Winchester MA Real Estate & Homes for Sale

Charm and character highlight this spacious townhouse, located closed to the center, schools and trains. Serious Back Bay vibes here, nestled in a suburb just 8 miles from the city. You'll love the high ceilings, large rooms, and plenty of space to spread out and live. A spacious living room opens to a family room with a fireplace and covered porch. The formal dining room has wainscoting and a china cabinet. Like to cook? A big open kitchen offers cherry cabinets, an island, and lots of counter space. Upstairs, enjoy 4 bedrooms over 2 floors, including a huge primary bedroom with a sitting area and full bath. Plus, there's a huge basement just waiting for your finishing touches. Plus, there's a one car deeded garage and a big yard. This is an excellent investment prospect, a rarity these days! Showings by appointment only.

Charm and character highlight this spacious townhouse, located closed to the center, schools and trains. It lives like a single family and makes you feel a bit like you're in Back Bay! High ceilings, large rooms, and plenty of space to spread out and live. A spacious living room opens to a family room with a fireplace and covered porch. The formal dining room has wainscoting and a china cabinet. Like to cook? A big open kitchen offers cherry cabinets, an island, and lots of counter space. Upstairs, enjoy 4 bedrooms over 2 floors, including a huge primary bedroom with a sitting area and full bath. Plus, there's a huge basement just waiting for your finishing touches. Plus, there's a one car deeded garage and a big yard. This is an excellent investment prospect, a rarity these days! Showings by appointment only.

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.

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 youll be able to enjoy the private pond from the back deck.

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.

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!

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!

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!

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.

MAJESTIC LAKEFRONT ESTATE! Situated directly on the Mystic lake w/ expansive yard & breathtaking views offering the most gorgeous and serene setting in all of Winchester. This 21+ room custom home includes 7/8 bedrooms and 7.5 baths. The 2 room primary suite features 13 beamed ceiling w/ oversized windows, direct water views, luxurious bath w/ soaking tub & fireplace plus a private sitting room w/ custom cherry walls, second fireplace & balcony/deck. The kitchen is highlighted by a gourmet custom La Corneu Chateaux 48 double-oven range, w/ adjacent dining area & lakefront family room w/ fireplace & drop down ceiling TV. Formal dining & living room renovated w/ original details & beautiful woodwork preserved. Fully finished basement w/ media room, full gym, playroom, au-pair suite, & an exquisite hidden ~800 bottle wine cellar. This home also offers a top floor in-law suite and basement au-pair suite and features 5 fireplaces, radiant floors, expansive Ipe deck & dock.

Have the feel of a single-family home with EXCLUSIVE entrance on Symmes Rd and driveway with 2-car garage plus outdoor space with rear yard and patio. Outstanding location and home in wonderful neighborhood near Town Center, Lincoln Elementary School, Ginn Field and playground, the Tri-Community bike path and Wedgemere Train Station. Enchanting details - high ceilings, built-in hutch, hardwood floors, quality replacement windows with beautiful sunny exposure, wood burning fireplace and more. You'll find 3 bedrooms plus an office nook and full bath on the 2nd floor. The 3rd floor provides 2 more bedrooms, a landing perfect for study space, a full bath and plenty of storage space. Wanting more? Finishing part of the basement is a good opportunity. Easy access to 93, 3, 2 and 128/95 or take advantage of the short distance to the commuter rail to Boston. Get involved at Wright-Locke Farm, experience the Middlesex Fells or appreciate the quick ride to enjoy Boston just 8 miles away.

Have the feel of a single-family home with EXCLUSIVE entrance on Symmes Rd and driveway with 2-car garage plus outdoor space with rear yard and patio. Outstanding location and home in wonderful neighborhood near Town Center, Lincoln Elementary School, Ginn Field and playground, the Tri-Community bike path and Wedgemere Train Station. Enchanting details - high ceilings, built-in hutch, hardwood floors, quality replacement windows with beautiful sunny exposure, wood burning fireplace and more. You'll find 3 bedrooms plus an office nook and full bath on the 2nd floor. The 3rd floor provides 2 more bedrooms, a landing perfect for study space, a full bath and plenty of storage space. Wanting more? Finishing part of the basement is a good opportunity. Easy access to 93, 3, 2 and 128/95 or take advantage of the short distance to the commuter rail to Boston. Get involved at Wright-Locke Farm, experience the Middlesex Fells or appreciate the quick ride to enjoy Boston just 8 miles away.

