Luxury houses with pool for sale Darien, United States

Private 3.5-acre ''Caritas Island'' on Long Island Sound with 300-degree cinematic waterfront views. Accessed by a gated causeway, the expansive compound includes: a c1909 stone main house with 12 bedrooms and 10 baths, stunning waterside terraces and a lap pool; a c1870 3-bedroom stone guest cottage and a 6-car detached garage with 2 staff apartments above. Protected by a stone breakwater, the extraordinary 200-foot pier with 13-foot draft can accommodate a 75 to 150-foot boat. Property deed shows total of 4+ acres and also includes a greenhouse, pond, sandy beach and natural swimming cove. Unique opportunity to renovate or build new exquisite compound. Can be subdivided into 2 lots; also zoned RA1 for nonprofit use.

Located in the sought-after waterfront enclave of Wilson Point, this meticulously renovated 5 bedroom 4.2 bath, Nantucket-style shingled residence spans over 6500 square feet of finished space and over an acre of beautifully landscaped grounds. Stepping through its grand entrance with double height foyer, accented by elegant twin staircases, guests are enveloped by natural light. The kitchen boasting a prominent island and top-of-the-line appliances including La Cornue & Sub-Zero, offers an easy flow to the family room with vaulted ceilings and fireplace. Upstairs, the home showcases five generously-sized bedrooms. The Primary Suite is spacious and refined, featuring a cozy fireplace and a vast bathroom crowned with vaulted ceilings, a deep soaking tub, and twin vanities. Complementing this suite is a grand walk-in closet and large center dressing table. The upstairs features four additional bedrooms, two with en-suite. The interior of the home is completed with a finished lower level, outfitted with a home gym and dedicated recreation and media spaces. Outside, a generous bluestone patio is complemented by a sophisticated outdoor kitchen, providing a serene spot for relaxation beside the pool and spa set against the backdrop of a refined stone terrace. An outdoor fireplace with bluestone patio set in the garden is the perfect spot to unwind. To reside in Wilson Point is to immerse oneself in coastal splendor, from the breathtaking vistas of Long Island Sound and a private beach to the community clubhouse, tennis courts, and dock. Beyond just a residence, this home captures the essence of distinguished coastal living.

Enjoy 1.639 serene parklike acres in R-12 zone nestled at the end of a private lane in the heart of Old Greenwich. Embrace easy living as you entertain fireside in the spacious living room with vaulted ceiling. Sun-filled renovated eat-in kitchen and generously scaled dining room. Family room and solarium enjoy extra ceiling height and walls of windows overlooking the private rolling lawn. A cozy study, mud room and laundry room complete this level. Upstairs find a primary suite with sitting area, multiple closets and large bathroom. Second floor also has an additional three bedrooms and one full bathroom. The outdoor oasis is introduced by an expansive bluestone terrace and new pool making indoor/outdoor living ideal. Two car garage with heated loft above. EXTRA FAR AND EXTRA GREEN.

Unique waterfront haven on 0.5 acre in Old Grw, mins to Tods Point Beach. Experience ultimate coastal living with a private dock, heated pool, gazebo with fireplace and a large deck for lounging and dining while enjoying spectacular sunsets. The approx. 5,900 sqft home is elevated above the flood zone and beautifully renovated. Gourmet Eat-in Kitchen opens to the Diningrm with a folding glass wall creating a seamless connection to the outdoors. Primary suite with water views, a balcony and dressing. The Bunkrm provides 6 beds and a full bath, open to the Familyrm. Addtl ensuite Bedrms, Office/Gym, Mudrm and 3 car Garage complete this home. The expanded parking court accommodates all your guests as they come to enjoy a lifestyle of fun by the water, where every day feels like a vacation!

England's CANTERBURY ESTATE, ''AS IS'' first time on the market. Family owned for more than 100 years by the Meads of Greenwich & the Scofields of Stamford. Many generations of pleasure, enjoyment & wonderful memories. Loved & cherished home with a lot of charm. Mostly hardwood floors. High ceilings. 3rd floor possibilities. Needs updating or build your ''dream home''. One of the largest oversized parcels with flat level land, privacy plus an original Shoreline Pool with a small pool cabana. Coveted Riverside location. Close to schools, train, tennis, & park. Customize this treasure. Calling ALL builders & investors. Owner believes the property can be subdivided.

