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$8,300,000
5 Beds 10 Baths
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 : Salem Coughlin Group ---- Compass

$8,250,000
6 Beds 7 Baths
A truly distinctive offering where timeless architecture, elevated design & flexible urban living converge. Set on one of the South End’s most coveted tree-lined streets, this home presents a rare opportunity to combine two meticulously renovated residences within a classic bow-front brownstone into a single family home. Comprising a penthouse triplex & garden duplex, the building offers exceptional flexibility for multigenerational living, guest accommodations, income potential or future single-family conversion. The PH features 3+ beds, 3.5 baths, dramatic entertaining spaces, custom millwork, gas fireplaces, private roof deck & skyline views. The garden duplex offers 2 beds, 2.5 baths, study, private patio & refined finishes throughout. Complete w/ 2 direct parking spaces, designer kitchens & curated finishes. Moments from acclaimed dining, parks, SoWa, cafés & premier private schools, boutique shopping & renowned restaurants & galleries.

189 W Brookline St, Boston

Listing Courtesy of : Ricardo Rodriguez & Associates Group ---- Coldwell Banker Realty - Boston

$8,200,000
6 Beds 9 Baths
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 : Maggie Gold Seelig ---- MGS Group Real Estate LTD

$8,000,000
5 Beds 5 Baths
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 BR's, 3 full & 2 half baths.There is a gourmet chef's kitchen & family room on the lower level that lead out to a private patio, hot tub & direct to 2 full sized parking spaces. The main level showcases a fireplaced formal living room & dining room w/ a butler's pantry, 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 in closet is not to be missed. The remaining four BR's are on the upper floors & are spacious & versatile for home office & guests. Two more full baths service these BR's. 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 : Lisa Merriman Barth ---- Barth Real Estate

$7,995,000
5 Beds 7 Baths
Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

77 Towhee Lane, Orleans

Listing Courtesy of : Chris Rhinesmith ---- Compass

$7,900,000
5 Beds 5 Baths
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 : Amanda Armstrong Group ---- Compass

$7,900,000
5 Beds 4 Baths
With over 170 feet of direct oceanfront and commanding 180-degree panoramic views, Anbelwold Circuit is a rare opportunity on a private road leading to a cherished sandy beach enjoyed by residents. Perched above the rocky shoreline of York, this exceptional five-bedroom, shingle-style residence captures sweeping southeasterly vistas across the mouth of the Cape Neddick River to the iconic Nubble Lighthouse, with Boon Island Light rising on the horizon. Located on one of southern Maine's most coveted addresses, the property provides an exceptional sense of privacy and tranquility while remaining just minutes from the village of York and within easy reach of Portsmouth and Portland. Inside the home, nearly every room is oriented to embrace the dramatic ocean panorama. Meticulously designed gardens and an expansive waterside stone terrace create a natural extension of the living space, providing an idyllic setting for quiet relaxation, intimate gatherings, and large-scale entertaining. The primary suite and a spacious guest suite each open to private waterside decks with front-row seats to the ever-changing seascape of the Atlantic - from brilliant sunrises and passing sailboats to the steady rhythm of the surf. Long recognized among New England's premier coastal destinations, York and Ogunquit are celebrated for their sandy beaches, vibrant arts communities, fine dining, and enduring appeal as multigenerational retreats. Here, the rugged beauty of Maine's coastline is paired with timeless architecture and an extraordinary waterfront setting to create a legacy property of exceptional distinction.

5 Anbelwold Circuit, York

Listing courtesy of LandVest, Inc..

