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$9,990,000
7 Beds 7 Baths 73391908 MLS
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.

$9,985,000
5 Beds 8 Baths 73478330 MLS
Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom cabinetry, and a large island opening to sun-filled living and dining areas. A seamless indoor-outdoor flow connects to the private, flat tree-lined lot—perfect for entertaining or relaxation. Highlights include a luxurious primary suite with spa bath, generous secondary bedrooms, family room and a versatile finished lower level, attached 3-car garage with heated driveway, permitting for a pool. Built by a renowned local builder, this move-in-ready residence offers unmatched style, craftsmanship, and comfort in one of Brookline’s most desirable settings. Just bring your toothbrush!

68 Clyde Street, Brookline

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

$9,950,000
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: .

$9,900,000
7 Beds 7 Baths 73521104 MLS
319 Beacon Street is a stunning single-family residence offering impressive scale, refined finishes, and an outstanding layout for both grand entertaining and everyday living. Flooded with natural light from oversized windows, the residence features beautifully proportioned rooms with high ceilings, all connected by an elevator servicing every level. Elegant formal living and dining spaces provide a sophisticated setting for entertaining while maintaining a warm and inviting feel. A suburban-sized eat-in kitchen is outfitted with top-of-the-line appliances, custom cabinetry, and extensive storage. The expansive family room with a full bar opens to a spectacular oversized deck, creating an ideal indoor-outdoor setting for entertaining. Additional highlights include a home office and a private guest suite on the lower level. Atop it all is an incredible roof deck with sweeping city views. Complete with 2 garage and 1 outdoor parking space, all in a premier Back Bay location.

319 Beacon Street, Boston

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

$9,890,000
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.

$9,850,000
5 Beds 5 Baths 73395925 MLS
Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound—accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living—screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck—perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. 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.

14 Indian Trail, Barnstable

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

$9,800,000
4 Beds 1 Baths 1668548 MLS
A truly rare offering, this 117± acre waterfront estate presents a once-in-a-generation opportunity on the shores of Maine's highly sought-after Long Lake. Currently operated as the family-owned Colonial Mast Campground for 48 years, the property boasts more than 2,500 feet of pristine waterfront, expansive sandy beaches, and an extensive docking system with 72 boat slips. Licensed for 110 RV campsites, including some year-round sites, the property features an impressive collection of existing infrastructure, including an indoor pool facility, camp store with commercial kitchen, recreation hall, bathhouse, garages, and a waterfront owner's residence. Many of these structures are grandfathered within the shoreland zone, creating significant value and flexibility that would be difficult to replicate today. With over 7,000 feet of combined road frontage along Kansas Road, Bove Road, and Colonial Mast Road, this property offers exceptional access and development potential. Whether envisioned as a continued campground operation, a large-scale residential development, a luxury waterfront community, or an extraordinary private family compound, the possibilities are unmatched. Enjoy direct access to 11 miles of boating and recreation on Long Lake, with navigable access to Brandy Pond and Sebago Lake. Ideally located in the heart of Maine's Lakes Region, the property is just minutes from the Naples Causeway, 15 minutes to Pleasant Mountain Ski Resort, and only 45 minutes from Portland. Opportunities of this scale, with this amount of waterfront, acreage, infrastructure, and development potential, rarely come to market. Own one of the largest and most significant waterfront properties in the Lakes Region to hit the open market.

1 Colonial Mast Rd, Naples

Listing courtesy of Oberg Insurance & Real Estate Agency, Inc..

$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.

$9,500,000
5 Beds 6 Baths 1675262 MLS
Feel your cares melt away as you drive through a half mile of Rachel Carson preserve to reach this stately home in one of Kennebunkport's prime neighborhoods, situated on the rocky coast halfway between Goose Rocks Beach and Cape Porpoise. The sprawling 1st floor features ocean-facing living areas that flow invitingly from kitchen to dining room to living room to library. Living room doors open out to the deck, seamlessly linking indoor and outdoor gathering spaces. The spacious executive office is tucked away to afford some privacy, yet just around the corner from the heart of the home. The kitchen offers everything you'd want and more with an additional pantry just across the hall. From the kitchen doors, step out onto the deck or screened porch and gazebo to enjoy sunrise and your morning coffee al fresco. The1st floor also offers a half bath and 2nd office. On the 2nd floor, the primary suite is a true oasis with unbeatable views, a spacious sitting area, fireplace, private deck and spa-like bathroom. It's a place for rest and relaxation. The vista from the soaking tub is a sight to behold. The 2 additional suites on the 2nd floor are equally impressive. Each is spacious enough for a separate sitting area and has its own private bath. There is also a cozy bedroom w/ private deck on the westerly side from which to enjoy the sunsets, a hall bath and laundry room. The 3rd floor suite offers living space with plenty of nooks for relaxing, games, & privacy, with fireplace, deck, full bath and bedroom. It's one of many inviting retreats in this impressive home. The lower level, includes a game/billiard room with fireplace, a separate gym & wine cellar. The deep garage bay offers room for boats, cars, toys, etc. The grounds of this property are beautifully landscaped & designed for maximum appreciation of this amazing waterfront location, including a secret path to the water. Don't miss this unique opportunity to own one of Kennebunkport's finest homes

