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90 Suffolk Rd, Newton
$4,980,000
5 Beds ⋅ 7 Baths ⋅ 73579970 MLS
Welcome to 90 Suffolk Road, a truly special Chestnut Hill residence where classic architecture, beautiful proportions, and a warm, welcoming feel come together on approximately one private acre. From the moment you arrive, there is a sense of space, privacy, and timeless elegance that makes this house feel like home. Sunlight fills the gracious main level, where generously sized rooms flow naturally from one to the next. The spacious cooks kitchen is made for gathering, while the elegant living and dining rooms provide the perfect setting for entertaining. A fireplaced den or office offers a cozy retreat, and the living room fireplace adds warmth and character. A beautifully appointed in-law suite with full bath provides exceptional flexibility for guests or extended family visits. A wraparound deck overlooks the expansive grounds. Upstairs, the primary suite is a peaceful retreat, with a spa-like bath, two custom walk-in closets, and beautiful views across the property. Three additional spacious bedrooms and 2 bathrooms complete the second level. The walk-out lower level adds another dimension to the home, with a comfortable family room, playroom, and bonus office space. The grounds are magical—private and lush, and offering a rare sense of space in one of Chestnut Hill's most sought-after neighborhoods. Close proximity to Boston, public transportation, major hospitals, schools, and shopping.

90 Suffolk Rd, Newton

Listing courtesy of Listing Agent: Deborah M. Gordon from Listing Office: Coldwell Banker Realty - Brookline.

7 Pegan Ln, Natick
$4,950,000
6 Beds ⋅ 9 Baths ⋅ 73576957 MLS
Set on 2.19 beautifully landscaped acres in coveted South Natick, this exceptional estate offers a rare combination of architectural refinement, privacy, and resort-caliber amenities. Encompassing more than 8,500 square feet, the 6 bedroom residence has been thoughtfully designed for both sophisticated entertaining and effortless everyday living, with seven full and two half baths and refined craftsmanship throughout. At the heart of the home, a beautifully updated chef’s kitchen anchors the main living spaces and opens to a vaulted-ceiling family room with a fireplace and direct access to a deck and expansive grounds. An elegant dining room is ideal for memorable gatherings, and the gracious living room, with fireplace, and a wall of windows frames views of the breathtaking grounds. The primary suite is a luxurious retreat unto itself. French doors open from the bedroom, creating a seamless connection to the surrounding landscape. The spa-inspired bath features a soaking tub and steam shower, plus two custom closets. Two private offices, a walk-in pantry, laundry room, and two half baths complete the main level. Upstairs, five bedrooms provide flexibility for family and guests. Four are en-suite, including a particularly spacious suite ideally suited as a second primary- an elegant solution for multigenerational living, or a private guest retreat. Designed for entertaining on a different scale, the walk-out lower level feels like a destination of its own. The recreation space features a built-in bar, fireplace, kitchen, and dedicated wine room. A gym, full bath, 2nd laundry room, and abundant storage complete the exceptional lower level. Beyond the home, the property unfolds as a private resort. A stunning swimming pool serves as the centerpiece, accompanied by a state-of-the-art outdoor kitchen + bar pavilion for effortless open-air entertaining. The cabana also has a full bath, outdoor shower; and the fireside sitting area creates an inviting retreat. Mature, thoughtfully curated plantings surround the property in privacy, while the expansive level lawn offers abundant space to play. Yet perhaps the estate’s most compelling attribute is one that simply cannot be recreated: its setting alongside the cherished Lookout Farm orchards. A rare expression of luxury in South Natick, this extraordinary estate brings together beautiful interiors, exceptional amenities, resort-inspired outdoor living, designed not simply to impress, but to be lived in + enjoyed.

7 Pegan Ln, Natick

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

159 Brattle Street, Cambridge
$4,950,000
10 Beds ⋅ 3 Baths ⋅ 73490272 MLS
The iconic Hooper-Lee-Nichols House, built c.1685 and recognized as the second-oldest home in Cambridge, now seeks its next chapter. The three-story Georgian structure is distinguished by its central chimney and balanced proportions. Set on an expansive 18,012± sq. ft parcel, the house is sited well back from the street with a detached carriage house/garage accessed from Kennedy Road. Today it stands as the headquarters of History Cambridge and though it is currently configured for office use, future owners will have the opportunity to reimagine the interiors as a grand private home. The property is protected by historic preservation measures ensuring its integrity for generations to come. An easement held by the Massachusetts Historical Commission safeguards important interior features, while its location within the Old Cambridge Historic District safeguards the exterior. The Hooper-Lee-Nichols House is an invitation to stewardship—an opportunity to carry forward a 340-year legacy.

