Feature Properties

Enter through a long tree lined driveway and arrive at this extraordinary Shingle Style Estate on a sprawling 2.58 acre lot in one of Weston's most desirable Southside neighborhoods.This turn key Modern Classic residence offers over 9000sf of sun-filled interior space, 6 en suite bedrooms, a 4 car garage, an oversized chef's kitchen open to a fireplaced family room with french doors leading to stone terraces and a lushly landscaped backyard perfect for entertaining. Bordering conservation land and offering total privacy, this beautiful Nantucket style home built in 2016 offers magnificent level acreage and has potential for a pool and sports court. A lavish lower level features high ceilings, with an entertainment lounge, a glass walled wine cellar, a spectacular gym, full bath and flex space for a media room. The luxurious primary suite has vaulted ceilings, a fireplace, a balcony overlooking the breathtaking grounds and a spa like bathroom with steam shower. This home offers a rare combination of land, location and flawless move in condition. Enjoy fast access to Weston's top ranked public and private schools, all commuter routes and an amazing lifestyle in one of Greater Boston's premier communities.

250 Country Drive, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.

$6,695,000

7 Beds ⋅ 7 Baths ⋅ 24129942 MLS

A rare opportunity to own one of Litchfield County's most exceptional legacy estates. Reverie Farm encompasses more than 101 acres across four separate parcels, offering extraordinary privacy, sweeping views, and endless possibilities as a country retreat or full-time family compound. The meticulously restored and updated 1799 stone and shingle residence, which features 7 bedrooms, 5 full and 2 half baths, intimate entertaining spaces, multiple fireplaces, and a 1-bedroom in-law apartment with both interior and private exterior access, is rich in historic character. Additional accommodations include a separate 3-bedroom, 2 bath guest house with its own driveway, and a separate 2-bedroom staff/guest apartment. Estate amenities include a heated gunite pool in a private garden space, tennis court, the renowned studio of Abstract Expressionist Cleve Gray and, across the driveway, his wife author Francine du Plessix's writing studio which has been transformed into a dance studio/entertaining space with a double height ceiling. Additional outbuildings offer exceptional flexibility for use as gathering spaces, remote workspaces, athletic facilities, studios, workshops, storage (wine, automobiles, and other collectibles), and other uses subject to local approvals. The open fields, woodland trails, ancient fruit trees, established gardens and stone walls create an extraordinary private setting with agricultural and equestrian potential.

102 Melius Rd, Warren

Listing courtesy of Andrew Gates from Houlihan Lawrence. (917) 755-2640 (845) 677-6161

$6,680,000

5 Beds ⋅ 9 Baths ⋅ 73573009 MLS

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

25 Holly Cir, Weston

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

$6,650,000

5 Beds ⋅ 7 Baths ⋅ 24196608 MLS

An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and finishes. Plans and renderings are representative and subject to change.

4 Lantern Hill Rd, Westport

Listing courtesy of Ian Defronze from Serhant Connecticut, LLC. (646) 637-8161 (203) 489-7800

$6,650,000

6 Beds ⋅ 6 Baths ⋅ 24186864 MLS

Known as "The Bungalow", this spectacular Tudor-inspired estate set on 43.8 private acres is one of architect Alfredo S.G. Taylor's finest designs. Built in 1908 for a Remington Arms heiress, the home seamlessly blends Gilded Age grandeur with exceptional modern luxury. The dramatic great hall features soaring 40-foot timber ceilings, a monumental stone fireplace, and exquisite fieldstone and half-timber construction. Thoughtfully updated throughout, the home offers a stunning new eat-in chef's kitchen complete with a butler's pantry and premium appliances, including a True glass-door refrigerator, Miele dishwasher, Wolf warming drawers, Sub-Zero wine and beverage refrigerator, and an exceptional custom range with handcrafted hood. The luxurious marble-clad bathrooms have been beautifully renovated with Kohler fixtures, while custom cabinetry, updated electrical systems, and meticulous craftsmanship elevate every space. Spectacular balconies and a wraparound veranda extend from the main living areas, providing breathtaking views across the surrounding landscape. Offering 6 bedrooms, 6 bathrooms, and 6,766 square feet of living space, the estate is set amid lightly wooded grounds with expansive northern vistas. Additional amenities include a guest house, barn, formal gardens, and a picturesque pond. Approached by a winding, newly improved drive, the residence sits atop a private ridge and culminates in a gracious porte-cochere, creating a sense of arrival rarely found.

310 Litchfield Rd, Norfolk

Listing courtesy of Florence Mathis from W. Raveis Lifestyles Realty. (917) 930-2951 (860) 868-0511

$6,600,000

6 Beds ⋅ 4 Baths ⋅ 24151590 MLS

Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

11 River Edge Rd, Old Saybrook

Listing courtesy of Colette Harron from William Pitt Sotheby's Int'l. (860) 304-2391 (860) 767-7488

$6,595,000

3 Beds ⋅ 5 Baths ⋅ 24164990 MLS

A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and family room with fireplaces. Each room has plenty of windows that bring in natural light and showcase incredible views of the CT River. An elegant curved stairwell leads to the second floor, which is designed with privacy in mind. It features a separate wing for the primary bedroom suite, and another for two guest bedrooms and baths. An elevator services the entire structure, so every room is accessible to all and offers a possible working option for multigenerational living. The compound also features a separate spacious guest house with a full kitchen, sitting room, bedroom, and one- and one-half bathrooms situated next to the inground Gunite pool, offering another private retreat for guests, visitors, or family members to enjoy

175 River Rd, Essex

Listing courtesy of Susan Malan from William Pitt Sotheby's Int'l. (860) 767-5011 (860) 767-7488

$6,595,000

6 Beds ⋅ 9 Baths ⋅ 24156057 MLS

Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The open-concept kitchen flows seamlessly into the main living spaces, highlighted by a statement fireplace. A glass-enclosed office offers privacy, while additional living and dining areas, a stylish scullery, and an oversized mudroom add everyday functionality. A dramatic pivot door opens to a gallery-style entry. Upstairs, the primary suite is a serene retreat with its own fireplace, dual walk-in closets, a dressing area, and a spa-like bath. Four en-suite bedrooms and a laundry room complete the second floor, while the top level offers a private sixth suite, office, and flexible open spaces. The walk-out lower level expands the home with walls of glass, a terrace, gym, bar, wine cellar, media/playroom, and additional office. Outside, a 16'x32' pool, multiple terraces, and a grilling area create effortless summer living, complemented by a three-car garage with EV charging.

