Sherborn, MA Homes for Sale with Acreage

Spanning 25 acres, this exceptional estate features a sophisticated Colonial, private stream-fed pond with trails winding through the property, and manicured grounds, creating a blend of timeless architecture and nature. The well-designed home boasts 4 levels, each offering high ceilings, exquisite millwork, abundant light, and breathtaking views. Two-story foyer opens to elegant living and

Benna Lynch Rondini Charlesgate Realty Group LLC

Set on 15.7 acres in the heart of Sherborn, The Grout Farm offers a rare blend of refined country living and thoughtfully developed equestrian amenities. The reimagined main residence features light-filled living spaces, a custom kitchen, updated systems, and warm modern finishes. The estate includes a detached 1-bedroom, 1-bath guest cottage, carriage barn connected to the main barn, and the

Stanley Edwards LandVest, Inc., Concord

SINGLE LEVEL LIVING at it’s best: Completely updated, meticulously maintained & move-in ready 4 bedroom RANCH in coveted east-side of Sherborn neighborhood w/easy trail access to Farm Pond & located on CUL-DE-SAC for additional privacy! Set well off the road, this 1.3+ ac lot w/stonewalls & mature plantings offers the perfect combination of flat usable open lawn & wooded areas for privacy & play.

Laura Mastrobuono Compass

Set on 3.7 pristine acres abutting 600+ acres of conservation land and Little Farm Pond, this grand estate offers rare privacy and pedigree- first owned by former Boston Celtics head coach Rick Pitino. Soaring ceilings and twin staircases lead to five upstairs bedrooms. The primary suite stuns with a 400sq-ft marble spa bath featuring three sinks, makeup vanity, steam shower, and Jacuzzi tub. A

Elena Price Coldwell Banker Realty - Westwood

Privately nestled along a scenic approach, this exceptional 8.06-acre country estate offers a rare blend of luxury living, timeless character & equestrian potential. Offered for the first time ever, the property features expansive open fields, including 5 acres of lush hay fields, ideal for horses, hobby farming, or refined country living. The beautifully renovated 3-bedroom, 2-bath home has been

Kerry Parker Equine Homes Real Estate, LLC

Set along one of Sherborn’s most desirable cul-de-sac neighborhoods, 3 Knollcrest Farm is a private estate offering an exceptional blend of elegance, comfort, and resort-style living. The residence has been completely refreshed with a fully repainted interior, creating a bright, cohesive, move-in-ready environment. Graciously scaled rooms, refined finishes, and timeless architectural details

The Berkowitz Team Keller Williams Boston MetroWest

Welcome to 86 N Main Street, a 19th Century Antique, with a complete 21st century renovation in 2009. Featuring 2+ acres of picturesque landscaping, an expanded Cape & a showstopper post & beam barn in charming Sherborn! Light-filled rooms, cherry hardwood floors throughout, 3 bedrooms, 2.5 baths & a spacious kitchen that opens seamlessly to multiple gathering areas make this home as livable as

Prudence Hay Rutledge Properties

Presenting an award winning CONTEMPORARY MASTERPIECE: Sited on 5.5+ breathtaking acres at the end of a private winding drive, this 5 bedroom, 5400 sqft modern villa is a true collaboration of elite design & nature. Soaring ceilings, walls of windows & skylights create a sun-drenched sanctuary, highlighting meticulous craftsmanship w/cherry floors, mahogany stairs, & patinaed copper trim.

Laura Mastrobuono Compass

The Flagg House, one of Sherborn’s most architecturally and historically significant homes, is set on 2+ pastoral acres near the renovated public library, athletic fields, and town center. A stone driveway lined with graceful sugar maples leads to private Maple St. entrance. Property includes a 2-story garage with Rt. 16 access, gardening shed, and antique stone walls. Sunny vestibule opens to

The Bauman Group Gibson Sotheby's International Realty

Move right into this beautifully renovated and expanded 5-bedroom Colonial set in a favorite Sherborn neighborhood. The spacious kitchen with large center island and eating area flows seamlessly into the oversized family room with wood stove creating the ideal gathering space for everyday living and entertaining. Formal living and dining rooms provide classic appeal, while a dedicated 1st-floor

Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

This extensively renovated home is a masterpiece of design and functionality, offering a stunning fusion of modern sophistication and elegance. Set well back from the road in an idyllic setting, it provides a sense of peace and privacy that's hard to find. At its heart is the light-filled gourmet kitchen, family room and breakfast nook/sunroom. Combined with five spacious bedrooms, four and a

Stephanie Sugden Compass

Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end

The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

Stunning custom-built home in a prestigious Dover location. Built in 2007, this exceptional residence offers approximately 6,670 sq ft of living space, including 5,183 sq ft above grade and 1,487 sq ft of beautifully finished lower-level space. Sun-filled rooms, soaring ceilings, and a thoughtfully designed layout create the perfect balance for everyday living and entertaining. The spacious

Nana Lo S.Y.K. Corporation