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Set on 3.7 pristine acres abutting 600+ acres of conservation land and Little Farm Pond, this grand estate offers rare privacy and pedigree- first owned by former Boston Celtics head coach Rick Pitino. Soaring ceilings and twin staircases lead to five upstairs bedrooms. The primary suite stuns with a 400sq-ft marble spa bath featuring three sinks, makeup vanity, steam shower, and Jacuzzi tub. A walk-out lower level is built for guests and entertaining with an au pair suite with full bath, a second full bath, second office with custom desks, large sauna, steam room, fitness room, game and movie room, wet bar with refrigerator and dishwasher. Outside, the oasis includes an oversized pool with waterfall, a cabana with enclosed shower, granite counters, refrigerator, surround sound, and 80” TV. Design forward interior includes an open chef’s kitchen with all Wolf/Sub-Zero, sunroom, floor-to-ceiling fireplaces, expansive decks, built-ins, and recent updates for luxury living & entertaining.

6 Beds ⋅ 7 Baths ⋅ 73480584 MLS

Set on 3.7 pristine acres abutting 600+ acres of conservation land and Little Farm Pond, this grand estate offers rare privacy and pedigree- first owned by former Boston Celtics head coach Rick Pitino. Soaring ceilings and twin staircases lead to five upstairs bedrooms. The primary suite stuns with a 400sq-ft marble spa bath featuring three sinks, makeup vanity, steam shower, and Jacuzzi tub. A walk-out lower level is built for guests and entertaining with an au pair suite with full bath, a second full bath, second office with custom desks, large sauna, steam room, fitness room, game and movie room, wet bar with refrigerator and dishwasher. Outside, the oasis includes an oversized pool with waterfall, a cabana with enclosed shower, granite counters, refrigerator, surround sound, and 80” TV. Design forward interior includes an open chef’s kitchen with all Wolf/Sub-Zero, sunroom, floor-to-ceiling fireplaces, expansive decks, built-ins, and recent updates for luxury living & entertaining.

137 Lake Street, Sherborn

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.

$2,800,000

Spanning 25 acres, this extraordinary estate centers on a stocked, stream-fed private pond, winding trails, manicured grounds, and a beautifully renovated Georgian Colonial. Offering a unique lifestyle, enjoy fishing, boating, and year-round wildlife. Thoughtfully reimagined through extensive renovation inside and out, the residence blends timeless character with modern amenities, exceptional craftsmanship, energy efficiency, and smart technology. 4 levels showcase high ceilings, abundant natural light, and breathtaking pond views. Two-story foyer opens to elegant living and dining rooms, family room, chef’s kitchen, and expansive deck overlooking the pond, plus 1st-floor primary suite and richly paneled office. Upstairs are 4 corner bedrooms with walk-in closets and updated baths. Completely renovated walkout lower level with expansive mudroom offers spaces for recreation, gym, au pair, and full bath. An unmatched lifestyle with top-rated Sherborn schools and easy access to Boston!

5 Beds ⋅ 6 Baths ⋅ 73504628 MLS

Spanning 25 acres, this extraordinary estate centers on a stocked, stream-fed private pond, winding trails, manicured grounds, and a beautifully renovated Georgian Colonial. Offering a unique lifestyle, enjoy fishing, boating, and year-round wildlife. Thoughtfully reimagined through extensive renovation inside and out, the residence blends timeless character with modern amenities, exceptional craftsmanship, energy efficiency, and smart technology. 4 levels showcase high ceilings, abundant natural light, and breathtaking pond views. Two-story foyer opens to elegant living and dining rooms, family room, chef’s kitchen, and expansive deck overlooking the pond, plus 1st-floor primary suite and richly paneled office. Upstairs are 4 corner bedrooms with walk-in closets and updated baths. Completely renovated walkout lower level with expansive mudroom offers spaces for recreation, gym, au pair, and full bath. An unmatched lifestyle with top-rated Sherborn schools and easy access to Boston!

75 Washington St, Sherborn

Listing courtesy of Listing Agent: Benna Lynch Rondini from Listing Office: Charlesgate Realty Group LLC.

$2,300,000

This extensively renovated home is a masterpiece of design and functionality, offering a stunning fusion of modern sophistication and elegance. Set well back from the road in an idyllic setting, it provides a sense of peace and privacy that's hard to find. At its heart is the light-filled gourmet kitchen, family room and breakfast nook/sunroom. Combined with five spacious bedrooms, four and a half baths, multiple family and office spaces, a theater, exercise area and more, this home is perfect for living, working, and unwinding. Discover seamless indoor-outdoor living, complete with multiple bluestone patios, stunning professional landscaping and lighting, and the spacious, level backyard. Sherborn, just 20 miles southwest of Boston, is a picturesque town with top-rated schools, Farm Pond, miles of trails, acres of conservation land and open spaces. Come see why Boston.com named Sherborn a top place to buy for 2026 and this exquisite home is at the heart of it all!

