Sherborn Real Estate

THE SELLER IS OFFERING A GENEROUS $30,000 CREDIT TO BUYER AT CLOSING, providing a powerful head start for your move. Whether you choose to use these funds for a significant mortgage rate buy-down to lower your monthly payments, cover your closing costs, or capital investments, this credit puts the choice in your hands. And this home is worth seeing! Steeped in history yet thoughtfully transformed for today’s lifestyle, 320 Western Avenue is a remarkable four-bedroom, three-bath antique set on three beautifully landscaped acres. From its distinctive curb appeal to its exceptional renovation, the home seamlessly marries historic character with contemporary comfort. The comprehensive renovation has thoughtfully addressed every detail, creating a home that is as efficient as it is inviting. Behind its classic façade are a state-of-the-art geothermal climate system, closed-cell spray foam insulation, newer well and windows, beautifully updated bathrooms, a newly renovated kitchen, and a fresh, sophisticated interior palette. The flexible floor plan offers versatile spaces for modern living, whether for working from home, entertaining, or a peaceful retreat. Sun-filled interiors extend naturally outdoors, with a spacious living room opening to a large back deck overlooking the level yard and charming gardens. The result is an effortless connection between the warmth and character of the home and its idyllic outdoor setting. Located in sought-after Sherborn, known for its top-rated schools, bucolic Farm Pond, and extensive trail network, 320 Western Avenue offers a rare opportunity to enjoy the character of a historic home with the comfort, efficiency, and design of a thoughtfully modernized property. Don’t miss this chance to secure a beautiful property with this incredible financial incentive.

320 Western Avenue, Sherborn

Listing courtesy of Listing Agent: The Powissett Group from Listing Office: Compass.

$1,180,000

3 Beds ⋅ 3 Baths ⋅ 73586979 MLS

Open house ,Sunday, October 11, 2026 1:00 - 2:30 pm. Discover an exceptional single-family residence at 89 Brush Hill Rd, Sherborn, MA, a meticulously crafted home built in 1996. This distinguished property offers 2601 square feet of refined living space, presenting an unparalleled opportunity for sophisticated living. The residence features three thoughtfully designed bedrooms, providing ample private accommodations. Complementing these are two full bathrooms, offering convenience and comfort, alongside an additional half bathroom for guest use. Set on a generous 47,045 square foot lot, this property provides expansive outdoor space for recreation or quiet enjoyment. The attached two-car garage offers secure parking and additional storage solutions. This property represents an extraordinary opportunity to acquire a residence of distinction and comfort.

89 Brush Hill Rd, Sherborn

Listing courtesy of Listing Agent: Nana Lo from Listing Office: S.Y.K. Corporation.

$959,000

3 Beds ⋅ 2 Baths ⋅ 73584053 MLS

Welcome to SINGLE LEVEL LIVING at its best! Set well off the road in sought after EAST-SIDE of Sherborn cul-de-sac neighborhood on 1+ acre lot with picturesque stone walls and mature plantings, this updated, MOVE-IN-READY RANCH will appeal to a variety of life-styles! Step inside to a perfectly sized and functional floor plan highlighted by gleaming hardwoods, central A/C and large picture windows that flood the home with sunlight. Designed for relaxing and entertaining, the main level features an open floor plan combining a spacious living room with fireplace, dining room, family room lined with built-in bookcases and exterior access to large deck. The adjoining kitchen also opens to a deck and includes a large peninsula with granite counters, updated stainless appliances, white cabinetry & an incredible walk-in pantry. The cozy home office/den with fireplace & beautiful wood accents provides access to the walk-up attic. Rounding out the main level are 3 spacious bedrooms, including a primary suite with full private bath + additional full family bath. The finished lower level extends the living space w/plenty of room for exercise, play and relaxing. Complete with a 2-car garage, mudroom, plenty of storage and newer systems, this Sherborn home delivers an exceptional quality of life—just steps from conservation trails leading to Farm Pond, moments from town center and the commuter rail and served by top-ranked Dover-Sherborn schools, COME SEE!

