luxury houses for sale Cos Cob, United States

Set along a graceful approach on a quiet street just three minutes from town, this exceptional 2027 construction offers a refined interpretation of classic design paired with a highly functional, modern layout. Positioned on 2.43 estate-like acres with mature trees, the homes white brick exterior accented by a slate roof, layered rooflines and dark-framed windows creates a crisp architectural profile that feels both timeless and current.The interior is defined by its sense of scale, light and flow. A dramatic foyer introduces a series of interconnected spaces designed to feel both expansive and welcoming. At the center of the home, a beautifully executed kitchen with a separate prep kitchen anchors the main level, connecting seamlessly to the informal dining area, great room, covered terrace and outdoor living spaces beyond. Formal living and dining rooms, a private office, wet bar, wine room, and a striking first-floor guest suite create a layout equally suited for everyday living and large-scale entertaining.A sun-filled orangerie extends from the first level guest suite, offering a distinctive glass-enclosed retreat ideal for morning coffee, reading, or year-round indoor-outdoor living. Throughout the home, carefully considered sightlines and oversized windows maximize natural light and create a seamless transition between the interior and surrounding landscape.The expansive primary suite serves as a private retreat with dual dressing rooms, spa-like bath and direct access to a large private balcony overlooking the grounds. Seven bedrooms with en suite baths, and the flexibility for an eighth bedroom, provide exceptional comfort and privacy across all levels. Additional second-floor spaces include a playroom, office, and lounge areas that add flexibility to the overall layout.The lower level introduces an entirely different dimension of living, designed around wellness, recreation, and entertainment.Dedicated spaces for fitness, media, gaming and gathering are complemented by a wine room, bar, hand-built sauna, steam room, private theater with a Bravia projector, and private guest accommodations. With direct walk-up access to the pool and outdoor entertaining areas, the level functions as a self-contained environment equally suited for relaxation and activity.The grounds have been thoughtfully designed to support both entertaining and recreation. Covered and open-air terraces extend directly from the primary living spaces, overlooking the pool, expansive lawn and full tennis court. A detached barn further expands the lifestyle with a golf simulator, half basketball court, entertainment lounge, office, and full bath.An elevator services all floors, while integrated smart home technology, advanced mechanical systems, and carefully planned infrastructure ensure the home functions as seamlessly as it presents.This is a thoughtfully executed new construction by the esteemed Ritzzo Development that distinguishes itself through its balance of scale, usability, and design clarity, offering an exquisite in town Greenwich estate.

Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside’s prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker’s former compound—a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, ‘Cedar Cliff’—a designation that eventually defined the very road on which it stands today. Elevated high above the flood zone and offering 1,250 +/- feet of direct water frontage, the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and an exceptional setting for grand-scale entertaining. Each of the eight oversized bedrooms is oriented to capture breathtaking water views, while interiors blend the romance of pre-war craftsmanship with modern refinement—soaring ceilings, intricate millwork, antique wood floors, a three-level elevator and a professional recording studio. The East Wing, constructed in the early 2000s, introduces a new dimension of contemporary luxury, anchored by a sophisticated primary suite and complemented by a custom office, wine cellar, and private theater capable of accommodating up to twenty guests. The grounds rival those of a world-class private resort. A substantial stone pier and deep-water dock provide immediate access to open water, while a seaside tennis court with pergola and lighting offers championship-level play. At the water’s edge, a pool and spa are paired with a fully realized cabana featuring a fitness center, kitchenette, full bathroom and changing rooms. Sculpted into the eastern landscape, a series of stone terraces with a bluestone bar directly overlook Greenwich Cove and the vast protected expanse of Greenwich Point Park. Meticulously maintained and thoughtfully enhanced, the estate includes a newly installed Ludowici terra cotta roof, rebuilt sun decks, custom East Wing windows, and a full-property generator—ensuring seamless comfort and continuity. With access to a private beach and watercraft facilities, and located less than an hour from Manhattan and minutes from Westchester County Airport, the property offers a rare convergence of seclusion, scale, and global accessibility. Cedar Cliff is a singular offering for the most discerning buyer—an incomparable experience of refined luxury, inviting residents and their guests to revel in the natural beauty of one of the finest estates on the East Coast of the United States.

