Feature Properties

A rare French Manor estate on one of the most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook-creating a secluded retreat that feels worlds away, yet remains moments from the cultural heart of the Berkshires. It is awaiting buyers final finishes. At the center of the estate stands a newly built main residence inspired by the grand proportions of the Gilded Age, featuring soaring 19-foot ceilings and impeccable architectural presence. Thoughtfully constructed by a highly regarded local craftsman, the home showcases state-of-the-art mechanical systems, including geothermal heating and cooling, blending classic elegance with modern efficiency. Approaching completion, the residence presents a rare opportunity for the next owner to personalize select finishes and make this remarkable home truly their own. A short stroll west leads to a beautifully converted barn guest house, carefully relocated to the property and transformed into a dramatic open-concept retreat. Soaring ceilings, antique beams, and expansive windows frame the estate's sweeping mountain and pond views, creating an inviting space for guests, artists, or quiet reflection.

209 Blue Hill Rd, Great Barrington

Listing courtesy of Maureen White Kirkby from Barnbrook Realty. (413) 528-4423 (413) 528-4423

$7,250,000

7 Beds ⋅ 11 Baths ⋅ 73383981 MLS

Privately sited within the prestigious Oyster Harbors golf enclave, this extraordinary estate is a masterclass in architectural sophistication and resort-style living. Encompassing a 10,000-square-foot main residence, a stunning two-bedroom guest house, and a spa-inspired pool area, the property offers a rare blend of timeless elegance and contemporary luxury. A gracious covered front porch welcomes you into a dramatic foyer, setting the tone for the refined interiors that follow. The main living spaces unfold in a thoughtfully designed layout that flows from formal living and family rooms to an elegant dining area with each space inviting connection, comfort, and celebration. At the heart of the home, the chef's kitchen is both striking and functional, anchored by dual oversized islands clad in premium granite, and accompanied by a fireside sitting room that beckons lingering conversation. Adjacent, the spectacular sunroom redefines indoor-outdoor living with a custom crafted bar and casual seating area at one end and a full second kitchen with custom built-in grill and dining area at the other, all enclosed by retractable screens for effortless seasonal enjoyment. Tucked away on the main level, the primary suite offers a private sanctuary, with its own fireplace, luxurious spa-like bath, and refined home office. The comfort and sophistication continue on the second level with four generously proportioned en-suite bedrooms and an inviting sitting room. Designed for comfort and connection, the finished lower level offers a wine cellar, media room, game room, and fitness space. This lavish interior flows effortlessly to an equally impressive exterior, where lush landscaping surrounds a resort-style pool framed by expansive lounging areas-perfect for everything from quiet afternoons to grand entertaining. Completing this offering is a beautiful two-bedroom guest house providing privacy and comfort for visiting guests. Set within a prestigious gated enclave with coveted beach and dock rights, this remarkable estate is the perfect fusion of architectural sophistication and everyday warmth - an extraordinary offering in one of Cape Cod's most prestigious settings. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

440 Grand Island Dr, Barnstable

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

$7,200,000

4 Beds ⋅ 4 Baths ⋅ 24204128 MLS

Exceptional coastal living in Westport's coveted Compo Beach neighborhood. Built in 2024, 51 Compo Beach Road is a stunning four-bedroom home with spectacular Long Island Sound views, a private heated pool, and an extraordinary rooftop deck-moments from Compo Beach. Designed to embrace its setting, this striking residence is filled with natural light and captivating water views. Expansive windows frame the ever-changing coastal scenery, with beautiful sunrises over Long Island Sound and spectacular sunsets. The bright, open interior is sophisticated yet relaxed, with clean architectural lines and effortless flow for living and entertaining. Four bedrooms and four full baths offer space for family and guests, and an elevator connects all levels. Main living floors were built to FEMA-compliant standards, important for newer coastal construction. Outside, the private heated pool is a true summer retreat-a rare amenity this close to the beach. The rooftop deck is a showstopper, with panoramic water views for sunrise coffee, sunset cocktails, entertaining, and evenings under the stars. Plus smart-home technology, a two-car garage and a whole-house generator. Moments from Compo Beach, the marina and Longshore Club Park, with downtown Westport, restaurants, shopping and Metro-North to NYC within easy reach. A rare opportunity for newer construction, a private pool, extraordinary water views and sunrise-to-sunset vistas in one of Westport's most iconic coastal neighborhoods.

51 Compo Beach Rd, Westport

Listing courtesy of Judy Michaelis from Coldwell Banker Realty. (203) 247-5000 (203) 227-8424

$7,200,000

5 Beds ⋅ 8 Baths ⋅ 24191237 MLS

The wait is over-the Grand Dame of South Glastonbury is now available. Perched atop one of Connecticut's most breathtaking settings, this extraordinary custom French chateau commands sweeping views stretching to Massachusetts, along with spectacular sunsets over the Hartford skyline.A true labor of love, this remarkable estate reflects more than 13 years spent sourcing the finest materials and architectural inspirations from the grand estates of France and Newport, Rhode Island. Inside, every detail has been thoughtfully curated to capture the authenticity and elegance of a classic French chateau. Eight custom fireplaces imported from Europe, exquisite chandeliers inspired by Versailles, hand-crafted Habersham cabinetry, and premium Miele appliances define the stunning chef's kitchen. Each room offers its own distinct character, showcasing exceptional craftsmanship through intricate millwork, hand carved limestone fireplaces, Brazilian walnut and marble flooring, ornate medallions, solid mahogany doors, custom wrought iron, and a magnificent circular marble staircase. Step into a world of timeless elegance, where uncompromising quality and artistry are evident at every turn. Every room enjoys breathtaking views, from the spectacular primary suite to the attached guest house. Enter the primary retreat through its dramatic rotunda, leading to extraordinary custom closets, a luxurious spa bath, and a bedroom featuring a private balcony and a stunning marble-and-brass fireplace.

