Southborough, MA Homes for Sale with Pool

Where timeless elegance meets resort-style living. Overlooking the Sudbury Reservoir with views of water lilies and swans, this exceptional home blends sophistication, scale, and serenity. The open floor plan connects a stunning contemporary kitchen to spaces for entertaining, including a theater, gym, game room, and meditation retreat. The first-floor suite offers the option of a sitting room or

Crystal Roach Compass

Stunning custom 5+ bedrm, 6-bath Colonial, privately sited on 10.88 acres. Located at the end of a cul-de-sac w/ artful stone walls, mature gardens & beautifully landscaped flat backyard. This home features a LEGAL IN LAW APARTMENT designed for Multi-Generational Living! Grand foyer w/ a sweeping staircase introduces the luxurious, yet warm aesthetic of this extensively updated home. The sunlit

Dee Kerner Compass

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

Ginny Martins Ginny Martins & Associates

Welcome to 12 Wyndemere, a breathtaking English Country Manor set on 4.5 acres at the crown of Southborough’s most distinguished estate neighborhoods. Surrounded by 180 acres of conservation land, this 9300+ sq ft residence offers exceptional privacy and timeless presence. Grand formal rooms with handcrafted millwork blend seamlessly with inviting spaces designed for everyday living. Seven gas

Ginny Martins Ginny Martins & Associates

Perfectly sited on nearly 15 acres of gently rolling land, this 2015 contemporary masterpiece blends architectural elegance with natural serenity. Panoramic views in every direction invite a lifestyle of quiet reflection, gentleman farming, or equestrian pursuits, all in a remarkably private yet connected setting. Inside, soaring walls of glass flood the open-concept living, dining, and

The Ridick Revis Group Compass