Feature Properties

Beyond Comparison...This iconic and storied waterfront compound, "Beam Ends", located in Monomoy; where the view lines are endless. One can enjoy a front row seat to Nantucket Harbor with the sea life of sailboats, fishing boats, paddle boarding and picnic boats dotting the harbor offering the best of what Nantucket has to offer. Complete privacy can be expected as the almost 4 acre property is surrounded by vast conservation lands and the idyllic Nantucket "Creeks" for nearly a mile. Direct beach & water access along a private path is for the most discerning of buyers.

21,22,20 Berkeley Avenue, Nantucket

Listing courtesy of Compass .

$35,850,000

10 Beds ⋅ 11 Baths ⋅ 72982271 MLS

A versatile property with some of the best views and one of the nicest beaches anywhere, this sprawling .94-acre Cliff Beach resort compound is a Nantucket landmark. Originally developed as a private beach club in the 1930s, the property includes a recently constructed, four-unit main beach house, two stand-alone cottages, two garages, an entry courtyard/garden and a large Belgian-block parking area. Less than a mile from the center of town in the tony Cliffside neighborhood adjacent to the Beach Club, the compound is part of the only residential/commercial (R/C) zoned property on Nantucket’s entire North Shore. Potential uses include; a spectacular residential compound, a luxury boutique hotel, an exclusive private club, a joint venture with other Island accommodation businesses offering the private bathing beach and large beachfront residences that they lack, or a condominium conversion... just to name a few. Significantly the property is not in a FEMA Special Flood Hazard Area.

41 Jefferson Ave, Nantucket

Listing courtesy of Compass .

$30,000,000

7 Beds ⋅ 14 Baths ⋅ 72933462 MLS

Set on Osterville’s exclusive Sea View Avenue with commanding views over Nantucket Sound and an unprecedented 280 feet of private sandy beach, a once-in-a-lifetime coastal oasis awaits. Magnificent landscaping sets the stage, with specimen trees and lush plantings that offer total privacy across 3.66 acres. Designed in perfect harmony with its surroundings, virtually every room has ocean views and direct access to the outdoors. A thoughtful layout divides the residence into a main house and attached guest house with a total of 7 en suite bedrooms. Outdoor living is highlighted by a resort-style swimming pool, summer kitchen, and expansive terrace for sunbathing and al fresco dining. Additional amenities include a 5,000-bottle wine cellar, golf simulator, gym, massage room, 7 garage spaces, and a separate staff house. Located in one of New England’s most sought-after waterfront communities, this grand estate is minutes away from everything Osterville has to offer, yet a world apart.

835 Sea View Avenue, Barnstable

Listing courtesy of Berkshire Hathaway HomeServices Robert Paul Properties.

$25,000,000

6 Beds ⋅ 7 Baths ⋅ 73039418 MLS

A one-of-a-kind seaside treasure that embraces the coastal lifestyle of Boston’s North Shore. Situated on 4.4± private acres on a private peninsula in Manchester by the Sea, the property offers dramatic vistas to Chubb Island, Misery Islands, Marblehead, and out to the bold Atlantic Ocean. Offering includes a separate parcel with a stone teahouse on the the water’s edge with additional space for guests with 2 beds and 2.5 baths. Beyond its impressive façade, the main residence has 6 beds and 6.5 baths and is a glorious synthesis of palatial living spaces and exquisite details. This North Shore oceanfront retreat has plenty to do outside as well. When you’re not busy playing a round of chess with the life-size chess set, you can take a dip in the ocean facing pool, enjoy an alfresco dinner with friends on the rooftop terrace, one of the many entertaining spaces. A fully licensed deep-water dock with ramp and float and small sandy beach are steps away.

16 Boardman Avenue, Manchester

Listing courtesy of LandVest, Inc..

$22,000,000

11 Beds ⋅ 14 Baths ⋅ 72862666 MLS

Built in the Georgian Revival style, the home boasts 28,000+/- square feet of beautifully appointed living space, with 11 bedrooms and 12 baths and sits on more than three meticulously landscaped, park-like acres. True to its architectural style, Rock Edge (so named due to its sitting above a rocky shore) has classic proportions and scale, with a handsome brick façade with limestone embellishments and a slate roof. From Paine Avenue, the approach is formidable: a drive past a carriage house/caretaker’s cottage at the gate, leads to the grand estate. One truly feels transported to another era. Yet upon entering the home, it is clear that every modern amenity has been considered and carefully integrated so as to preserve the architectural details and elegant features while making this home entirely livable and conducive to today’s lifestyle. (**See attached docs for full description & history of the home**)

34 Paine Ave, Beverly

Listing courtesy of Douglas Elliman Real Estate.

$16,500,000

9 Beds ⋅ 9 Baths ⋅ 72950704 MLS

Few properties along the New England coast are as special and as significant as High Scatteree, the classic North Chatham summer home perched high above Pleasant Bay with breathtaking Atlantic Ocean views. Sited behind tall and established hedges for the ultimate in privacy, a gracious winding drive welcomes guests to the 7 bedroom Main House, which is surrounded by several acres of lush lawns and gardens. Pathways meander past a clay tennis court and through a private arboretum of specimen trees to the 2 bedroom Guest House, which overlooks a stunning seaside rose garden. The deep water dock, boathouse and private beach complement the property's many resort-like amenities. Thoughtfully updated and expanded several times by top builders and craftsmen, High Scatteree blends timeless architecture with modern systems. Ideal for large gatherings or intimate weekends away, time spent at this once-in-a-lifetime opportunity will rejuvenate and inspire.

108 Cotchpinicut Rd, Chatham

Listing courtesy of Compass .

$15,995,000

5 Beds ⋅ 10 Baths ⋅ 73042102 MLS

One-of-a-kind trophy estate offering the finest of resort-style living set on a private peninsula of 17.5 acres. The property features a substantial deep-water dock, multiple sandy beaches, a 9,553-square-foot main residence designed by award-winning architect Doreve Nicholaeff, and a 3,363-square-foot guest house with three bedrooms. Other amenities include a tennis court, indoor and outdoor pools, a gym, sauna, steam shower, and locker room. An entertainer's dream, the chef's kitchen is open to the main living area and has dramatic double-height ceilings, a built-in breakfast banquette looking out over the harbor, top-of-the-line appliances, and a butler's pantry. Bring guests to the top floor to find an observatory/lounge with panoramic views and a full wet-bar. The primary bedroom offers panoramic views with a wrap-around terrace, two large walk-in closets, and en-suite bath. The additional bedrooms are equally well-appointed with en suite bathrooms and water views.

