Feature Properties

5 Beds ⋅ 4 Baths ⋅ 24200980 MLS

TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 Fairfield Beach Rd, Fairfield

Listing courtesy of Christine Magliocco from Higgins Group Real Estate. (203) 521-8002 (203) 254-9000

$4,500,000

5 Beds ⋅ 4 Baths ⋅ 24200828 MLS

TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 & 1148 Fairfield Beach Rd, Fairfield

Listing courtesy of Christine Magliocco from Higgins Group Real Estate. (203) 521-8002 (203) 254-9000

$4,500,000

4 Beds ⋅ 3 Baths ⋅ 22505789 MLS

A rare multi-site legacy offering in the heart of Falmouth. This exceptional opportunity brings together four parcels with endless potential. Create your own multi-home estate just off Surf Drive, where coastal living meets timeless New England charm. One parcel features a private tennis court, another includes a residence ideal for remodeling, a third offers an antique home ready for a full restoration and the fourth parcel, which can't be built on, gives open space abutting the river, perfect for those looking to preserve and reimagine a piece of local history. The combined landscape enjoys second-floor views of Vineyard Sound and borders a picturesque tidal river, adding natural beauty and serene waterfront ambiance. Whether you envision a unique compound, a collection of luxury retreats, or an investment with extraordinary possibilities, this offering is truly one of a kind. Bring your architect and or builder, sewer in place. Assessment & taxes are combined total. Call for a private showing or for more detailed information.

15 Hedge Lane, Falmouth

Listing courtesy of Listing Agent: Kimberly K Stockwell (kim@erminelovell.com) from Listing Office: Ermine Lovell Real Estate, LLC.

$4,500,000

6 Beds ⋅ 7 Baths ⋅ 22600543 MLS

Set within a private gated enclave in South Chatham's emerging luxury corridor, 48 Sylvan Way is a singular estate retreat discreetly positioned just moments from the Cape's most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational potential, the property offers rare privacy, scale, and versatility in one of Chatham's most compelling locations. Spanning 5,700 square feet across twelve rooms, this bespoke new construction residence showcases custom craftsmanship and intentional design throughout, conceived for refined, generational living. Three distinct bedroom wings-including two separate upper-level guest wings-provide exceptional comfort and separation, with each bedroom generously proportioned and ensuite. At its heart, a breathtaking great room anchored by a custom-designed kitchen rises to 23-foot ceilings adorned with shiplap ceilings, reclaimed beams and a fireplace, while an 18-foot wall of glass opens seamlessly to the heated saltwater pool and patio for effortless indoor-outdoor living. A rare offering defined by craftsmanship, presence, and intention-modern Cape Cod estate living at its most elevated.

48 Sylvan Way, South Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group (aschofield@robertpaul.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$4,500,000

4 Beds ⋅ 5 Baths ⋅ 22601252 MLS

Exceptional East End offering spanning from Commercial Street to Bradford Street! This rare two-parcel opportunity consisting of 624 Commercial Street and 309 Bradford Street is awaiting your vision! Ideally situated near public access to a pristine bay beach, this assemblage combines location, versatility, and potential. 624 Commercial Street offers a 5,002 sq ft lot with a newly constructed three-bedroom residence, with the possibility to accommodate a fourth bedroom or ADU. 309 Bradford Street features an 8,175 sq ft lot with a charming one-bedroom cottage, well-suited for guest accommodations or rental use. Both properties include generous outdoor space and off-street parking, presenting a unique opportunity for expansion, investment, or the creation of a private compound in Provincetown's desirable, and historic East End.

309 Bradford Street, Provincetown

Listing courtesy of Listing Agent: Shelby Zawaduk (Shelby.Z@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$4,500,000

4 Beds ⋅ 4 Baths ⋅ 22601006 MLS

Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water and doors to an expansive waterside deck. A versatile layout supports single-level living, featuring a first-floor suite currently enjoyed as a family room with a fireplace, soaring ceilings, full bath, and access to the deck. The upper level includes three bedrooms and a den, all benefiting from stunning outlooks. Professionally designed grounds provide a sense of seclusion, complemented by a private footpath to the shoreline. An exceptional offering in one of Chatham's most coveted waterfront locations.

346 Morris Island Road, Chatham

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

$4,500,000

4 Beds ⋅ 7 Baths ⋅ 5097579 MLS

One of Southern New Hampshire's most extraordinary luxury estates, this exceptional residence blends timeless craftsmanship, magazine-worthy design, and resort-style living. Beautifully maintained and extensively updated, every space has been thoughtfully curated to today's highest standards while preserving the character and quality that make this home truly special. Privately sited on a landscaped corner lot in Bedford's prestigious Laurel Woods Estates and located in the award-winning Bedford School District, including Riddle Brook Elementary, the property offers an unmatched combination of privacy, convenience, and luxury. A grand porte-cochère welcomes you to a private courtyard with six heated garage bays. Inside, exquisite millwork, designer finishes, and beautifully renovated interiors define every room. The first-floor primary suite is a true retreat, while the architectural chef's kitchen features a dramatic barreled ceiling, oversized island, premium appliances, and an expansive walk-in prep pantry designed for effortless entertaining. Floor-to-ceiling windows frame the outdoor setting, connecting the refined interiors to the peaceful landscape beyond. A newly designed executive home office suite provides an inspiring workspace. A 13-seat home theater, private fitness studio, pool kitchen and recreation room with French doors opening to the outdoor living spaces complete the home's exceptional lifestyle amenities. Outside, the property lives like a private resort with a heated pool, lighted sport court, in-ground trampoline, patio and multiple gathering spaces. Professionally designed landscaping and mature trees provide remarkable privacy and tranquil wooded views throughout the seasons. Perfectly positioned just minutes from Manchester-Boston Regional Airport and one hour from Boston, Bedford is one of NH's most sought-after communities, renowned for its top-ranked schools, timeless New England charm, vibrant community, and exceptional quality of life.

1 Willowbrook Ct, Bedford

Listing courtesy of Adam Dow from KW Coastal and Lakes & Mountains Realty/Wolfeboro. (Phone: 866-525-3946)

$4,500,000

5 Beds ⋅ 6 Baths ⋅ 5095419 MLS

Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match. Designed for both grand entertaining and comfortable mountain living, this spacious residence features five generously sized bedrooms and multiple gathering spaces that provide flexibility for hosting family and friends throughout every season. Expansive living areas create the perfect setting for après-ski evenings by the fire, holiday celebrations, or quiet retreats after a day on the slopes. A full house generator offers additional comfort. An oversized mudroom offers abundant space for skis, snowboards, bikes, and outdoor gear, ensuring effortless transitions from adventure to relaxation. The thoughtful floor plan balances open-concept living with private retreats, creating an atmosphere of refined comfort and timeless mountain elegance. Significant recent improvements elevate both the home's appearance and functionality. The entire exterior has been extensively renovated, delivering outstanding curb appeal and peace of mind for years to come. A paved driveway welcomes you home, while the attached garage provides convenience and protection from the elements in every season. Beyond its impressive features and updates, the true distinction of this property is its extraordinary location. With rare deeded access to Stratton's groomed trail network just steps from the front door, owners enjoy a level of convenience and exclusivity seldom available on the mountain. Opportunities to own a home with direct access to Stratton's premier ski experience are increasingly rare, making this a truly remarkable offering in one of Vermont's most sought-after resort communities.

