Nestled on a quiet, private lane off lower Round Hill, this serene Colonial places you moments from Greenwich's finest shops, restaurants, and schools. Four sunlit floors offer 6 bedrooms, 5.1 baths, an eat-in kitchen flowing into the family room, plus a playroom, gym, home office, and both formal and informal entertaining spaces -- every room thoughtfully designed for modern family living. Outside, a truly spectacular resort-style setting impresses with a fully equipped outdoor kitchen, wood-burning fireplace, heated pool, outdoor shower, and generous bluestone terraces perfect for lounging and al fresco dining. Set within lush, wooded surroundings, this exceptional home delivers the rare Greenwich combination: serene privacy and unbeatable access to downtown.
Honored for its remarkable architectural reimagining with the 2021 HOBI Award for Best New Old Home Remodel, this privately set 6-bedroom estate--originally built in 1804 and rebuilt in 2015 by Roger Ferris + Partners--rests on approximately 2.53 gated acres behind a gracious motor court, pairing classic architecture with contemporary design. Natural light pours through oversized windows across a seamless open floor plan anchored by a sleek, beautifully appointed kitchen. En suite bedrooms, dual family rooms, a media room, private offices, and a calm, elegantly composed primary suite provide flexibility for every version of life. Multiple fireplaces add warmth throughout. The highly designed grounds by renowned landscape architect Wagner Hodgson feature tiered gardens with wonderfully surprising moments for elevated outdoor living throughout every pocket of the property. A heated pool, pool house, sun deck, and mature tree line create a peaceful and private enclosure. The architectural treehouse and sculptural wood jungle gym - that is as much outdoor art as play space - make this Greenwich oasis ideal for recreation and entertainment. Enjoy unbeatable convenience with Downtown Greenwich only 15 minutes away and White Plains Airport just 7 minutes from your door. A considered home in a preeminent Greenwich setting.
Spectacular setting! A true nature lover's paradise-where privacy and natural beauty meet.At the end of a private lane,this home offers a serene escape in the heart of back-country Greenwich. The 2 acre property is bordered on 3 sides by the beautiful Audubon property. Enjoy breathtaking woodland views from almost every room. Relax on the deck and listen to birds. Forget the ''to-do'' list--it's already done. This home is packed with value-added features: Major Mechanics: New Furnace, AC Unit, Condenser, and Ductwork. Structural Updates: New Roofs (Main & Addition), Gutters, and Chimney Flashing. Water & Power: New Well, Backup Generator, and full Filtration System. New Window Moldings, Stone Walkways, and Rebuilt Rock Walls. Make it your own, relax & enjoy!
Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool house / sep guest house, and a renovated original stone house set on Topping Pond - a perfect getaway. Gated driveway opens to mature landscaping and classic New England exterior elevations. The first floor features a generous, light filled kitchen and informal / formal dining, his and hers offices, large mudroom with pet area and traditional flower 'cutting' room, 4 car garage and sep stairs to a 2 bed / 2 bath guest area with sitting room. Second floor contains primary suite with balcony, generous WIC, laundry and 2/3 further fam bedrooms. Finished 3rd floor with bed / bath / yoga room. Enormous lower level with triple height basketball court, gym, entertaining area and staff suite. Sep guest house includes generous bed / bath and living area along with pool house / bar / changing area and laundry. Last but not least is the private and charming lake front cottage as a flexible 'escape from it all' den / office or entertaining / further guest area. Superbly decorated and maintained, this unique home has to be seen!
Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree unobstructed water views from every bedroom and living space, with beautiful NYC skyline views. Designed for modern coastal living, the home spans three levels with six decks and seamless indoor-outdoor flow. Walls of glass and Nano folding doors open the main level directly to the water, leading to a newly built private dock ideal for boating and entertaining. The interior features 5 bedrooms, 5 full baths, and 2 powder rooms, with wide 10-inch plank floors throughout. The chef's kitchen is centered around a 22-foot quartz island and equipped with Wolf and Sub-Zero appliances, including double ovens, double dishwashers, and additional refrigerated drawers. A third-floor full kitchen offers added flexibility for guests or extended living. Spa-like baths include Lusso Stone fixtures, heated floors, towel warmers, and a Kohler smart toilet in the primary suite. Built to the highest standards with steel beam and pile construction, 16-foot FEMA compliance, and custom Marvin windows. Ideally located just moments from Old Greenwich village, train, and a short walk to schools, town, and beach, with private beach access.
