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Set on 3.13 acres just off Round Hill Road, 8 Sheffield Way brings Modern Greenwich Living to one of Greenwich’s most desirable mid-country locations. Here, striking architecture and warm, inviting interiors set the scene for sunlit mornings, long dinners with friends and evenings that drift onto the terrace, with the quiet of the woodland beyond. Davis Chase Homes will build your home, and you can work with Workshop/APD to further personalize the design, finishes and amenities. The current design encompasses approximately 9,500 square feet above grade, including the three-car garage, plus a fully finished lower level featuring a private wellness center and dedicated entertainment spaces. The home offers seven bedrooms in all, including six en-suite, seven full baths and three powder rooms. A dramatic double-height central living hall frames views through the home to the backyard, while an expansive kitchen opens directly to the family room. A separate dining room, library, main-floor guest suite and bar opening onto the pool terrace create inviting spaces for everyday living and entertaining. An elevator serves all four levels. Upstairs, the private primary suite features two dressing rooms, a generous bath and a terrace, complemented by three additional en-suite bedrooms. The finished third floor offers an open recreation loft, a guest bedroom and a shared full bath. The planned lower level brings together a dedicated gym, sauna, steam room, cold plunge, shower and massage room, along with a combined cinema and golf/sports simulator, a glass-front wine cellar planned for approximately 1,000 bottles, and an en-suite guest or staff bedroom. Living and entertaining continue outdoors with a swimming pool and covered terrace, set within a generous clearing framed by mature trees. A gentle creek and private woodland trail add to the sense of privacy and retreat. This prime Round Hill setting offers convenient access to Greenwich Avenue’s shopping and dining, the Round Hill Club, and schools including Greenwich Academy, Brunswick School, Greenwich Country Day School and Sacred Heart Greenwich. The Merritt Parkway, Metro-North service to Manhattan and Westchester County Airport provide convenient regional connections. Septic studies are available, with town water and electricity available at the street. Final plans, specifications and construction are subject to engineering, approvals and the construction agreement.
…By Sotheby's International Realty - Greenwich Brokerage
Exceptional stone and shingle country colonial set back privately on picturesque 1.24 acres with 18'x35' heated, salt water, gunite, pool with auto cover and sun deck for in-pool lounging, installed in 2022. Extensive updates and designer appointments throughout with open flow, stunning hardwood floors, 9' ceilings, plus custom millwork, moldings, and built-ins throughout. The heart of this inviting home is the expansive remodeled kitchen with gorgeous timbered ceiling, quartz counters, Stainless Steel appliances including gas range, double ovens and warming drawer, center island with bar seating, and sunny breakfast room with angled wall of windows, wide open to the dramatic family room with soaring cathedral ceiling, fireplace, and two story wall of windows overlooking the extensive blue stone patio and pool. The main level also features the formal dining room; living room/library with 2nd fireplace flanked by floor to ceiling built-in bookshelves; plus private bonus den/optional bedroom; full bath; and convenient laundry room with new washer/dryer. The second floor is equally impressive with elegant primary suite with luxe bath and huge double walk-in-closet; plus 3 more generous bedrooms, 1 ensuite and 2 with Jack and Jill bath. Total 4,295 sf with 4-5 bedrooms, 4 full/1 half baths including the sprawling finished lower level with media room, rec/play room, fitness room & half bath. Of note: heated gutters and garage; built-in audio; whole house automatic generator. Top location, minutes to downtown Ridgefield and just 60 miles to Midtown.
…By William Pitt Sotheby's International Realty
Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while remaining close to everything Kent has to offer. A spacious deck welcomes you into a bright, open-concept main level featuring generous living and dining areas, ideal for entertaining or relaxing. Upstairs you'll find a large primary bedroom and two additional bedrooms, all served by a full bathroom. Whether you're searching for a full-time residence, a weekend getaway, or an investment property, this home offers endless possibilities to make it your own. Major improvements provide peace of mind, including a year old roof, new windows, well, and septic system. Enjoy the convenience of walking to Kent's charming shops, restaurants, Kent Center School, and the renowned Kent School. Metro-North train service to New York City is just minutes away making this an ideal country retreat with easy access to the city. Don't miss this opportunity to own a home in one of Litchfield County's most sought-after communities.
