Welcome to one of Winchester’s most extraordinary residences. This one-of-a-kind Center Entrance Colonial Revival sits on a beautifully landscaped, private lot complete with in-ground swimming pool and ample outdoor space perfect for relaxation or entertaining. A grand foyer welcomes you in where you can entertain with ease throughout the expansive first floor. Here you will find a high-end eat-in kitchen with large island & granite countertops as well as a formal dining room with gas fireplace. A living room with custom built-ins & window seat, a family room overlooking the yard, and a bar complete this level. This distinguished residence offers 7 bedrooms and 6 bathrooms, blending timeless architectural details with luxurious modern amenities. Additional highlights include a primary suite with walk-in closet and sitting room, large entertainment room, 3 car garage, and close proximity to downtown and commuter rail. Don’t miss this rare opportunity to own a truly remarkable estate.

New roof. New landscaping. New exterior paint. New price! With its coveted setting, elegant bones, and enduring charm, this Royal Barry Wills home awaits your personal design statement. Ideally located on the 4th green of Winchester Country Club’s storied Donald Ross-designed course, this beloved home offers 11 rooms, 5 bedrooms and 3.5 baths. Enjoy views from the sun-splashed eat-in kitchen w/ granite island, custom wood cabinetry, and a generous seating area. Unwind by the fireplace in the richly paneled study. Access the expansive patio from the kitchen or the formal living room. Four bedrooms, including a 2nd primary suite, are on the 2nd floor. The centrally located bonus room would be an ideal game room, artist's studio, or media center. The .5+ acres of professionally landscaped property envelop the home in nature and privacy. The unique carriage house offers charming curb appeal and endless possibilities as a guest house, extra parking, or gardener's retreat.

Nestled directly across from the breathtaking Middlesex Fells Reservation, this home offers the perfect blend of charm, space, and potential. This classic 3-bedroom, 2.5 bath Cape is beautifully situated on over half an acre in one of Winchester’s most desirable locations. The home features mostly hardwood floors throughout, a brand-new roof, and a newer heating and AC system. The second floor includes three bedrooms, including a primary suite with a walk-in closet. The first floor offers a spacious eat-in kitchen, a formal dining room, an office, and a front-to-back living room with fireplace with access to a sun porch. The lower level is ideal for a family room, complete with a fireplace. The generous lot provides exciting expansion potential without sacrificing yard space. Surrounded by nature and endless recreation opportunities just steps from your front door, this home is being sold as is and presents an incredible opportunity to make it your own.

Tucked along a quiet side street in the sought-after Ambrose School district, this spacious ranch offers comfort, convenience, and endless possibilities. With nearly 2,000 square feet of living space, the home features seven rooms, including a large living room w/ fireplace that anchors the easy, natural flow. Three spacious bedrooms and two and a half full baths make one-level living effortless, and the property is handicapped accessible for added comfort and flexibility. A full, unfinished basement provides additional potential for expansion or storage. Set on a flat, 10,000-square-foot lot, this property is ideal for those seeking single-floor living, as well as those eager to reimagine, renovate, and expand without losing yard space. Don’t miss this wonderful opportunity to add your own touches to a warm home with close proximity to the commuter rail into Boston, charming town center, shops, parks, restaurants, Mystic Lake, and more.

This beautiful Victorian home, featuring an inviting front porch, stunning period detail including wainscoting, original tin ceilings, custom built-ins, and three fireplaces is not to be missed! Maple hardwood floors flow through an open-concept layout to a spacious eat-in kitchen with a lovely exposed brick wall. The second floor has three bedrooms and a full bath plus a sweet window seat and an additional built-in. The third floor offers a fourth bedroom and a versatile bonus—ideal for a family room, office or studio. Freshly painted throughout and updated baths, newer windows, and electrical system enhance modern comfort and complement the original charm. Outside, enjoy a large brick patio and a detached garage with upstairs storage. This is a highly desirable neighborhood, conveniently located near excellent schools, the quaint town center, and commuter rail to Boston. Scenic Middlesex Fells has acres of forested trails to explore. Also nearby aer Leonard Park and the TC bike path.

This classic Cape offers exceptional space, character, and room to make it your own. The first floor features a gracious front-to-back living room, formal dining room, and an inviting eat-in kitchen, all highlighted by hardwood floors, high ceilings, and a seamless circular layout ideal for everyday living. A charming breezeway connects directly to the one-car garage, adding easy functionality. Upstairs, you’ll find four comfortable bedrooms and a full bath. The finished lower level provides two additional rooms and a brand-new full bath - perfect for guests, a gym, or a home office. Situated on just under a half-acre lot, this home offers endless possibilities for future expansion. Ideally located 1/2 mile to one of Winchester's most sought after elementary school and minutes from the beloved Wright-Locke Farm. This is the perfect place to make your home!

This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to entertain. Enjoy morning coffee or evening relaxation on the unheated 3-season porch overlooking the yard, with seasonal views of the Boston skyline. The lower level features high ceilings with a heating and cooling unit already installed, offering great potential for 200+ sqft of future finished space. Additional highlights include a one-car garage under and a convenient layout with timeless appeal. Nestled beside conservation land, this home provides a peaceful, natural setting where you can enjoy watching birds and local wildlife right from the yard. Make this one yours for 2026!

Move right in and enjoy this beautifully renovated Colonial, set on a wide, tree-lined street in Colonial Park, one of Stoneham’s most desirable neighborhoods. The new kitchen flows into a sun-filled dining area and spacious Great Room with vaulted ceiling—an inviting open layout for both entertaining and everyday living. The living room features custom woodwork and a cozy fireplace, complemented by a refreshed half bath. Step out to a covered deck, a stylish extension of the main living area, overlooking the flat, fenced yard with stone patio and fire pit. Upstairs offers three bedrooms and an updated full bath, with attic storage. The finished lower level provides a playroom, fitness area, laundry, and direct yard access. With a new roof, split-unit ACs, one-car garage, and ample parking, this home blends comfort and style in an active community close to the Fells, Colonial Park Elementary, commuter rail, and major routes.