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54 Sargent Road, Brookline
$8,400,000
7 Beds ⋅ 8 Baths ⋅ 73592560 MLS
Set on 1.21 private acres in Brookline’s coveted Sargent Estate neighborhood, 54 Sargent Road is a c.1925 Colonial reimagined through a thoughtful, design-driven renovation. Tall ceilings, preserved millwork, detailed moldings, and four fireplaces meet bespoke finishes and a warm palette of materials. Across 8,540 square feet, seven bedrooms, six full and two half baths accommodate everyday living and gracious entertaining. An elegant foyer connects the first-floor living spaces. The living room features a wood-burning fireplace with a custom Chesneys mantel, built-ins, window seats, and French doors offering views through the Conservatory to the gardens. Opposite, the dining room pairs a fireplace and built-in cabinetry with de Gournay wallpaper. A fully appointed bar leads to the expanded kitchen where custom cabinetry, two islands, and a curved breakfast room overlooking the grounds, and opens to a window-lined family room. A private office and second bar sit beyond. The house opens to one of its most striking spaces: the Conservatory. A defining addition in the sellers’ renovation, it forms the architectural link between the main house and the formerly detached carriage house and garage. The carriage house includes a three-car garage and a private guest suite above, with a bedroom, full bath, kitchenette, and living room opening through French doors to a patio with a hot tub. In the main house, a winding staircase framed by a soaring window leads to a book-lined landing and sun deck. The primary suite offers a fireplace, bespoke built-ins, two walk-in closets, and a spa-like bath. Two en-suite bedrooms, two bedrooms sharing a Jack-and-Jill bath, and laundry complete the second floor. The third floor adds a great room, bedroom, full bath, and storage. Below, a gym, recreation room, theater, wine cellar, half bath, and second laundry provide space for fitness and leisure. Outside, a bluestone patio off the kitchen invites al fresco dining. A garden fountain, intricate iron gate, and planted pathways lead to an expansive, private level lawn framed by mature trees. A fire pit offers a gathering place for evenings that linger well past dinner. Known for its quiet streets, pond, and conservation land, Sargent Estates surprising sense of nature so close to the city. Near Lincoln School, Brookline High, and area private schools,the property is blocks from the Green D Line, with convenient access to Longwood Medical Area, downtown Boston, Cambridge, and Logan.

54 Sargent Road, Brookline

Listing courtesy of Listing Agent: Hilary Maddox Team from Listing Office: Compass.

23 Bedford Rd, Lincoln
$8,300,000
5 Beds ⋅ 10 Baths ⋅ 73471157 MLS
Sited privately in Lincoln Center on 6.25A park like grounds, this rare architectural estate seamlessly blends history, modernism and sustainability. Originally built in the 1860 as a Victorian manor, the home was reimagined in 1950 introducing the Bauhaus principles of clean lines, functional design and indoor-outdoor harmony. Today, after a meticulous LEED-certified restoration, the residence stands as both a preserved landmark and a showcase of modern luxury. Expansive glass walls, dramatic overhangs, and a sculptural spiral staircase define interiors that flow with light and openness. A kitchen with recycled glass and quartz countertops, professional-grade appliances and radiant-heated stone floors anchors the home. Five spacious bedrooms, spa-inspired baths and flexible living spaces include a library, office, music room, recreation room and wine cellar, offering comfort and versatility.

23 Bedford Rd, Lincoln

Listing courtesy of Listing Agent: Salem Coughlin Group from Listing Office: Compass.

40 Singletree Rd, Brookline
$8,200,000
6 Beds ⋅ 9 Baths ⋅ 73526856 MLS
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