8 Loretta Ct, Westport

Listing courtesy of Lianne Owen from Coldwell Banker Realty. (347) 748-2525 (203) 227-8424

$6,595,000

6 Beds ⋅ 9 Baths ⋅ 24124919 MLS

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan

Listing courtesy of Danielle Malloy from Serhant Connecticut, LLC. (203) 921-9987 (203) 489-7800

$6,500,000

10 Beds ⋅ 7 Baths ⋅ 73563188 MLS

A rare opportunity to acquire one of Newton’s most distinctive residences, offered as a fully renovated, to-be-completed estate. Set behind gates on 0.88 acres of private, park-like grounds, the property will offer more than 9,000 square feet across four levels and 10 bedrooms when complete. Blending turn-of-the-century character with modern amenities, the home will be completed by the seller, a builder with more than 50 years of experience. City-approved plans reflect years of thoughtful planning while still allowing the discerning buyer to personalize select aspects of the floor plan and finishes. The transformation will preserve the home’s 1905 character, including intricate moldings, tiger oak floors, and wood-burning fireplaces, while introducing a substantial addition with an attached two-car garage, a two-bedroom ADU above, a four-stop elevator, two new kitchens, and new bathrooms throughout. The expansive lower level can be finished to the buyer’s specifications, with potential for an indoor pool, theater, gym, lounge, bar, or media space. Near Charles River Country Club and minutes from Newton Center and Chestnut Hill, the property offers convenient access to Boston while maintaining a remarkable sense of privacy and tranquility. A rare combination of historic character, significant acreage, modern infrastructure, and the opportunity to create a truly remarkable Newton estate.

432 Dedham Street Unit TBB, Newton

Listing courtesy of Listing Agent: Brendan Carroll from Listing Office: Luxury Residential Group, LLC.

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 24196609 MLS

Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while bordering a serene nature preserve. A winding, tree-lined driveway leads past flowering cherry trees, a private electronic gate, and a lighted tennis court before unveiling the home's breathtaking contemporary design. Conceived by the renowned Leroy Street Studio of Manhattan, the approximately 8,500-square-foot residence draws inspiration from the art of folded geometry. Sculptural cube-like forms create dramatic ceiling heights, expansive walls of glass, and light-filled interiors that effortlessly blur the distinction between indoor and outdoor living. At the heart of the home is the spectacular Glass Great Room, inspired by I.M. Pei's iconic Louvre Pyramid. Enclosed by glass on three sides, this extraordinary space opens onto an expansive terrace overlooking one of two cascading waterfalls within the estate's nationally recognized koi sanctuary. Designed for both sophisticated everyday living and grand-scale entertaining, the residence offers:

10 Dragonwood Ln, Weston

Listing courtesy of Bill Martin from Douglas Elliman of Connecticut. (917) 612-5372 (203) 622-4900

$6,500,000

10 Beds ⋅ 10 Baths ⋅ 22602857 MLS

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. In 1978, the property was divided into three townhouse residences, each with private entrances, kitchens, living areas, laundry, terraces, and separate utilities. The property has since been used as a single-family home, but offers remarkable flexibility as either a grand estate or redevelopment opportunity. A rare chance to own one of Chatham's most iconic legacy properties.

150-154 Cross Street, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith (chris.rhinesmith@compass.com) from Listing Office: Compass Massachusetts, LLC.

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 22601498 MLS

Direct waterfront offering in West Hyannisport with 100 feet of private sandy beach along Nantucket Sound. Set on approximately 0.94 acres on a quiet, private lane, this four-bedroom residence offers a compelling combination of privacy, scale, and immediate water access - an increasingly limited opportunity along this coastline with sandy beach stretching as far as the eye can see. Designed for relaxed coastal living, the home features generous living spaces, a deck off the main living area, and a private deck off the upstairs bedroom suite, each oriented to capture open water views, prevailing southwest breezes, and notable sunset vistas. Multiple bedrooms and flexible living areas provide ample room for guests, while thoughtful infrastructure, including multi-zone climate control and EV charging, supports year-round use. Additional highlights include an attached two car garage, outdoor shower, and a walk-out finished lower level. Capture this rare offering within close proximity to both Osterville and Centerville villages, where dining, shopping, and daily conveniences remain just minutes away. 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.

142 Greely Avenue, West Hyannisport

Listing courtesy of Listing Agent: Robert B Kinlin (rkinlin@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$6,500,000

3 Beds ⋅ 5 Baths ⋅ 73555391 MLS

Nestled within nearly 36 pristine acres, this newly completed custom estate is a triumph of "quiet luxury" and environmental stewardship. Arrive through a private gated entrance to a meticulously secured property, offering absolute anonymity and thoughtful smart-home security. Built with eco-friendly, zero-VOC materials, the sun-drenched interiors feature a warm neutral palette, artisanal finishes, and a seamless flow. The primary wing serves as a private haven with a spa-like bath and private balcony. Below, a walkout lower level entertainer's dream hosts a wellness room, home office, and custom sauna. The estate grounds feature a pool, integrated spa, and an incredible 3,400 sq. ft. climate-controlled car barn outfitted with custom lighting and an indoor climbing wall. A rare fusion of architectural responsibility, advanced peace of mind, and elite private recreation. Private showings available by appointment.

61 Green Avenue, Belchertown

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

$6,500,000

5 Beds ⋅ 7 Baths ⋅ 24186154 MLS

Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the ground up in 2017 and offering over 10,000 square feet of thoughtfully curated living space, the home unfolds through a series of light-filled rooms where architectural detail, craftsmanship, and connection take center stage. A grand central foyer showcases a statement staircase framed by glass railings, creating a stunning focal point from the moment you enter. At the heart of the home, a sunlit gathering space serves as the natural connection point between the designer kitchen, soaring two-story family room, and outdoor living spaces beyond. Anchored by a stunning 10-foot quartzite waterfall island and matching custom quartzite hood, the kitchen balances beauty and function with Thermador appliances, Sub-Zero refrigeration and wine storage, custom cabinetry, and a walk-in pantry. The dramatic family room draws the eye upward with soaring ceilings, extensive architectural detailing, automated Lutron shades, and walls of windows that flood the space with natural light.

48 Driftway Ln, New Canaan

Listing courtesy of Danielle Spada from Coldwell Banker Realty. (860) 748-2788 (860) 633-3661

$6,500,000

10 Beds ⋅ 10 Baths ⋅ 73535185 MLS

Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. The property was divided into three townhouse residences, but has since been used as a single-family home. A rare chance to own one of Chatham's most iconic legacy properties.