24 Sawmill Rd, Stratton

Listing courtesy of Carrie Mathews from Winhall Real Estate. ()

$4,500,000

3 Beds ⋅ 6 Baths ⋅ 24180925 MLS

Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels private and serene, yet fully suited to year-round living. Beyond the gates, the grounds unfold across woodland trails, a stone bridge, pond, brook, orchards, gardens, and approximately two miles of groomed paths through the estate's own natural preserve. The landscape has been carefully maintained and offers both beauty and utility, with room for recreation, agriculture, and future enhancements. The residence is rich in character and thoughtfully updated, with six fireplaces, a double-sided chef's kitchen, wine cellar, and a 1,055 SF primary suite with dual baths, dressing room, walk-in closet, private sitting room, and sunroom. Outdoor living is centered around a heated gunite pool, outdoor kitchen, pergola, and gazebo, all positioned to take in sweeping views of the surrounding landscape. A detached barn, detached garage, and expansive acreage create unusual flexibility for equestrian pursuits, agriculture, a guest house, tennis or paddle court, and other future improvements, subject to local approvals.

155 Long Ridge Rd, Danbury

Listing courtesy of Jonathan Cape from William Pitt Sotheby's Int'l. (914) 486-1234 (203) 438-9531

$4,500,000

4 Beds ⋅ 5 Baths ⋅ 73497147 MLS

Exceptional East End offering spanning from Commercial Street to Bradford Street! This rare two-parcel opportunity consisting of 624 Commercial Street and 309 Bradford Street is awaiting your vision! Ideally situated near public access to a pristine bay beach, this assemblage combines location, versatility, and potential. 624 Commercial Street offers a 5,002 sq ft lot with a newly constructed three-bedroom residence, with the possibility to accommodate a fourth bedroom or ADU. 309 Bradford Street features an 8,175 sq ft lot with a charming one-bedroom cottage, well-suited for guest accommodations or rental use. Both properties include generous outdoor space and off-street parking, presenting a unique opportunity for expansion, investment, or the creation of a private compound in Provincetown's desirable, and historic East End.

309 Bradford Street, Provincetown

Listing courtesy of Listing Agent: The Rose Kennedy Team from Listing Office: Gibson Sotheby's International Realty.

$4,500,000

4 Beds ⋅ 4 Baths ⋅ 73492591 MLS

Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water and doors to an expansive waterside deck. A versatile layout supports single-level living, featuring a first-floor suite currently enjoyed as a family room with a fireplace, soaring ceilings, full bath, and access to the deck. The upper level includes three bedrooms and a den, all benefiting from stunning outlooks. Professionally designed grounds provide a sense of seclusion, complemented by a private footpath to the shoreline. An exceptional offering in one of Chatham's most coveted waterfront locations.

346 Morris Island Road, Chatham

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

$4,500,000

5 Beds ⋅ 4 Baths ⋅ 5079223 MLS

Welcome to Paradise on Little Bay, where refined waterfront living meets unparalleled elegance. This is your opportunity to build with a multi–year EPA Sustained Excellence Award–winning builder, renowned for exceptional craftsmanship, innovation, & energy efficiency. Choose the thoughtfully designed Paradise floorplan or collaborate w/ the builder to create a custom home tailored to your unique vision & lifestyle with 52.6 feet of PRIVATE WATERFRONT and all permits are in the process to construct a deep water boat dock! An extraordinary setting for boating, kayaking, or simply savoring quiet mornings and breathtaking sunsets along the water’s edge. The builder’s stunning design center allows for full personalization, ensuring every finish & detail reflects your individual style. Situated in Newington, one of the Seacoast’s most desirable low-tax communities, this exceptional location offers effortless access to downtown Portsmouth, pristine beaches, Route 16, I-95, Route 1, Boston, Maine, and Pease International Airport. This is more than a home. It is a lifestyle defined by luxury, waterfront tranquility, and timeless coastal design. Should you choose the Paradise floorplan, the design blends everyday comfort with elevated entertaining. At the heart of the home, the open-concept kitchen and dining area features quartz countertops, a generous center island, under-cabinet lighting, a chef-inspired pantry, and a sophisticated wet bar that flows seamlessly into the stunning great room. Soaring vaulted ceilings and a gas fireplace create a warm yet dramatic setting for gatherings. The first-floor primary suite offers a tranquil retreat with a spa-inspired bath, custom-tiled glass shower, and luxurious soaking tub. A private study and formal dining room or den add flexibility for work or hosting. Upstairs, three bedrooms, a spacious loft, and bonus room provide versatile living. Select rooms feature 10-ft ceilings, and a second-level deck captures sweeping views.

Homesite 6-5 Homesite 6-5 Beane Lane, Newington

Listing courtesy of Caroline Nadeau from The Gove Group Real Estate, LLC. ()

$4,500,000

6 Beds ⋅ 8 Baths ⋅ 73481194 MLS

Newly refreshed English Country Estate ready to be discovered! Recently enhanced with a sophisticated neutral palette, this extraordinary 9,300+ sq ft residence is privately sited on 4.5 magnificent acres at the crown of one of Southborough’s most distinguished estate neighborhoods. Surrounded by 180 acres of conservation land, the home offers exceptional privacy, architectural distinction and timeless craftsmanship. Grand formal rooms with exquisite millwork flow to inviting everyday living spaces, while seven gas fireplaces create unexpected warmth throughout. Six bedrooms include a luxurious primary suite with dual spa baths and magnificent sunset views. Resort-style grounds feature multiple terraces, a heated freeform pool, formal English gardens, sculpted hedges, perennial blooms and a flourishing apple orchard with working cider press. An irreplaceable private estate setting just one mile from Fay and St. Mark’s Schools and 25 miles from downtown Boston.

12 Wyndemere Drive, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

$4,500,000

6 Beds ⋅ 7 Baths ⋅ 73479712 MLS

Set within a private gated enclave in South Chatham’s emerging luxury corridor, 48 Sylvan Way is a singular estate moments from the Cape’s most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational, the property offers rare privacy and scale in one of Chatham’s most compelling settings. Spanning 5,700 square feet across twelve rooms, this bespoke new construction residence showcases custom craftsmanship and intentional design, conceived for refined, generational living. Three distinct bedroom wings provide comfort and separation, with each bedroom generously sized and ensuite. At its heart, a breathtaking great room anchored by a custom-designed kitchen rises to 23-foot shiplap ceilings with reclaimed beams and a fireplace, while an 18-foot wall of glass opens to the heated saltwater pool and patio for seamless indoor-outdoor living. A rare offering defined by craftsmanship and presence —modern Cape Cod estate living elevated.