105 Crystal Ridge Rd, Glastonbury

Listing courtesy of Wendy Anderson from William Pitt Sotheby's International Realty. (860) 888-0169 (860) 682-9991

$7,150,000

5 Beds ⋅ 7 Baths ⋅ 22505128 MLS

Waterfront Perfection on Buzzards Bay North Falmouth. At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery, the home offers five en suite bedrooms, including a first-floor primary suite and three additional bedrooms upstairs, plus a separate guest or nanny suite above the garage—ideal for extended stays. A comfortable second-floor family room provides a casual space for gathering. The light-filled, south-facing living areas are designed to capture the beauty of the Bay. The open-concept kitchen and living room invite effortless entertaining, while the formal dining room offers an intimate setting overlooking the water. French doors lead to a covered porch and patio area that frame the saltwater system pool, spa and pool house, all just steps from your private beach, over 250 feet of water frontage, perfect for launching kayaks, paddle boards, sunfish sailboats and more. Additional features include hardwood floors, central air conditioning, custom built-ins, a private study, and so much more. Outdoors, enjoy both sunrise and sunset vistas, a heated pool, and direct water access for all your coastal pursuits. Residents may also join the nearby Wild Harbor Yacht Club, offering sailing, swimming, and a vibrant seaside community. A rare offering, out of the flood zone, in pristine condition, this estate represents the pinnacle of Cape Cod waterfront livingprivate, polished, and perfectly positioned on Buzzards Bay.

40 Point Road, North Falmouth

Listing courtesy of Listing Agent: Kerrie A Marzot (kerrie.marzot@sothebys.realty) from Listing Office: Sotheby's International Realty.

$7,150,000

5 Beds ⋅ 6 Baths ⋅ 73442362 MLS

At the tip of a private peninsula, this exceptional Cape Cod estate embodies the essence of elegant coastal living. Set on 1.07 acres with sweeping views of Buzzards Bay, the residence combines timeless architecture, refined craftsmanship, and every amenity for a luxurious seaside lifestyle. Built by renowned Osterville builder Polhemus Savery, the home offers five en suite bedrooms, including a first-floor primary suite and three additional bedrooms upstairs, plus a separate guest or nanny suite above the garage—ideal for extended stays. A comfortable second-floor family room provides a casual space for gathering.The light-filled, south-facing living areas are designed to capture the beauty of Buzzards Bay. With roughly 250 feet of water frontage it is ideal for swimming, launching paddle boards and kayaks. Not to be missed!

40 Point Rd, Falmouth

Listing courtesy of Listing Agent: Kerrie Marzot from Listing Office: Sotheby's International Realty.

$7,015,000

6 Beds ⋅ 10 Baths ⋅ 24204343 MLS

Just 2 weeks from completion, come see this 8,417SF dream residence w/sauna, pool & spa on 1 private acre in coveted Greens Farms as the finishing touches are being made. 24 Edgemarth Hill was designed, crafted, and appointed with the finest materials - see rendering photos. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted ceilings, and romantic balconies, this is a spec build with all the custom features the most discerning buyer desires. Finished on 4 floors - be ready to be "WOWED": enviable public rooms; 2 indoor fireplaces and 1 outside on the covered porch; 6+ bedrooms (guest bedroom on the main level) including the most sumptuous Primary Bedroom with fireplace, balcony, wet bar/coffee bar, 2 walk-in closets, and gorgeous bath; 7 full and 3 half baths. LL includes a Media room w/ultra luxe wet bar, Gym & sauna, & 6th Bdrm. Above the 3 car garage, you'll find addt'l finished space w/full bath. This cul de sac neighborhood is just minutes to shops, restaurants, beach, Longshore, and train, but once you've arrived you'll never want to leave your own private paradise. The resort style grounds include: 20x40 pool & spa, sleek built-in grill w/custom stone countertop, glorious entertaining patios & covered porch, outdoor shower, & professional landscaping. Expect nothing less than SENSATIONAL. Built by Coastal Luxury Homes.

24 Edgemarth Hill Rd, Westport

Listing courtesy of Jaclyn Picarillo from Higgins Group Bedford Square. (203) 981-5012 (203) 226-0300

$6,999,999

6 Beds ⋅ 9 Baths ⋅ 24196804 MLS

NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels and blends timeless elegance with modern living. The main level offers light-filled, open living spaces ideal for both everyday living and entertaining, featuring a custom chef's kitchen with breakfast area, expansive family room, formal living and dining rooms, private office, mudroom, and thoughtfully placed powder rooms. The second level showcases a luxurious primary suite with two generous walk-in closets and a spa-inspired bath, along with four additional ensuite bedrooms and a dedicated laundry room. The walk-out lower level includes a spacious recreation room, gym, guest bedroom with full bath, and flexible space for today's lifestyles. A finished third floor provides additional living space-perfect for a playroom, media room, or home office-with a half bath. Designed with Mattera Construction's signature attention to detail, craftsmanship, and integrity, this home offers the ultimate Westport lifestyle-coastal, convenient, and effortlessly elegant. New construction. Premier beach-area location. A home that rarely comes to market.

32 Narrow Rocks Rd, Westport

Listing courtesy of Judy Michaelis from Coldwell Banker Realty. (203) 247-5000 (203) 227-8424

$6,999,999

4 Beds ⋅ 6 Baths ⋅ 5099060 MLS

Perched high above the shimmering waters of Lake Winnisquam in the exclusive gated community of Trailside Acres sits a remarkable luxury estate where extraordinary craftsmanship meets breathtaking natural beauty. From the moment you arrive, the grand entrance sets the tone for what lies beyond. Step through the front door and your eyes are immediately drawn to uninterrupted panoramic lake views that offer both sunrises and sunsets year round. An unforgettable first impression that defines this exceptional home. Designed to embrace both elegance and effortless lakeside living, at the center of this home is a spectacular gourmet kitchen overlooking the water, complete with a spacious walk-in pantry and seamless flow into the dining and great room. Soaring cathedral ceilings, exposed architectural beams, and a dramatic floor-to-ceiling stone fireplace create a warm yet sophisticated gathering space, while walls of glass bring the outdoors in at every turn. The first floor primary suite is a private sanctuary, featuring jaw dropping lake views, a spa-inspired bath, and an extraordinary custom walk-in closet. A dedicated office offers an inspiring place to work, and each of the four bedrooms enjoys its own beautifully appointed en suite bath, providing ultimate comfort and privacy. Thoughtfully designed for both everyday living and unforgettable entertaining, the home also offers generous flex space ideal for a fitness studio, hobby room, or additional living area, along with a fabulous space above the garage complete with its own bathroom. Outside, every detail has is curated for resort style living. Enjoy evenings in the outdoor kitchen, unwind in the private sauna after a day on the lake, or host friends in the state-of-the-art golf simulator that easily transforms into an immersive home theater. Sweeping views, permit process started for 2 docks on Lake Winnisquam + amenities that rival the finest luxury retreats - this is more than a home, it's a destination.