159 Brattle Street, Cambridge

Listing courtesy of Listing Agent: Monahan Barker Team from Listing Office: LandVest, Inc., Ipswich.

Claremont Street, Newton
$4,950,000
5 Beds ⋅ 6 Baths ⋅ 73486306 MLS
Construction is about to begin on this exceptional home in a private setting—an increasingly rare opportunity to own a residence designed by an internationally recognized, award-winning architect. The vision blends the timeless beauty of traditional architecture with the comfort and functionality of modern living. This respected local development team is known for investing in top architects, designers, and craftsmanship, producing homes in the area that are widely admired. Thoughtful design and attention to detail set this home apart from typical new construction in Newton. Highlights include dramatic floor-to-ceiling windows opening to an expansive deck overlooking the backyard, a chef’s kitchen flowing into a spacious family room, and a luxurious primary suite with three additional bedrooms on the 2nd floor. The lower level has a fantastic recreation room with walk-out access to the yard. There is still time to personalize finishes or add custom touches to make it your forever home

Claremont Street, Newton

Listing courtesy of Listing Agent: Chamberlain Group from Listing Office: Coldwell Banker Realty - Brookline.

136 Beaumont Ave, Newton
$4,888,000
6 Beds ⋅ 6 Baths ⋅ 73501987 MLS
Elegance, sophistication & incredible architectural craftsmanship highlight this exquisite home, walkable to both Newton Centre & Newtonville. This contemporary colonial offers over 6900 sqft of luxurious living with 6 bedrooms & 6 full baths. The sunsplashed main level offers a formal dining, living room, office/bedroom with a 2 sided fireplace & full bath. The spacious chef's kitchen features Wolf & Subzero appliances, 2 dishwashers & 2 sinks, an island that seats 5 as well as a separate breakfast & sitting area. The inviting oversized family room with vaulted ceilings & fireplace lead out to a patio & private yard featuring an in ground pool & spa perfect for hours of entertaining. The 2nd level offers an gorgeous primary suite with a spa like bathroom & 2 walk in closets. Three additional generously sized en suite bedrooms & laundry complete this level. The finished lower level includes a spacious great room, wet bar, 2 mudrooms, bedroom, bathroom & elevator. A true masterpiece!

136 Beaumont Ave, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.

22 Lincoln Rd, Lincoln
$4,880,000
7 Beds ⋅ 11 Baths ⋅ 73500670 MLS
Welcome to 22 Lincoln Rd, a magnificent luxury estate, completely renovated in 2023, nestled on over 3 pristine private acres, where refined elegance meets everyday comfort in perfect harmony. Thoughtfully designed across 3 fully finished levels, the residence showcases rich hardwood flooring, multiple fireplaces, curated lighting, & a sophisticated layout enhanced by 2 staircases. The gourmet chef's kitchen is a culinary masterpiece, outfitted with premium Thermador appliances including a 6 burner range, an oversized refrigerator, microwave, dual dishwashers, and two sinks. A chic wet bar & dedicated coffee bar elevate every dining occasion. With 7 spacious bedrooms, eight luxurious full bathrooms, and three half baths, this home offers remarkable versatility for any lifestyle. A separate suite complete independence with its OWN KITCHEN, living space, bedroom, & full bath. Outside, two expansive decks, an alfresco fireplace, and a potential sports court that awaits your final design.

22 Lincoln Rd, Lincoln

Listing courtesy of Listing Agent: The Lucci Witte Team from Listing Office: William Raveis R.E. & Home Services.

2 Kemble, Lenox
$4,850,000
13 Beds ⋅ 14 Baths ⋅ 73496031 MLS
The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.

2 Kemble, Lenox

Listing courtesy of Listing Agent: Cameron Volastro from Listing Office: William Pitt Sotheby's International Realty.

6 Mercer Circle, Cambridge
$4,800,000
4 Beds ⋅ 5 Baths ⋅ 73502038 MLS
Tucked along one of the most sought-after streets in West Cambridge, between Harvard Square & the Charles River, this beautifully proportioned home blends historic character with everyday convenience. Mercer Circle, originally called Telephone Street, is part of a storied enclave developed by Gardiner G. Hubbard, founder of the National Geographic Society and 1st president of Bell Telephone Company. The property showcases a 29' covered wrap-around porch overlooking specimen plantings. Inside, gracious rooms are defined by tall windows & ceilings, fireplaces, and custom built-ins. Outside, the irrigated fruit gardens yield plums, blueberries, apples, and vegetables. Ideally located just 0.2 miles from BB&N’s Lower and Middle Schools and approximately one mile from Shady Hill School & BB&N’s Upper School. Properties on Mercer Circle are rarely offered, as residents tend to stay for generations, drawn by the tranquil setting, community, & enduring curb appeal.