178-180 Scraggy Neck Road, Bourne

Listing courtesy of Berkshire Hathaway HomeServices Robert Paul Properties.

$15,500,000

15 Beds ⋅ 12 Baths ⋅ 72950372 MLS

Welcome to Acorn Hill. This private gem is hidden right off of RT. 95. 27+ acres and one of the finest Estate properties in New England. Designed for family and friends, this "homey pastoral estate" provides comfortable spaces in the main house, in-law house, guest house, and caretaker house.Main house offers sunny foyer, his/her home offices, large living room, dining room with fireplace, cooks kitchen with fireplace and eat-in area, dog room and two pantry's. Adirondack room as it is called, is a slice of Vermont with a bar and outdoor fire pit.Second level offers Master suite includes Boudoir, his/her walk-in closets, large master bath with fireplace and roof deck access. Eight additional bedrooms, and third floor recreational space are offered.Enclosed breezeway to the separate in-law house is convenient and essential for live in family, it has three bedrooms, baths and more.Caretaker house, Barn (4 stall), tennis court/pool. This property is extremely private MUST be experienced.

151 Grove Street, Westwood

Listing courtesy of Compass .

$15,000,000

7 Beds ⋅ 7 Baths ⋅ 73014868 MLS

This waterfront compound is privately sited on 4.8 acres overlooking stunning water views and sunsets across Turkeyland Cove. There are 2 homes, the main house is tastefully laid out with open living, dining and kitchen. Two first floor bedrooms with shared bath, second floor with 2 bedrooms that share a bath with a claw foot tub and open shower. Also a balcony that leads to an outdoor shower The second home includes a spacious studio, with full bath and laundry room, second floor takes advantage of the amazing water views and offers open living, dining and kitchen, 2 tastefully designed bedrooms with their own private bath and a cozy TV room. In-ground pool and charming pool house, a garden shed with water and electric. Boat over from your private dock to your own private beach lot. An amazing Vineyard property

74 Turkeyland Cove, Edgartown

Listing courtesy of Karen M. Overtoom R.E..

$14,995,000

23 Beds ⋅ 12 Baths ⋅ 73057384 MLS

The Ayer Mansion is the only Tiffany-designed home in the world. Standing five stories on both Commonwealth Ave and Marlborough St, this is a rare opportunity to match a buyer’s vision with a uniquely modern design. Designed by Louis Comfort Tiffany, the sleek, pale façade with bright mosaic detail challenges the Boston streetscape as much now as it did at its unveiling in 1902. Entering the great hall, the eye is drawn to the tall fireplace, vaulted ceiling and up the imperial stairs under the proscenium arch of Tiffany mosaics tiles. At the top of the first landing and seen from the foot of the stairs, a trompe l’oeil Greek temple reflects unusual depth and light. With designs in place and an award-winning team of developers and architects assembled, this private residence will offer its next occupant the opportunity to reimagine this livable work of art. With each floor ranging in size from 2700sf to 3000sf, the conceptual redesign accommodates 6 bedrooms, 13 baths and 3-Car garage.

395 Commonwealth, Boston

Listing courtesy of LandVest, Inc..

$14,950,000

7 Beds ⋅ 8 Baths ⋅ 73033196 MLS

Contemporary luxury meets exceptional historic details in this exquisite Back Bay Townhouse! With over 10,000 SF of impeccably renovated living and entertaining spaces, this property is in a class of its own! With exceptional views of both the Charles River and Back Bay Skyline, this home comprises 7 bedrooms and 6 full, 2 half baths and has graciously proportioned rooms and a thoughtful layout. The designer chef’s kitchen with top of the line appliances opens directly onto a spectacular deck and patio, allowing for easy “indoor/outdoor” living. The top floor primary suite has multiple private patio spaces and a stunning skylight, bathing the spaces in natural light. The spacious gym has an attached full bath. The high level of sophisticated craftsmanship, elevator, 1 car garage (w/ 2 outdoor deeded spaces) and intricate details throughout, make this home a rare find indeed! This home is ideally situated in the heart of Back Bay and is in the center of everything Boston has to offer!

410 Beacon St, Boston

Listing courtesy of MGS Group Real Estate LTD.

$13,500,000

5 Beds ⋅ 9 Baths ⋅ 73041974 MLS

A prestigious residence with a commanding presence, this property is sited on sprawling landscaped grounds. Upon entering, you are greeted by soaring ceilings, custom millwork, and elegant spaces. Through the grand foyer is a living room, music room, dining room, and family room. The sophisticated French Country Style kitchen offers high-end appliances, granite countertops, an island, and patio access. There is also a breakfast room, mudroom, and 2 half baths on this floor. Upstairs hosts the 2-room primary suite with a walk-in closet and lavish four-piece bath. There are three additional bed & bath suites plus laundry on this level. The top floor houses the game room and guest suite with a kitchenette, plus 1.5 baths. The lower level hosts a kids gym, exercise room, wine cellar, half bath, and abundant storage space. Won the Cambridge Historical Commission Preservation Award in 2006. Home of architect Henry Van Brunt, designer of Harvard’s Memorial Hall & Cambridge Public Library.

167 Brattle Street, Cambridge

Listing courtesy of Coldwell Banker Realty - Cambridge.

$13,000,000

7 Beds ⋅ 6 Baths ⋅ 73016268 MLS

“Point House”: a spectacular 5.98-acre waterfront estate on a peninsula overlooking West Bay. In an unsurpassed setting, the 4,896 sq ft residence offers exceptional water vistas, gardens, an expansive private beach, and a substantial deep-water dock. The 6-bedroom home features generous living spaces, beautiful architectural detailing, custom flooring and 5 fireplaces. The foyer welcomes you to the views and impressive deck and beckons you to step outside to take in the panoramic vistas. Highlights include a light filled, 2 story great room with a floor-to-ceiling brick fireplace, well-equipped kitchen, dining area and a family room accented by a fireplace, all opening to the outside spaces. Two bedrooms and a sitting room with fireplace are on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a sitting room with fireplace, and 3 bedrooms and a sitting room finish the 2nd level. A detached 2 car garage includes living space above.