40 Singletree Rd, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

80 Gansett Rd, Falmouth
$7,995,000
9 Beds ⋅ 8 Baths ⋅ 73590614 MLS
Privately set on 1.95 beautifully landscaped acres in the coveted Gansett neighborhood of Woods Hole, this distinguished 1930 Colonial estate captures the essence of refined Cape Cod living. Days unfold between the heated saltwater pool, expansive lawns, private association beach overlooking Quissett Harbor, and deeded access to Little Gansett Beach, while the restaurants, cafés, waterfront, and village life of Woods Hole are nearby. Rich in architectural character and thoughtfully expanded over time, the property offers an exceptional combination of privacy, gracious entertaining spaces, and effortless access to the water. Offering more than 8,500 square feet of living space, nine bedrooms, seven full baths, and one half bath, the residence provides remarkable flexibility for family and guests. At the heart of the main house is a chef's kitchen appointed with a Wolf range and Sub-Zero appliances, complemented by a charming breakfast nook, formal dining room with fireplace, laundry room, and mudroom. A first-floor primary suite provides gracious single-level living, while a handsome den, fire placed living room, and sunroom offer beautifully proportioned spaces for intimate gatherings and larger-scale entertaining. Upstairs, a second primary suite enjoys water views, a walk-in closet, and private bath. A second-floor library, two additional bedrooms sharing a full bath, three smaller bedrooms with another shared bath, and an original telephone closet preserve the home's distinctive character and 1930s heritage. A substantial addition creates an exceptional second living environment, anchored by a dramatic cathedral-ceiling great room with fireplace and an adjoining sitting room. A galley kitchen appointed with Gaggenau appliances, one bedroom, two baths, and a lower-level office provide exceptional flexibility for extended family and guests. This wing also includes a generous bonus family room-ideal for game nights, movie evenings, or memorable gatherings-as well as an additional room accessed from the exterior patio, offering even more versatile guest space. French doors open to a private patio and firepit, seamlessly extending the living and entertaining areas outdoors. The grounds are equally impressive, with mature professional landscaping framing the heated saltwater pool, koi pond, sweeping lawns, and multiple areas for outdoor entertaining and relaxation. Ownership includes access to a private association beach overlooking picturesque Quissett

80 Gansett Rd, Falmouth

Listing courtesy of Listing Agent: Kerrie Marzot from Listing Office: Sotheby's International Realty.

334 Hammond St, Newton
$7,995,000
8 Beds ⋅ 9 Baths ⋅ 73590108 MLS
334 Hammond Street presents a rare opportunity to own a distinguished Georgian Revival residence, lovingly maintained and thoughtfully evolved by the same family for the past 25 YEARS. Set back from the road behind its classic brick façade, this circa-1900 home is remarkably understated from the street, revealing an unexpected sense of scale and versatility within. Generously proportioned rooms, beautifully preserved architectural character, and restored Palladian windows speak to the home’s history, while thoughtful updates and a more contemporary rear addition reflect the way it has evolved for modern living. With 8 bedrooms, expansive gathering spaces, and a finished lower level complete with an in-law suite, the floor plan offers exceptional flexibility for family, guests, work, and entertaining. One of the property’s most distinctive features is the detached indoor swimming pool, creating a private retreat that can be enjoyed in every season. Carefully cared for through the years, 334 Hammond Street offers the character and presence of a historic Newton home together with the space and adaptability to serve its next generation for years to come!

334 Hammond St, Newton

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

11 Chestnut Street, Boston
$7,990,000
5 Beds ⋅ 6 Baths ⋅ 73589980 MLS
Located on coveted Chestnut Street in Beacon Hill, this south-facing residence underwent an extensive renovation by Holland following its purchase in 2018, blending French-inspired elegance with modern luxury. The chef’s kitchen offers a Lacanche range and expansive wood island, opening to a private patio with a gas fireplace and grill. Versailles parquet and chevron flooring, eight fireplaces, and exceptional craftsmanship distinguish the interiors. A grand living room with three stately windows connects to a living room and library/office. A private spa features an infinity pool and hammam with steam room. An elevator serves all five floors, including a luxurious primary suite with a marble bath and sitting room. The top-floor family room features original exposed beams and skylights. A remarkable home pairing historic character with beautifully appointed spaces for everyday living and entertaining. 11 Chestnut Street is steps away from the Boston Common, Public Garden, State House, Charles River Esplanade, Back Bay, and the fine boutiques and restaurants of Charles Street.