66 Knotty Way, Belmont

Listing courtesy of Cailin L Gallo from REAL Broker NH, LLC. (Cell: 603-305-0381)

$6,995,000

6 Beds ⋅ 7 Baths ⋅ 73581021 MLS

To be custom built in one of Waban's best neighborhoods is this 6 bedroom/ 6 1/2 bath Contemporary on an almost 18,000 sf lot close to the Zervas school and Waban Square.

29 Gammons Road, Newton

Listing courtesy of Listing Agent: James Lowenstern from Listing Office: eXp Realty LLC.

$6,995,000

3 Beds ⋅ 4 Baths ⋅ 24207087 MLS

An extraordinary opportunity to acquire a waterfront residence within the exclusive & highly coveted Belle Haven Association - at an unusually low ''cost of entry'' point. One of just eight residences in historic Quarry Farms - which has its own gated entrance, this gut renovated 3-bedroom. 3.5 bathroom home is privately set on 1.2 acres with 220' of direct Long Island Sound frontage. Unique features include a private kayak launch, woodland trail, charming footbridge, commercial grade chef's kitchen plus a 4-car garage. Stylishly finished chic interiors are elevated by the open floor plan, high ceilings and captivating ''protected'' water views. Ample expansion opportunity and within close proximity to the ultra-exclusive Belle Haven Club. Seize this Belle Haven waterfront opportunity...

31 Meadow Wood Dr, Greenwich

Listing courtesy of Kevin Sneddon from Compass Connecticut, LLC. (917) 952-8329 (203) 343-0141

$6,995,000

6 Beds ⋅ 8 Baths ⋅ 73575775 MLS

Perched on a private, picturesque lot in Waban, this classic colonial with a 3-car garage showcases timeless elegance & craftsmanship. Extensive millwork, curved archways, oversized windows, and 2 fireplaces add warmth & character, while formal living & dining spaces invite intimate gatherings. A gracious foyer and sweeping staircase welcome guests to a French-inspired interior. At the heart of the home is a kitchen anchored by a striking La Cornue range, with custom cabinetry, butler’s pantry, and dedicated coffee station. Upstairs, the primary suite features a grand walk-in closet with island, oversized double shower, and soaking tub alcove. A large & bright laundry room and 4 add’l en-suite bedrooms complete the 2nd floor. The lower level offers a glass-enclosed gym, media room ideal for theater or golf simulator, family room with wet bar, powder room, and en-suite guest bedroom. Surrounded by mature trees, the flat backyard offers room for a pool and create a private outdoor oasis.

101 Alban Road, Newton

Listing courtesy of Listing Agent: Ilene Solomon from Listing Office: Coldwell Banker Realty - Newton.

$6,995,000

5 Beds ⋅ 8 Baths ⋅ 24200463 MLS

Exceptional craftsmanship and sophisticated design define this stunning 5 bedroom Contemporary Colonial, built in 2023 by Ritzzo Development. Offering over 10,000 square feet of beautifully appointed living space across three finished levels, the home is set on two manicured acres with a heated saltwater pool, built-in BBQ and inviting outdoor entertaining areas. Newly completed in 2026, the extraordinary lower level is designed for both wellness and entertaining, featuring a bar and lounge, theater room, gym, sauna, steam room and full bath. Throughout the home, soaring ceilings, custom millwork, wide-plank white oak floors and luxurious finishes create an atmosphere of timeless elegance. The chef's kitchen features a marble waterfall island and opens to a sun-filled breakfast room. A dramatic great room boasts a vaulted beamed ceiling, double-height fireplace and wet bar, while elegant formal rooms, a butler's pantry, private office and pool cabana room complete the main level. The primary suite is a luxurious retreat with a fireplace, private deck and spa-like bath. Ideally situated near schools, Ox Ridge Hunt Club, Highland Farm, train stations and Darien's shops and restaurants. An exceptional opportunity to enjoy modern luxury in a prime Darien location.

460 Middlesex Rd, Darien

Listing courtesy of Caroline Hanley from Houlihan Lawrence. (203) 536-1195 (203) 869-0700

$6,995,000

4 Beds ⋅ 3 Baths ⋅ 73520913 MLS

Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay.

103 Edgartown Bay Road, Edgartown

Listing courtesy of Listing Agent: Bonnie Pierce from Listing Office: Wallace & Co. Sotheby's International Realty.

$6,995,000

4 Beds ⋅ 4 Baths ⋅ 5085295 MLS

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

6 Wildwood Ln, Rye

Listing courtesy of Lauren Stone from Carey Giampa, LLC/Rye. (Cell: 603-944-1368)

$6,995,000

5 Beds ⋅ 8 Baths ⋅ 24164139 MLS

Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollow Road offers luxury and tranquility and the ultimate privacy. Boarded by protected land on three sides, this five-bedroom, 7.5-bath home blends timeless elegance with modern sophistication, featuring a first-floor primary suite with dual baths, separate closets, and access to a private office and gym. Bright, sunlit interiors and a chef's kitchen flow into inviting living spaces ideal for entertaining. Outdoors, enjoy a pool, tennis court, and beautifully landscaped grounds. This exceptional estate offers both convenience and serenity.

38 Partridge Hollow Rd, Greenwich

Listing courtesy of Brittany Baity from Compass Connecticut, LLC. (914) 263-5576 (203) 343-0141

$6,995,000

5 Beds ⋅ 8 Baths ⋅ 73480940 MLS

An estate of quiet distinction, impossible to replicate today, set atop Nashawtuc Hill. This brick Georgian Colonial, designed by Marcus Gleysteen and built by KVC in 2003 to a standard of craftsmanship rarely seen, is offered for the first time by its original owners. Its exceptional care is evident in every detail from the slate roof and solid brick exterior to the fieldstone garden walls and interior design. The thoughtful floorplan spans four levels, highlights include mahogany doors, floors and mantels, coffered ceilings, floor-to-ceiling quarter-sawn oak library and three staircases, the grandest of which sweeps upward through a two-story bay of windows. Comfortable rooms include a front-to-back living room flowing into the dining room and library, while the nearly 40-foot kitchen features a hearthside dining area and sunlit sitting room. French doors throughout the first floor open to a bluestone terrace stretching the length of the house and overlooking the heated pool with expansive brick decking where Summer never ends! Upstairs, five bedrooms include a luxurious primary suite with a double vanity marble bath, plus a private office, laundry and fun billiard room beneath exposed trusses, connected to the first-floor family room by a separate stairway. The third floor is dedicated to peace and wellness with exercise room, sauna, full bath and a private office. The walkout lower level is ideal for multigenerational living or au pair, offering a private one-bedroom suite with full kitchen, bath, laundry and separate entrance, providing stair-free access without passing through the main house and French door to the pool. A wine cellar, workshop and abundant storage complete this level. Professionally landscaped grounds encompass terraced lawns, stone walls, gardens and mature plantings providing a stunning backdrop for play and gatherings while Town center, conservation trails and commuter rail service to Boston are minutes away.