$7,900,000
5 Beds 1 Baths
A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

Listing Courtesy of : Lobin Frizzell ---- KW Coastal and Lakes & Mountains Realty/Meredith

$7,900,000
4 Beds 6 Baths
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 : Tracy Campion ---- Campion & Company Fine Homes Real Estate

$7,900,000
6 Beds 7 Baths
Welcome to Gulph River Island – one of the South Shore's most exceptional waterfront properties - a rare find. Offering commanding, panoramic views along the beautiful Gulph River, is a truly irreplaceable coastal asset, uniquely sited atop its own natural rock to deliver exceptional privacy, serenity, light, and presence. The 2020 main residence showcases superior craftsmanship, bespoke finishes, spa area and complete with a salt cave and state of the art systems, complemented by a fully renovated carriage house (2018) for guests and extended living. Engineered for efficiency and resilience with solar, geothermal, and a whole-house generator, the property features stunning landscaping, a private dock, tennis court, pond with waterfall, gardens and enclosed pasture. Ideally located just minutes from Cohasset Village, N Scituate Center, Minot Beach and the Scituate Harbor waterfront, yet world's away, this multi-generational opportunity is a pleasure to show, by appointment only.

67 Border St, Scituate

Listing Courtesy of : Shannon King ---- Corcoran Property Advisors

$7,900,000
3 Beds 3 Baths
140 Acres of Rare Opportunity in Kensington, NH. Discover an extraordinary property offering a truly rare opportunity in one of southern New Hampshire’s most desirable locations. Just 4 miles from I-95, this remarkable parcel combines privacy, convenience, and scale - only 50 minutes to Boston, 20 minutes to the beaches, and a short drive to Exeter and Portsmouth. The land features rolling pastures, wooded areas, three serene ponds, four professionally maintained orchards with apple, peach, and plum trees, a picturesque bridge, and up to 80 acres of open fields. Over a mile of paved road winds through the property, providing excellent access throughout. All underground utilities are in place, adding valuable infrastructure for future use and development. A 5,000+ sq. ft. post-and-beam barn, guest or caretaker cottage, and chicken coop are already on site, creating a versatile framework for agricultural, equestrian, recreational, or future vision-based use. The existing main house offers potential for renovation, replacement, or a custom rebuild, allowing the next owner to shape the property to suit their needs. This is a rare chance to own a substantial and highly versatile piece of Kensington with exceptional location, scale, and long-term potential.

14 Bartlett Rd, Kensington

Listing Courtesy of : Kevin Kneeland ---- Compass New England, LLC

$7,850,000
4 Beds 6 Baths
This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and large windows overlooking the manicured grounds. French doors lead to a deck perfect for outdoor dining and relaxation. A state-of-the-art media room with plush seating and a large screen provides the ultimate space for movie nights or game days, with a wine cellar just steps away. The carriage house includes a three-car garage with a spacious one-bedroom apartment above. Located beside Sheriff’s Meadow Conservation land with public access to Katama Bay, and just minutes to South Beach and downtown Edgartown.

24 Katama Bay View Road, Edgartown

Listing Courtesy of : Thomas Wallace ---- Wallace & Co. Sotheby's International Realty

$7,795,000
8 Beds 11 Baths
Set on a private peninsula with 600 feet of waterfront, this newly remodelled estate represents one of Sebago Lake's most remarkable offerings. Extensive mountain views stretch across New England's deepest lake, creating a setting that is as dramatic as it is private. Designed to embrace both comfort and grandeur, the main residence is anchored by a dramatic great room with cathedral ceilings, a full-height stone fireplace and a curved wall of arched windows. Nearly every room boasts substantial views of the lake and mountain range. The chef's kitchen pairs two waterfall marble islands with custom cabinetry and professional high-end appliances, a space as beautiful as it is functional. A dedicated wine room, butlers pantry, and casual dining area complete the kitchen. The formal dining room beneath a coffered tray ceiling features custom walnut cabinetry. Wide-plank hardwood floors and brushed brass fixtures carry gracefully throughout the home. The primary suite is a private sanctuary. The grand primary bathroom is highlighted by a freestanding soaking tub, glass enclosed shower with White Fantasy Quartzite bench, and exquisite cabinetry. The suite offers a gas fireplace, large walk-in closet/dressing room and direct access to a deck where the water and mountains share the horizon. Four additional ensuite guest bedrooms offer exceptional comfort for you and your guests. The private upper-level suite features a kitchenette, large full bath with washer and dryer, sitting area with gas fireplace and a secluded deck with views of the lake. A fully appointed guest house provides three additional bedrooms, three full baths and an attached garage. Beyond the residences, the grounds have been executed with the same attention to detail, featuring Ipe decks, sweeping hardscapes, flagstone walkways, granite steps, manicured lawn, enclosed outdoor shower, private dock, and stone seawall. Together, they create a legacy estate that is unrivaled.

