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86 N Main Street, Sherborn
$1,005,000
3 Beds ⋅ 3 Baths ⋅ 73526227 MLS
Welcome to 86 N Main Street, a 19th Century Antique, with a complete 21st century renovation in 2009. Featuring 2+ acres of picturesque landscaping, an expanded Cape & a showstopper post & beam barn in charming Sherborn! Light-filled rooms, cherry hardwood floors throughout, 3 bedrooms, 2.5 baths & a spacious kitchen that opens seamlessly to multiple gathering areas make this home as livable as it is charming. Oversized windows create a warm and airy feel throughout. The separate multi-level barn offers soaring timber framing, incredible character & endless possibilities for workshop, studio, garage or hobby space. Generous lot offers privacy & room to roam while keeping you conveniently close to top-rated schools, conservation trails, local farms & Sherborn center, all while embracing the charm and appeal of small-town living. A rare opportunity to enjoy space, character & location all in one.

86 N Main Street, Sherborn

Listing courtesy of Listing Agent: Prudence B. Hay from Listing Office: Rutledge Properties.
14 Millstone Dr Unit 14, Sherborn
$980,000
3 Beds ⋅ 3 Baths ⋅ 73538838 MLS ⋅ ['Meadows Edge'] BLDG.
Move right into this freshly painted townhouse in Sherborn's desirable Meadows Edge at Whitney Farm. A sought-after first-floor primary suite, soaring ceilings, abundant natural light, and skylights throughout the home create an inviting atmosphere. The open-concept layout offers seamless flow between the kitchen, dining area, and fireplaced living room, ideal for everyday living and entertaining. Upstairs, two spacious bedrooms with skylights and a full bath provide flexible space for guests, a home office, or hobbies. Enjoy peaceful views of surrounding conservation land and nearby walking trails from your private outdoor space. The unfinished lower level offers excellent storage and exciting potential for future expansion, fitness space, recreation room, or workshop. Complete with a 2-car garage and low-maintenance living. Enjoy all of Sherborn offers–top rated DS schools, the Farm Pond, newly renovated library, and extensive trails. A must see!

14 Millstone Dr Unit 14, Sherborn

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.
67 Woodland Street, Sherborn
$935,000
2 Beds ⋅ 2 Baths ⋅ 73518338 MLS
This Deck House, tucked well off the street, seamlessly blends into its natural surroundings with high ceilings and expansive windows, inviting the outside in. It’s perfect for first-time buyers or anyone looking to downsize, a perfect condo alternative. With 2 bedrooms, 2 baths, and a 3-bedroom septic system in place, this home is ready for you to move right in, or bring your vision to life and expand it into your dream space or possibly add an ADU. Utilizing passive solar, this home is low maintenance and energy efficient. The 3 acres include lush greenery, beautifully placed perennial gardens, and 2 patios that are ideally situated for soaking up the beautiful surroundings. The two-car garage offers plenty of space. Whether it’s the serene setting, the gorgeous outdoor spaces, or peaceful living that you desire, 67 Woodland St is ready to welcome you home. Sherborn, with its top rated schools, Farm Pond, and extensive trail network, was named a top place to buy in 2026 by Boston.com

67 Woodland Street, Sherborn

Listing courtesy of Listing Agent: The Powissett Group from Listing Office: Compass.
1 Abbey Road Unit 1, Sherborn
$925,000
2 Beds ⋅ 3 Baths ⋅ 73504980 MLS ⋅ ['Abbey Road'] BLDG.
END UNIT available @ ABBEY ROAD, a luxury 55+ SHERBORN townhouse neighborhood: PERFECTLY SITED & EXPERTLY BUILT, these 18 individually designed homes offer a peaceful setting w/gorgeous common area to foster a close knit community w/in walking distance to the town center! #1 Abbey is a MOVE-IN READY, LIKE NEW, end unit & offers ideal 1st FLOOR LIVING w/attached garage & 1st floor primary bedroom suite, W/D & light filled kitchen/dining/living open concept GREAT ROOM w/gas fireplace, vaulted ceiling & access to private patio, perfect for entertaining & everyday life! The primary suite includes an expansive walk-in closet & spa like bathroom w/double vanity. 2nd floor includes an additional bedroom, full bath, ample closet space plus large loft offering flexible space for a variety of uses. Enjoy MAINTENANCE FREE LIVING in idyllic Sherborn w/an active COA, multiple places of worship, newly renovated library, sidewalks & extensive trail network all w/in walking distance to The Abbey!