This remarkable 1986 custom-built colonial home boasts 5000 square feet of living space on two floors and offers an ideal setting for gracious living and entertaining. Nestled on a quiet lane in the highly desirable North Mianus school district, this residence offers a peaceful and family-friendly environment. The thoughtfully well-designed layout, provides an open and airy atmosphere with great scale and flow. The property includes a beautiful pool with an exceptionally private setting and a remarkable eight-car garage, ensuring ample space for vehicles, hobbies, or additional storage needs complete with a workshop. This space is a dream come true for any car enthusiast, providing ample room for storage, maintenance, and indulging in your automotive hobbies. Please click the more tab. Additionally, the second floor features a large bonus room that can easily be transformed into two bedrooms with a bath. This flexibility allows for customization to suit your specific needs, whether it be accommodating a growing family or creating a dedicated space for guests. Don't miss the opportunity to own this exceptional home in the coveted North Mianus school district. With its custom design, generous living space, beautiful pool, and car enthusiast's dream garage, this property offers a truly unique and desirable lifestyle. Schedule a showing today and experience the endless possibilities this home has to offer. There is an adjacent, additional .33 acre lot available at $935,000, please see LB.

Beautiful stone and shingle style 2005/6 built home on a little over one acre, on Stanwich Road on the corner of Jeffrey Road. 5 bedrooms/6.2 baths, extra height ceilings. Chef's dream kitchen adjacent to generous sized family room with extra height tray ceiling. Stone terrace across the back of the house with multiple seating areas. Stone steps lead to the pool and lounging area with pergola. Wolf, Sub-Zero and (2)Miele appliances. Luxurious primary suite with white marble bath and generous sized walk in closet. 4 other ensuite bedrooms on the second floor.Other room on the first floor is a screened in stone porch with a fireplace. Tax card says 6,021 sq ft without the lower level. Appraiser measured the lower level, 960 sq ft, total sq ft 6,981.

Desirable Windrose Way Estate-Mead Point, 24 hr guard-gated assoc. w private beach on LI Sound. Exclusively for the 12 Windrose Way Assoc homes is a 160' deep water dock w access to Long Island Sound + shared ownership of 5-acres of waterfront parkland overlooking Chimney Cove. 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 + spectacular sunrise and sunset colors. Heated pool/spa surrounded by expansive bluestone terraces, large stone fireplace, pergola, expansive grass play areas, covered bluestone seating area w ceiling fans/lights. All-weather tennis court w 2 pickle ball courts + stone patio viewing area. The completely usable property plus the mix of formal and open plan interior makes this the perfect home for living comfortably/entertaining. Renovate or build new. Prime property and location. 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 space w door to deck overlooking tennis court; additional office 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.

SOUNDVIEW: A coastal paradise where you wake to dazzling sunrises and live your best life every day. Enjoy resort living year-round in this idyllic respite seconds from a private beach and private deep-water dock. This classic Colonial enjoys shimmering water views of the Long Island Sound in the private, guard-gated Mead Point Association offering exclusive rights to the Windrose Way deep-water dock and the picturesque Windrose Park, plus a private beach all secured by a staffed gatehouse. Architect Rick Moisan designed this custom-built six-bedroom residence as an entertaining mecca over three levels of renovated, light-filled interiors with captivating water views overlooking two acres of verdant lawn, classic gardens, a sparkling pool with year-round spa and pool house. This unprecedented package is a once in a life time opportunity. First Floor: Stunning two-story front to back reception hall hosts the main staircase and formal powder room. Transporting water views highlight all of the main rooms many of which open through French doors to the magnificent porch and expansive terrace spanning the rear of the house. Elegant living room with fireplace lends itself to formal gatherings and family get-togethers. A handsome paneled library appointed with built-ins opens to the porch. Served by a butler's pantry, the formal dining room with adjacent wet bar is perfectly suited for hosting summer soirees. A sunny breakfast bay flows off the open-plan chef's kitchen equipped with a marble topped island and top of the line stainless steel appliances. A stone fireplace anchors the open-plan family room off the kitchen. Perfect for indoor/outdoor entertaining, a French door opens from the family room to the terrace. A mudroom with built-ins and a full bathroom leads to the porte- cochere three-car garage Second Floor: The exquisite primary suite features a bedroom and spacious sitting room both enjoying coastal views and breezes. Two marble bathrooms also enjoy water views and there is storage aplenty in the two custom dressing rooms. There are four additional bedrooms and bathrooms on this level, as well as a laundry room. Third Floor: The Sky Lounge is fashioned for family fun and entertaining. It is a media room, a lounge and a bar all in one! Last, but not least, is the bunk room outfitted for the comfort of four guests and new full bathroom. Location: Mead Point is one of the pre-eminent private associations in Greenwich, located on the Gold Coast of Connecticut. Mead Point is steps to Bruce Park and to 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.