255 Bayberry Way, Barnstable

Listing courtesy of Berkshire Hathaway HomeServices Robert Paul Properties.

$12,995,000

8 Beds ⋅ 12 Baths ⋅ 73050119 MLS

Set on 3.7 majestic acres in a coveted Southside neighborhood, this exceptional property offers an incredible opportunity to work with a premier builder to customize your own family estate. With grand entertaining spaces, magnificent fireplaces, vaulted ceilings & exquisite built-ins, the main residence has modern, luxury amenities while preserving period details. The expansion of the main residence flows seamlessly into the existing footprint and includes an addition of 2,700 sf w/a fabulous kitchen/family room, 2 ensuite bedrooms, elevator, walkout LL & 6-car garage. Upon completion, the main house will have 16 rooms, with 5 ensuite bedrooms, LL full bath, 3 half baths & endless spaces for entertaining. The lush, private grounds & exceptional terraces will exceed your expectations, and the beautiful acreage allows the opportunity to add a pool & tennis court. A guest house, w/3 bedrooms, 2 full & 1 half baths & additional 3-car garage, completes this unique, special estate offering.

33 Bullard Rd, Weston

Listing courtesy of Compass.

$12,950,000

6 Beds ⋅ 10 Baths ⋅ 73037480 MLS

Magnificent stone & shingle gated estate in prestigious Weston Golf Club area offers timeless architecture & unsurpassed craftsmanship throughout this meticulously planned transitional design of soaring ceilings, gorgeous millwork and abundant natural light & designer lighting fixtures. Complete privacy amidst English gardens, bluestone patio areas, firepit & heated swimming pool/spa.Main floor provides stunning staircase & entry foyer, opens to living room, library, banquet dining room/ butler’s pantry, chef’s kitchen 2-island honed & leathered /marble countertops, top appliances & breathtaking cathedral family room with signature custom truss beams/limestone fireplace/wall of windows,1st floor guest suite.Primary bedroom w fireplace/sitting room/balcony/gorgeous walk-in closet/his-and-her spa bath, 4 additional bedrooms include suites & Calacatta/limestone radiant baths, large laundry.Lower-level gym/sauna,theater,media room/fireplace/ bar, wine cellar.Elevator,generator,3-car garage

15 Dogwood Road, Weston

Listing courtesy of Coldwell Banker Realty - Weston.

$12,900,000

4 Beds ⋅ 9 Baths ⋅ 72871205 MLS

Perched on the harbor this waterfront haven designed by Stephen Holt & built by Charlie Silva of “This old House” captures the very essence of waterfront living. The property has 660‘ of frontage on the water ,a deep-water dock, boat house with office above, & sleeping cabin at the water’s edge. The striking home blends both contemporary living with meticulous attention to detail evident in the fine craftsmanship. The main floor features a light filled conservatory with arched window and vaulted Southern long-leaf Pine ceiling, a state-of-the-art kitchen, and living room with Nano doors overlooking the sea. The primary bedroom and 3 additional bedrooms have en-suite baths and balconies overlooking the water. The lower level is comprised of his and hers bathrooms, dressing rooms & gym.The pub is the popular spot at family gatherings it has a comfortable warm feel with wood interior, fireplace, pool table, full bar and beers on tap.Additional brick garage & guest house available.

8 Nortons Pt, Manchester

Listing courtesy of LandVest, Inc., Manchester -by-the-Sea.

$12,550,000

5 Beds ⋅ 7 Baths ⋅ 72985733 MLS

Just a 1/2 mile from charming downtown Chatham lies a spectacular estate at 43 Morris Island Rd. Overlooking the Atlantic Ocean, this compound sits 23 feet above sea level with commanding, unobstructed views of the Atlantic Ocean. There are over 1.6 acres of manicured lawn and landscaping plus acres of sand dunes making this the best of Cape Cod beachfront living. The main house has over 5,100 square feet and was designed by renowned architect Kent Duckham. There are expansive views of Lighthouse Beach, North Beach, and the ocean from every room on the first and second levels. Upstairs there is a special sitting room and balcony to enjoy the ever-changing landscapes. The second level also includes a 440 sq. ft. light-filled art/studio with great views of Chatham Light to the north and Monomoy island to the south. In the lower level, there is a 1,000 bottle wine cellar, a theater, and a gym. In addition, there is a sweet gem of a guest house, just steps from the main residence.

43 Morris Island Road, Chatham

Listing courtesy of Sotheby's International Realty.

$12,500,000

6 Beds ⋅ 9 Baths ⋅ 73012753 MLS

This remarkable International Style Estate exemplifies modern architecture with meticulously appointed finishes. Its elegant presence is enhanced with a sweeping driveway and receiving court. The vast reception entry creates an ambience of grandeur with a 20 foot ceiling and dramatic staircase. The open design has an abundance of glass that integrates the vast landscape with the sophisticated interior detail. The kitchen has two prep islands, a hidden pantry and office station. The breakfast room was designed for informal dining. The family room overlooks the immense bluestone patio and lush 2 + acre property with the potential to construct a pool house and pool. A presidential study makes working at home a pleasure. The primary suite features stunning dual bathrooms and dressing rooms. The lower entertainment level has a play room with bar, exercise room; home theater and wine rooms. Experience an elevated collaboration with this eminent development team to build your dream home.

21 Chestnut St, Weston

Listing courtesy of Gibson Sotheby's International Realty.

$12,000,000

6 Beds ⋅ 6 Baths ⋅ 73044264 MLS

Rare, 30-foot wide, corner, single-family with in-law in the heart of the Back Bay and Boston’s most coveted neighborhood. This premiere home is ready for your custom finishes and a Spring 2023 occupancy. Bespoke custom renovations adorn this 5,700 square foot home featuring 6 bedrooms and 5.5 bathrooms and private entrance in-law/guest suite. Two parking spaces.

