Recently Sold North Main Homes

Have you ever dreamed of owning a house with a white picket fence? Here it is! Eight rooms, four bedrooms, 2.5 baths. Corner lot with backyard patio, shed and one car garage. The large living room with many windows and a fireplace opens to the dining room. French doors from the dining room lead to a room that can be used as a family room, play room for the kids, or another bedroom. The

Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

This beautifully renovated, light-filled condo blends classic charm with modern updates in an ideal Winchester location. Completely gutted and converted in 2017, the home features an open-concept layout, highlighted by a spacious kitchen with granite countertops and a generous island—perfect for casual dining and entertaining. The finished basement adds versatile living space, while the primary

Mary O'Hagan Barrett Sotheby's International Realty

This COMPLETEDLY GUTTED AND REBUILT IN 2015 5B3.5B colonia-preserving a portion of original foundation, is located in a quiet neighborhood yet just minutes to Town Center, Elementary & High School, Town beach, Horn Pond, Fells Reservation, commuter rail station/Bus 134 to Wellington T. The architect-designed home features hardwood flooring throughout, high ceiling & abundant natural light. 1st

Julia Xie Keller Williams Realty-Merrimack

NEWER CONSTRUCTION 4 bed 3.5 bath colonial located in a great neighborhood right outside Winchester center! Enjoy all the area has to offer just outside your door including restaurants, shops, schools, train to Boston, the Tri-Community bike path, Horn Pond, Packer tennis courts & Wedge pond! This warm and welcoming, gently lived in home showcases 3900sf of space on 3 levels with 4 large

Kim Covino Compass

This sun-filled 2012 townhouse, with its spacious layout, backyard oasis & attached garage, lives like a single-family home. Spend weekends lounging on the private deck, unwinding under the pergola, or playing on the lush, fenced lawn. Inside, the inviting open layout is made for gathering—whether around the gas fireplace on cozy evenings or at the kitchen island while entertaining friends. High

Elena Langlois Compass

Stunning waterfront home on Little Winter Pond offers the perfect blend of modern design and serene natural beauty! Thoughtfully updated, the home welcomes you with a striking entry, soaring vaulted ceilings, and walls of windows that flood the space with natural light and frame breathtaking pond views. The stylish kitchen with adjacent dining area featuring custom bench seating flows seamlessly

Joseph Pollack Redfin Corp.

A true diamond in the rough, Whether you're a first-time homebuyer, a savvy investor, or someone looking to customize a home to their liking, this residence presents the perfect blend of potential and location. This 2 bedroom single family home makes for a great condo alternative. Don't miss this rare chance to break into the Winchester market and enjoy all this town has to offer from it's great

Rodrigo Serrano Leading Edge Real Estate

Discover where form meets function in this beautifully maintained home, ideally located near Winchester Center. Nestled on a neighborhood street, with Horn Pond, bike paths, local schools, commuter rail, & downtown shops just moments away, this home offers a quintessential location. Thoughtfully updated, the kitchen, exterior, and bedrooms reflect pride of ownership, showcasing care and attention

Anne Spry Barrett Sotheby's International Realty

Discover the warmth and charm of this inviting New England Colonial, newly built in 2004. This sun-filled home features three bedrooms, 3.5 bathrooms, and a flexible floor plan. First floor features a large family room, dining room, updated kitchen with SS appliances, abundant custom cabinetry, a half bath, mudroom, and a separate living room. Second floor offers a sizable primary suite with a

Domingo Medina Coldwell Banker Realty - Lexington

Tucked away on a dead-end street, 6 Ardley Place blends classic character with modern comforts. Beautifully expanded with a complete renovation & redesign in 2013, this home offers a warm & inviting atmosphere w/elegant finishes throughout. The heart of the home is a stunning chef’s kitchen, featuring a 10 foot walnut island, Viking gas stove, beautiful cabinetry, & flows into the family room

McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

Embrace elegance and convenience with this exquisite townhouse that's been meticulously designed. This residence presents a generous 4-bedroom, 3.5-bathroom, ample space for relaxation and entertainment across its three expansive levels. The heart of this home is the open floor plan, where natural light cascades over fine finishes that align with the rhythm of your daily life. Culinary

Chris Kostopoulos Keller Williams Realty

Beautiful & magnificent, this colonial single family offers a perfect blend of timeless elegance and contemporary amenities. Situated at the end of a serene cul-de-sac & private hilltop oasis just minutes from the new Lynch Elementary School opening in 2025. Enjoy proximity to Horn Pond recreation areas & seasonal views of Winter Pond. Featuring 5 Bed,4 Full baths, 2-half with 2 ensuites plus a

Ann Norberg Coldwell Banker Realty - Lexington

Motivated Sellers! Wonderful 2 Family on a quiet side street area just off Wedge Pond. Welcome to 37 - 39 Middlesex Street, Winchester. Lack of inside pictures is to protect privacy of the tenants and NOT an indication of poor condition. This is a very solid Two-Family Large Backyard with tremendous privacy behind property abutting Town owned land. Reciprocal side by side duplex with separate

Craig Celli Century 21 North East

Discover the potential of this charming and well-maintained 2-story Cape-style home, offering both comfort and privacy in a highly desirable Winchester location. Conveniently situated near a public elementary school, public transportation, healthcare services, and a variety of dining options, this home ensures easy access to everything you need. Featuring 3 spacious bedrooms and 2 full baths, the

Andersen Group Realty Keller Williams Realty Boston Northwest

Spacious 4-bedroom colonial home w/a Nantucket vibe, sited on manicured lawns in a cul-de-sac neighborhood! Just a block from the newly being built elementary school, close to the bike path, Horn Pond & hiking trails, this property is sure to please! 7 Ardley Road features a flowing & welcoming floor plan w/lots of natural light. Beautiful gleaming hardwood flooring is found in the living room

Vantage Point Team William Raveis R.E. & Home Services

Amazing transformation of a Classic Colonial carefully reimagined for today's busy lifestyle. Living room with gas fireplace opens to the family room, oversized hi-end kitchen with island, stainless & granite, dining room with sliders to the yard with a stone patio for outside entertaining, a mud room & 1/2 bath. Upstairs has a primary bedroom suite, bath with 2 separate vanities, walk-in custom

Marjie and Phil Advisors Living - Arlington

Discover classic charm & modern luxury in this beautifully renovated colonial. Nestled in desirable neighborhood close to town, soon-to-be new Lynch Elementary, Winter & Horn Pond! Abundant natural light & hardwood floors throughout. Enjoy the spacious LR w/cozy gas fireplace, stunning home office w/custom built-ins & playroom for family time. Inviting formal dining room & eat-in kitchen perfect

Kim Covino Compass

Meticulously maintained 2005 classic hip roof colonial located on a quaint 4 home street close to Winchester center, the Tri-Community bike path, Horn Pond, Packer tennis courts & Wedge pond! Warm and welcoming 10 Room, 5 bed, 2.5 bath home with impeccable finishes throughout. First floor offers a great flow w/ 9 ft ceilings, formal living and dining room with custom architectural details,

Kim Covino Compass

Welcome to Winchester! 22 Water Street gives you the chance to customize your dream home in a walkable location close to downtown Winchester and the commuter rail. Enter from the large front porch to the entryway that flows into multiple living and dining spaces that are excellent for hosting family gatherings. The large kitchen and breakfast area flow out into the back deck. A full bath

Kristin Weekley Leading Edge Real Estate

Opportunity is Knocking! Attention savvy buyers and investors looking to bring their updates and personal style and make this custom one owner ranch style home their own in the much-anticipated brand new Lynch Elementary School District. You will surely appreciate the large scale of this home with a beautiful fireplace and mantel, hardwood floors and custom moldings throughout. This home flows

Ida Bianco Coldwell Banker Realty - Lexington