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59 Prospect St, Sherborn
$1,270,000
3 Beds ⋅ 3 Baths ⋅ 73520980 MLS
Striking magazine quality mid-century modern set on 4+ private, wooded acres with direct access to scenic hiking trails. Extensively renovated in 2018, this home blends clean architectural lines with warm, inviting interiors. Sun-filled open living and dining areas feature exposed beams, walls of glass, and seamless access to an expansive deck—perfect for indoor/outdoor living. Sleek, updated kitchen with large island, custom cabinetry, and high-end appliances. The spectacular primary suite offers walls of windows overlooking the forest, a walk-in closet with custom organizers, and a beautifully styled bathroom with soaking tub, walk-in shower, double vanity, and skylight. Spacious rooms, hardwood floors, and thoughtful updates throughout. Oversized two-car garage and generous driveway. Very close to the West Natick commuter train station. A rare offering combining style, privacy, and modern comfort.

59 Prospect St, Sherborn

Listing courtesy of Listing Agent: Bill Paulson from Listing Office: Keller Williams Realty.
121 Woodland Street, Sherborn
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 73491351 MLS
Set on a scenic country lane on 2+ private acres, this distinctive home blends timeless charm with thoughtful updates. Wide-plank pine floors and architectural details enhance the beautiful interior. The light-filled living room features a vaulted ceiling w/ exposed beams, skylights, and fireplace. A cozy den/office with custom built-ins and 2nd fireplace provides flexible living space. 4 br's are grouped in a private wing, including a 1st FLOOR PRIMARY SUITE with 2 walk-in closets and an updated bath. The renovated chef’s kitchen and sunny dining room open to bluestone patios for seamless indoor-outdoor living.The finished Lower Level offers a third fireplace, mudroom, laundry, 1/2 bath, and bonus room with direct exterior access. Magnificent grounds showcase mature plantings, stone walls, a water feature, and expansive lawn space. Located in sought-after Sherborn, known for top-ranked schools, open space, trails, and the popular Farm Pond recreation area. A truly special home!

121 Woodland Street, Sherborn

Listing courtesy of Listing Agent: Susan McPherson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
7 Fawn Rd, Sherborn
$1,245,000
4 Beds ⋅ 3 Baths ⋅ 73444946 MLS
Fabulous 4BR, 2.5BA Center Hall Colonial w/ Pool in Sherborn’s desirable “Ivy Lane” Neighborhood! Located at the end of a cul-de-sac, this enchanting Colonial offers classic charm, modern amenities & fresh updates. First Floor features a welcoming foyer, gracious fireplaced LR, formal DR w/wainscoting, & Powder Room. Spacious Chef’s Kitchen features SS appliances, generous cabinets & counter space, cozy fireplaced breakfast nook w/wood stove, & Mudroom Entry. Glass-enclosed Sunroom overlooking backyard/pool. Upstairs, a private Primary Suite w/Ensuite Bath, plus 3 spacious BR’s & a Full Hall Bath providing space for all. Hardwood Floors & Central A/C. The unfinished Basement offers additional space & flexible options. Entertain in the gorgeous 1+acre backyard, w/heated Pool, mature landscaping & ever-blooming perennial gardens. Walk to Library, Town, and around the neighborhood. Enjoy Farm Pond & activities. Enjoy Dover/Sherborn's top rated schools. Don't miss this incredible home!

7 Fawn Rd, Sherborn

Listing courtesy of Listing Agent: from Listing Office: William Raveis R.E. & Home Services.
5 Farm Rd, Sherborn
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 73481337 MLS
OH CANCELLED Offer accepted. Convenient to major routes abutting Wellesley, Natick and Dover. This generous sized home has 3 bedrooms on the 2nd floor and another bedroom option in the finished walk out lower level, with large play areas and sunroom. The property also has two and a half bathrooms. Both full baths have been completely remodeled to showcase todays bright look. The kitchen is spacious and filled with abundant natural light, complemented by the home's hardwood flooring and carpeted bedrooms. The open, spacious layout creates a welcoming atmosphere, with a neutral color palette that enhances the home's sense of warmth and comfort. The family room has many windows overlooking an expansive back yard. The sizeable lot spans about 1.5 acres, with a patio great for your next fireside gathering. The living room, dining room and office/den add to the exceptional space offered in this home. Don't miss out on this special home. Showings start 3/4/