48 Sylvan Way, Chatham

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

$4,500,000

3 Beds ⋅ 5 Baths ⋅ 5071943 MLS

Robinson Springs stands as one of Stowe’s most coveted enclaves—renowned for its elevated property values, exceptional privacy, and unmatched proximity to both Mt. Mansfield’s year-round adventures and the celebrated amenities of Edson Hill and the village. Rarely does a property of this scale and promise come to market in such a premier location. Set on 17 pristine, private acres, the estate is approached by a winding drive that circles a serene sylvan pond before rising to an enviable plateau. Here, an estate-quality homesite enjoys long, beckoning views and a sense of seclusion seldom found today. Designed and built in the tradition of classic grand Vermont residences, the home showcases a library-worthy wood-paneled office—fit for a modern-day J.P. Morgan—and a bespoke great room ideal for gathering, entertaining, and celebrating mountain life at its finest. With thoughtful, modest updating, this property has the potential to become a true legacy compound—an extraordinary retreat for family, guests, or executive use. For those seeking land, privacy, inspiring views, and a neighborhood capable of supporting Stowe’s finest residences, this offering stands as a rare and remarkable opportunity.

54 Upper Springs Rd Unit 56, Stowe

Listing courtesy of Pall Spera from Pall Spera Company Realtors-Stowe. ()

$4,500,000

10 Beds ⋅ 10 Baths ⋅ 24026683 MLS

Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest cottage, a sophisticated two-bedroom, one-bathroom carriage house complete with a heated three-car garage, and a stylish one-bedroom, one-bathroom log cabin pool house overlooking a 20x50 heated saltwater pool. Additionally, luxuriate in a cozy "writers cabin," with a majestic fireplace. The compound also has a versatile storage barn with separate private driveway access, and a dog kennel. The property is artfully situated amidst majestic oak trees and vibrant flowering shrubs, adorned with professionally landscaped stone terraces, walls, and scenic viewpoints, featuring multiple rose and mixed flower gardens, an organic vegetable garden, and a host of other exquisite amenities. Stroll through this picturesque sanctuary of unmatched serenity - a truly enchanting haven of natural beauty and modern comforts.

Stamford

Listing courtesy of Dannel Malloy from NestSeekers International. (203) 273-7107 (203) 204-9555

$4,499,900

5 Beds ⋅ 7 Baths ⋅ 73555706 MLS

An extraordinary new luxury residence to be constructed in Dedham’s coveted Precinct One. Thoughtfully designed to blend timeless architecture with modern living, this exceptional home will offer approximately 4,000–6,000 square feet of refined living space, premium finishes, and outstanding craftsmanship throughout. Depending upon the stage of construction, purchasers may have the opportunity to personalize select finishes and design elements. Ideally situated on one of Precinct One’s most desirable streets, the property offers convenient access to Legacy Place, private schools, commuter routes, and downtown Boston. Renderings are for illustrative purposes only. Specifications, dimensions, features, and finishes are subject to change.

262 Meadowbrook Road, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$4,499,900

3 Beds ⋅ 7 Baths ⋅ 22600794 MLS

A distinguished new residence by Eastward Companies, this exceptional home seamlessly blends timeless architecture with modern luxury, all within walking distance to Chatham Village, Oyster Pond, and renowned dining. Thoughtfully designed and impeccably crafted, the home spans over 5,800 square feet across three finished levels. The main level offers an elegant yet inviting floor plan, featuring a chef's kitchen with a butler's pantry, a formal dining room, and a sunlit breakfast nook. The great room is anchored by a gas fireplace, custom built-ins, and striking beamed ceilings, creating a warm and sophisticated gathering space. A first-floor primary suite provides a private retreat, complete with a walk-in closet and its own gas fireplace. Upstairs, two en-suite bedrooms offer comfort and privacy, including a separate suite above the garage and another with a private balcony. A versatile loft with a full bath adds additional living flexibility. The finished lower level is designed for entertaining, featuring a wet bar and full bath. Outdoors, the property is equally impressive with a heated Gunite pool and spa, professionally landscaped grounds with irrigation, and an outdoor shower--perfect for embracing the Cape Cod lifestyle. Additional amenities include a two-car garage, central vacuum, alarm system, and town sewer connection. A rare opportunity to own new construction of this caliber in one of Chatham's most desirable in-town locations.

33 Crowell Road, Chatham

Listing courtesy of Listing Agent: The Grattan Group (Dgrattan@cireab.com) from Listing Office: Christie's International Real Estate Atlantic Brokerage.

$4,499,000

6 Beds ⋅ 5 Baths ⋅ 73574595 MLS

A landmark South End residence, The William Bartlet House is an exceptional Federal estate where timeless architecture & refined luxury exist in perfect harmony. Meticulously restored & impeccably maintained, the home showcases a rare double-hanging staircase, soaring ceilings, original wide pine floors, exquisite millwork, seven elegant fireplaces & richly detailed period craftsmanship. Grand formal rooms, a distinguished game room, sophisticated wet bar, chef's kitchen with Viking appliances & butler's pantry & a sun-filled conservatory create an extraordinary setting for both intimate living & grand-scale entertaining. The luxurious primary suite is a private sanctuary featuring an expansive sitting room, dual custom walk-in closets & spa-inspired marble bath. Outdoors, a heated, gunite saltwater pool & spa, bluestone terraces, manicured English garden with fountain & manicured landscape. A rare opportunity to own one of Newburyport's most distinguished historic homes in the most coveted neighborhood.

19 Federal St, Newburyport

Listing courtesy of Listing Agent: Kevin Fruh from Listing Office: Gibson Sotheby's International Realty.

$4,499,000

4 Beds ⋅ 4 Baths ⋅ 73571534 MLS

Welcome to The Cliffs, one of West Falmouth's premier coastal neighborhoods, offering a private sandy association beach on Buzzards Bay. This stunning new construction combines contemporary shingle-style architecture with a fresh, refined coastal design. Offering approximately 3,700 sq. ft., the home features 4 bedrooms, 3.5 baths, hardwood floors, high ceilings, custom built-ins and two gas fireplaces. The main level offers a spacious primary suite with two walk-in closets and private bath, an open kitchen with quartz countertops and center island, dining area, sunroom and light-filled living room. Upstairs, a second en-suite bedroom is joined by two additional bedrooms with a shared bath, a den and unfinished bonus space over the two-car garage. Outside is a true summer retreat with a heated pool and spa, expansive patio, outdoor kitchen, outdoor shower and fenced yard. Exceptional craftsmanship and coastal style come together in an extraordinary West Falmouth setting.

51 Cliff Road, Falmouth

Listing courtesy of Listing Agent: Christine O' Leary from Listing Office: Salt Pond Realty, LLP.

