Southborough, MA Homes for Sale with Pool

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

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

***Nothing like a little refresh with newly painted DR, LR & FR coupled with a recent PRICE ADJUSTMENT***to add a some luster to this already stunning home on scenic & historic Sears Rd!This immaculate spacious home has a 2-story foyer, banquet sized DR & 1st flr office.Chef’s kiss dream kit feat Thermador & Bosch appl incl a warming oven surrounded with windows overlooking private wooded rear

Caroline Hanlon Fireside Real Estate

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

An exceptional opportunity to own one of Southborough’s premier homes. Now offered at an even more compelling value, combining timeless design, generous living spaces, and an ideal location with convenient access to major routes, commuter rail, and top-rated schools. Welcome to 2 Watkins Lane, a distinguished Colonial set on a beautifully landscaped 1.03-acre lot w 4 bedrooms, 4 full baths &

Susan Gillis William Raveis R.E. & Homes Services

Vacation at home in one of Southborough’s most sought-after neighborhoods. Set on 1.84 acres overlooking the water, this beautifully updated property blends privacy, comfort, and exceptional outdoor living. Expansive views take center stage from the wraparound IPE deck and saltwater inground pool, creating an ideal setting for relaxing and entertaining. Thoughtful improvements include a designer

Jen Thompson RE/MAX Signature Properties

BUYER GOT COLD FEET- their loss is your gain. Nestled on a beautiful dead-end street in desirable Southborough, this spacious Colonial offers the perfect blend of charm, functionality, and outdoor living. The sun-filled main level features hardwood floors, a large living room with window seat and wood burning fireplace, a formal dining room, and an amazing kitchen with granite countertops, dining

Sue Gordon Castinetti Realty Group