…By William Pitt Sotheby's International Realty
An Estate of Architectural Distinction with Unrivaled Sunset Views. Designed by award-winning architect, 6 Setting Sun Trail is a masterwork of custom architecture perched gracefully on 4.13 private acres. Positioned within an exclusive gated community, this extraordinary estate offers sweeping, 180-degree sunset vistas stretching from Hartford to Springfield. Spanning 7,283 square feet, the residence seamlessly marries timeless craftsmanship with modern luxury and state-of-the-art home systems. A dramatic two-story foyer introduces an interior defined by soaring 10-foot ceilings, bespoke coffered detailing, and exquisite custom millwork. Crown molding, stained glass accents, and rich oak flooring with custom accent inlays reflect an uncompromising dedication to detail. Four monumental fireplaces-two wood-burning and two gas-anchor the principal living spaces with warmth and grandeur. Designed for both intimate daily living and magnificent entertaining, the gourmet chef's kitchen serves as the heart of the home. It features a premier luxury appliance suite, custom cabinetry, a grand center island, a light-filled dining alcove capturing panoramic views, and a refined butler's pantry providing a seamless transition to the formal dining room.
…By William Pitt Sotheby's International Realty
Situated on 10.94 private acres across Litchfield and Morris, this updated and charming Cape Cod home offers a perfect blend of comfort and scenic tranquility. The main level features a remodeled kitchen complete with quartz and soapstone countertops and a pantry with a dedicated coffee bar. The cozy living room highlights a wood-burning fireplace, flowing seamlessly into a sunroom overlooking the serene pond and professionally landscaped backyard. The main-floor primary suite boasts an updated bathroom, walk-in closet and a slider leading directly to the back deck. Convenience is the key with a main-floor laundry area, mudroom and half bath leading to the attached three-car garage, plus a versatile office/gym with a separate entrance. Hardwood flooring runs throughout both the main and upper levels. Upstairs you will find two comfortable guest bedrooms-one with a walk-in closet and a full bath. The finished lower level provides additional living space with a large family room and full bath, offering easy access to the patio and in-ground Gunite pool. An additional one-car under-house garage space provides ample storage for equipment or hobbies. Outside, enjoy the ultimate privacy featuring classic stonewalls and a dedicated garden area. Conveniently located just minutes from fine dining, shopping, golf courses, private schools and all the charm of the Litchfield area.
…By William Pitt Sotheby's International Realty
A Rare Westover Opportunity: Two Lots Offered Together -- Set on three private acres in sought-after Westover, this five-bedroom residence offers privacy, generous living spaces, and expansive water views. The property includes two lots being sold together, creating an exceptional opportunity for added space and possibilities. Enjoy desirable main-level living with expansive glass walls framing pond views and welcoming southern light. The formal living and dining rooms feature hardwood floors and a stone fireplace. The skylit kitchen offers granite countertops, while the family room features Spanish tile flooring, a second fireplace, and sliders to the deck and pool. The main-level primary suite features water views, dual bathrooms, generous closets, and a sauna. Two additional main-level bedrooms provide flexibility, along with a wood-paneled office with custom built-ins. Upstairs, two more bedrooms and a bonus room offer additional possibilities. Outdoor features include a stone patio, in-ground pool, and detached pool house with changing rooms, a full bath, kitchen facilities, and a seating area overlooking the grounds. The adjoining lot offers additional space for outdoor enjoyment, gardens, or future possibilities. A generator and abundant storage complete this distinctive offering, combining a special natural setting and versatile living spaces. House is being sold as-is.