150-154 Cross Street, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 73534024 MLS

Set along one of N.E. most coveted waterfront corridors, this extraordinary 13 acre estate represents a rare convergence of architectural pedigree, unrivaled privacy and enduring coastal elegance. Bordered by over 200 acres of protected land & commanding sweeping views of the North River, the property offers an irreplaceable setting of remarkable beauty & serenity. Inspired by the celebrated coastal architecture of Robert A.M. Stern, the custom Nantucket-style 14 room residence is a masterwork of timeless design and exceptional craftsmanship. Beyond the home, resort-caliber amenities elevate the estate experience. Meticulously landscaped grounds unfold to a private heated swimming pool, fully appointed cabana, lush lawns, and outdoor living spaces designed for relaxation and entertaining. A private deep-water dock capable of handling vessels up to 45' provides direct access to the Atlantic Ocean, offering an unparalleled lifestyle for boating enthusiasts and waterfront purists alike.

12 and 0 Hunter Dr., Marshfield

Listing courtesy of Listing Agent: Janet Koelsch from Listing Office: Coldwell Banker Realty - Scituate.

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 73532634 MLS

This magnificent townhouse on picturesque Beacon Street offers the perfect combination of modern conveniences and historic grandeur in the heart of Back Bay. An elevator serves all levels of the home, which is topped by a dramatic skylight and private roof deck with stunning views. The tastefully appointed interiors include a grand double parlor living level with striking historic details and soaring ceilings, a living or entertaining room with full wet bar and direct access to the outdoor deck, an open kitchen, dining and family room with endless storage and high-end appliances, expansive mudroom with access to the patio and parking, and a home office. The entire 4th floor was renovated and includes the luxurious primary suite. Additional features include a whole-house water filtration system, new HVAC, ERV system for continuous fresh air, new lighting controls, and the entire home was deleaded. This wonderful home is steps from all Back Bay has to offer and includes 3 parking spaces.

321 Beacon Street, Boston

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

$6,500,000

4 Beds ⋅ 5 Baths ⋅ 73502888 MLS

Direct waterfront offering in West Hyannisport with 100 feet of private sandy beach along Nantucket Sound. Set on approximately 0.94 acres on a quiet, private lane, this four-bedroom residence offers a compelling combination of privacy, scale, and immediate water access - an increasingly limited opportunity along this coastline with sandy beach stretching as far as the eye can see. Designed for relaxed coastal living, the home features generous living spaces, a deck off the main living area, and a private deck off the upstairs bedroom suite, each oriented to capture open water views, prevailing southwest breezes, and notable sunset vistas. Multiple bedrooms and flexible living areas provide ample room for guests, while thoughtful infrastructure, including multi-zone climate control and EV charging, supports year-round use. Additional highlights include an attached two car garage, outdoor shower, and a walk-out finished lower level. Capture this rare offering within close proximity to both Osterville and Centerville villages, where dining, shopping, and daily conveniences remain just minutes away. 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.

142 Greely Ave, Barnstable

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

$6,500,000

4 Beds ⋅ 3 Baths ⋅ 5082763 MLS

Commanding one of the most iconic oceanfront vantage points along New Hampshire’s seacoast, this is a rare offering in the heart of exclusive RyeBeach. From its elevated position, the residence unveils uninterrupted panoramic views of the Atlantic Ocean, stretching from the golden sands of Jenness Beach, across the Isles of Shoals, and southward to the distant silhouette of Cape Ann. Situated along the shoreline and minutes from Abenaqui Country Club, the location combines the relaxed beach life with the distinction of a Rye Beach address. Here, early mornings can be spent with coffee in hand as the sun rises over the Atlantic, afternoons enjoyed on the links or the sand, and evenings gathered on the porch watching sailboats on the horizon. The home itself offers a gracious footprint and endless possibilities, whether you envision enhancing the current design or shaping a coastal estate that fully embraces its unrivaled views. Rarely does a property unite such natural beauty with such potential, making it equally appealing as a year-round residence, a summer retreat, or a multi-generational legacy home. Located just minutes from the cultural and dining scene of Portsmouth, with easy access to Boston and Portland, 1 South Road embodies the best of New England’s coastal lifestyle. Here is a once-in-a-generation chance to claim a front-row seat to New Hampshire’s most breathtaking ocean views.

1 South Rd, Rye

Listing courtesy of Sean Fellows from Tate & Foss Sotheby's International Rlty. ()

$6,500,000

5 Beds ⋅ 7 Baths ⋅ 24143703 MLS

A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, & exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, & finished in 2015, the Main Residence is a masterclass in quality & livability. Rich millwork, custom cabinetry, radiant-heated hardwood floors, transom windows, & skylights define interiors that feel both elegant & inviting. A boutique-style coat room & jewel-box powder room immediately signal the home's uncompromising level of finish. The show-stopping kitchen features high-gloss bespoke cabinetry, nickel hardware, & a sculptural range hood beneath tall silver-leaf detailed ceilings. A substantial Calacatta marble island integrates a 2nd sink, butcher block, & concealed storage. Chef-grade appliances include SubZero, Wolf, & Miele. *CONTINUED*

252 River Rd, Deep River

Listing courtesy of Kiara Rusconi from William Raveis Real Estate. (860) 573-3382 (860) 633-0111

$6,500,000

9 Beds ⋅ 6 Baths ⋅ 24118083 MLS

Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the "Inn"); a c. 1997 Banquet Building (the "Barn"); a commercial grade greenhouse and 3 additional equipment & storage barns / sheds - all of which are in very good condition. The Cape Cod style residence has 3 bedrooms, 2.5 baths, an open floor plan, cathedral ceilings and a 3 car attached garage. The Inn is a permitted "Historic Country Inn" with 6 bedrooms, 3.5 baths, sleeps up to 12 guests, plus a detached garage with an auxiliary apartment. The Barn is a post & beam style event venue providing approximately 2,000 sq ft of indoor space boasting elegant chandeliers, exposed wooden pillars, heat & A/C, loading dock & prep area for caterers, a stone patio, pergola, large lawn, and pond allow for outdoor activities as well. The approximately 8,000 sq ft hydroponic greenhouse is currently set up and growing hydroponic Bibb lettuce that is being sold to fine grocery stores and food distributors. The property includes a wide array of landscape types & terrain roughly 50% is a mix of open meadow, tree plantations - which has allowed the operation of a 50 acre Christmas tree farm selling

57 Nw Corner Rd, Preston

Listing courtesy of Thomas Switz from Switz Real Estate Associates. (860) 884-6003 (860) 572-9501

