Winchester MA Homes for Sale

MLS Number 72465657

• Single Family
• Garage 2
• Parking Spaces 4
• Year Built 1994
• Full Bath 2

Welcome to this bright and sunny, center entrance colonial. From the moment you enter the large foyer, you will enjoy the circular flow of an easy floorplan. Formal living room with built-in shelving expands easily into the dining room for excellent entertaining.The eat-in kitchen opens to the spacious wood burning fireplaced family room, all with views of the backyard. The first floor is complete with laundry, half bath. Second floor boasts private front to back master suite with large walk-in closet and full master bath with jacuzzi tub privately separated from other bedrooms. Three additional ample bedrooms and family bath complete this floor. The spacious finished lower level offers great flexibility and easy entry into the 2 car under garage. Updates include granite counters, new carpeting, hardwood floors and interior painting. The expansive deck and back yard play structure allows for great outdoor entertainment. Move in time to enjoy the central a/c this summer!

Listed by Anne Spry and Ratthapoom Asdornvuttikrai of Waterfield Sotheby's International Realty

MLS Number 72465407

• Single Family
• Garage 1
• Parking Spaces 2
• Year Built 1900
• Full Bath 2

Enjoy this classic Colonial perched on high, adjacent to the Fells Reservation. From the front porch to the private backyard patio and indoor heated Endless Pool with Jacuzzi jets in a separate heated building, you will enjoy the outside living as much as the home. Upon entering, you feel you have arrived home. The turn-of-the-century oval window front door and staircase represent a bygone era. The spacious mudroom entrance opens into a large kitchen with dining area and marble counters, gas fireplace family room with built-ins, and a first-floor office which transitions nicely into the formal living room and dining room. The privately located master bedroom suite with beamed cathedral ceiling is a true retreat. Two additional bedrooms and a family bath complete the second floor. The skylit third floor has both a study and bedroom to have some getaway time. This home is the perfect blend of space and comfort.

Listed by Anne Spry and Ides Figueiredo of Waterfield Sotheby's International Realty

MLS Number 72465453

• Single Family
• Garage 2
• Parking Spaces 4
• Year Built 2016
• Full Bath 4

Stunning newer construction tucked away in a quiet neighborhood yet steps to town center, The Flats, schools, pond, tennis courts & train. A residence that was custom built in 2016 & offers over 4,500 sq ft of luxurious living on 4 levels; 5 large sunny bedrooms & 4 full baths. An inviting floor plan for all family members to enjoy with a blend of formal & informal spaces such as dining & living rooms; large 3rd fl playroom with full bath; exquisite oversized kitchen/family room that has direct access to paver patio & fenced in rear yard~ perfect for kids & pets; grand master suite & a finished lower level that is perfect for out or town guests or au pair suite. Amenities include hardwood floors; multi zone gas heating & cooking; attached garage; generous storage & so much more. Truly an urban oasis 7 miles from the Boston city line.

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

MLS Number 72465456

• Single Family
• Garage 2
• Parking Spaces 6
• Year Built 1820
• Full Bath 3

Welcome to the Wyman House! This historic home offers a spacious and welcoming atmosphere both inside and out. Generations have enjoyed get togethers in the large sun-filled family room featuring a working fireplace and beehive oven. The extremely functional eat-in kitchen is fully applianced and overlooks the large and private fenced-in back yard. Original wood flooring in the formal dining room, living room and family room. The beautiful circular staircase is located at the front of the house with a second set of stairs off the kitchen area. First floor laundry. Two of the five bedrooms have fireplaces and all have wood flooring. Walk-up attic. Detached two car garage and plenty of off street parking. Back yard has mature plantings, garden area and a shed.

Listed by Cory Gracie of Dimacale & Gracie Real Estate

MLS Number 72464609

• Single Family
• Garage 2
• Parking Spaces 4
• Year Built 1963
• Full Bath 2

This spacious & updated split-level single-family home has modern updates, great style & flexible space on a beautiful tree-lined street! An open-concept layout means easy flow & comfortable living. The sun-drenched living room w/ large picture window has a gorgeous fireplace focal point. The dining area has sliders & looks out over the patio, backyard w/ stone wall & mature trees. The kitchen is modern & appointed with S/S appliances, granite counters, clean white cabinets, tiled backsplash, & island w/ additional seating. The master has a gorgeous new bathroom w/ double sinks and oversized shower. There is a full bath and 2 additional bedrooms w/ comfortable space. You will love the lower level space w/ fireplace, beamed ceiling, built-ins, 1/2 bath, mudroom space, storage and a lovey laundry area. Enjoy hardwood floors, recessed lighting, 2-car garage, great yard and close proximity to Mystic Lake recreation, Middlesex Fells, Winchester Commuter Rail and Winchester Center.