Ultra convenient location on 10 lovely acres in downtown Greenwich, this co-op must be seen to be appreciated. Exceptionally bright 2 BR apartment with many updates and improvements, Plenty of closet space, dedicated storage in the building basement, washer and dryer in unit. A pet is allowed with restrictions. Plentiful on site parking and garage space subject to availability on a first come, first served basis. One time capital assessment of .5% of sale price due at closing.

Custom built for the current owner and designed by award-winning Richard Swann, this stunning 6-bedroom, 5.5-bath Colonial offers approx. 5,860 sq ft across 4 finished levels in a prime Riverside location with deeded water access at Willowmere Assoc. Sun-filled interiors feature 9+ ft ceilings, beautiful moldings, a gracious center hall staircase, and custom European mahogany windows. Formal rooms flow to an open gourmet kitchen with sunny breakfast nook and family room. The primary suite offers a fireplace, dual walk-in closets, and adjoining office. Finished third floor and lower level provide flexible living with sitting room, gym, rec room, and wine tasting. Set on a level lot with expansive patio and south-facing backyard--truly an exceptional offering!

Nestled within the Putnam Park community in the heart Greenwich, this sun-drenched 2-bedroom, 2-bathroom co-op offers effortless, single-level living in a serene, park-like setting. Spanning over 1,200 square feet, the residence features three exposures, filling the home with natural light throughout the day. The open floor plan creates a seamless flow between living and dining spaces, complemented by an updated kitchen outfitted with stainless steel appliances--ideal for both everyday living and entertaining. Thoughtfully renovated bathrooms add a modern touch, while an oversized in-unit washer and dryer provide everyday convenience. Step outside to a private bluestone terrace--perfect for morning coffee or evening relaxation.

Nestled within the sought-after Putnam Park community in the heart Greenwich, this sun-drenched 2-bedroom, 2-bathroom co-op offers effortless, single-level living in a serene, park-like setting. Spanning over 1,200 square feet, the residence features three exposures, filling the home with natural light throughout the day. The open floor plan creates a seamless flow between living and dining spaces, complemented by an updated kitchen outfitted with stainless steel appliances--ideal for both everyday living and entertaining. Thoughtfully renovated bathrooms add a modern touch, while an oversized in-unit washer and dryer provide everyday convenience. Step outside to a private bluestone terrace--perfect for morning coffee or evening relaxation. Set on 13 beautifully landscaped acres, Putnam Park is a 194-unit community just moments from Greenwich Avenue's shops, dining, and transportation, with Manhattan approximately 45 minutes away. With no stairs and true one-floor living, this home offers the perfect blend of comfort, style, and convenience in one of Greenwich's most desirable locations.

Stunning property, with landscape lighting and pool in the sought after Willowmere Assoc with deeded access to private beach, dock and kayak storage. This fabulously renovated and lovingly cared for home has a DaVinci roof, copper gutters, wonderful light from huge windows, doors and skylights soaring ceilings, gourmet kitchen and sumptuous primary suite. Quality finishes and thoughtful design elements throughout. SMART primary bath with spectacular shower featuring rain head and 4 alternating programmable body sprays, soaking tub, and Kohler Konnect system with speakers in the lighted medicine cabinets. Glass lit cabinets are finished with electric outlets and personal items. Gourmet kitchen with quartz counter tops, waterfall tile backsplash, great appliances and sunny 10 p banquet.

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.

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft renovated in 2013, with abundant light throughout. New elevation certificate and survey marking septic and wetlands. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Or you can build the home that you have always dreamed of!

See the Video of this unique waterfront home offering an oasis of calm. From your dock, paddle or kayak along the river enjoying nature and birdlife. Expanded and renovated by the current owners, the home now features an open floor plan with French doors throughout, seamlessly connecting the interior to the outdoors. Approx. 4,300 sqft with 5BRs, 4.5 baths, and a Primary suite with adj office and water views. High-end European kitchen, lower-level bonus rooms with full bath, and a mudroom complete the home. A spacious west-facing deck spans the rear, capturing stunning sunsets and offering outdoor living, complemented by a large patio for entertaining. Loc in an Assoc with access to a beach, the home is set in Zone X on a 0.38-acre cul-de-sac lot. Just mins to Old Grw, train, and schools.