$6,499,500

4 Beds ⋅ 4 Baths ⋅ 5109125 MLS

This custom contemporary lakefront residence pairs panoramic views of Lake Champlain and the Adirondack Mountains with architecture by TruexCullins, landscape design by Wagner Hodgson, and construction by Roundtree Construction. Mature landscaping, perennial gardens, a living roof, and organic screening provide privacy throughout the property. A maple-lined entry leads to the cedar-shingled residence, where floor-to-ceiling windows, white oak floors, cove lighting, and a multilevel, glass-lined stairwell define the interiors. The open main level brings together a custom kitchen finished with Danby marble, dining and living areas oriented toward the lake, a three-sided contemporary glass fireplace, and sliding doors that open to a cantilevered balcony. The upper level includes a primary suite with sweeping lake views, private balcony, soaking tub, marble shower, dual vanities, and custom walk-in closet, along with an en-suite guest bedroom and a studio or additional bedroom with direct access to the living roof balcony. The walkout lower level offers an additional bedroom and bath, sauna, laundry, and flexible living space opening directly to the pool and lakeside patio. Outdoor amenities include a lap pool with integrated hot tub and waterfall feature, bluestone patios, a gas fire pit, multiple decks, and stairs descending to the lakefront. A heated three-car garage, radiant heat, generator, irrigation and landscape lighting complete the property.

4279 Harbor Rd, Shelburne

Listing courtesy of Averill Cook from LandVest, Inc-Burlington. ()

$6,498,000

6 Beds ⋅ 9 Baths ⋅ 73575446 MLS

Set on 2.87 private acres abutting conservation land, this distinguished gated estate offers over 9,000 square feet of beautifully appointed living space, where refined interiors meet level, verdant grounds in a setting of rare privacy and calm. Offered fully furnished, the home showcases interiors thoughtfully curated by an award-winning designer. A soaring two-story entrance hall opens onto a gracious floor plan defined by hardwood floors, intricate millwork, crown molding, French doors, and generous ceiling heights. The fireplaced living room and dining room, distinguished by a coffered ceiling, lend themselves to elegant entertaining, while a sun-filled family room—also warmed by its own fireplace—features a wall of windows and opens through French doors to the private backyard. At the heart of the home, a spacious eat-in chef’s kitchen is outfitted with a six-burner gas range, double ovens, pot filler, walk-in pantry, and expansive center island. A private office opens to the grounds through French doors, while a custom-fitted mudroom, powder room, and two staircases bring thoughtful convenience to the first floor. A private en suite bedroom is well suited to guests or extended family. The second floor holds five additional en suite bedrooms, including an exceptional primary suite with vaulted ceiling, gas fireplace, custom built-ins, and three organized walk-in closets. Its luxurious bath offers a deep soaking tub, oversized tiled shower, dual vanities, and radiant heated floors, while a beautifully appointed laundry room with custom cabinetry completes the level. A versatile recreation room and half bath occupy the spacious third floor. Below, the fully finished lower level is designed for both relaxation and entertaining, with a temperature-controlled wine cellar, second kitchen, media room with leather recliners, exercise room, TV nook, game room, sauna, and full bath. Outside, a bluestone patio and pergola extend the living spaces gracefully into the landscape, overlooking the broad, private yard. Grand in proportion yet effortlessly welcoming, this remarkable Needham estate pairs superb craftsmanship with a tranquil setting convenient to area amenities.

370 Grove St, Needham

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$6,495,000

5 Beds ⋅ 9 Baths ⋅ 22604121 MLS

Exceptional waterfront retreat on the protected waters of Squeteague Harbor. This private Scraggy Neck property offers an extraordinary boating lifestyle with a private dock, boathouse, heated saltwater pool, spa and beautifully landscaped grounds. Completely renovated to the studs in 2019, the residence features bright, inviting interiors with vaulted ceilings, expansive windows, light wood floors and picturesque harbor views. The chef's kitchen features professional-grade appliances, center island, butler's pantry and double-sided fireplace, opening to gracious living and dining spaces overlooking the water. The thoughtfully designed floor plan includes a private primary suite with deck, family room with wet bar, elevator, and guest apartment above the three-car garage. Expansive stone terraces and extensive hardscaping create seamless indoor-outdoor living, while mature landscaping provides exceptional privacy. A pool house, outdoor showers and waterfront boathouse with changing rooms complete this turnkey coastal property, offering an uncommon combination of privacy, boating, entertaining and waterfront living on Scraggy Neck.

219 Scraggy Neck Road, Cataumet

Listing courtesy of Listing Agent: Peyton Wallace (peyton@studiorealty.com) from Listing Office: Studio Realty LLC.

$6,495,000

9 Beds ⋅ 9 Baths ⋅ 73564889 MLS

This 9-bedroom, 6 full/3 half bath residence spans 8,619 sq ft, blending timeless architectural character with thoughtful modern updates throughout. A stunning 2024-renovated kitchen with fireplace and radiant heated flooring anchors the home, complemented by a newly enclosed breezeway, cozy breakfast nook and gracious dining room with double French doors. All-new Pella windows enhance the home throughout, while refinished hardwood floors and fresh paint create a beautifully refreshed interior. Designed with both everyday living and entertaining in mind, the home features a sunken living room with direct exterior access to the solarium and screened porch, creating a seamless connection between the interior and surrounding grounds. The greenhouse conservatory has been completely reimagined with honed absolute black stone, new tile flooring, and a custom fountain, offering a truly distinctive space within the home. Generous bedroom suites and thoughtfully updated baths provide privacy and comfort throughout. A private-entrance, attached in-law/au pair suite offers exceptional flexibility for guests or staff, while an epoxy-finished garage round out the home's modern improvements. Outdoors, a stone patio extends the home's entertaining space onto the expansive, level grounds, with the rare opportunity to add a pool and create a truly exceptional indoor-outdoor setting. Minutes to the Longwood Medical Area (8–10 min), Fenway (10–15 min), Back Bay (15–20 min), and Logan Airport (20 min), with Brookline Reservoir, Fisher Hill Reservoir Park, Larz Anderson Park, and the Emerald Necklace all nearby. A short drive delivers Chestnut Hill's premier shopping, dining, Equinox, and Wegmans. A once-in-a-generation offering.

372 Warren St, Brookline

Listing courtesy of Listing Agent: Gabrielle Russo from Listing Office: Coldwell Banker Realty - Boston.