1 Fairfield Street, Boston

Listing courtesy of Gibson Sotheby's International Realty.

$11,900,000

5 Beds ⋅ 5 Baths ⋅ 72977834 MLS

Panoramic views and spectacular sunsets await at the Bartimus Luce Estate. Situated between Upper Makonikey and Lambert’s Cove this idyllic family property dates to the 1600’s when it was first settled and farmed. The compound is set on a wooded bluff overlooking the Vineyard Sound and Elizabeth Islands. Quietly tucked away at then end of a private road, three dwellings comprise the 6.6-acre property. The main house and guest house are connected by a large deck. The one level main house is comprised of 2 bedrooms and 2.5 baths, spacious living room and dining nook. The guest house has 2 bedrooms, 1 bath, living room and kitchenette. Attached to the guest house is a two-car garage and workshop. Nestled close by is a simple and quaint one bedroom cottage. All the homes enjoy majestic views.The best is yet to come when you wander down the path to your own private beach. Over 675 feet of pristine shoreline is all yours to enjoy. This is what the Vineyard is all about- fishing, swimming,

78 Bartimus Luce Road, West Tisbury

Listing courtesy of Donnelly + Co..

$11,500,000

4 Beds ⋅ 6 Baths ⋅ 72826992 MLS

If there ever was the epitomie of a beach house, this is it. Sited on an elevated peninsula reaching out from the Saconesset Hills between the Great and Little Sippewissett Marshes, The Beach House was created as a refuge from the cares of the world. The property consists of 22.9± acres with more than 2,000 feet of beach frontage as well as extensive dunes and marsh lands. The residence was built in 2009 and is a classic shingled gambrel Cape design with a living area of 4,244 square feet. It encompasses four bedrooms with five full baths and one half bath. It has an open flow to take advantage of the spectacular views across Buzzards Bay to the west and north along the beach and into the Great Sippewissett marsh. While currently used as a seasonal beach house, it was designed and is fully equipped to function as a year-round residence.It is readily accessible to shopping, recreational amenities, and is about 70 miles from Boston.

8 Wigwam Road, Falmouth

Listing courtesy of LandVest, Inc..

$11,450,000

6 Beds ⋅ 10 Baths ⋅ 72982738 MLS

Warmth & luxury define this stunning Southside estate! Designed by a local renowned architect, this property offers the best w/ custom finishes throughout. The layout focuses on natural light & seamless flow between formal/informal living spaces & the best of indoor/outdoor living. A grand foyer opens to the living & dining rms & the chef’s kitchen opens to the gracious family rm. A wood paneled study, billiard rm, 2 half baths, mudroom, 3 season porch w/ frplce & spacious bedroom suite complete this floor. The 2nd level has a glorious primary suite w/ spa-like bath & 2 large dressing rms. 4 add'l bedroom suites, laundry & office complete this level. The lower lvl is 1 of a kind w/ wine cellar, tavern DR, gym, full kitchen, kitchenette, media/play rm & 2 baths. A sports court, rolling lawns, multiple patios, outdoor kitchen & custom fire pit complete the ultra private landscape (surrounded by conservation land). Easy to Boston & Wellesley stores & shops-this home is not to be missed!

91 Dean Rd, Weston

Listing courtesy of MGS Group Real Estate LTD.

$11,200,000

7 Beds ⋅ 8 Baths ⋅ 73057659 MLS

Exceptional and extraordinary opportunity for a buyer to convert a 5 unit building into a trophy single family home. This Riverside Beacon Street building is for sale with 7339 sq feet of gross living area over 7 stories & RIVER VIEWS from 6 of the 7 living levels. 5 CAR PARKING in total w/4 garage spaces & 1 exterior space. This property currently consists of 5 units. Units 1&2 have been combined to create a striking 3 bed/3.5 bath triplex on the parlor, second and garden levels with attached garage, private patio & expansive garage rooftop deck. The 3rd and 4th floors are each floor-through 1 bedroom homes with Charles River Views & oversized living/dining & bedroom spaces. Perched at the top is the 2+ bedroom/2 bath PH duplex with 2 private decks, including rooftop deck with panoramic views. The front, South facing side, bathes the building in light, while the rear side boasts unparalleled views of the famed Charles River. Ultimate potential in an undeniable location.

194 Beacon St, Boston

Listing courtesy of The Charles Realty.

$10,900,000

3 Beds ⋅ 4 Baths ⋅ 73062240 MLS

A contemporary gem in the coastal crown of tranquil Charlestown,this four-level, architect Brian Healy designed waterfront home on serene Ninigret Pond merges luxury living with laid-back comfort elevated over 11 feet above sea level. Awaken to panoramic sweeping views enjoyed by 3 bedrooms, including the primary suite,which occupies the entirety of the third floor. With 6000+ square feet of living area,3 full baths,1 half bath and an expansive gourmet kitchen,this generous home located at the end of a dead end street is ideal for relaxing by the pool or gathering with friends. Perched on more than two acres of land at the tip of Marsh Point, soak in spectacular sunsets and sunrises in your own private, protected paradise. Tie up your boat on your personal 50 ft.+ dock with ocean access. Meticulous additions and thoughtful renovations have transformed this head-turning,sun-drenched home into an eye-catching beauty with multiple spaces for entertaining inside and out.

150 Southern Way, Charlestown

Listing courtesy of Teri Degnan Real Estate & Consulting, LTD.

$10,900,000

6 Beds ⋅ 7 Baths ⋅ 73060067 MLS

Harmonized with exquisite surroundings, this spectacular residence is set on just under one-acre in prestigious Sargent Estates, one of Brookline’s extraordinary locations. Built in 1994, this fourteen room, six bathroom property has since undergone many renovations and beautifully displays exceptional design and custom details throughout the 6,883 square foot interior. The marble-appointed foyer, with dramatic staircase, is a fitting introduction to the main level with stately, principal rooms. The layout is well-suited for entertaining as well as intimate gatherings. There are six bedrooms including a primary bedroom with marble fireplace and luxurious bathroom. The third floor has two bedrooms-perfect for au pair or guest suite. The lower level has a wonderful home theater plus exercise room. The floor plan is brightened by many windows and views of the picturesque grounds are breathtaking. Amenities include four fireplaces, multi-zone HVAC, slate roof, and three-car heated garage.