36 Skipper Joes Point Rd, Kennebunkport

Listing courtesy of OceanView Properties.

$9,500,000
7 Beds 8 Baths 73485408 MLS
Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with fireplace, multiple closets, & a spa-like bath, along with additional en-suite bedrooms and a third-floor recreation space.The fully finished lower level includes a kitchen, gym, theater, recreation room, additional bedrooms, and full bath. Additional highlights include radiant heated floors, smart home technology, and an oversized double-depth garage accommodating up to six cars. Set on nearly one acre of beautifully landscaped grounds w/ a swimming pool, clay tennis court, and heated driveway and walkways for snowmelt. An exceptional residence offering luxury, privacy, extraordinary amenities.

355 Buckminster Road, Brookline

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

$9,500,000
7 Beds 9 Baths 73445189 MLS
Offered fully furnished and ready to enjoy, this Majestic Tudor Berkshire Estate sits on 71 Acres atop Tom Ball Mountain in quaint Alford, MA. Privacy and Breathtaking views. Formal Entry and Foyer. Stately Living Room and Dining Room. Great Room with Gourmet Kitchen. Den, Family Room, Gym and Massage Room. 5 en-suite Bedrooms in the Main House. 2 Bedroom Tudor Guest House w beamed ceilings and full amenities. Manicured grounds, infinity Pool and Hot Tub, Pool House with full Bath, Tennis Court and Pickleball Court. 7 Garages and additional Barn. Exquisite architectural touches, state-of-the-art home technology and security, in the most peaceful of surroundings. Easy access by road, rail and private Airport. Close to Tanglewood and Berkshire attractions.

30 East Rd, Alford

Listing courtesy of Listing Agent: Steven Weisz from Listing Office: William Pitt Sotheby's International Realty.

$9,495,000
4 Beds 6 Baths 73548919 MLS
Timeless architect-designed Katama retreat made for summer living. Privately set at the end of a long drive on 1.53 acres near South Beach, this Patrick Ahearn-designed estate offers 4,605 square feet of refined Vineyard living. Built in 2022, the home blends award-winning coastal architecture with vaulted ceilings, custom shiplap, millwork, antique rough-hewn beams, Rubio Monocoat floors, high-end fixtures, and luxury finishes. The Great Room is anchored by a floor-to-ceiling gas stone fireplace, while the gourmet kitchen opens to the living, dining, and family rooms, with a Butler’s Pantry for entertaining. French doors lead to a screened porch and resort-style outdoor setting with PebbleTec gunite pool, built-in spa, bluestone patio, outdoor shower, and pergola-covered lounge with wood-burning fireplace. Four en suite bedrooms include a serene Primary Suite with pool access. An attached two-bay garage and full unfinished basement add ease and future potential.

29 Slough Cove Rd, Edgartown

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.

$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.

$9,399,000
5 Beds 9 Baths 1647579 MLS
Welcome to Harbor Watch-a distinguished estate steeped in history and timeless elegance. Perched on 2.2 private acres with sweeping views of the Kennebunk River and Atlantic Ocean beyond, this exceptional residence offers the rare combination of privacy, beauty, and walkability to the heart of Kennebunkport Village. Harbor Watch offers an array of thoughtfully designed outdoor spaces from second floor decks, to gracious front and side patios, to the manicured side lawn with classic pergola and elegant fountain. An in ground pool is nestled among original stone walls, salvaged from the historic Stone Castle, blending old world charm with modern luxury. Additional features include a 3 bay garage equipped with an EV charger, convenient pet shower, and generous storage. The front circular driveway adds stately curb appeal , while a separate rear driveway provides direct access to the garage and back hallway for everyday convenience. The property is irrigated ensuring the grounds remain lush and pristine. The front formal entry welcomes you with elegant marble floors and a grand staircase. The main floor is designed for entertaining and comfortable living. It includes a spacious living room with wood burning fireplace and wet bar; a conservatory wrapped I windows and a formal dining room. The updated kitchen features a large center island with seating, separate pantry, multiple refrigerators and dishwashers-ideal for hosting at scale. An adjacent comfortable family room with second wood burning fireplace and dedicated office complete the main level. Upstairs is an expansive primary suite and 4 additional en suite bedrooms. A richly appointed office with gas fireplace adds to the second floor appeal. The lower level features a custom bar with large wine cooler, wet bar ,gas fireplace, and gym that opens to the in ground pool. Harbor watch is a rare property- a spectacular home with timeless elegance in an absolutely perfect location!