$6,495,000

6 Beds ⋅ 8 Baths ⋅ 24194674 MLS

Rarely does a new construction home and property like this come on the market in Westport. Set at the end of a cul-de-sac, in the coveted Long Lots neighborhood, this 2.3-acre, flat property offers a rare combination of privacy and convenience to town. The property features a resort-style, saltwater pool w/spa and automatic safety cover, expansive covered and open-air patios, and a fully equipped outdoor kitchen. There's still space to add a full sized Tennis Court and ADU to create a luxury compound! Built by award-winning Westport Family Homes, this thoughtfully designed 6 bed/8 bath home spans 9,062 square feet on 4 finished floors, showcasing exceptional craftsmanship and attention to detail. Soaring ceilings and an abundance of natural light. Main Level: Gracious Foyer, 2 Powder Rms, Formal Liv/Din Rms, private Office, Designer Kitchen w/Scullery for entertaining. Kitchen opens to large Great Rm w/FP and Outdoor Liv Rm. Second Level: Primary Ste w/FP, 2 walk in closets, spa inspired Bathrm and 4 other Bedrms. Third Level: Playroom w/Bathrm. Lower Level: Walk out to Pool w/ 6th Bedrm, full Bathroom, Family Rm w/Bar, Play/Media Room and large Gym. Full-house generator, oversized 3 car garage w/EV charging capability and room for 3 car lifts. The home is elevator-ready, enhancing convenience and long-term livability. Great for multi generational living. City Water, Natural Gas. This masterfully crafted home has a timeless floor plan and modern design.

5 Baldwin Pl, Westport

Listing courtesy of Lori Popkin from Coldwell Banker Realty. (203) 984-7677 (203) 227-8424

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 24192357 MLS

Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant heated floors, singular app-controlled lighting, shades, locks + HVAC. The house can be monitored + adjusted from anywhere in the world and stays powered on stored solar when the grid goes down. Designed by The O'Dell Group across three vertical levels + a panoramic rooftop deck w/gas fireplace, the home opens to Long Island Sound through full-height glazing & connects ground-floor living to a private loggia, heated gunite spa, + landscaped courtyard. Inside, the open kitchen pairs Subzero refrigeration + an integrated appliance package w/a generous island + pantry; the primary suite includes a private balcony + spa-style bath; a fully accessible shower is finished in stone, and a flexible main-level room w/full bath lives as an additional bedroom, home office, or guest suite. Iconic Compo Beach is just a short drive to the Metro-North station and about an hour to Grand Central/Midtown Manhattan. The Westport Project is in a category of its' own; a home engineered to take care of itself, and you, whether you're upstairs, in the city, or on the other side of the world.

16 Westport Ave, Westport

Listing courtesy of Karen Scott from Compass Connecticut, LLC. (203) 613-9200 (203) 293-9715

$6,495,000

3 Beds ⋅ 4 Baths ⋅ 73547488 MLS

Unicorn! YES 60 Ft in Width - 4 parking spaces, 2-car garage and 2 car parking at your front door are an unmatched luxury in the heart of Boston! Perfectly positioned between Newbury Street and Charles Street on the coveted Flat of Beacon Hill. AND, this magnificent converted carriage house offers 4,442 sq ft on 2 floors with two private entrances, living with the privacy, scale, and ease of a single-family home. Sweeping sun-filled bay windows overlook Beaver Place and the Boston Public Garden. Upper level presents all entertaining space on one floor, ALL front facing. Sunny kitchen and family room combo with french doors windows, centered formal dining room, bay windowed living room, all offering gorgeous gas fireplace of impressive scale. Entry level offers 3 Grand Bedroom suites, entry foyer office, Large private garden terrace with pergola, mudroom entrance. Steps from Charles River, Esplanade to walk pets. Bus stop 1 block away serving private schools in Cambridge, Brookline,etc.

23-25 Beaver Place, Boston

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.

$6,495,000

5 Beds ⋅ 8 Baths ⋅ 73517236 MLS

Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal for future outdoor amenities. The chef’s kitchen features an oversized island and a fully outfitted pantry with prep space. The first floor includes a spacious living–dining room, a study, and a private bedroom suite. Upstairs, the primary suite is a true retreat with a spa-like bath and oversized walk-in closet, joined by a second office and four additional bedroom suites. A finished third-floor bonus room with full bath and a sun-filled walkout lower level with theater, gym, wet bar, sauna, and steam shower complete this exceptional home. One-year builder’s warranty included.

82 Deer Path Ln, Weston

Listing courtesy of Listing Agent: Jonathan Caldwell from Listing Office: ACRE Property Advisors LLC.

$6,495,000

5 Beds ⋅ 9 Baths ⋅ 5085361 MLS

This gracious New London waterfront estate offers 20.5 acres of privacy overlooking breathtaking views of the shimmering waters of Class-A Pleasant Lake. Expansive lawns, lush gardens and wooded glades give way to a meandering path that leads to a sandy beachfront cabana and deep water dock. This distinguished custom luxury home was built new in 2001 and enhanced significantly in recent years. A majestic foyer opens to a spectacular two-story paneled great room, adjacent music room and formal dining room ideal for entertaining. The chef-quality kitchen is truly the heart of the home with top-of-the-line appliances, abundant storage and an inviting breakfast room, cozy family room and sun-filled porch. A three bay heated garage is accessed via an entrance with coat closets, storage cubbies, a small office and half bath. The first floor primary suite is convenient yet extremely private and includes a lake-view library, his and hers dressing rooms, and an expanded bath with soaking tub. There are five fireplaces on the main living level. The second floor features four spacious bedrooms, each with ensuite bath. An inviting balcony overlooks the grounds and the lake. A large exercise room offers an adjacent bath and storage room. There is a charming two bedroom guest house with full kitchen, two baths and ample storage. There are five garage bays between the main and guest houses. Relax at your sandy perched beach and enjoy your private waterfront.

373 Lakeshore Dr, New London

Listing courtesy of Pamela Perkins from Four Seasons Sotheby's Int'l Realty. ()

$6,495,000

8 Beds ⋅ 11 Baths ⋅ 24133886 MLS

Iconic Historic Inn steps from Historic Downtown Mystic. Once-in-a-lifetime opportunity to live in this exquisite architectural masterpiece. Meticulous 10,500 Sq Ft Italianate Victorian with 8 Bedrooms, 8 Full Bathrooms and 3 Half Bathrooms all nestled on 1.49 manicured acres with private parking lot and porte-cochere. Featuring 3 grand parlors with hand-painted ceilings, full commercial kitchen with stainless steel counters, formal dining room for 30 with French Doors leading out to brick patio for Alfresco Dining. 5 beautiful ornate original fireplaces converted to gas. Serviced by municipal water and sewer. Also includes a registration area, and potential lower-level Speakeasy. Endless possibilities. Perfect for a boutique inn, buyouts, or luxury residence. Zoned for business or private use. Stunning tri-state views from the Belvedere. One of the most historically significant building in Mystic. A very rare investment opportunity in a prime shoreline location. This property blends History, Luxury and Functionality - ideal as a boutique inn, or private residence. Whether hosting small gathering under the stars on your brick patio or welcoming guests through the grand porte-chchere, every detail reflects timeless New England elegance. Discover this landmark estate where every minute feels like a dream and just steps to Historic Downtown Mystic!