1 Abbey Road Unit 1, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.
14 Abbey Road Unit 14, Sherborn
$900,000
2 Beds ⋅ 3 Baths ⋅ 73523210 MLS ⋅ ['Abbey Road Condominiums'] BLDG.
LUXURY, MAINTENANCE-FREE LIVING IN THE HEART OF SHERBORN! Welcome to Abbey Road, a highly admired 55+ community composed of 18 high-quality, homes. This "like-new" unit masterfully pairs 1st-floor living with a sun-soaked, open-concept design. The showstopping white kitchen features stone counters, a buffet style counter and a dining area with true raised-panel wainscoting. It flows effortlessly into the dramatic, two-story family room, anchored by a gas fireplace and floor-to-ceiling picture windows. The 1st-floor main suite is a true retreat, boasting a luxurious bath with a walk-in tile shower, massive walk-in closet and direct access to a private patio. A versatile large loft leads to a second en-suite bedroom with its own private balcony. Enjoy a close-knit neighborhood vibe with access to a stunning, professionally landscaped common courtyard complete with walkways, a fire pit, and a grill area. Garage under plus off-street parking for guests. All this, plus close to town center!

14 Abbey Road Unit 14, Sherborn

Listing courtesy of Listing Agent: Erika Steele from Listing Office: REMAX Executive Realty.
100 Maple Street, Sherborn
$875,000
3 Beds ⋅ 2 Baths ⋅ 73497721 MLS
Enjoy the ease of ONE FLOOR LIVING in this light-filled ranch style home, set on over 2 private acres in Sherborn. The open-concept living, family, and dining areas create a comfortable and inviting flow for everyday living and entertaining. The living room boasts plenty of natural sunlight and features a fireplace, built-in bench seating, and built in bookcases that add both charm and functionality. Recently updated in 2023 with a new roof, Navien tankless hot water heater and boiler, central AC, new baths and a beautifully renovated kitchen with quartz counters, new 3-bedroom Septic. A two-car garage with EV charger adds everyday convenience. The expansive backyard offers privacy and space to enjoy the outdoors, while the barn provides incredible flexibility—perfect for horses, storage, or your next creative project. Sherborn offers top ranked schools, miles of conservation land w/ trails and Farm Pond Recreation area. Close to commuter rail, and commuting routes. This is a must see!

100 Maple Street, Sherborn

Listing courtesy of Listing Agent: Susan McPherson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
105 N. Main, Sherborn
$825,000
3 Beds ⋅ 2 Baths ⋅ 73510397 MLS
Charming 3-bedroom Colonial offering thoughtful updates throughout. This newly renovated home is a great starter home or is ideal for the buyer looking to downsize. It is highlighted by stylishly updated kitchen and baths, and beautifully refinished hardwood flooring. A partially finished lower level provides wonderful flexible space for use as a 3rd bedroom, family room or home office.The inviting screened porch and large deck are perfect for outdoor dining or relaxing while overlooking peaceful, private surroundings. Set well off the road on just over an acre and abutting conservation land, the property offers exceptional privacy. Additional 2025 updates include a new 3-bedroom septic system, well tank, and freshly painted interior & exterior. Ideally located on the east side of Sherborn with easy access to major commuting routes and the commuter rail. Close to top-ranked schools, conservation trails, and Farm Pond recreation area. An exceptional value for Sherborn! Come See!

105 N. Main, Sherborn

Listing courtesy of Listing Agent: Susan McPherson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
162 Western Ave, Sherborn
$810,000
3 Beds ⋅ 3 Baths ⋅ 73498801 MLS
BUYERS TAKE NOTICE, Presenting the best value in Sherborn at under $1M! Perched atop a hill and surrounded by nature this expanded Colonial is sited on 2 wooded acres. The first floor welcomes you into a fireplaced front-to-back living room, formal dining off the kitchen and a fireplaced office/den. The three season porch and french doors extends the living space in the warmer months. The second level includes 3 bedrooms, 2 baths, and study with wood stove opening to the great room. This versatile room addition is airy with wood-beamed cathedral ceiling anchored by abundant bookcases. Picture windows flood the room with natural light and glass doors lead to a small deck allowing easy access to the outdoors. With many meaningful updates made, this home offers buyers potential for renovation and personalization to take it into this next chapter. Boston.com named Sherborn a top place to buy in 2026 with top ranked schools an extensive town-wide trail system and resident-only Farm Pond.