29 Willard Cmn, Concord

Listing courtesy of Listing Agent: Senkler, Pasley & Whitney from Listing Office: Coldwell Banker Realty - Concord.

$6,995,000

9 Beds ⋅ 8 Baths ⋅ 24119336 MLS

Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and charm to this extraordinary estate. Recent Upgrades * Complete electrical overhaul, with new wiring throughout the home and buried power lines from the road for enhanced aesthetics and reliability. * Landscape restoration, reopening original trails, removing dead trees, and treating the estate's magnificent mature trees to ensure their longevity. * Commercial-grade generator * New propane furnace and updated plumbing Serious inquiries only; proof of funds required.

138 Amenia Rd, Sharon

Listing courtesy of Dan Kessler from Compass Connecticut, LLC. (917) 455-5191 (203) 293-9715

$6,975,000

4 Beds ⋅ 5 Baths ⋅ 24212594 MLS

Experience waterfront living at 233 Hillspoint Road, a striking new construction home located directly on Old Mill Beach with panoramic water views. A private elevator is planned to serve all three floors, providing convenient access from the garage to the living areas and up to the private rooftop deck. The planned home combines clean architectural lines with an open floor plan, 9 and 10 foot ceilings and expansive walls of glass that capture natural light and showcase Long Island Sound throughout. The design includes four bedrooms, each with an en-suite bath, highlighted by a spectacular primary suite. The very private rooftop deck offers an exceptional setting for entertaining, enjoying sea breezes and watching sailboats and fireworks over the Sound. The lower level is designed to accommodate a hot tub spa and cold plunge pool, complemented by an outdoor shower. A beach-level covered terrace provides a seamless connection to the beach. A rare opportunity to bring your vision to an extraordinary Westport waterfront setting.

233 Hillspoint Rd, Westport

Listing courtesy of Frank D'Ostilio from Houlihan Lawrence WD. (203) 641-7072 (203) 701-4848

$6,950,000

6 Beds ⋅ 9 Baths ⋅ 22605388 MLS

Set within the coveted Baxters Neck enclave, this exceptional waterfront estate home has been reimagined by architects and leading designers, with a thoughtful floorplan suited to both family living and grand entertaining. A dramatic two-story living room with a double-sided gas fireplace flows into a beautifully appointed chef's kitchen and an expansive breakfast room with seating for 20. Walls of glass open to a private outdoor retreat featuring a heated pool, hot tub, stone patios, lush lawns and sweeping water views. A private dock on Prince Cove provides direct boating access to North Bay and Nantucket Sound beyond. Additional amenities include a luxury game room with access to outdoor decks, a media room, bunk room, indoor pool, spacious bedrooms, a dedicated home office and a three-car garage. This exceptional property is a pleasure to show, by appointment only.

396 Baxters Neck Road, Marstons Mills

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

$6,950,000

6 Beds ⋅ 9 Baths ⋅ 73594118 MLS

Set within the coveted Baxters Neck enclave, this exceptional waterfront estate home has been reimagined by architects and leading designers, with a thoughtful floorplan suited to both family living and grand entertaining. A dramatic two-story living room with a double-sided gas fireplace flows into a beautifully appointed chef’s kitchen and an expansive breakfast room with seating for 20. Walls of glass open to a private outdoor retreat featuring a heated pool, hot tub, stone patios, lush lawns and sweeping water views. A private dock on Prince Cove provides direct boating access to North Bay and Nantucket Sound beyond. Additional amenities include a luxury game room with access to outdoor decks, a media room, bunk room, indoor pool, spacious bedrooms, a dedicated home office and a three-car garage. This exceptional property is a pleasure to show, by appointment only.

396 Baxters Neck Rd, Barnstable

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

$6,950,000

6 Beds ⋅ 8 Baths ⋅ 73571737 MLS

Situated on a bluff overlooking Prince Cove, this exceptional waterfront estate presents a rare combination of natural beauty, modern luxury, and total privacy in an unmatched setting. Meticulously designed and cared for, the property delivers Cape Cod living at its finest with a private dock, resort-style swimming pool, and extensive outdoor living spaces surrounded by water views and lush plantings. Upon approach, a winding drive gives way to manicured grounds as the stately residence comes into view. Inside, the home offers a light-filled open layout showcasing detailed millwork, custom trim, and high-end finishes throughout. The main living spaces emphasize indoor-outdoor living with floor-to-ceiling glass doors that capture breathtaking views and seamlessly open to an expansive deck overlooking the water that spans the length of the home. The eat-in chef's kitchen is ideal for entertaining on any scale with professional-grade appliances, granite countertops, and custom cabinetry. Ensuring the utmost comfort and convenience, the first-floor primary suite comprises an entire wing, complete with a wood-paneled office, two walk-in closets, a sumptuous bathroom, and direct access to the waterside deck. On the second level, three en suite bedrooms provide well-appointed accommodations for all. The walkout lower level features two additional en suite bedrooms, as well as a recreation area and fitness room. Whether spending sun-splashed days relaxing by the pool or boating from the protected waters of Prince Cove to Nantucket Sound, this exquisitely designed estate delivers an unsurpassed lifestyle in one of Cape Cod's most sought-after communities.

16 Cove Point Lane, Barnstable

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$6,950,000

6 Beds ⋅ 8 Baths ⋅ 22604414 MLS

Situated on a bluff overlooking Prince Cove, this exceptional waterfront estate presents a rare combination of natural beauty, modern luxury, and total privacy in an unmatched setting. Meticulously designed and cared for, the property delivers Cape Cod living at its finest with a private dock, resort-style swimming pool, and extensive outdoor living spaces surrounded by water views and lush plantings. Upon approach, a winding drive gives way to manicured grounds as the stately residence comes into view. Inside, the home offers a light-filled open layout showcasing detailed millwork, custom trim, and high-end finishes throughout. The main living spaces emphasize indoor-outdoor living with floor-to-ceiling glass doors that capture breathtaking views and seamlessly open to an expansive deck overlooking the water that spans the length of the home. The eat-in chef's kitchen is ideal for entertaining on any scale with professional-grade appliances, granite countertops, and custom cabinetry. Ensuring the utmost comfort and convenience, the first-floor primary suite comprises an entire wing, complete with a wood-paneled office, two walk-in closets, a sumptuous bathroom, and direct access to the waterside deck. On the second level, three en suite bedrooms provide well-appointed accommodations for all. The walkout lower level features two additional en suite bedrooms, as well as a recreation area and fitness room. Whether spending sun-splashed days relaxing by the pool or boating from the protected waters of Prince Cove to Nantucket Sound, this exquisitely designed estate delivers an unsurpassed lifestyle in one of Cape Cod's most sought-after communities.

