luxury houses for sale Old Greenwich, United States

This stunning Riverside home offers year-round water views of Greenwich Cove and Long Island Sound, and perfectly situated to experience both the Old Greenwich and Riverside lifestyles. Completely renovated in 2021 by Sound Beach Partners and Tanner White Architects, this 6,000+ sq. ft. fully automated smart home sits on .40 acres, which showcases meticulous craftsmanship and attention to detail. With 5 bedrooms, 5.5 baths, a chef's kitchen with top-tier appliances, a dream walk-in pantry, a third-floor private office and a separate au-pair suite. This home is ideal for modern day living. Other highlights include lower-level recreation space with a gym, dry sauna, and ample storage. Enjoy four season water views, easy access to Old Greenwich, Tod's Point, and Riverside Elementar

New Construction: Nestled on a peaceful cul-de-sac boasting winter water views of Greenwich Cove, this stylish and meticulously crafted residence embodies the epitome of luxury living. Spanning 6,600 square feet across four levels, this six bedroom, five full and two half bathroom residence offers ample space for sophisticated and comfortable living. Superior craftsmanship and high design blends opulence and artistry. The interior is adorned with a custom paneled foyer, wide plank oak floors, bespoke fixtures, and textiles that elevate the aesthetic appeal. The kitchen stands as a testament to the attention to detail, featuring custom cabinetry, extra thick marble countertops, and top-tier Wolf and Sub-Zero kitchen appliances. Luxurious primary suite with two closets and bespoke bathroom.

***NEW CONSTRUCTION WITH OVER 10,000 FINISHED SQUARE FEET & APPROVED POOL SITE*** A timeless Shingle-Style home, designed by Susan Lockwood, located in the exclusive Willowmere Association of Riverside, CT. Set within this picturesque waterfront community, residents enjoy access to a dock, kayak storage and a beach with views of Long Island Sound and Tod's Point. The home's high elevation offers year-round water views and abundant natural light. Showcasing impeccable craftsmanship throughout featuring an Alaskan Yellow Cedar roof, copper gutters, Marvin and Loewen windows and upscale finishes like Walker Zanger tile and Fantini fixtures. The open-concept first floor boasts 11-foot ceilings, expansive windows, and multiple doors leading to a private, level backyard with stone walls and an approved pool site. A gracious staircase leads to a primary suite with two balconies to enjoy the waterviews, spacious walk-in closet and luxurious bath. Four additional en-suite bedrooms, second office or playroom and a laundry complete the second floor. The 3000+ square foot finished lower level has high ceilings and is partitioned for a gym, recreation room, wine cellar, spa, media room, two full baths and a 6th bedroom. The pool pavilion offers a wonderful, covered outdoor space for entertaining. Garage storage for up to five cars. Located just a few miles from top-rated schools, the Metro North station, and Old Greenwich town, this property is approximately 40 miles from New York City and 10 miles from Westchester Airport.

Magnificent one of a kind Riverside Estate designed by award winning architect Douglas Vanderhorn showcases sweeping waterviews and stunning interior brimming with classical elements and luxurious finishes. This thoughtfully 2008 custom built home boasts impeccable details, high ceilings with walls of windows facing the Sound and fabulous covered porches, ideal for indoor / outdoor living, pool and terraces. Original 1929 guest/pool cottage has been beautifully designed to seamlessly connect to the main house through enchanting covered terrace. Expansive 1.77 acres within the coveted Indian Head Association with beach rights.

Discover the epitome of luxury living in this stunning, rare custom-built Riverside waterfront home, available to the market for the first time. Spanning an impressive 9,418 square feet on 1.45 acres, this remarkable property designed by renowned architect Cormac Byrne features breathtaking interiors with an open concept design that ensures a great flow throughout. High ceilings and oversized windows enhance the sense of space and light, creating an inviting atmosphere with sweeping water views throughout. Enjoy a beautiful pool and a private dock, perfect for water enthusiasts, all while soaking in west-facing views that provide a picturesque backdrop for sunsets. The walk-out lower level adds convenience and elegance, ideal for entertaining or relaxation.

What a view!! Just in time for summer, welcome to this terrific one level unit at Stamford Landing. Bright and open, this unit is wonderful! The nicely sized kitchen has granite countertops, lots of storage and is open to the adjacent dining area, perfect for entertaining. The living room features a cozy fireplace and sliders out to the private balcony with views of the marina and south to Stamford Harbor and beyond! The primary bedroom features glass on two sides, views to the east and south and sliders out to the balcony. Nice closets and an attached full bath with jetted tub completes the picture. There is an additional bedroom and another full bath, as well as a washer and dryer in the unit. Enjoy a swim in the complex pool, or the great restaurants nearby and across the channel in Harbor Point! Downtown Stamford is just minutes away and New York City is just 45 minutes by train. A wonderful property!