Harkaway: A captivating retreat in the heart of Greenwich with a storied pedigree, this distinguished Georgian Colonial was home to the late Mary Tyler Moore. Following a meandering stream to Oakley Pond, the long, gated drive leads to the quietly secluded stone house on 7.37 acres of private, sweeping grounds landscaped by Janice Parker and buffered by 5 acres of conservation. Exquisitely expanded and renovated, the 13,825 sq ft floor plan designed by architect Stephen Wang features 2,000+ sq ft primary suite with dual baths, dressing rooms and generous closets. Separate 1-bdrm apartment with kitchen and bath above 3-bay garage. Exceptional amenities include 23' x 23' glass conservatory, gym with spa facilities: jacuzzi, steam shower & sauna, elevator, 65-ft pool with outdoor fireplace.

Stylish and chic six-bedroom Colonial set on a coveted Greenwich mid-country cul-de-sac. Three light filled levels overlook private, professionally landscaped lawn with new heated pool. Classic center hall floor plan with spacious rooms, bespoke millwork and high ceilings. Double height foyer seamlessly leads to a formal living room with fireplace and elegant dining room with butler's pantry. Carrera marble eat-in kitchen opens to large family room with fireplace and the expansive deck with outdoor kitchen. Secluded office with Palladian style windows and fireplace and cozy library with custom bookshelves. Second level primary suite with sitting room, dressing room, and luxury bathroom. Four additional ensuite bedrooms on this level. Walk out garden level with home theater, family room, home gym and sixth bedroom leading to the outdoor oasis. Stylish and chic six-bedroom Colonial set on a coveted Greenwich mid-country cul-de-sac. Three light filled levels overlook private, professionally landscaped lawn with new heated pool. Classic center hall floor plan with spacious rooms, bespoke millwork and high ceilings. Double height foyer seamlessly leads to a formal living room with fireplace and elegant dining room with butler's pantry. Carrera marble eat-in kitchen opens to large family room with fireplace and the expansive deck with outdoor kitchen. Secluded office with Palladian style windows and fireplace and cozy library with custom bookshelves. Second level primary suite with sitting room, dressing room, and luxury bathroom. Four additional ensuite bedrooms on this level. Walk out garden level with home theater, family room, home gym and sixth bedroom leading to the outdoor oasis.

Reminiscent of the Adirondack Great Camps – luxurious summer lake houses built for prominent Gilded Age families – this exquisite Conyers Farm estate enjoys breathtaking vistas from a dramatic setting overlooking the picturesque, 140-acre Converse Lake. Classically elegant Shingle-style architecture by Shope Reno Wharton sets the stage for newly renovated interiors by noted designer Sara Story. Abundant natural light streams in from the solarium, banks of west-facing windows and a spectacular conservatory. French doors from most of the formal rooms open to a spacious, lakefront patio. Clad in contemporary designer finishes, the house offers six bedrooms, seven baths, seven fireplaces, and luxurious amenities including an all-floor elevator and magnificent indoor pool. Bright and airy formal rooms include a living room, dining room, library, and music room. The extensive primary suite upstairs includes a bedroom with fireplace and beautiful water views, a marble bathroom and two walk-in closets. A showstopping, walk-out lower level features a coffered-ceiling billiards room, mirrored gym, sauna, full bath, indoor/outdoor party room with full bar and a wine cellar. The attached four-car garage has an electric car charger and a staff bedroom and bath above the garage. The sweeping 21+ acre grounds include a tennis court and stylishly renovated two-bedroom guest house with two baths, a full kitchen, dining room and attached garage. A lakeside firepit leads to floating dock for non-motorized boating and fishing. Private without feeling remote, this gated property surrounded by woodlands receives regular security checks from the 24-hour Conyers Farm guards.

