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12 Boldwater Road, Edgartown
$9,500,000
8 Beds ⋅ 11 Baths ⋅ 73584420 MLS
A winding approach through 9.8 acres sets the tone for 12 Boldwater Road: a private Edgartown estate of uncommon scale and distinction. At its heart stands a seven-bedroom, ten-bath residence designed by Robert A.M. Stern. A gracious foyer introduces light-filled interiors, a dramatic post-and-beam living room, multiple fireplaces, and a gourmet kitchen equally suited to intimate dinners and large gatherings. The grounds offer the ease of a private resort. Spend the day beside the heated 20' x 60' pool, or retreat to the pool house with an exterior hot tub, complete with a fully equipped gym, sauna, massage room, and screened porch with fireplace. Every element of the property invites a slower, more considered way of living on the Vineyard. The Boldwater Association membership adds access to a private ocean beach, boat landing, tennis, and pickleball courts. Together with the estate’s remarkable privacy, these amenities offer a compelling balance of seclusion and coastal recreation. Architectural heritage, expansive land, and a setting designed to be enjoyed across generations make 12 Boldwater Road an extraordinary Vineyard offering.

12 Boldwater Road, Edgartown

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.
55 Adin St, Hopedale
$9,500,000
12 Beds ⋅ 12 Baths ⋅ 73572810 MLS
Introducing The Ledges, an extraordinary historic estate set on nearly 18 acres of magnificent private grounds. Situated on the former estate grounds of Governor Eben Draper and associated with the distinguished Draper family, this remarkable stone-and-brick residence offers a rare combination of architectural significance, grand-scale living and modern comfort. Period craftsmanship is evident throughout, with imported English oak, flagstone, coffered ceilings, leaded glass windows, multiple fireplaces, a dramatic Great Hall and banquet-sized dining room. Extensive restoration and modernization have thoughtfully preserved the home's character while introducing updated central air, heating, electrical and plumbing systems, beautifully renovated marble and tile baths, and an updated kitchen with an oversized center island, dining and sitting areas, Wolf range, Sub-Zero refrigeration and Fisher & Paykel dishwasher drawers. Beyond the residence, sweeping lawns and formal gardens originally designed by landscape architect Warren Manning create an exceptional setting for an inground pool, tennis court, gazebo and pond. Rich in history yet designed to be enjoyed today, The Ledges is an offering of remarkable beauty, privacy and presence.

55 Adin St, Hopedale

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
55 Adin St, Hopedale
$9,500,000
73572811 MLS
Introducing The Ledges, an extraordinary historic estate set on nearly 18 acres of magnificent private grounds. Situated on the former estate grounds of Governor Eben Draper and associated with the distinguished Draper family, this remarkable stone-and-brick residence offers a rare combination of architectural significance, grand-scale living and modern comfort. Period craftsmanship is evident throughout, with imported English oak, flagstone, coffered ceilings, leaded glass windows, multiple fireplaces, a dramatic Great Hall and banquet-sized dining room. Extensive restoration and modernization have thoughtfully preserved the home's character while introducing updated central air, heating, electrical and plumbing systems, beautifully renovated marble and tile baths, and an updated kitchen with an oversized center island, dining and sitting areas, Wolf range, Sub-Zero refrigeration and Fisher & Paykel dishwasher drawers. Beyond the residence, sweeping lawns and formal gardens originally designed by landscape architect Warren Manning create an exceptional setting for an inground pool, tennis court, gazebo and pond. Rich in history yet designed to be enjoyed today, The Ledges is an offering of remarkable beauty, privacy and presence.