5 Beds ⋅ 5 Baths ⋅ 73492392 MLS

This extensively renovated home is a masterpiece of design and functionality, offering a stunning fusion of modern sophistication and elegance. Set well back from the road in an idyllic setting, it provides a sense of peace and privacy that's hard to find. At its heart is the light-filled gourmet kitchen, family room and breakfast nook/sunroom. Combined with five spacious bedrooms, four and a half baths, multiple family and office spaces, a theater, exercise area and more, this home is perfect for living, working, and unwinding. Discover seamless indoor-outdoor living, complete with multiple bluestone patios, stunning professional landscaping and lighting, and the spacious, level backyard. Sherborn, just 20 miles southwest of Boston, is a picturesque town with top-rated schools, Farm Pond, miles of trails, acres of conservation land and open spaces. Come see why Boston.com named Sherborn a top place to buy for 2026 and this exquisite home is at the heart of it all!

76 Hollis Street, Sherborn

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

$2,237,640

HOUSE BEAUTIFUL: This stunning 5000 sqft contemporary farmhouse, CUSTOM BUILT in 2014, is idyllically sited on 2.5 picturesque Sherborn acres with a charming antique BARN & in-ground POOL & includes every amenity today’s Buyer is looking for! The open floor plan features high ceilings, hardwood floors & custom millwork across (3) finished levels. The heart of the home is a chef’s kitchen with Carrara marble island & custom cabinetry; the adjoining sun-drenched family room w/fireplace & sliders opening to a deck overlooking a flat, manicured backyard w/stone walls, private meadow & pool. Additional highlights include a private home office, spacious mudroom & primary suite w/dual walk-in closets & spa-worthy bath. With 3 additional bedrooms, one w/ensuite bath, 2nd floor laundry, a finished lower level & GAS cooking/heating, this home checks all the boxes! Ideally located on the east-side of town near schools, the commuter rail, hiking trails & town beach, don’t miss this SHERBORN GEM!

5 Beds ⋅ 4 Baths ⋅ 73497289 MLS

HOUSE BEAUTIFUL: This stunning 5000 sqft contemporary farmhouse, CUSTOM BUILT in 2014, is idyllically sited on 2.5 picturesque Sherborn acres with a charming antique BARN & in-ground POOL & includes every amenity today’s Buyer is looking for! The open floor plan features high ceilings, hardwood floors & custom millwork across (3) finished levels. The heart of the home is a chef’s kitchen with Carrara marble island & custom cabinetry; the adjoining sun-drenched family room w/fireplace & sliders opening to a deck overlooking a flat, manicured backyard w/stone walls, private meadow & pool. Additional highlights include a private home office, spacious mudroom & primary suite w/dual walk-in closets & spa-worthy bath. With 3 additional bedrooms, one w/ensuite bath, 2nd floor laundry, a finished lower level & GAS cooking/heating, this home checks all the boxes! Ideally located on the east-side of town near schools, the commuter rail, hiking trails & town beach, don’t miss this SHERBORN GEM!

2 Snow Street, Sherborn

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

$2,125,000

Full renovated home on a quiet country cut de sac in desirable Sherborn, set on 3 acres. This custom renovation is flooded with light and thoughtful details throughout. The two-story foyer with board-and-batten opens to a seamless first floor, featuring a formal living room with wood fireplace and a chef’s kitchen with Monogram appliances, double wall oven, and induction cooktop. The informal living area with cathedral ceiling overlooks a large deck and in-ground pool. First-floor home office/study adds flexibility to the open floor plan. On the second level, the primary suite offers a spa-like bath, soaking tub, custom tile shower, and large closet, alongside three bedrooms, full bath, and laundry. Walk-out lower level includes an impressive wet bar area, exercise area and game room! Every detail of this home blends modern luxury with timeless New England charm, offering an elegant, sun-filled retreat for entertaining, relaxing, and enjoying the serene privacy of Sherborn living.

4 Beds ⋅ 4 Baths ⋅ 73484871 MLS

Full renovated home on a quiet country cut de sac in desirable Sherborn, set on 3 acres. This custom renovation is flooded with light and thoughtful details throughout. The two-story foyer with board-and-batten opens to a seamless first floor, featuring a formal living room with wood fireplace and a chef’s kitchen with Monogram appliances, double wall oven, and induction cooktop. The informal living area with cathedral ceiling overlooks a large deck and in-ground pool. First-floor home office/study adds flexibility to the open floor plan. On the second level, the primary suite offers a spa-like bath, soaking tub, custom tile shower, and large closet, alongside three bedrooms, full bath, and laundry. Walk-out lower level includes an impressive wet bar area, exercise area and game room! Every detail of this home blends modern luxury with timeless New England charm, offering an elegant, sun-filled retreat for entertaining, relaxing, and enjoying the serene privacy of Sherborn living.

