Sherborn, MA Real Estate Search

Sherborn, MA 5 Bedroom Homes for Sale

Our website features the best real estate search for 5 bedroom homes available in Sherborn, MA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Sherborn, MA 5 Bedroom Homes for Sale

$1,099,000
5 Beds ⋅ 3 Baths ⋅ 73572926 MLS
Located ~20 miles west of Boston in the idyllic town of Sherborn is this beautifully updated, move-in-ready 5-BEDROOM home in the coveted Farm Pond/Rocky Narrows neighborhood. Sited directly across the street from acres of town forest to explore & enjoy, this 1+ acre property offers the perfect balance of cleared useable land with wooded borders for play and privacy and is a sanctuary for nature lovers, outdoor enthusiasts & those just searching for a beautiful setting to call home. The renovated kitchen features white cabinetry, granite countertops, a center island, and stainless steel appliances. Adjacent open-concept living and dining rooms center around a cozy wood stove and a back wall of french doors, flooding the home with natural light and opening onto a back deck overlooking the tranquil yard. Designed for today’s needs, all 3 floors offer private home office options. The second floor includes four spacious rooms, including a primary suite with a private balcony, custom walk-in closet, and a skylit renovated bath. An updated family bathroom and laundry complete this level. A flexible finished third floor stands ready for a private home office, playroom, home gym and/or extra bedroom. Equipped with a new furnace, a 5-bedroom septic system, energy efficient solar panels that lower utility bill and provide a greener foot print, 2-car garage, hardwood floors throughout and abundant storage space and located on the east-side of town with easy access to major commuter routes and the commuter rail, this turn-key property effortlessly balances nature, great living space and modern convenience. COME SEE @ OH Friday, 9/11, 12:00-1:30. OH's Saturday and Sunday too!

3 Goulding St. East, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.
$1,998,000
5 Beds ⋅ 5 Baths ⋅ 73566576 MLS
Exceptional historic estate in the heart of Sherborn Center, the iconic Calvin Sanger House (c.1819) is a gracious Federal-style Colonial, thoughtfully renovated for modern living while preserving the character and craftsmanship that make this home so distinctive. Set on just over two beautifully landscaped acres, this landmark residence offers a rare combination of history, elegance and modern luxury. Period details include soaring ceilings, beautiful hardwood floors, refined millwork and multiple fireplaces.Gracious formal living room with window seat with original pocket doors to dining room with French doors to bluestone patio. This all complemented by a stunning renovated chef’s kitchen with stainless steel appliances, custom cabinetry and generous workspace. A flexible first-floor office or bedroom with bay windows and adjacent full bath is ideal for guests or working from home and could be utilized as a two room in-law suite. The spacious family room features a fireplace, wet bar and French doors to an upper deck. A walk-out lower level with recreation space and full bath offers additional flexibility for guests, fitness or entertaining.Upstairs are four generous bedrooms and beautifully updated baths throughout. The renovated primary suite is a serene retreat with a luxurious bath and dressing area. Two additional bedrooms share an updated connecting bath, while the fourth bedroom has a dedicated full bath just across the hall. Upstairs laundry adds another modern convenience. Outside, mature landscaping, classic New England stonewalls to an in-ground pool create a private retreat in the heart of the village. An exceptional location, just steps from Sherborn’s newly expanded Library and soon-to-open History Center, with brand-new tennis and pickleball courts just down the street. Enjoy easy access to Sherborn’s renowned trail system, Farm Pond, consistently top-ranked Dover-Sherborn school system, restaurants, Town Hall, houses of worship and village amenities. A rare opportunity to own one of Sherborn’s most distinguished historic residences, where more than two centuries of New England character and beautifully renovated modern living come together.

8 Washington Street, Sherborn

Listing courtesy of Listing Agent: Nora Lynch from Listing Office: Gibson Sotheby's International Realty.
$4,995,000
5 Beds ⋅ 4 Baths ⋅ 73563718 MLS
A rare waterfront offering in Sherborn, gracefully set along the shores of picturesque Farm Pond. Privately sited amid mature trees and lush grounds, this classic New England residence offers an exceptional setting of secluded, natural beauty, and timeless character. Direct Farm Pond frontage includes your own beach, creating a truly special opportunity for swimming, kayaking, paddleboarding, or simply enjoying peaceful days at the water’s edge. A sparkling saltwater pool provides an additional destination for summer entertaining, while expansive lawns, mature landscaping, and wooded surroundings create a serene sense of tranquility. The residence offers the warmth and enduring appeal of classic architecture, thoughtfully complemented by its extraordinary natural setting. From the landscaped grounds to the sweeping pond views, every element invites a more relaxed way of living. A singular opportunity to embrace exclusive waterfront living and quintessential New England beauty less than 25 miles from Boston. Located within the highly regarded Dover-Sherborn Regional School District, consistently ranked among the top 5 school districts in the Commonwealth.

112 Farm Rd, Sherborn

Listing courtesy of Listing Agent: The Berkowitz Team from Listing Office: Keller Williams Boston MetroWest.
$1,599,000
5 Beds ⋅ 3 Baths ⋅ 73534211 MLS
Tucked at the end of a cul-de-sac in one of Sherborn’s most sought-after neighborhoods, this exceptional Colonial sits on 2.16 private acres in Sherborn's east side, convenient for shopping, commuting and schools. Abuts Town Forest with direct access to many miles of trails for walking, biking or skiing. Walk to town and to Sherborn's resident-only jewel - Farm Pond. A major three-level, architect-designed renovation transformed the home with bright, open living spaces including a stunning chef’s kitchen and great room with panoramic backyard views. Features include custom cabinetry, double ovens, beverage bar, formal dining room with fireplace, living room with built-ins and fireplace, and two private home offices. The thoughtfully designed primary suite offers two luxurious bathrooms, a walk-in closet, and balcony. Four additional bedrooms, office, and spacious laundry room complete the upper level. The light-filled walk-out lower level includes a family room with fireplace, rec room, wine cellar, workshop plus 3 car garage. 5 bdrm septic NEW in 2025. Spectacular grounds and a welcoming neighborhood make this a rare forever home.

41 Great Rock Rd, Sherborn

Listing courtesy of Listing Agent: The Bauman Group from Listing Office: Gibson Sotheby's International Realty.
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