15 Elm St, Groton

Listing courtesy of Judith Caracausa from William Pitt Sotheby's Int'l. (860) 912-9903 (860) 536-5900

$6,490,000

4 Beds ⋅ 6 Baths ⋅ 73552369 MLS

Experience Newburyport’s most coveted waterfront lifestyles at Bartley’s Landing.By purchasing your home lot for $2,700,000 & engaging in a construction contract you will join an exclusive enclave of just 5 luxury residences along the Merrimack River.This exceptional new construction opportunity pairs timeless architecture, superior craftsmanship & thoughtful design with the ability to personalize your dream home alongside one of the area’s premier design and construction teams.Enjoy year-round river views where boats glide by, migratory birds gather, fish occasionally break the surface and the changing seasons create an ever-evolving backdrop.Owners enjoy access to the community boathouse and private dock, with slip space for boats up to 35 feet - making days on the water effortless. Rarely does a property come on the market combining exclusivity and connection to the river.Bartley’s Landing is year round luxury waterfront living at one of Newburyport’s most prestigious addresses.

3 Rogers Ct, Newburyport

Listing courtesy of Listing Agent: Homes & Lifestyles Team from Listing Office: Gibson Sotheby's International Realty.

$6,488,000

7 Beds ⋅ 7 Baths ⋅ 22505869 MLS

Experience one of Cape Cod's most exceptional luxury estates. Offered fully furnished, this spectacular NEW CONSTRUCTION - 6,700 sq. ft. residence is set on 2.52 secluded acres with 7 bedrooms, 6.5 baths, a heated pool, wine cellar, home theater, and 3-car garage. Walls of glass frame tranquil water views, while soaring ceilings, designer finishes, and a chef's kitchen create an extraordinary setting for entertaining and everyday living. Swim, kayak, paddleboard, or fish from your backyard, then keep your boat just minutes away at Ryder's Cove, Wychmere, or Saquatucket Harbors. Rarely does a home combine this level of privacy, luxury, recreation, and turnkey convenience. A true multigenerational retreat designed for unforgettable gatherings and the very best of Cape Cod living. NEW CONSTRUCTION

19 Walkerwoods Drive, Harwich

Listing courtesy of Listing Agent: Marirose Lynch (Marirose@livingthatcapecodlife.com) from Listing Office: RE/MAX Real Estate Center.

$6,488,000

7 Beds ⋅ 7 Baths ⋅ 73499989 MLS

Experience one of Cape Cod's most exceptional luxury estates, where private lakefront serenity meets effortless access to Nantucket Sound. Newly constructed in 2025 and offered fully furnished, this spectacular 6,700 sq. ft. residence is set on 2.52 secluded acres with 7 bedrooms, 6.5 baths, a heated pool, wine cellar, home theater, and 3-car garage. Walls of glass frame tranquil water views, while soaring ceilings, designer finishes, and a chef's kitchen create an extraordinary setting for entertaining and everyday living. Swim, kayak, paddleboard, or fish from your backyard, then keep your boat just minutes away at Ryder's Cove, Wychmere, or Saquatucket Harbors. Rarely does a home combine this level of privacy, luxury, recreation, and turnkey convenience. A true multigenerational retreat designed for unforgettable gatherings and the very best of Cape Cod living.

19 Walkerwoods Dr, Harwich

Listing courtesy of Listing Agent: Marirose Lynch from Listing Office: RE/MAX Real Estate Center.

$6,475,000

7 Beds ⋅ 8 Baths ⋅ 24166025 MLS

Experience a rare Zen-inspired retreat in the heart of the Berkshires, designed in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and ~1,000 feet along the Williams River, this architecturally significant Contemporary offers exceptional privacy just minutes from Great Barrington. Designed by Steven Haas, the home blends steel, glass, concrete, and wood, with soaring interiors and Sorpetaler sliding glass walls that open seamlessly to nature. Expansive decks overlook a 25-meter heated saltwater lap pool, hot tub, and fire pit. The open chef's kitchen with oversized wood-burning fireplace anchors the home, while the living room offers a second fireplace and serene views. A glass and stone courtyard enhances the tranquil design. The primary suite is a private sanctuary with spa-like bath, dressing room, office/lounge, and its own deck. Guest accommodations throughout offer comfort and privacy. The lower level includes a billiards room, wet bar, and additional living space. A separate guest house features two bedrooms, kitchenette, living/dining area, and rooftop deck. The 3,000 sq ft recreation barn offers a full kitchen, loft, gym, and flexible gathering space. Eight miles of private trails lead to the Williams River, completing this exceptional retreat just 10 minutes from town.

250 Long Pond Rd, Great Barrington

Listing courtesy of Elyse Harney Morris from Elyse Harney Real Estate. (860) 318-5126 (860) 435-0120

$6,400,000

4 Beds ⋅ 5 Baths ⋅ 73500458 MLS

A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.

198 Clyde Street, Brookline

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

$6,399,000

5 Beds ⋅ 6 Baths ⋅ 73557536 MLS

Welcome to 54 Pinckney Street! Tucked away on one of Beacon Hill’s most coveted blocks just steps from Louisburg Square, 54 Pinckney Street is a masterclass in refined city living. This meticulously renovated townhouse offers five sun-drenched levels of living space, steeped in a rich literary heritage as the former residence of Nathaniel Hawthorne. Every floor has been reimagined with an uncompromising eye for detail, creating a layout that flows effortlessly from one level to the next.At the heart of the home, the state-of-the-art kitchen is a chef’s dream, featuring sleek granite countertops and a premium appliance suite by Wolf, Sub-Zero, and Bosch. It opens directly onto a lush, private garden patio—a rare outdoor sanctuary that was recently featured on the prestigious Beacon Hill Hidden Garden Tour. This professionally planted oasis offers a level of horticultural beauty and privacy that is truly exceptional for the city.The second level serves as the home's centerpiece, boasting a grand formal living room with soaring ceilings and a handsome study/media room complete with a custom wet bar.The primary suite is a true retreat, with a large walk in closet and a breathtaking, spa-like bathroom anchored by a deep resin soaking tub and a glass enclosed shower room. The top floor contains 3 additional bedrooms and two full marble bathrooms featuring Water Works fixtures. Throughout the residence, five stately fireplaces, bespoke millwork, and rich hardwood floors add layers of warmth and character. Practicality is woven into the design with two laundry areas, all-new systems, and a versatile lower-level au pair suite. This private guest space includes a wine cellar, a new kitchen and its own separate entrance, providing independence and convenience for long-term visitors.A modern fire suppression sprinkler system and a security system is also in place.This is a masterful recreation of Old-World Boston, reimagined for a contemporary lifestyle with the highest caliber of craftsmanship and a storied past. Some photos are from a prior listing.

