private basketball 1/2 court will be the hit at all of your barbecues! Back inside youll find a renovated kitchen with center island, SS appliances, and granite countertops. Three sunny bedrooms are found on this level including the primary suite with (2) closets and an en-suite upgraded bathroom! In the lower level youll find a fireplaced family room, bonus room (ideal for a home office), bedroom #4, a full bath AND, laundry room! Located in the sought after VO school district, this home has little left to be desired!

Home for Sale

This elegant home was recently renovated top to bottom by notable builder Gerry Dunleavy. Offering 6 bedrooms and 5.5 baths across four floors of living space with high ceilings, top-of-the-line systems and appliances, custom design work, and beautiful crown moldings. Enjoy a spacious first floor with stunning living and dining room, beautifully appointed office, sun-drenched family room, and expansive chef''s kitchen with custom breakfast nook that leads directly to a level fenced-in yard. The second floor features 4 bedrooms and 3 beautifully renovated full bathrooms, while the third floor is perfect for an expansive guest suite. The finished lower level offers endless possibilities for hosting and entertaining with a cinema room, play area, guest room or gym, and wine cellar. Complete with a 2 car garage and 2 driveways offering ample parking, and located on highly coveted Everett Ave moments away from downtown Winchester and Wedgemere station, this home is a must see!