54 Spywood Rd, Sherborn

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

$2,025,000

Set along one of Sherborn’s most desirable cul-de-sac neighborhoods, 3 Knollcrest Farm is a private estate offering an exceptional blend of elegance, comfort, and resort-style living. The residence has been completely refreshed with a fully repainted interior, creating a bright, cohesive, move-in-ready environment. Graciously scaled rooms, refined finishes, and timeless architectural details define the home’s sophisticated character. The grounds are equally impressive, designed for both relaxation and recreation. A stunning in-ground heated pool and spa are complemented by a beautifully appointed pool house, creating a true summer retreat. A dedicated pickleball court adds a modern lifestyle amenity, while a separate carriage house provides ideal accommodations for visitors, extended family, or private workspace. Surrounded by mature landscaping and offering remarkable privacy, this property delivers a rare opportunity to enjoy luxury living, top schools, and easy commuting routes.

5 Beds ⋅ 6 Baths ⋅ 73497520 MLS

Set along one of Sherborn’s most desirable cul-de-sac neighborhoods, 3 Knollcrest Farm is a private estate offering an exceptional blend of elegance, comfort, and resort-style living. The residence has been completely refreshed with a fully repainted interior, creating a bright, cohesive, move-in-ready environment. Graciously scaled rooms, refined finishes, and timeless architectural details define the home’s sophisticated character. The grounds are equally impressive, designed for both relaxation and recreation. A stunning in-ground heated pool and spa are complemented by a beautifully appointed pool house, creating a true summer retreat. A dedicated pickleball court adds a modern lifestyle amenity, while a separate carriage house provides ideal accommodations for visitors, extended family, or private workspace. Surrounded by mature landscaping and offering remarkable privacy, this property delivers a rare opportunity to enjoy luxury living, top schools, and easy commuting routes.

3 Knollcrest Farm Ln, Sherborn

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

$1,885,000

Presenting an award winning CONTEMPORARY MASTERPIECE: Sited on 5.5+ breathtaking acres at the end of a private winding drive, this 5 bedroom, 5400 sqft modern villa is a true collaboration of elite design & nature. Soaring ceilings, walls of windows & skylights create a sun-drenched sanctuary, highlighting meticulous craftsmanship w/cherry floors, mahogany stairs, & patinaed copper trim. Experience effortless ONE LEVEL LIVING w/ELEVATOR access to a stunning open-concept layout. The gourmet kitchen, fire-placed living room & magical sunroom flow seamlessly to a substantial deck & HEATED POOL/SPA, perfectly integrated into the serene landscape. With a superb primary suite, show stopping home office, game room & 4 garage bays, this home caters to both elegant entertaining & comfortable daily life. Enjoy Sherborn’s top-ranked schools, Farm Pond & vast trail networks ~18 miles from Boston. A one-of-a-kind sanctuary where sophisticated design meets rural tranquility-COME SEE!

5 Beds ⋅ 5 Baths ⋅ 73523960 MLS

Presenting an award winning CONTEMPORARY MASTERPIECE: Sited on 5.5+ breathtaking acres at the end of a private winding drive, this 5 bedroom, 5400 sqft modern villa is a true collaboration of elite design & nature. Soaring ceilings, walls of windows & skylights create a sun-drenched sanctuary, highlighting meticulous craftsmanship w/cherry floors, mahogany stairs, & patinaed copper trim. Experience effortless ONE LEVEL LIVING w/ELEVATOR access to a stunning open-concept layout. The gourmet kitchen, fire-placed living room & magical sunroom flow seamlessly to a substantial deck & HEATED POOL/SPA, perfectly integrated into the serene landscape. With a superb primary suite, show stopping home office, game room & 4 garage bays, this home caters to both elegant entertaining & comfortable daily life. Enjoy Sherborn’s top-ranked schools, Farm Pond & vast trail networks ~18 miles from Boston. A one-of-a-kind sanctuary where sophisticated design meets rural tranquility-COME SEE!

44 Maple Street, Sherborn

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

$1,760,000

Welcome to Russet Hill Farm, a beautifully renovated antique estate where timeless character meets modern comfort. Centered around a paved courtyard and surrounded by classic outbuildings, the property offers a rare sense of privacy and charm.The main residence features four bedrooms and four-and-a-half baths. The first floor is comprised of the kitchen opening to the dining room, family room, and front-to-back living room. Flex space on both the second and third floor provide options for work, play or storage. Outdoors, enjoy a pool, fitness studio, and cabana. The centerpiece of the property is a striking pass-through barn, an architectural treasure that is as functional as it is impressive, offering multi-level space, underground parking for ten cars, and an attached seasonal living for guests or office. A legal, rentable guest house completes the setting, ideal for family, guests, or potential income. Sherborn has top ranked schools, Farm Pond and an extensive town trail system.