5 Farm Rd, Sherborn

Listing courtesy of Listing Agent: Luisa A. Cestari from Listing Office: Coldwell Banker Realty - Wellesley.
27 Spywood Road, Sherborn
$1,187,500
4 Beds ⋅ 3 Baths ⋅ 73386404 MLS
$40K PRICE IMPROVEMENT! Discover the elegance and tranquility of this lovely 4-br colonial, set on 3+ acres, abutting 19+ acres of conservation land in a terrific neighborhood offering a 1.6mile loop-ideal for walking/running. 1st floor features a large front-to-back living room with a cozy fireplace. Entertain in style in the formal dining room, and enjoy the spacious, light-filled kitchen featuring a large peninsula as well as the dining and sitting areas. The adjoining GREAT ROOM, with its cathedral ceiling, wet bar, bench seats, and additional fireplace, serves as a wonderful gathering spot for family and friends. The 2nd floor boasts 4 BRs and 2 UPDATED BATHS. The basement offers a playroom, laundry area, and ample storage. Enjoy the fantastic outdoor space, which includes a large deck overlooking the serene, private grounds. Gather around the fire pit area for cozy evenings under the stars. Sherborn offers Top Ranked schools and miles of trails. Come see this perfect retreat!

27 Spywood Road, Sherborn

Listing courtesy of Listing Agent: Susan McPherson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
174 South Main Street, Sherborn
$1,176,000
4 Beds ⋅ 2 Baths ⋅ 73477776 MLS
ATTENTION BUYERS looking for an INCREDIBLE OPPORTUNITY: Located ~20 miles west of Boston in idyllic town of Sherborn is this UPDATED & MOVE-IN READY, 4 BD colonial on picture perfect 1 acre corner lot next to favorite cul-de-sac on the EAST-side of town! A beautiful & functional renovation perfectly completed this home: walls came down, kitchen renovated, ceiling raised, the hard work done! This home now offers what all buyers are looking for: OPEN FLOOR PLAN, kitchen w/center island, family rm w/cozy wood stove opens to huge screened-in-porch overlooking gorgeous flat, fenced yard; front to back living room w/fireplace opens to bluestone patio w/stone wall, ideal for entertaining. Other highlights include hardwood flrs, updated bathrooms, mudrm, 2 car attached garage, updated LL w/multi-functional rms to suit a variety of needs (play, exercise, work), cedar closet, GAS cooking, the list goes on! W/easy access to Farm Pond, #1 ranked schools, sidewalk to town & commuter rail, COME SEE!

174 South Main Street, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.
16 Page Farm Rd, Sherborn
$1,160,000
4 Beds ⋅ 3 Baths ⋅ 73490972 MLS
Welcome to this beautifully maintained 4-bed, 3-bath Colonial on a serene 2.12-acre lot in one of Sherborn’s most desirable neighborhoods. Offering over 3,050 sq ft, this home blends timeless charm with modern updates. Sun-filled rooms, gleaming hardwood floors, and a flexible layout make it ideal for daily living and entertaining. The updated kitchen boasts a center island, double ovens, cooktop, and pantry, opening to a formal dining room. An oversized living room with fireplace and a family room with wood stove provide cozy gathering spaces. Enjoy the bright three-season porch and deck overlooking a private, landscaped backyard. Upstairs, the primary suite features a private bath; three more bedrooms and a full bath complete the level. The lower level offers a bonus room for gym, playroom, or office, plus storage. Newer windows, updated appliances, and top Dover-Sherborn schools complete the package.

16 Page Farm Rd, Sherborn

Listing courtesy of Listing Agent: Nana Lo from Listing Office: S.Y.K. Corporation.
59 Spywood Road, Sherborn
$1,160,000
4 Beds ⋅ 4 Baths ⋅ 73482387 MLS
Don't miss this opportunity to own a private 5-acre retreat in a desirable Sherborn neighborhood with access to over 19 acres of surrounding conservation land and trails, including a scenic 1.6-mile loop. 59 Spywood Road is a 4-bedroom, 3.5-bathroom Colonial home offering a warm and inviting atmosphere with thoughtful interior updates throughout. Comfort meets versatility with generously sized bedrooms, welcoming living areas, a dedicated home office, and full laundry room. The updated kitchen with white cabinetry and tile, granite and butcher block countertops, and luxury vinyl plank flooring opens to a large deck overlooking peaceful natural surroundings, ideal for gathering and outdoor entertainment. Tasteful improvements complement the home's timeless character, while the expansive unfinished basement offers exceptional potential. Privacy, natural beauty, and recent updates come together in this special Sherborn offering!