11 Chestnut Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

55 Estabrook Road, Concord
$7,950,000
4 Beds ⋅ 8 Baths ⋅ 73578430 MLS
A winding driveway gradually reveals this exceptional property, privately set on 3.25 bucolic acres overlooking picturesque, Vermont-like meadows framed by classic stone walls. Mature plantings & established landscaping create a beautiful sense of place, while inside, thoughtful design & exceptional craftsmanship come together in a home where simple elegance and understated sophistication feel entirely at home.Thoughtfully transformed through 3 quality- and precision-driven renovations, the home offers a gracious, welcoming interior w an effortless sense of flow. More than 6,000 SF provides plenty of room to gather, relax & entertain, while expansive kitchen & living areas connect naturally to the outdoors & open directly to over 1,500 SF of bluestone & brick terraces, where sweeping views of rolling meadows create a beautiful backdrop for everyday living & entertaining. Wraparound patios, a dedicated dining area & beautifully landscaped grounds make outdoor living especially natural.Inside, craftsmanship is quietly evident throughout, with details that feel refined without ever feeling overstated. Rift- and quarter-sawn oak floors, intricate wainscoting, high coffered ceilings, fine millwork and custom doors lend warmth, character and permanence. Modern comforts are seamlessly integrated, including geothermal & radiant, a heated exterior courtyard and advanced smart-home technology. Four bedrooms are each ensuite, with their own marble baths. The first-floor primary suite is particularly inviting, with fireplace, wet bar, two walk-in closets and direct access outdoors. Upstairs, a charming gallery with a reading area provides a comfortable transition to the bedroom level.A heated 3-car garage w EV charger and half bath adds everyday convenience, while the professionally cultivated grounds & integrated hardscape complete the setting. And then there is the location. Concord Center is an easy walk through North Bridge National Park, while nearby Great Meadows Wildlife Refuge offers wonderful opportunities for walking, running & x-c skiing. The property embraces so much of what makes Concord special—its history, natural beauty, trails, meadows and strong sense of community—along with excellent public & private schools and the convenience of private jet service just six miles away.Ultimately, 55 Estabrook is a home where simple elegance, thoughtful design & an extraordinary connection to nature come together to create an exceptional quality of life experience.

55 Estabrook Road, Concord

Listing courtesy of Listing Agent: Barrett & Comeau Group from Listing Office: Barrett Sotheby's International Realty.

122 Marlborough Street, Boston
$7,900,000
4 Beds ⋅ 6 Baths ⋅ 73536744 MLS
Set along one of Back Bay's most picturesque tree-lined streets, this distinguished single-family residence pairs timeless architectural elegance with thoughtfully updated interiors and modern amenities. Grand living spaces are defined by soaring ceilings, oversized bay windows, elegant custom built-ins, handsome fireplaces, and abundant natural light. The beautifully renovated kitchen features custom cabinetry, top-of-the-line appliances, and a spacious butler's pantry designed for effortless entertaining. Crowning the home is a spectacular roof deck with sweeping views of the Back Bay skyline and city beyond. Recent improvements include updated HVAC systems and lighting throughout. Additional amenities include an elevator servicing all floors, a wine room, and a versatile lower level with kitchenette and full bath, ideally suited for a guest suite. Complete with an outdoor patio and 2 full parking spaces, this residence offers a rare opportunity in Boston's most coveted neighborhood.

122 Marlborough Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

63 Bigelow Rd, Newton
$7,895,000
6 Beds ⋅ 7 Baths ⋅ 73580804 MLS
Set within the serene, tree-lined streets of West Newton Hill, 63 Bigelow Road is surrounded by distinguished homes and beautifully landscaped private lots. This striking modern French-inspired residence offers exceptional privacy in a setting that feels remarkably peaceful, yet remains moments from the best of Newton and convenient to Boston. A refined architectural presence immediately sets the tone. Stucco siding, black-grid windows, iron detailing, and a distinctive roofline punctuated by dormers give the home a timeless European influence with a fresh, modern point of view. Inside, the architectural character continues through beautifully designed interiors rich with detail. The foyer creates a memorable introduction, framed by graceful arched openings and a coffered ceiling extending the length of the hall, with a procession of globe brass pendants drawing the eye through the space. At the home’s center, a sculptural Venetian plaster spiral staircase makes a dramatic statement and speaks to the craftsmanship found throughout. Herringbone white oak floors, substantial crown molding, and carefully selected brass lighting add texture and warmth, creating interiors that feel sophisticated without being overly formal. The kitchen pairs marble countertops with warm white oak and softly curved architectural detailing, while recurring arches create a natural connection between spaces. Six bedrooms offer exceptional flexibility. The experience continues on the fully built-out lower level, where a private gym, bar, and expansive entertaining spaces create a destination of their own for recreation and hosting family and friends. Elegant yet inviting, grand in scale yet rich with thoughtful detail, 63 Bigelow Road is a home defined as much by its atmosphere as its architecture. The ideal West Newton Hill residence bringing together privacy, craftsmanship, and modern luxury in an exceptional neighborhood setting.