162 Western Ave, Sherborn

Listing courtesy of Listing Agent: The Powissett Group from Listing Office: Compass.
2 Abbey Road Unit 2, Sherborn
$800,000
2 Beds ⋅ 3 Baths ⋅ 73548689 MLS ⋅ ['Abbey Road'] BLDG.
ATTENTION BUYERS looking for ONE LEVEL LIVING in a premier Metro-west Boston town: Abbey Road is a luxury 55+ SHERBORN townhouse neighborhood that's PERFECTLY SITED & EXPERTLY BUILT! These 18 individually designed homes offer a peaceful setting w/gorgeous common area to foster a close knit community w/in walking distance to the town center. #2 Abbey is MOVE-IN READY, LIKE NEW & offers ideal 1st FLOOR LIVING w/attached garage & 1st floor primary bedroom suite, W/D & light filled kitchen/dining/living open concept GREAT ROOM w/gas fireplace & access to PRIVATE PATIO! The primary suite includes an expansive walk-in closet & spa like bath w/double vanity. 2nd flr includes an additional bedroom, full bath, ample closet space plus a large loft w/balcony offering flexible space for a variety of uses. Enjoy MAINTENANCE FREE LIVING in idyllic Sherborn w/an active COA, multiple places of worship, newly renovated library, sidewalks & extensive trail network all w/in walking distance to The Abbey!

2 Abbey Road Unit 2, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.
11 Curve Street, Sherborn
$730,000
3 Beds ⋅ 1 Baths ⋅ 73528531 MLS
BUYERS TAKE NOTICE, presenting the best value in SHERBORN: located just 18 miles west of Boston, this MOVE-IN READY, ONE LEVEL LIVING home w/~1 ACRE on cul-de-sac offers the best of both worlds: neighborhood convenience & fun w/plenty of privacy! Main level includes updated kitchen w/white cabinets, marble counters, ss appliances & charming window seat, large dining rm w/exposed beams, living rom w/wood stove, family rm w/built-ins, 3 bedrooms, updated bath & laundry. The lower level includes additional laundry, utilities & plenty of storage. The exterior includes beautiful, mature landscaping, an outdoor shower, large storage shed w/electricity, raised garden beds, yard abuts an idyllic horse property & offers trail access to the Barber Reservation (200 acres of conservation land). Other features: A/C, updated electrical, hardwoods thru-out & ideal commuter location w/high speed train to South Station ~ 4 miles away. Don't miss this incredible opportunity! COME SEE!

11 Curve Street, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.
43 Kendall Ave. Unit 105, Sherborn
$615,000
2 Beds ⋅ 2 Baths ⋅ 73494511 MLS ⋅ ['Sherborn Meadows'] BLDG.
OPEN HOUSE CANCELED - offer accepted! One of the largest units is now available—and includes a deeded one-car garage in addition to an assigned parking space. Freshly painted throughout with new carpet and kitchen flooring, this home is truly move-in ready. The spacious dining and living areas feature a screened-in balcony overlooking the courtyard and pond. Two generously sized bedrooms include the primary with walk-in closet and private bath, along with a second bedroom offering an extra-large, deep double closet. The den connects to your in-unit storage room, ideal for flex space. Additional highlights include in-unit laundry with full-size washer and dryer, and Hunter Douglas Silhouette blinds on all windows and the slider. Enjoy the library, inviting sitting areas, community and fitness rooms, plus organized events. Conveniently located near restaurants, shopping, grocery stores, trails, town centers, and major routes. This is more than just a 55+ active adult community—it’s home.

43 Kendall Ave. Unit 105, Sherborn

Listing courtesy of Listing Agent: Jody Troderman from Listing Office: ERA Key Realty Services- Fram.
112 Farm Rd, Sherborn
$1
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.

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