…By William Pitt Sotheby's International Realty
Welcome to 21 Walker Brook Drive, an extraordinary retreat on 2.47 private, tranquil acres in New Milford, CT-the gateway to scenic Litchfield County, just two hours from Manhattan and moments from Washington Depot. Bordered by picturesque farmland, this property offers rural tranquility with exceptional convenience, near hiking at Steep Rock and Hidden Valley, and dining/shopping in New Milford, New Preston, and Washington. Step outside to an ultra-secluded, fully fenced backyard oasis featuring a sparkling, above-ground pool. Returning inside, the main level offers a spacious, primary en-suite bedroom with large windows and glass doors opening to a private deck. The bright sunroom off the kitchen is perfect for relaxing. The beautiful kitchen boasts custom wood cabinetry, a refrigerator and freezer encased in matching wood, a six-burner cooktop, and double wall ovens perfect for entertaining. With the adjacent TV room and a formal dining room, the home flows effortlessly for gatherings. Upstairs, find a second en-suite bedroom, three additional bedrooms, laundry, and a full bath for all to find respite and relaxation. The fully finished lower level is an entertainment hub with an impressive home theater featuring a featuring a large movie screen, reclining terraced leather seating and recessed lighting. There is also a private exercise room with padded flooring. An EV charger completes this home. Classic charm meets modern living in this tranquil escape.
…By William Pitt Sotheby's International Realty
Discover the charm and comfort of this beautifully maintained Cape, ideally situated on a quiet cul-de-sac off School House Road in one of Old Saybrook's desirable locations. Offering over 2,700 square feet of finished living space, this inviting home is just across from The Preserve trail access and moments from Clark Park, making it easy to enjoy nature, recreation, and the outdoors. Inside, gleaming hardwood floors, a spacious living room with a wood-burning fireplace, and a formal dining room create a warm, welcoming atmosphere. The updated kitchen features rich cherry cabinetry and granite countertops and opens to a cozy family room with a Garrison wood stove. Sliders lead to a cedar-paneled three-season room overlooking the private backyard, deck, and patio-perfect for entertaining or relaxing outdoors. Upstairs, the spacious primary suite features an en-suite bath with a custom shower and tons of storage, along with two additional bedrooms and a full bath. The finished lower level offers flexible space for a home office, gym, media room, or additional living area. Thoughtful updates include Andersen replacement windows, newer garage doors, enhanced attic insulation, and ice dam heating cables. Blending classic New England charm, versatile living spaces, and an exceptional location near trails and recreation, this move-in-ready home is a wonderful place to enjoy the best of Old Saybrook living.
…By William Pitt Sotheby's International Realty
Tucked away at the end of a quiet cul-de-sac, this oversized raised ranch offers privacy, space, and comfort! Lovingly maintained by the same owner for 43 years, this home features new quartz countertops, Andersen replacement windows, and updated bathrooms. The finished lower level offers a cozy wood-burning fireplace, fourth bedroom, and bathroom with a Jacuzzi tub, providing great potential for an in-law arrangement or extended guest space. A spacious mudroom off the garage adds everyday convenience. Step outside to your own private backyard retreat featuring an in-ground pool with a new liner and skimmer, along with a beautiful four-season porch overlooking the pool. With its flexible layout, thoughtful updates, and peaceful setting, this home is ready for its next chapter!
…By William Pitt Sotheby's International Realty
An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.
…By William Pitt Sotheby's International Realty
Tucked away at the terminus of a quiet dirt road, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve. Yet, this total woodland immersion doesn't sacrifice convenience: under five minutes from the world-class Mayflower Inn & Spa, and less than a 15-minute drive to the acclaimed dining, boutiques, and everyday services of New Preston, Washington Depot, and Woodbury. Peace and Serenity Await.