63 Bigelow Rd, Newton

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

65 Hammond Street, Cambridge
$7,895,000
6 Beds ⋅ 7 Baths ⋅ 73574737 MLS
The Hammond House — Classic Cambridge architecture, completely reimagined. Just steps from Harvard Divinity School, this extraordinary 6,818 sq ft Colonial residence has undergone an extensive restoration and reconstruction, blending timeless architectural character with exceptional modern design. Offering 18 rooms, 6 bedrooms and 6.5 baths across four beautifully finished levels, the home provides remarkable scale in one of Cambridge’s most desirable settings. The dramatic chef’s kitchen by Appleton Kitchens features custom cabinetry, an oversized vertical-grain white oak island, Taj Mahal quartzite and premier Wolf, Sub-Zero and Cove appliances. Expansive living and entertaining spaces feature white oak flooring, custom millwork, built-ins and abundant natural light, including four oversized skylights above the central stair hall. The outstanding primary suite is a true private retreat, featuring a massive custom walk-in closet and private balcony. Its spa-inspired bath showcases luxurious finishes, an oversized soaking tub and expansive shower with dual shower heads, creating a serene sanctuary designed for complete relaxation. Four bedrooms are en-suite, while the flexible skylit third floor offers exceptional space for an office, lounge or additional living area. A striking four-stop pneumatic GLASS ELEVATOR connects every level. The finished lower level includes a media room, kitchenette, gym and wellness area with ThermaSol steam shower and HUUM sauna. Behind the restored Colonial Revival exterior are thoroughly modern systems including 100% electric living, five-zone heat-pump HVAC, dual Navien hybrid water heaters, new 400-amp electrical service, EV wiring and a high-performance insulated building envelope. Outdoor living includes a restored columned front portico with mahogany decking and ceiling, elevated rear entertaining deck, private balcony and professionally landscaped grounds. A rare opportunity to experience the character of classic Cambridge with the sophistication and comfort of essentially new construction, moments from Harvard Square and Cambridge Common.

65 Hammond Street, Cambridge

Listing courtesy of Listing Agent: The Shorey Realty Group from Listing Office: Real Broker MA, LLC.

32 Lime St, Boston
$7,800,000
4 Beds ⋅ 6 Baths ⋅ 73579747 MLS
Located on a picturesque tree-lined street on the Flat of the Hill, this 1914 townhouse spans 5,194 square feet, offering four bedrooms, five and a half bathrooms and two private outdoor spaces. The main floor opens with a gracious foyer leading to an elegant dining room. One level below, the garden floor unfolds around a generous kitchen, dining area, and family room, all opening directly to a private brick patio—a rare, quiet outdoor retreat in the heart of the city. Above the main floor, the house reveals one of its most remarkable spaces: a double-height great room (living room/library), with an open balcony on the level above overlooking the room. The scale is extraordinary, creating a centerpiece for both quiet afternoons and elegant entertaining. The next floor holds two bedrooms and two bathrooms. The top floor is anchored by the primary suite, with a walk-in closet and elegant bath, and an additional bedroom at the opposite end of the hall. A private roof deck crowns the residence with unobstructed 360-degree views across Boston. Not to be missed!