Listed by Stephen McKenna and Erika Leigh Pereira of Bowes Real Estate Real Living

MLS Number 72464636

• Single Family
• Garage 1
• Parking Spaces 4
• Year Built 2004
• Full Bath 2

Set in a lovely neighborhood, this young (2004) classic Colonial has a warm & welcoming atmosphere the minute you enter. You'll notice beautiful moldings, built-in cabinets and bookshelves, hardwood floors and delightful plantation shutters throughout. The cozy fireplaced living room has a vaulted ceiling, pillared entry to the dining room and French door that opens to your private back yard. The updated kitchen has S/S appliances, granite counters, and computer nook. You can just picture entertaining your friends & family. There is a convenient side-entry/mudroom and laundry. Upstairs is a lovely master suite w/ a beautiful bath and plenty of closet space. There are 2 additional spacious bedrooms and linen storage. The convenient one car garage and oversized driveway means plenty of parking. A partially fenced yard is great for kids & pets! Down the road from Winchester HS, Wedge Pond, Commuter Rail and the Center, the location can't be beat and this just might be the one for you!

Listed by Stephen McKenna and Erika Leigh Pereira of Bowes Real Estate Real Living

MLS Number 72465058

• Single Family
• Garage 1
• Parking Spaces 2
• Year Built 1930
• Full Bath 2

Welcome to Winchester! Introducing an original Jerome Bailey Foster cape tastefully decorated straight out of a Pottery Barn catalog and updated with all the modern amenities today's buyers are seeking. Move right into this pristine 3-bedroom cape with high-end finishes including: updated kitchen w/ marble countertops & island, stainless steel appliances, 2 updated full baths, brand new log fireplace and surround sound wiring in the cozy living room, central air, nest thermostat and finished lower level perfect for playroom/media space. Enjoy your morning coffee on the beautiful covered porch off the living room equipped w/ tv-mount and cable hookup. The deck off the kitchen leads out to the picturesque fenced in rear yard featuring professional landscaping, irrigation system, and paver walkways. Recently updated with newer roof, maintenance free cement board siding, gutters & windows. Located minutes from the Muraco school, the Fells hiking trails, parks & major highways!

Listed by Kim Covino of Leading Edge Real Estate

MLS Number 72463648

• Single Family
• Parking Spaces 3
• Village Fells
• Year Built 1947
• Full Bath 2

Move-in ready, couldn't-be-prettier home! This fabulous Royal Barry Wills Cape is nestled in a natural woodland setting just steps to the Fells offers 3 or 4 bedrooms! Renovated and sleek. First floor master can be a family room, as it's used now...3 more bedrooms upstairs! Kitchen was renovated in 2014, and it's sleek and contemporary with granite, stainless steel and propane gas cooking. The French doors in the dining room lead you outside to an abundant natural setting, starting with a mahogany porch and leading to gardens and flat yard. The hardwood is stained a dark walnut and is just stunning throughout. Enjoy ample 3-car off-street parking, beautiful rock walls, lovely back yard and tons of natural light that floods this home. Very private and serene. Close to the town center, highways, schools and just 8 miles to Boston! A+++ neighborhood.

Listed by Nancy S. Pallotta of Leading Edge Real Estate

MLS Number 72463191

• Single Family
• Garage 2
• Parking Spaces 2
• Year Built 1956
• Full Bath 4

Can you feel the excitement through your screen? Because we can! Not everyday does a property like this become available in one of the most SOUGHT AFTER neighborhoods that our idyllic Winchester has to offer. This 4 bedroom, 4 full bathroom, lovely colonial checks off all the boxes. Neighborhood, check! LINCOLN SCHOOL DISTRICT, check! Sensible layout, check! Oversized family room, check! Formal spaces for entertaining, check! Office, check! Finished basement with fireplace, check! Need we say more? Enter in to a dramatic 2 story foyer that will make you swoon from the moment you enter. Not enough? Let's not forget to tell you about the master suite with TWO full bathrooms (the key to any successful relationship) and TWO walk-in closets! The heart of the home, the kitchen, boasts top of the line appliances, a large center island, and full eat-in area. Situated just over 1/2 mile from Town it makes walking to dinner, to shops, to schools, the commuter rail, or just for coffee a breeze!