55 Adin St, Hopedale

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
153 Shore Rd, Chatham
$9,495,000
3 Beds ⋅ 3 Baths ⋅ 73594589 MLS
Sparkling harbor views, afternoons by the pool, and expansive, private grounds on coveted Shore Road. Offered for the first time since 1987, "Offshore" encompasses more than an acre - a rare opportunity to enjoy a remarkably private estate-like setting in the heart of Chatham. Beyond the house, a surprising expanse of lawn and gardens unfolds, its scale and privacy revealed only when you explore the grounds. Inside, gracious, generously proportioned rooms and timeless Cape Cod character create an inviting setting for entertaining, gathering with friends, or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs windows frame picture-perfect coastal scenes. A spacious first-floor primary suite offers comfort and ease. A carriage-style garage completes the property, just moments from Chatham Bars Inn, the Fish Pier, Lighthouse Beach, and Main Street. Whether enjoyed as it is today or thoughtfully reimagined, this special property invites its next owner to create a lasting legacy along one of Chatham's most iconic streets.

153 Shore Rd, Chatham

Listing courtesy of Listing Agent: Sarah Keith from Listing Office: eXp Realty LLC.
197 Green, Boston
$9,450,000
41 Beds ⋅ 24 Baths ⋅ 73598795 MLS
NEWER CONSTRUCTION MIXED-USE BUILDING FOR SALE IN JAMAICA PLAIN - Fully stabilized mixed-use building for sale featuring 23 residential apartments and 1 retailunit. High end condo finishes including modern cabinets & vanities, stone countertops, all new stainless steel appliances & fixtures, in-unit washer/dryers, and ample natural light. The apartments include five studios, eleven 1-bedroom units, three 2-bedroom units, and four artist live/work lofts. There are 6 off-street parking spots on the premises leased privately to tenants. The building also includes a bike room, package room, gym amenity, elevator, and loading area for moving. Please reach out to the listing broker for the current pro-forma, floor plans, and to schedule a tour.

197 Green, Boston

Listing courtesy of Listing Agent: Sean Rose from Listing Office: City Realty Group.
73 Chestnut Street, Weston
$9,450,000
7 Beds ⋅ 11 Baths ⋅ 73577074 MLS
Magnificent residence sited on 2.78 private and pristine acres in one of Weston’s most coveted locations. Completely renovated with the highest level of finishes offering every modern amenity. This exceptional home offers estate-like living designed equally for comfortable family life and sophisticated entertaining. The modern designer kitchen anchors the center of the home and flows seamlessly into the sumptuous fireplaced family room with access to private deck overlooking the pool and grounds and spacious screened porch, creating an inviting open floor plan. The formal dining room enhanced by a butler’s pantry is complemented by a well-proportioned formal living. Multiple home offices, a generous mudroom, dog-washing room and a large gym are just a few of the exceptional features this home offers. This home offers two luxurious primary suite options, one on each of first and seconds levels providing exceptional flexibility. All bedrooms are generously sized and feature ensuite baths. The lower level provides dedicated play, craft and billiard spaces along with ample storage. A sleek and private two-bedroom accessory dwelling with separate entrance and two-car garage offers additional accommodations. Resort-like grounds are enhanced with a beautiful pool, well equipped cabana, expansive patios, and private tennis court, creating an extraordinary setting for year-round living and entertaining. The incomparable residence provides the ultimate in private living while offering easy access to Boston and Weston’s renowned schools.

73 Chestnut Street, Weston

Listing courtesy of Listing Agent: Deena Powell from Listing Office: Gibson Sotheby's International Realty.
19 Bonnybrook Road, Newton
$9,398,000
7 Beds ⋅ 10 Baths ⋅ 73524508 MLS
OFFERING SPECIAL FINANCING OR A 2/1 BUY DOWN,Introducing 19 Bonnybrook, an exceptional new-construction estate set on over ¾ acre in Waban. Spanning 11,535 sq ft, this luxurious residence offers 7 bedrooms, 7 full baths, & 3 half baths, blending scale, elegance, modern comfort & custom millwork. A spectacular gourmet chef’s kitchen with premium appliances & dual islands is complemented by a fully equipped secondary kitchen for effortless entertaining. The dramatic two-story family room features 20+ft ceilings & stunning floor-to-ceiling stone fireplace. The first floor also includes formal living & dining rooms, a sun-filled breakfast area overlooking the landscaped backyard & patio, & a gracious first-floor ensuite. 2nd floor offers a presidential primary suite w spa-like bath, fireplace,& private deck, four ensuite bedrooms, office/yoga room, & laundry. The lower level features a guest suite, gym, wine cellar, theatre, steam & sauna, & recreational room. Elevator, 3-car garage, & room for pool complete this exceptional offering

