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145 Forest St, Sherborn
$9,500,000
5 Beds ⋅ 10 Baths ⋅ 73592555 MLS
Welcome to “Kettle View Cottage,” a truly one-of-a-kind estate where timeless architecture, extraordinary craftsmanship, and an incomparable connection to nature come together. Originally built in 2012 and the recipient of the distinguished Bulfinch Award in 2014, this exceptional 8,715-square-foot residence has since been extensively reimagined and expanded by the current owners for comfortable everyday living and grand entertaining. Set on 3.4 acres overlooking Farm Pond with one-third ownership of the island, this private retreat offers a lifestyle rarely found in Sherborn. Stroll through the gardens and orchard, follow the fern-lined woodland path, or make your way to the newly renovated boathouse, dock, and private pond access for swimming, kayaking and enjoying the water. Inside, walls of glass, soaring ceilings, elegant architectural details, and thoughtful custom spaces create an inviting sense of scale. Throughout the home, the views are intentionally focused toward the outdoors, bringing the landscape into the heart of the home. The kitchen is complemented by high-end Viking and Miele appliances, a wood-burning fireplace, and a warm, inviting eat-in setting that connects seamlessly to the butler’s pantry, dining room, and family room. A dramatic second staircase, added as part of the expansion, leads to a refined second level. The expanded primary suite features dual baths and dressing rooms, with four additional bedrooms and baths upstairs. One bedroom is currently being used as a handsome office overlooking the pond with custom built-ins. Designed for wellness and recreation, the home offers a gym, sauna, massage room, salon, billiard room, media spaces, and multiple gathering areas. Outdoors, extensive new landscaping, stone patios, an outdoor kitchen, fire pit, hot tub, gardens, and more come together to create a true private resort. With four heated garage bays, a whole-house generator, extensive infrastructure upgrades, and impeccable attention to detail throughout, Kettle View Cottage is an extraordinary expression of sophisticated country living.

145 Forest St, Sherborn

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

42 Washington St, Sherborn
$5,495,000
4 Beds ⋅ 5 Baths ⋅ 73526293 MLS
Set on 15.7 acres in the heart of Sherborn, The Grout Farm offers a rare blend of refined country living and thoughtfully developed equestrian amenities. The reimagined main residence features light-filled living spaces, a custom kitchen, updated systems, and warm modern finishes. The estate includes a detached 1-bedroom, 1-bath guest cottage, carriage barn connected to the main barn, and the Apple Barn with gym, storage, and flexible space designed for future equestrian use. Amenities include a large indoor arena, outdoor arena with specialized footing, drainage, and irrigation, 11 stalls, fenced paddocks, run-in sheds, automatic field waterers, and hacking paths throughout the property. Orchard, greenhouse, gardens, and open pasture complete this distinctive offering within one of New England’s most established equestrian communities, with exceptional access to Boston.

42 Washington St, Sherborn

Listing courtesy of Listing Agent: J. Stanley Edwards from Listing Office: LandVest, Inc., Concord.

69 Forest St, Sherborn
$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.

6 Curve Street, Sherborn
$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.

8 Washington Street, Sherborn
$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. Great option for multi-generational options! 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. Note: Current owner updates include natural gas hookup, complete kitchen remodel including baths just to name a few!

8 Washington Street, Sherborn

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

1 Adams Lane Unit 1, Sherborn
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 73502175 MLS
Ask about owner financing. New construction (photos illustrative; home to be built) Meadows Edge at Whitney Farm, a distinctive 30-acre community offering maintenance-free living surrounded by conservation land and scenic meadows. This luxurious free-standing home blends the privacy of a single-family residence with the ease of HOA living and the rare opportunity to select your own finishes. Designed with an open floor plan, it will feature hardwood floors, a fully applianced kitchen, and both first- and second-floor primary suites. Two additional bedrooms offer flexibility for guests or office space. Attached two-car garage. Residents enjoy walking and biking trails and close proximity to Farm Pond for swimming and sailing. Photos are of a similar model. Under construction. Showings by appointment only