16 Cove Point Lane, Marstons Mills

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$6,950,000

5 Beds ⋅ 5 Baths ⋅ 73548621 MLS

Impeccably renovated Shingle Style estate perched on Monument Street a mile from Concord Center. Wind up the oak & beech adorned drive to a granite cobbled courtyard connecting the main 5 BR house and classic New England Barn w/ 2 BR apartment. Gracious & flowing interior design defined by high ceilings, tall windows, generous hallways, & hearty custom millwork. Chef's kitchen w/ hand-crafted cabinetry, wood fireplace, wetbar, prep area, pantry & breakfast nook. A spacious sunken family room, elegant living room & dining room offer balance for large gatherings and the daily calm. 2nd floor primary suite w/ sitting room & walk-in closets. Updated baths. Lower level wine cellar, sauna & storage. Post-and-beam barn w/ a large 2-story space for your studio, basketball court & parties. Heated billiard room, 3 car garage & 2BR apartment. Wander the gardens, rolling lawn and old growth trees, all newly professionally landscaped w/ resurfaced tennis court & direct access to Estabrook Woods.

819 & 825 Monument Street, Concord

Listing courtesy of Listing Agent: Abby White from Listing Office: LandVest, Inc., Concord.

$6,900,000

4 Beds ⋅ 5 Baths ⋅ 73586485 MLS

8 Beach Plum Mdws, Edgartown

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

$6,900,000

6 Beds ⋅ 5 Baths ⋅ 73585770 MLS

An extraordinary country estate where timeless architecture, exceptional craftsmanship, and a magnificent natural setting come together across approximately 150 acres. Established farm lanes and wood roads wind through open meadows and woodlands, leading to a potential house site framing one of the area’s most spectacular southerly views, extending across the Mount Holyoke Range and its iconic Seven Sisters. The residence located at the entrance was thoughtfully reimagined while preserving the character of its antique timber frame. Original beams, posts, and stone fireplaces remain integral to the design, complemented by reclaimed wood floors, rustic wood walls, custom architectural details, and exceptional finishes. The open-concept design is centered around a beautifully appointed kitchen that flows seamlessly into the dining and living areas, creating an inviting setting for both everyday living and entertaining. A separate living area offers additional space to gather or unwind. A distinctive two-story private guest wing offers exceptional privacy and flexibility for family and guests. The result is a home that feels warm and inviting yet sophisticated and rich in character and overlooks rolling open meadows and long range views.. Equally impressive is the transformation of the multi-level converted barn into an extraordinary multi-use building, a one-of-a-kind offering within this remarkable country setting. Exceptional craftsmanship and meticulous attention to detail are evident throughout. Beautifully appointed offices, conference and gathering areas, a full kitchen, private balconies, glass wall partitions, and a custom lift for easy access. The expansive lower level provides generous space for cars, recreational equipment, a gym, agricultural or workshop use, along with a full bath, laundry, and dog wash. The grounds feature extensive stonework, lush gardens, an outdoor kitchen, custom fire pit, ponds, stone walls and walkways, outbuildings, garden shed, chicken coop, automated entrance & field gates, all enhanced by beautifully designed outdoor lighting. Conveniently located 10 minutes from I-91 and Shelburne Falls, 1 hour to Bradley Airport and 2 hours from Boston. This remarkable and rare opportunity must be experienced in person to fully appreciate its setting, scale, and quality.

54 Patten Road, Shelburne

Listing courtesy of Listing Agent: Wanda Mooney from Listing Office: Coldwell Banker Community REALTORS®.

$6,900,000

5 Beds ⋅ 5 Baths ⋅ 73542564 MLS

Set 150 feet above sea level on nearly 13 acres in one of Manchester-by-the-Sea’s most coveted locations, 370 Summer Street offers a rare opportunity to own an extraordinary North Shore estate. Reached by a long private drive, the property commands sweeping views of Kettle Cove and Crow Island. Designed by Marcus Gleysteen of MGA with interiors by Lena Fransioli of Zoe Design, the home blends organic modern architecture with timeless craftsmanship. Stone, wood, and metal leaf finishes include a striking copper leaf wall, live-edge maple stairs, bubinga paneling, and a stainless steel freestanding fireplace beneath arched ceilings soaring to 23 feet. Abutting Hooper Trask Conservation Pasture, the estate enjoys access to 2,000+ acres of protected land, trails, beaches, the harbor, village center, top-ranked schools, and the commuter rail.

370 Summer Street, Manchester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

$6,872,000

4 Beds ⋅ 8 Baths ⋅ 24175287 MLS

Commandingly sited above the Aspetuck River, this exceptional 9,600+ sq ft cut stone manor offers sweeping views of a 40 acre horse farm and an estate setting rarely available. A long, stately driveway sets a grand first impression, opening to a large courtyard framed by manicured boxwoods. As you enter the home, a grand hall and great room with a dramatic view of the outdoor waterfall establishes the scale and craftsmanship found throughout. The custom kitchen blends beauty and function with a SubZero armoire style refrigerator and freezer, double Viking gas range, and dual Fisher & Paykel dishwashers. A separate full caterer's kitchen-with additional refrigeration, dishwasher, and oven-supports effortless entertaining. Sun filled formal rooms, a richly detailed library, and a stunning river view sunroom showcase the home's craftsmanship. Wide plank cherry floors, solid cherry doors, and a custom wet bar with soapstone counters, built-in entertainment center, and tin ceiling add warmth and character. An elevator services all three levels. Six fireplaces, a walk-in wine room, and a media room with stadium seating elevate the lifestyle experience. A private caretaker/au pair apartment with its own entrance provides flexibility. With 6 garages, expansive lawns, and complete privacy-yet only 65 miles from NYC-this residence delivers an extraordinary blend of beauty and serenity.