59 Spywood Road, Sherborn

Listing courtesy of Listing Agent: Danielle Marino from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
26 Peckham Hill Road, Sherborn
$1,130,000
4 Beds ⋅ 3 Baths ⋅ 73528552 MLS
SINGLE LEVEL LIVING at it’s best: Completely updated, meticulously maintained & move-in ready 4 bedroom RANCH in coveted east-side of Sherborn neighborhood w/easy trail access to Farm Pond & located on CUL-DE-SAC for additional privacy! Set well off the road, this 1.3+ ac lot w/stonewalls & mature plantings offers the perfect combination of flat usable open lawn & wooded areas for privacy & play. The main level includes a huge eat-in kitchen w/fireplace & white custom cabinets, large living & dining rooms w/oversized windows & fireplace, screened-in porch, 3 bedrooms, 2 full baths & laundry. Walk-out lower level w/full sized windows includes 4th bedrm, bathrm, home office/rec rm & offers plenty of room for work, play, exercise, storage & systems; hardwood flrs, central A/C, 3 fireplaces, 2 car garage, newer septic…w/too many features to list, come see this great property that will appeal to a variety of lifestyles, close to Sherborn center, Dover Sherborn’s #1 schools & commuter rail!

26 Peckham Hill Road, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.
2 Surrey Lane, Sherborn
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 73433191 MLS
Welcome Home! This lovely Colonial in popular "Ivy Lane" neighborhood is ready to move in! This home has central air, 2025 new roof, 2025 newly sanded hardwood floors. ** New septic installed Sept 2025 with hydro seeding ** The floor plan offers larger foyer, a traditional living room with fireplace and dining room. There is a nice office tucked away just off the living room with views of the backyard. The family room has built in cabinets, fireplace and direct access to a screened porch. The kitchen has an island and also a dining area with a bay window to enjoy nature in the private front yard. There is also a mudroom with direct access to stone patio and garage. Primary bedroom with bath and walk in closet. This neighborhood is in great location - just minutes from trails, the new Sherborn Library, 1858 Town House and downtown Sherborn. Enjoy top school system, Sherborn's crown jewel Farm Pond and its renowned trails.

2 Surrey Lane, Sherborn

Listing courtesy of Listing Agent: from Listing Office: Gibson Sotheby's International Realty.
21 Spywood Rd, Sherborn
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 73453090 MLS
Attention builders, developers, investors, and visionary homebuyers!Exceptional opportunity in a school district ranked among the top 1% in the nation. All groundwork and approvals are complete,foundation poured, 5-bedroom septic, storm drainage, irrigation, driveway, and landscaping in place. Includes the foundation for an oversized 3-car garage and approved plans for a stunning 8,848 sq ft custom home. The property currently includes a livable house, allowing flexibility while construction continues. Privately set on over 3 acres of scenic land surrounded by fine homes and located less than 20 miles from Boston. 3D renderings shown are for illustration purposes only, reflecting what the current owner planned to build. Buyers and agents to perform all due diligence. First Showing / Open House: Saturday, November 15, 10–11 a.m

21 Spywood Rd, Sherborn

Listing courtesy of Listing Agent: Marcio Vasconcelos from Listing Office: eXp Realty.
19 Southfield Lane Unit 19, Sherborn
$1,095,000
3 Beds ⋅ 4 Baths ⋅ 73435400 MLS ⋅ ['The Fields Of Sherborn'] BLDG.
This highly desirable, light-filled townhouse, the newest in the sought-after The Fields of Sherborn, perfectly combines modern elegance and functionality, combining the best The Fields has to offer–3 spacious bedrooms, 2 full baths, 2 half baths, chef's kitchen, open, airy floor plan and many upgrades. Hardwood floors run seamlessly throughout the first and second levels. The finished, walkout lower level is a true highlight, featuring large windows and a half bath–ideal for entertainment, additional office, guest, exercise space, or whatever you can imagine! Enjoy the tranquility and privacy that this home offers in its desirable location, overlooking woods, which can be enjoyed from the spacious deck. Experience the blend of luxury and privacy at 19 Southfield Lane–a home that truly has it all, with all that Sherborn offers–top rated schools, fabulous Farm Pond, newly renovated library, and extensive trail network, all without mowing the lawn or snow blowing the driveway!