1 Adams Lane Unit 1, Sherborn

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

9 Adams Lane Unit 9, Sherborn
$1,399,000
4 Beds ⋅ 5 Baths ⋅ 73502170 MLS
Step inside and feel the difference. Everything here is fresh, new, and thoughtfully designed. This light and bright garden-style condo has been completely upgraded with no expense spared, creating a space that feels modern, inviting, & move-in ready. The brand-new kitchen sets the tone with its sleek cabinetry, striking tile backsplash, smart faucet, and all-new appliances. The kind of space that makes everyday living feel special. Luxe marble tile flooring, complemented by recessed lighting throughout, all on dimmers. Brand new slider that brightens the living area with natural light. Every detail has been considered, from new windows and interior doors to an updated bathroom and fully upgraded electrical, ensuring both style and peace of mind. The spacious primary bedroom offers a walk-in closet, while the corner-unit location provides extra light, privacy, and a sense of retreat.

9 Adams Lane Unit 9, Sherborn

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

9 Adams Lane Unit 9, Sherborn
$1,399,000
4 Beds ⋅ 5 Baths ⋅ 73402921 MLS
Space and stillness in equal measure: a rare pairing of single-family privacy, protected natural surroundings, and effortless living. This detached residence offers the privacy of standalone home ownership paired with the ease of HOA-maintained living. Set within the coveted enclave of Meadow's Edge at Whitney Farm. The setting is defined by quiet, bordered directly by protected conservation land, with miles of walking and biking trails unfolding just beyond the property line. The residence is thoughtfully composed for multi-generational living. A primary suite anchors the main level,complete with walk-in closet, private bath, and first-floor laundry, while a second primary suite with its own fullbath and laundry occupies the upper level alongside two additional bedrooms and another full bath. The floor plan lends itself naturally to extended family, an au pair, or live-in care. Below, a finished lower level offers nearly 900 additional square feet, ready to serve as a family room, private office, or home gym. At its center, an open-concept kitchen is appointed with high-end appliances and a substantial center island,unfolding beneath soaring ceilings into a light-filled living space. The attached two-car garage leads into a mudroom area with a custom built-in bench. It's a quiet retreat where the pace slows: mornings arrive without traffic, and evenings unfold on the expanded deck overlooking conservation land. Solar panels capture the sunny southern exposure adding sustainability. Positioned within the highly regarded Dover-Sherborn school district.

9 Adams Lane Unit 9, Sherborn

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

1 Adams Lane Unit 1, Sherborn
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 73236152 MLS
Ask about owner financing. New construction (photos illustrative; home to be built) Meadows Edge at Whitney Farm, a distinctive 30-acre community offering maintenance-free living surrounded by conservation land and scenic meadows. This luxurious free-standing home blends the privacy of a single-family residence with the ease of HOA living and the rare opportunity to select your own finishes. Designed with an open floor plan, it will feature hardwood floors, a fully applianced kitchen, and both first- and second-floor primary suites. Two additional bedrooms offer flexibility for guests or office space. Attached two-car garage. Residents enjoy walking and biking trails and close proximity to Farm Pond for swimming and sailing. Photos are of a similar model. Under construction. Showings by appointment only

1 Adams Lane Unit 1, Sherborn

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.

320 Western Avenue, Sherborn
$1,385,000
4 Beds ⋅ 3 Baths ⋅ 73588052 MLS
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.