Shippan Colonial on quiet street, close to local beaches and parks. Main floor has living room, dining room, family room with sliders leading to deck and kitchen. Second floor offers 3 bedrooms and two full baths. Primary bedroom with large closet and full bath. Nice back yard. Close to town and shopping. **** SELLING AS IS****

An idyllic coastal resort, this distinguished stone Georgian enjoys shimmering waterfront views of Long Island Sound and the NYC skyline in the private, guard-gated Mead Point Association. On a peaceful cove with its own private beach, waterfront pool and dock, this magnificent home was tastefully designed in 2014 with inspiration from the original 1928 stone house by architect Cormac Byrne and builder Matt Matthews of Significant Homes. This eminently livable residence offers 12,492± square feet of living space with six bedrooms, six full and two half bathrooms. First Floor: Inside the classic entry, the front-to-back foyer hosts the main staircase and formal powder room with onyx tile flooring. Transporting water views highlight all of the main rooms which open through French doors to the magnificent waterside terraces spanning the width of the house. A beautiful reading room appointed with built-ins opens to the water, as does the generously-sized, paneled library with fireplace, bar and built-in bookshelves. The real centerpiece of the house is the double-height living room with dramatic barrel ceiling and mezzanine balcony. Centered on a stately fireplace and backdropped by water views, this show-stopping room lends itself to large formal gatherings and family get-togethers. Served by a butler’s pantry, the formal dining room with adjacent wet bar and fine dentil molding opens to a covered outdoor dining area, perfectly suited for hosting summer beachfront soirees. A sunny breakfast bay lined with French doors to the terrace flows off the open-plan Christopher Peacock chef’s kitchen equipped with a monumental marble island, Sub-Zero refrigerator and freezer, double refrigerator drawers, two Miele dishwashers, and a luxurious La Cornue range. A fireplace anchors the open-plan family room off the kitchen, with a convenient office with built-in desk adjacent. Perfect for indoor/outdoor entertaining, French doors open from the family room to the terrace with outdoor kitchen, featuring a pizza oven, built-in grill and dining area. Second Floor: In its own wing, the exquisite primary suite with two spacious dressing rooms is clad in Venetian plaster with hand-painted detailing. French doors in the vaulted, tray-ceilinged bedroom open to coastal breezes from the private balcony overlooking the water. The lavish marble bathroom with built-in sauna and steam shower enjoys water views from the soaking tub. There are four additional en-suite bedrooms on this floor as well as a laundry room with double washers and dryers. Third Floor: There is a sixth en-suite bedroom and a playroom. Lower Level: A mudroom with built-ins leads to the attached three-car garage. There is built-in wine storage, a mirrored exercise room and a utility room. Property: This 1.6-acre property is oriented to outdoor living with a pool, beach, dock and backyard fire pit. In addition to its own private beach, the property comes with deeded access to the Mead Point Association’s community beach. There is a full house generator. Location: Mead Point is one of the preeminent private associations in Greenwich, located on a waterfront peninsula with 24hr guard-gated security for its residents. Mead Point is close to Bruce Park and to downtown Greenwich Avenue, noted for its excellent shopping and dining. Greenwich has easy access into Manhattan via Metro North, while the nearby Westchester Airport offers convenient private and commercial aviation.

Don't miss out on this rare 2-family home in the sought-after Shippan Point community, close to downtown Stamford and Metro North train, and just a stone's throw from access to Long Island Sound. The spacious first floor unit is bright and welcoming and offers 3 bedrooms, a large living room and an eat-in kitchen. It also benefits from basement access with plenty of usable space and a washer/dryer. The second floor unit features 2 bedrooms, a spacious kitchen with laundry area, plenty of space to relax, and even a sleeping porch. Both units have decks and garden access. Whether you're looking for a sound investment, a home which also generates some revenue, or a house that suits multi-generational living, 23 Iroquois fits the bill. This is coastal living at its best without compromising on convenience or value.

Beautifully refreshed and updated this Tudor sits on one of the most desirable streets in Cos Cob. The bright and sunny home on .22 acre is beautifully landscaped with impeccable gardens and flat backyard. Close to schools, train and parks.

Riverfront Oasis. Own your own peninsula on Mianus Pond. Unique Boathouse with trap door accessible from small lagoon off the pond for launching and storage of watercraft. There are stunning views from decks and terraces extending from the interior of the antique house with remarkably high ceilings. Work with what is here or start again.

Welcome to Park Tower, Stamford's premier luxury residence. This stunning corner unit provides the ultimate in contemporary elegance, just steps from the picturesque Mill River Park and the vibrant attractions of Downtown Stamford. Enjoy unparalleled convenience with a shuttle service to Stamford Train Station, making your commute to New York City effortless. Savor breathtaking sunset views and dynamic park events from your private balcony. The unit boasts a bright and airy open-concept layout with floor-to-ceiling windows, allowing natural light to flood the space. The sophisticated design includes high-end appliances and both spacious bedrooms feature their own en suite bathrooms, providing privacy and comfort. Indulge in top-tier amenities, roof top terrace with sweeping views of Long Island Sound and Manhattan Skyline, heated saltwater pool, fully equipped fitness center, club house, billiards room and 24/7 concierge service, ensuring every need is met with exceptional care. Discover the perfect blend of luxury and convenience at Park Tower, where every detail is designed to elevate your living experience.