Listed by Philip J. Vita of Leading Edge Real Estate

MLS Number 72463152

• Single Family
• Garage 1
• Parking Spaces 2
• Year Built 1959
• Full Bath 2

SWEET & COZY SINGLE HOME LOOKING FOR A NEW FAMILY! Located within walking distance to public transportation and McDonald Field. Freshly painted interior, in today's trendy neutral Benjamin Moore colors. New interior light fixtures throughout. Great layout with large fireplaced living room, dining room and kitchen. 3 spacious bedrooms and a full bath on the 1st floor. Basement is finished with 2 large bonus rooms, laundry, a 3/4 bath and access to the garage. Level back yard ready to play catch! Relax with your iPad and lemonade in the sun filled 3-season porch. Kitchen and bathroom are original to the house and ready for a change! Bring your design eye and imagine what "it could be"! Short drive to downtown Winchester where you'll find multiple coffee shops, salons, boutiques and enjoy a 15 minute ride on the commuter rail to Boston's North Station. Easy access to Route 93 and priced to sell!

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

MLS Number 72463183

• Single Family
• Garage 2
• Parking Spaces 4
• Year Built 1982
• Full Bath 4

Understated and unique luxury. This traditional brick colonial opens into an interior of simple, contemporary beauty. Situated on 1.2 acres that border the 13th fairway of the Winchester Country Club, the home's 300-foot elevation affords sweeping views across the Mystic Lake and into East Boston, with brilliant sunrises that change hourly with the light and weather. A large deck and patio invite outside entertaining. Inside, the home mixes traditional and contemporary elements: an expansive living room with custom Butternut woodwork and vaulted ceiling; a kitchen/family room with a gas fireplace; a TV and billiards room; a master bedroom suite with a fireplace and attached office/dressing room. The second floor features two ensuite bedrooms, plus options for additional bedrooms. The walk-out lower level includes an indoor pool, greenhouse, and a fourth bedroom with a separate entrance, bathroom, and sauna.

Listed by Cynthia Houle of Berkshire Hathaway HomeServices Commonwealth Real Estate

MLS Number 72463303

• Single Family
• Parking Spaces 5
• Year Built 1929
• Full Bath 2
• Bathroom 2

Charming colonial in great neighborhood--close to elementary school, playground and Horn Pond trails. This sun-filled home offers generous living space with 9 rooms and a versatile layout. A cherry kitchen with granite counters, island and stainless-steel appliances opens onto a large family room with built-ins and gas fireplace. The first level has a sunny, open floor plan, complete with a traditional living room, generous dining room and heated sunroom. Ideal for entertaining and large gatherings. A mudroom and full bath round out the first floor. Upstairs there are 3 large bedrooms and a smaller 4th room that could be used as an office, nursery or single bedroom. The spacious master has a vaulted ceiling, large closets, and direct access to a bright and cheery full bath. A walk-up attic with great storage space or expansion potential sits on the third floor, and there is a finished “bonus room” in the basement. This beautiful home has been lovingly maintained and is move in ready!

Listed by Barbara Bellotti of Berkshire Hathaway HomeServices Commonwealth Real Estate

MLS Number 72461829

• Single Family
• Garage 3
• Parking Spaces 3
• Year Built 1914
• Full Bath 6

Restored to its former grandeur, and renovated to modern splendor is your new home in highly desirable Winchester, MA - just 7 miles from downtown Boston. Enjoy all the convenience of being close to the city but still far enough away to relax in the serenity of this premium suburb (bonus - Winchester is situated close by to the PRIVATE AIR TRAVEL HUB of Bedford Hanscom Field Airport). Features of the home you will appreciate include a SECOND MASTER, smartly placed across the home from the main master bedroom; GYM and SAUNA/STEAM/SPA room to keep healthy, whole and mindful; WIRED FOR SMART HOME FEATURES including audio, video, and security. A third floor for extended guests or staff features a SECOND LAUNDRY ROOM, and the finished basement hosts an 1100 BOTTLE WINE CELLAR, MEDIA ROOM, and kitchen area, that will be the space to entertain your guests for movie nights or big games. A 3+ CAR GARAGE completes this magnificent home.