6 Beds ⋅ 7 Baths ⋅ 73499482 MLS

Welcome to Russet Hill Farm, a beautifully renovated antique estate where timeless character meets modern comfort. Centered around a paved courtyard and surrounded by classic outbuildings, the property offers a rare sense of privacy and charm.The main residence features four bedrooms and four-and-a-half baths. The first floor is comprised of the kitchen opening to the dining room, family room, and front-to-back living room. Flex space on both the second and third floor provide options for work, play or storage. Outdoors, enjoy a pool, fitness studio, and cabana. The centerpiece of the property is a striking pass-through barn, an architectural treasure that is as functional as it is impressive, offering multi-level space, underground parking for ten cars, and an attached seasonal living for guests or office. A legal, rentable guest house completes the setting, ideal for family, guests, or potential income. Sherborn has top ranked schools, Farm Pond and an extensive town trail system.

102 Washington St, Sherborn

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

$1,750,000

Just 18 miles west of Boston in the idyllic town of Sherborn, Stonegate Farm offers a rare, meticulously maintained TWO-HOME COMPOUND—a beautifully restored antique & a thoughtfully designed newer residence—joined together yet providing fully distinct living spaces. Ideal for MULTI-GENERATIONAL LIVING or RENTAL INCOME, the property blends historic character w/modern comfort. The antique home features wide-plank floors, updated kitchen & baths, sunlit gathering rooms, 3 bedrooms + 3rd floor bonus room. The newer 2 bedroom home centers on a vaulted Great Room w/access to deck, porch & glorious gardens. Set on 3+ acres, the property includes perennial gardens, stone paths & outdoor areas that invite time spent outside. With (5) garage bays, updated systems, central AC, solar sys & newer 6-bed septic, Stonegate Farm offers privacy, flexibility & enduring care in a highly regarded community w/top schools, coveted open space for year round enjoyment & close proximity to the commuter rail.

6 Beds ⋅ 4 Baths ⋅ 73517075 MLS

Just 18 miles west of Boston in the idyllic town of Sherborn, Stonegate Farm offers a rare, meticulously maintained TWO-HOME COMPOUND—a beautifully restored antique & a thoughtfully designed newer residence—joined together yet providing fully distinct living spaces. Ideal for MULTI-GENERATIONAL LIVING or RENTAL INCOME, the property blends historic character w/modern comfort. The antique home features wide-plank floors, updated kitchen & baths, sunlit gathering rooms, 3 bedrooms + 3rd floor bonus room. The newer 2 bedroom home centers on a vaulted Great Room w/access to deck, porch & glorious gardens. Set on 3+ acres, the property includes perennial gardens, stone paths & outdoor areas that invite time spent outside. With (5) garage bays, updated systems, central AC, solar sys & newer 6-bed septic, Stonegate Farm offers privacy, flexibility & enduring care in a highly regarded community w/top schools, coveted open space for year round enjoyment & close proximity to the commuter rail.

215 Washington Street, Sherborn

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

$1,715,000

Set well back from the road, sited on a large level 4.94 usable acres. This classic Colonial has been beautifully cared for and tastefully updated throughout. The kitchen opens to a sunsplashed great room with walls of windows with glorious views of an exquisite stone patio & lovely exterior grounds. There is a gracious front foyer, front to back fireplaced living room, formal dining room and spectacular fireplaced family room, all perfectly designed with living spaces that offer a wonderful flow for both entertaining & casual family living. Four spacious bedrooms on the 2nd level & 3rd floor bonus room offers plenty of space for a variety of family configurations. Equestrians will appreciate the nicely built 3/4 stall barn, paddocks & easy access to trails. The private grounds including a heated above ground pool complete this exceptional property in a lovely neighborhood of other comparable estate-style homes!!

4 Beds ⋅ 3 Baths ⋅ 73502620 MLS

Set well back from the road, sited on a large level 4.94 usable acres. This classic Colonial has been beautifully cared for and tastefully updated throughout. The kitchen opens to a sunsplashed great room with walls of windows with glorious views of an exquisite stone patio & lovely exterior grounds. There is a gracious front foyer, front to back fireplaced living room, formal dining room and spectacular fireplaced family room, all perfectly designed with living spaces that offer a wonderful flow for both entertaining & casual family living. Four spacious bedrooms on the 2nd level & 3rd floor bonus room offers plenty of space for a variety of family configurations. Equestrians will appreciate the nicely built 3/4 stall barn, paddocks & easy access to trails. The private grounds including a heated above ground pool complete this exceptional property in a lovely neighborhood of other comparable estate-style homes!!

91 Bogastow Brook Rd, Sherborn

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

$1,650,000

Located in sought-after Sherborn neighborhood, close to town & top-tier schools, this MOVE-IN READY, METICULOUSLY MAINTAINED home sited on 1 acre has it all: A beautiful & functional RENOVATION/ADDITION perfectly completed this home…walls came down, kitchen was renovated, mudroom, laundry & great room added & ALL boxes were checked! This home now offers what all Buyers want: an OPEN FLOOR PLAN, kitchen w/center island, custom cabinetry & high-end appliances, great room that opens to a well designed outdoor space, perfect for entertaining & everyday life; formal dining & living rm w/2nd fireplace & built-ins providing multi-functional spaces to suit a variety of life-styles; 4 generously-sized bedrms on 2nd fl, updated baths, plenty of storage, hardwood flrs thorough-out, radiant heat, central AC, private backyard, mature gardens, stonewalls, front porch, oversized attached garage w/unfinished walk-up 2nd lv presenting possible expansion opportunities, incredible finished LL...COME SEE!

