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 acce
Location, Location, Location! This beautifully maintained 3-bedroom, 2.5 bath multi-level home perfectly balances convenience and suburban charm. Enjoy an easy walk to the commuter rail, downtown shops and restaurants, schools, parks, and more. The main level features a spacious, sun-filled open floor plan with fireplaced living room, updated kitchen with skylight, and a bright sunroom offering seamless access to a large deck and level, fenced backyard--ideal for relaxing or entertaining. Upstairs you'll find 3 generous bedrooms with ample closets, including a main suite with bath and a second, full bath. Just below the main level is a versatile office or fitness room, laundry area with ext
Welcome to 15 Wildwood Street — a quintessential Winchester residence offering timeless character, modern amenities & endless potential. Ideally situated on a beautiful lot close to the town center. This charming home is impeccably maintained & move-in ready, while providing the opportunity for thoughtful updates to further enhance its value. Step inside to a sun-filled living room w/ oversized windows, rich architectural details, 10’ft ceilings & original crown molding. The kitchen combines function & style with Sub-Zero fridge leading to the elegant dining room w/ fireplace, china pantry, original marble sink & more. Upstairs, 6 bedrooms await, fe
This charming colonial in prime flats location is full of surprises! Showcasing a stunning rear 3 story addition duplex with walls of windows & 4 rooms! Use as the primary, home office, art studio or let your children enjoy this unique space~ The first floor offers a classic layout with an expanded updated kitchen & family area open to gorgeous deck overlooking the beacon hill style yard featuring a quaint patio/ entertaining space. Formal living & dining w three-season porch perfect for relaxing. Upstairs, the primary suite feels like a retreat with skylights, cathedral ceiling, loft, and private balcony. Three bedrooms and a study on 2 share a bath, with flexible space o
An extremely rare new construction in the Flats, this stunning 6BD/4.5BA home is a ground-up rebuild blending modern luxury with timeless warmth in one of Winchester’s most coveted neighborhoods. Designed for elevated living, it features a chef’s kitchen with quartz counters, custom cabinetry, a large island, and built-in bar, opening to a sunlit dining area ideal for both casual meals and elegant entertaining. The soaring family room stuns with cathedral ceilings, exposed beams, and a floor-to-ceiling stone fireplace—perfect for cozy evenings or lively gatherings. The serene primary suite offers a wood-accented ceiling, sitting area, and spa bath with dual vanities and a
A masterpiece of design and craftsmanship. Every detail has been meticulously curated, blending timeless elegance with state-of-the-art amenities. Step into a grand foyer, where a striking curved staircase sets the stage for the home’s sophisticated ambiance. Expansive living and entertaining spaces flow seamlessly, featuring soaring ceilings, custom millwork, and exquisite finishes. The Bespoke chef’s kitchen, outfitted with professional-grade appliances, a fireplace, and an adjoining mudroom, is both a culinary dream and a warm gathering place. The opulent primary suite is a private retreat, reminiscent of the world’s finest resorts, boasting a spa-inspired bath and sere
Immaculate, studio condominium within the desirable Parkview Condominiums in Winchester. The large private balcony overlooks a beautiful wildlife pond, and the grounds are meticulously landscaped. The kitchen features tile flooring, updated granite countertops, and a breakfast bar. The Condominium amenities include: in-ground swimming pool, barbecue area, large parking area with plenty of overnight guest parking, on-site laundry rooms, on-site management, and private storage units. The low condo fee includes: heat, hot water, trash services, electricity, and air conditioning. Winchester is a quaint and charming New England town, only 8 miles north of Boston. This amazing location is only tw
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 wo
NEW CONSTRUCTION!! Private showings available * * Welcome to this meticulously crafted, modern townhouse END UNIT offering over 2,100 sq ft of thoughtfully designed living space. The open-concept main level features gorgeous mill work, gleaming hardwood floors, a cozy fireplace & sleek chef-inspired kitchen w/ stainless appliances, large center island & an adjacent mudroom w/ half bath perfect for today’s lifestyle. The 2nd floor includes 2 generous bedrooms & a stylish full bath, while the top level is dedicated to the luxurious primary suite w/ a spa-like en-suite bath & great custom closet space. The finished lower level provides flexible space ideal for fa
From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Café appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight, ceiling fan, two walk-in closets, balcony, jacuzzi bath, and steam shower. Two more bedrooms and a sitting area complete this level. The third floor provides space for additional bedrooms or an office. The finished lower level includes a family room, wine cellar, sauna, gym, and full bath. Enjoy a tree-lined backyard with deck and hot tub, perfect for entertaining. The home office ope
Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck overlooking the fenced backyard—perfect for coffee while enjoying the view. The finished lower level adds space to work, host, or unwind. Updated systems and an attached two-car garage offer everyday ease. The sale is subject to a license to sell from the Probate and Family Court. Not an estate