Listed by Michael Carucci and James Raggi of Gibson Sotheby's International Realty

MLS Number 72462242

• Single Family
• Garage 2
• Parking Spaces 4
• Year Built 2011
• Full Bath 3

Enjoy spectacular views of the Boston skyline from this 2011 built Contemporary Colonial on a desirable cul-de-sac! There's something for everyone with this flexible floor plan. Large formal entry, living room with triple windows, formal dining room, maple kitchen with oversized cherry & granite island that seats 6. This first floor also has a guest bedroom with walk-in closet, bathroom, home office, laundry & mud room. The 2nd level has a "Great" room with Palladian windows has many options for a family/media/game room. The master bedroom has a very large bathroom & there are also 3 additional bedrooms & bathroom, one of which is a huge bonus room with gas burning stove. Sliders from the kitchen to a large deck, to a stone patio & beautiful garden with perennials (almost 1/2 acre) all with amazing views & privacy. Windows galore for great light, tankless hot water, pull down attic with plumbing/electric, alarm & sprinkler systems.***Open House Sun March 17th 12 noon to 1:30pm

Listed by Marjie Fitzpatrick of Coldwell Banker Residential Brokerage - Arlington

MLS Number 72461066

• Single Family
• Garage 2
• Parking Spaces 12
• Year Built 1973
• Full Bath 3

Stately custom built colonial on a beautifully landscaped private lot! Enter through the circular driveway to this lovely home featuring a sunny front to back living room, a formal dining room, a spacious kitchen, an oversized family room with a fireplace and a glass slider leading to the deck, and a half bath with the laundry on the first level. Upstairs is the roomy master suite with a convenient 3/4 bath ensuite. Across the hall are three more good sized bedrooms and an adjacent full bathroom. The huge finished lower level offers even more living area with a kitchenette, game room, recreation space, gym/bonus room, and a 3/4 bath. There is ample storage and space throughout the home. Enjoy outdoor living on the large back deck overlooking the sprawling treelined yard. Parking is easy with a two car attached garage and long circular driveway. Very close to the Whipple Hill Conservation center and within the Vinson Owen school district. Come see this gem of a home at the open houses!

Listed by Shane Small and Allister Booth of Redfin Corp.

MLS Number 72460884

• Single Family
• Garage 2
• Parking Spaces 3
• Year Built 1962
• Full Bath 2

Located in upscale Winchester on an expansive lot bordered by woodlands, this lovely split entry ranch offers convenience to the town's amenities as well as privacy in the back & side yards. Imagine waking up to bright sunlight pouring in to your meticulously maintained home. Enjoy breakfast in the open concept dining/living room or in the kitchen counter seating. Or, have coffee on your spacious side or rear deck. Use the slate patio for entertaining or to relax. Back inside, easily step downstairs where you'll find an oversized finished room with the 2nd fireplace, suitable for a home office, family rm, or media viewing. Also, on this level you have a laundry area, a half bathroom, and abundant storage space. There is a large two-car garage with additional storage. 2016 updates include a new roof and rebuilt stainless steel lined chimney & maintenance free leaf filter gutters. The gleaming hardwood floors were refinished in 2018 and the interior freshly painted in 2019. Welcome home!

Listed by Michaela Pixie Mahtani of Leading Edge Real Estate

MLS Number 72460282

• Single Family
• Garage 2
• Parking Spaces 6
• Year Built 1961
• Full Bath 2

Located in the highly desirable Vinson-Owen school district of Winchester, this well-situated, oversized split on a leafy corner lot is ready to welcome you home. From the moment you step into the big and bright foyer, prepare to be impressed by the quality and livability of this home. Hardwood floors, wood-burning fireplaces in both the living room and downstairs family room, huge two-car garage, generous bedrooms, master bath, and a pure potential lower level are just a few of the amenities that will instantly engage you! Don't miss the sun-filled screened porch off the main living area - perfect for Sunday brunch or sunset cocktails. Located minutes from the newly built Vinson-Owen school, Mullen Field playground, Wright Locke Farm, and all things Winchester! Bring your ideas and transform this beauty into a home to suit you for years to come.