Windrose Way-Mead Point, 24 hr guard-gated association w private beach on LI Sound. 9,000+sf brick home w slate roof on 2 level acres, 30+ feet above sea level with year-round water views of Long Island Sound, heated pool w spa and all-weather tennis court w 2 pickle ball courts. Expansive bluestone terraces, large outdoor stone fireplace, pergola, expansive grass play areas, covered outdoor seating area. 160' deep water boat dock + shared ownership of 5-acres of waterfront parkland overlooking Chimney Cove for Windrose Way residents. Clearly an investment beyond the property lines. (1st Floor-Double height entrance hall; spectacular two story custom oak wood paneled great room w impressive structural wood trusses and built in bar, double mantle fireplace; beautiful wood paneled living room w coffered ceiling and fireplace; formal dining room; large gourmet kitchen with adjacent family rooms, wood beamed ceiling and fireplace; exercise room w french doors out to 2nd pergola covered bluestone terrace; 2 powder rooms; sauna + changing room w large double head shower, access to mud room area and attached two car garage; wood and stone floors throughout. 2nd Floor-Primary bedroom w turret space surrounded w windows and extra height ceiling, primary luxury bath w steam and rain shower, spa tub, 2 toilets, 2 sinks and walk in closet space; 4 additional bedrooms; 3 full baths; laundry room; balcony overlooking great room; very large office/2nd floor family room w door to deck overlooking tennis court; plus additional office space adjacent to primary bedroom. Finished lower level with storage rooms. Security system, sprinkler system, central AC, generator. The quiet and serene location gives residents the feeling of being away from it all, but also have easy access to Greenwich Ave, I95, MetroNorth Train, 10 mins to Stamford, and 20 mins to Westchester Airport. Enjoy boating, kayaking, paddle boarding, fishing or just relaxing. The residents who live here say, 'Welcome to paradise.

Welcome to the wonderful waterfront community of Marina Bay and this inviting townhome with 3 roomy levels of easy living, where you'll find a modern flair with the refreshed EIK & updated 2.5 baths! Sunlit entry level welcomes you and offers easy access to the Powder Room from both the main and lower levels. Ascend a half level to the main living area, where you'll find a spacious Living Room with a cozy Fireplace, and Sliders to a Balcony/Deck. The Dining Room is ready to host your gatherings, while the Eat-In Kitchen boasts stainless appliances and Corian Counters. The Bedroom level showcases a spacious Primary Bedroom with Sliders to a 2nd Balcony/Deck and a Full Bath with a double Shower. Two additional generous Bedrooms and a Full Hall Bath complete the upstairs. The walk-out Lower Level is ideal for hours of fun in the Family Room with Sliders to expanded Trex Patio and the Laundry area, plus 2 generous storage areas and a 1 Car Attached Garage. The complex offers a wonderful pool setting directly overlooking Long Island Sound, as well as a clubhouse to host your parties or join in community activities. Additional amenities include a bike room, kayak racks, and community grills. Ideally located in Shippan between Cummings & West Beaches, you'll enjoy the convenience of nearby shopping, restaurants, and an easy commute via I-95 or the train. This lovely home is ready for you to move right in!

Welcome to this stunning lakefront home, originally built in 1939 and completely renovated in 2022. Nestled within the exclusive Milbrook association, this property offers the perfect blend of timeless charm and modern luxury. Set on an expansive, 1.1-acre lot, offering 6,700 sq. ft. of thoughtfully designed living space. Featuring five spacious bedrooms and 4.1 elegant baths, this home is ideal for both relaxation and entertaining. Enjoy cozy evenings by one of the two inviting fireplaces or take in the serene lake views from your private outdoor oasis. Conveniently located near everything Greenwich has to offer, this exquisite property is a true sanctuary for those seeking elegance and tranquility in a prime location. Don't miss the opportunity to get into Milbrook.

Beautiful Milbrook Association home commanding a breathtaking waterfront location in this highly sought after private association. Be the next custodian of this grand dame built nearly a century ago. The rooms are of a grand proportion with tall ceiling heights.

Exclusive, gated Indian Harbor Association with 24-hour security showcases an elegant waterfront home set atop manicured .85 acre with private dock, verandas and potential pool site. This 2015 custom built home is nothing short of perfection with great attention to every detail. Grand entry hall unfolds into stunning formal rooms, gourmet eat-in kitchen, butler's pantry, family room with fireplace and wood-paneled office. Primary suite with terrace, two luxurious baths, boutique style dressing rooms; three en-suite bedrooms, two sitting rooms and laundry room complete the second level. Finished third floor with bonus room, bedroom and finished storage. Unique 30-car temperature-controlled showroom style garage with high ceilings can be converted into different recreational spaces.