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70 Wilsondale St, Dover
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73516907 MLS ⋅ ACTIVE Status
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.

1 Chestnut Place, Brookline
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73487838 MLS ⋅ ACTIVE Status
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.

965-973 Hale Street, Beverly
$7,500,000
7 Beds ⋅ 7 Baths ⋅ 73391908 MLS ⋅ PRICE CHANGED Status
Tucked away on 27 pristine acres along Massachusetts’ famed Gold Coast, Malt Hill is a rare legacy estate offering privacy and oceanfront beauty. At its heart stands a striking three-story residence distinguished by its stucco façade, slate roof, and stately chimneys. Inside, rich architectural details pay homage to its grand origins and create an ambiance of warmth and sophistication. Beyond the main home, the estate unfolds into a world of unparalleled amenities: a carriage house with three residential units, gunite swimming pool, tennis court, and peaceful pond. A quaint “oyster camp” overlooks the tidal marsh, offering a front-row seat to the rhythms of nature. Most remarkable, however, is the estate’s private 3.8-acre beachfront—a secluded stretch of coastline where the ocean meets the horizon. With easy access to Boston, Malt Hill is the perfect retreat for those seeking both tranquility and convenience. A true masterpiece, ready for its next chapter of refined coastal living.

965-973 Hale Street, Beverly

Listing courtesy of Listing Agent: Brackett Janis Group from Listing Office: Engel & Volkers By the Sea.

18 Saquatucket Point, Harwich
$7,499,999
4 Beds ⋅ 5 Baths ⋅ 73566967 MLS ⋅ ACTIVE Status
Experience the vibrant energy of maritime life paired with the serenity of coastal living. Set within the coveted enclave of Saquatucket Bluffs with private association beach rights, this sophisticated residence has been meticulously renovated to strike a flawless balance between architectural elegance and coastal warmth. A classic front porch provides a graceful welcome, leading into a vaulted living room bathed in natural light. The layout emphasizes effortless indoor-outdoor living, with water views from nearly every room and direct access to the exterior. The main level features a dedicated office and a versatile ensuite, while the second floor serves as a sanctuary featuring dual balconies and two additional guest ensuites. The heart of the home is the chef's kitchen, outfitted with a center island, spacious pantry, and a breakfast nook designed to frame panoramic views of boats navigating the harbor. Entertaining is elevated by a dedicated bar with a wine fridge and a seamless flow to the large deck. Outside, professionally landscaped grounds host a harbor-view pool. Moments from downtown Harwich Port, this home offers a refined lifestyle and a premier waterfront connection.

18 Saquatucket Point, Harwich

Listing courtesy of Listing Agent: Sandra Tanco from Listing Office: Kinlin Grover Compass.

18 Longmeadow Drive, Westwood
$7,499,000
8 Beds ⋅ 12 Baths ⋅ 73474238 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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.

396 Baxters Neck Rd, Barnstable
$6,950,000
4 Beds ⋅ 7 Baths ⋅ 73594118 MLS ⋅ ACTIVE Status
Set within the coveted Baxters Neck enclave, this exceptional waterfront estate home has been reimagined by architects and leading designers, with a thoughtful floorplan suited to both family living and grand entertaining. A dramatic two-story living room with a double-sided gas fireplace flows into a beautifully appointed chef’s kitchen and an expansive breakfast room with seating for 20. Walls of glass open to a private outdoor retreat featuring a heated pool, hot tub, stone patios, lush lawns and sweeping water views. A private dock on Prince Cove provides direct boating access to North Bay and Nantucket Sound beyond. Additional amenities include a luxury game room with access to outdoor decks, a media room, bunk room, indoor pool, spacious bedrooms, a dedicated home office and a three-car garage. This exceptional property is a pleasure to show, by appointment only.

396 Baxters Neck Rd, Barnstable

Listing courtesy of Listing Agent: Brian Dougherty from Listing Office: Corcoran Property Advisors.

