Recently Sold Homes in Winchester Highlands, MA

Recently Sold Home in Winchester Highlands, MA:

This isn’t just a house — it’s a front-row seat to the good life, where you can walk to shops, schools, cafés, restaurants, and everything the town has to offer! This 5-bedroom, 3.5-bath Victorian sits proudly in the heart of Winchester Center, in the highly coveted Lincoln School district. Original hardwood floors, soaring ceilings, and stunning architectural details give this home its timeless character, while the updated kitchen and spacious rooms bring modern comfort to everyday living. With its gorgeous design and generous layout, it’s perfect for hosting friends or enjoying quiet evenings at home. And the best part? The backyard offers a quiet space with

Recently Sold Home in Winchester Highlands, MA:

Welcome to Church Place in Winchester. This light-filled one-bedroom condo offers a unique two-level layout with beautiful windows that frame picturesque views of the town. The main level features an airy, open-concept living and dining area, highlighted by a cathedral ceiling in the living room making it perfect for entertaining or enjoying a quiet evening at home. Upstairs, you’ll find a cozy retreat with the bedroom and bath, creating a sense of privacy and comfort. Additional features include in-unit laundry and a designated parking space for everyday ease. Step outside and experience the vibrant lifestyle Winchester has to offer, just moments from the town center with its invitin

Recently Sold Home in Winchester Highlands, MA:

A rare Winchester offering set on an acre in a wooded enclave of luxury homes near town center. Custom-built, this 5-bedroom, 4.5-bath residence combines timeless design with balanced proportions across four levels. The primary suite includes a private deck, spa-like bath with soaking tub, and gas fireplace. The chef’s kitchen features quarter-sawn oak cabinetry, high-end appliances, large island, pantry, and wet bar, opening to casual and formal spaces. A four-season sunroom leads to an outdoor oasis with extensive landscaping, stonework, patio, outdoor kitchen, built-in fireplace, and private tennis court. High ceilings, crown molding, custom quarter-sawn oak built-ins, and classic

Recently Sold Home in Winchester Highlands, MA:

One of Winchester’s most beloved neighborhoods sets the tone for 30 Prospect Street, a beautifully reimagined home transformed by an extensive remodel less than five years ago. A spectacular, fully renovated Chef's kitchen anchors the main level with high-end finishes and a seamless flow for living and entertaining. The living room is sunny and inviting, featuring an impressive fireplace, timeless details, and a beautiful view of the gorgeous backyard. The adjoining dining room offers a refined space for gatherings with its classic architectural charm. The new primary suite includes a spa-inspired bath and custom walk-in closet, while additional bathrooms have been fully renewed with

Recently Sold Home in Winchester Highlands, MA:

Charming townhouse located at The Village, one of Winchester’s most sought-after and impeccably maintained communities, offers 1,843sf of living space. Featuring 3 generously sized bedrooms with full-height ceilings, and 2.5 updated bathrooms, it is one of the largest homes in the community. The home is flooded with natural light thanks to its end-unit position, windows on three sides, and a skylight in the dining area. The freshly painted interior is complemented by refinished hardwood parquet floors, new carpeting in two of the bedrooms, and wood flooring in the third bedroom. The expansive living room is anchored by a wood-burning fireplace, while the open-concept kitchen and dinin

Recently Sold Home in Winchester Highlands, MA:

Elegant and expansive condo with soaring ceilings in the sought-after Winchester Place, just moments from the vibrant town center, boutique shops, idyllic Mill Pond, newly improved commuter rail, and so much more. Offering over 1,500 square feet of refined living, this home showcases gleaming wood floors, sun-filled open living room with a dedicated dining areas for hosting, and a beautifully designed kitchen with built-in cabinets, abundant counter space, and direct access to a private deck. The spacious primary suite features a full bath with a soaking tub, complemented by a second well-appointed bedroom. Enjoy the convenience of in-unit laundry, two deeded garage spaces, your own basemen