Winchester

New construction custom built home-walk to downtown. While the floor plan has been finalized, there is still opportunity to customize the home of your dreams. The finis...

This gorgeous colonial is located in a popular neighborhood on a sylvan side street. As you enter the home, you’re greeted by the fireplace living room with its wall of w...

Attention contractors, builders, and DIY enthusiasts! Looking for a hidden gem in Winchester with many possibilities. Property is in the RG zone and is a conforming lot w...

Move in Ready! Freshly painted with many updates including new hardwood floors. This END UNIT has an extra family room. Only end units have this bonus space. The first fl...

Welcome to easy living! This is the home you’ve been looking for. There’s nothing to do but move right in and enjoy this meticulously maintained home. This beautifully up...

Nestled on Winchester, East Hill location much sought after Jefferson Road. Close to the Fells Reservation, as well as Winchester Center, restaurants and the commuter ra...

Lovely home in delightful Ambrose neighborhood. Move right in to this immaculate cape with two bedrooms on the first floor and an office. Third bedroom is located on the...

Quiet cul-de-sac living in a beautiful neighborhood, meticulously maintained & updated Colonial with an exceptionally large level yard. An entertainer’s dream, this home...

Charming, spacious & inviting 3 bedroom, 3.5 bath ranch in much loved neighborhood . A welcoming entry foyer with sky lite leads to a large living room with fireplace. E...

Completely renovated "smart" colonial within walking distance of Lynch elementary school! With seasonal views of Winter Pond, this beautiful sunny home boasts Jerome Bail...

Attention contractors, builders, and DIY enthusiasts! Looking for a hidden gem in Winchester with many possibilities. Convenient one-floor living in this ranch style home...

Awesome opportunity to own a meticulously maintained, one level living 2-BR 2-Bath in the sought after “The Willows” condominium! This south-facing, spacious corner unit ...

Welcome to 45 Winford Way, a beautiful full dormered Cape overlooking the Fells on the Winchester/Medford border that gives you the best of both worlds! Cozy up next to t...

Prepare to fall in love w/this luxurious 6-bedroom dream home. Modern, open layout, perfect for today’s lifestyle. Comfortably work at home, entertain, & spend time w/fam...

HISTORIC HOME & WALK TO TOWN! Spectacular location with plenty of vintage characteristics like the floor to ceiling windows and original hardwood flooring. Generous kitch...

Come see this beautiful 2400 square feet two unit complex townhouse in lovely Winchester. Built in 2011. This home is on 3 levels plus the basement. It has 4 bedrooms and...

Meticulously cared for Colonial with picture perfect golf course views! This stunning "Smart" home has been designed with incredible craftsmanship and to suit today's mod...

Beautiful, highly sought after Church Place Condominium! Centrally located, you will enjoy all of the amenities you would expect of in town living! Just a hop, skip, and...

OPEN HOUSE 6/17~4-6PM beautifully RENOVATED townhome that lives and feels like a single family is the perfect location to enjoy all Winchester has to offer; barely a 1/4 ...

OPEN HOUSE 6/17~4-6PM beautifully RENOVATED townhome that lives and feels like a single family is the perfect location to enjoy all Winchester has to offer; barely a 1/4 ...

VERY SPACIOUS updated 1925 Colonial in incredible location! This thoughtfully designed 6 bed, 5.5 bath home is ideal for family living on 4 finished levels. The main floo...

Classic ranch style home with room to grow and expand. Freshly painted inside and out. Family friendly neighborhood in the esteemed Vinson Owen School district. Readi...

Quaint Colonial located in close proximity to schools, Horn Pond Bikeway, downtown Winchester Center and the train station for destinations beyond! Nestled in a wonderful...

Beautifully renovated 3 bedroom with thoughtful and functional details. The first floor has a spacious open floor plan with a brand new kitchen at the center and convenie...

Ready to create your dream home? Situated on a dead-end street – this home offers a multitude of opportunities. Live in as-is or create your own vision for this lovely 3 ...

Sprawling expanded cape set on stunning private 1/2 acre lot in coveted Brooks neighborhood! The curb appeal alone will draw you in to this spacious 4300 sf 4 bed 4 bath ...

Stunning custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with ...

Stunning 4 bedroom 3.5 bath Colonial home from premier builder resides in a desirable neighborhood is a must see! Only a few minutes walk to Horn Pond. This beautiful hom...

Don't miss this hidden split-level gem located in the Muraco school district and near the wonderful town center of Winchester. Tucked at the end of a long driveway this ...

NEW CONSTRUCTION!! Must see this gorgeous 4/5 bedroom home with thoughtful design & high end finishes! This luxurious home is spacious and inviting, offering a grand open...

Presenting a new construction masterpiece that's a refreshing break from the ordinary, it's extraordinary! This exceptional home was designed to be beautiful yet casual, ...

Stunningly renovated with curated items from around the world, this renovation project was done thoughtfully for peaceful moments. Whether you have a large family, a mult...

Magnificent oversized lot! This spacious 4/5 bedroom home was recently updated and expanded & offers a new direct entry 2 car garage w/mudroom! Open airy kitchen with map...

MUST SEE this delightful WATERFRONT home nestled alongside Little Winter (skating) pond with fabulous views! This updated contemporary designed home features a stunning e...

Refined, elegant and turnkey, this Colonial Revival is on one of Winchester’s premier streets. Steps to train, town, and the desirable Ambrose school. Designed for entert...

Adorable 4 bedroom 2 bath cape in top East side neighborhood! Situated across from the fells, this nicely updated home is a nature lovers dream! Offering an optional fir...

ATTENTION: THIS IS THE ONLY UNIT REMAINING AT ALLEGRO!! Spring has sprung! After a long winter we all get restless and are ready to be enjoying the outdoors! We can’t thi...

TOP Waterside neighborhood! This custom, impeccably renovated and re-designed home offers a top location across from Mystic lake with direct private/ deeded water access ...

Price Reduced!. Charming Colonial is within walking distance to Horn Pond. Exceptionally well cared for home with LANDSCAPED YARD. The 1st floor has a four-season enclose...