24 Great Rock Road, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.

$805,000

4 Beds ⋅ 2 Baths ⋅ 73582460 MLS

AS-IS-SALE. This is truly a rare and unique offering as Hunting Lane has many remarkable properties. A classic ranch with endless potential; set on an idyllic lane in charming Sherborn. Single floor living, fire place, and a study. The current four bed septic is expandable to a five bed septic. The inground pool for summer entertaining adds to this wonderful property.

102 Hunting Lane, Sherborn

Listing courtesy of Listing Agent: Alexander Benson from Listing Office: Keller Williams Realty Boston South West.

$749,000

4 Beds ⋅ 3 Baths ⋅ 73580792 MLS ⋅ ['Leland Farm'] BLDG.

BUYERS TAKE NOTICE—5 South Main Street—a unique Sherborn property at an incredible price! Admired by all who pass by, this eye-catching, charming, expanded and renovated Cape with views of mature trees from every window also includes a 3-story antique BARN adding to it’s appeal. As part of Leland Farms, an ALL AGES townhouse neighborhood in the heart of downtown Sherborn, this turn-key property delivers all the convenience of MAINTENANCE FREE living while looking and feeling entirely like a standalone single-family home. Sun-filled and move-in ready, the home spans three levels with versatile, multi-functional spaces to suit a variety of lifestyle. Warm hardwood floors flow through-out the main level, where a cozy see-through gas fireplace and custom built-in cabinetry tastefully frame both the living room and first-floor home office (or 1st floor, 4th bedroom). The updated eat-in kitchen with white cabinets, granite countertops, stainless steel appliances and a peninsula with seating, opens seamlessly to a spacious dining area. A sunlit, perfectly sized family room with private front entrance and direct access to a large back deck adds to the home’s versatility. All bathrooms are beautifully updated and the finished walk-out lower level offers a generous recreation room alongside two large storage/utility rooms. Modern comforts include CENTRAL A/C and NATURAL GAS heating/cooking. Located just steps from the town library, playground, tennis courts, ball fields, local dining and shopping, this ideal commuter location is also just minutes from the high-speed train to South Station. Live in Sherborn and take full advantage of top-ranked public schools and one of the region's best places to live (Boston.com 2026). COME SEE!

5 South Main St. Unit 17, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.

$749,000

3 Beds ⋅ 3 Baths ⋅ 73580793 MLS

BUYERS TAKE NOTICE—5 South Main Street—a unique Sherborn property at an incredible price! Admired by all who pass by, this eye-catching, charming, expanded and renovated Cape with views of mature trees from every window also includes a 3-story antique BARN adding to it’s appeal. As part of Leland Farms, an ALL AGES townhouse neighborhood in the heart of downtown Sherborn, this turn-key property delivers all the convenience of MAINTENANCE FREE living while looking and feeling entirely like a standalone single-family home. Sun-filled and move-in ready, the home spans three levels with versatile, multi-functional spaces to suit a variety of lifestyle. Warm hardwood floors flow through-out the main level, where a cozy see-through gas fireplace and custom built-in cabinetry tastefully frame both the living room and first-floor home office (or 1st floor, 4th bedroom). The updated eat-in kitchen with white cabinets, granite countertops, stainless steel appliances and a peninsula with seating, opens seamlessly to a spacious dining area. A sunlit, perfectly sized family room with private front entrance and direct access to a large back deck adds to the home’s versatility. All bathrooms are beautifully updated and the finished walk-out lower level offers a generous recreation room alongside two large storage/utility rooms. Modern comforts include CENTRAL A/C and NATURAL GAS heating/cooking. Located just steps from the town library, playground, tennis courts, ball fields, local dining and shopping, this ideal commuter location is also just minutes from the high-speed train to South Station. Live in Sherborn and take full advantage of top-ranked public schools and one of the region's best places to live (Boston.com 2026). COME SEE!