4 Beds ⋅ 3 Baths ⋅ 73484534 MLS

Located in sought-after Sherborn neighborhood, close to town & top-tier schools, this MOVE-IN READY, METICULOUSLY MAINTAINED home sited on 1 acre has it all: A beautiful & functional RENOVATION/ADDITION perfectly completed this home…walls came down, kitchen was renovated, mudroom, laundry & great room added & ALL boxes were checked! This home now offers what all Buyers want: an OPEN FLOOR PLAN, kitchen w/center island, custom cabinetry & high-end appliances, great room that opens to a well designed outdoor space, perfect for entertaining & everyday life; formal dining & living rm w/2nd fireplace & built-ins providing multi-functional spaces to suit a variety of life-styles; 4 generously-sized bedrms on 2nd fl, updated baths, plenty of storage, hardwood flrs thorough-out, radiant heat, central AC, private backyard, mature gardens, stonewalls, front porch, oversized attached garage w/unfinished walk-up 2nd lv presenting possible expansion opportunities, incredible finished LL...COME SEE!

41 Ivy Lane, Sherborn

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

$1,649,000

Privately nestled along a scenic approach, this exceptional 8.06-acre country estate offers a rare blend of luxury living, timeless character & equestrian potential. Offered for the first time ever, the property features expansive open fields, including 5 acres of lush hay fields, ideal for horses, hobby farming, or refined country living. The beautifully renovated 3-bedroom, 2-bath home has been thoughtfully updated while maintaining its warmth & charm. Recent improvements include new windows, siding & new roofing on all 3 structures, along with extensive interior renovations, quartz countertops & modern upgrades throughout. A striking two-story timber frame barn serves as the centerpiece of the property, offering excellent potential for equestrian use, storage, workshops, or future customization. Surrounded by sweeping open acreage & peaceful natural beauty, this remarkable property offers privacy, functionality & elegance in an extraordinary setting.

3 Beds ⋅ 2 Baths ⋅ 73522431 MLS

Privately nestled along a scenic approach, this exceptional 8.06-acre country estate offers a rare blend of luxury living, timeless character & equestrian potential. Offered for the first time ever, the property features expansive open fields, including 5 acres of lush hay fields, ideal for horses, hobby farming, or refined country living. The beautifully renovated 3-bedroom, 2-bath home has been thoughtfully updated while maintaining its warmth & charm. Recent improvements include new windows, siding & new roofing on all 3 structures, along with extensive interior renovations, quartz countertops & modern upgrades throughout. A striking two-story timber frame barn serves as the centerpiece of the property, offering excellent potential for equestrian use, storage, workshops, or future customization. Surrounded by sweeping open acreage & peaceful natural beauty, this remarkable property offers privacy, functionality & elegance in an extraordinary setting.

177 Maple St, Sherborn

Listing courtesy of Listing Agent: Kerry Parker from Listing Office: Equine Homes Real Estate, LLC.

$1,640,000

Coveted DOVER-SHERBORN schools, only 20+ mi west of Boston. Sunlight streams in windows to cathedral ceilings w/ 3 fireplaces, a grand 2 story foyer & curved stairway, DR, LR, FR, HOME OFFICE. Sweeping front lawn with pastoral views.

5 Beds ⋅ 6 Baths ⋅ 73393810 MLS

Coveted DOVER-SHERBORN schools, only 20+ mi west of Boston. Sunlight streams in windows to cathedral ceilings w/ 3 fireplaces, a grand 2 story foyer & curved stairway, DR, LR, FR, HOME OFFICE. Sweeping front lawn with pastoral views.

4 Green Ln., Sherborn

Listing courtesy of Listing Agent: Barbara Bowen from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,600,000

Built in 2017, this beautifully maintained & further improved center-entrance Colonial offers the perfect blend of modern living & Sherborn's natural surroundings. Tucked away on 1.61 private acres, this 4-bedroom, 2.5-bath home features over 3,000 sq feet of living space, including a bright, open-concept kitchen with island, spacious family room, dedicated dining room, mudroom, and finished lower-level flex space. Upstairs, the expansive primary suite offers a peaceful retreat with a private bath and walk-in closet. Completing the 2nd floor are 3 addl bedrooms & a full bath providing ample space for family, guests, or home office needs. Enjoy outdoor living on the deck & patio overlooking a level backyard surrounded by mature trees. This home is conveniently located near conservation land, walking trails, parks, & tennis courts, w/ access to the top-rated Dover-Sherborn school district. A rare opportunity to own this young Colonial in one of MetroWest's most sought-after communities