$4,499,000

4 Beds ⋅ 4 Baths ⋅ 22604340 MLS

Welcome to The Cliffs, one of West Falmouth's premier coastal neighborhoods, offering a private sandy association beach on Buzzards Bay. This stunning new construction combines contemporary shingle-style architecture with a fresh, refined coastal design. Offering approximately 3,700 sq. ft., the home features 4 bedrooms, 3.5 baths, hardwood floors, high ceilings, custom built-ins and two gas fireplaces. The main level offers a spacious primary suite with two walk-in closets and private bath, an open kitchen with quartz countertops and center island, dining area, sunroom and light-filled living room. Upstairs, a second en-suite bedroom is joined by two additional bedrooms with a shared bath, a den and unfinished bonus space over the two-car garage. Outside is a true summer retreat with a heated pool and spa, expansive patio, outdoor kitchen, outdoor shower and fenced yard. Exceptional craftsmanship and coastal style come together in an extraordinary West Falmouth setting.

51 Cliff Road, West Falmouth

Listing courtesy of Listing Agent: Christine O'Leary (christine@saltpondre.com) from Listing Office: Salt Pond Realty LLP.

$4,499,000

8 Beds ⋅ 9 Baths ⋅ 22502383 MLS

Nestled in the heart of the West End, this historic 1847 Greek Revival Captain's Home is now available for purchase after 29 years under the same ownership. As one of the largest buildings in the neighborhood, the West End Inn serves primarily as a private residence but is also licensed as a B&B. The first floor was completely renovated in 2019. The property features three kitchens, a kitchenette, and four separate living quarters, each with private entrances. The light-filled, three-family layout offers potential to be converted into a substantial single-family home. There are nine bathrooms, eight bedrooms, two dens, two decks, two private garden spaces, and a beautifully appointed front yard. The top floor, with its large deck, provides water views and unobstructed vistas of Telegraph Hill and stunning sunsets. Parking is available for five or more cars, and beach access is directly across the street. Betterment paid in full.

44 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Iskren ''Isi'' Georgiev (iskreng@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$4,499,000

4 Beds ⋅ 3 Baths ⋅ 22504735 MLS

Here's your chance to own property in coveted East Orleans with a private deep-water dock, access to Meeting House Pond, Namequoit River, Little Pleasant Bay, Pleasant Bay and the Atlantic Beyond. Anchored on a sprawling 2.62 acres a mere 2.4 miles to world renowned, Nauset Beach, this stately property is graced by the embrace of water on three sides, showcases a rolling meadow of lawn space, and is punctuated by an artistic dappling of mature Oak, Maple, Beech and Cedar trees. The exquisite 3,867-square-foot residence is a testament to timeless charm, blending the allure of days gone by with the modern comforts that the discerning buyer has come to expect. This estate nestled on Lucy's Point Peninsula is an ideal tapestry for a family compound or serene river front getaway. Step inside to discover the warm glow of gorgeous wide plank pine floors, complemented by the charm of decorative fireplaces, expertly crafted moldings and built-ins that all evoke a feeling of historic relevance and a forgotten sense of hospitality. The floor plan is a good blend of open space and privacy. Featuring four spacious bedrooms, three well appointed bathrooms, and a diverse array of living areas for gatherings or a quiet place for solitude and reflection; there is something for everyone. The primary ensuite lives like its own private wing with a sitting area and large walk-in closet, while two separate flights of stairs lead up to the guest bedrooms and a shared bath. The kitchen area is composed of several separate rooms presenting an ideal set-up for storage, preparation, versatility, and creating culinary delights. Finally, completing the main floor there are myriad choices for entertaining, relaxing with a good book, or simply soaking in the nostalgia of this beautiful home. The property has been meticulously cared for and loved through the generations. With a newer roof, heating system, and AC units ensuring year-round comfort; this home is a harmonious blend of sophistication and comfort. Outdoors, the extensive property invites endless possibilities for leisure and recreation. A versatile boat house/barn, provides storage underneath and the ideal setting overlooking the entire property, for those raucous 4th of July parties or summer time family gatherings. Whether you seek a peaceful sanctuary or a lively gathering place, 66 Tides End Lane stands ready to welcome you with its unparalleled grace and beauty.

66 Tides End Lane, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two (Capecodpoweroftwo@compass.com) from Listing Office: Compass.

$4,499,000

6 Beds ⋅ 8 Baths ⋅ 24184556 MLS

As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle fireplace, dual walk-in closets, and a private balcony. Five full and two half baths feature tumbled marble flooring and marble vanities for spa-like comfort. Warm living spaces with fireplaces and tall windows create perfect gathering spots, including a Formal Dining Room, a Den with wet bar, and a cozy Family Room. The chef's kitchen boasts custom cabinetry, Jerusalem stone countertops, a copper sink island, banquette dining, and terraces for al fresco meals. A heated breezeway links to a restored Goodspeed Farm barn, plus a one-bedroom apartment and a three-car garage for multi-generational living. The Pool House offers cathedral ceilings, a granite bar, and doors to stone terraces overlooking a heated Gunite pool, spa, and pond. Enjoy privacy with convenient access to top schools, fine dining, cultural venues, beaches, and NYC trains-an extraordinary sanctuary harmonizing nature and refined living.

80 Governors Ln, Fairfield

Listing courtesy of Lis Reed from Coldwell Banker Realty. (203) 526-5106 (203) 254-7100

$4,499,000

11 Beds ⋅ 7 Baths ⋅ 5074186 MLS

Set on the crest of Hanover’s prestigious Occom Ridge, The Carleton House is a landmark residence with deep roots in Dartmouth College’s history. Originally built circa 1897, this shingle-style estate combines timeless New England architecture with a coveted in-town location—just a short walk to Pine Park, Dartmouth’s campus, and downtown Hanover. Sited on 1.2 beautifully elevated acres with 273 feet of frontage and sweeping western views over the Connecticut River, the property is accessed via a private driveway, offering both privacy and proximity. The main house features seven bedrooms and is rich in period detail—graciously scaled, light-filled rooms, original hardwood floors, raised paneling, wainscoting, crown moldings, and other hallmarks of its era. Thoughtful updates over time have preserved its historic character while enhancing everyday comfort. The first floor includes an open kitchen/family room, formal living and dining rooms, a spacious front entry hall, rear mudroom, and a half bath. Upstairs, four bedrooms—including a generous primary suite—and a laundry room occupy the second level, with three additional bedrooms and a study on the third. Connected via enclosed breezeway and exterior walkway is a distinct four-bedroom accessory dwelling—a rare feature in this neighborhood. With its own kitchen, two bathrooms, and an open living/dining area, this second home offers versatile living for extended family, guests, or rental income. Elegant, enduring, and intrinsically tied to the fabric of Hanover, The Carleton House is a singular opportunity to own one of the town’s most admired historic homes.