16 Cove Point Lane, Barnstable
$6,950,000
6 Beds ⋅ 8 Baths ⋅ 73571737 MLS ⋅ ACTIVE Status
Situated on a bluff overlooking Prince Cove, this exceptional waterfront estate presents a rare combination of natural beauty, modern luxury, and total privacy in an unmatched setting. Meticulously designed and cared for, the property delivers Cape Cod living at its finest with a private dock, resort-style swimming pool, and extensive outdoor living spaces surrounded by water views and lush plantings. Upon approach, a winding drive gives way to manicured grounds as the stately residence comes into view. Inside, the home offers a light-filled open layout showcasing detailed millwork, custom trim, and high-end finishes throughout. The main living spaces emphasize indoor-outdoor living with floor-to-ceiling glass doors that capture breathtaking views and seamlessly open to an expansive deck overlooking the water that spans the length of the home. The eat-in chef's kitchen is ideal for entertaining on any scale with professional-grade appliances, granite countertops, and custom cabinetry. Ensuring the utmost comfort and convenience, the first-floor primary suite comprises an entire wing, complete with a wood-paneled office, two walk-in closets, a sumptuous bathroom, and direct access to the waterside deck. On the second level, three en suite bedrooms provide well-appointed accommodations for all. The walkout lower level features two additional en suite bedrooms, as well as a recreation area and fitness room. Whether spending sun-splashed days relaxing by the pool or boating from the protected waters of Prince Cove to Nantucket Sound, this exquisitely designed estate delivers an unsurpassed lifestyle in one of Cape Cod's most sought-after communities.

16 Cove Point Lane, Barnstable

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

819 & 825 Monument Street, Concord
$6,950,000
5 Beds ⋅ 5 Baths ⋅ 73548621 MLS ⋅ ACTIVE Status
Impeccably renovated Shingle Style estate perched on Monument Street a mile from Concord Center. Wind up the oak & beech adorned drive to a granite cobbled courtyard connecting the main 5 BR house and classic New England Barn w/ 2 BR apartment. Gracious & flowing interior design defined by high ceilings, tall windows, generous hallways, & hearty custom millwork. Chef's kitchen w/ hand-crafted cabinetry, wood fireplace, wetbar, prep area, pantry & breakfast nook. A spacious sunken family room, elegant living room & dining room offer balance for large gatherings and the daily calm. 2nd floor primary suite w/ sitting room & walk-in closets. Updated baths. Lower level wine cellar, sauna & storage. Post-and-beam barn w/ a large 2-story space for your studio, basketball court & parties. Heated billiard room, 3 car garage & 2BR apartment. Wander the gardens, rolling lawn and old growth trees, all newly professionally landscaped w/ resurfaced tennis court & direct access to Estabrook Woods.

819 & 825 Monument Street, Concord

Listing courtesy of Listing Agent: Abby White from Listing Office: LandVest, Inc., Concord.

54 Patten Road, Shelburne
$6,900,000
6 Beds ⋅ 5 Baths ⋅ 73585770 MLS ⋅ ACTIVE Status
An extraordinary country estate where timeless architecture, exceptional craftsmanship, and a magnificent natural setting come together across approximately 150 acres. Established farm lanes and wood roads wind through open meadows and woodlands, leading to a potential house site framing one of the area’s most spectacular southerly views, extending across the Mount Holyoke Range and its iconic Seven Sisters. The residence located at the entrance was thoughtfully reimagined while preserving the character of its antique timber frame. Original beams, posts, and stone fireplaces remain integral to the design, complemented by reclaimed wood floors, rustic wood walls, custom architectural details, and exceptional finishes. The open-concept design is centered around a beautifully appointed kitchen that flows seamlessly into the dining and living areas, creating an inviting setting for both everyday living and entertaining. A separate living area offers additional space to gather or unwind. A distinctive two-story private guest wing offers exceptional privacy and flexibility for family and guests. The result is a home that feels warm and inviting yet sophisticated and rich in character and overlooks rolling open meadows and long range views.. Equally impressive is the transformation of the multi-level converted barn into an extraordinary multi-use building, a one-of-a-kind offering within this remarkable country setting. Exceptional craftsmanship and meticulous attention to detail are evident throughout. Beautifully appointed offices, conference and gathering areas, a full kitchen, private balconies, glass wall partitions, and a custom lift for easy access. The expansive lower level provides generous space for cars, recreational equipment, a gym, agricultural or workshop use, along with a full bath, laundry, and dog wash. The grounds feature extensive stonework, lush gardens, an outdoor kitchen, custom fire pit, ponds, stone walls and walkways, outbuildings, garden shed, chicken coop, automated entrance & field gates, all enhanced by beautifully designed outdoor lighting. Conveniently located 10 minutes from I-91 and Shelburne Falls, 1 hour to Bradley Airport and 2 hours from Boston. This remarkable and rare opportunity must be experienced in person to fully appreciate its setting, scale, and quality.