A rare waterfront estate of true scale and presence, this reimagined coastal masterpiece commands 1.6 acres on the Long Island Sound with sweeping, unobstructed horizon views. Rebuilt from the foundation up, the home delivers level beachfront living with powerful architectural lines, floor-to-ceiling glass, and a seamless connection to the water at every turn. The approach opens to a 19-foot entry and a 21-foot great room that presents the Sound as a moving canvas of light and color. Terraces, manicured grounds, and a heated Gunite pool extend the living space outdoors, creating a private resort environment ideal for year-round enjoyment. Six ensuite bedrooms and two half baths include a serene primary wing with balcony, steam shower, and sauna. Savant smart-home systems geothermal efficiency, and refined materials anchor the residence in modern comfort and longevity. A sandy private beach, deep-water dock, and protected cove support boating, paddleboarding, kayaking, swimming, and quiet waterfront mornings. This is coastal living without compromise. Infinity by the Sea. A legacy property where luxury meets the horizon.
Set on 5 quiet, private acres, this 2027 new construction is customizable through July 2026, with 4 finished levels of thoughtful living spaces. With 6 bedrooms, 8.2 baths, elevator, golf simulator, outdoor kitchen + lge pool, ideal for everyday living + elevated entertaining. A double height foyer introduces the main level, where formal + informal spaces flow seamlessly. The kitchen, breakfast room + family room w/fireplace create a warm central gathering space with indoor outdoor connection. Private office and mudroom lead to a three car garage. Upstairs, the primary suite offers dual walk-in closets, dressing room + spa-like bath. 4 additional en suite bedrooms, laundry + lounge space complete the level. Finished upper + lower levels add rec space, gym, sauna, wine cellar + guest suite.
A gated drive opens to this elegant six-bedroom Mid-Country Manor. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butterfly staircases and limestone floors create a striking architectural welcome. From the gracious gallery hall, beautifully proportioned formal and informal rooms unfold-including generous living and dining rooms, a family room, chef's kitchen with breakfast room and a private paneled library-all distinguished by hardwood floors, bespoke detailing, and soaring ceilings. A gracious ground floor guest suite completes this level. The serene primary suite offers a spacious retreat with fireplace, luxurious bathrooms, generous dressing rooms and complemented by an elegant sitting room with its own fireplace. Four additional en-suite bedrooms are located on the second floor. The third level offers versatile living space, including a custom home office, playroom, and full bathroom. The walk-out lower level is thoughtfully designed with a pool cabana, sauna and pool bathroom, wine cellar, gym, game room, mudroom, and direct access to the three-car garage. Outdoors, a pool, spa, and outdoor kitchen overlook the gently flowing brook and beautifully landscaped grounds. Ideally situated in the heart of Greenwich, this exceptional residence seamlessly blends privacy, architectural character, and convenience.
A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer of this center hall colonial sets the tone for elegant, refined living. The gourmet marble kitchen opens to a multi-exposure family room with sweeping views of the manicured yard, pool, and fully equipped outdoor kitchen. The grounds are equally captivating, with a tranquil koi pond enhancing the natural beauty of the landscape. The luxurious primary suite with sitting area, spa-inspired bath, and three walk-in closets is among five second-level bedroom suites, each offering exceptional privacy and comfort. A versatile second-level suite with private entrance currently functions as a private gym but can effortlessly serve as an au pair suite or guest quarters. The thoughtfully executed lower level is fit with a theater, bar, wine cellar, and recreation spaces. The pool house extends the living experience with two additional bedrooms and two full baths-set amidst expansive patios and a lush, tree-lined lawn. Located just minutes from town, schools, and 45 minutes to Manhattan, this meticulously designed compound offers a rare blend of serenity, sophistication, and convenience.