4 Occom Rdg, Hanover

Listing courtesy of Richard M Higgerson from Higgerson & Company. ()

$4,499,000

5 Beds ⋅ 9 Baths ⋅ 24146994 MLS

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

294 Maple Rd, Easton

Listing courtesy of Linda Toscano from Coldwell Banker Realty. (203) 520-7899 (203) 245-4700

$4,499,000

4 Beds ⋅ 3 Baths ⋅ 73434698 MLS

Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine floors, decorative fireplaces, and historic moldings. The layout offers open spaces and privacy, with four bedrooms, three bathrooms, and diverse living areas. The primary ensuite is a private wing with a sitting area and walk-in closet. The kitchen setup is ideal for culinary creativity. Entertain or relax in the nostalgic ambiance. A newer roof, heating, and AC ensure comfort. Outdoors, a versatile barn/boathouse offers recreational possibilities. Whether seeking tranquility or lively gatherings, 66 Tides End Lane welcomes you with grace and beauty.

66 Tides End Ln, Orleans

Listing courtesy of Listing Agent: Cape Cod Power of Two from Listing Office: Compass.

$4,499,000

8 Beds ⋅ 9 Baths ⋅ 73377530 MLS

Nestled in the heart of the West End, this historic 1847 Greek Revival Captain's Home is now available for purchase after 29 years under the same ownership. As one of the largest buildings in the neighborhood, the West End Inn serves primarily as a private residence but is also licensed as a B&B. The first floor was completely renovated in 2019. The property features three kitchens, a kitchenette, and four separate living quarters, each with private entrances. The light-filled, three-family layout offers potential to be converted into a substantial single-family home. There are nine bathrooms, eight bedrooms, two dens, two decks, two private garden spaces, and a beautifully appointed front yard. The top floor, with its large deck, provides water views and unobstructed vistas of Telegraph Hill and stunning sunsets. Parking is available for five or more cars, and beach access is directly across the street. Betterment paid in full.

44 Commercial Street, Provincetown

Listing courtesy of Listing Agent: Iskren Georgiev from Listing Office: Gibson Sotheby's International Realty.

$4,495,000

5 Beds ⋅ 8 Baths ⋅ 73573141 MLS

A striking new construction residence at Brush Hill, thoughtfully designed with timeless architecture, elevated finishes, and today’s most sought-after amenities. The exterior makes an immediate impression with custom-colored LP Smart Siding, CertainTeed architectural shingles, partial brick façades, and elegant brick and bluestone entryways. Marvin windows and doors enhance both aesthetics and energy efficiency while filling the home with natural light. Outdoor living is seamlessly integrated with a built-in grill and outdoor Sonos speakers, ideal for entertaining.Inside, the home blends sophistication and comfort across every level. Six-inch engineered hardwood floors flow throughout, complemented by custom moldings, built-ins, and both gas and wood-burning fireplaces. The chef’s kitchen serves as the heart of the home, featuring a custom-designed kitchen and hood, Sub-Zero and Wolf appliance package, a 48” column refrigerator/freezer combination, 48” Wolf induction range, Cove dishwasher, and quartz countertops.A fully appointed butler’s pantry adds exceptional functionality with an additional oven, microwave, water bottle dispenser, Miele coffee system, and Thermador wine refrigerator—perfect for entertaining and everyday convenience.Designed with wellness and recreation in mind, the home includes three bathrooms with heated floors, a private sauna with red light therapy, a dedicated gym, and a finished basement bar. An optional TrackMan golf simulator offers a unique and elevated recreational experience.Additional features include a whole-house Sonos sound system, prewired alarm and camera system, and full-house water filtration—delivering comfort, security, and peace of mind. This exceptional new construction at Brush Hill offers a rare combination of luxury, lifestyle, and thoughtful design.

688 Brush Hill Road, Milton

Listing courtesy of Listing Agent: Scott Farrell & Partners from Listing Office: Compass.

$4,495,000

5 Beds ⋅ 5 Baths ⋅ 22603587 MLS

Experience the best of Cape Cod living in this private resort sanctuary adjacent to two of Cape Cod's premier bay beaches and a short stroll to Dennis Village. Set on a fully landscaped 1.2-acre lot backing Conservation land, offering unmatched privacy and tranquil natural views. The spectacular 2024 designer kitchen features a soaring 14-foot cathedral ceiling, oversized 11'× 4.5' quartz island, bespoke custom cabinetry, and premium Sub-Zero, Wolf, and Miele appliances. The dramatic great room boasts a 16-foot cathedral ceiling and floor-to-ceiling wood-burning stone fireplace. Offering over 5,300 sq ft of finished living space, including three en-suite bedrooms, highlighted by a first-floor primary suite with gas fireplace, study, seven-zone HVAC with climate control, and two laundry rooms, the home is designed for everyday living and entertaining. Outside, enjoy a 50' × 25' heated saltwater pool with travertine surround deck and raised-bed vegetable garden with integrated irrigation. Additional highlights include a 50-amp EV charging outlet, full-height walk-out basement with workshop space and abundant storage, full home security, and potential in-law apartment above the garage

21 Grazing Field Lane, Dennis

Listing courtesy of Listing Agent: Derek J Greene (office@TheGreeneRealtyGroup.com) from Listing Office: The Greene Realty Group.

$4,495,000

5 Beds ⋅ 5 Baths ⋅ 73550033 MLS

SARGENT ESTATES! Privately set on approximately 1 acre in Brookline's coveted neighborhood, this exceptional contemporary residence offers over 6,800 square feet of light-filled living space surrounded by mature trees & natural beauty. A winding drive leads to this 5+ bedroom, 4.5-bath home featuring soaring ceilings, expansive walls of glass & seamless indoor-outdoor living. The custom kitchen opens to an impressive 720-square-foot living and dining room with fireplace & dramatic ceilings, flowing to an expansive deck overlooking the tranquil grounds & swimming pool. The first floor also includes 2 bedrooms, 2 full baths & a half bath. Upstairs, the private primary suite offers an updated bath, walk-in closet, office, sitting room & oversized deck. The walk-out lower level features a large recreation room, playroom, exercise room, 2 bedrooms and a full bath. A two-car garage completes this remarkable property just minutes from schools, shops, hospitals & downtown Boston.

108 Codman Rd, Brookline

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

$4,495,000

6 Beds ⋅ 7 Baths ⋅ 73535655 MLS

Your family's everything dream home is already built for you with both elegance and warmth as soon as you step in. Light-filled rooms throughout, featuring window seating both in the kitchen's separate eating area and in the hexagonal library. Floor to vaulted ceiling windows that flank the grand stone and brick fireplace in the Great Room and carry you to the gourmet kitchen with quartz countertop island for fabulous entertaining. This leads through a fully equipped butler's pantry to an unmatched dining room with built-in cabinetry, fireplace, and arched windows. Flooring of marble, tile and oak are found throughout, with views front to back. Or choose the magnificent sunroom, which steps out to stone patios for gatherings all across the yard with a level grassy area for endless possibilities. Walk the sidewalks with stately Boston street lamps. Fall asleep at night in luxury with a fireplace, spa bath ensuite, and choose your outfits in the morning from your two walk-in closets.

20 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: Peter Cwieka from Listing Office: Media Realty Group Inc..