54 Pinckney St, Boston

Listing courtesy of Listing Agent: Cort LaBonte Coldren Coopersmith Group from Listing Office: Compass.

$6,375,000

7 Beds ⋅ 7 Baths ⋅ 73573177 MLS

A grand Victorian refined and reimagined with quiet sophistication, 177 Hancock St offers unparalleled single-family living in the heart of Mid-Cambridge, replete with 2-car parking and a full ADU. Defined by gracious proportions and tactile, organic finishes, the entire home radiates an inviting airy warmth. The bespoke kitchen sets the tone, with honed Vermont marble, unlacquered brass hardware, and custom light fixtures—materials echoed in the mudroom and walk-in pantry. Oversized glass doors open to a landscaped backyard and large bluestone patio. A stunning sculptural staircase lit by an oversized skylight and cascading pendants leads to the upper floors, which host 6 bedrooms and 4 baths, including 2 lavish primary suites overlooking the yard. With a private entry, full kitchen, and laundry, the 1-bed ADU offers seamless space for family or an au pair. Moments to Harvard, Inman, and Central Squares, 177 Hancock is a rare opportunity in one of Cambridge’s most desirable neighborhoods.

177 Hancock St, Cambridge

Listing courtesy of Listing Agent: Lewis Carroll Team from Listing Office: Compass.

$6,375,000

4 Beds ⋅ 5 Baths ⋅ 24165538 MLS

Boater's Paradise-Live the Ultimate Saugatuck Shores Waterfront Lifestyle. Experience unparalleled, direct waterfront access from this striking contemporary perched directly on the shores of Long Island Sound. Featuring its own rare private dock, this property is a true boater's/water lover's paradise. Enjoy all that Saugatuck Shores has to offer-boating, jet-skiing, paddle boarding, or kayaking from your own backyard. Dramatic walls of glass bathe the interior with natural light throughout effortlessly blending modern architectural lines with unparalleled, panoramic views of Bermuda Lagoon, Peck Ledge Lighthouse and boating channels which can be seen from almost every room. The open-concept main level transitions seamlessly to a massive sundeck, setting the ultimate stage for indoor-outdoor entertaining. Spend summers relaxing by your private waterfront gunite pool and spa, rinse off in your outdoor shower or unwind in the custom indoor sauna. Positioned within the coveted, private Covlee Beach Association, residents enjoy access to a private sandy beach with additional dock slips, kayak and paddleboard storage, a playground, picnic area, and fire pit just steps away, blending complete privacy with an active coastal community. From the Great Room with its dramatic fireplace and vaulted ceiling, to the custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight. All bedrooms, including primary suite, have decks overlooking the Sound.

21 Covlee Dr, Westport

Listing courtesy of John Foran from Compass Connecticut, LLC. (203) 981-0785 (203) 293-9715

$6,250,000

5 Beds ⋅ 9 Baths ⋅ 73575382 MLS

Once in a lifetime opportunity to own an irreplaceable almost 10 acre estate*One of the area's most desired streets is home for this completely bespoke manor*Meander down the long, sense of arrival driveway past your own spring fed small pond and charming barn setting the stage for understated elegance*Enter the slightly elevated parking court surrounded by granite walls with complete paver entry (partially heated for winter weather) and be impacted by this refined home of exceptional quality built by noted local builder*While being welcoming and inviting, this home is ultra-luxe in every conceivable way without being ostentatious*Impeccable grounds include acres of lush, groomed grass, a tree lined groomed allee creates a visual promenade for the rear of the property and is tastefully and subtly illuminated with abundant landscape lighting*Sumptuous pool area with covered outdoor entertainment pavilion, dressing room, bathroom, outdoor shower and patios with stone walls and metal balusters is set off to the side enjoying privacy and great afternoon sun*This home enjoys remarkable and substantial infrastructure for years of enjoyment*Refined styling is paramount for timeless enjoyment of this unique home*Custom crafted front double doors and custom crafted mahogany garage doors are complemented by subtle sand-colored cut granite and wood shingles all capped by the new wood roof*Multiple rooflines, many bay windows, covered porch and screened porch make this home an architectural masterpiece*1st level enjoys a front-to-back limestone Foyer bisecting the home and creating a sense of flow*Formal rooms are complemented by more casual spaces to provide a feeling of warmth*1st floor enjoys 2 Family Room areas, formal rooms for entertaining, heart-of-the-home Kitchen, substantial mudroom and stunning vaulted, fireplace screened porch*Follow the incredible sweeping staircase to the upper story with the west side for fireplaced Primary suite with two generous, custom WI closets plus a cedar closet, private balcony and truly sumptuous bath*there is also a guest bedroom & bath on this side*The east side of the house is home for two additional bedroom suites, giant well-outfitted study with built-in desk units, large laundry, craft room and wonderful "in-law" or long-term guest suite*Finished walkout lower level has exercise room, spa-bath, large multi-use space and movie theatre*4 car garage*Lit sport court for basketball or pickle ball*Every imaginable upgrade*

31 Sears Rd, Southborough

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.

$6,250,000

6 Beds ⋅ 6 Baths ⋅ 73528490 MLS

Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this 6 bedroom, 5.5 half bathroom exceptional Colonial captures lovely views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

48 Harbor Ave, Marblehead

Listing courtesy of Listing Agent: Haley Paster Scimone from Listing Office: Gibson Sotheby's International Realty.

$6,250,000

8 Beds ⋅ 9 Baths ⋅ 73329026 MLS

Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal staircase, soaring ceilings and elegant wood detail. There is a beautiful white kitchen with skylights and adjacent is a sun filled family room. All the formal living areas are spectacular, lending themselves naturally for large scale entertaining. A private apartment offers flexibility along with the ample bedroom and bathroom count on the second level. The pool, cabana with a bathroom and kitchen and tennis court are all accents to the rolling gardens. Included in this offering are two one-acre buildable lots that can be separated or kept as part of the property.

200 Pond Road, Wellesley

Listing courtesy of Listing Agent: Meghan Sutherland from Listing Office: MGS Group Real Estate LTD - Wellesley.