6 Mercer Circle, Cambridge

Listing courtesy of Listing Agent: Gail Roberts, Ed Feijo & Team from Listing Office: Coldwell Banker Realty - Cambridge.

451 Wellesley St, Weston
$4,800,000
5 Beds ⋅ 7 Baths ⋅ 73494280 MLS
Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible layout includes a first-floor bedroom suite ideal for guests, while upstairs offers five bedrooms, including a spacious primary suite with fireplace, luxurious bath, dressing area, and multiple walk-in closets, along with four additional bedrooms and three full baths. The finished walk-out lower level with a separate entrance includes a kitchen, bedroom, full bath, exercise and media rooms—perfect for extended living or entertaining. Complete with a five-car garage and located just minutes from the state’s top public schools, with convenient access to Boston.

451 Wellesley St, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.

15 John Poulter Road, Lexington
$4,780,000
6 Beds ⋅ 7 Baths ⋅ 73573880 MLS
Welcome to exceptional elegance in a coveted location, perfectly positioned just steps from top-rated schools and Lexington’s most sought-after amenities. This custom home showcases thoughtful design & superior construction, w/ exquisite millwork, soaring 10-foot ceilings, & expansive windows that fill the home w/ natural light. Designed for luxury & everyday living, it incorporates mobility considerations w/ energy-efficient features throughout. Enjoy seamless indoor-outdoor living on a beautifully landscaped 1/2-acre setting, where outdoor spaces rival the interior. Standout features are; 6 en-suite bedrooms, including elegant primary suite, 1st floor accessible suite, a spectacular entertainment-sized kitchen w/ floor-to-ceiling custom cabinetry, large island, Wolf appliances, enviable pantry, office w/ fireplace; heated 3-car garage, 9-zone HVAC, 1st floor radiant heat, whole-house generator; Sonos & designer lighting w/ Legrand controls. Excellence personified in prime location.

15 John Poulter Road, Lexington

Listing courtesy of Listing Agent: Coleman Group from Listing Office: William Raveis R.E. & Home Services.

136 Dudley Rd, Newton
$4,750,000
3 Beds ⋅ 5 Baths ⋅ 73544248 MLS
Rarely available 3.25-acre property on Newton's South Side offers an exceptional development opportunity in an estate property area. The site is located on picturesque Dudley Road, surrounded by mature trees and expensive homes. There is currently a 4,200sf antique barn on the property that was converted to a residence 50 years ago. This residence has 4 bedrooms, 3 bathrooms and a 2-car garage. The owners have secured an engineering opinion confirming the potential for a three-lot, as-of-right subdivision, by creating a cul-de-sac off Dudley Rd. The creation of the cul-de-sac would require the removal or relocation of the existing barn. Each lot holds the potential for a 8,000+ SF house. Whether you envision restoring and modernizing the existing home, creating a new private estate, or pursuing a subdivision for multiple grand residences, the possibilities here are significant. Buyer to perform due diligence prior to submitting an offer.

136 Dudley Rd, Newton

Listing courtesy of Listing Agent: Ezra Stillman from Listing Office: Hammond Residential Real Estate.

393 Commonwealth, Newton
$4,749,000
5 Beds ⋅ 6 Baths ⋅ 73584123 MLS
Set on a corner lot of over 30,000 square feet of beautifully manicured, level grounds along Commonwealth Avenue’s coveted carriage lane at the crest of Heartbreak Hill, this distinguished brick Georgian seamlessly blends classic architecture with refined modern updates. Enter the gracious foyer to find a sweeping staircase crowned by a majestic crystal chandelier. The formal dining room boasts a striking gas Onyx Marble fireplace and flows effortlessly into a sun-filled conservatory, while the formal living room conveniently adjoins a sophisticated classic bar lounge. The reimagined main level is designed for today’s lifestyle, featuring a stunning open-concept kitchen and a spacious family room that serve as the heart of the home, ideal for both intimate family life and large-scale entertaining. A private home office with custom built-ins, a beautifully renovated mudroom, and two powder rooms complete this level.The second floor offers a luxurious primary suite complete with an exceptional custom walk-in closet and a fully renovated, spa-inspired bath with a steam shower, accompanied by two additional bedrooms and a full bath. The third floor provides a versatile and private teen suite featuring two generously sized bedrooms and a renovated full bath, offering exceptional flexibility for guests, family members, or dedicated home officesOutside, the impressive grounds showcase mature landscaping, extensive stonework, a renovated heated in-ground pool, and a fully equipped professional chef’s outdoor kitchen, creating a private backyard retreat designed for effortless entertaining. Situated within the highly sought-after Ward School district, this exceptional property offers convenient access to Newton Centre, the Mass Pike, premier local schools, shopping, dining, and downtown Boston.