7 Starlit Way, Standish

Listing courtesy of RE/MAX By The Bay.

$7,750,000
8 Beds 12 Baths
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 : John Boyle ---- LandVest, Inc.

$7,750,000
5 Beds 6 Baths
Set on 180 feet of beachfront, this rare and highly coveted Marblehead Neck estate offers an extraordinary blend of privacy, scale, and coastal prestige. Encompassing nearly 2-acres of irreplaceable shoreline, the property presents a once-in-a-generation opportunity to reimagine a legacy retreat in one of North Shore’s most exclusive enclaves. This 5 bedroom, 5.5 bath residence captures sweeping ocean vistas, awe-inspiring sunrises, and gentle sea breezes, providing an unparalleled setting for refined coastal living with private beach ownership. Whether the current home is meticulously restored or the site is transformed into a bespoke modern masterpiece, the land itself represents the ultimate in luxury. Expansive and rich with possibility, this estate is a lifestyle investment offering the rare freedom to design a beachfront vision that will endure for generations. For those seeking a premier waterfront acquisition, this property stands as a hallmark of North Shore excellence.

349 Ocean Avenue, Marblehead

Listing Courtesy of : Judith Toner ---- The Proper Nest Real Estate

$7,750,000
7 Beds 11 Baths
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 : Robert Kinlin ----

$7,595,000
5 Beds 6 Baths
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 : Kerrie Marzot ---- Sotheby's International Realty

$7,550,000
6 Beds 9 Baths
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 : Simon Collaborative Group ---- Gibson Sotheby's International Realty

$7,500,000
3 Beds 6 Baths
Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock. Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence is thoughtfully designed to blend coastal charm with modern comfort, with sun-filled living spaces, expansive windows, and seamless indoor-outdoor flow perfect for entertaining or quiet seaside relaxation. Waterfront Chef's Kitchen with Cathedral Ceiling, Living Rooms, Dens, separate living quarters complete with a Kitchen over the 3-Bay Garage. Step outside to your private waterfront oasis, where launching a kayak at sunrise, enjoying afternoon boating on North Bay, or taking sunset walks with the dog, every day feels like a vacation. Located just moments from Osterville Village's boutiques, restaurants, and marinas.

46 Great Bay Rd, Barnstable

Listing Courtesy of : Chuck Tuttle ---- William Raveis R.E. & Home Services

$7,500,000
6 Beds 6 Baths
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 : Paul E. Grover ----

$7,500,000
4 Beds 7 Baths
Tucked away on a private cul de sac in the fashionable and historic “Flat" of Beacon Hill, 8 Otis Place is a rarely available and magnificent townhome complete with an elevator, multiple private outdoor spaces, and parking at your front door. Its layout caters wonderfully to entertaining, featuring a comfortable family room with walkout access to the beautiful outdoor patio and backyard, a gourmet eat-in kitchen, elegant dining room, and a formal living room with lovely views of the river. The top-level media room/ home office features a half bath and wet bar and opens to a deck with fabulous views of Beacon Hill. Take one flight up to the stunning roof deck with outstanding views of the Charles River and City beyond. Additional features include a luxurious primary suite, mudroom, laundry room, and a fitness room/bonus room. This home is enveloped by Beacon Hill’s renowned, charming character and is steps from the Public Garden and the fine boutiques and restaurants of Charles Street.