4 Beds ⋅ 3 Baths ⋅ 73532530 MLS

Built in 2017, this beautifully maintained & further improved center-entrance Colonial offers the perfect blend of modern living & Sherborn's natural surroundings. Tucked away on 1.61 private acres, this 4-bedroom, 2.5-bath home features over 3,000 sq feet of living space, including a bright, open-concept kitchen with island, spacious family room, dedicated dining room, mudroom, and finished lower-level flex space. Upstairs, the expansive primary suite offers a peaceful retreat with a private bath and walk-in closet. Completing the 2nd floor are 3 addl bedrooms & a full bath providing ample space for family, guests, or home office needs. Enjoy outdoor living on the deck & patio overlooking a level backyard surrounded by mature trees. This home is conveniently located near conservation land, walking trails, parks, & tennis courts, w/ access to the top-rated Dover-Sherborn school district. A rare opportunity to own this young Colonial in one of MetroWest's most sought-after communities

70 S Main St, Sherborn

Listing courtesy of Listing Agent: Morgan Guthrie from Listing Office: Douglas Elliman Real Estate - Wellesley.

$1,570,000

Ideally located on quiet CUL-DE-SAC in sought after, walk-to town Sherborn neighborhood, this much admired MOVE-IN READY home has it all! Perfectly sited on almost 2 acres of flat, usable land w/the perfect balance of open lawn & wooded areas for play & privacy, this property boasts captivating curb appeal & does not disappoint inside or out! A beautiful & functional RENOVATION perfectly completed this home: walls came down, kitchen renovated, ceilings raised, field stone fireplace added & the ideal space for entertaining & everyday life was created. Other notable features include: chef’s kitchen w/GAS Viking range, hardwood floors throughout, central AC, newer septic system & Buderus boiler, dedicated home office, 3 fireplaces, 3-season screened porch w/cedar floors opens to large deck over-looking picture perfect backyard, nicely finished lower level, mudroom...the list goes on. Sherborn offers easy access to commuter rail, top-tier schools, bucolic Farm Pond & expansive trail system

4 Beds ⋅ 3 Baths ⋅ 73508240 MLS

Ideally located on quiet CUL-DE-SAC in sought after, walk-to town Sherborn neighborhood, this much admired MOVE-IN READY home has it all! Perfectly sited on almost 2 acres of flat, usable land w/the perfect balance of open lawn & wooded areas for play & privacy, this property boasts captivating curb appeal & does not disappoint inside or out! A beautiful & functional RENOVATION perfectly completed this home: walls came down, kitchen renovated, ceilings raised, field stone fireplace added & the ideal space for entertaining & everyday life was created. Other notable features include: chef’s kitchen w/GAS Viking range, hardwood floors throughout, central AC, newer septic system & Buderus boiler, dedicated home office, 3 fireplaces, 3-season screened porch w/cedar floors opens to large deck over-looking picture perfect backyard, nicely finished lower level, mudroom...the list goes on. Sherborn offers easy access to commuter rail, top-tier schools, bucolic Farm Pond & expansive trail system

3 Bridle Path, Sherborn

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

$1,510,000

The Flagg House, one of Sherborn’s most architecturally and historically significant homes, is set on 2+ pastoral acres near the renovated public library, athletic fields, and town center. A stone driveway lined with graceful sugar maples leads to private Maple St. entrance. Property includes a 2-story garage with Rt. 16 access, gardening shed, and antique stone walls. Sunny vestibule opens to mudroom, laundry, and half bath. South-facing kitchen with “secret garden” patio features SS appliances incl Sub-Zero fridge, dbl wall ovens, trash compactor, and farmhouse sink. Four main-level rooms feature wood-burning fireplaces, 10’ ceilings, exposed beams, wide plank hardwoods, and abundant storage. A 9x32 sunporch offers a light-filled retreat. Main level also includes a full bath with clawfoot tub. Elegant foyer with beam bar front door leads to period staircase and 2nd level. Upstairs: 3 bright bedrooms, family bath, and ensuite primary w/dressing room, dbl closets, and renovated bath.

4 Beds ⋅ 4 Baths ⋅ 73519568 MLS

The Flagg House, one of Sherborn’s most architecturally and historically significant homes, is set on 2+ pastoral acres near the renovated public library, athletic fields, and town center. A stone driveway lined with graceful sugar maples leads to private Maple St. entrance. Property includes a 2-story garage with Rt. 16 access, gardening shed, and antique stone walls. Sunny vestibule opens to mudroom, laundry, and half bath. South-facing kitchen with “secret garden” patio features SS appliances incl Sub-Zero fridge, dbl wall ovens, trash compactor, and farmhouse sink. Four main-level rooms feature wood-burning fireplaces, 10’ ceilings, exposed beams, wide plank hardwoods, and abundant storage. A 9x32 sunporch offers a light-filled retreat. Main level also includes a full bath with clawfoot tub. Elegant foyer with beam bar front door leads to period staircase and 2nd level. Upstairs: 3 bright bedrooms, family bath, and ensuite primary w/dressing room, dbl closets, and renovated bath.