19 Bonnybrook Road, Newton

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.
1 Dalton St Unit 5603, Boston
$9,250,000
2 Beds ⋅ 4 Baths ⋅ 73587611 MLS
Rare opportunity to purchase a Private Residence direct from developer within Back Bay’s most luxurious, award-winning residential building: Four Seasons Private Residences One Dalton. This newly delivered 3,265 square foot home features two bedrooms, a flexible space that can be used as a bedroom or home office, and three and a half bathrooms. Providing the height of exclusive living, this unit offers direct entry and an outdoor balcony. It also includes one reserved parking space and (1) valet. Located on the 56th floor, the home offers expansive cityscape and water views of the Back Bay, South End, Boston Harbor and Harbor Islands. Floor-to-ceiling windows bathe the home in natural light and provide a beautiful backdrop for every occasion. Four Seasons five-star management and personalized service is unmatched, and the building’s 20,000 sq. ft. of amenities floors, including the 50th floor private residential lounge, deliver an unparalleled lifestyle.

1 Dalton St Unit 5603, Boston

Listing courtesy of Listing Agent: Richard L. Friedman from Listing Office: Carpenter and Company, Inc..
46 Beacon Street Unit 3, Boston
$9,250,000
3 Beds ⋅ 4 Baths ⋅ 73496581 MLS ⋅ ['The Jordan Mansion'] BLDG.
Located in Boston’s storied Beacon Hill, The Jordan Mansion is an exclusive collection of eight heritage residences in which classic architecture has been thoughtfully renewed for sophisticated 21st century living. Spanning the block from Beacon Street to Spruce Street, the homes are united by state-of-the-art building systems, on-site concierge services, direct elevator access, and garage parking, bringing ease and comfort to this timeless setting. Residence Three, located on the second level, blends classical detailing with refined modern appointments in a gracious floor-through layout. Restored historic windows illuminate grand chevron-patterned oak floors, a statuary-marble Chesneys fireplace, and beautifully layered plaster moldings. Serene bedroom suites and a spa-caliber main bath elevate daily living with a sense of calm retreat, while direct elevator access and full building services complete this exceptional Beacon Hill home.

46 Beacon Street Unit 3, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.
304 Commonwealth Ave Unit PH, Boston
$9,200,000
4 Beds ⋅ 4 Baths ⋅ 73491112 MLS ⋅ ['Clark Weld House'] BLDG.
Exceptional 35' wide Penthouse overlooking tree lined Commonwealth Ave. Set atop of the Clark Weld House built in 1896 and gut renovated in 2010, this spacious triplex stuns as you step off of your direct elevator access into your double wide living room flanked by 2 custom marble fireplaces & 10' ceilings. On this level, there is a beautiful Chef's Kitchen w/ 2 dishwashers, Dining Room, Mahogany fireplaced Study & Butler's Pantry. On the second level, relax by the fireplace in the huge primary suite w/ a spa like bathroom en suite and 2 walk in closets.Three more bedrooms, full bath & laundry finish out this level. The top floor boasts a custom solarium w/ fridge, dishwasher, 1/2 bath & indoor/outdoor fireplace w/ french doors out to a 930sf wrap around roof deck w/ outdoor kitchen & bar. This developer's unit spared no expense during the renovations including marble baths w/ radiant heat, 5 fireplaces, private locked storage, Creston system, pre-wired speakers & two garage spaces.