Take advantage of one of the most desirable locations in Greenwich. This home, with 3800 square feet of living space, is perched up high off Hillside Dr. and is ready to be re-imagined on its three-quarters of an acre setting. The property offers an abundance of privacy while being in the heart of Greenwich and just minutes from private and public schools, the train and Greenwich Avenue. Keep searching for your dream home or create it - right here.

Welcome to Stone Heron Farm, an extraordinary 74+ acre estate offered as five parcels, creating one of the most versatile and rare compound opportunities in Connecticut. Tucked away on a quiet country road, 12 Jackson Road combines timeless New England charm with exceptional land value, privacy and multi-use potential. The main residence, an updated 1806 Cape, features exposed beams, rich wide-plank flooring, 3 bedrooms, 3 baths, a main level master suite, 4 fireplaces and a wraparound deck creating a warm, inviting atmosphere with a sophisticated farmhouse flair. The chef's kitchen is a culinary dream with handcrafted cabinetry, granite countertops, and top-of-the-line SubZero and Wolf appliances. A separate guest cottage with kitchen and bath offers private accommodations for visitors, extended family, or creative studio use. A large workshop adds further utility for hobbyists, artists, or equipment needs. Across the estate, enjoy scenic walking trails, stone walls, open meadows and wooded acreage. A beautifully sited pond house overlooking the water provides a peaceful retreat for year-round enjoyment and breathtaking views. Multiple barns, paddocks, and cleared pastures offer ideal conditions for horses, small livestock, gardening, or future agricultural use. Possibilities include a multi-home compound, expanded equestrian facilities, conservation strategies, or simply a private sanctuary. A truly exceptional offering with endless potential. Convenient to the Connecticut shoreline, New Haven, Middletown, Route 9 and commuter routes, yet wonderfully secluded, this estate is perfect for buyers seeking privacy, creativity, and a lifestyle deeply connected to nature. A private hangar at an FBO may be included.

Set back from the road on 1.56 manicured acres in the coveted Golden Triangle overlooking a stream, this beautifully updated colonial with a pool offers privacy, charm, and timeless style. The home includes a light-filled chef's kitchen with breakfast room and adjacent family room, 5 fireplaces, a sunny library, formal dining and formal living room. Luxurious 2nd floor primary suite features a walk-in closet, fireplace, balcony and renovated bathroom. There are 4 more en-suite bedrooms on this floor. The 3rd floor has a full bath and two spacious rooms. Walk-out lower level with playroom, powder room and mirrored exercise room. The peaceful backyard terrace with pool overlooks mature trees and a stream with a small waterfall, complemented by a delightful treehouse at the front of the home.

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+/-

Bellavista is a 16,000+sf estate designed by Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus LI Sound views from the 2nd and 3rd floors,A truly sophisticated modern lifestyle.The residence is distinguished by its extensive integration of advanced technology systems, seamlessly embedded throughout the home. Smart-home infrastructure (lighting,climate,security, and entertainment). State-of-the-art environmental and wellness technologies(air,water,energy efficiency,and comfort).Features also include: 2 car attached garage and carriage house with lifts for 5 cars.45'x20' pool. Full house generator

On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace & copious built-in shelves, adds to the home's charm. The elegant dining room, with an adjacent butler's pantry and second dishwasher, is ideal for hosting gatherings. The upper level includes a primary suite along with three additional bedrooms, while the lower level features a private guest suite with separate entrance, large living area, and bedroom with a full bath/shower. Perennial gardens and stone walls enhance landscaping.

Prime in-town Old Greenwich location, this 4-bed, 4.5-bath home blends comfort and style with an open floor plan,10' ceilings, hardwood floors, oversized windows and French doors throughout. The chef's kitchen and adjoining family room with a granite fireplace open seamlessly to an expansive wood deck overlooking a level, fenced in yard. Upstairs, the primary suite offers a sitting area, ensuite bath w whirlpool tub, separate shower, and walk-in closet. Each additional bedroom includes an ensuite bathroom and custom closet. The third level offers flexible space--perfect for a 4th bedroom with ensuite bathroom, home office, art studio, or playroom. Complete with an attached two-car garage, ample lower-level storage, and easy access to schools, beach and train, this home is move in ready! Prime Old Greenwich in-town location, this beautiful 4-bed, 4.5-bath home is a true gem. Designed for both everyday living and entertaining, the open floor plan showcases hardwood floors, oversized windows that fill every room with natural light, 10' ceilings and tall sliding French doors throughout. The heart of the home features a gourmet kitchen with commercial-grade GE Monogram double oven and a matching stainless-steel hood with infrared warming shelf. A welcoming family room with soaring granite fireplace opens seamlessly to an expansive wood terrace overlooking level fenced in backyard perfect for outdoor dining and enjoyment. The 2nd floor offers a serene primary suite with sitting area, primary bath with whirlpool tub and separate shower, and a custom walk-in closet. Each of the additional bedroom features ensuite baths and custom closets. The third level provides flexible space ideal for an art or music studio, bonus room, or a fourth bedroom. Attached two car garage, ample lower level storage, and easy access to schools, beach, and train, this home is a dream, move right on in!