32 Lime St, Boston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

340 Marlborough St, Boston
$7,800,000
5 Beds ⋅ 5 Baths ⋅ 73492678 MLS
Elegant single family home set on a landscaped European garden on Marlborough St. Renovated to the finest standards while keeping the quintessential Back Bay details, this home boasts 5 bedrooms, 3 full baths & 2 half baths.There is a gourmet chef's kitchen & family room on the lower level that lead out to a large private patio, hot tub, storage shed & direct to 2 huge side by side parking spaces. The main level showcases a gas fireplaced formal living room & dining room w/ a butler's pantry, dumbwaiter and warming drawer; perfect for hosting family & friends. Up one flight to the 2nd floor on an original classic staircase, you will enter the sumptuous primary suite w/ fireplace. It spans the entire floor, complete with a huge spa bathroom w/ a large soaking tub. A custom walk through closet is not to be missed. The remaining four bedrooms are on the upper floors & are all spacious & versatile for home office(s) & guests. Two more renovated full baths service these bedrooms. A beautiful stained glass skylight crowns the top of this fabulous home. Central AC rounds out this showpiece!

340 Marlborough St, Boston

Listing courtesy of Listing Agent: Lisa Merriman Barth from Listing Office: Barth Real Estate.

189 W Brookline St, Boston
$7,750,000
6 Beds ⋅ 7 Baths ⋅ 73574746 MLS
An entire South End brownstone. One remarkable home. A truly distinctive opportunity in a market defined largely by condominium living, this offering presents the chance to own an entire classic bow-front brownstone on one of the South End’s most beautiful & coveted tree-lined streets. Currently configured as two meticulously renovated residences, a penthouse triplex & garden duplex, the property has been transformed to near-new construction standards, bringing together timeless architecture, tailored interiors & exceptional flexibility under one roof. For those seeking the scale, privacy & permanence of a true townhome, the property offers the opportunity to combine both residences into one substantial single-family home, with conversion plans available for review. The existing configuration also provides immediate flexibility for multigenerational living, extended family, guests, an au pair or the ability to occupy one residence while generating income from the other. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths across three beautifully considered levels. Soaring ceilings, abundant natural light, custom millwork, gas fireplaces & refined finishes define the interiors, while a designer kitchen with custom cabinetry & high-end appliances anchors the main entertaining level. A private balcony extends from the kitchen, while an expansive private roof deck offers Boston skyline views, a built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two generous levels, with beautifully proportioned living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & curated finishes throughout. The living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences provide approximately 4,320 SF of finished interior space, private outdoor living at both the garden & rooftop levels & 2 direct-access parking spaces. Moments from acclaimed dining, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to move beyond the traditional condo & own an entire South End brownstone, ready to live beautifully today or become one extraordinary home for the future.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

132 Country Drive, Weston
$7,550,000
6 Beds ⋅ 9 Baths ⋅ 73511372 MLS
Designed for elevated everyday living and effortless entertaining, this exceptional residence at 132 Country Drive in Weston offers the perfect blend of luxury, comfort, and convenience. Set in one of Weston’s most desirable neighborhoods—known for its top-ranked schools and peaceful surroundings—the home is just minutes from Boston and major commuter routes. Inside, an oversized chef’s kitchen with a large center island and walk-in pantry anchors the open-concept layout. Expansive living and dining spaces are filled with natural light, creating an inviting atmosphere throughout. Upstairs, four spacious bedrooms each feature en-suite baths and custom closets, including a luxurious primary suite with a private deck, spa-like bath, and walk-in closet. The lower level is designed for entertaining and wellness, complete with a second living area, home theater, golf simulator, gym, sauna, and more. Outdoors, the walk-out backyard offers a fire pit, dining space, and room for a future pool.

132 Country Drive, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.

195 Brattle Street, Cambridge
$7,500,000
5 Beds ⋅ 5 Baths ⋅ 73593657 MLS
There are houses distinguished by their architecture, others by the people who have lived in them, and a rare few where the two come together to create something truly extraordinary. 195 Brattle Street is one of those houses. Designed in 1896 by noted architect H. Langford Warren for Harvard professor and pioneering theater educator George Pierce Baker, this remarkable Queen Anne/Shingle-style residence has been lovingly restored with an exceptional eye for design and a deep respect for its architectural heritage.From the beginning, the house was conceived with beautifully proportioned rooms and a thoughtful floor plan that works as well for contemporary family life as it did more than a century ago. Everywhere you look, there is something special to discover, a beautifully carved bench, an exquisite leaded glass window, an inviting nook, or a stunning mantle. At its heart is a magnificent front living hall with an extraordinary paneled inglenook and fireplace. In restoring the house, the current owners preserved these wonderful details and thoughtfully recreated those lost over time, allowing the original architecture to guide their work. With approximately 4,700 square feet, 5 bedrooms, and 4.5 bathrooms, the house offers generous space for family and friends while retaining a remarkable sense of warmth and intimacy. Set on an 11,000-square-foot corner lot, nestled among some of Cambridge's most beautiful homes, the property includes a surprisingly private garden and expansive lawn, upper terrace, lower patio, and parking for two cars accessed from Lakeview Avenue. A rare opportunity to become part of the story of one of Cambridge's most distinctive homes.