$4,495,000

8 Beds ⋅ 7 Baths ⋅ 73531988 MLS

Set on an extraordinary 12-acre waterfront parcel, this rare property features two homes on a single private lot along the scenic Concord River. The contemporary main residence is designed to capture stunning river views from nearly every room, offering elegant living spaces, five fireplaces, and a spectacular indoor pool for year-round enjoyment. In total, the property includes 8 bedrooms and 7 bathrooms, providing exceptional space for family and guests. A private dock extends into the Concord River, offering direct access for boating, kayaking, and waterfront recreation. Surrounded by mature landscaping and acres of natural beauty, the property offers remarkable privacy and a peaceful setting while remaining conveniently accessible to upscale shopping, fine dining, and 3 airports. Combining luxury, contemporary design, and one of the area's most desirable riverfront locations, this exceptional estate presents a rare opportunity to enjoy an unparalleled waterfront lifestyle.

389 River Rd, Carlisle

Listing courtesy of Listing Agent: Kevin Balboni from Listing Office: William Raveis R.E. & Home Services.

$4,495,000

5 Beds ⋅ 8 Baths ⋅ 73524035 MLS

A custom-designed home showcasing exceptional craftsmanship, and a seamless blend of luxury living & grand-scale entertaining. Dramatic floor-to-ceiling windows bathe the interiors in natural light, while soaring 10+ foot ceilings and a versatile floor plan create an extraordinary living experience throughout. At the heart of the home is a spectacular chef’s kitchen featuring custom Sapele wood cabinetry, striking Onyx countertops, and top-of-the-line Miele appliances. The expansive living & family rooms each feature sleek linear gas fireplaces, offering both sophistication & comfort. The lavish primary suite is a private retreat, complete with dual spa-inspired bathrooms — one featuring a steam room & the other a soaking tub, along with two walk-in closets & direct access to an oversized deck. Additional highlights include four generous bedrooms, a gym w/full bath & sauna, 2nd family room & an elevator. Enjoy the stunning landscaped yard w/salt water pool & cabana, a heated driveway.

17 Edge Hill Rd, Newton

Listing courtesy of Listing Agent: The Kennedy Lynch Team from Listing Office: Hammond Residential Real Estate.

$4,495,000

6 Beds ⋅ 8 Baths ⋅ 73506861 MLS

Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

650 Canton Ave, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$4,490,000

6 Beds ⋅ 8 Baths ⋅ 73551204 MLS

Grandeur awaits, Welcome home to 75 Woodfall Rd in Belmont. This sprawling villa with a finished lower level offers unparalleled luxury & space, perfect for grand living and entertaining. The bright and sunny home's craftsmanship is evidenced by its soaring ceilings & custom inlaid hardwood flooring, Italian marble fireplaces & stately columns. A sweeping circular driveway with a four car garage leads to a grand foyer featuring a dramatic curved staircase and chandelier that sets the stage for the home's exquisite details. The foyer opens to an oversized great room with walls of glass and twenty-foot ceilings. Multiple decorative fireplaces exude Mediterranean charm. Unleash your inner chef in a gourmet eat-in kitchen designed for culinary creations, offering an island, walk in pantry, Viking appliances and a butlers pantry with access to the formal dining room. Six spacious bedrooms, each a private sanctuary on its own & six full & 2 half luxurious bathrooms.

75 Woodfall Rd, Belmont

Listing courtesy of Listing Agent: Janet Ghazzi from Listing Office: Coldwell Banker Realty - Newton.

$4,485,000

6 Beds ⋅ 6 Baths ⋅ 73491482 MLS

This turnkey luxury historic residence, meticulously restored and ideally situated on Meriam Hill just three blocks from Lexington’s town center, offers a rare opportunity to experience the grandeur of a distinguished historic home with the ease and sophistication of modern living. Thoughtfully preserved architectural details are complemented by interiors conceived by an award-winning Boston designer, creating an elegant yet inviting environment where timeless character and contemporary amenities are seamlessly integrated.Bathed in natural light, the gracious interiors unfold from a grand foyer anchored by the original staircase, leading to formal living and dining rooms and a handsome study, each appointed with its own fireplace. A stately wraparound porch extends the living experience outdoors, providing an idyllic setting for entertaining or unwinding while taking in spectacular sunset views.A thoughtfully designed addition introduces a sophisticated chef’s kitchen with a butler’s pantry, casual dining area, and dedicated office nook, perfectly suited to both everyday living and effortless entertaining. The lower level further elevates the home’s lifestyle offering with a media room, game room, fitness center with direct backyard access, and an additional mudroom. An attached three-car garage and two mudrooms provide exceptional convenience and functionality.Set in one of Lexington’s most coveted neighborhoods, the residence places the town’s celebrated amenities, including its highly regarded schools, shops, restaurants, and community offerings, all within blocks. This exceptional property is a distinguished blend of historic provenance, architectural beauty, modern luxury, and an unparalleled in-town location.

4 Adams Street, Lexington

Listing courtesy of Listing Agent: Andrea Jackson from Listing Office: Barrett Sotheby's International Realty.

$4,459,000

7 Beds ⋅ 6 Baths ⋅ 24146427 MLS

Exquisite Stonington Estate. Set amidst 21 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. Impeccable move-in-ready condition and showcases the best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest Cottage, ideal for extended family and guests, along with a spectacular pool house complete with full kitchen, bath, and sauna. Also - Main House with Guest House, Pool with Pool House and Sports Court situated on 10 acres is available for $3,595,000. Continued:

455 Stonington Rd, Stonington

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

$4,450,000

5 Beds ⋅ 7 Baths ⋅ 73569967 MLS

This extraordinary estate showcases exceptional architecture, craftsmanship, and amenities inside and out. Set amid meticulously landscaped grounds with a private and newly fenced back yard, two-tier bluestone patio with pergola, and a tranquil pond with waterfall. Inside, find beautiful custom millwork, soaring ceilings, rich Brazilian cherry flooring, designer Italian lighting, and exquisite finishes. The main level features a spectacular Great Room with an 18’ coffered ceiling and dramatic two-story curved wall of glass, alongside an elegant Living Room, Dining Room with adjoining Buffet, and inviting Den with natural fieldstone fireplace. The impressive chef's Kitchen and Pantry offer serious culinary functionality with top-of-the-line appliances and amenities, abundant custom cabinetry, stone countertops, two spacious islands, European-inspired detailing, and a sunny eat-in bay. Private first-floor Guest Quarters offer an en-suite Bath with French doors to the back yard. The interior balcony upstairs offers breathtaking views of the grand two-story Foyer and Great Room. The lavish Master Suite includes a spacious sitting room with fireplace, vaulted-ceiling marble Bathroom with radiant heat, and an expansive boutique-style walk-in closet. Three additional en-suite Bedrooms plus a Laundry Room complete the second floor. The third floor provides dedicated Office and Exercise space, while the finished lower level boasts a fully equipped Home Theater, Recreation Room, Den, full Bathroom, and extensive storage. Heated attached three-car Garage plus detached Carriage House - ideal for future Pool House or Accessory Dwelling Unit (ADU) - add exceptional parking, storage, and versatility. Beautifully sited on a sprawling lot in one of Lexington’s most desirable neighborhoods, minutes from shopping, dining, top schools, commuter routes, and miles of conservation.