304 Commonwealth Ave Unit PH, Boston

Listing courtesy of Listing Agent: Lisa Merriman Barth from Listing Office: Barth Real Estate.
160 Marshall Street, Duxbury
$9,000,000
5 Beds ⋅ 4 Baths ⋅ 73540605 MLS
A rare opportunity to own one of Duxbury's most extraordinary waterfront estates on Eagle's Nest Point. Sited on a private 7.6-acre peninsula extending into Duxbury Bay, this classic shingle-style residence offers sweeping water views on three sides, deep-water dock access, and the kind of privacy that simply cannot be replicated. The main house has been thoughtfully updated while preserving its architectural integrity with generous principal rooms, gracious flow, and natural light throughout. A separate guest cottage provides comfortable accommodations for visitors while maintaining the quiet of the main residence. Whether arriving by land or by sea, 160 Marshall Street makes an unmistakable impression. Seven and a half acres, three sides of water, and a setting that defines the finest of coastal New England living. This property is being sold as a commissioner's sale pursuant to a Massachusetts Land Court partition action.

160 Marshall Street, Duxbury

Listing courtesy of Listing Agent: Kristin Thompson from Listing Office: Keller Williams Realty Signature Properties.
204 Garrison Lane, Barnstable
$8,995,000
6 Beds ⋅ 9 Baths ⋅ 73581579 MLS
Presiding over West Bay, this extraordinary waterfront estate spans 2.35 pristine acres with breathtaking views in an unrivaled location. A park-like driveway winds through manicured grounds with sculpted boxwood hedges and vibrant hydrangeas, creating a sense of privacy and grandeur as you approach the residence. A private dock provides immediate access to West Bay and Nantucket Sound, while the waterside swimming pool and pool house create a resort-like atmosphere. Inside, the residence showcases fine architectural millwork, soaring ceilings, limestone flooring, and six fireplaces across its gracious living spaces. The intuitive layout centers around an impressive main living room where French doors trace the water side of the home, allowing natural light to pour inside while framing panoramic views. Cooking and daily living center around the gourmet kitchen, which features a custom wood center island with seating, professional-grade appliances, and natural stone countertops. Exceptional quality and attention to detail are evidenced throughout, from the oval wood-paneled library with built-in bookshelves to the industrial-grade HVAC system ensuring the utmost comfort. Six well-appointed en suite bedrooms provide exceptional accommodations for all, including a luxurious primary suite with two full bathrooms, two dressing rooms, and serene views of the water. Outside, an expansive stone patio surrounds the swimming pool and spa, providing an effortless setting for al fresco dining and entertaining amidst a stunning backdrop. Combining refined craftsmanship and modern luxury in one of Cape Cod's most coveted neighborhoods, this inimitable waterfront estate is located minutes from Wianno, Oyster Harbors, Main Street, and everything Osterville has to offer.

204 Garrison Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
45 White Oak Rd, Wellesley
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 73540092 MLS
Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed at the highest level, this 7,200+ sq. ft. home balances architectural significance with the warmth and functionality required for everyday living. Expansive walls of glass create a seamless connection to the beautifully landscaped grounds, while custom German white oak millwork, curated natural stone finishes, and exceptional detailing reflect an uncompromising commitment to quality throughout. Designed for both grand entertaining and comfortable daily living, the home offers a level of craftsmanship, sophistication, and performance rarely found in today's market.

45 White Oak Rd, Wellesley

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
2 Commonwealth Unit 9A, Boston
$8,995,000
3 Beds ⋅ 3 Baths ⋅ 73490131 MLS ⋅ ['The Carlton House'] BLDG.
Stunning 3 bedrooms + DEN, offering a luxurious lifestyle in one of Boston's most prestigious locations & breathtaking views overlooking the iconic Public Garden and convenience of a 24-hour concierge. This residence epitomizes exclusivity and comfort. Renovated by master craftsmen known for their meticulous attention to detail and use of cutting-edge finishes.You are greeted by a grand formal gallery entry foyer, which sets the tone for the elegance and sophistication found throughout the residence. The transition into the living room reveals stunning views of the Public Garden, creating a seamless connection between indoor luxury and the natural beauty of the surroundings. It's undoubtedly a space where every detail has been carefully considered to offer a truly exceptional living experience. Primary bedroom with en-suite marble bath, large walk-in closet and 2 additional bedrooms, Large laundry room. Convenience of the NEWBURY HOTEL room service and access to the fitness center.

