Wayside Inn District Homes for Sale

Welcome to the enchanting Wayside Inn District, a hidden gem nestled in the heart of Sudbury, Massachusetts. This picturesque subdivision is steeped in history and charm, making it an ideal place to call home. Known for its tranquil surroundings and scenic beauty, the Wayside Inn District offers a perfect blend of suburban comfort and natural splendor.

As you stroll through the tree-lined streets, you'll discover a welcoming community that values both tradition and modern living. The historic Wayside Inn, one of the oldest operating inns in the United States, serves as a focal point for the area, inviting residents and visitors alike to indulge in its rich heritage and delightful culinary offerings. With nearby parks, walking trails, and recreational facilities, outdoor enthusiasts will find plenty of opportunities to explore the stunning landscapes that Sudbury has to offer.

For those looking to make this charming district their home, there are a variety of homes for sale that cater to diverse tastes and lifestyles. From quaint colonial-style houses to contemporary builds, the properties in the Wayside Inn District are designed for comfort and elegance. Many homes feature spacious layouts, beautifully landscaped yards, and modern amenities, ensuring that you and your family can enjoy both relaxation and entertainment.

With its blend of history, community spirit, and beautiful homes, the Wayside Inn District is not just a place to live—it's a lifestyle. Discover your dream home in this delightful subdivision and experience the warmth and charm of Sudbury living today!

Newest Wayside Inn District Homes for Sale

$1,425,000

4 Beds ⋅ 4 Baths ⋅ 73574088 MLS

Impeccable condition, thoughtful design, and a floor plan that truly works for today’s lifestyle define this graciously appointed home. Lovingly maintained by its original owners, it offers a wonderful balance of comfortable everyday living, inviting spaces for gathering, and exceptional versatility for work, family, and guests. The well-appointed kitchen is designed for both everyday living and entertaining, with generous workspace, quality finishes, and an easy connection to the bright family room, where a fireplace creates a warm and inviting gathering space. Equally suited to a quiet morning or a lively gathering with friends, this welcoming space is complemented by an elegant dining room where hosting feels effortless. A private home office and a study provide ideal flexibility for today’s work-from-home lifestyle. Upstairs, the luxurious primary suite features a spa-like bath, walk-in closet, and comfortable reading area. A generous playroom, ensuite bedroom, a full bath, and two additional bedrooms offer wonderful options for family, guests, hobbies, or a teen suite. Throughout, the home has been exceptionally cared for, with spaces designed to be both comfortable and stylish. Set in Sudbury’s historic Wayside Inn District and tucked privately off the road on 5 acres, the established grounds create a peaceful and picturesque setting for everyday enjoyment. Whole Foods, Starbucks, and an array of shops are nearby, while the Rail Trail and conservation lands offer opportunities for walking and biking just minutes away. Conveniently positioned for commuters, the location provides easy access to Routes 20 and 117, with connections to Routes 9, 128, and 495 for Boston and destinations throughout MetroWest. Quality, exceptional versatility, and an enviable setting come together in this special home.

111 Dutton Road, Sudbury

Listing courtesy of Listing Agent: Sharon Mendosa from Listing Office: Compass.

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