21 Douglas Road, Lexington

Listing courtesy of Listing Agent: Elizabeth P. Crampton from Listing Office: Coldwell Banker Realty - Lexington.

$4,450,000

5 Beds ⋅ 8 Baths ⋅ 73558871 MLS

A one-of-a-kind European-inspired estate on 5.6 private wooded acres, featuring a private elevator, a 15-car garage compound, an indoor pool pavilion ready for completion, an immense customizable lower level, and exceptional craftsmanship. Some homes are built to satisfy the market. Others are created to fulfill a vision. La Farigoule belongs unmistakably to the latter. Inspired by the timeless country estates of France and Southern Europe, this extraordinary custom residence was conceived not as a speculative development, but as a lifelong private estate where architecture, craftsmanship, and imagination took precedence over convention. Every room, proportion, and crafted detail reflects a singular vision, giving the home remarkable character and unmistakable personality. Set amid secluded woodlands, La Farigoule reveals itself through remarkable spaces and unexpected discoveries. A private elevator serves every level, from the expansive lower level to the attic, combining elegance with convenience. The spectacular 15-car garage compound offers an extraordinary setting for automobile collectors, while a rare underground passage discreetly connects it to the residence- an architectural feature almost never found in a private home. A magnificent indoor swimming pool pavilion awaits completion as a year-round wellness retreat. Beneath the residence, an immense lower level can become a private cinema, wine cellar, fitness center, spa, golf simulator, guest residence, or exceptional entertainment venue. These spaces invite the next owner to shape the estate around a personal lifestyle. Even the smallest details express the home's European spirit. A traditional wood-fired pizza oven evokes Tuscany and Provence, where family and friends gather around simple pleasures, fine food, and memorable evenings. Handcrafted millwork, custom stonework, soaring spaces, and bespoke details create warmth, authenticity, and timeless elegance rarely found in contemporary construction. La Farigoule is more than a luxury residence- it is a home with a soul. Created not simply to impress, but to endure, it is complete in its architectural vision while offering opportunities for personalization without compromising its identity. Only minutes from Boston, yet surrounded by privacy, La Farigoule is for those who seek originality over convention, craftsmanship over fashion, and character over excess. Some houses are admired. Some houses are envied. La Farigoule is remembered.

145 Dutton Road, Sudbury

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

$4,450,000

5 Beds ⋅ 6 Baths ⋅ 22602249 MLS

Set on more than 30 acres along Cape Cod Bay, Sunset Farm is a rare coastal compound of remarkable privacy and natural beauty. Thoughtfully created by a master arborist over decades, this legacy property unfolds as a curated landscape of specimen trees, open meadows, winding trails, and five large naturally recharging freshwater ponds. A custom farmhouse, substantial barn, and separate two-bedroom guest house create an extraordinary setting for a year-round multi-generational family compound, or a restorative weekend and summer escape. With direct beach ownership and an atmosphere of complete seclusion, Sunset Farm feels far removed from the everyday, yet located just 50 miles from downtown Boston. Timeless, serene, and impossible to replicate, this is one of Cape Cod's most magical properties and is a pleasure to show, by appointment. First and last photos have been virtually enhanced to illustrate conceptual designs.

46 Roos Road, East Sandwich

Listing courtesy of Listing Agent: Brian W Dougherty (brian.dougherty@corcoranadvisors.com) from Listing Office: Corcoran Property Advisors.

$4,450,000

7 Beds ⋅ 7 Baths ⋅ 5097465 MLS

Perched in an unrivaled location on the Moonshadow Trail, this spectacular mountain residence has been thoughtfully and extensively renovated to offer the perfect blend of luxury, comfort, and year-round recreation. Featuring 7 bedrooms and 6½ baths, this exceptional home is designed to accommodate large gatherings while maintaining an inviting atmosphere throughout. The heart of the home is the stunning chef's kitchen, outfitted with professional-grade appliances, custom cabinetry, and generous workspace for entertaining on any scale. Anchored by a dramatic central fireplace, the open-concept living and dining areas showcase breathtaking long-range mountain views through expansive windows that bring the outdoors in. Rich hardwood floors add warmth and elegance throughout the home. The primary suite is a private retreat, complete with a bonus office and a spa-inspired bathroom featuring an oversized shower with a convenient dog-washing station. A spacious mudroom and ski room provide the perfect landing spot after a day on the slopes or trails. The lower level is designed for entertainment, offering a large family room, full bar, and game area ideal for hosting family and friends. Outside, an expansive deck, stone patio, and hot tub are perfectly positioned to capture the incredible panoramic views, creating unforgettable spaces for relaxation and apres-ski gatherings. Rarely does a property combine this level of craftsmanship, size, amenities, and location. With its extensive renovation, exceptional layout, and commanding views, this is a truly remarkable mountain home. Visit the Okemo real estate community today. Taxes are based on town assessment. ROFR

53 Moon Shadow Dr, Ludlow

Listing courtesy of Kevin Barnes from William Raveis Real Estate Vermont Properties. (Off: 802-228-8877)

$4,450,000

5 Beds ⋅ 6 Baths ⋅ 73520009 MLS

Set on more than 30 acres along the shores of Cape Cod Bay, Sunset Farm is a rare coastal compound of remarkable privacy and unlimited potential. Thoughtfully created by a master arborist with great vision and care, this legacy property features a curated landscape of specimen trees, open meadows, and winding trails around 5 large and naturally recharging freshwater ponds. A custom built farmhouse, substantial barn, and a separate two-bedroom guest cottage provide for immediate enjoyment, while conceptual plans exist for a full multi-generational family compound including stables, additional guest houses, pool and tennis court. With direct beach ownership and an atmosphere of complete seclusion, Sunset Farm feels far removed from the everyday, yet located within proximity to restaurants, shops and galleries. Timeless, serene, and impossible to replicate, this is one of Cape Cod’s most magical properties and is a pleasure to show, by appointment only.