2 Commonwealth Unit 9A, Boston

Listing courtesy of Listing Agent: Lili Banani from Listing Office: Coldwell Banker Realty - Boston.
158 W Canton St, Boston
$8,995,000
5 Beds ⋅ 7 Baths ⋅ 73485860 MLS
Exquisite fully renovated 5+ bedroom townhouse! An ideal South End location on West Canton St between Warren Ave & Tremont St, this special home has been totally customized by the Lagasse Group and has been finished with the highest level of craftsmanship. A parlor level kitchen offers an oversized island, abundant storage, a beverage center, gas cooking and is open to a large dining space and a bow front living area with views east down Montgomery St. A double entry, half bath, private deck with floor to ceiling wall of glass, and tall ceilings complete the parlor level. A 2nd level primary suite is complete with a 5-piece bath with ample storage, 2 walk-in dressing rooms and a large bedroom. A 3rd floor is complete with 3 bedrooms, 2 full baths, auxiliary laundry & storage. Under the stoop entrance boasts a large mudroom AND a walk-in coat closet, a bedroom/home gym with en suite bath, and a kids' playroom. Garden level media room with wine storage, private garden, laundry room.

158 W Canton St, Boston

Listing courtesy of Listing Agent: Michael Harper from Listing Office: Coldwell Banker Realty - Boston.
188 Heath St, Brookline
$8,995,000
6 Beds ⋅ 7 Baths ⋅ 73479457 MLS
Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic dining room w/acoustic padded walls & a handsome family room w/custom cabinetry. The fully renovated chef’s kitchen features a center island, butler’s pantry & dining nook—truly exceptional w/top-grade appliances. The 2nd level has a luxurious primary suite w/fireplace & spa-like bath. There are 3 additional bedrooms, 3 full baths, an office & a laundry room on this level. The 3rd floor offers 2 additional bedrooms & a full bath. The lower level has a large media room, gym room, full bath, 2nd laundry room, mudroom & access to the 2-car garage. Easy access to highways, schools & airport.

188 Heath St, Brookline

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.
52-56 Dudley Street, Arlington
$8,995,000
73457001 MLS
This is a rare opportunity to buy one of Arlington’s most significant and versatile commercial properties. With its unique blend of residential, commercial, industrial, and retail components, this property presents an unmatched opportunity for businesses seeking flexibility and long-term potential or as a potential 40B project. Situated on over an acre of industrial-zoned land, this expansive site features multiple structures offering a wide range of uses. The property includes two separate two-family residential homes, a 3,750-square-foot, three-bay garage ideal for automotive repair, a renovated three-level office building with approx. 3000 square feet of space, and a retail showroom and warehouse totaling more than 2,000 square feet. Complementing these buildings is a large parking lot that can accommodate over 50 vehicles, as well as a dedicated propane sales area with a functioning filling station.

52-56 Dudley Street, Arlington

Listing courtesy of Listing Agent: Steve McKenna & The Home Advantage Team from Listing Office: Gibson Sotheby's International Realty.
1722 Monument St, Concord
$8,950,000
6 Beds ⋅ 11 Baths ⋅ 73531786 MLS
Purposefully designed for entertaining on every scale, this remarkable 2.07-acre estate offers approximately 12,000 square feet of luxurious living where family and friends naturally gather. From children's pool parties and lawn games to elegant dinners, corporate events and celebrations, every indoor and outdoor space is designed to create unforgettable experiences. Resort-quality amenities include a spectacular swimming pool, newly constructed four-season pool house, covered outdoor kitchen, bar, wine room, games room, home theatre, fitness center, spa, and expansive entertaining terraces. Extensively renovated and modernized, the residence features enterprise-grade WiFi, Crestron Home automation, distributed digital audio/video, advanced security, whole-house generators, upgraded mechanical systems, high-performance HVAC, designer lighting, custom millwork, and exceptional finishes throughout. Landscaped grounds with manicured lawns, stone walls, mature trees, and ultimate privacy.