$6,200,000

4 Beds ⋅ 5 Baths ⋅ 73536732 MLS

Set on a private street in Brant Point just steps from Downtown, this beautifully appointed home features 4 bedrooms all w/en suite bathrooms, a den & powder room across a thoughtfully designed floor plan. The chef's kitchen boasts a 6 burner Wolf range, Sub Zero refrigerator, island, built-in desk, pantry & sink overlooking the yard. The generous sized, sunlight filled living room w/3 exposures offers a fireplace & french doors onto a covered porch overlooking the professionally landscaped yard. A 1st floor bedroom w/en suite bath is ideal for guests, while the primary suite features a balcony, vaulted ceilings & spa-inspired marble bath. A 2nd floor bar w/beverage cooler is located for easy access to the bedrooms & widows walk offering sweeping views & stargazing. Outside, enjoy a yard, covered porch, outdoor shower, shed, & parking for two. Steps to Childrens & Jetties Beach, & world-class dining including Lola 41,The White Elephant & The Nantucket Hotel who has private memberships.

3 Dolphin Ct, Nantucket

Listing courtesy of Listing Agent: Cort LaBonte Coldren Coopersmith Group from Listing Office: Compass.

$6,150,000

5 Beds ⋅ 8 Baths ⋅ 24205524 MLS

A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat, complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a Cottage, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

21 Calhoun Dr, Greenwich

Listing courtesy of Danielle Malloy from Serhant Connecticut, LLC. (203) 921-9987 (203) 489-7800

$6,150,000

6 Beds ⋅ 7 Baths ⋅ 73565263 MLS

Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.

59 Hagerty Drive, Tisbury

Listing courtesy of Listing Agent: Carol Shore from Listing Office: Donnelly + Co..

$6,150,000

10 Beds ⋅ 11 Baths ⋅ 73535142 MLS

Iconic “Egg Rock” Estate—a rare oceanfront legacy property set on 3 private acres in Nahant’s prestigious East Point. Overlooking Egg Rock and the Atlantic, this grand 9,000+ SF residence offers 10 bedrooms and 8 baths, showcasing exceptional period craftsmanship. Elegant interiors feature soaring 11’ ceilings, intricate plaster moldings, refined millwork, gleaming hardwood floors, and a dramatic central staircase. Nine fireplaces, a stately library, billiard room, mural room, and classic butler’s pantry enhance its timeless appeal, while a third-floor guest suite provides added privacy for extended stays. Expansive windows capture sweeping ocean vistas. Outdoors, enjoy a heated cliffside pool and pool house, ideal for relaxation or direct access via a rebuilt seawall to a private shared beach. A distinguished offering of coastal grandeur and historic significance.

374 Nahant Road, Nahant

Listing courtesy of Listing Agent: Annie Wachtel from Listing Office: Coldwell Banker Realty - Marblehead.

$6,000,000

4 Beds ⋅ 3 Baths ⋅ 73573000 MLS

The best architecture doesn't compete with nature... It embraces it. At 78 Gardiner Road, walls of glass, expansive decks, and clean modern lines place the ever-changing waters of Buzzards Bay at center stage. Presiding over a rugged shoreline in one of Cape Cod's most intellectually and culturally rich communities, this restored waterfront residence captures the spirit of a remarkable era in architecture while providing an extraordinary setting for life today. Walls of glass frame endless water views. Clean lines and soaring ceilings dissolve the boundaries between indoors and out. Sunlight dances across the bay from morning until evening when sunsets astound. The rhythms of tide, wind, and sea become part of everyday life. This is not a home that competes with its surroundings... It is at one with them. A broad sweep of lawn gives way to a seating area overlooking a dramatic natural shoreline where weathered boulders, native vegetation, and the waters of Buzzards Bay create a landscape that changes by the hour and by the season. Morning coffee on the deck. Afternoon swims. Sailboats crossing the horizon. Winter storms rolling in from the west. Every day offers a different perspective. Inside, this four bedroom 3,700+ square foot home has been carefully restored to its original coolness. There are huge ocean front family rooms on each level, multiple other gathering areas for both larger and intimate. Please verify all information contained herein.

78 Gardiner Road, Falmouth

Listing courtesy of Listing Agent: Jack Cotton from Listing Office: Sotheby's International Realty.

$6,000,000

4 Beds ⋅ 3 Baths ⋅ 22604483 MLS

The best architecture doesn't compete with nature... It embraces it. At 78 Gardiner Road, walls of glass, expansive decks, and clean modern lines place the ever-changing waters of Buzzards Bay at center stage. Presiding over a rugged shoreline in one of Cape Cod's most intellectually and culturally rich communities, this restored waterfront residence captures the spirit of a remarkable era in architecture while providing an extraordinary setting for life today. Walls of glass frame endless water views. Clean lines and soaring ceilings dissolve the boundaries between indoors and out. Sunlight dances across the bay from morning until evening when sunsets astound. The rhythms of tide, wind, and sea become part of everyday life. This is not a home that competes with its surroundings... It is at one with them. A broad sweep of lawn gives way to a seating area overlooking a dramatic natural shoreline where weathered boulders, native vegetation, and the waters of Buzzards Bay create a landscape that changes by the hour and by the season. Morning coffee on the deck. Afternoon swims. Sailboats crossing the horizon. Winter storms rolling in from the west. Every day offers a different perspective. Inside, this four bedroom 3,700+ square foot home has been carefully restored to its original coolness. There are huge ocean front family rooms on each level, multiple other gathering areas for both larger and intimate. Please verify all information contained herein.

78 Gardiner Road, Woods Hole

Listing courtesy of Listing Agent: Jack B Cotton, Jr (jack.cotton@sir.com) from Listing Office: Sotheby's International Realty.

$6,000,000

5 Beds ⋅ 6 Baths ⋅ 5074403 MLS

Welcome to Timber Ridge providing you the opportunity to live on Lake Winnipesaukee in this spectacular Adirondack style contemporary lake house. This home is well appointed with exceptional materials throughout and a nice floor plan. Open living spaces and a great flow from the custom kitchen to the great room and a floor to ceiling stone fireplace. Stunning views from every room. The sunroom is a great place to read a book and enjoy the fireplace. There are gleaming cherry floors in the living areas. The first floor master suite has a gas fireplace, his and hers closets and a bath with soaking tub and walk-in shower. The second level has a beautiful private suite above the garage perfect for guests and 2 other bedrooms and loft areas. The lower level has a large family/game room, hot tub, wet bar area and theater room. There is a walk out to a paver patio and granite steps down to your large deep water hardwood dock for several boats and a sandy bottom for swimming. This is a fantastic waterfront neighborhood close to shopping, attractions and other Lakes Region amenities like the Bank NH Pavilion, Gunstock for skiing and Mount Major for hiking.

72 Timber Ridge Rd, Alton

Listing courtesy of Glenn Smith from Lakefront Living Realty - The Smith Group. ()

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