…By William Pitt Sotheby's International Realty
Set in a magnificent North Cove waterfront location, this exquisitely designed and masterfully crafted residence captures striking views of the Connecticut River and Long Island Sound, all just moments from the Village of Essex. Built in 2014 with exceptional attention to detail, the nearly 6,000-square-foot home offers a timeless architectural aesthetic, beautifully balanced living spaces, and expansive walls of windows and French doors that frame the inspiring water views. Spacious stone terraces extend the living areas outdoors, while professionally landscaped grounds feature mature gardens, specimen plantings, and graceful shade trees. Inside, custom moldings, wood, tile, and marble flooring, along with a state-of-the-art hydro-air heating and cooling system, reflect the home's quality and thoughtful design. A separate finished bonus room with its own staircase offers exceptional flexibility as an au pair suite, private studio, or home office, while a three-bay garage provides ample space and convenience. The spectacular waterfront grounds are designed for both entertaining and relaxation, featuring expansive bluestone terraces, an outdoor gas fire pit, and a stunning pool and spa complex, all set against the breathtaking backdrop of North Cove and the Connecticut River. Completing this exceptional offering is a shared dock with a slip accommodating a boat up to 25 feet, making this a truly distinctive waterfront retreat.
…By William Pitt Sotheby's International Realty
A private acre just above historic Collinsville, a short walk to village shops, restaurants and the Farmington River. Built in 1860, this classic Colonial welcomes you with a covered front porch and antique stained glass front door, and pairs period character with thoughtful updates. Spacious rooms in the main living areas provide an open, comfortable feel. The remodeled kitchen features custom cabinetry, a generous pantry and a striking white Viking range. A propane stove warms the dining room, and French doors open to the deck. The main-level primary suite has its own heat zone and a spa inspired bath with a clawfoot tub, glass-enclosed tiled shower and separate water closet. Another main level bedroom is currently used as a home office. Two large bedrooms, one of which is perfectly set up for sharing, and a full bath with laundry are found on the second level. Outside, the grounds are exceptional. Seating and dining areas, a stone wood-fired pizza oven and grill, a hot tub and an outdoor shower make for easy entertaining and relaxing. Terraced gardens, stone walls and bountiful hydrangeas lead to a pergola and fire pit. Detached, climate-controlled studio with vaulted ceiling, skylight and stained-glass accents is an inspiring 230 sqft office or creative space. A rustic barn-style shed offers storage and a second driveway leads to extra parking. Paddle, fish or bike the Rail Trail, then stroll to the village for dinner. An acre of privacy with village life at your door.
…By William Pitt Sotheby's International Realty
31 Deer Run Road in Brookfield, CT is a raised ranch home set on a level acre framed by mature trees, offering year-round indoor and outdoor living space. The main level features hardwood floors, a light-filled living room, and a formal dining room detailed with decorative wainscoting. Adjacent to the dining space, the eat-in kitchen offers white cabinetry, a vaulted ceiling, and direct access to the rear deck overlooking the yard. The primary bedroom and two additional bedrooms are conveniently situated on the main level. Both the primary bath and the full hall bath feature heated floors for added comfort. The lower level expands the living space with a spacious family room anchored by a classic brick fireplace, a dedicated office area, and sliding glass doors that open to the backyard. Outside, a fully fenced in-ground pool surrounded by a paver patio serves as a primary outdoor gathering spot, complemented by a raised deck and covered patio. Additional features include a 22kW whole-house generator, along with convenient access to Candlewood Lake, local shopping, dining, and major commuter routes.
