The town of Winchester is located 8 miles north of Boston off Route 93. At one time, Winchester was much larger, encompassing parts of nearby Medford, Arlington and Cambridge. Winchester real estate is made up of picturesque residential neighborhoods with mostly single family homes that range from mid-sized to grand estates. Downtown has condominiums and multifamily homes mixed in with its shops. Residents enjoy Winchester's restaurants, the local pub and boutique stores.
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 s...
Listing courtesy of Compass .
This gorgeous 7600 SF 6 bedroom 6 bath custom built colonial is a must see! You will be impressed with its space, natural light and beautiful detail throughout. Enter int...
Listing courtesy of Compass .
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...
Listing courtesy of Keller Williams Realty Boston Northwest.
DOWNTOWN WINCHESTER LOCATION! Move right into desirable Winchester Place! Offering the premiere unit in the building with 2 beds/2 baths plus a giant private deck with sp...
Listing courtesy of Compass .
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 priv...
Listing courtesy of Compass .
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/buil...
Listing courtesy of Compass .
Charm and character highlight this spacious townhouse, located close to the center, schools and trains. It lives like a single family and makes you feel a bit like you're...
Listing courtesy of Leading Edge Real Estate.
This attached townhouse exudes charm and character, located close to the center, schools and trains. Serious Back Bay vibes here, nestled in a suburb just 8 miles from th...
Listing courtesy of Leading Edge Real Estate.
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...
Listing courtesy of Barrett Sotheby's International Realty.
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, ...
Listing courtesy of Barrett Sotheby's International Realty.
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 of...
Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group.
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 bea...
Listing courtesy of Coldwell Banker Realty - Lexington .
From the moment you step inside this 4 bedroom & 2.5 bath home, you’ll be struck by the timeless elegance & warm ambiance of this classic Colonial. Situated on a sprawlin...
Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group.
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 ho...
Listing courtesy of Marino Real Estate Group.
Hurry! This charming cape located in desirable Winchester is just waiting to be transformed into the luxurious home of your dreams! Don’t miss out on this meticulously ma...
Listing courtesy of Premium Realty Group LLC.
Attention all investors, rehabbers, or buyers looking for a fixer-upper! Introducing 424 S Border Rd located in the heart of Winchester, across from conservation land and...
Listing courtesy of The Presti Group, Inc..
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....
Listing courtesy of Compass .
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 locatio...
Listing courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate.
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 locatio...
Listing courtesy of Berkshire Hathaway HomeServices Commonwealth Real Estate.
Newly constructed "smart home" with endless flexible living areas and stunning bits of convenience around every corner! Beautifully landscaped and ideal for children; dir...
Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group.
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. Nestle...
Listing courtesy of Century 21 North East Homes.
Farmhouse style colonial with covered front porch in Muraco Dist. Seller made a multitude of renovations. Look past the clutter and find the appealing original wide pine ...
Listing courtesy of Lamacchia Realty, Inc..
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. All...
Listing courtesy of Compass .
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 Winchester...
Listing courtesy of Compass .
High Quality New Construction in convenient location easy access to everything. Home features open concept Kitchen, dining area and living room perfect for entertaining....
Listing courtesy of Burns & Egan Realty Group, LLC.
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 plen...
Listing courtesy of Premier Property Solutions, LLC.
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 entertain...
Listing courtesy of Home Shop Properties, Inc..
Welcome to 39 Everett Avenue, a classic mid-century modern home situated on a 25,000+ sf lot in the heart of Winchester’s coveted Everett Ave. neighborhood. Embrace the a...
Listing courtesy of Better Homes and Gardens Real Estate - The Shanahan Group.
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