195 Brattle Street, Cambridge

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

70 Wilsondale St, Dover
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73516907 MLS
Meticulously restored and impeccably maintained, Wilsondale Farm pairs the character of an 1815 estate with modern systems and generous spaces for today's living and entertaining.10 private acres in Dover, 25 minutes to Boston. Distinctive antique woodwork, lighting, ironwork and masonry, a blend of Carlisle and original wood floors, give the home its quiet sense of history. Daily life starts in the incredible mudroom, built for backpacks, sports gear and muddy boots. The bright European-style kitchen with high-end appliances, a hammered zinc island and hood, extensive storage and an adjoining house manager’s office. The bathrooms are exquisitely appointed, and the laundry room is fully modern. Extensive windows throughout connect every room to the landscape.The connected carriage-house addition is built with traditional pegged post-and-beam construction. Its family room is about 900 square feet across two levels, a home theater below. Upstairs, two bedrooms each have an en suite bath and loft, next to a separate children’s study area. A game room, more bedrooms and family rooms, the beam-lined dining room, a library, formal living and enclosed porches give everyone room to gather or unwind. Outside a heated 75-foot saltwater pool and hot tub, open fields, a sports court and private trails along stone walls to a stream. The circular driveway and parking area lead to separate barn with 6-car garage parking, caterer's kitchen, a gym, storage, and an upstairs suite of about 900 sqft with a bath, steam shower and kitchenette. Restaurants and shopping minutes away, three rail lines, including Amtrak, are close by. Dover-Sherborn High School tops Boston Magazine’s 2026 rankings of Greater Boston public high schools. An additional 6-acre ANR lot overlooking the pond is also available.

70 Wilsondale St, Dover

Listing courtesy of Listing Agent: Jane Wemyss from Listing Office: Compass.

75 Hancock St, Boston
$7,500,000
5 Beds ⋅ 8 Baths ⋅ 73498221 MLS
Welcome to 75 Hancock Street Beacon Hill, a beautifully renovated townhouse with elevator that epitomizes luxury living in one of Boston's most prestigious neighborhoods. This 24' wide six-level residence features 5 spacious bedrooms, 5 full bathrooms, and 3 half bathrooms, including a private au pair suite. The state-of-the-art kitchen, complete with a butler’s pantry, opens to a cozy family room and a stunning private garden adorned with stone pavers and a gas fireplace—perfect for outdoor gatherings. The elegant parlor level is ideal for entertaining, boasting a full wet bar and access to an inviting outdoor deck and patio. Additional highlights include opulent marble baths, restored fireplaces, a dedicated laundry room, and a top-level entertaining space with soaring ceilings and another wet bar. The basement is finished and designed for ample dry storage and gym with high ceilings. Meticulously designed with the finest craftsmanship, this exceptional home is a true Beacon Hill gem

75 Hancock St, Boston

Listing courtesy of Listing Agent: Rodney Scott from Listing Office: Engel & Volkers Boston.

1 Chestnut Place, Brookline
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73487838 MLS
A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

18 Longmeadow Drive, Westwood
$7,499,000
8 Beds ⋅ 12 Baths ⋅ 73474238 MLS
Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the atrium. The striking new chef’s kitchen adjoins the family room, casual dining room, and a separate terrace. A mahogany-paneled study with lounge and wet bar is ideal for private conferences. The residence offers 8+ en-suite bedrooms, including a grand primary suite with dual baths and a 20’x25’ walk-in closet. Two guest suites provide flexibility, each with a private entrance. The lower level includes a gym, sauna, steam, changing rooms, playroom, theater, wine cellar, and billiard room. Close to Rte 128/95 and top-rated schools.