54 Patten Road, Shelburne

Listing courtesy of Listing Agent: Wanda Mooney from Listing Office: Coldwell Banker Community REALTORS®.

370 Summer Street, Manchester
$6,900,000
5 Beds ⋅ 5 Baths ⋅ 73542564 MLS ⋅ ACTIVE Status
Set 150 feet above sea level on nearly 13 acres in one of Manchester-by-the-Sea’s most coveted locations, 370 Summer Street offers a rare opportunity to own an extraordinary North Shore estate. Reached by a long private drive, the property commands sweeping views of Kettle Cove and Crow Island. Designed by Marcus Gleysteen of MGA with interiors by Lena Fransioli of Zoe Design, the home blends organic modern architecture with timeless craftsmanship. Stone, wood, and metal leaf finishes include a striking copper leaf wall, live-edge maple stairs, bubinga paneling, and a stainless steel freestanding fireplace beneath arched ceilings soaring to 23 feet. Abutting Hooper Trask Conservation Pasture, the estate enjoys access to 2,000+ acres of protected land, trails, beaches, the harbor, village center, top-ranked schools, and the commuter rail.

370 Summer Street, Manchester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

40 Triton Way, Mashpee
$6,850,000
5 Beds ⋅ 6 Baths ⋅ 73487652 MLS ⋅ ACTIVE Status
Set high on a scenic bluff in New Seabury, this contemporary oceanfront estate pairs dramatic Nantucket Sound views with resort-style living. Expansive walls of glass frame the water from vaulted great rooms and intimate sitting areas alike. A sunlit gourmet kitchen opens to multiple dining spaces, while the ocean-view primary suite offers a private balcony. Highlights include a home theater, fitness room, and lower-level entertaining space with direct patio access. Outside, tiered ocean view decks, manicured lawns, and a private path with steps to the water create a seamless connection to the coast. Crafted with exceptional quality, this rare property is designed for both grand gatherings and casual living. Located minutes from New Seabury's five-star amenities, Mashpee Commons, and everything else the area has to offer!

40 Triton Way, Mashpee

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

55 Captain Miles Ln, Concord
$6,795,000
6 Beds ⋅ 8 Baths ⋅ 73591148 MLS ⋅ ACTIVE Status
Set along one of Concord’s most prestigious and distinguished streets, 55 Captain Miles Lane is an extraordinary private estate offering an exceptional combination of timeless elegance, architectural sophistication, and resort-style living. Spanning approximately 11,500 square feet across 1.5 acres of beautifully landscaped grounds, this remarkable residence offers a rare opportunity to experience luxury living on an entirely different scale. Designed for both refined everyday living and unforgettable entertaining, the home features grand yet inviting living spaces, exquisite craftsmanship, and an exceptional collection of amenities. A private 15-seat movie theater, professional entertainment bar with a dedicated stage and sound system, fully equipped fitness center, and expansive recreation areas create an experience rarely found in a private residence. The thoughtfully updated kitchen, elegant gathering spaces, and seamless indoor-outdoor flow further elevate the home's appeal. Outdoors, a spectacular private retreat awaits, featuring a newly redesigned 45-foot saltwater pool with an adjoining spa, sport court, expansive stone terraces, fire pit, and beautifully curated gardens. A heated screened porch, pergola, sophisticated landscape lighting, and integrated outdoor audio create an extraordinary setting for entertaining throughout the seasons, all surrounded by mature landscaping and peaceful conservation views. Enhanced by comprehensive smart-home technology and significant recent improvements, the estate offers modern convenience without compromising its timeless character. An exceptional offering in one of Concord’s most coveted locations, where privacy, luxury, and an extraordinary collection of lifestyle amenities come together to create a destination unlike any other.