60 Ocean Ave, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$9,000,000
4 Beds 7 Baths 73476388 MLS
Behind its classic Village façade lies a home that reimagines Edgartown living, where timeless architecture meets bright, light-filled interiors and an effortless sense of modern luxury. Just moments from Main Street and the harbor, it offers the rare opportunity to enjoy the best of the Village from a residence designed for the way people live and entertain today. Exceptional craftsmanship and thoughtfully curated finishes define every level of the home. The backyard is a true extension of the home, anchored by a fully equipped cabana, heated saltwater pool, sunken fire pit, and striking custom glass wall. A strong rental history further enhances the property's appeal, offering exceptional flexibility as a private family retreat or a compelling investment opportunity. A home where exceptional quality meets effortless living, offering a fresh and relaxed interpretation of luxury in the heart of Edgartown Village.

43 Peases Point Way S, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$8,995,000
7 Beds 6 Baths 73496969 MLS
Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

39 Worthington Rd, Brookline

Listing courtesy of Listing Agent: Rachel Goldman from Listing Office: MGS Group Real Estate LTD.

$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 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 boats a large mudroom AND a walk in coat closet, the bedroom/home gym with en suite bath and a kids play room. 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.

$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.

$8,990,000
5 Beds 6 Baths 73333444 MLS
No. 86 Mount Vernon is a spectacular corner residence overlooking the coveted Louisburg Square in Boston’s most storied neighborhood. Built circa 1875, this 20’ wide townhouse offers 4,492 SQFT of classically scaled living space across 4 levels. The gracious floor plan has been reconfigured for today’s modern lifestyle, all while preserving the beauty and integrity of the magnificent historic details throughout the home. A grand double parlor living room, soaring ceiling heights, exquisite crown molding and ironwork, 70 windows and 6 original fireplaces serve as a lasting testament to a golden age of living. The 3rd floor living area opens to an expansive rooftop garden terrace with stunning views of Beacon Hill and the Back Bay skyline. Atop it all is a luxurious primary suite with multiple closets and a lavish 5-piece marble bath. Additional features include radiant heated mahogany floors throughout, direct elevator access to all floors and 1 parking space at the Brimmer St. Garage.

86 Mount Vernon Street, Boston

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

$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.

$8,950,000
6 Beds 6 Baths 1664131 MLS
Experience the pinnacle of beachfront living in Maine on 4.3 private acres and 5,705 SF of living square footage with 6 bedrooms and 5.5 baths within the Prouts Neck community. This extraordinary property boasts breathtaking ocean views, miles of pristine beach, and a tranquil pond in the backyard, creating a unique coastal sanctuary. The home has been elegantly transformed with a contemporary, minimalist design. Enter the sleek kitchen, a perfect blend of functionality and style, which seamlessly flows into a sunlit living room with soaring vaulted ceilings. The open-concept layout is ideal for modern living, while a covered porch extends your space outdoors, offering a perfect spot for dining, lounging, and enjoying the ocean breeze. Multiple entertaining areas provide stunning views that shift with the tide.

33 Massacre Ln, Scarborough

Listing courtesy of Legacy Properties Sotheby's International Realty.

$8,950,000
6 Beds 8 Baths 1634003 MLS
Located on 22.21± secluded acres up-island on Islesboro, Longmeadow Farm is an exceptional waterfront estate with southwesterly views across Seal Harbor and Penobscot Bay towards the Camden Hills. Custom-designed by the current owners in collaboration with top professionals, the main residence blends the understated elegance of Shingle-style architecture with meticulous, modern craftsmanship. Showcasing refined coastal living, the home features impeccable attention to detail, from luxurious natural materials to seamless indoor-outdoor transitions—all intended to blend with the surrounding landscape. An open main floor plan combines comfort and elegance, with rooms appropriate for larger gatherings while others are designated for intimate family settings. Six well-appointed bedrooms, including a main-floor primary bedroom suite, provide comfortable and private accommodations. There is also a three-car garage with a two-bedroom caretaker's apartment above it. The property's landscape features manicured lawns, mature gardens, gently rolling fields, wooded areas, and a historic pastoral lane that winds through the land. 2,695± feet of shorefront varies from sheltered coves, pebble beaches, granite outcroppings, and there is a deep-water dock with a ramp and float for direct access to the bay and the mainland. The property is subject to a Conservation Easement held by the Islesboro Islands Trust to protect the land's natural beauty.