82 Sargent Rd, Brookline

Listing courtesy of Hammond Residential Real Estate.

$10,495,000

4 Beds ⋅ 4 Baths ⋅ 72985934 MLS

New For Spring 2023: Elegant Country Estate In Katama With Pool - Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting with stone retaining walls and lush perennial gardens, this elegant country estate, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details and styling throughout -- like custom millwork and paneling, antique rough hewn beams, and more. In addition, the well-designed floor plan features multiple living areas that open out to a central courtyard with bluestone terrace, an outdoor wood-burning fireplace and an 18'x36' gunite swimming pool with built-in whirlpool spa. The property is ideally located near South Beach, with the sounds of the ocean nearby. There is time to customize colors and finishes to create your very own signature island residence. Detailed construction specifications are available.

29 Slough Cove Rd, Edgartown

Listing courtesy of Compass .

$10,000,000

7 Beds ⋅ 7 Baths ⋅ 73026345 MLS

The elegant historical mansion was designed by Boston architect Francis Chandler, known for his large and picturesque homes incorporating Queen Anne elements. The American Shingle style was an outgrowth of that tradition. He would go on to become the head of architecture at MIT. Today the home has been restored to its original grandeur yet no expenses were spared to bring in the latest technology and smart home technology for today's lifestyle. This home is considered the last great mansion left in Weston and Orchard is considered the most prestigious street. The home offers five bedrooms with an en-suite bath and two additional half baths, 11 fireplaces, five-car garage with an additional two spots below for the ultimate car collection. Rich in period details not found today. Famed landscape architect Frederick Law Olmsted had a hand in selecting the original plantings and designing the gardens, which include formal gardens, expanses of lawn, fields, and woods. Elegant Trophy Property

74-80 Orchard Ave, Weston

Listing courtesy of eXp Realty.

$10,000,000

7 Beds ⋅ 4 Baths ⋅ 73009751 MLS

Atwater is a rare, private waterfront retreat in the heart of the Berkshires, just 10 minutes from award-winning dining and nearby to world-renowned cultural attractionsSet on 321 acres with its own 33-acre pond, Atwater centers around a sunlit, mid-century modern home, which boasts walls of windows that frame views of the water and wooded surroundings. A host-ready chef’s kitchen features a Wolf range and Vermont marble countertops. A guesthouse, Airstream and bunkhouse offer additional accommodations, allowing up to 20 guests.Additional outdoor amenities include a boathouse, 3 docks, a beach, a deep-water swim area, an outdoor soaking tub and horse paddock. Atwater’s carefully preserved acreage consists of old-growth forests, meadows and marshes, all connected by a private 4.5-mile trail system. Pairing privacy with convenience, Atwater is just over 2 hours from Boston and New York City and 45 minutes from Bradley International Airport. It can also be accessed by helicopter.

14 Sullivan Rd, Sandisfield

Listing courtesy of The Agency.

$9,995,000

2 Beds ⋅ 3 Baths ⋅ 73023289 MLS

Waterfront property on the Oyster Pond with an existing 2 bedroom home and the potential to add an additional 4 bedroom structure on this spectacular 1.4 acre parcel that has been in the family for over 70 years and it is the site of the last working farm in Chatham. The perfect Main House and Guest house scenario awaits your imagination and architectural creativity. As you enter the property down a winding lane you will be amazed at the expansive water views of the coveted Oyster Pond. The existing year round home was built in 2004 and it has an open floor plan with a wonderful kitchen, living room and dining room. There is a first and a second floor bedroom and an office/den on the second floor. There is a finished basement and also a two car garage on this lower level. There is also a separate barn that has an additional one car garage and workshop and was built in 2021. Enjoy your sunsets from the beautiful wrap around deck in a private setting.

99 Uncle Albert's Circle, Chatham

Listing courtesy of Gibson Sotheby's International Realty.

$9,995,000

7 Beds ⋅ 12 Baths ⋅ 73013172 MLS

Masterfully designed to offer resort living at its finest, this one-of-a-kind oceanfront estate is perched high atop a bluff overlooking Nantucket Sound. From quiet family gatherings to grand entertaining, the magnificent seaside retreat boasts every imaginable amenity for any occasion and total privacy with a breathtaking backdrop. Artisanal craftsmanship and exquisite materials are evidenced throughout the home, which was painstakingly built to the highest standards and has been thoughtfully maintained with the utmost care. Soaring ceilings and walls of glass offer panoramic ocean views from almost every room. Enjoy summer days spent around the pool, flowing in and out of the cabana, equipped with a full kitchen, two full bathrooms, a massage room, steam-shower, and sauna. Other amenities include a sizable home gym, billiards room, and a lounge area with a full kitchen/bar, two-sided fireplace and multiple seating areas, perfect for hosting guests.

78 Triton Way, Mashpee

Listing courtesy of Berkshire Hathaway HomeServices Robert Paul Properties.

$9,995,000

6 Beds ⋅ 8 Baths ⋅ 73002632 MLS

Renovated Captain's Home - Steeped with history and beautifully renovated inside and out by Hutker Architects in 2013, this 1860's gem is situated on a large corner lot in the heart of Edgartown Village. Known as the Captain Ellsworth West House, the home's historic connections coupled with its impeccable quality and lush gardens would be sufficient to make this one of the finest homes in the village -- but add to that, its characterful styling and beautifully curated vintage details and this property is really something special. This expansive retreat is comprised of a Main House with a covered porch with wood-burning fireplace overlooking the beautifully landscaped grounds. The detached two-story Carriage House features a pool cabana with an inside lounge area plus French doors that open out to a private outdoor living area with gunite pool, built-in whirlpool spa and bluestone terrace. A $500,000 buyer credit is available if property placed under contract by 12/31/22.

52 S Summer St, Edgartown

Listing courtesy of Compass .