7 Equestrian Ridge Rd, Newtown

Listing courtesy of Mary Ann Hebert from BHGRE Gaetano Marra Homes. (203) 592-0186 (203) 758-1300

$6,850,000

5 Beds ⋅ 6 Baths ⋅ 22600786 MLS

Set high on a scenic bluff in New Seabury, this contemporary oceanfront estate pairs dramatic Nantucket Sound views with resort-style living. Expansive walls of glass frame the water from vaulted great rooms and intimate sitting areas alike. A sunlit gourmet kitchen opens to multiple dining spaces, while the ocean-view primary suite offers a private balcony. Highlights include a home theater, fitness room, and lower-level entertaining space with direct patio access. Outside, tiered ocean view decks, manicured lawns, and a private path with steps to the water create a seamless connection to the coast. Crafted with exceptional quality, this rare property is designed for both grand gatherings and casual living. Located minutes from New Seabury's five-star amenities, Mashpee Commons, and everything else the area has to offer!

40 Triton Way, Mashpee

Listing courtesy of Listing Agent: Paul E Grover (paul@paulgrover.com) from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$6,850,000

5 Beds ⋅ 6 Baths ⋅ 73487652 MLS

Set high on a scenic bluff in New Seabury, this contemporary oceanfront estate pairs dramatic Nantucket Sound views with resort-style living. Expansive walls of glass frame the water from vaulted great rooms and intimate sitting areas alike. A sunlit gourmet kitchen opens to multiple dining spaces, while the ocean-view primary suite offers a private balcony. Highlights include a home theater, fitness room, and lower-level entertaining space with direct patio access. Outside, tiered ocean view decks, manicured lawns, and a private path with steps to the water create a seamless connection to the coast. Crafted with exceptional quality, this rare property is designed for both grand gatherings and casual living. Located minutes from New Seabury's five-star amenities, Mashpee Commons, and everything else the area has to offer!

40 Triton Way, Mashpee

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .

$6,800,000

5 Beds ⋅ 9 Baths ⋅ 24206974 MLS

The home offers timeless and classic New England, the charm you have been seeking. Set up on a quiet hill in the heart of Green Farms, this picturesque shingle home checks every box! In 2021, the home underwent a major renovation, with every room updated and all mechanicals and cedar roof replaced. Sited on nearly two acres of manicured property, there are extensive stone walls, multiple patio areas, mature plantings, and distant Long Island Sound views. The flexible floor plan offers 5 bedrooms on the 2nd floor, plus additional bedroom spaces on the 3rd floor and lower walkout level. A new detached outbuilding, currently used as a gym, offers exceptional flexibility as a private guest suite, home office, or dedicated space for a trading team. The home features a wrap-around porch, gunite pool, outdoor kitchen, fire pit, dog grooming station in the garage, guest suite, theatre, gym, and whole-house audio system. Refined design, exceptional quality, and thoughtful details throughout.

20 Turkey Hill Cir, Westport

Listing courtesy of Meredith Cohen from Serhant Connecticut, LLC. (718) 570-5254 (203) 489-7800

$6,800,000

5 Beds ⋅ 4 Baths ⋅ 24193394 MLS

The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptional FEMA compliant Michael Greenberg-designed waterfront home offers the ultimate coastal lifestyle. State-of-the-art systems, including geothermal heating and cooling and tankless hot water, provide exceptional efficiency and year-round comfort. Begin your mornings with a walk along Compo Beach, spend afternoons moving between your private beach and pool, and end the day dining on the waterfront terrace beneath the stars or strolling over to one of Westport's renowned restaurants. Designed to embrace the water from every angle, the home features exposed beams, wide-plank hardwood floors, and water views from nearly every room. The chef's kitchen opens seamlessly to spacious living and dining areas, creating an effortless flow for entertaining. Offering five bedrooms and three-and-a-half baths, there's plenty of room for family and guests to experience one of Westport's most coveted waterfront settings. Rarely does a home combine architectural pedigree, resort-style amenities, and an irreplaceable location so beautifully. This is waterfront living at its finest.

52 Compo Mill Cv, Westport

Listing courtesy of Carly Woodard from William Pitt Sotheby's Int'l. (917) 575-3416 (203) 227-1246

$6,795,000

6 Beds ⋅ 8 Baths ⋅ 73591148 MLS

Set along one of Concord’s most prestigious and distinguished streets, 55 Captain Miles Lane is an extraordinary private estate offering an exceptional combination of timeless elegance, architectural sophistication, and resort-style living. Spanning approximately 11,500 square feet across 1.5 acres of beautifully landscaped grounds, this remarkable residence offers a rare opportunity to experience luxury living on an entirely different scale. Designed for both refined everyday living and unforgettable entertaining, the home features grand yet inviting living spaces, exquisite craftsmanship, and an exceptional collection of amenities. A private 15-seat movie theater, professional entertainment bar with a dedicated stage and sound system, fully equipped fitness center, and expansive recreation areas create an experience rarely found in a private residence. The thoughtfully updated kitchen, elegant gathering spaces, and seamless indoor-outdoor flow further elevate the home's appeal. Outdoors, a spectacular private retreat awaits, featuring a newly redesigned 45-foot saltwater pool with an adjoining spa, sport court, expansive stone terraces, fire pit, and beautifully curated gardens. A heated screened porch, pergola, sophisticated landscape lighting, and integrated outdoor audio create an extraordinary setting for entertaining throughout the seasons, all surrounded by mature landscaping and peaceful conservation views. Enhanced by comprehensive smart-home technology and significant recent improvements, the estate offers modern convenience without compromising its timeless character. An exceptional offering in one of Concord’s most coveted locations, where privacy, luxury, and an extraordinary collection of lifestyle amenities come together to create a destination unlike any other.

55 Captain Miles Ln, Concord

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$6,795,000

5 Beds ⋅ 6 Baths ⋅ 73577426 MLS

Located on a serene, tree-lined cul-de-sac and overlooking picturesque Sparrow Park with sweeping views of the Back Bay skyline, 68 W Rutland Square offers an elegant and expansive single-family residence boasting over 5,000 square feet of beautifully designed living space.Renovated from top to bottom, the home retains its original architectural details, such as soaring ceilings, decorative moldings, and grand bay windows, while offering every amenity for today’s discerning buyer. The layout includes a full-floor primary suite, 4 additional bedrooms, 3 full baths, and 3 half baths, providing generous space for both family living and entertaining. Enjoy THREE private outdoor spaces, a state-of-the-art home gym, a climate-controlled wine cellar, and a heated garage and driveway, something few South End brownstone homes can match. With Sparrow Park just outside your door, this is a rare opportunity to enjoy gracious city living with the indoor-outdoor lifestyle every Bostonian dreams of.

