28 Cutler Farm Road, Sudbury, MA 01776

$2,195,000 · For sale

28 Cutler Farm Road, Sudbury

Seller has an assumable loan that can be transferred to the buyer.Some homes you tour. This one you feel from the moment you turn down the drive. Privately set at the end of a long, winding driveway in coveted Cutler Farm, 28 Cutler Farm Road offers something increasingly rare: the warmth of an established neighborhood paired with the seclusion of a true estate. Nearly five professionally landscaped acres surround the home with mature plantings, curated gardens, seasonal color, and exceptional privacy—all just minutes from Sudbury’s schools, shopping, recreation, and commuter routes.A circular drive and porte-cochere welcome you to a dramatic foyer, introducing more than 6,000 square feet of living space across three finished levels. Designed for both everyday comfort and memorable entertaining, the open floor plan is distinguished by impressive scale, abundant natural light, and thoughtful craftsmanship.The main level centers around a soaring two-story family room with Palladian windows and a gas fireplace. The open dining room and chef’s kitchen create an inviting setting for gatherings of every size, while a handsome private office provides an ideal work-from-home retreat. Front and rear staircases enhance the home’s effortless flow. The sun-filled, year-round solarium brings the outdoors in and is certain to become a favorite place to relax in every season.Upstairs, the expansive primary suite features hardwood floors, soaring ceilings, a luxurious bath, and three walk-in closets. Three additional bedrooms and two full baths provide comfortable, flexible accommodations.The walk-out lower level extends the home’s exceptional versatility with a media room and gas fireplace, game and exercise space, guest accommodations with a full bath, a second office, and a climate-controlled wine cellar. Sliding doors open directly to the patio and private grounds.Outside, a spacious deck overlooks beautifully maintained gardens and 4.86 acres offering room to gather, garden, play, or simply enjoy the quiet. A three-car garage and a 2015 roof add practical peace of mind. Updated heating and cooling systems, smart thermostats, built-in speakers, security and irrigation systems, refreshed interiors, and extensive recent painting make this remarkable property ready for its next chapter.Come experience the privacy, scale, and effortless elegance that make Cutler Farm one of Sudbury’s most coveted addresses.

About this address

28 Cutler Farm Road is a 5-bedroom, 5.5-bath single-family home for sale in Sudbury, MA 01776 with 6,019 square feet, asking $2,195,000. It was built in 1999. It has been on our site since October 31, 2026.

The median asking price among the 13 other 5-bedroom single-family homes for sale in Sudbury is $1,995,000. This one asks about 10% more. At $365 a square foot, it compares with a median of $393 among the 41 other single-family homes for sale in Sudbury with a stated size.

At 6,019 square feet, it is larger than 62% of the 13 other 5-bedroom single-family homes in Sudbury with a stated size.

This home is assessed at $1,923,600 for fiscal year 2026. It last sold for $1,670,000 in June 2021. The assessor lists a lot of 4.82 acres.

It scores 10 out of 100 for walkability, from how close everyday places are.

The closest train or subway stop is West Natick (MBTA Framingham/Worcester Line), about 4.8 miles away.

The closest public schools by level are Israel Loring School (0.1 miles), Cameron Middle School (1.3 miles) and Wayland High School (1.8 miles). The district decides which school serves an address.

Listing information from MLS Property Information Network (MLS PIN), MLS #73597256, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line. Assessed values and past sales are public records from municipal assessors, published by MassGIS. An assessed value is set for taxation and may differ from market value.

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To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].