$9,975,000

6 Beds ⋅ 7 Baths ⋅ 73044062 MLS

An elegant residence completely re-imagined, this property exemplifies impeccable craftsmanship & design for comfortable living. Upon entering you are greeted by the three-story grand foyer with a stunning hand-crafted curved staircase. There is a formal living room, and dining room with an adjacent pantry. The 27' chef's eat-in kitchen showcases custom millwork, marble countertops, an island, bay window, and door to the 34' covered porch. There is a spacious family room with a fireplace, wet bar, and porch access. Upstairs houses the primary suite with a fireplace, walk-in closets, lavish en-suite bath, and access to the massive wrap-around deck overlooking the backyard. The home provides four additional bedrooms with en-suite baths spread between the second and third floors. Also offered is another sprawling family room, office, play room, media room, exercise room, and guest bedroom. Very close to Longfellow & Riverbend Parks, Cambridge Tennis Club/Skating Club & Harvard Square.

4 Willard Street, Cambridge

Listing courtesy of Coldwell Banker Realty - Cambridge.

$9,975,000

6 Beds ⋅ 7 Baths ⋅ 72971287 MLS

Spectacular Georgian mansion in prestigious Country Club area sits majestically amidst lush grounds & offers the ultimate amenities for entertaining on a grand scale. A renown architect designed home features outstanding architecture, sweeping arrival court & dramatic interior with cascading light from massive arched/bay windows, soaring ceilings, exquisite millwork. Gorgeous front-to-back marble entrance hall has French doors to terrace & stunning window-landing staircase. Handsome study with built-ins/doors to covered porch, gracious living room & formal dining room, all with fireplaces. Marvelous gourmet kitchen with island, top appliances, butler’s pantry opens to spacious breakfast room & breathtaking 2-story barrel-ceiling great room with fireplace & loft balcony. Amazing vaulted/bay window master retreat with fireplace, beautifully customized walk-in closet, fantastic spa bath & 5 additional bedrooms, sitting room on 2nd floor. Excellent lower level finish potential.

140 Meadowbrook Rd, Weston

Listing courtesy of Coldwell Banker Realty - Weston.

$9,900,000

5 Beds ⋅ 10 Baths ⋅ 73040252 MLS

Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five en suite bedrooms. The airy living room has a stone fireplace and window seats, and offers vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym and sauna. The lower level opens out to the pool and spa and includes a family room and kitchen.

558 Fox Hill Rd, Chatham

Listing courtesy of Realty Executives of Cape Cod.

$9,750,000

4 Beds ⋅ 6 Baths ⋅ 72969306 MLS

Provincetown Crown Jewel comes to market! Unprecedented unparalleled 360* waterviews! Artists, authors & explorers, over the centuries, are drawn to this protected bountiful harbor: Nauset Tribe, Vikings, Pilgrims, McMillan, Oliver, Clifford, Thoreau... Dappled shimmering sunlight abounds from this 4 bedroom 7,800sqft mixed use property. Experience migrating whales, rare birds, Paddleboard, beaches, world class fishing, fine dining and watch sunrise and sunset over the water! Perfectly suited for large gatherings. Where else can you and 6 or 8 others dock yachts at your own Deepwater marina!?! Renovated first floor currently leased by premier nature conservancy group. This is truly a blank canvas as 'Externally Visible Artwork' depicting cultural heritage is encouraged. Current owners enjoy income from lease, rentals, marina.

16 MacMillian Wharf, Provincetown

Listing courtesy of William Raveis R.E. & Home Services.

$9,750,000

5 Beds ⋅ 8 Baths ⋅ 72784318 MLS

Experience the ultimate lifestyle in this custom designed waterfront home with expansive views of Popponesset Bay. This stunning residence, sited on 3.79 acres, incorporates elegant and functional architecture and offers 7,500 sq ft of uniquely designed living space. Interior spaces, rich with modern comforts and extraordinary views, feature dramatic vaulted ceilings, custom fireplaces, exceptional millwork, expansive windows and an elevator. A stunning chef's kitchen with granite center island, handsome home library and a fabulous entertainment/great room create an ideal setting for family and friends. Five en suite bedrooms include the stunning master suite with magnificent water views, private balcony, custom fireplace and his and hers bathrooms with adjoining dressing rooms. A fabulous wrap-around porch offers multiple areas to relax and enjoy the sweeping views and this special property is further highlighted by a tennis court, in-ground pool and private dock.

160 Peppercorn Lane, Barnstable

Listing courtesy of Berkshire Hathaway HomeServices Robert Paul Properties.

$9,500,000

5 Beds ⋅ 6 Baths ⋅ 73028756 MLS

There is something special about the peaceful seclusion of Warren's Cove that makes you want to settle back and escape from it all. Ideally situated on 12 waterfront and salt marsh acres with a private island, this estate includes a spacious main house and guest quarters comprised of the finest finishes to complement the beautiful modern architecture. The open outdoor spaces and stunning views provide the perfect backdrop for entertaining or spending time with family and friends. Multiple decks, patios and infinity pool tempt you to stay outside and get lost in the scenic views. Highlights of the custom-built home include water views from every room, soaring 2-story ceilings, three fieldstone fireplaces, gourmet kitchen open to family room, library/office, home theatre, exercise room, game room, lavish primary suite, koi pond. Guest quarters include kitchen, living area, two bedrooms, full bath. Enjoy the epitome of a carefree lifestyle!

1825 S County Rd, Barnstable

Listing courtesy of Sotheby's International Realty.

$9,490,000

4 Beds ⋅ 7 Baths ⋅ 73049365 MLS

This showcase townhouse on picturesque Marlborough Street has been completely renovated and impeccably designed to create the perfect combination of modern conveniences and historic grandeur in the heart of Back Bay. An elevator serves all levels of the home, which are topped by a magnificent family/media room that opens to a spacious private deck with wonderful city views. The tastefully appointed interiors include 4 bedrooms and 4 full and 3 half bathrooms with the entire third level dedicated to the luxurious primary suite including an oversized dressing room, sitting room/home office and a lavish marble bath. Additional features include a beautiful custom eat-in kitchen on the parlor level, elegant formal living and dining rooms, 3 gas fireplaces, 2 wet bars, handsome walnut built-ins, chevron flooring, a private garden patio and a full suite on the garden level ideal for au pair or guest use. Complete with 3 heated parking spaces, this exquisite family home is not to be missed!