11 Adams Ln Unit 11, Sherborn
$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.

11 Adams Ln Unit 11, Sherborn
$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.

7 Adams Lane Unit 7, Sherborn
$1,349,900
4 Beds ⋅ 4 Baths ⋅ 73509714 MLS ⋅ ["Meadow's Edge At Whitney Farm"] BLDG.
Luxury Living! Welcome to Meadow's Edge at Whitney Farms in Sherborn where new build dreams come true. Enjoy 4 beds, 3.5 baths and 2,900 sq feet of pure perfection. Enter to an open floor plan featuring a state of the art chef's kitchen, a first floor (or second floor you choose!) primary suite, and a great room with dramatic ceilings. Including a 2 car garage, a front porch, and a spacious back deck for your outdoor enjoyment. The second floor boasts 3 bedrooms and 2 full bathrooms. When completed this unique community will have 48 total units and does NOT have an age restriction so it is perfect for everyone! Enjoy the peaceful conservation land, the Rail Trail, and benefit from the proximity to major routes and the bustling city. 7 Adams Lane has it all and leaves nothing to be desired. Reach out for a private showing today.

7 Adams Lane Unit 7, Sherborn

Listing courtesy of Listing Agent: Bell Property Partners from Listing Office: Compass.

62 Old Orchard Rd., Sherborn
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 73595568 MLS
Located on two private, professionally landscaped acres in sought after, centrally located Sherborn neighborhood, this fully RENOVATED, meticulously MAINTAINED colonial pairs classic architecture with modern convenience and is PRICED TO SELL! Hardwood floors run throughout an open layout designed for effortless daily routines and seamless entertaining. The hub of the home, a custom kitchen featuring a nine-foot mahogany island, marble counters and high-end appliances opens directly to a perfectly sized family room with vaulted ceiling and fireplace. From here, transition easily into a radiant-heated four-season sunroom or step outside to a large deck and stonewall-framed bluestone patio overlooking a fenced backyard with direct trail access. Rounding out the 1st floor is a front to back gorgeous living/dining room with stunning bay window and fireplace and 1/2 bath with large closet offering laundry hook-ups adding to the homes versatility. The 2nd floor includes a spacious primary suite with stylish and nicely sized bath, walk-in closet and large alcove to accommodate a home office or sitting area, alongside additional family bedrooms, family bath and a second-floor laundry room. The nicely finished lower level adds space for play, exercise and storage. Additional features include NATURAL GAS heat and cooking, central A/C, new windows, a whole-house generator, a newer septic system and water filtration system. Conveniently located: close to top ranked Dover Sherborn public schools, Farm Pond (Sherborn town beach), local trails, the commuter rail and the Mass Pike, this property offers an exceptional quality of life--OH's Friday, Saturday, Sunday!

62 Old Orchard Rd., Sherborn

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

2 Whitney Dr, Sherborn
$1,240,000
4 Beds ⋅ 3 Baths ⋅ 73538405 MLS
Rare opportunity to own 10.05 acres in one of Sherborn's most desirable settings. Set on a wooded corner lot, this classic Colonial offers 4 bedrooms, 3 full baths, 3 fireplaces, and over 3,500 sq ft of living space, including a finished walkout lower level. Hardwood floors flow through much of the home, while the sun-filled family room, formal dining room, spacious kitchen, and skylit sunroom provide comfortable spaces for everyday living and entertaining. Equestrian enthusiasts, hobby farmers, and outdoor lovers will appreciate the 4-stall barn with hay loft, private trails, and horses-permitted setting. Enjoy the privacy and natural beauty of a 10+ acre estate parcel in a town renowned for its top-rated schools, conservation land, scenic trails, and quintessential New England charm. A truly special offering with endless possibilities for recreation, gardening, animals, or simply enjoying the peace and space that are increasingly hard to find.

2 Whitney Dr, Sherborn

Listing courtesy of Listing Agent: Wayne Taylor Moreno from Listing Office: Winder Realty, LLC.

89 Brush Hill Rd, Sherborn
$1,180,000
3 Beds ⋅ 3 Baths ⋅ 73586979 MLS
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.

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.

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.

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.

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.

5 South Main St. Unit 17, Sherborn
$699,000
3 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
$699,000
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.

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.

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