393 Commonwealth, Newton

Listing courtesy of Listing Agent: The Power of Two Holly & Jerry from Listing Office: Classic Realty.

1640 Commonwealth Ave, Newton
$4,699,000
6 Beds ⋅ 7 Baths ⋅ 73509976 MLS
JUST COMPLETED. FINAL LANDSCAPING UNDERWAY. Timeless home by a premier local developer in iconic West Newton Hill. A sun-drenched foyer with custom millwork, soaring ceilings, & expansive windows creates a striking first impression, opening to elegant living & dining spaces. The kitchen is the heart of the home, outfitted with high-end appliances, inset cabinetry, an oversized waterfall island, scullery, and pantry, flowing seamlessly into a warm, inviting family room with fireplace and custom built-ins overlooking the landscaped backyard and covered patio. A breakfast area framed by floor-to-ceiling windows captures natural light throughout the day. A first-floor suite/office with patio access. A large mudroom with custom built-ins & direct access to heated garage. Upstairs, four ensuite bedrooms with custom closets, anchored by a serene primary suite with built-ins, bar, fireplace, spa-like bath, walk-in closet & private balcony. Finished lower level w/den, bar, bedroom, bath, & gym.

1640 Commonwealth Ave, Newton

Listing courtesy of Listing Agent: Lena Voloshin from Listing Office: LV Group Real Estate.

454 Dudley Rd, Newton
$4,695,000
7 Beds ⋅ 9 Baths ⋅ 73577217 MLS
454 Dudley is a newly built residence set in a prime Newton location, offering four beautifully finished levels of living that deliver exceptional scale and sophisticated design. Situated on a landscaped .39-acre lot, the home features 7 bedrooms and an expansive, highly functional floor plan. At the heart of the main level, a statement kitchen pairs custom cabinetry and high-end appliances with generous gathering and entertaining spaces, while an en-suite first-floor bedroom offers valuable flexibility for guests, an au pair, or a private home office. Upstairs, three en-suite bedrooms include an impressive primary retreat with a fireplace, private balcony, two walk-in closets, and a spa-inspired bath with radiant heated floors. The living space continues across a fully finished third floor and walkout lower level, creating endless possibilities for recreation, fitness, media, work, or extended-stay guests. With substantial indoor and outdoor space and convenient access to Chestnut Hill, area schools, shopping, dining, and downtown Boston, this is new construction designed for both the way you live and the way you entertain.

454 Dudley Rd, Newton

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

23 Burroughs Road, Lexington
$4,695,000
6 Beds ⋅ 10 Baths ⋅ 73555839 MLS
Sophisticated elegance on approximately an acre of land in highly desirable neighborhood. A warmth upon entering through the grand foyer reveals an abundance of natural light and 76 impressive oversized windows. Beautiful architectural elements are revealed as the floor plan flows through an open concept chef's kitchen • butler's pantry • 5 entertaining rooms • 2 private home offices • media room • 6 en suite bedrooms • main level bedroom suite • fitness center • game room • sports bar with lounge • wine cellar and tasting room • 2 large stone patios • outdoor kitchen and fireplace • tranquil views of large flat private rear yard • 3 car heated garage. Nearby entrance to 150 acres of historic conservation land including trails, ponds, meadows, and antique stone walls. Just blocks to historic Lexington center and both elementary and middle schools. Easy commuter location to routes 3, 2 and I-95.

23 Burroughs Road, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

32 Hawthorn St, Cambridge
$4,600,000
7 Beds ⋅ 5 Baths ⋅ 73496611 MLS
In the intellectual heart of Cambridge, a residence of architectural grandeur offers a rare convergence of substance and tranquility, just steps from Harvard Sq & Charles River. This Victorian lives like a grand single-family home while possessing the versatility of a 2-family. Spanning 3824sqft, its 15 rooms are defined by generous proportions, natural light, timelessness of five fireplaces. The layout features 5 beds, 3F/2H baths, sunroom. At its heart is a chef’s kitchen, a welcoming space with a large island, high-end appliances, intimate seating. Discover a private urban sanctuary on the sprawling 6563sqft lot, where a perfected Zen-like garden creates an idyllic retreat for serene lounging. A coveted side-by-side 2-car driveway, Central AC, private-entrance au-pair/guest suite provide ultimate flexibility. Expansive 1174sqft high-ceilinged unfinished basement awaits your vision. Unique opportunity to live moments from iconic museums, acclaimed dining. Currently rented through Dec 31, 2026. Showings by Appointment Only

32 Hawthorn St, Cambridge

Listing courtesy of Listing Agent: Mac Chinsomboon from Listing Office: Coldwell Banker Realty - Boston.