19 Southfield Lane Unit 19, Sherborn

Listing courtesy of Listing Agent: The Powissett Group from Listing Office: Compass.
2 Towne Lyne Rd, Sherborn
$1,085,000
4 Beds ⋅ 3 Baths ⋅ 73478320 MLS
Spacious and bright Cape style home on one of the prettiest cul-de-sac streets in town. Sunny eat-in kitchen with plenty of storage, stainless appliances, step down to fireplaced family room, hardwood floors, 2-story living room with open staircase, first floor bedroom/office and huge deck with slider access from both kitchen and family room. This home has been nicely maintained with numerous updates including systems, windows, decking and more. Sunsplashed thruout with lovely views from every room. Privately sited on 3.2 level and open acres surrounded by stonewalls and woodlands with plenty of room for entertaining and play. Conveniently located with easy access to highly rated Dover-Sherborn schools and shopping. Just move in and enjoy!!!

2 Towne Lyne Rd, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
6 Brook Street, Sherborn
$1,066,500
3 Beds ⋅ 3 Baths ⋅ 73428696 MLS
Set on 1.4 acres, this distinctive single-level ranch blends modern updates with a prime Sherborn location. The vaulted kitchen features granite counters, pantry, double ovens, built-in window seat, and china cabinets, opening to the living and dining rooms with fireplace, custom built-ins, and French doors to a spacious deck and patio. The grand primary suite offers vaulted ceilings, double closets, a renovated en-suite bath, French doors to a private office, and slider access to the expansive deck. A renovated powder room and open, flexible layout enhance everyday living. The finished lower level adds a large rec room, office, mudroom, and generous storage. Additional highlights include a two-car garage, newer 4-bedroom septic, and level yard with shed. Convenient to Sherborn Center, Farm Pond, and the town’s award-winning schools.

6 Brook Street, Sherborn

Listing courtesy of Listing Agent: Christine Norcross & Partners from Listing Office: William Raveis R.E. & Home Services.
32 Lake Street, Sherborn
$1,060,000
3 Beds ⋅ 2 Baths ⋅ 73449369 MLS
JUST LISTED! Be home for the holidays in this charming and thoughtfully updated 3 bedrm / 2 full bath Colonial in a fantastic Sherborn location! The first floor offers an open floorplan w/fireplace living rm w/custom built-ins, beautifully updated kitchen w/custom cabinets incl professional gourmet gas stove & SS appliances, an eat-in dining area w/access to an oversized deck for entertaining, built-in mudroom area, spacious first floor bedroom (currently used as guest room & office) and stunning newly renovated full bath w/radiant floors (2024). The second floor features 2 generous bedrms & another attractive full bath. Brand new roof (2025), remodeled basement (2023), 4 bedroom septic offering future expansion. Unique 2 level lot w/fenced in vegetable garden and mature plantings. Close to Pine Hill Elementary, Farm Pond, Sherborn Center and very convenient to Wellesley, Natick & Dover and the commuter rail. Enjoy top rated schools and all the outdoor recreation! A must see!

32 Lake Street, Sherborn

Listing courtesy of Listing Agent: Kim Collins from Listing Office: .
18 Old Orchard Road, Sherborn
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 73510579 MLS
Nestled within the highly desirable Old Orchard/Page Farm neighborhood, this classic Colonial offers a compelling opportunity to invest in sought-after Sherborn. Privately set on four scenic acres and approached by a long driveway, the property combines timeless appeal, comfortable living spaces, and potential to personalize. With its generously scaled interiors, four bedrooms, two-and-a-half baths, an oversized mudroom, attached two-car garage, and a walk-out lower-level opening to the patio, the home's well-designed layout is both functional and inviting. Recent updates include exterior paint, appliances, recessed lighting, and a 2019 septic system - important investments already in place. This is a chance to enjoy the lifestyle and long-term rewards of living in an admired town known for its top-rated schools, natural beauty, and close-knit community. Convenient to the Bailey Trail system, residents-only Farm Pond, shopping, restaurants, commuter rail access to Boston.

18 Old Orchard Road, Sherborn

Listing courtesy of Listing Agent: Friedler / Marchant Living Group from Listing Office: Hammond Residential Real Estate.
18 Wildwood Drive, Sherborn
$1,031,500
4 Beds ⋅ 3 Baths ⋅ 73441395 MLS
Privately set in a desirable Sherborn neighborhood, this 4-bedroom Contemporary offers the perfect blend of modern comfort and natural serenity. Surrounded by mature hemlocks and woodland views, this home provides a true sense of peace and privacy. Inside, vaulted ceilings and abundant windows fill the living spaces with natural light, creating a warm and inviting atmosphere. The spacious 1st FLOOR PRIMARY SUITE features a walk-in closet and a beautifully updated bath. The UPDATED CHEF'S KITCHEN features modern appliances, including a 6 burner GAS stove, and opens to the dining and living areas and flows to a screened porch—ideal for relaxing and enjoying the tranquil setting. Upstairs, three bedrooms and an updated bath offer comfortable space for family or guests. Nature lovers will appreciate the scenic surroundings and proximity to area amenities. Sherborn is known for its top-ranked schools. Seller providing $2,500 FLOORING CREDIT. Come see this lovely tranquil woodland retreat!