230 Keller Point Rd, Islesboro

Listing courtesy of LandVest, Inc..

$8,800,000
5 Beds 6 Baths 73544944 MLS
Set behind the gates of Oyster Harbors, Cape Cod's most exclusive private golf and waterfront community, this extraordinary waterfront estate offers an exceptional blend of architectural elegance, privacy, and coastal luxury. Perfectly sited on 1.65 acres along the water's edge, the property enjoys sweeping water views, a deep-water dock, an in-ground pool, and meticulously landscaped grounds designed for both grand entertaining and quiet moments of retreat. Inspired by the timeless character of a European country estate, the residence encompasses 7,157 square feet of thoughtfully designed living space where sophisticated craftsmanship meets effortless comfort. A dramatic foyer introduces the home's remarkable interior, opening to an impressive great room with soaring vaulted ceilings, architectural columns, a custom fireplace, and expansive walls of glass that frame the ever-changing waterfront. Designed for both everyday living and elegant entertaining, the sun-filled dining room captures tranquil water views and flows seamlessly into a beautifully appointed chef's kitchen featuring a coffered ceiling, granite countertops, an oversized center island, and direct access to a spacious waterside terrace. The first-floor primary suite offers a luxurious private retreat, while four additional bedrooms--including a gracious guest suite above the attached three-car garage--provide exceptional accommodations for family and guests. Outdoor living is equally compelling. Expansive terraces and inviting gathering spaces overlook the pool, manicured gardens, and deep-water dock, creating an idyllic setting for waterfront entertaining or peaceful afternoons by the shore. Set within one of Cape Cod's most coveted private enclaves, where golf, boating, and an unmatched sense of privacy define the lifestyle, this exceptional estate represents a rare opportunity to own a legacy property in Oyster Harbors. 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.

25 Oyster Way, Barnstable

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

$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..

$8,775,000
7 Beds 7 Baths 1671556 MLS
In an exceptional location on Bay View Street, one of Camden's most sought-after neighborhoods, Whitecaps is an spectacular waterfront estate with sweeping views across Penobscot Bay and its islands. Set on 3.43± acres with 225± feet of shorefront, the property combines a contemporary Shingle-style main residence with the amenities of a fine Maine coastal retreat, including a guest house, tennis court, swimming pool, and a deep-water dock. The five-bedroom main house is comfortable and elegant, with distinctive architectural details such as rounded ceilings, curved alcoves, and interior balconies, all well-maintained and in excellent condition. A wraparound, multi-level deck connects the two-bedroom guest house to the main residence and creates a variety of inviting spaces for outdoor living and entertaining around the pool. At the end of a gated, winding drive, the beautifully landscaped grounds feature mature trees, flowering gardens, professional stonework, and steps leading to the accessible rocky shorefront. With its private estate setting, top-quality amenities, and deep-water dock on Camden Harbor, Whitecaps offers a rare combination of quintessential waterfront living in one of the Midcoast's premier neighborhoods.

230 Bay View St, Camden

Listing courtesy of LandVest, Inc..

$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: .

$8,595,000
4 Beds 3 Baths 1649459 MLS
This exceptional residence is a masterclass in harmonizing nature with refined modern design—a true coastal sanctuary where every detail has been meticulously curated. Timeless elegance meets the distinctive allure of the Maine shoreline, from antique French limestone and wood floors that ground the home in European influence to expansive walls of glass that frame dramatic harbor sunrises, moonrises, and sunsets. Each element has been purposefully designed to enhance the living experience while creating a seamless connection between interior spaces and the natural world beyond. Thoughtful siting along the sun's path bathes the interiors in captivating natural light throughout the winter months, while mature trees provide a cooling, natural canopy in summer. The bright, airy main living area showcases a floating wood-burning fireplace and retractable screens, reflecting a commitment to comfort without compromising luxury. Private corridors lead to intimate retreat spaces, while extensive outdoor amenities—including native gardens and an oceanside pergola overlooking approximately 510 feet of waterfront—underscore the home's immersive yet versatile lifestyle. With a distinctive duality of influence, the property artfully blends West Coast sophistication with classic coastal charm. The result is not only an architectural statement but a serene haven for those who appreciate thoughtful design, refined living, and an enduring connection to nature. The home invites moments of quiet reflection, creative culinary exploration, and elegant entertaining within an environment that feels both dynamic and tranquil. Sited on 6.46 secluded and wooded acres. Rarely does a recently built residence of this caliber and setting become available in the highly sought-after Western Point location—just minutes from area shopping and schools, 3.9 miles to Interstate 95, and approximately 14 miles to the Port City Air private plane terminal. Shown by pre-arranged appointment only.