35 Willard St, Cambridge
$4,599,000
6 Beds ⋅ 7 Baths ⋅ 73562908 MLS
Welcome to 35 Willard Street, a rare and pristine six-bedroom, six-and-a-half-bath single-family residence built in 2017, offering 4,800SF of beautifully designed living space across four levels. Ideally situated in Cambridge’s coveted Half Crown–Marsh neighborhood, the home is just moments from the Charles River and Harvard Square and features an attached two-car garage and a fully equipped au pair/in-law suite. A grand foyer introduces the main living level, with a gracious corner dining room framed by bay windows on one side and an inviting living room with a bay window and fireplace on the other. At the heart of the home is a chef’s kitchen appointed with Sub-Zero and Wolf appliances, a pantry, and breakfast bar. A powder room completes the level, while an elegant staircase accented with custom wainscoting connects the upper floors and garden level. The second floor features three bedrooms, each with an en suite bath. The spacious primary suite includes a custom-built walk-in closet and a luxurious bath with a dedicated soaking tub and oversized shower. The third floor offers two additional bedrooms, one of which offers an en suite bath and another full bath, a custom-built laundry room, and access to a private roof deck. The garden-level au pair/in-law suite provides exceptional flexibility with its own chef’s kitchen, full bath, additional laundry, and private entrance. An attached, EV-ready two-car garage and a private side patio ideal for al fresco dining and entertaining complete the home. 35 Willard Street offers an exceptional combination of scale, thoughtful functionality, outdoor space, and location in one of Cambridge’s most coveted residential neighborhoods, with convenient access to Harvard Square, BB&N, Charles River, and Downtown Boston.

35 Willard St, Cambridge

Listing courtesy of Listing Agent: Jennie & Eddie Luxury Living Boston Team from Listing Office: Regatta Realty.

21 Westerly, Weston
$4,585,000
6 Beds ⋅ 7 Baths ⋅ 73575514 MLS
Introducing an elegant shingle and stone residence prominently situated in the prestigious Weston Estates neighborhood. This custom home is masterfully constructed with fine attention to detail by an acclaimed builder. A striking stone fireplace graces the family room and complements the open concept design. The classic floor plan features a grand two story foyer, charming sun room and fabulous finished lower level. The 6th bedroom suite located on the 3rd floor can be used as an in-home office or as a special getaway for guests. The exceptional grounds are architecturally enhanced with a decorative gazebo with a built-in kitchen. The exquisite backyard has a sprawling stone patio adorned with beautiful perennial gardens and manicured grounds. This unique home has all the desired amenities and gravitas for the most discerning buyer.

21 Westerly, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

14 Hastings Rd, Lexington
$4,500,000
7 Beds ⋅ 9 Baths ⋅ 73583930 MLS
Unprecedented opportunity to own this timeless estate with an unbeatable Lexington Center location. Walking distance to the Lexington Battle Green, the heart of Lexington. Walking distance to the Lexington Town Pool, town tennis and pickleball courts, the track and field. Walking distance to Lexington High School, Bridge Elementary, and Lincoln Park. Walking distance to the Lexington Golf Club. This is a rare chance to have unmatched urban convenience while enjoying the best of suburban life. Overlooking picturesque Hastings Park, this shingle-style home exudes the elegance and class its premier custom builder had in mind. This custom home boasts 7 bedrooms, all with their own en-suite bathrooms, 2 additional half baths, soaring 9' ceilings, beautiful custom millwork, and thoughtfully designed living spaces throughout. The first floor features a chef’s kitchen with large island, dining area & butler’s pantry, elegant formal dining room, large living room with fireplace, a spacious family room with fireplace & built-ins, an amazing mud room, plus the main level private en-suite guest bedroom. Upstairs, a luxurious primary suite and additional en-suite bedrooms offer comfort and convenience for family and guests. The finished lower level provides even more flexible space, perfect for entertaining, recreation, or guests. A screened porch and huge stone patio with direct gas line for a grill are perfect for entertaining, while the beautiful and mature landscaped yard provides amazing privacy. A large, heated 3-car garage complete this one-of-a-kind home in the heart of Historic Lexington Center.