18 Wildwood Drive, Sherborn

Listing courtesy of Listing Agent: Susan McPherson from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
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.
54 Prospect Street, Sherborn
$995,000
3 Beds ⋅ 2 Baths ⋅ 73431208 MLS
BUYERS TAKE NOTICE, presenting the best value in Sherborn: Ideally set on 3+ private acres nestled among the trees on the east-side of town, this MOVE-IN READY DECK HOUSE with BARN offers what every buyer is looking for: tastefully renovated & perfectly maintained open living space w/soaring ceilings & huge windows bringing in the gorgeous natural surroundings & amazing sunlight. This unique, bright 2-level home provides not only functional living space w/many multi-purpose rooms but it's an entertainers dream & will appeal to a variety of lifestyles. Other features include: A/C, newer furnace & windows, mature gardens, picturesque Koi Pond, relaxing outdoor shower, large deck & patio; the small barn w/electricity is currently used as a workshop but could be converted back to 2 stalls + tack room to board animals. Sherborn, known for its top ranked public schools, beautiful natural resources & idyllic small town living is just 18 miles west of Boston.

54 Prospect Street, Sherborn

Listing courtesy of Listing Agent: Laura Mastrobuono from Listing Office: Compass.
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.
20 Nason Hill Rd, Sherborn
$925,000
3 Beds ⋅ 3 Baths ⋅ 73435840 MLS
First time for sale in many years, this 3 bedroom, 3 bath home with 5 acres is located on one of the most beautiful roads in Sherborn. The house faces Nason Hill Road and the lot also has frontage on Mill Street. The property features include a detached garage, work shed, gardens, mature flowering trees and a koi pond from years gone by. With its mid-Century Modern esthetic and light-filled airy rooms it exudes spaciousness and character. What an excellent opportunity to update and/or completely renovate this is! Enjoy a country setting in the town of Sherborn -- which offers walking trails, summertime swimming in Farm Pond and living within commuting distance to Boston. Title 5 has been done. Awaiting inspection report.

20 Nason Hill Rd, Sherborn

Listing courtesy of Listing Agent: Laura Paige from Listing Office: Gibson Sotheby's International Realty.
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.
88 Brush Hill Rd, Sherborn
$850,000
4 Beds ⋅ 2 Baths ⋅ 73441423 MLS
Set on almost eight wooded acres with fruit trees, this 4-bed, 2-bath split-level home offers space, privacy, and incredible potential in desirable Sherborn. You can move right in—or bring your vision and do a little renovation to make it your own. Enjoy wildlife right outside your door, from turkeys to deer, on this peaceful property. A massive three-car garage provides exceptional storage and ADU potential. While the interior needs updating, it’s priced to sell and represents the least expensive home on-market in Sherborn, known for its top-rated schools, scenic hiking trails, and easy access to major commuting routes. Offered as-is, this is a rare opportunity to own acreage, privacy, and potential in one of Massachusetts’ most sought-after towns.

88 Brush Hill Rd, Sherborn

Listing courtesy of Listing Agent: Robert Koritz from Listing Office: Robert Koritz 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.
81 Brush Hill Rd, Sherborn
$825,000
3 Beds ⋅ 2 Baths ⋅ 73460408 MLS
Welcome to a charming updated home on a full acre in a peaceful Sherborn neighborhood. This inviting property offers 3 bedrooms, 1.5 baths, hardwood floors throughout, a spacious sunroom, and a beautifully updated kitchen and bathrooms. A new septic system adds peace of mind, while the warm, efficient layout is ideal for anyone. The expansive lot provides excellent outdoor potential for gardening, play, or relaxing in privacy. Additional conveniences include a one-car garage and close proximity to public transportation, major highways, and the Natick mall. This turnkey home combines comfort, updates, and an exceptional location.

81 Brush Hill Rd, Sherborn

Listing courtesy of Listing Agent: Ralph M Harvey III from Listing Office: Listwithfreedom.com.
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.

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