5 South Main St., Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.

$2,295,000

5 Beds ⋅ 5 Baths ⋅ 73579428 MLS

Dating to circa 1750, historic “Long Acres Farm” is one of Sherborn’s most distinctive antique residences, beautifully reimagined through extensive renovations and expansion. The home has evolved over nearly three centuries, blending its early New England character with a fresh, casual California-inspired aesthetic designed for modern living. A comprehensive renovation thoughtfully updated virtually every room while preserving the architectural details and sense of history that make the property so special. At the heart of the home is a dramatically expanded and completely redesigned kitchen featuring custom cabinetry, gas cooking, generous workspace and a full walk-in pantry. Warm and sophisticated, it creates an exceptional gathering space with effortless connection to the surrounding living areas. Upstairs, the second-floor plan was thoughtfully reconfigured to create more intentional and comfortable spaces, complemented by beautifully renovated bathrooms with refined finishes and a clean, timeless style. The primary suite offers a private retreat with its own fireplace and direct access to an outdoor deck, bringing an unexpected indoor-outdoor element to this historic home. Significant infrastructure investments further enhance the property for modern-day living. Throughout the residence, original architectural elements are balanced with natural materials, updated finishes and an understated sophistication that feels both relaxed and elevated. The exterior has also been carefully updated to meet today’s standards while remaining sympathetic to the home’s historic character. Set on approximately 3.5 acres, the property offers exceptional privacy, mature landscaping, stone walls, a green crushed-stone tennis court and direct access to the Barber Reservation and its extensive trail network. The result is a distinctive blend of historic New England architecture and casually elegant modern design, thoughtfully prepared for its next chapter. Dover-Sherborn High School voted #1 three years in a row by Boston Magazine. Enjoy the newest addition to Sherborn's trail system, The Trustees Millborn Farm!

6 Curve Street, Sherborn

Listing courtesy of Listing Agent: Nora Lynch from Listing Office: Gibson Sotheby's International Realty.

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 73579364 MLS

Surrounded by Sherborn’s quiet, wooded landscape, 53 Green Lane is a refined retreat where expansive windows frame lush views and light, scale and natural beauty take center stage. Hardwood floors, soaring ceilings and warm architectural details create inviting, beautifully proportioned interiors with an effortless flow for everyday living and entertaining. The well-appointed kitchen and casual dining area open seamlessly to the deck, extending the living experience outdoors. Upstairs, the vaulted primary suite offers a private escape with a skylit bath, jetted tub and glass-enclosed shower. Multiple outdoor living spaces, including a multi-level deck with pergola, overlook the lawn and elegant woodlands beyond. For tennis enthusiasts, a full tennis court offers a wonderful recreational amenity and could easily be converted for pickleball. Distinctive, private and effortlessly livable, this is a rare opportunity in one of MetroWest’s most desirable towns, with Dover-Sherborn High School ranked #1 among Greater Boston public high schools by Boston magazine in 2026.

53 Green Ln, Sherborn

Listing courtesy of Listing Agent: The Berkowitz Team from Listing Office: Keller Williams Boston MetroWest.

$4,200,000

3 Beds ⋅ 3 Baths ⋅ 73578788 MLS

Steeped in history this extraordinary antique estate presents a once-in-a-lifetime opportunity to own a remarkable piece of local heritage. Built circa 1694 and lovingly passed down through generations of the Holbrook family, this treasured property has never been offered for sale. Carefully preserved over the centuries, the residence retains much of its original character, including authentic paneling, exposed beams, plank flooring and countless period details that reflect its rich history and craftsmanship. Adding to the property's unique appeal is an extraordinary 3 story barn constructed prior to 1870 with approximately 12,000 square feet of space! This property is being offered as one complete package, including the historic home, barn and 22 acres. In addition to the main estate the acreage will include 4 buildable lots all with street frontage creating exceptional investment and development opportunities, or maintained as a private compound. Rarely does a property of this historical significance, scale and potential become available!!