68 W Rutland Sq., Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$6,795,000

5 Beds ⋅ 5 Baths ⋅ 22603264 MLS

A Place Where Dreams Are Made! Elevated coastal living awaits in this extraordinary waterfront residence nestled within the exclusive enclave of Daniels Island. Perfectly positioned to capture sweeping views of Popponesset Bay and Nantucket Sound, this exceptional home offers an unparalleled blend of elegance, comfort, and the timeless beauty. With impeccable attention to detail, this inviting home provides stunning views from nearly every room while having undergone extensive and tasteful remodeling throughout, as well as tremendous improvements to the outdoor living space, providing endless opportunity for entertaining family and friends. The main level offers an open kitchen/dining and sitting area with adjoining living room, a cozy den area as well as a guest ensuite. Meander to the upper level to discover a sun drenched family room, primary suite including a sitting room and new enlarged primary bath as well as two other spacious bedrooms with bath. The spacious renovated guest area over the garage offers a private retreat for those visiting. Perfectly manicured grounds frame an array of outdoor spaces. A shared dock offers convenient access to all your boating pleasures!

181 Daniels Island Road, Mashpee

Listing courtesy of Listing Agent: Marian Oost-Lievense (marian@newseaburyre.com) from Listing Office: New Seabury Sotheby's International Realty.

$6,795,000

5 Beds ⋅ 5 Baths ⋅ 73544632 MLS

A Place Where Dreams Are Made! Elevated coastal living awaits in this extraordinary waterfront residence nestled within the exclusive enclave of Daniels Island. Perfectly positioned to capture sweeping views of Popponesset Bay and Nantucket Sound, this exceptional home offers an unparalleled blend of elegance, comfort, and the timeless beauty. With impeccable attention to detail, this inviting home provides stunning views from nearly every room while having undergone extensive and tasteful remodeling throughout, as well as tremendous improvements to the outdoor living space, providing endless opportunity for entertaining family and friends. The main level offers an open kitchen/dining and sitting area with adjoining living room, a cozy den area as well as a guest ensuite. A family room, two bedrooms and adjoining bath and primary suite with sitting room and new enlarged bath. For additional privacy, a new guest area is located above the garage.

181 Daniels Island Road, Mashpee

Listing courtesy of Listing Agent: Richard Coleman from Listing Office: New Seabury Sotheby's International Realty.

$6,790,000

7 Beds ⋅ 9 Baths ⋅ 24180067 MLS

Cosseted within the gates of the Conyers Farm association with 24hr security, this baronial French Normandy chateau is poised on more than thirteen park-like acres. Hospitality sets the tone from the entrance through the grand foyer to the dual living rooms, an impressive formal dining room for large-scale entertaining and a warmly paneled library. The heart of the home is the luxurious kitchen with butler's pantry, breakfast room and adjoining family room with fireplace. French doors open to the immense terrace, perfect for outdoor dining. A true sanctuary, the primary suite features two bathrooms, two sizable walk-in closets, a dressing room and a romantic sitting room with balcony overlooking the naturally secluded, private backyard. Six additional bedrooms offer abundant space for guests or family. Creating captivating vignettes of multifunctional living, the lower level features a home theater, sitting room with fireplace, full bar with kitchenette, gym, indoor resistance pool and a hot tub. Outside the terrace overlooks beautiful, level lawns and a pool with spa. Peace of mind is the directive for this characterful estate, with its reassuring security in a guard-gated enclave and its luxury leisure amenities.

4 Cowdray Park Dr, North Castle

Listing courtesy of Leslie McElwreath from Sotheby's International Realty. (917) 539-3654 (203) 869-4343

$6,789,000

3 Beds ⋅ 4 Baths ⋅ 24208381 MLS

OPEN HOUSES THIS WEEKEND! Don't miss the best waterfront value in Fairfield Cty with over 200' of PRIVATE Beach and water views from every room! New Survey and potential dock site. Set on one acre of waterfront property, One Driftwood Point holds views from every room of the Long Island Sound and Saugatuck Harbor on three sides and a perfect overlook of the tennis court to complete this property as of one of the most unique and stunning spots in Westport! Stretched out into the harbor, the modern contemporary style home is designed to feel immersed in the sparkle of water and sea breeze from each deck, every room, and all levels of open living space. The layout opens with a double height entry and leads upstairs to the massive living spaces that maximize the gorgeous light and waterfront surroundings - with a front to back living room set with multiple conversation areas and easy deck flow, the space is mirrored with a matching family room holding a lounge area, billiard room and 3 fireplaces in the house. An office and half bath finish off the top floor. On the main level, the dining room & kitchen enjoy the view of boats in the harbor. The primary bedroom suite with 2 bathrooms, and a walk-in closet/dressing room steps out to the main level deck overlooking the front yard & water beyond. The 2 main level bedrooms share a full bath. Driftwood Point is moments from Saugatuck dining, shopping & train station conveniences and all Westport amenities

1 Driftwood Point Rd, Westport

Listing courtesy of Leslie Clarke from Compass Connecticut, LLC. (203) 984-1856 (203) 293-9715

$6,750,000

5 Beds ⋅ 8 Baths ⋅ 22504597 MLS

Welcome to an exquisite 2 acre waterfront estate, complete with panoramic water views, deep water dock and an in-ground gunite pool in the serene setting of Baxter Neck Road. This remarkable residence spans 9000 SF, artfully combining elegance with a relaxed casual charm promising both privacy and grandeur. Upon entering, you are greeted by an expansive layout that effortlessly flows from one room to the next. With 5+ generously sized bedrooms and 8 luxurious baths, there's ample space for comfort and relaxation. Each room is thoughtfully designed, ensuring a perfect balance of sophistication & comfort. The living areas are adorned with fine finishes, showcasing an understated elegance that invites both intimate gatherings & large scale entertaining. The kitchen, a culinary artist's delight, provides a beautiful backdrop for both everyday meals & formal dining. Outside, the landscaped grounds offer a tranquil oasis, featuring a bright open pool house/cabana. The property's grandeur is matched only by its warmth, making it a perfect sanctuary for those seeking a harmonious blend of style & comfort. Ideal for those who value privacy & luxury, it's more than a home; it's a lifestyle.