Newly constructed "smart home" with endless flexible living areas and stunning bits of convenience around every corner! Beautifully landscaped and ideal for children; directly across from wooded path leading to the recently rebuilt elementary school VO. Privacy abounds, nestled between town woods both in front and back of this .70 acre lot. Exceptional attention to detail throughout. Open, pristine, sunlit and most welcoming to the modern family. Cook a meal in the high end kitchen while keeping an eye on the kids, or send them into the dream-like playroom. Office off the pantry area, lends for peace and quiet on opposing side. Primary suite boasts high ceilings, dual closets (equipped with a safe) and a bathroom every fashion forward person dreams of! Home gym could easily host in-laws or a permanent guest; an au pair situation at its best with a separate entrance. Easy living for even the most finicky of buyers. A lot of thought went into the space of this beauty! Gorgeous.

Welcome to an exceptional opportunity to own a stunning one-bedroom condo on the Terrace Level of Parkview Condominiums, located just outside of Winchester center. Nestled in a prime location within walking distance of shops, restaurants, and all the conveniences of city living, Heat, hot water, electricity, air conditioning, pool access, laundry facilities, snow removal, and more - all covered by the low monthly fees. In addition, there is also a storage space available in the basement .

The CROWN JEWEL of the building! This truly special unit is flooded with light and boasts (2) private decks, (2) master suite options, and (2) garage parking spaces. Allegro is conveniently located in DOWNTOWN WINCHESTER. Picture yourself strolling down for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant Penthouse unit boasts in-unit laundry and easy one level living. Dont forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER!

The new year is all about starting fresh; pursuing things you may not have achieved during the year before. Perhaps you missed out on an opportunity to live in Winchesters newest development right in our town center. Youre in luck, HERES ANOTHER CHANCE! Welcome to unit #4 at Allegro. This is the first time this front facing unit is available for sale! Boasting in-unit laundry and easy one level living. Dont forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER! This location is truly not to be missed. Everything is just outside your door including shops, restaurants, banks, grocery store, hardware store, and the commuter rail station. Book your visit today and see what is means to live Allegro!

High Quality New Construction in convenient location easy access to everything. Home features open concept Kitchen, dining area and living room perfect for entertaining. Hardwood flooring throughout bedrooms and bonus rooms. Slider off to small deck to backyard. Treks siding on front porch and back deck. Hardy Plank Maintenance free exterior. All quality SS appliances, white cabinets, center island, fireplace in LR. Second floor features Master Bed and Bath, two other bedrooms with one additional full bath. Finished Bonus family room/office on 3rd Floor. Basement has high ceilings and walk out. Plenty of parking.

Welcome to this move in ready Craftsman Colonial Style Home. Walk into an open Living room and Dining room with gleaming hardwood floors. The Kitchen is open and has plenty of cabinet space with access to the fenced in large shaded back yard in the warmer months with beautiful patio to enjoy. There are three bedrooms and three bathrooms plenty of storage in the Attic as well. and a partially finished basement downstairs. Dont miss this opportunity on a beautiful majestic home close to highway, train station and shopping centers and town center.

SPACE GALORE! Welcome to this fantastic 5 BR, 3.5 bath colonial on a little over an acre lot. The comfortable floor plan maximizes space with plenty of room for entertaining and spreading out. The light and airy living and dining room lead to a good size open concept kitchen which sits right in the center of the home. You'll feel as though you are perched up on a bird's nest looking out from the family room to the deck. On the 2nd FL, the primary suite is equipped with a fireplace, walk-in closet & full bath with a soaking tub. Laundry and 2 additional bedrooms complete this floor. The third level offers 2 additional bedrooms w/ full bath and office/media room. You'll love the convenience of simply taking a few stairs to your own home gym and hair/make up studio in the basement level, offering perfect for access for trainers and stylists. Outside this home is surrounded by mature trees and a direct path to Nutile Field make for a picturesque suburban setting.

Welcome to 39 Everett Avenue, a classic mid-century modern home situated on a 25,000+ sf lot in the heart of Winchesters coveted Everett Ave. neighborhood. Embrace the abundance of natural light streaming through the oversized windows throughout. This home exudes style & character with its impressive living room lined w/ built-in shelves, a wall of windows, brick fireplace, & wet bar. French doors lead directly to a side garden creating an organic flow of air & light. An eat-in kitchen w/ double sinks & plenty of storage opens to a lovely formal dining room w/ a large bay window. The 1st floor also boasts a spacious primary bedroom suite complete w/ a full bathroom, changing room, & three double closets. Two additional bedrooms, one and a half baths, and a home office, which opens up to an outside patio, complete this floor. The 2nd floor features two sun-filled bedrooms with hardwood floors, a full bath, and an enormous storage room with a walk-in cedar closet. It's a must-see home!