18 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..

21 Rutland Square, Boston
$7,250,000
5 Beds ⋅ 6 Baths ⋅ 73575249 MLS
Renovated Venetian Gothic beauty located on a much sought after South End Square – Rutland Square designed in the 19-Century around an English-style central garden park. This beautiful low stoop single family developed with a 4-story glass extension is comprised of 5 bedrooms (4 on the top two levels – a rare find), 4 bathrooms and 2 powder rooms, open concept kitchen flows naturally to the living/dining room, expansive family room, sitting room and separate library & office. Distinguishing features include 3 gas fireplaces, custom cabinetry & millwork, wired for home audio/surround sound, custom closets (tremendous amount of storage), designer/custom window treatments & rugs, 2 wet bars, high ceilings, 2 laundry locations, deck off the kitchen, roof deck, patio and direct access parking for 2 cars.

21 Rutland Square, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.

50 Coastline Drive, Mashpee
$7,250,000
6 Beds ⋅ 6 Baths ⋅ 73520863 MLS
This exquisite New Seabury home blends natural beauty with modern luxury. Perched to capture stunning Nantucket Sound views with a pristine sandy beach right outside, the property offers Cape Cod living at its finest. The open layout includes a gourmet kitchen with premium appliances, a quartz island, and custom cabinetry. A sunlit living room boasts soaring ceilings, a stone fireplace, and glass doors leading to an outdoor oasis. The serene primary suite features a spa-like marble bath, walk-in closet, and private deck with ocean views. The finished lower level provides flexible space for a media room, gym, or guests. Outdoors, enjoy a heated pool, bluestone patio, and lush landscaping—perfect for entertaining or unwinding. Approved permits are in place for an 1,800 sq. ft. guest house. With breathtaking views and direct beach access, this property epitomizes Cape Cod luxury.

50 Coastline Drive, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

381 Beacon Street, Boston
$7,250,000
5 Beds ⋅ 4 Baths ⋅ 73501931 MLS
Exceptional Single Family home in The Heart of Back Bay. This spacious townhouse has been painstakingly updated and is altogether a perfect combination of historic charm, authentic craftsmanship, and modern conveniences. Enter to a gorgeous foyer leading to a newly built eat-in kitchen inspired by the butler’s pantry of the historic Ogden Mills mansion and a handsome fireplaced family room. One floor above is the grand formal living room and billiard room, both with oversized bay windows and fireplaces, plus a fabulous library nook. The home is topped by an expansive roof deck and the garden level provides easy access to an enclosed private courtyard and parking area for 2 cars. Additional features include beautiful period details, soaring ceiling heights, a luxurious primary suite, home office, lower level guest suite, new wine cellar and updated electrical, plumbing, heating and cooling systems. This architecturally significant home offers something special for the discerning buyer.

381 Beacon Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

440 Grand Island Dr, Barnstable
$7,250,000
7 Beds ⋅ 11 Baths ⋅ 73383981 MLS
Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch welcomes you into a dramatic foyer, setting the tone for the refined interiors that follow. The main living spaces unfold in a thoughtfully designed layout that flows from formal living and family rooms to an elegant dining area with each space inviting connection, comfort, and celebration. At the heart of the home, the chef's kitchen is both striking and functional, anchored by dual oversized islands clad in premium granite, and accompanied by a fireside sitting room that beckons lingering conversation. Adjacent, the spectacular sunroom redefines indoor-outdoor living with a custom crafted bar and casual seating area at one end and a full second kitchen with custom built-in grill and dining area at the other, all enclosed by retractable screens for effortless seasonal enjoyment. Tucked away on the main level, the primary suite offers a private sanctuary, with its own fireplace, luxurious spa-like bath, and refined home office. The comfort and sophistication continue on the second level with four generously proportioned en-suite bedrooms and an inviting sitting room. Designed for comfort and connection, the finished lower level offers a wine cellar, media room, game room, and fitness space. This lavish interior flows effortlessly to an equally impressive exterior, where lush landscaping surrounds a resort-style pool framed by expansive lounging areas-perfect for everything from quiet afternoons to grand entertaining. Completing this offering is a beautiful two-bedroom guest house providing privacy and comfort for visiting guests. Set within a prestigious gated enclave with coveted beach and dock rights, this remarkable estate is the perfect fusion of architectural sophistication and everyday warmth - an extraordinary offering in one of Cape Cod's most prestigious settings. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