69 Forest St, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,349,900

4 Beds ⋅ 4 Baths ⋅ 73576103 MLS

ELEVATED LIVING IN THE HEART OF SHERBORN! Set within the sought-after Whitney Farm community, this exceptional detached condominium offers 3,034 SF of beautifully designed living space with luxurious finishes and thoughtful details throughout. Hardwood floors, custom cabinetry, refined architectural details, and abundant natural light create a sophisticated yet inviting atmosphere. The stylish kitchen features a striking waterfall island and premium Bosch appliances, including a gas countertop range and vented hood, while the open dining and living areas provide an ideal setting for everyday living and entertaining. A gas fireplace anchors the living room, while the first-floor primary suite offers a custom shower and generous walk-in closet. The second-floor primary suite features an en-suite bath and walk-in closet, while two additional bedrooms and a versatile loft offer excellent space for guests, work, or relaxation. The private outdoor space includes a deck, while a two-car attached garage, solar, and full basement add further appeal. A bike path directly behind the home enhances the setting. DON’T MISS THE OPPORTUNITY TO MAKE THIS BEAUTIFULLY APPOINTED SHERBORN HOME YOUR OWN!

11 Adams Ln Unit 11, Sherborn

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.

$850,000

4 Beds ⋅ 3 Baths ⋅ 73575490 MLS

This classic, center entry colonial is set on a beautiful 3-acre, corner lot along a scenic country road. The floorpan is laid out across a generous footprint with the kitchen at the heart of it and designed for both culinary enthusiasts and everyday living. Thoughtfully appointed with a practical peninsula, double oven and large eat-in area with a wall of windows providing panoramic views of the private backyard. An elegant formal dining room is perfectly situated right off the kitchen, offering an ideal flow for entertaining. The front-to-back living room, anchored by a stately fireplace, is great for gathering while the rustic family room, also boasting a fireplace and built-in shelves, is ideal for relaxing. Adding to the effortless flow of the floor plan, a sliding glass door transitions you smoothly from the family room into the sunroom which, surrounded by windows, also has picturesque views of the property. Rounding out the first floor is a half bath with laundry. Upstairs are four bedrooms all with hardwoods, including the primary bedroom with en-suite bathroom. The walk-out lower level offers an office with built-in shelves plus a bonus room w more built-in shelving and a wonderful fireplace. Also on this level are two additional areas with excellent storage space. Step outside to explore the private grounds, a peaceful sanctuary perfect for gardening and recreation and enhanced by a lovely patio which is right off the sunroom extending the living space outdoors. Completing the property is a two-car attached garage. Bring your vision to update and customize this amazing property while enjoying top ranked schools, an extensive town-wide trail system and Farm Pond recreation area.

145 Nason Hill Rd, Sherborn

Listing courtesy of Listing Agent: Lauren Davis from Listing Office: Realty Executives Boston West.

$1,349,900

4 Beds ⋅ 4 Baths ⋅ 73568536 MLS ⋅ ['Whitney Farm Condominium'] BLDG.

ELEVATED LIVING IN THE HEART OF SHERBORN! Set within the sought-after Whitney Farm community, this exceptional detached condominium offers 3,034 SF of beautifully designed living space with luxurious finishes and thoughtful details throughout. Hardwood floors, custom cabinetry, refined architectural details, and abundant natural light create a sophisticated yet inviting atmosphere. The stylish kitchen features a striking waterfall island and premium Bosch appliances, including a gas countertop range and vented hood, while the open dining and living areas provide an ideal setting for everyday living and entertaining. A gas fireplace anchors the living room, while the first-floor primary suite offers a custom shower and generous walk-in closet. The second-floor primary suite features an en-suite bath and walk-in closet, while two additional bedrooms and a versatile loft offer excellent space for guests, work, or relaxation. The private outdoor space includes a deck, while a two-car attached garage, solar, and full basement add further appeal. A bike path directly behind the home enhances the setting. DON’T MISS THE OPPORTUNITY TO MAKE THIS BEAUTIFULLY APPOINTED SHERBORN HOME YOUR OWN!

11 Adams Ln Unit 11, Sherborn

Listing courtesy of Listing Agent: Team Lillian Montalto from Listing Office: Lillian Montalto Signature Properties.

Sherborn Real Estate

Newest Listings in Sherborn