…By William Pitt Sotheby's International Realty
This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area includes a gas fireplace, and the living room boasts a soaring ceiling and a wood burning fireplace. A large deck provides amazing views, and you can enjoy swimming all year round with the indoor 18x36 inground saltwater pool, complete with a dehumidifying system and alarm. The main level is completed by a laundry room, mud room and attached two-car garage. For a retreat, the primary bedroom suite offers a sitting room with custom crafted Mahogany doors and ceiling fan, with a luxurious primary bath featuring a soaking tub, tile shower and dual sinks. The lower level includes a possible in-law, wine cellar, a full bath, a tandem 2-car garage and a patio. An elevator which serves all 3 levels of the home. Mechanical features of the property include energy efficient geothermal heat and air conditioning, a generator and underground utilities. The grounds are thoughtfully cultivated featuring fruit trees, blueberry and raspberry bushes, fenced in gardens, a stone walkway and the paved driveway. A beautiful place to reside in the Litchfield Hills
…By William Pitt Sotheby's International Realty
DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools, clubs, houses of worship, and Greenwich Avenue. Lot is 2.02 acres in RA-1. FAR = 11,878+/-
…By Sotheby's International Realty - Greenwich Brokerage
More than a residence, this is where cherished traditions take root. Encompassing 6.57 Branford acres, this turn-of-the-century estate is custom-made to bring generations together. With 6 bedrooms, 5.5 baths, and an expansive layout, the home welcomes holiday feasts, lively celebrations, and visiting guests with effortless ease. Multiple fireplaces cast a warm glow across formal and casual living spaces. A grand dining room readily accommodates extended family for seasonal gatherings, while the sunroom offers panoramic views of snowfall blanketing the peaceful grounds. Thoughtful separation of living areas gives everyone space. The dedicated main-level wing features a private study and generous en-suite bedroom-an ideal haven for in-laws, au pairs, or weekend guests seeking single-level privacy. Upstairs, a restful primary suite joins spacious bedrooms, with dual staircases ensuring smooth holiday flow. A versatile lower level adds bonus room for games, movie nights, or play. Outdoors, open acreage invites winter sledding, seasonal festivities, or equestrian pursuits with a 4-stall barn featuring loft space adaptable for collectors or custom event hosting. Convenient to NYC via rail or highway, this timeless retreat offers the luxury of celebrating together-without ever needing to get away.
…By William Pitt Sotheby's International Realty
Just minutes from Main Street, shopping, restaurants, state parks, I-84, and everyday conveniences, this 5BR home is tucked away at the end of a private road on 2.9 beautiful wooded acres. Located approximately 85 miles from New York City, the property offers privacy, and plenty of room to explore, garden, entertain, or simply enjoy the peaceful natural setting. A covered front porch welcomes you into a spacious foyer where hardwood flooring extends throughout much of the home. The sun-filled living room features oversized windows, built-in bookshelves, and a wood stove, creating a warm and comfortable gathering space. A highlight of the floor plan is the three bedrooms on the main level, including the primary bedroom, offering flexibility for single-level living, guests, a home office, or multigenerational needs. The main level also includes an eat-in kitchen with a large pantry, a dining room, a full bath, and a bright four-season room with large sliders overlooking the wooded landscape. Upstairs are two additional bedrooms and a half bath with potential for future expansion. The unfinished lower level offers workshop space, laundry and mechanical areas, a storage room suitable for a wine or root cellar, and access to the two-car tandem garage. Outside, enjoy the inground pool, garden paths, open grassy areas for recreation or play, scenic stone walls, multiple outbuildings and woodsheds and ample parking. Significant improvements have already been completed, including a new roof (2023), furnace (2023), well pump, tank, and cap (2024), pool liner, pump, and filter (2024), and a new septic tank (2026). A whole-house Generac generator and newer gutters provide additional peace of mind. The property may offer subdivision potential, subject to municipal approvals. Buyers should perform their own due diligence regarding any development possibilities. Surrounded by nature, this home is ready for its next owner to make it their own. Property is being sold in its present "As-Is" condition.