440 Grand Island Dr, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .

40 Point Rd, Falmouth
$7,150,000
5 Beds ⋅ 6 Baths ⋅ 73442362 MLS
At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery, the home offers five en suite bedrooms, including a first-floor primary suite and three additional bedrooms upstairs, plus a separate guest or nanny suite above the garage—ideal for extended stays. A comfortable second-floor family room provides a casual space for gathering.The light-filled, south-facing living areas are designed to capture the beauty of Buzzards Bay. With roughly 250 feet of water frontage it is ideal for swimming, launching paddle boards and kayaks. Not to be missed!

40 Point Rd, Falmouth

Listing courtesy of Listing Agent: Kerrie Marzot from Listing Office: Sotheby's International Realty.

101 Alban Road, Newton
$6,995,000
6 Beds ⋅ 8 Baths ⋅ 73575775 MLS
Perched on a private, picturesque lot in Waban, this classic colonial with a 3-car garage showcases timeless elegance & craftsmanship. Extensive millwork, curved archways, oversized windows, and 2 fireplaces add warmth & character, while formal living & dining spaces invite intimate gatherings. A gracious foyer and sweeping staircase welcome guests to a French-inspired interior. At the heart of the home is a kitchen anchored by a striking La Cornue range, with custom cabinetry, butler’s pantry, and dedicated coffee station. Upstairs, the primary suite features a grand walk-in closet with island, oversized double shower, and soaking tub alcove. A large & bright laundry room and 4 add’l en-suite bedrooms complete the 2nd floor. The lower level offers a glass-enclosed gym, media room ideal for theater or golf simulator, family room with wet bar, powder room, and en-suite guest bedroom. Surrounded by mature trees, the flat backyard offers room for a pool and create a private outdoor oasis.

101 Alban Road, Newton

Listing courtesy of Listing Agent: Ilene Solomon from Listing Office: Coldwell Banker Realty - Newton.

103 Edgartown Bay Road, Edgartown
$6,995,000
4 Beds ⋅ 3 Baths ⋅ 73520913 MLS
Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay.

103 Edgartown Bay Road, Edgartown

Listing courtesy of Listing Agent: Bonnie Pierce from Listing Office: Wallace & Co. Sotheby's International Realty.

29 Willard Cmn, Concord
$6,995,000
5 Beds ⋅ 8 Baths ⋅ 73480940 MLS
An estate of quiet distinction, impossible to replicate today. Set atop Nashawtuc Hill, this brick Georgian Colonial, designed by Marcus Gleysteen and built by KVC in 2003 to a standard of craftsmanship rarely seen, is offered for the first time by its original owners. Its exceptional care is evident in every detail from the slate roof and solid brick exterior to the fieldstone garden walls and interior design. The thoughtful floorplan spans four levels, highlights include mahogany doors, floors and mantels, coffered ceilings, floor-to-ceiling quarter-sawn oak library and three staircases, the grandest of which sweeps upward through a two-story bay of windows. Comfortable rooms include a front-to-back living room flowing into the dining room and library, while the nearly 40-foot kitchen features a hearthside dining area and sunlit sitting room. French doors throughout the first floor open to a bluestone terrace stretching the length of the house and overlooking the heated pool with expansive brick decking where Summer never ends! Upstairs, five bedrooms include a luxurious primary suite with a double vanity marble bath, plus a private office, laundry and fun billiard room beneath exposed trusses, connected to the first-floor family room by a separate stairway. The third floor is dedicated to peace and wellness with exercise room, sauna, full bath and a private office. The walkout lower level is ideal for multigenerational living or au pair, offering a private one-bedroom suite with full kitchen, bath, laundry and separate entrance, providing stair-free access without passing through the main house and French door to the pool. A wine cellar, workshop and abundant storage complete this level. Professionally landscaped grounds encompass terraced lawns, stone walls, gardens and mature plantings providing a stunning backdrop for play and gatherings while Town center, conservation trails and commuter rail service to Boston are minutes away.

29 Willard Cmn, Concord

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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