8 Otis Place, Boston

Listing Courtesy of : Tracy Campion ---- Campion & Company Fine Homes Real Estate

$7,500,000
5 Beds 8 Baths
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 : Rodney Scott ---- Engel & Volkers Boston

$7,500,000
6 Beds 8 Baths
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 : Maggie Gold Seelig ---- MGS Group Real Estate LTD

$7,500,000
5 Beds 7 Baths
Nestled within Seven Gates Farm, one of Martha’s Vineyard’s most storied and scenic communities, this 26.5-acre estate features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench overlooking Vineyard Sound and the Elizabeth Islands. Located just steps from Gray’s Beach and dock, this is among the most picturesque settings in Seven Gates Farm. The community includes 45 homesites across 1,600 acres, with 1,000 acres of protected conservation land, open fields, woodlands, ponds, and miles of trails. Residents enjoy exclusive access to 1.5 miles of private beach, two piers, and tennis courts. An extraordinary opportunity to be part of a community dedicated to preserving the island’s natural beauty.

85 North Reservoir Road, West Tisbury

Listing Courtesy of : Alyssa Halisky ---- Wallace & Co. Sotheby's International Realty

$7,498,000
4 Beds 4 Baths
"Days End" is a magnificent waterfront estate situated on 2.08 acres in Straws Point. Known for its grand history and record-breaking sales of $18.5M and $25M, Straws Point is an exclusive coastal enclave representing the pinnacle of luxury in a tax-free haven. This coastal New England property is defined by its access to a private beach with panoramic, unobstructed ocean views of the Atlantic and the vibrant, ever-changing tidal marsh, emphasizing the desirable land and magical setting. Perfect for entertaining with family and friends, the floorplan is anchored by a magnificent great room providing 3 grand French doors leading to the terrace and a formal dining room perfect for large-scale hosting. The interior highlights include an impressive curved staircase, 5 fireplaces, a stately paneled library, a chef’s kitchen offering top appliances and an octagon English conservatory surrounded by glass with views of the tidal marsh and Rock Beach. The spectacular outdoor space is bordered by stone walls and includes an expansive stone patio, a screen porch, a wrap-around covered porch, professionally designed gardens, sweeping lawns, and a Bocci court, with the significant acreage offering incredible potential for expansion (ADU, multi-generational compound). Accessed via a private road, 6 Wildwood Lane ensures a level of seclusion, distinction, and prestige to be cherished for generations. Enjoy a short walk (about 1/10th of a mile) to Jenness Beach. Under the main photo, please click on the virtual tour links for the virtual tours.

6 Wildwood Ln, Rye

Listing Courtesy of : Lauren Stone ---- Carey Giampa, LLC/Rye Cell: 603-944-1368

$7,495,000
3 Beds 5 Baths
Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Portland's coveted Loveitts Field neighborhood, magnificently positioned along the ship channel entrance to Portland Harbor. A soaring entryway reveals 10 foot ceilings and bold marble pillars that set the stage for elegant living. The bespoke kitchen showcases two islands, granite countertops, and professional grade appliances, perfectly designed for both everyday living and grand entertaining. Formal dining and living rooms open to a terrace with sweeping ocean and Ram Island views. An elevator services all three levels, ensuring comfort and convenience throughout the home. The primary suite is a sanctuary with a fireplace, balcony, walk-in closet, and a marble bath featuring a soaking tub overlooking Portland Head Light. The lower level exudes old world charm with a stone detailed kitchen, marble fireplace, and private theater. Outdoor living is resort-like with a heated pool, terraces, and 100 feet of waterfront showcasing your private front row seat to the boats of Casco Bay and Portland Harbor. An elegant coastal beauty unlike anything else on the market.

1 Channel Rd, South Portland

Listing courtesy of RE/MAX By The Bay.

$7,450,000
6 Beds 8 Baths
Set on the sandy shores of Nantucket Sound, 120 Vineyard Road represents the pinnacle of coastal living with a private sandy beach in one of Cotuit's most sought-after locations. The 5-bedroom residence showcases superlative finishes with beamed ceilings, wainscoting and crown molding throughout. From the grand foyer to the chef's kitchen with breathtaking water views, each space was designed with intention. The fireplaced living room flows to a formal dining room and great room, while a first-floor en suite bedroom offers private guest accommodations. The primary suite is a sanctuary of luxury with a private deck, a lounge, walk-in closet, and a luxurious bathroom. Three additional en-suite bedrooms ensure comfort and convenience. A bluestone terrace provides the perfect backdrop for al fresco entertaining with a short path to the beach. A 3-car garage and a guest cottage complete this exceptional offering. A rare combination of privacy and modern luxury in an unrivaled location!