55 Captain Miles Ln, Concord

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

68 W Rutland Sq., Boston
$6,795,000
5 Beds ⋅ 6 Baths ⋅ 73577426 MLS ⋅ ACTIVE Status
Located on a serene, tree-lined cul-de-sac and overlooking picturesque Sparrow Park with sweeping views of the Back Bay skyline, 68 W Rutland Square offers an elegant and expansive single-family residence boasting over 5,000 square feet of beautifully designed living space.Renovated from top to bottom, the home retains its original architectural details, such as soaring ceilings, decorative moldings, and grand bay windows, while offering every amenity for today’s discerning buyer. The layout includes a full-floor primary suite, 4 additional bedrooms, 3 full baths, and 3 half baths, providing generous space for both family living and entertaining. Enjoy THREE private outdoor spaces, a state-of-the-art home gym, a climate-controlled wine cellar, and a heated garage and driveway, something few South End brownstone homes can match. With Sparrow Park just outside your door, this is a rare opportunity to enjoy gracious city living with the indoor-outdoor lifestyle every Bostonian dreams of.

68 W Rutland Sq., Boston

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

181 Daniels Island Road, Mashpee
$6,795,000
5 Beds ⋅ 5 Baths ⋅ 73544632 MLS ⋅ ACTIVE Status
A Place Where Dreams Are Made! Elevated coastal living awaits in this extraordinary waterfront residence nestled within the exclusive enclave of Daniels Island. Perfectly positioned to capture sweeping views of Popponesset Bay and Nantucket Sound, this exceptional home offers an unparalleled blend of elegance, comfort, and the timeless beauty. With impeccable attention to detail, this inviting home provides stunning views from nearly every room while having undergone extensive and tasteful remodeling throughout, as well as tremendous improvements to the outdoor living space, providing endless opportunity for entertaining family and friends. The main level offers an open kitchen/dining and sitting area with adjoining living room, a cozy den area as well as a guest ensuite.  A family room, two bedrooms and adjoining bath and primary suite with sitting room and new enlarged bath.   For additional privacy, a new guest area is located above the garage.

181 Daniels Island Road, Mashpee

Listing courtesy of Listing Agent: Richard Coleman from Listing Office: New Seabury Sotheby's International Realty.

75 Goddard Avenue, Brookline
$6,695,000
7 Beds ⋅ 9 Baths ⋅ 73486175 MLS ⋅ ACTIVE Status
Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple fireplaces including a striking outdoor granite fireplace on the covered rear deck for year-round entertaining. A fully restored original Carriage House provides two additional floors ideal for a gym, studio, or guest quarters, while a separate private office or nanny suite offers its own entrance. Built to an impressive standard with geothermal heating and cooling across six zones, radiant floor heating, Andersen Architectural Series windows, 600-amp electrical service, EV charging, and extensive CAT5 wiring. Minutes to The Country Club, Dexter Southfield, Larz Anderson Park, and downtown Boston

75 Goddard Avenue, Brookline

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

25 Holly Cir, Weston
$6,680,000
5 Beds ⋅ 9 Baths ⋅ 73573009 MLS ⋅ ACTIVE Status
Privately sited on a cul-de-sac in Weston’s coveted South Side, this custom-built residence offers beautifully appointed living space across three finished levels, set on 1.38 acres. Designed by award-winning architect Bart O’Brien and built by Whitman Homes, the home brings together architectural distinction, exceptional craftsmanship, and professionally reimagined grounds to create a setting of impressive scale, privacy, and livability. A dramatic two-story foyer introduces formal living and dining rooms with custom millwork, hardwood floors, and multiple fireplaces. At the heart of the home, a light-filled family room with soaring ceilings and a commanding wall of windows opens seamlessly to a chef's kitchen with professional-grade appliances, center island, and two butler's pantries. A richly appointed library/home office and covered porch and bluestone patio complete a main level built for entertaining and everyday living. Five en-suite bedrooms include a luxurious primary suite with fireplace, custom walk-in closets, and beautifully appointed baths. The expansive walkout lower level extends directly to the backyard and features a great room with wet bar, media room, exercise room, and wine cellar. An attached three-car garage completes the residence. The grounds have undergone a significant professionally engineered, town-approved transformation — replacing formerly rocky terrain with an expansive, level, grassed backyard framed by mature trees and refreshed landscaping. The result is a rare combination of usable, private outdoor space for recreation, entertaining, and daily life, seldom found on estate lots of this scale. Ideally set on Weston's South Side bordering Wellesley — moments from Weston and Wellesley town centers, conservation trails, and the Weston public school district, with convenient commuter access to Boston. A distinguished offering in Weston, MA 02493 — where architecture, craftsmanship, and beautifully reimagined grounds come together.