DEER PARK ASSOCIATION: Classic English manor tastefully renovated and expanded for today's lifestyle. Highlights include original leaded windows, bespoke mantels and doors, plus antique hardwood flooring. Enter a foyer which opens to both beautifully scaled and light filled rooms. Spacious step-down living room with fireplace and carved oak mantel, formal dining room with handsome corner cabinets, cozy library with fireplace and a “bar room” ideal for both indoor and outdoor entertaining. Gourmet kitchen with large marble topped center island, butler's pantry and breakfast area all adjacent to new the family room/great room. The spectacular great room with coffered ceiling is perfect place and size for gatherings both formal and informal. French doors open to a terrace with an outdoor fireplace. A mudroom with custom built-ins and closets, two powder rooms and a full pool bathroom/changing room complete this level. Upstairs, a sophisticated primary suite with a vaulted ceiling, two bathrooms, multiple closets and a balcony overlooking the picturesque backyard and pool. Six additional bedrooms and five full bathrooms are spread-out on the second and third floors. A large playroom, a home office with custom shelves and laundry are also on the second level. The property includes 1.71 acres of professional landscaping, expansive verdant lawn, a private pool. Deer Park is a peaceful and private neighborhood coveted for its perfect setting for strolling, biking and easy access to Greenwich Avenue.

Compo Beach Bluewater New Construction with amazing water views from every room! Contemporary styled design with open floor plan, 5 ensuite bedrooms, wonderful light, 2 car garage, elevator and 3rd level office w/deck overlooking the marina and Long Island Sound. Embrace the outdoors in the private pool and covered loggia area, launch a kayak or paddle board from your own Gray's Creek dock or take a short stroll to Compo Beach from this 4820+sqft Owenoke Park masterpiece. Please Note Assessment and RE taxes TBD upon completion and certificate of occupancy.

THE COLUMNS: An Architectural masterpiece combining the best of old and new in central Greenwich. The original Greek Revival mansion dates back to 1905. Noted architect Allan Greenberg designed a glass and steel addition, interior designer Victoria Hagan added her talented touch and Stephen Stimson did the landscaping plan. This exalted team landed the project in Architectural Digest. On 3.70 parklike acres, this in town compound has it all. The main house features four stories of light filled rooms with high ceilings, walls of glass, nine bedrooms replete with its own squash court and basketball court on over 15,000 square feet. Spacious two story, two bedroom guest house. Tennis court, pool and spa. Elevator, generator, SMART house features. Option for most furnishings to be included.

Mid-Country Greenwich at its BEST. This classic colonial is private, quiet and central to town/schools/train. The heart of this elegant home is the custom chef's kitchen - designed for home cooks who like to entertain - and open to the family room where the ceilings soar to 18 feet. South-facing french doors/windows span the entire back of the home - including the formal living room, dining room and sun room - opening up to an expansive terrace. Perfect for outdoor dining and parties overlooking the pool and the private backyard with indoor/outdoor bath. Two-car attached garage plus a fully-equipped three-car carriage house/apartment just off the family room and next to the pool. 6/7 bedrooms and 2 home offices.