14 Hastings Rd, Lexington

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

12 Wyndemere Drive, Southborough
$4,500,000
6 Beds ⋅ 8 Baths ⋅ 73481194 MLS
Newly refreshed English Country Estate ready to be discovered! Recently enhanced with a sophisticated neutral palette, this extraordinary 9,300+ sq ft residence is privately sited on 4.5 magnificent acres at the crown of one of Southborough’s most distinguished estate neighborhoods. Surrounded by 180 acres of conservation land, the home offers exceptional privacy, architectural distinction and timeless craftsmanship. Grand formal rooms with exquisite millwork flow to inviting everyday living spaces, while seven gas fireplaces create unexpected warmth throughout. Six bedrooms include a luxurious primary suite with dual spa baths and magnificent sunset views. Resort-style grounds feature multiple terraces, a heated freeform pool, formal English gardens, sculpted hedges, perennial blooms and a flourishing apple orchard with working cider press. An irreplaceable private estate setting just one mile from Fay and St. Mark’s Schools and 25 miles from downtown Boston.

12 Wyndemere Drive, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

389 River Rd, Carlisle
$4,495,000
8 Beds ⋅ 7 Baths ⋅ 73531988 MLS
Set on an extraordinary 12-acre waterfront parcel, this rare property features two homes on a single private lot along the scenic Concord River. The contemporary main residence is designed to capture stunning river views from nearly every room, offering elegant living spaces, five fireplaces, and a spectacular indoor pool for year-round enjoyment. In total, the property includes 8 bedrooms and 7 bathrooms, providing exceptional space for family and guests. A private dock extends into the Concord River, offering direct access for boating, kayaking, and waterfront recreation. Surrounded by mature landscaping and acres of natural beauty, the property offers remarkable privacy and a peaceful setting while remaining conveniently accessible to upscale shopping, fine dining, and 3 airports. Combining luxury, contemporary design, and one of the area's most desirable riverfront locations, this exceptional estate presents a rare opportunity to enjoy an unparalleled waterfront lifestyle.

389 River Rd, Carlisle

Listing courtesy of Listing Agent: Kevin Balboni from Listing Office: William Raveis R.E. & Home Services.

75 Woodfall Rd, Belmont
$4,490,000
6 Beds ⋅ 8 Baths ⋅ 73551204 MLS
Grandeur awaits, Welcome home to 75 Woodfall Rd in Belmont. This sprawling villa with a finished lower level offers unparalleled luxury & space, perfect for grand living and entertaining. The bright and sunny home's craftsmanship is evidenced by its soaring ceilings & custom inlaid hardwood flooring, Italian marble fireplaces & stately columns. A sweeping circular driveway with a four car garage leads to a grand foyer featuring a dramatic curved staircase and chandelier that sets the stage for the home's exquisite details. The foyer opens to an oversized great room with walls of glass and twenty-foot ceilings. Multiple decorative fireplaces exude Mediterranean charm. Unleash your inner chef in a gourmet eat-in kitchen designed for culinary creations, offering an island, walk in pantry, Viking appliances and a butlers pantry with access to the formal dining room. Six spacious bedrooms, each a private sanctuary on its own & six full & 2 half luxurious bathrooms.

75 Woodfall Rd, Belmont

Listing courtesy of Listing Agent: Janet Ghazzi from Listing Office: Coldwell Banker Realty - Newton.

4 Adams Street, Lexington
$4,485,000
6 Beds ⋅ 6 Baths ⋅ 73491482 MLS
This turnkey luxury historic residence, meticulously restored and ideally situated on Meriam Hill just three blocks from Lexington’s town center, offers a rare opportunity to experience the grandeur of a distinguished historic home with the ease and sophistication of modern living. Thoughtfully preserved architectural details are complemented by interiors conceived by an award-winning Boston designer, creating an elegant yet inviting environment where timeless character and contemporary amenities are seamlessly integrated.Bathed in natural light, the gracious interiors unfold from a grand foyer anchored by the original staircase, leading to formal living and dining rooms and a handsome study, each appointed with its own fireplace. A stately wraparound porch extends the living experience outdoors, providing an idyllic setting for entertaining or unwinding while taking in spectacular sunset views.A thoughtfully designed addition introduces a sophisticated chef’s kitchen with a butler’s pantry, casual dining area, and dedicated office nook, perfectly suited to both everyday living and effortless entertaining. The lower level further elevates the home’s lifestyle offering with a media room, game room, fitness center with direct backyard access, and an additional mudroom. An attached three-car garage and two mudrooms provide exceptional convenience and functionality.Set in one of Lexington’s most coveted neighborhoods, the residence places the town’s celebrated amenities, including its highly regarded schools, shops, restaurants, and community offerings, all within blocks. This exceptional property is a distinguished blend of historic provenance, architectural beauty, modern luxury, and an unparalleled in-town location.