4 Ice House Pt, York

Listing courtesy of Carey & Giampa, LLC.

$8,500,000
7 Beds 7 Baths 1680258 MLS
Encompassed by more than one mile of shoreline along Casco Bay, Dingley Island is an extraordinary coastal estate with 27± acres, a shingle-style residence, deepwater dock, and exceptional privacy. With open lawns for gathering, mature woodlands to explore, and secluded stretches of rugged shoreline, the property's diverse landscape & immense privacy create a timeless setting & true sense of exclusivity along the coveted Maine coast. Set on the point of the peninsula, the main residence faces east, west, and south, beautifully capturing panoramic water views from sunrise to sunset. The shingle-style home is distinguished by its architecture, fine craftsmanship, and effortless connection between its living spaces & the surrounding landscape. The well-appointed home features 6 bedrooms, 5.5 baths, and 5,805± SF of living space with soaring ceilings, high-end finishes, and abundant natural light. An impressive double-sided Maine granite fireplace anchors the dining & living rooms, creating warm & inviting spaces suitable for quiet moments, intimate gatherings, and entertaining. A separate garage with a 948± SF, 1-bedroom, 1-bath apartment provides added space for guests. Throughout the grounds, exceptional stonework—including walls, grass-lined steps, and several patios—creates a natural progression of outdoor spaces, each thoughtfully designed for dining, enjoyment, and being immersed in the waterfront setting. A private tennis court invites recreation, while a custom-built treehouse adds whimsy & adventure. Down at the shore, the deepwater dock is safely tucked away on a protected cove, creating a serene vantage point to view local lobster boats working the bay. A true wildlife paradise, enjoy seal colonies sunbathing on nearby rock ledges, daily sightings of bald eagles & porpoises, and an array of migrating seabirds moving through the pristine landscape. More than a coastal residence, Dingley Island is a legacy estate designed to be enjoyed for generations.

117 Starboard Ln, Harpswell

Listing courtesy of LandVest, Inc..

$8,500,000
4 Beds 5 Baths 1664594 MLS
On the coveted backshore of Cousins Island, this extraordinary deepwater estate captures a rare vision of coastal Maine living. Designed by noted architect Joe Waltman and masterfully built by Anastos & Nadeau, the residence is perfectly positioned to embrace sweeping southern views across Casco Bay toward the Portland skyline, with deepwater access, private dock, mooring, and sandy beach offering an exceptional boating lifestyle. Classic shingle-style architecture, soaring 10-foot and 25-foot ceilings, and walls of glass create a home that feels both grand and welcoming. Brazilian cherry and natural stone floors, custom millwork, crown molding, built-ins, and an open interior balcony add warmth and craftsmanship throughout. The living and family rooms flow seamlessly together, framed by expansive water views and designed for both quiet evenings and effortless entertaining. The kitchen and dining area feature a substantial island, professional-grade appliances, dual wall ovens, walk-in pantry, wet bar alcove, and generous dining space overlooking the bay. A private den and first-floor office offer additional flexibility. Upstairs, the primary suite serves as a peaceful retreat with a reading nook overlooking the water, walk-in closets, and a marble bath with soaking tub and walk-in shower. Three additional bedrooms, full bath, laundry room, and a daylight lower level provide flexible space for guests, recreation, or fitness. Outdoor living is equally compelling with an expansive Ipe deck and sun-filled stone patio overlooking the shoreline. Though the setting feels private and serene, the property is just minutes from Yarmouth Village, Portland, marinas, restaurants, and some of Maine's most desirable coastal communities. A rare opportunity to own a remarkable waterfront estate combining architectural pedigree, deepwater access, and the enduring beauty of Casco Bay.

92 Spruce Point Rd, Yarmouth

Listing courtesy of RE/MAX By The Bay.

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