352 Marlborough Street, Boston

Listing courtesy of Campion & Company Fine Homes Real Estate.

$9,000,000

4 Beds ⋅ 6 Baths ⋅ 73055999 MLS

Stunning complete restoration of Beacon Hill townhouse located on the coveted "Flat of the Hill" on a private street with parking at your front door. This four bedroom four bathroom two half bath single family home with elevator has undergone a total renovation. There is a double door entry into the first floor where you are greeted by a grand parlor living room with gas fireplace, high ceilings, crown moldings and detail. The front of the first floor has a large mud room with ample storage and in the rear a large home office with built-ins and gas fireplace. The second floor has an open lay-out living kitchen dining room with breakfast bar and custom wet bar. The master bedroom with private laundry encompasses the entire third floor. The fourth floor has a secondary laundry, two guest bedrooms and two full bathrooms. The sun filled fifth floor media room with custom wet bar and gas fireplace leads out to a roof deck. Lower level home gym, laundry, TV/playroom "au paire suite".

4 Otis Pl, Boston

Listing courtesy of Olde Forge Realty.

$8,999,000

9 Beds ⋅ 7 Baths ⋅ 73039064 MLS

31 Chestnut Street, a classic, Greek Revival home, rich with history yet existing comfortably in Boston’s 21st century, boasts an exceptionally rare combination of features and amenities that afford the owner with a stunning showplace in our City’s most storied neighborhood. The main entertaining level features a grand living room offering spectacular views overlooking Chestnut Street with a glimpse to the Common and leads to a formal fireplaced dining room with adjoining Butler's Pantry. A spacious great room with a one-of-a-kind skylight/cupola opens to the home’s two-tiered patio. The third floor is dedicated to the expansive master suite with walk-in closet, his and her baths and separate studies. The garden level functions as an oversized au pair suite with open living/dining area, kitchen and access to the lower level of the home’s picturesque patio. Grand in every facet, this home is located steps from the shops and restaurants of Charles Street, Public Garden, and the Common.

31 Chestnut Street, Boston

Listing courtesy of Campion & Company Fine Homes Real Estate.

$8,900,000

5 Beds ⋅ 11 Baths ⋅ 73035727 MLS

Generational opportunity on the first block of Commonwealth Avenue in the Back Bay. Built in 1864 as a grand residence, this 8,000+/- sq/ft brownstone presents a rare opportunity to create a custom home in one of the most sought-after locations in Boston. Available for the first time in 50 years, this six-story property with elevator overlooks the Commonwealth Avenue Mall and is steps to Public Garden & Newbury Street. 18 Commonwealth is a design / build opportunity for 5+ bedrooms / 6+ bathroom single family home with potential to add a roof terrace & garage parking. Original details include grand staircase illuminated by sky-light, intricate mill work & moldings, 10-12 foot ceilings, ornate fireplaces & hardwood floors. 4 outdoor parking spaces. Endless possibilities for renovation & restoration of this historic residence on the first block on Commonwealth Avenue.

18 Commonwealth Ave., Boston

Listing courtesy of Advisors Living - Back Bay.

$8,795,000

8 Beds ⋅ 8 Baths ⋅ 72889684 MLS

Life at the beach can't get much better than this. If you are seeking the perfect beachfront home then search no more. This is a rare opportunity to own a direct beachfront property with a pool, an expansive deck with outdoor kitchen area, plus a completely separate guesthouse. Located on one of the larger lots in the Prestigious area of ''The Bluff'' in New Seabury, this truly exquisite home has an easy access to a your very own private white sandy beach. Ocean views are panoramic, extending over Nantucket sound to the south and east, Martha's Vineyard to the south, and southwest. An open yet elegant interior adds a casual sophistication and a relaxing vibe to this extraordinary beach home. Recently added is a wrap around deck with fire pit and dining area. A perfect spot to entertain a large group, or an intimate party. Main residence has 6 bedrooms and 7.5 baths which allow you to accommodate friends and family alike. Private pool is great for that early morning or pre-bedtime swim

27 Ocean Bluff, Mashpee

Listing courtesy of Sotheby's International Realty.

$8,500,000

7 Beds ⋅ 5 Baths ⋅ 73050596 MLS

Introducing “Sound View Acres,” one of the largest and most private estate settings in Aquinnah, with over 17 acres of bucolic and rolling terrain, native meadows and serene forests. Located minutes from the beach and boasting absolutely stunning water views of Vineyard Sound, the Elizabeth Islands and Buzzards Bay beyond, this contemporary rendition of a Dutch Colonial and it’s adjacent guest house were thoughtfully sited to take advantage of the high elevation and tranquil surroundings. The architecturally significant structures were constructed using first-class materials by top local builders and craftsmen, while especial focus was placed on the state-of-the-art mechanical systems throughout the property. With potential for expansion or subdivision, “Sound View Acres” represents a remarkable opportunity to create a multi-generational estate in one of the most peaceful and pastoral locations on the East Coast. A pleasure to show, by appointment only.

19 Locust Ln, Aquinnah

Listing courtesy of Compass .

$8,499,000

6 Beds ⋅ 9 Baths ⋅ 73034969 MLS

Sophisticated, Modern, New Construction on Weston's coveted south side. Handsome driveway to oversized parking court. Guests are greeted with angles of intrigue and curated landscapes that instantly invite the senses to another level of living. Dramatic foyer with floating glass and metal stairs. Over 130 windows seamlessly blend outdoor living areas and sunlight with the interior. Impeccable design and craftsmanship detail rarely found. Gorgeous formal spaces, Walnut kitchen with hidden pantry and large island open to family room with fireplace and walls of glass overlooking stunning, level backyard with room for pool and/or tennis court. Main bedroom with balcony, spacious bathroom, and walk-in closets. 4 additional bedrooms all ensuite and laundry on the second floor. Walkout lower level with 6th bedroom, private courtyard, spa area with exercise room, sauna, and steam shower, media room, and recreation room with sleek modern bar. Public schools rated #1 by Boston Magazine in 2022

101 Black Oak Road, Weston

Listing courtesy of Compass .