Live like you're on vacation all year round in Old Greenwich with spectacular 200 feet of waterfront with stunning views of Manhattan. Amazing vistas from every room of this 5 bedroom designer house. Sliding doors open to expansive deck, both covered and uncovered overlooking private pier with ramp to floating dock. Dine al fresco with stunningly beautiful sunsets, and enjoy sailing, boating, swimming and paddle boarding in Greenwich Cove. There is a wide lush lawn for entertaining, playing ball or croquet or hosting a wedding. Enjoy the private, exclusive Lucas Point beach and boatyard, close to Greenwich Point beach. At the end of a cul de sac, this home is a private retreat to enjoy. A short distance to the Old Greenwich village with shops and restaurants and the train station to NYC.

Elegant Regency style single-level living in a fabulous Greenwich location. This beautifully designed four-bedroom, five-and-one-half bath Home offers approximately 5,100 square feet of sun-filled living space with refined finishes and gracious proportions throughout. Expansive living and entertaining rooms, a stunning dining room, and a beautifully appointed kitchen create an effortless flow for both everyday living and hosting. The private bedroom wing includes a luxurious primary suite and spacious secondary bedrooms. Set on landscaped grounds and ideally located close to town, schools, and transportation.

An extraordinary waterfront residence in Old Greenwich, offers a rare opportunity for sophisticated coastal living with spectacular, unobstructed water views from virtually every room. Meticulously redesigned by renowned architect Rick Swann, this exceptional home is defined by dramatic architectural details, soaring ceilings, and an open, light-filled floor plan that seamlessly blends indoor elegance with the serenity of Long Island Sound vistas. First-floor rooms are anchored by expansive walls of glass and French doors that open to a wrap-around deck, the ideal setting for refined entertaining against the backdrop of ever-changing waterfront panoramas. The gourmet kitchen showcases marble countertops, a generous island, and state-of-the-art appliances, reflecting both style and performance. Thoughtfully designed living spaces offer flexibility and grace, with a first-floor den that can serve as a fifth bedroom, private guest suite, or executive office. Each room is elevated by exceptional light and continuous water views, creating an immersive connection to the coastal environment. Set on a premier waterfront parcel with private dock access to Long Island Sound, this distinguished property embodies the ultimate in seaside refinement; a sanctuary of light, luxury, and lifestyle in one of Connecticut's most coveted coastal enclaves.

Stonycrest -- A magnificent sunlit stone and shingle Victorian, completely and masterfully transformed while honoring its original architectural grandeur. Soaring high ceilings, exquisite millwork, and timeless character meet every modern amenity in this one-of-a-kind 6 bedroom residence. The stunning renovation showcases a spectacular new chef's kitchen, butler's pantry, and mudroom alongside beautifully proportioned formal and informal living spaces throughout 6797 SF. 1.38 private, professionally landscaped acres set the stage for a breathtaking saltwater pool and spectacular pool house. A 4-car garage completes this truly impeccable offering. Rarely does a home of this architectural pedigree come to market in such exceptional, move-in condition. Exquisite & Unique.

Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open design, sun-filled rooms & hardwood floors. A flexible floor plan makes living & working at home easy. The first floor has a gourmet kitchen w/stainless steel appliances, living room w/fireplace, formal dining room, primary suite with full bath, additional bedroom and full bath. Garden level has 2/3 more bedrooms, two full baths, family room w/access to stone patio, mudroom and laundry. Level and fenced backyard, perfect for entertaining, grilling and relaxing. This home is a short distance to town, schools and Metro North train. Deeded access to view LI Sound at the end of the street. Perfect for today's living & enjoyment.