…By William Pitt Sotheby's International Realty
Mid-City Luxury! Entry Foyer welcomes you to this one of a kind, open & airy corner condo with lovely sunset views. in one of Stamford's premier luxury, 24 hour doorman buildings. Spacious Living Room with Hardwood Floors and decorative sliders open to Dining Room. Kitchen has loads of storage, stainless appliances & granite counters plus breakfast bar open to Dining Room. Here's the "WOW" - generous En-Suite Primary Bedroom with newer wall to wall carpet, large Walk-In Closet and spacious Primary Bath with double shower, double sinks and walk-in linen closet. An additional well proportioned Bedroom, Full Hall Bath, in-unit Laundry and bonus Walk-In Hall Closet. Building features heated in-ground pool, grass courtyard, 2 gyms & library. Building updates include outside facade, walkways, windows, refurbished hallways, pool deck, enhanced landscaping, front entrance and more!! 1 reserved Garage spot (#79 on G2) and Storage Bin. Located in the heart of downtown close to restaurants, shopping theatres, commuting, train & houses of worship. Extras include electric shades, newer refrigerator, dishwasher, washer & dryer.
…By William Pitt Sotheby's International Realty
Welcome to an unparalleled masterpiece of living, nestled within a completely fenced, four-plus-acre private paradise in the very heart of Wilton, Connecticut. This extraordinary estate perfectly balances absolute serene privacy with the effortless convenience of town life. Approached via double-gated entries, the winding driveway unveils a residence meticulously crafted for the epicurean, the entertainer, and the modern visionary. The heart of the home centers around a true chef's kitchen, anchored by a roaring fireplace that radiates warmth and timeless character. Designed for both casual mornings and grand-scale catering, it features premium commercial appliances, a designated coffee bar room for your morning rituals, and endless custom storage to keep the aesthetic flawless. Just off the kitchen, a walk-in wine room awaits your private collection. For seamless entertaining, the formal sitting room features a fully equipped walk-in bar, transitioning beautifully into a stunning screened-in porch and a massive outside deck overlooking the grounds. Offering a total of six luxurious bedrooms, the home's layout is brilliantly engineered for ultimate privacy. The Owner's Suite and Family Quarters are situated in the main expanse of the home, offering opulent retreats with peaceful views of the estate. The Private Guest Wing is a separate, self-contained wing housing two of the six bedrooms - perfect for multi-generational living, long-term guests, or an au pair - offering independent tranquility without disconnecting from the home's central energy. Outside, the estate transforms into a private resort and botanical wonderland. Stunning flower gardens frame the property in ever-changing colors, while dedicated raised beds yield abundant fruits and vegetables. At the center of the outdoor oasis sits a sparkling gunite pool, surrounded by sprawling stone patios. The lower level of the residence features a light-filled walk-out basement, offering immediate access to the lower lawns and pool deck. Stepping away from the main house, a substantial separate barn offers endless possibilities. Currently utilized as a state-of-the-art home gym, this massive secondary structure can easily pivot into an art studio, a collector's car garage, a recording studio, or a detached home office block.
…By William Pitt Sotheby's International Realty
From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible to replicate today. This stunning 5 bedroom, 6.2 bath home offers an extraordinary blend of elegance, privacy, and nature. Set in a mature landscape that takes generations to establish, the setting delivers unmatched wildlife views-from herons and owls to ducks and otters along picturesque Stony Brook. Resort-style amenities feature a heated saltwater pool/spa, a private pond with a fountain, and deeded access to nearby Nash's Pond for kayaking and fishing. Inside, a dramatic wall of glass captures sweeping water views, creating a seamless connection to the outdoors. The main level includes a gourmet kitchen, family room with fireplace, dining room with wet bar, living room with fireplace and lounge, stone entry foyer, mudroom and two powder rooms. Upstairs, the primary suite boasts two terraces, dual walk-in closets, and a spa bath. Four additional bedrooms each with its own bathroom, a sprawling home office/6th bedroom with fireplace, a large playroom with a full bath, a third floor family room, and a mirrored gym/yoga studio with a ballet barre offer exceptional living options. Moments from Earthplace nature trails, key features include a heated 3-car garage, Crestron lighting, full-house generator, and a built-in poolside gas grill. A rare opportunity to own a sanctuary where design and nature converge.