Tucked at the end of a private road in Cos Cob, this newly built (2025) Louis Contadino-designed home offers a layout rarely available in central Greenwich at this price point: sophisticated single-level main-floor living over a fully finished walk-out lower level, all on a private 0.34-acre setting. The main floor delivers four bedrooms - three with private en-suite full baths, including a primary suite with soaking tub, double vanity, and heated floors. The chef's kitchen features Sub-Zero and Wolf appliances, custom cabinetry, marble counters and backsplash, a white oak island, and a walk-in pantry, all opening to a light-filled great room and formal dining. Wide-plank white oak flooring runs throughout. Below, a generous family room with full bath and direct yard access expands the home for guests, entertaining, or future flexibility. Approximately 3,500 square feet of finished living space in total, with available FAR for roughly 1,000 square feet of additional expansion if desired. Outside, extensive stonework frames the entry, terrace, and grounds, with four-zone HVAC and EV charging completing a thoughtful modern build. Set high above a quiet private road yet minutes from the village, train, and I-95, the property offers the privacy of an estate in a location that keeps you fully connected to Greenwich. Vision, design, and execution complete - a finished home, ready to move into.
Masterfully restored English stone manor, set on one of the prettiest neighborhoods in Greenwich, with close proximity to downtown. Originally built in 1928 using the finest craftsmanship and materials. The home features concrete structural walls for enduring strength and fantastic acoustics absent in more modern construction. A timeless slate roof and an exterior of hand laid local stone - hallmarks of an era when no expense was spared. The estate underwent a complete gut renovation in 2021 by the current owners, perfectly blending modern upgrades while preserving the irreplaceable historic character. The reimagined Great Room is the focal point of the first floor, with soaring ceilings and exposed beams. The gourmet kitchen seamlessly blends old world charm and 21st century functionality with custom cabinetry and premium appliances. A large dining room and family / game room with superb original plaster ceiling are further highlights. Beautiful original stone staircase leads to the second floor featuring a generous primary suite with 2 WIC and large bathroom. All six bathrooms were completely refurbished with hand cut stone / tile and Waterworks fixtures. A second stairway from the kitchen area leads to a large guest / 2nd floor fam room / office area with adjacent ensuite bedroom. 3rd floor is flexible for guest space / gym or office. The exterior living spaces continue with beautifully appointed patios and walkways constructed with natural cleft bluestone and reclaimed Belgian block. Pool with updated equipment. Magnificent, mature oaks enhance the private estate feel. 3 car garage, whole house generator.
This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by adding a wine cellar and renovating the master suite to the same outstanding standards. The main house features six ensuite bedrooms and 7.3 baths. The expansive primary suite is a true sanctuary, complete with private office, custom walk-in dressing room, and a large balcony overlooking the grounds. Outside, the property is an entertainer's dream, featuring lush gardens, mature flowering trees, stunning 2019 Shoreline over-sized pool with an integrated spa and automatic cover, extensive landscape lighting and built-in grill. Further updates in 2024 include repaved driveway, new roof on main house, and a chip and putt area. A charming carriage house adds nearly 800 square feet of versatile space, offering four-car garaging and a private one-bedroom apartment--perfect for guests or staff.
A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower. A fully self-contained guest residence within the home - with its own entrance, kitchenette, living and dining areas, full bath, independent HVAC, and security - lives like a separate private house for extended family, live-in staff, long-term guests, or flexible work-from-home living. Two additional en-suite bedrooms adapt seamlessly as family suites, private offices, wellness spaces, or a gym. Comprehensively renovated in 2026, the residence features a custom rift-cut white oak kitchen anchored by a dramatic 6' x 12' island, designer baths, new flooring, roof, driveway, and extensive stonework. Soaring cathedral ceilings, walls of glass, and skylights flood the home with natural light throughout. Additional highlights include three fireplaces, wet bar, five-zone integrated sound, whole-house generator, oversized four-car garage, and a 5,400+ sq ft lower level with fireplace and wine storage offering exceptional future build-out potential. Two fully usable acres with no wetlands or conservation restrictions, and privacy preserved in perpetuity.
LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, surrounded by some of Greenwich's most prominent estates. A rare blend of timeless modern sensibility, the home showcases stunning interiors, refined elegance, & impeccable craftmanship. Designed for today's lifestyle, the layout balances grand entertaining spaces w/ intimate, inviting rms. High ceilings, sun-filled interiors, & seamless indoor/outdoor flow create an atmosphere of effortless luxury. Every detail has curated to elevate daily living. Sited on 3 pvt acres across 2 sep. deeded lots, framed by lush landscaping, specimen trees, & vibrant seasonal gardens creating a one-of-a-kind paradise. Do not miss the apiary! Summer magic is unmatched. A delightful screeded porch ideal for lingering with the Sunday paper, a sparking pool, and al fresco dining at its best. A charming cottage offers exceptional flexibility for a guest retreat, home office, art studio, or fitness space. Capture your future memories in this dream that can come true!
Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere. Highlights include a Beverly Ellsley gourmet kitchen, cherry library, solarium, and expansive living areas. The primary suite boasts two dressing rooms, spa baths, and a sitting room. A true modern-day ''Great Estate,'' just an hour from NYC.
Situated on prestigious Lake Avenue in the coveted Greenwich mid-country, the storied Chadeline is a reimagined English Manor estate evoking a private European retreat. Set on 2.83 majestic riverfront acres, this fieldstone Tudor blends historic elegance with a full modern renovation. Sunlit interiors feature soaring ceilings, original details & refined finishes. At the home's epicenter, the chef's kitchen & adjoining family room open through dramatic stone archways, overlooking natural landscape and cascading waterfalls. 6 ensuite bedrooms plus a 2-bedroom guest cottage complete the compound. With pool, tennis court, dock & spa amenities, Chadeline offers an exceptional luxury lifestyle within an idyllic setting, just moments from downtown Greenwich and only 45 minutes from Manhattan.
New construction opportunity in Greenwich with design for a thoughtfully designed 3-bedroom home offering strong resale upside. As-of-right plans feature an open-concept layout with modern kitchen, center island, expansive great room, and seamless indoor-outdoor flow to a private backyard. Second level includes a primary suite with en-suite bath and well-proportioned bedrooms. Ideal for investors, builders, or end-users looking to customize. Convenient access to Metro-North in a downtown up and coming Byram location. As-Is.
Welcome to An Extraordinary Lakeside Retreat in Greenwich Encompassing an incredible assemblage of 9.4 lakeside acres ideally situated within the Greenwich mid country, Frye Lake Compound is the ultimate sanctuary for those seeking a world of elevated privacy, scenery and architecture. Nestled around the serene 11-acre Frye Lake, this incomparable park-like estate represents an idyllic lifestyle opportunity. A true labor of love, this ''one-of-a-kind'' assemblage includes 3 distinctive residences. The Main Contemporary Residence: An architectural marvel completed in 2011, featuring 4/5 bedrooms - including a 1 bedroom Au Pair suite, this main structure offers breathtaking 360-degree views and is adorned with multiple levels of landscaped terraces, perfect for relaxation and entertainment A Meticulously Restored Two-Bedroom Mid-Century Guest Residence: This 2 bedroom/2 bath beauty has been exquisitely restored to preserve its original charm while offering the comforts of modern living. This home has a separate and serene art studio/office with half bath. A Charming Three-Bedroom Guest Cottage: Providing direct access to the tranquil waters, this cottage offers an intimate retreat for guests or family. Each element of this estate is crafted with lofty ceilings and walls of stone & glass, making it an ideal sanctuary for art collectors and those with a discerning taste for modern elegance. There are custom-crafted paths connecting the entire estate, with water features or unique installations at every turn. This property is not just a home; it is a statement of scenic luxury and style, offering an unparalleled living experience. While this setting feels a million miles away from civilization, Greenwich Avenue is just 10 minutes away, and midtown Manhattan is just 60 minutes away.
Unrivaled in its beauty, design, build and landscape, this unparalleled Mid-Country estate showcases an extensive 4 year restoration and renovation by leading industry visionaries Sam Mitchell and Nordic Builders. This stunning eight-bedroom English Manor sits at the end of a long, gated driveway on Round Hill Road with spectacular European-inspired gardens, sparkling pool and three bed/three bath guest house on 4.17 private acres. The interior was designed by Mar Silver and spans over 17,000 square feet featuring 2026 painting and carpeting refresh, striking architectural details, vaulted beamed ceilings and luxurious finishes. Grounds designed by renowned landscape architect James Doyle. Whether entertaining on a grand scale or simply enjoying a country weekend at home, this one-of-a-kind property offers something for everyone.