4 Adams Street, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

24 Fiske Road, Lexington
$4,479,000
7 Beds ⋅ 7 Baths ⋅ 73579846 MLS
Thoughtfully conceived and beautifully executed, this exceptional new construction residence offers more than 7,600 square feet of impeccably designed living space in Lexington’s coveted Sun Valley neighborhood. A two-story foyer makes an immediate impression, introducing sun-filled interiors with generous ceiling heights, large-scale windows, and wide-plank hardwood floors throughout. Elegant formal living and dining rooms lead to a spectacular chef’s kitchen centered around an oversized island, complemented by a walk-in pantry, service bar with wine refrigeration, and breakfast area opening to a private deck. The adjoining fireplaced family room is framed by custom built-ins and flows into a striking window-wrapped sitting room with a vaulted tongue-and-groove ceiling, creating one of the home’s signature architectural moments. A first-floor bedroom suite or office adds flexibility. Upstairs, the primary includes two boutique-style dressing rooms with tailored built-ins and a spa-quality bathroom. Four additional bedrooms—two en suites and a Jack-and-Jill suite—accommodate family and guests with privacy and ease. The walk-out lower level extends the living space with a recreation lounge, dedicated theatre room, home gym, and private bedroom suite. Outside, professionally landscaped grounds unfold across nearly an acre of level lawn with classic stone walls and lush, layered plantings. Rows of Green Giant arborvitae establish an attractive year-round privacy screen, while a granite patio and deck enhance a sprawling backyard with ample room for a future pool. Natural gas service—an increasingly rare amenity in Lexington’s newest luxury homes—adds to the property’s distinction. A truly custom residence where refined finishes, timeless character, and an unparalleled setting come together to create a legacy home to be treasured for generations.

24 Fiske Road, Lexington

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

21 Douglas Road, Lexington
$4,450,000
5 Beds ⋅ 7 Baths ⋅ 73569967 MLS
This extraordinary estate showcases exceptional architecture, craftsmanship, and amenities inside and out. Set amid meticulously landscaped grounds with a private and newly fenced back yard, two-tier bluestone patio with pergola, and a tranquil pond with waterfall. Inside, find beautiful custom millwork, soaring ceilings, rich Brazilian cherry flooring, designer Italian lighting, and exquisite finishes. The main level features a spectacular Great Room with an 18’ coffered ceiling and dramatic two-story curved wall of glass, alongside an elegant Living Room, Dining Room with adjoining Buffet, and inviting Den with natural fieldstone fireplace. The impressive chef's Kitchen and Pantry offer serious culinary functionality with top-of-the-line appliances and amenities, abundant custom cabinetry, stone countertops, two spacious islands, European-inspired detailing, and a sunny eat-in bay. Private first-floor Guest Quarters offer an en-suite Bath with French doors to the back yard. The interior balcony upstairs offers breathtaking views of the grand two-story Foyer and Great Room. The lavish Master Suite includes a spacious sitting room with fireplace, vaulted-ceiling marble Bathroom with radiant heat, and an expansive boutique-style walk-in closet. Three additional en-suite Bedrooms plus a Laundry Room complete the second floor. The third floor provides dedicated Office and Exercise space, while the finished lower level boasts a fully equipped Home Theater, Recreation Room, Den, full Bathroom, and extensive storage. Heated attached three-car Garage plus detached Carriage House - ideal for future Pool House or Accessory Dwelling Unit (ADU) - add exceptional parking, storage, and versatility. Beautifully sited on a sprawling lot in one of Lexington’s most desirable neighborhoods, minutes from shopping, dining, top schools, commuter routes, and miles of conservation.

21 Douglas Road, Lexington

Listing courtesy of Listing Agent: Elizabeth P. Crampton from Listing Office: Coldwell Banker Realty - Lexington.