1722 Monument St, Concord

Listing courtesy of Listing Agent: Jonathan Radford from Listing Office: Coldwell Banker Realty - Boston.
501 Eel River Rd, Barnstable
$8,950,000
6 Beds ⋅ 9 Baths ⋅ 73285680 MLS
Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, spacious pool house, and a substantial private deep-water dock. Upon entering the home, the grand foyer leads you into the magnificent great room with a two-story custom fireplace, where panoramic vistas of the water and breathtaking sunsets set the scene for unforgettable family gatherings as well as effortless entertaining. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen with center island, custom cabinetry and top-of-the-line appliances and a state-of-the-art home theatre. The six en-suite bedrooms include a first-floor suite with French doors leading to the back yard and a lavish primary suite with a luxurious bathroom, two walk-in closets and a private deck overlooking the water. Enhanced with modern conveniences such as a Sonos whole-house sound system and a 9-zone Hydro air system, every detail has been carefully planned and implemented. Additional highlights include a private guest suite above the attached 3-car garage and a sprawling entertainment room with a balcony on the third level highlighted by western exposure to experience breathtaking sunsets. Located just minutes from the upscale boutiques and renowned dining of Osterville village, this extraordinary property offers a lifestyle of unparalleled elegance and tranquility by the sea. 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.

501 Eel River Rd, Barnstable

Listing courtesy of Listing Agent: Robert Kinlin from Listing Office: .
241 Highland Street, Milton
$8,900,000
7 Beds ⋅ 6 Baths ⋅ 73599988 MLS
AUCTION: Bidder registration deadline: 7 Dec. Starting bids expected between $4M-6M.Nearly 20 private acres in the heart of Milton, just 20 minutes from downtown Boston, make this turn-of-the-century estate a truly rare offering. Land holdings of this scale have all but disappeared this close to the city, and this estate along storied Highland Street preserves the sense of space and seclusion that once defined Boston’s great country houses. Built around 1900, the residence carries enduring New England character, while a multi-residence configuration adds flexibility for guests. Beyond the grounds, the 7,000-acre Blue Hills Reservation extends the feeling of open land, with downtown Boston’s dining, culture, and waterfront an easy drive away. Property and opportunity details provided by seller or others; buyer to verify.

241 Highland Street, Milton

Listing courtesy of Listing Agent: Tammy Motsick DeWolfe from Listing Office: Gibson Sotheby's International Realty.
401 Sandy Valley Rd, Westwood
$8,800,000
7 Beds ⋅ 8 Baths ⋅ 73457104 MLS
Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining butler’s pantry, and a stunning chef’s kitchen that overlooks a fireplaced family room and a covered patio. There are 7 bedrooms highlighted by a stunning primary suite, as well as two offices, a playroom, an exercise room, and an attached, heated three-car garage. Outdoor amenities include a heated pool with a well-appointed pool house, a sport court, a stream-fed pond, and a barn-garage with a greenhouse and two horse stalls, along with a charming two-bedroom cottage. This exceptional property offers access to excellent public and private schools, Legacy Place, the train, and Boston via Rte. 95/128

401 Sandy Valley Rd, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..
79 Marlborough Street, Boston
$8,750,000
6 Beds ⋅ 8 Baths ⋅ 73581928 MLS
Welcome to 79 Marlborough Street, a distinguished Back Bay property situated on one of Boston’s most coveted and picturesque residential streets. A chance of a lifetime; this brownstone retains original architectural details, soaring high ceilings and a short walk to the Charles River Esplanade. Ideally positioned a block away from the Boston Public Garden with a rooftop view of all Boston has to offer, this property has the unique opportunity for a trophy single-family residence, luxury condominium conversion, or investment property. This townhouse is currently configured with three two-bedroom apartments and two studio apartments with an unbelievable 6 outdoor parking spots.

