luxury real estate 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.

A unique opportunity awaits the new owner to put their own footprint on this lovely 1911 home. This house is beautifully sited on 2.27 acres in one acre zoning and cannot be subdivided. One can make a family compound here. High ceilings throughout, lovely sunroom which opens to the terrace and spacious yard with mature gardens. Magnificent alee of the most spectacular sycamore trees. Truly special property just a short distance to Greenwich High, YWCA and downtown. Two additional rooms on the third floor are presently used for storage.

This beautifully updated luxury condominium, is one of two set within a restored Victorian home, that blends timeless architectural character with modern comforts in a premier central location. The residence offers 4 bedrooms and 3.1 baths, plus a gourmet kitchen with Sub-Zero and Wolf appliances. A spacious wraparound porch extends the living space outdoors, complemented by a rare expansive front and side yard. Parking includes a two-car garage and two additional parking spaces. The lower level features a 2,000-bottle wine cellar and abundant storage. Located in an intimate seven-residence boutique community, it offers exceptional privacy and refined downtown living. Two locations have been identified for an elevator. One location is ADA compliant the other is for a standard size.

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.

Classic four bedroom Colonial in a convenient Riverside location has been thoughtfully renovated and expanded over the years. Entertain in the spacious living room with fireplace and the sun-filled dining room leading to the open plan kitchen, breakfast area, and family room. Step out from both main rooms through French doors to the beautiful covered deck with fireplace and flagstone surround leading out to the professionally landscaped English country grounds. Primary suite with walk-in closet, large bath, gas fireplace, and expansive windows. Three additional bedrooms, three additional full baths, and laundry room complete the second level. Special features include new Marvin windows and exterior doors throughout, new chimney, noise reduction exterior walls, and updated electrical and plumbing. Exterior painting of the house and oversized two-car garage completed in 2025.

Exceptional HOBI Award-winning shingle-style home by Argus Development on one of Riverside's most coveted streets. Thoughtfully designed for everyday living and entertaining, this home features a chef's kitchen with oversized island and banquette, family room with custom built-ins and fireplace, private study, mudroom, luxurious primary suite, and en-suite baths for every bedroom. French doors open to a covered bluestone patio overlooking a private backyard retreat with pool and spa. Renovated in 2022, the finished lower level offers a bedroom suite, full bath, kitchenette, laundry, two fireplaces, hardwood floors, and cedar closet. Minutes from schools, train, Old Greenwich Village and Tod's Point. A rare Riverside offering.

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.

Turnkey brick residence in gated Lily's Path Association just moments to Greenwich Avenue. A dramatic two-story entrance hall introduces a sophisticated living room with fireplace, formal dining room, and inviting family room with fireplace. Full service kitchen with center island and pantry plus a butler's pantry with a sink. Elegant powder room and mudroom. On the second floor, a generously sized primary suite with a fireplace, a luxurious and spacious marble bathroom and oversized dressing room. There is a second bedroom and full bathroom (currently used as an office.) The lower level is thoughtfully designed with two additional bedrooms, a bathroom, spacious family room with fireplace, and a full laundry room. Rare for downtown living are the two terraces and two car garage. *ELEVATOR*

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.

Located minutes from schools, parks, and shopping in the North Mianus school district, this home delivers on both location and livability. The open floor plan centers around a vaulted-ceiling living room, with hardwood flooring flowing throughout and a kitchen outfitted with brand-new stainless steel appliances. Three bedrooms plus a flexible office/nursery and a family room make for room to spread out. Outside, an oversized deck overlooking a lush, expansive yard is tailor-made for entertaining -- and with .35 acres, the potential for expansion is very real.

Presenting a rare Riverside home, this SBP Homes masterpiece, custom-built in 2009, is now on the market for the first time. Designed to capture breathtaking water views and stunning sunsets. Situated in a peaceful private association within the desirable 1-acre zone off Indian Head Road. Manhattan skyline in the distance, regular Summer firework displays can be seen from Rye Playland as the perfect dinner or outside fireplace back drop. Egrets, herons and duck will share your view year round! The main level boasts a spacious eat-in kitchen and family room, leading to a butler's pantry, dining room, and light filled formal living room. A beautifully appointed oak-paneled office with Long Island Sound views adds a touch of sophistication. Upstairs, the primary suite offers panoramic view accompanied by three family bedrooms and a convenient laundry room. The third floor features an additional office, guest space, and a full bathroom. The finished basement includes a wine room, playroom/bunk room, gym, full bath, and sports storage, all with no flood history. Additionally, this home includes a 2-car garage and a generator, making this Riverside residence a perfect blend of luxury and functionality. Conte and Conte designed landscaping and hardscaping enhances the gardens and entertaining areas.

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!

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the home you've 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 4,324 sq ft home sits on the site. New elevation certificate and survey marking wetlands and septic is attached. Buyers need to do their due diligence.

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.