…By William Pitt Sotheby's International Realty
Framed by classic stone walls, fruit trees, and lush grounds, this masterfully renovated Colonial blends timeless curb appeal with top-tier modern luxury. The expansive layout flows seamlessly from a sunlit living room, stunning formal dining room and massive 24'x23' family room with a modern woodburning fireplace, dual home offices and a lower-level playroom with large mudroom. Designed as the ultimate heart of the home, the gourmet kitchen is a chef's dream-featuring a custom Raging River wood island, honed granite countertops, dual sinks, and a magnificent CornueFe 110 gas range. Upstairs, four peaceful bedrooms include a lavish primary suite with a marble shower, BainUltra soaking tub, and radiant heated floors. French doors lead to a private outdoor oasis, where a wisteria-draped pergola, covered deck, expansive terrace, sparkling pool, and spa set the stage for effortless summer entertaining-all just minutes from town and an easy walk to local schools.
…By William Pitt Sotheby's International Realty
Stunning European-style mini-estate where rolling golf course greens meet breathtaking views of the Long Island Sound. Crafted with a timeless stone exterior, cedar roof, hardwood floors, and exquisite granite surfaces, this home offers an unparalleled lifestyle of privacy and sophistication. The heart of the home is an open-concept layout featuring a soaring 2-story family room with dramatic French doors that open to a backyard oasis. The chef's kitchen is equipped with high-end appliances, custom cabinetry, and a massive center island. The main floor boasts a formal dining room, a dedicated office with built-in bookshelves, and a luxurious primary suite featuring vaulted ceilings, a private screened porch overlooking the golf course, and a spa-like bath with a soaking tub and custom walk-in closet. Upstairs, a stunning balcony looks out to the Sound, leading to 4 generous bedrooms: 2 en-suites and 2 sharing a Jack-and-Jill bath. The lower level is the ultimate entertainment hub, offering 3,000 sq ft of finished space designed as a private club with a state-of-the-art gym, connoisseur's wine room, spacious billiards room, and full bath. Step outside to a private paradise with manicured gardens, a sparkling gunite pool, and a pool house with a full bath. A fully equipped outdoor kitchen makes summer hosting an absolute breeze. Do not miss this rare opportunity to own a resort-style masterpiece.
…By William Pitt Sotheby's International Realty
PLEASE SUBMIT OFFERS BY 9PM ON WED 10/14. Available for the first time since it was built on .93 acre on the cul-de-sac, this stately Colonial offers turn-key living. Open the front door to the welcoming foyer and your eye is drawn to the detail work that surrounds you. A formal living room is to the right and the dining room to the left opens to the family room with gas fireplace and then to the kitchen which will thrill the most discerning cook. The island provides plenty of workspace as well as abundant seating for family and friends. Entertaining for holidays or watching a game is fun and easy with this floor plan design. The covered porch provides additional entertaining space. Outside is a spectacular private outdoor oasis designed for ultimate relaxation and entertaining. The centerpiece of the backyard is a stunning in-ground pool, surrounded by a concrete patio and an expansive composite deck. There is endless space for unwinding at home or hosting large gatherings. Seamlessly connecting the indoor and outdoor living areas, this backyard is built for creating memories. Upstairs features a magnificent primary suite, a second family room, and three additional spacious bedrooms. Second floor laundry room features another half bath. Enjoy phenomenal storage, an attached, oversized 3-car garage, plus a vast walk-out basement perfect for a gym or playroom. In addition to the main house, a versatile one bedroom in-law suite is accessed via deck, driveway and garage
…By William Pitt Sotheby's International Realty