120 Vineyard Road, Barnstable

Listing Courtesy of : Paul E. Grover ----

$7,395,000
4 Beds 4 Baths
Rare Sewall Road Offering... One of the largest waterfront lots on Sewall Road 1.57 acres in one of the most coveted addresses on Lake Winnipesaukee. This prime parcel enjoys a sunny eastern exposure, town water and sewer, and 188 feet of pristine shoreline overlooking downtown Wolfeboro, the Brewster Academy campus, and the mountains beyond. Wolfeboro has earned its title as the "Oldest Summer Resort in America" a legacy dating to 1771, when Colonial Governor John Wentworth built his summer estate on the shores of nearby Lake Wentworth. That tradition of lakeside retreat took root and flourished over the following century and a half, drawing prominent Boston and NY area families who built the shingle-style "camps" and grand cottages that still line the water today. Many of the area's most storied waterfront estates began exactly this way. Modest family camps, over generations, gave way to the refined lakefront residences the region is now known for. Your legacy begins here at 180 Sewall, on one of the area's most sought-after shorelines on the lake, within walking distance of downtown and the Sewall Woods Conservation area. This property is historically known as "Wiscasset" and was owned by the late Rev. A Edwin Keigwin who held Sunday Vespar services on the shoreline in the early 1900's. The same sheltered waterfront, deep water docking and sweeping views that have welcomed generations continue to set the stage for Lake Winnipesaukee memories. This offering includes the existing land and buildings "as is", plus newly completed and NH-approved plans and permits for a stately 9,000-square-foot Lake Compound, featuring a main house, guest house, deep-water boathouse, barn, garage, warming pool, elegant patios and hardscape. All recently approved by the State of New Hampshire. Build your dream home in one of Wolfeboro's most iconic and historic settings. This will be one of the nicest homes on the lake in one of the most desirable areas on Lake Winnipesaukee.

180 Sewall Rd, Wolfeboro

Listing Courtesy of : Lisa Williams ---- Wolfeboro Bay Real Estate, LLC Off: 603-569-0101

$7,350,000
4 Beds 5 Baths
Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with the beauty of its natural environment. A private dock on the property provides direct pond access. The beautifully manicured path, leads from the house to the dock, where you can launch across the pond to your own private South Shore beach lot, included in this sale. Of course the new owner also has access to iconic Lucy Vincent and Squibnocket beaches. The property is surrounded by over seven acres of abutting conservation land. The grounds are meticulously designed, with mature landscaping and gardens that feel both timeless and intentional. This is more than a residence. It's the key to embracing the Chilmark lifestyle defined by privacy, water access, and understated elegance.

308 South Road, Chilmark

Listing Courtesy of : Rose Ryley ---- Wallace & Co. Sotheby's International Realty

$7,250,000
5 Beds 8 Baths
This stunning waterfront home is nestled within a coveted North Falmouth community and offers a private beach and association dock. Completely reimagined by an elite team of designers and builders in 2023, this sophisticated 5-bed residence features sweeping ocean views and spectacular sunsets! High-end finishes, custom hardwood floors, tile, stone and millwork are found throughout this special home. Entertainers delight with a large open-concept first-floor that centers around a stunning chef's kitchen. The home office, den, lower level lounge, gym, sauna, and steam rooms provide space for retreat, or large scale gathering. The resort-like exterior with large front lawn, gardens, sundeck and infinity-edge pool create the perfect setting for both relaxation or family activity. A private path with direct beach and water access is a real treasure. This oceanfront property epitomizes sophisticated coastal living, blending thoughtful design with modern systems in a convenient location.

24 Westwood Road, Falmouth

Listing Courtesy of : Maggie Gold Seelig ---- MGS Group Real Estate LTD

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