Sherborn, MA Homes for Sale with Pool

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

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

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

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