3 Maple St, Sherborn

Listing courtesy of Listing Agent: The Bauman Group from Listing Office: Gibson Sotheby's International Realty.

$1,500,000

ATTENTION BUYERS: this one-of-a-kind contemporary on 2 magical acres offers a completely renovated interior w/high-end finishes, 5 bedrooms & 5700 sqft for < $1.4M! Located in favorite Sherborn neighborhood but set well off the road, this home is a NATURE LOVER'S DREAM: w/soaring ceilings & walls of windows & sliders, offering stunning views of mature gardens & trees, bringing the outside in! The light filled open concept main level w/great room, kitchen, dining rm & large sunrm w/indoor grill is ideal for entertaining & everyday life; 2nd level includes 4 bedrms w/3 full baths; the lower, walk-out level includes add'l 5th bedrm, cozy den, rec room, mudrm, bathrm, laundry & garage. A bonus 4th floor loft provides an ideal home office. Located on quiet cul-de-sac just ~20 miles west of Boston in an idyllic town known for offering exceptional public schools, extensive trail system & easy access to commuter rail, COME SEE all this property has to offer!

5 Beds ⋅ 5 Baths ⋅ 73484509 MLS

ATTENTION BUYERS: this one-of-a-kind contemporary on 2 magical acres offers a completely renovated interior w/high-end finishes, 5 bedrooms & 5700 sqft for < $1.4M! Located in favorite Sherborn neighborhood but set well off the road, this home is a NATURE LOVER'S DREAM: w/soaring ceilings & walls of windows & sliders, offering stunning views of mature gardens & trees, bringing the outside in! The light filled open concept main level w/great room, kitchen, dining rm & large sunrm w/indoor grill is ideal for entertaining & everyday life; 2nd level includes 4 bedrms w/3 full baths; the lower, walk-out level includes add'l 5th bedrm, cozy den, rec room, mudrm, bathrm, laundry & garage. A bonus 4th floor loft provides an ideal home office. Located on quiet cul-de-sac just ~20 miles west of Boston in an idyllic town known for offering exceptional public schools, extensive trail system & easy access to commuter rail, COME SEE all this property has to offer!

15 Wildwood Drive, Sherborn

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

$1,450,000

Located on the east-side of Sherborn in the coveted FARM POND/ROCKY NARROWS NEIGHBORHOOD, this move-in-ready 5 BEDROOM colonial is a sanctuary for nature lovers, outdoor enthusiasts & those searching for a beautiful setting to call home. Extensively RENOVATED to offer a seamless open floor plan, the home features a designer kitchen w/high-end appliances, custom cabinetry & large center island.This sun-filled space flows into a stunning sunroom w/gas fireplace overlooking a gorgeous patio & lush gardens, family rm w/fireplace & built-in desk, spacious dining rm & front-to-back living rm w/fireplace. Upstairs, the primary suite serves as a private retreat w/dual walk-in closets & renovated bath, + 4 additional bedrooms, renovated family bath & laundry. Additional highlights include: mudrm, finished lower level w/full-sized windows, hardwood flrs, central AC, generator hook-up, newer windows… Perfectly located for relaxation & recreation right from your doorstep & it’s a commuter’s dream!

5 Beds ⋅ 3 Baths ⋅ 73513140 MLS

Located on the east-side of Sherborn in the coveted FARM POND/ROCKY NARROWS NEIGHBORHOOD, this move-in-ready 5 BEDROOM colonial is a sanctuary for nature lovers, outdoor enthusiasts & those searching for a beautiful setting to call home. Extensively RENOVATED to offer a seamless open floor plan, the home features a designer kitchen w/high-end appliances, custom cabinetry & large center island.This sun-filled space flows into a stunning sunroom w/gas fireplace overlooking a gorgeous patio & lush gardens, family rm w/fireplace & built-in desk, spacious dining rm & front-to-back living rm w/fireplace. Upstairs, the primary suite serves as a private retreat w/dual walk-in closets & renovated bath, + 4 additional bedrooms, renovated family bath & laundry. Additional highlights include: mudrm, finished lower level w/full-sized windows, hardwood flrs, central AC, generator hook-up, newer windows… Perfectly located for relaxation & recreation right from your doorstep & it’s a commuter’s dream!

7 Goulding St. East, Sherborn

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

$1,400,000

Located on 2 picturesque acres in premier, centrally located Sherborn neighborhood, this FULLY RENOVATED, METICULOUSLY MAINTAINED 4-bedroom colonial is MOVE-IN READY! The bright, open floor plan features a custom, eat-in kitchen w/walk-in pantry, opening to a family room w/gas fireplace & charming screened porch. Enjoy seamless indoor-outdoor living on the patio overlooking a private backyard w/direct trail access. Other highlights include: front to back living room w/wood burning fireplace, separate DR or home office, renovated baths, 4 generous sized bedrms, finished lower level adding addt’l living area w/ample storage, hardwood floors throughout, 2nd floor laundry, NATURAL GAS heat, central A/C, newer windows & brand new septic system! Experience the best of Sherborn offering top-tier schools, town beach, renowned trail system & easy access to commuter rail & Mass Pike & come fall in love with this perfectly sized, renovated home in coveted location, COME SEE... OH 3/29, 1:00-3:00!

