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$1,195,000
4 Beds ⋅ 2 Baths ⋅ 73544294 MLS
Some properties preserve history. Others offer possibilities. This extraordinary c.1700 Georgian Colonial offers both. Beautifully restored and privately set on approximately 7 acres of open pasture, mature woodland, and scenic countryside, this remarkable estate blends timeless character with exceptional versatility. The property includes a separate two-family residence, classic barns, and two surveyed and approved building lots, creating outstanding opportunities for agricultural enterprise, multigenerational living, rental income, and future potential. Whether envisioned as a treasured family estate, an agricultural venture, or a legacy investment, this is a rare opportunity to own one of Boylston's most distinctive properties, just minutes from Worcester, major commuter routes, shopping, and everyday conveniences. See property possibilities attachment.

183 Main St, Boylston

Listing courtesy of Listing Agent: Joe Teceno from Listing Office: Mathieu Newton Sotheby's International Realty.
$899,000
5 Beds ⋅ 3 Baths ⋅ 73541032 MLS
Stately and spacious, this 5-bedroom Georgian Colonial in sought-after Olde Jackstraw Village offers timeless character, exceptional versatility, and a wonderful west-side neighborhood setting. A gracious curved staircase welcomes you into the open foyer, leading to a front-to-back fireplaced living room, private first-floor office, formal dining room, and inviting fireplaced family room. The oversized eat-in kitchen is ideal for those who love to cook, featuring extensive cabinetry, two dishwashers, and two stoves. Each bedroom is generously sized, including a finished walk-up third level with a full bedroom, perfect for guests, hobbies, or additional living space. One bedroom offers a wonderful surprise: an alcove of closets plus a bonus room over the garage. Wide-pine floors add warmth and character throughout this reproduction-style home, a signature look of this beloved neighborhood. A young roof, town water/sewer, and a charming screened porch complete this special offering.

17 Olde Coach Road, Westborough

Listing courtesy of Listing Agent: Robert Smith from Listing Office: Mathieu Newton Sotheby's International Realty.
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 73519907 MLS
Set against the rolling countryside of Harvard, this extraordinary luxury retreat blends timeless New England charm with refined modern living. Completely gutted & thoughtfully reimagined, the home showcases exceptional craftsmanship & elevated finishes throughout. At its center is a stunning solid walnut chef’s kitchen anchored by a premium Wolf range, designed for effortless entertaining & everyday comfort. Radiant heated floors warm the mudroom, kitchen & dining areas, while natural textures & rich wood tones create an atmosphere that feels both sophisticated & inviting. Heating & cooling by solar owned array realizing near zero utility, heating & cooling costs. The oversized finished lower level w/French Doors to the patio offers a 3/4 bath with flexible space for a media room, gym, guest retreat, or second living area. Outside, 2.8 picturesque acres feature sweeping mountain views, neighboring orchard, fenced paddock, trail access & a stunning 4 stall post & beam barn.

41 Pinnacle Rd, Harvard

Listing courtesy of Listing Agent: Kevin Balboni from Listing Office: William Raveis R.E. & Home Services.
$3,799,000
5 Beds ⋅ 8 Baths ⋅ 73486050 MLS
A rare offering, 32 Sears Road stands among Southborough’s most treasured private estates. Your approach is a sweeping drive beneath centuries-old oak trees leading to a distinctive port-cochere & stately columned portico. This iconic Georgian Colonial presides over 7.4 magnificent acres adjacent to 25 acres of protected conservation land. The slate roof, balanced symmetry, and meticulously crafted millwork define nearly 8800 sq ft of curated living space. A grand two 2-story marble foyer opens to elegant formal rooms, while the chef’s kitchen leads to exceptional casual living spaces. An exquisite primary suite with limestone fireplace & new luxe bath offers views of the grounds that feature multiple terraces, a resort-like pool & spa, tennis court and brilliant sunsets. Enjoy a sauna after your workout in the upstairs gym or a visit to the wine cellar in the impressive lower-level recreation rooms. Located just 1 mile to Fay & St. Mark’s private schools and 25 miles to Boston.

32 Sears Road, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

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