This stunning Royal Barry Wills colonial estate, with 11 rooms, 5 bedrooms and 3.5 baths, is nestled alongside the 4th green of the exclusive Winchester Country Club. Take in views from the sun-splashed eat-in kitchen, complete w/ granite island, custom wood cabinetry, and a generous seating area. Unwind by the fireplace in the richly paneled study. Access the expansive wrap around patio from the kitchen or the formal living room. Four bedrooms, including a 2nd primary suite, are on the 2nd floor. A large, 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 cottage, gardener's retreat, or detached home office. This home has been lovingly maintained and cared for by the same owner for over 34 years. Don’t miss this gem on the course!

One of the most picturesque homes in Winchester is now available! An iconic Mid-Century Modern originally designed by renowned architect Don Davis. Thoughtfully updated for today’s lifestyle, this architectural gem blends timeless design with modern functionality. The bold exterior opens into a dramatic living room featuring soaring cathedral ceilings, a statement fireplace, and custom built-ins. A sculptural African mahogany staircase anchors the space with warmth and elegance. Floor-to-ceiling glass doors seamlessly connects the interior to a lush, professionally landscaped backyard and patio—perfect for effortless indoor-outdoor living and entertaining. Inside, a sleek kitchen and beautifully updated bathrooms combine form and function, complemented by gorgeous hardwood floors, expansive storage, and new windows throughout. The finished lower level includes a stylish family room and a half bath. Two-car garage features EV charger, durable protective flooring, storage. Don’t miss it!

Don't miss your opportunity to own on Canterbury Road! This sun-drenched, 4-bedroom home with hardwood flooring offers an open and classic layout. Enjoy the spacious living room with built-ins, four, second floor bedrooms, and an expansive .37 acre lot. The versatile family room provides flexible space for a home office, playroom, or guest space! Imagine evenings on the covered porch or patio, taking in sunsets and seasonal Mystic Lake views. This well-preserved home awaits your personal touches. With an unfinished full basement and attic, there's plenty of room for growth, storage and potential. Winchester town center and West Medford village are each a pleasant, single mile away. Enjoy the restaurants, parks, shops and 3 convenient Commuter Rail stations for a quick 14-minute train ride to Boston. Welcome Home!

Adorable cape on tree lined cut de sac conveniently located right off Route 93. This home has two bedrooms on the first floor or use one as a dining room.Expansive second floor has third bedroom and room to put additional bath. Move right into this well maintained home that shows pride of ownership. Modern kitchen overlooks large private backyard with shed.Large driveway for three cars plus garage.Move right in!