Spectacular home offering a great lifestyle - this custom built handsome Colonial is set up high on 2 exceptional acres in the coveted Golden Triangle and just minutes from town and schools. This sun-filled 6-bedroom home with 10' ceilings is designed for seamless indoor-outdoor living. Gracious formal and informal rooms, a gourmet eat-in kitchen, and family room open to an expansive terrace with outdoor fireplace and built-in grill. The beautiful pool overlooks magnificent property ideal for recreation and entertaining. A vaulted second family room, first floor office and separate au pair suite offer flexibility, while the third-floor playroom and walk-out lower level with cabana bath, wine room, gym, two laundries, and new roof complete this exceptional offering on coveted Round Hill.
Location, location, location! This stunning stone colonial sits on 2 park like acres just minutes from downtown Greenwich. With over 9,000 sq ft of beautiful living space, this 6-bedroom, 6.5-bath home offers graciously scaled rooms and an exceptional floor plan. The luxurious primary suite features a fireplace, dual bathrooms, and walk-in closets. Enjoy the spacious playroom over the garage, a finished lower level with a gym, media room, and wine cellar, plus a pool set amid beautiful landscaped grounds.
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.
Stunning 6-bedroom Colonial in Mid-Country currently underway (Summer '26 completion). Designed to impress by the renowned Alex Kaali-Nagy Architect AIA with a traditional exterior look, quintessential Greenwich, but a transitional interior with 4 finished levels and thoughtful design touches throughout, including extensive millwork. Exceptional primary suite with walk-in dressing rooms, plus 5 additional ensuite bedrooms. Option for a 7th in the finished lower level. The gourmet kitchen, with breakfast room, flows seamlessly into the spacious family room with fireplace. French doors open to a covered, wraparound poolside terrace, blending indoor and outdoor living. Professionally landscaped with grand entry, Belgian block lined driveway with parking court, huge backyard and pool with spa
Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This 4-bed, 4-bath residence delivers abundant natural light and a flexible floor plan: eat-in kitchen, dining area, living room with bay windows, den/home office, and a spacious primary suite on the main level. Three additional well-proportioned bedrooms offer room for family, guests, or a second office.Step outside to a private landscaped garden with stone patio, waterfall feature, built-in gas grill, hot tub, and gazebo, a complete outdoor entertaining sanctuary. Native plantings, natural rock outcroppings, and dedicated irrigation keep it serene and low-maintenance year-round. Carefully maintained and enhanced over time, this walk-to-town cul-de-sac home combines privacy, natural light, and location in the heart of Greenwich, with the timing to move in just as one of the town's most anticipated school openings arrives.
Stunning New Construction. A Grand Estate of Architectural Distinction. This Incredible new build was Conceived and will be Constructed without Compromise. A build of enduring significance beautifully set on 4 acres. Spanning 17,197 square feet, this residence achieves extraordinary vertical volume with 11-foot ceilings on the main level and a breathtaking two-and-a-half-story family room framed by floor-to-ceiling glass. The main level features a chef's kitchen with an oversized 14-foot island, a glass-enclosed wine room, a stately library and a first floor guest suite. Upstairs, the private primary wing offers a dramatic atrium, vaulted ceilings, and boutique level his-and-hers closets. The walk-out lower level with 11 foot ceilings serves as a private resort-level retreat, featuring a glass-enclosed fitness center, a serene octagonal meditation room, and a state-of-the-art golf simulator. Outside, a 3,200-square-foot multi-level masonry terrace leads to a resort-style pool and a fully appointed pool house with a wood-burning fireplace. This beautiful home features a black slate roof, Marvin high-performance windows, and intelligent luxury systems including a Lutron smart lighting system, a 38KW standby generator, and electric vehicle charging. This masterpiece was designed to stand apart in one of Greenwich's most prestigious settings. Completion 1/10/2027


Greenwich is located in Connecticut. Greenwich, Connecticut has a population of 63,455. Greenwich is more family-centric than the surrounding county with 40.75% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Greenwich, Connecticut is $180,447. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Greenwich is 42.9 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 21.2 degrees. The average rainfall is approximately 50.9 inches per year, with 29.8 inches of snow per year.