145 Dutton Road, Sudbury
$4,450,000
5 Beds ⋅ 8 Baths ⋅ 73558871 MLS
A one-of-a-kind European-inspired estate on 5.6 private wooded acres, featuring a private elevator, a 15-car garage compound, an indoor pool pavilion ready for completion, an immense customizable lower level, and exceptional craftsmanship. Some homes are built to satisfy the market. Others are created to fulfill a vision. La Farigoule belongs unmistakably to the latter. Inspired by the timeless country estates of France and Southern Europe, this extraordinary custom residence was conceived not as a speculative development, but as a lifelong private estate where architecture, craftsmanship, and imagination took precedence over convention. Every room, proportion, and crafted detail reflects a singular vision, giving the home remarkable character and unmistakable personality. Set amid secluded woodlands, La Farigoule reveals itself through remarkable spaces and unexpected discoveries. A private elevator serves every level, from the expansive lower level to the attic, combining elegance with convenience. The spectacular 15-car garage compound offers an extraordinary setting for automobile collectors, while a rare underground passage discreetly connects it to the residence- an architectural feature almost never found in a private home. A magnificent indoor swimming pool pavilion awaits completion as a year-round wellness retreat. Beneath the residence, an immense lower level can become a private cinema, wine cellar, fitness center, spa, golf simulator, guest residence, or exceptional entertainment venue. These spaces invite the next owner to shape the estate around a personal lifestyle. Even the smallest details express the home's European spirit. A traditional wood-fired pizza oven evokes Tuscany and Provence, where family and friends gather around simple pleasures, fine food, and memorable evenings. Handcrafted millwork, custom stonework, soaring spaces, and bespoke details create warmth, authenticity, and timeless elegance rarely found in contemporary construction. La Farigoule is more than a luxury residence- it is a home with a soul. Created not simply to impress, but to endure, it is complete in its architectural vision while offering opportunities for personalization without compromising its identity. Only minutes from Boston, yet surrounded by privacy, La Farigoule is for those who seek originality over convention, craftsmanship over fashion, and character over excess. Some houses are admired. Some houses are envied. La Farigoule is remembered.

145 Dutton Road, Sudbury

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

568 Wellesley St, Weston
$4,388,000
5 Beds ⋅ 7 Baths ⋅ 73475892 MLS
Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

12 Fayette Street (Rear), Cambridge
$4,350,000
4 Beds ⋅ 4 Baths ⋅ 73577841 MLS
Tucked away from the street amid mature trees in coveted Mid Cambridge, this 2023 free-standing residence is an architectural masterpiece and private sanctuary. Designed by Suzumori Architecture and built to Passive House standards, the home pairs sculptural modernism with exceptional comfort, efficiency, and wellness. Curved walls, soaring 12-ft ceilings, a dramatic white oak staircase, and full-height triple-pane windows flood the interiors with natural light while framing the extraordinary two-tier garden by Christie Dustman Co.—a secluded urban oasis of native plantings, custom stonework, trellises, and tranquil gathering spaces. The Scandinavian-inspired kitchen showcases a 10-ft quartzite island and artisan mosaic backsplash. The soaring primary suite features a jaw-dropping Zen luxe bath with floor-to-ceiling tile, curbless shower, and dual vanity. Complementing the primary suite are two additional bedrooms, a full bath, and a conveniently located laundry room, while a treetop studio with Juliet balcony provides a light-filled retreat for fitness, work, or creative pursuits. The finished lower level offers recreation space, guest accommodations, and a fourth bedroom with full bath. Enhanced by state-of-the-art smart-home technology, this one-of-a-kind residence delivers a holistic living experience where architecture, nature, and tranquility exist in perfect harmony.

12 Fayette Street (Rear), Cambridge

Listing courtesy of Listing Agent: Maggie Dee + Charles Cherney Team from Listing Office: Compass.

4 Dartmouth, Winchester
$4,299,000
5 Beds ⋅ 6 Baths ⋅ 73574948 MLS
Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully renovated, maintained and updated, blending classic architecture with modern comfort. This 5-bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, and a second-floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!

4 Dartmouth, Winchester

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

14 Winthrop St, Newton
$4,295,000
7 Beds ⋅ 7 Baths ⋅ 73578127 MLS
Set on a landscaped, level lot in coveted West Newton Hill, this 1880 Victorian blends timeless architectural character with exceptional scale and comfort. Rich period details, soaring ceilings, generous proportions, and abundant natural light define the home. The sun-filled kitchen and family room, surrounded by windows on three sides, features a gas fireplace, oversized island, dining area, built-in office nook, and direct access to a bluestone patio and flat backyard. The main level also offers elegant formal living and dining rooms, a music room, mudroom, and 2 half baths. The 2nd floor includes a spacious primary suite with private office, deck, dressing room, and bath, plus three additional bedrooms, two full baths, and laundry. The third floor offers two bedrooms, a full bath, and family room. The finished lower level includes a guest bedroom, full bath, second laundry, storage, and flexible bonus space.

14 Winthrop St, Newton

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

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