$8,200,000

5 Beds ⋅ 6 Baths ⋅ 72655588 MLS

Killybracken is an enchanting oceanfront estate built in the Arts and Crafts style surrounded by sprawling lawns and lush perennial gardens. First built in 1927, the entire compound has undergone a painstaking renovation seamlessly blending its vintage architecture with effortless contemporary living and entertaining spaces. The estate features an historical main residence, pool house, guest cottage and garage crafted with antique woods, locally quarried granite and other natural stone finishes. The pool house, with its all-season indoor/outdoor pool, offers additional living and entertaining spaces as well as an 8-person spa and steam room. This secluded, self-sufficient manor is rooted in beauty and strength. It's sited on one of the easternmost points of land in the continental US, yet accessible to major urban centers by land, air and sea. Killybracken offers the singular experience of feeling both home and away in a breathtaking setting available for ownership.

9 Drumhack Rd, Gloucester

Listing courtesy of Engel & Volkers Boston.

$7,995,000

5 Beds ⋅ 9 Baths ⋅ 73042082 MLS

Pinnacle Weston Golf Club location & spectacular gentle knoll setting with the privilege of privacy complements this astounding, young manor-style home in meticulous condition boasting refreshed interior & exterior to reflect today's lifestyles*Shingle & stone exterior with bell-curved rooflines & copper capped window-packed entry stairwell set the stage for drama yet exude an understated elegance to create a welcoming & inviting feel*Incredible high ceilings, bespoke finish work, gorgeous archways and moldings, quarter-sawn hardwood flrs, exquisite marble, astounding use of glass (over-tall doors & windows, clerestory windows, glass-ceiling eating area)*Architecture thoughtfully anchors the house to enjoy truly miraculous views from almost every room*Gorgeous outdoor living areas w/pergola, covered porch, primary suite deck, sport court, etc.*Phenomenal Suites are finished at pinnacle level*Lower level offers MediaRm, PoolRm, jaw-dropping Theatre, Entertainment Bar & Gym w/spa bath

186 Meadowbrook Rd, Weston

Listing courtesy of Andrew J. Abu Inc., REALTORS®.

$7,995,000

4 Beds ⋅ 6 Baths ⋅ 73033324 MLS

Beautifully restored single family townhouse located on coveted Chestnut Street steps to the Common. The first floor boasts a custom kitchen with top-of-the-line appliances throughout, large center Island, pantry; spacious front facing dining room overlooking Chestnut Street with a gas fireplace; and a phenomenal year-round sunroom with adjoining stone courtyard accented with both indoor and outdoor gas fireplaces, a vertical garden and a glass wall that fully retracts. The property's second floor wide open entertaining level comes complete with south facing floor to ceiling windows, exceptional ceiling height, two marble gas fireplaces, and wet bar. The third level master bedroom has huge custom walk-in closet and bath with high end finishes, rear guest bedroom/office and full bath. The next level has two bedrooms, two bathrooms, second wet bar and laundry room. The exceptional sun filled media room offers flexibility in its use. The lower level has home gym, wine cellar and storage

9 Chestnut St, Boston

Listing courtesy of Olde Forge Realty.

$7,950,000

5 Beds ⋅ 6 Baths ⋅ 73055524 MLS

This magnificent oceanfront compound, with deep-water dock, is set on high with commanding views of Buzzards Bay and the Islands beyond. Retaining its original charm from the turn-of-the-century, the main residence has been masterfully renovated through the years and offers an exquisite blend of formal and casual living spaces. French doors abound and spill onto bluestone terraces and manicured grounds. In-ground gunite pool and spa is bordered by a bluestone terrace, gardens and the adjacent pool house which offers living area, full bath and a bunk room aloft. The "carriage house" features a gym and spacious open family room with kitchenette- perfect for billiards, home theater. and overflow guests. The residence offers spacious living room flanked by twin fireplaces, walnut paneled library, office, elegant formal dining room, up-scale kitchen, adjacent family room, and five bedrooms all with en suite baths. An unparalleled oceanfront landmark!

Little River Rd, Dartmouth

Listing courtesy of Milbury and Company.

$7,900,000

4 Beds ⋅ 6 Baths ⋅ 73060967 MLS

Sunrise, dawn, daybreak... all words that describe that incredibly beautiful time of day when it all begins. T.S.Elliot said that ''every moment is a fresh beginning.'' Welcome to Daniels Island, where every day, every moment unfolds into a fresh beginning where sky, light, wind and sea gather to create a masterpiece never duplicated from one day to the next. In pristine condition, facing south over Popponesset Bay with The Spit and Nantucket Sound in full view, this four-bedroom residence has everything and more treasured by a discerning owner. A floor plan that allows for large gatherings as well as intimate corners for quiet contemplation, this home is at one with the sea. A heavy timber dock with float will house the boat you'll fire up to chase the bass you heard slapping the surface of the water during the night. Clean up at the dockside shower, head to the pool for laps while coffee perks. The perfect oasis to recharge, refresh, rejuvenate and reflect. Please verify information.

199 Daniels Island Road, Mashpee

Listing courtesy of Sotheby's International Realty.

$7,900,000

15 Beds ⋅ 13 Baths ⋅ 72964402 MLS

A true estate compound in the oldest sense of the word conjures to mind a vision of a magnificent residence, acres of beautiful grounds, carriage houses, gazebos, pergolas, bstone walls, & tree lined pathways, lovely views, and so much more. This unique and extraordinary property checks all of those boxes, while simultaneously providing a modern residence with all of the latest luxury features. The main residence features palatial entertaining rooms, high ceilings, huge windows, &* beautiful period details. Luxury level kitchen, Media Room, multiple decks, patios, and porches; 11 Generous sized bedrooms with large master suite, and 5 additional full bathrooms. Beautiful fully updated carriage house with 5 additional bedrooms and 5 full bathrooms, billiard room, conference room, etc.14 Acres of the most beautiful terraced gardens, lake views, gate house, in ground pool, tennis court, heated driveway, generator, and on and on. Superb location, great schools, a once in a lifetime find.

254 Westfield Street, Dedham

Listing courtesy of New Brook Realty Group, LLC.

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