25 Holly Cir, Weston

Listing courtesy of Listing Agent: Team Coyle from Listing Office: Compass.

99 Baldpate Hill Road, Newton
$6,649,000
5 Beds ⋅ 8 Baths ⋅ 73484874 MLS ⋅ ACTIVE Status
Hidden behind an understated façade on one of Newton’s most private and prestigious roads, 99 Baldpate Hill Road is an architect-designed, custom-built estate set at one of the city’s highest residential elevations, with sweeping treetop views and unforgettable sunsets. Spanning over 9,100 square feet across four levels, the home features soaring ceilings, walls of glass, custom millwork, and elegant spaces for both everyday living and grand entertaining. Five bedrooms, all with en-suite baths, provide comfort and privacy. The private owner’s level includes an approximately 1,500-square-foot primary suite, executive office, and private terrace. A walkout lower level offers a home theater, recreation space, fitness room, wine cellar, and second kitchen. Set on nearly three-quarters of an acre, the expansive, beautifully landscaped grounds feature a pool, spa, pool house, and multiple outdoor terraces, creating a secluded resort-like retreat just minutes from Boston.

99 Baldpate Hill Road, Newton

Listing courtesy of Listing Agent: Samantha Stumpo from Listing Office: Serhant.

434 Sea View Ave, Barnstable
$6,600,000
5 Beds ⋅ 8 Baths ⋅ 73589132 MLS ⋅ ACTIVE Status
Architecturally stunning and beautifully appointed, this exceptional residence is set within one of Cape Cod’s premier resort communities. Perfectly sited on 2.44 acres, the elegant home combines exquisite craftsmanship and refined detailing with a warm, inviting sense of style and ambiance. Nearly 5,000 square feet of custom-designed living space flows seamlessly from one room to the next, creating an ideal setting for both sophisticated entertaining and relaxed everyday living. The spacious living room is designed for both grand-scale entertaining and comfortable everyday living, featuring a handsome wet bar and seamless access to the light-filled sunroom overlooking the resort style pool. The dining area provides an inviting setting for formal gatherings, while the beautifully appointed kitchen with a generous center island, granite countertops, and custom backsplash, serves as the heart of the home. Refined millwork and thoughtful architectural details throughout add a timeless sense of elegance. The luxurious primary suite offers a spa-inspired bath, private sitting area, and separate office. The second-floor features three en-suite bedrooms, complemented by a fourth en-suite bedroom with a private balcony above the two-car garage. The outdoor setting is a defining feature of the property. A striking in-ground pool, pool house, fire pit, and beautifully designed landscaping create an inviting backdrop for summer entertaining and relaxed afternoons at home. Multiple outdoor spaces are framed by the grounds, while the long driveway and substantial acreage provide a welcome sense of seclusion. A distinctive offering on one of Osterville’s premier residential streets, this is a property that brings together architectural character, exceptional outdoor living, and privacy in a coveted Cape Cod setting. 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.

434 Sea View Ave, Barnstable

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

12 Pond St, Chatham
$6,575,000
4 Beds ⋅ 5 Baths ⋅ 73582098 MLS ⋅ PRICE CHANGED Status
Few homes command Oyster Pond like 12 Pond Street. Three soaring peaks, the center crowned in sculptural rounded copper, announce a custom Eastward Companies build of rare craftsmanship, with immediate proximity to Main Street and the beach. Inside, every room turns toward the water. The open first floor is anchored by a kitchen perched above stunning views, its custom cabinetry and large island opening to a fireplaced living and dining area that flows to the waterfront patio. Just beyond, the primary suite offers built-ins, a gas fireplace, a walk-in closet, and a spa-like bath. Hardwood, high ceilings, and exceptional millwork carry throughout. Upstairs, a vaulted family room with wet bar opens to a porch set above the water, joined by three bedrooms and two full baths. Below, a fully equipped gym and entertaining space. Outside, a full paver driveway, retaining walls, and terraced bluestone patios frame hydrangeas and lush native plantings, with a gas firepit, outdoor shower, and generator. A deeded association dock and mooring field deliver some of the finest boating and recreation on the Cape. A show house, purpose-built for entertaining and for a life lived on the water.

12 Pond St, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

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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