4 Beds ⋅ 3 Baths ⋅ 73487728 MLS

Located on 2 picturesque acres in premier, centrally located Sherborn neighborhood, this FULLY RENOVATED, METICULOUSLY MAINTAINED 4-bedroom colonial is MOVE-IN READY! The bright, open floor plan features a custom, eat-in kitchen w/walk-in pantry, opening to a family room w/gas fireplace & charming screened porch. Enjoy seamless indoor-outdoor living on the patio overlooking a private backyard w/direct trail access. Other highlights include: front to back living room w/wood burning fireplace, separate DR or home office, renovated baths, 4 generous sized bedrms, finished lower level adding addt’l living area w/ample storage, hardwood floors throughout, 2nd floor laundry, NATURAL GAS heat, central A/C, newer windows & brand new septic system! Experience the best of Sherborn offering top-tier schools, town beach, renowned trail system & easy access to commuter rail & Mass Pike & come fall in love with this perfectly sized, renovated home in coveted location, COME SEE... OH 3/29, 1:00-3:00!

84 Old Orchard Rd., Sherborn

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

$1,392,000

Incredible value for this 5-bedroom Colonial on over 2 acres in the sought-after Russett Hill neighborhood. Gleaming hardwood floors flow throughout the home, including brand-new hardwood floors installed in the foyer. The sun-filled kitchen features stainless steel appliances, granite countertops, a dining area, and opens seamlessly to the family room with a fireplace and a bright sunroom overlooking the private backyard. First-floor office, convenient second-floor laundry, and a freshly painted walk-out lower level with large windows. The current owners have made extensive updates, including converting to a 2025 high-efficiency natural gas system, replacing and upgrading to 5BR septic, adding central air, roof, windows, garage doors, an EV charging station, 2025 new natural gas heating, and a 2023 driveway - just to name a few. REFRESHED FOR SPRING '26: Family room, kitchen and bath painted. Wallpaper removed upstairs/downstairs and fresh paint in hallways!

5 Beds ⋅ 4 Baths ⋅ 73486232 MLS

Incredible value for this 5-bedroom Colonial on over 2 acres in the sought-after Russett Hill neighborhood. Gleaming hardwood floors flow throughout the home, including brand-new hardwood floors installed in the foyer. The sun-filled kitchen features stainless steel appliances, granite countertops, a dining area, and opens seamlessly to the family room with a fireplace and a bright sunroom overlooking the private backyard. First-floor office, convenient second-floor laundry, and a freshly painted walk-out lower level with large windows. The current owners have made extensive updates, including converting to a 2025 high-efficiency natural gas system, replacing and upgrading to 5BR septic, adding central air, roof, windows, garage doors, an EV charging station, 2025 new natural gas heating, and a 2023 driveway - just to name a few. REFRESHED FOR SPRING '26: Family room, kitchen and bath painted. Wallpaper removed upstairs/downstairs and fresh paint in hallways!

59 Russett Hill Road, Sherborn

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

$1,325,500

Located in one of Sherborn's most desirable neighborhoods, 2 Russett Hill Road combines a classic, updated interior with an expansive lot. The home has been thoughtfully renovated, featuring a stunning kitchen with hidden pantry, modern bathrooms, built-ins, a flexible floor plan, dedicated private office, and finished lower level with versatile living space and abundant built-in storage. Tennis anyone? Exceptional outdoor living includes a screened porch, expansive deck, stone patio, and private tennis court, creating the perfect setting for entertaining, recreation, and relaxation. Sherborn, with its top rated schools, Farm Pond, and extensive trail network, was named a top place to buy in 2026 by Boston.com. Don't miss this wonderful opportunity to call Sherborn home!

4 Beds ⋅ 3 Baths ⋅ 73530633 MLS

Located in one of Sherborn's most desirable neighborhoods, 2 Russett Hill Road combines a classic, updated interior with an expansive lot. The home has been thoughtfully renovated, featuring a stunning kitchen with hidden pantry, modern bathrooms, built-ins, a flexible floor plan, dedicated private office, and finished lower level with versatile living space and abundant built-in storage. Tennis anyone? Exceptional outdoor living includes a screened porch, expansive deck, stone patio, and private tennis court, creating the perfect setting for entertaining, recreation, and relaxation. Sherborn, with its top rated schools, Farm Pond, and extensive trail network, was named a top place to buy in 2026 by Boston.com. Don't miss this wonderful opportunity to call Sherborn home!

2 Russett Hill Road, Sherborn

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

$1,270,000

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.

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.

$1,250,000

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!

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.

$1,225,000

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/

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.

$1,160,000

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.

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.

$1,160,000

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!

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.

$1,130,000

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!

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.

$1,100,000

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

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.

$1,085,000

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!!!

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.

$1,050,000

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.

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.