Listed by Stephanie Walsh of Better Homes and Gardens Real Estate - The Shanahan Group

MLS Number 72458378

• Single Family
• Garage 2
• Parking Spaces 8
• Year Built 1930
• Full Bath 3

A HIDDEN TREASURE! Your private oasis with backyard bordering 350 ft. elevation summit of Mt. Pisgah conservation area, the highest point in Winchester. Amazing views of Boston! Enjoy the delightful breeze off Mystic Lake above the Winchester Country Club golf course. Perched high all by itself, this exceptional meticulously maintained three story eleven room home has totally private, beautifully landscaped grounds. Enjoy all seasons indoors and out. The family room is mahogany paneled with a fireplace & eat-in chef's kitchen. Create the ideal flow for today's lifestyle. On the second floor the master bedroom suite contains a fireplace & sitting area addition. Enjoy your daily private time without traveling to the spa hotel. Gracious and flexible floor plan allows for comfort and privacy. Turn the lower level into a media play area. Truly a rare great find, ample parking in your own, Full Loop - landscaped central island - Driveway. 8 mi to Boston, near 93 95 128 2 3.

Listed by Dorothea Feffer of Coldwell Banker Residential Brokerage - Winchester

MLS Number 72457869

• Single Family
• Garage 1
• Parking Spaces 2
• Year Built 1990
• Full Bath 2

Ready to call Winchester home? This wonderful home sits on a quiet dead-end street with close proximity to all of Winchester's amenities. Located just one mile to the highly acclaimed school district and close to downtown, commuter rail and Middlesex Fells Reservation. This charming oversized split-entry provides more than enough space to roam. The main level offers a wide-open floor plan with island kitchen and spacious dining/living combination leading to a grand level backyard with deck and paver patio to relax in the summer. This classic layout offers a perfect lower level entertaining area with an expansive living room equipped with bar. Take this opportunity to establish your family in one of the most sought-after communities in the Boston area and create the home of your dreams.

Listed by Matthew Mantalos and Sharmili Das of Bloc, LLC

MLS Number 72457850

• Single Family
• Garage 2
• Parking Spaces 4
• Year Built 1957
• Full Bath 2

Location, location, location! This well maintained center entranced colonial is a short walk to Vinson Owen Elementary School. Beautiful situated on a corner lot with loads of sunlight beaming through! Pride of ownership! This home is known around town for its pristine landscaping! Enjoy the backyard patio while listening to the peaceful sounds from the waterfall. Screened in porch for those warm summer nights. Charming custom built ins and fireplace living room add loads of character. Four good sized sun filled bedrooms with hardwood floors. Step down master suite with walk in closets. Large lower level family room with fireplace. Two car garage with breezeway access into the house. Updates include roof, heating system, windows, oil tank, refrigerator, granite countertops. A/C unit with Allergen Filtration system. Easy access to major highways, town train and 8 miles to Boston! You don't want to miss this one! Call for your private showing today!

Listed by Sharyn Cavarretta of Leading Edge Real Estate

MLS Number 72456623

• Single Family
• Garage 1
• Parking Spaces 3
• Year Built 1900
• Full Bath 3

Perfect location in sought after Winchester Flats neighborhood situated on a quiet street. The home is located ½ mile from the local schools, shopping area, and commuter train stop. This beautiful “gut” renovation down to the frame was completed in 2018 and includes four finished living levels and attached garage. The finished basement is ready for a home theater or pool table. The main level features a large formal dining room with fireplace, sun drenched living room with fireplace, designer kitchen with Wolf, Subzero and Bosch appliances, honed marble counters and beautiful cabinetry, a mudroom and ½ bath. The 2nd floor includes a huge master suite, three additional large bedrooms and a full bathroom. The entire 3rd level is an open cozy bonus room with full bathroom. The home features completely new electric, plumbing, HVAC, insulation, roof, cedar siding and windows. This is a perfect opportunity to live in the Flats and be very near the vibrant town center. Visit www.8Lagrange.com

Listed by Quinn Simpson and Grant Simpson of Doors Residential