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.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Carolyn Vernaglia
$2,100,000 (USD)
Winchester Area Single Family Home
Active
58 Bacon St Winchester, MA 01890
6 Bed
5.5 Baths
5791 sqft
MLS# 73442841
Welcome to 58 Bacon Street—a perfect blend of classic charm and modern comforts. The main level features a front-to-back fireplaced living room, sunroom, formal dining room, and a stunning 2024 kitchen renovation with custom cabinetry, quartz island, and high-end stainless appliances, opening to a bright family room. Upstairs offers flexible space with dual primary suite options (one with elevator access & attached sitting room), plus an additional bedroom and office. The third floor includes two bedrooms, a bath, and a bonus room; the finished basement adds a playroom, full bath, ample storage and a mud area. Enjoy two outdoor living areas and a fully fenced yard. Elevator access from the attached, heated garage, plus a detached two car garage. Ideally located near Wedgemere Station with quick access to Boston, Winchester Center, Mystic Lakes, and the Fells, this expansive home is perfect for multigenerational living or those seeking accessibility and space.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Katie Tully
$1,250,000 (USD)
Winchester Area Single Family Home
Active
50 Lincoln Street Winchester, MA 01890
4 Bed
1.5 Baths
2004 sqft
MLS# 73442848
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 room—ideal for a family room, office or studio. Freshly painted throughout and updated baths, windows, and electrical system enhance modern comfort and complement the original charm. Outside, enjoy a landscaped yard, large brick patio, side yard and a detached garage with storage. This is a highly desirable neighborhood, conveniently located near schools, the quaint town center, and commuter rail to Boston. The scenic Winchester Fells is also nearby and offers acres of forested trails to explore.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Lynne Russo
$949,000 (USD)
Winchester Area Condominium
Active
16 Park Ave 2 Winchester, MA 01890
3 Bed
2 Baths
1756 sqft
MLS# 73443017
Experience luxury living just steps from vibrant Winchester Center in this beautifully renovated 2016 condo. High ceilings & gleaming HW floors flow throughout this spacious, light-filled home, w/an open floor plan that features fireplaced living & dining area adjoining a chef’s eat-in kitchen, outfitted w/ SS appliances & granite countertops.The home offers 3 generously sized bedrooms & 2 full bathrooms, including a luxurious primary suite w/a custom walk-in closet & spa-like double-vanity bathroom. 2 additional flexible rooms are perfect for a home office, playroom, dining room, or sunroom, offering wonderful sunset views.Exceptional storage is found throughout, including generous custom closets, a pantry, & a large walk-out basement w/ potential for future expansion. Private fenced-in yard w/patio & garden area, plus side-by-side parking for up to 4 vehicles.This turnkey home offers oversized windows & central air, located about half mile from scenic Middlesex Fells & commuter rail.
Listing Courtesy of MLS PIN / Better Homes And Gardens Real Estate The Shanahan Group / Paula Sughrue