79 Marlborough Street, Boston

Listing courtesy of Listing Agent: Michael Silverstein from Listing Office: Capitol Realty Group.
63 Main Street, Barnstable
$8,625,000
7 Beds ⋅ 8 Baths ⋅ 73543017 MLS
Legacy estate set prominently on one of the highest Osterville bluffs delivers classic waterfront expectations with a superior dock and substantial dynamic views from the Vineyard to Hyannisport. The grand yesteryear home constructed in 1920 conveys the qualities of that oceanfront era, with higher ceilings, multiple great rooms, and the character of hidden porches, exclusive balconies, and romantic patios. Curving stone walls, terraced rock feature gardens, and stone patios complement the entire grounds. Across the river from your 200 feet of waterfront is Long Beach, a pristine barrier stretch of powdery white sand and privacy. The dock enjoys some of the deepest water of any house on this stretch, allowing for multiple boats and other recreational craft. The quaint conclusion to this fairytale setting is a larger detached apartment over the garage. The square footage of 9,011, seven bedrooms and seven-and-a-half bathrooms speak for themselves. This treasure is waiting for you.

63 Main Street, Barnstable

Listing courtesy of Listing Agent: Christa Zevitas from Listing Office: .
300 Somerville Avenue, Somerville
$8,500,000
18 Beds ⋅ 21 Baths ⋅ 73472133 MLS

300 Somerville Avenue, Somerville

Listing courtesy of Listing Agent: David Goodhue from Listing Office: Colliers International.
397 Commonwealth Avenue Unit 3, Boston
$8,460,000
3 Beds ⋅ 4 Baths ⋅ 73561806 MLS ⋅ ['Mooreland House'] BLDG.
Located in Boston’s historic Back Bay, the Mooreland House is a collection of five luxury residences in which the original architecture has been reimagined for expansive living on each level. At every turn, the residences are curated with an eye for luxury living and modern comforts and conveniences. Interiors are revitalized in a contemporary style, joined with the warmth and craftsmanship one expects to find in an architecturally notable and historic building on Commonwealth Avenue. Residence Three is a floor-through luxury condominium on the third level of Mooreland House. Each residence within the historic, early 20th century building is designed for contemporary luxury and style. State-of-the-art appliances and fixtures, oak floors, stone countertops, marble tile, and soaking tubs are some of the features of these extraordinary living spaces. Private parking is accessed via the Marlborough Street entry, while the Commonwealth Avenue facade enjoys views of the tree-lined mall.

397 Commonwealth Avenue Unit 3, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.
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.
267 Broadway, Chelsea
$8,100,000
16 Beds ⋅ 16 Baths ⋅ 73516159 MLS
Outstanding Multi Use Property, Landmark Building Located on Broadway Chelsea . Completely Restored and Architecturally Designed From it's Original Use From Top to Bottom, 1st Floor and Basement house the Commercial Unit Approximately 3000 sq ft plus Full Basement Use with Elevator Access .Triple Net Lease Approx $20,000 Monthly. Sixteen 1 bd Apartments on 2nd and 3rd floors With Too Many Top of the Line Ammenities to List. Rents Generate $59,514 Monthly at Full Capacity.. (3 Apts Vacant On the Market Now). Parking in Rear for Business, Tenants Have Elevator Use to Laundry and Exit ...All Apartments Support Themselves, Mitsubishi Splits in Each For Heat ,Air and Electric, Video Monitoring Throughout Building . Short Walk to Transportation to Boston and Surrounding Towns . Property is A Money Maker !!!$$

267 Broadway, Chelsea

Listing courtesy of Listing Agent: Diane Cambria from Listing Office: Century 21 North East.
9 Suttons Way, Edgartown
$7,999,000
7 Beds ⋅ 7 Baths ⋅ 73527262 MLS
Nestled in an enviable Katama setting, this majestic farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand entry hall flows seamlessly into an expansive great room, an elegant formal dining space and a dedicated sunroom that bathes the main level in natural light. At the heart of the home is a true culinary haven—a premier chef’s kitchen anchored by a massive center island, supported by a walk-in pantry and flanked by a quiet, professional study. Offering unparalleled versatility for multi-generational living, the main level also features a completely self-contained guest suite featuring its own private full bath and customized dual walk-in closets. The oversized mudroom offers access to the attached two-car garage and leads outside to the gunite pool, spa and al fresco entertainment area. Schedule your private tour today!

9 Suttons Way, Edgartown

Listing courtesy of Listing Agent: Jennifer DaSilva from Listing Office: Compass.

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