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24 Great Rock Road, Sherborn
$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.
102 Hunting Lane, Sherborn
$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.
5 South Main St. Unit 17, Sherborn
$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.
5 South Main St., Sherborn
$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.
145 Nason Hill Rd, Sherborn
$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.
43 Kendall Avenue Unit G06, Sherborn
$675,000
2 Beds ⋅ 2 Baths ⋅ 73568116 MLS ⋅ ['Sherborn Meadows Condominiums'] BLDG.
Special Condominium with many extras to enjoy. HOA of $749.22 INCLUDES HEAT AND HOT WATER. Actual HOA Cost is approximately $375.00 NEW FLOORING TO BE INSTALLED. OPEN HOUSE WHEN COMPLETED. FEEL FREE TO MAKE APPOINTMENT TO SHOW IN THE INTERIM. S. WONDERFUL VIEW TO POND AND COURTYARD. Sunny Bright rooms. Wonderful kitchen with lots of cabinet space.Oversized Master Bedroom. Washer/Dryer with lots of space. Freshly painted. Super Closet Space.Most everything has been updated. Convenient location with shopping less that 1.50 away. THE VIEW OF COURTYARD AND POND IS EXCEPTIONAL AND VERY PRIVATE. PRIVATE SITTING DECK FOR RELATION IN WARM DAYS . BEAUTIFUL BUILDING WITH LOTS OF AMITIES. OWNER ACCEPTING ALL OFFERS! OVER 55 CONDOMINIUM. COMMUNITY ROOM AVAILABLE TO USE FOR LARGE PARTIES. WONDERFUL LIBRARY WITH LOTS OF BOOKS FOR QUIET READING. COME SEE FOR YOURSELF. PERFECT DOWNSIZE HOME WITH ROOM FOR ALL YOU BELONGINGS.NO ASSESSMENT IN NEAR FUTURE

43 Kendall Avenue Unit G06, Sherborn

Listing courtesy of Listing Agent: Barbara Matyi from Listing Office: Waybridge Realty.
21 Goulding St E, Sherborn
$969,000
4 Beds ⋅ 3 Baths ⋅ 73547147 MLS
Wonderful 4 bedroom Colonial at a great price! This home has good bones, well proportioned, spacious & bright rooms, hardwood floors throughout and provides the perfect opportunity to move into a very desirable community at a very affordable price. Being sold "as is" easy updates will provide immediate equity as well as the ability to move right in and do the "fun part" by adding your own personal style! This home includes front to back fireplaced living room, lovely breakfast room, spacious den/office and fireplaced family room. Some newer systems and features including 2026 4 bedroom septic system, walk out lower level and 3 car garage, provides a good, solid basis for renovating this home and building immediate equity. Enjoy all that the bucolic town of Sherborn has to offer in an A+ location close to Farm Pond!!

21 Goulding St E, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
26 Southfield Ln Unit 26, Sherborn
$799,000
2 Beds ⋅ 3 Baths ⋅ 73541815 MLS ⋅ ['The Fields At Sherborn'] BLDG.
INVESTORS TAKE NOTICE!! Bright, sun-filled two-bedroom townhouse at The Fields in Sherborn, beautifully appointed throughout with thoughtful finishes and a welcoming open feel. Natural light pours into every room, highlighting the spacious layout and comfortable living areas. Three levels of finished space includes open concept design with living room/dining room and kitchen on the first level, leading to serene woodland views from your private back deck - perfect for morning coffee or evening relaxation.There are two spacious bedrooms on the second floor, 2 full baths and separate laundry room. The walk-out lower level features a beautifully finished playroom leading to a secluded patio offering additional space for play. This multi-generational compound is the perfect place for all stages of life. Sherborn is known for top rated schools, conservation land with trails for recreation, easy access to transportation and of course bucolic Farm Pond!!!

26 Southfield Ln Unit 26, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
26 Southfield Ln Unit 26, Sherborn
$799,000
2 Beds ⋅ 3 Baths ⋅ 73541817 MLS
INVESTORS TAKE NOTE! Bright, sun-filled two-bedroom townhouse at The Fields in Sherborn, beautifully appointed throughout with thoughtful finishes and a welcoming open feel. Natural light pours into every room, highlighting the spacious layout and comfortable living areas. Three levels of finished space includes open concept design with living room/dining room and kitchen on the first level, leading to serene woodland views from your private back deck - perfect for morning coffee or evening relaxation.There are two spacious bedrooms on the second floor, 2 full baths and separate laundry room. The walk-out lower level features a beautifully finished playroom leading to a secluded patio offering additional space for play. This multi-generational compound is the perfect place for all stages of life. Sherborn is known for top rated schools, conservation land with trails for recreation, easy access to transportation and of course bucolic Farm Pond!!!

26 Southfield Ln Unit 26, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
29 Southfield Ln Unit 29, Sherborn
$850,000
2 Beds ⋅ 3 Baths ⋅ 73492402 MLS ⋅ ['The Field At Sherborn'] BLDG.
Welcome to this stunning corner unit 2-3 bedroom, 2.5-bathroom townhouse in a highly desirable and friendly community, offering the perfect blend of modern comfort and care-free living. This home features an open-concept layout, stylish finishes, and abundant natural light throughout. The main floor boasts a bright and spacious living area that flows seamlessly into a contemporary kitchen with sleek cabinetry, stainless steel appliances, and a generous island—ideal for gathering and entertaining. A convenient half bath completes the first level. Upstairs, you’ll find two well-appointed bedrooms, each with its own private ensuite bathroom, providing exceptional comfort and privacy. The primary suite offers a large walk-in closet and a beautifully designed bath with modern fixtures. A dedicated laundry area is also located on this level for added ease. Laminate flooring throughout, central humidifier, finished walk out basement. One car garage. Quiet, peaceful, idyllic country setting.

29 Southfield Ln Unit 29, Sherborn

Listing courtesy of Listing Agent: Oleg Tsybulski from Listing Office: Parkway Real Estate, LLC.

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