New Construction. Perched on a hill within Greenwich's prestigious Rock Ridge neighborhood, this 7,400 sq. ft. residence underwent a complete architectural top to bottom reconstruction in 2026 by The Franco Group and Dodaro Architects. Once the site of Zaccheus Mead Jr.'s home, the property seamlessly pairs its historic lineage with beautiful design and top-of-the-line mechanical systems just minutes from Greenwich Avenue. Striking shingle roof accented by custom copper gutters, extensive stonework, a massive stone chimney, and an elegant stone-arched port-cochere. Professionally designed grounds by GroPro featuring a pool with water features, an outdoor kitchen, a separate hidden patio with firepit and beautiful gardens. There is also a generator. The grand foyer features a striking glass, oak, and brass staircase, 12-foot oak-beamed ceilings, and diamond-pattern marble flooring. The great room highlights custom-paneled 9-foot ceilings, oak feature walls, a contemporary limestone fireplace with a honed stone floating hearth, an integrated Frame TV, and custom 11-foot credenza and bar with custom brass inlay, stone tops and overhead brass and glass shelving. The Epicurean Kitchen features a custom chef's space equipped with a massive center island, top-tier appliances, dual dishwashers, a microwave drawer, a walk-in pantry, and an adjacent oak-paneled sunlit breakfast room overlooking the pool and gardens. A high-gloss lacquered custom library, a powder room with a carved marble sink, a sun-drenched sunroom, a mudroom, and access to the three-stop elevator. The home has 6 ensuite bedrooms. The primary suite sanctuary includes a vaulted coffered ceiling, a private patio, dual California Closets, and a Zen-inspired bathroom complete with radiant heated floors and a deep soaking tub and matching vessel sinks. Also on the upper level are three additional ensuite bedrooms, including two with views of the grounds and access to a large Ipe roof deck. A separate guest/versatile suite is located above the garage featuring its own coffee bar and a large multi-purpose room. There also is a lower-level ensuite bedroom ideal for family, guests or staff. The lower-level, an entertainment & wellness haven with an expansive walk-out footprint with full-sized windows and airy 8.5-foot ceilings. The wellness center is a state-of-the-art home gym equipped with a custom 5-person sauna and a cold plunge soaking tub. A large media room with a giant TV and full surround sound, a billiard area featuring a custom, temperature-controlled wine wall, a dedicated wet bar, and a full bathroom serving both the lower level and pool area.
…By Sotheby's International Realty - Greenwich Brokerage
Welcome to your private rural sanctuary in scenic Warren. Tucked away on expansive acreage with its own serene pond and gorgeous grounds, this unique, single-level ranch offers the ultimate blend of privacy, natural beauty, and incredible potential. Being sold entirely as-is, this estate is ready for its next steward to bring their creative vision and make it truly shine. The primary residence features a comfortable two-bedroom layout designed for easy, single-level living, which flows effortlessly out to an in-ground pool and dedicated pool house-perfect for summer entertaining or quiet afternoons soaking in the pastoral views. Adding immense value and versatility is a fully self-contained, two-bedroom in-law apartment complete with its own private kitchen, full bathroom, and independent laundry. Embrace the very best of Litchfield County living; you are minutes from pristine lakes, hiking trails, and endless outdoor recreation, all while enjoying close proximity to the historic charm, fine dining, and boutique shopping of nearby Kent, Litchfield, and Washington Depot. Opportunities to own significant acreage with these multi-generational amenities in a prime, low-tax Warren location are rare. Bring your imagination and your updates, and claim this countryside haven as your own. All this just 2 hours from Manhattan. Bedroom count includes legal in-law unit.
…By William Pitt Sotheby's International Realty
Rare waterfront acreage meets quintessential Greenwich elegance. Perfectly situated on a quiet, secluded dead-end street in prestigious lower Mid-Country, this gated 3.7+ acre property reveals a storybook landscape complete with stone walls, sweeping level grounds, and a scenic pond with a footbridge leading to your own private island. The property presents two compelling paths: reside in the beautifully updated five-bedroom, five-bath, two-story home that anchors the estate, or capitalize on approved septic, perc, and wetlands plans to design a bespoke architectural showpiece. With town water, gas, and electric already connected, and downtown Greenwich, top schools, and transit just moments away, this is a turnkey opportunity to live in complete tranquility now or build without delay.
…By Sotheby's International Realty - Greenwich Brokerage
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