359 Baxter Neck Road, Marstons Mills

Listing courtesy of Listing Agent: Rick Shechtman (rick.s@compass.com) from Listing Office: Kinlin Grover Compass.

$6,695,000

7 Beds ⋅ 9 Baths ⋅ 73486175 MLS

Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple fireplaces including a striking outdoor granite fireplace on the covered rear deck for year-round entertaining. A fully restored original Carriage House provides two additional floors ideal for a gym, studio, or guest quarters, while a separate private office or nanny suite offers its own entrance. Built to an impressive standard with geothermal heating and cooling across six zones, radiant floor heating, Andersen Architectural Series windows, 600-amp electrical service, EV charging, and extensive CAT5 wiring. Minutes to The Country Club, Dexter Southfield, Larz Anderson Park, and downtown Boston

75 Goddard Avenue, Brookline

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

$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

$6,650,000

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

$6,649,000

5 Beds ⋅ 8 Baths ⋅ 73484874 MLS

Hidden behind an understated façade on one of Newton’s most private and prestigious roads, 99 Baldpate Hill Road is an architect-designed, custom-built estate set at one of the city’s highest residential elevations, with sweeping treetop views and unforgettable sunsets. Spanning over 9,100 square feet across four levels, the home features soaring ceilings, walls of glass, custom millwork, and elegant spaces for both everyday living and grand entertaining. Five bedrooms, all with en-suite baths, provide comfort and privacy. The private owner’s level includes an approximately 1,500-square-foot primary suite, executive office, and private terrace. A walkout lower level offers a home theater, recreation space, fitness room, wine cellar, and second kitchen. Set on nearly three-quarters of an acre, the expansive, beautifully landscaped grounds feature a pool, spa, pool house, and multiple outdoor terraces, creating a secluded resort-like retreat just minutes from Boston.

99 Baldpate Hill Road, Newton

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

$6,600,000

5 Beds ⋅ 8 Baths ⋅ 22605173 MLS

Architecturally stunning and beautifully appointed, this exceptional residence is set within one of Cape Cod's premier resort communities. Perfectly sited on 2.44 acres, the elegant home combines exquisite craftsmanship and refined detailing with a warm, inviting sense of style and ambiance. Nearly 5,000 square feet of custom-designed living space flows seamlessly from one room to the next, creating an ideal setting for both sophisticated entertaining and relaxed everyday living. The spacious living room is designed for both grand-scale entertaining and comfortable everyday living, featuring a handsome wet bar and seamless access to the light-filled sunroom overlooking the resort style pool. The dining area provides an inviting setting for formal gatherings, while the beautifully appointed kitchen with a generous center island, granite countertops, and custom backsplash, serves as the heart of the home. Refined millwork and thoughtful architectural details throughout add a timeless sense of elegance. The luxurious primary suite offers a spa-inspired bath, private sitting area, and separate office. The second-floor features three en-suite bedrooms, complemented by a fourth en-suite bedroom with a private balcony above the two-car garage. The outdoor setting is a defining feature of the property. A striking in-ground pool, pool house, fire pit, and beautifully designed landscaping create an inviting backdrop for summer entertaining and relaxed afternoons at home. Multiple outdoor spaces are framed by the grounds, while the long driveway and substantial acreage provide a welcome sense of seclusion. A distinctive offering on one of Osterville's premier residential streets, this is a property that brings together architectural character, exceptional outdoor living, and privacy in a coveted Cape Cod setting. 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.

434 Sea View Avenue, Osterville

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

$6,600,000

5 Beds ⋅ 8 Baths ⋅ 73589132 MLS

Architecturally stunning and beautifully appointed, this exceptional residence is set within one of Cape Cod’s premier resort communities. Perfectly sited on 2.44 acres, the elegant home combines exquisite craftsmanship and refined detailing with a warm, inviting sense of style and ambiance. Nearly 5,000 square feet of custom-designed living space flows seamlessly from one room to the next, creating an ideal setting for both sophisticated entertaining and relaxed everyday living. The spacious living room is designed for both grand-scale entertaining and comfortable everyday living, featuring a handsome wet bar and seamless access to the light-filled sunroom overlooking the resort style pool. The dining area provides an inviting setting for formal gatherings, while the beautifully appointed kitchen with a generous center island, granite countertops, and custom backsplash, serves as the heart of the home. Refined millwork and thoughtful architectural details throughout add a timeless sense of elegance. The luxurious primary suite offers a spa-inspired bath, private sitting area, and separate office. The second-floor features three en-suite bedrooms, complemented by a fourth en-suite bedroom with a private balcony above the two-car garage. The outdoor setting is a defining feature of the property. A striking in-ground pool, pool house, fire pit, and beautifully designed landscaping create an inviting backdrop for summer entertaining and relaxed afternoons at home. Multiple outdoor spaces are framed by the grounds, while the long driveway and substantial acreage provide a welcome sense of seclusion. A distinctive offering on one of Osterville’s premier residential streets, this is a property that brings together architectural character, exceptional outdoor living, and privacy in a coveted Cape Cod setting. 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.

434 Sea View Ave, Barnstable

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

$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

6 Beds ⋅ 9 Baths ⋅ 24211630 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. (Agent is owner)

8 Loretta Ct, Westport

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

$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 ⋅ 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

$6,575,000

4 Beds ⋅ 5 Baths ⋅ 73582098 MLS

Few homes command Oyster Pond like 12 Pond Street. Three soaring peaks, the center crowned in sculptural rounded copper, announce a custom Eastward Companies build of rare craftsmanship, with immediate proximity to Main Street and the beach. Inside, every room turns toward the water. The open first floor is anchored by a kitchen perched above stunning views, its custom cabinetry and large island opening to a fireplaced living and dining area that flows to the waterfront patio. Just beyond, the primary suite offers built-ins, a gas fireplace, a walk-in closet, and a spa-like bath. Hardwood, high ceilings, and exceptional millwork carry throughout. Upstairs, a vaulted family room with wet bar opens to a porch set above the water, joined by three bedrooms and two full baths. Below, a fully equipped gym and entertaining space. Outside, a full paver driveway, retaining walls, and terraced bluestone patios frame hydrangeas and lush native plantings, with a gas firepit, outdoor shower, and generator. A deeded association dock and mooring field deliver some of the finest boating and recreation on the Cape. A show house, purpose-built for entertaining and for a life lived on the water.

12 Pond St, Chatham

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

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