46 Roos Road, Sandwich

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

$4,450,000

6 Beds ⋅ 8 Baths ⋅ 24145772 MLS

Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40 salt water pool, but . . the river - wow! Welcome to the latest offering from CCO Habitats - a new construction home with over 8300 sf of finished space on 3 floors. A floorplan you will love, with not only 2 designated offices, but a private first floor bedroom as well. Organic, modern, warm and inviting, with a calming palette sure to blend with and enhance your personal taste. An open starfish floorplan for togetherness as well as privacy. 10 foot ceilings on the first floor. Luxurious European oversized doors and windows provide amazing natural light. Custom cabinetry throughout. 6 bedrooms, 6/2 bathrooms. All of the bedrooms are ensuite with walk in closets. The wine room - where it belongs - in the dining room. An amazing gym that will tempt even the people least prone to exercise into movement. A walk-out lower level that doubles as a pool house, complete with a second laundry, full bath, wet bar and entertaining space. It's all here; only a mile from the award-winning Coleytown schools. This is the one you've been waiting for. Unique. Special. Just like you. :)

159 Easton Rd, Westport

Listing courtesy of Maryann Levanti from Higgins Group Bedford Square. (203) 984-5157 (203) 226-0300

$4,440,000

10 Beds ⋅ 10 Baths ⋅ 22604433 MLS

Court Street has long been known to mark the dividing line where the center ends and the West End begins. At its rise stands the Revere Guest House, an award-winning Provincetown inn shaped by nearly two centuries of life by the sea. Built circa 1840 as a sea captain's home, 14 Court Street carries its history quietly, with the scale, irregularities and intimate details of a place assembled through time rather than conceived all at once. Today, ten rooms unfold throughout the property alongside private living quarters. A brick courtyard gathers around a fire pit, while gardens, porches and a separate breakfast cottage create spaces to discover. For more than half a century, the Revere has welcomed travelers through its doors. Commercial Street and the harbor are moments away, yet the property sits above the movement of town, with water views that offer a quiet reminder of its connection to the sea. Few properties can tell the story of Provincetown without saying very much at all. 14 Court Street has been doing so for nearly two hundred years. The Revere Guest House now awaits its next chapter.

14 Court Street, Provincetown

Listing courtesy of Listing Agent: Thomas Andrews (thomasa@gibsonsir.com) from Listing Office: Gibson Sotheby's International Realty.

$4,440,000

10 Beds ⋅ 10 Baths ⋅ 73571905 MLS

Court Street has long been known to mark the dividing line where the center ends and the West End begins. At its rise stands the Revere Guest House, an award-winning Provincetown inn shaped by nearly two centuries of life by the sea. Built circa 1830 as a sea captain's home, 14 Court Street carries its history quietly, with the scale, irregularities and intimate details of a place assembled through time rather than conceived all at once. Today, ten rooms unfold throughout the property alongside private living quarters. A brick courtyard gathers around a fire pit, while gardens, porches and a separate breakfast cottage create spaces to discover. For more than half a century, the Revere has welcomed travelers through its doors. Commercial Street and the harbor are moments away, yet the property sits above the movement of town, with water views that offer a quiet reminder of its connection to the sea. Few properties can tell the story of Provincetown without saying very much at all. 14 Court Street has been doing so for nearly two hundred years. The Revere Guest House now awaits its next chapter.

14 Court Street, Provincetown

Listing courtesy of Listing Agent: Thomas Andrews from Listing Office: Gibson Sotheby's International Realty.

$4,395,000

5 Beds ⋅ 6 Baths ⋅ 24205057 MLS

Custom construction meets effortless in-town living at 16 Orchard Lane, a 2019 HOBI Award winner for Best In-Town Custom Home. Built by acclaimed New Canaan builder RR Builders, the residence reflects a level of craftsmanship and consideration evident throughout, from the architectural detailing and carefully selected materials to the integrated systems and sophisticated mechanicals. A gracious entry introduces interiors defined by soaring ceilings, oversized windows and abundant natural light. Wide-plank white oak floors, custom cabinetry and substantial architectural detailing bring warmth and character, while generously scaled rooms and an easy, connected flow allow the home to feel both substantial and comfortable. At the heart of the home, the chef's kitchen features custom cabinetry, premium appliances and an oversized gathering island, opening naturally to the family room, dining area and rear porch. A generous pantry, functional back hall and extensive built-in storage bring organization and purpose to everyday living. Four finished levels provide exceptional flexibility. The primary suite features a dramatic vaulted ceiling and three exposures, complemented by a generous walk-in closet and bath with radiant heat, steam shower and soaking tub. The finished third floor offers additional airy, flexible space, while oversized windows bring unexpected natural light to the lower level, with recreation space and a dedicated gym.

16 Orchard Ln, New Canaan

Listing courtesy of Ashley Petraska from William Raveis Real Estate. (203) 219-9101 (203) 966-3555

$4,395,000

3 Beds ⋅ 6 Baths ⋅ 73572956 MLS

Set along 163 feet of Lagoon frontage with its own sandy beach, 267 Barnes Road offers a fresh, contemporary take on waterfront living in Oak Bluffs. Set on 1.25 acres, the 4,046-square-foot home balances privacy with comfortable spaces for entertaining or relaxing. Oversized windows bring Lagoon views into nearly every room. The main level features soaring ceilings, a wood-burning fireplace, wet bar, and an eat-in kitchen opening to a sunny patio. A separate two-room wing with full bath and private deck offers flexible space for an office, den, studio, or guest accommodations. Upstairs, the primary suite includes a fireplace, walk-in closets, ensuite bath, and Lagoon-facing deck. Two additional ensuite bedrooms open to a wraparound deck and 3-season porch. The refinished 2,000-square-foot walk-out lower level includes a full bath, laundry, and space for a gym, media room, or additional living area. Offered fully furnished, this waterfront retreat is ready to enjoy. Whether you are hosting a full house or savoring a quiet weekend, the Lagoon becomes your backdrop: sunrise coffees, afternoon swims, and sunset gatherings right at the water’s edge.

267 Barnes Road, Oak Bluffs

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..

$4,395,000

5 Beds ⋅ 6 Baths ⋅ 5085816 MLS

Situated on Sunapee Harbor, this custom waterfront home offers a spectacular location and amazing water views from virtually every room. With 5 bedrooms, 5.5 bathrooms, 4 fireplaces, a full walkout lower level and multi-level exterior decks overlooking Lake Sunapee, you have the ideal place for entertaining and hosting guests and family. Enjoy the lifestyle with outdoor relaxation after docking your boat at your private dock along your 130 feet of shoreline. In the heart of it all, easily walk or bike to the harbor for dining and shopping, or to Dewey beach for fun in the sun. Enter the first floor and realize the wonder of the open floor plan and towering high ceilings. Take in the gorgeous and dramatic water views gained with the back wall of windows and french doors. Upstairs, you will find 4 bedrooms. The primary suite is appointed with its own fireplace, cedar closet and luxury bathroom. Your guests will enjoy convenience and privacy while staying in bedrooms with ensuite bathrooms. In the lower level, your comfort is enhanced by an entertainment room with fireplace, full bathroom and bar. The full walkout provides spectacular views, adds tremendous living space and a fifth bedroom. Well thought out and designed, this home has a 500 Sqft dry storage area for your water sport, snow sport and gardening needs (Interior and Exterior access). Whether your goal is to own a year-round home or vacation getaway, this property offers you the opportunity to achieve your goal in style.

78 Garnet St, Sunapee

Listing courtesy of Andy Clouse from BHHS Verani Upper Valley. (Phone: 267-349-9266)

$4,388,000

5 Beds ⋅ 7 Baths ⋅ 73475892 MLS

Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.

568 Wellesley St, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

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