Meadowcroft Lane, a premier residential street in the heart of the Greenwich estate area, is the site of a masterful residence on 2.2 level, parklike acres with a new pool and spa. The home has just undergone a complete interior and exterior renovation, elevating it to the highest standards with sophisticated and chic finishes throughout three levels of light filled living space. Enter an elegant foyer with inlaid marble flooring setting the stage for both beautifully scaled formal and informal rooms. A stylish formal living room with fireplace, an elegant dining room and wood paneled library/office all have views of the verdant lawn. The kitchen is a chef's dream, with custom cabinetry, top of the line stainless steel appliances, a large center island and a casual dining area. The family room, with three exposures and multiple sets of French doors, enjoys direct access to the covered porch, expansive terrace and pool with spa. Mudroom, three car garage, two powder rooms complete this level. The second floor Primary Suite is a luxurious retreat featuring a spacious bedroom with a fireplace, a private sitting room, two custom dressing rooms, a private sun deck and a show-stopping bathroom. Five additional bedroom suites, a custom home work room and a laundry room are also on this level. The walk out lower level is an entertainer’s delight! It features a large media room with custom bar and glass fronted wine cellar. An additional family room and playroom have direct access to the private backyard. Exercising onsite is easy in the substantial gym, the “half court” basketball court and the massage room/spa bathroom for post workout relaxation. A seventh bedroom and full bathroom are also located on this level. This is an unprecedented opportunity to purchase a “like new” home ready for immediate occupancy on a coveted cul-de-sac convenient to both public and private schools as well as the amenities of Downtown Greenwich.

Andrews Farm Association: This distinguished country estate overlooks four, park-like level acres with a stunning pool and parterre garden in an exclusive guard-gated community in Greenwich, Connecticut. On the market for the first time in 26 years, this six-bedroom, eight-bath Georgian manor with three fireplaces offers a spacious 8,146 square foot layout with a spectacular first-floor primary suite. Classic architecture and a traditional center hall floor plan offer a splendid backdrop for both formal and casual entertaining. First Floor: Introduced by the welcoming foyer, the elegant living room is anchored by an elegant wood-burning fireplace. A magnificent entertaining space, the living room opens to the formal dining room - each with French doors to the expansive rear terrace with outdoor dining area and a barbecue. The sunny kitchen with an island and high-end appliances adjoins the dining room, breakfast room and family room with fireplace. French doors from the breakfast room also open to the terrace. Overlooking the courtyard, a paneled fireplace presides over the handsome library, richly clad in wainscoting and built-in bookshelves. In its own wing, the private and luxuriously scaled primary suite offers two bathrooms, two dressing rooms with built-in closets and an airy, light filled spacious bedroom. French doors in the bedroom and one of the bathrooms open to the terrace looking out over the verdant lawn. A mudroom with powder room leads to the four-car garage, as well as a staff office with full bathroom. There is a formal powder room off the foyer. Second Floor: There are four en-suite bedrooms, one is a suitable option for an upstairs primary suite. Lower Level: An abundance of space on this finished level includes a climate-controlled wine cellar, play space, gym, second family room, model train room and the sixth bedroom and a full bathroom. Property: Screened by mature trees for unmatched privacy and sylvan seclusion, the west-facing terrace overlooks the magnificent level and parklike backyard. There is a pool with spa and exquisite formal gardens. Location: On a private cul-de-sac with only eleven houses, the guard-gated Andrews Farm Association offers 24-hour security and exclusivity in a splendid pastoral setting. Enjoy a country club lifestyle with close proximity to the amenities of Greenwich Avenue. Greenwich is acclaimed for its diverse outdoor activities, both on the Long Island Sound shoreline as well as its backcountry nature preserves, which offer access to walking and horseback riding trails.

With standout design characteristics by the noted and celebrated architect, W. Stanwood Phillips, this 1928 English Manor is a timeless vision of suburban luxury. Surrounded by perennial gardens and mature, specimen trees, this home sits atop a park-like, oversized lot of 1.97 acres in a convenient-to-town, private location. Classic stone walls flank the property and drive on approach. The facade is rich with stone, timbering, stucco, leaded glass windows and a steep slate roof. The interior has thoughtfully renovated spaces, coupled with intricate original detailing. There is an impressive double height, beamed great room with a grand fireplace, a generous formal dining room and a warmly paneled library with a fireplace. The kitchen and breakfast room are beautifully outfitted. The primary suite has been elegantly updated with a luxurious bathroom and multiple closets. Six additional bedrooms and three full bathrooms offer sought-after flexibility. On the lower level, there is a beamed family room with a fireplace. A screened porch off the library and living room leads to a multi-leveled stone terrace and magical pool setting, creating a spectacular entertainment space. Additionally this property is outfitted with all public utilities, a three car garage, and a generator. This incredibly well-built home is imbued with a warmth and rich historical patina that cannot be duplicated.

In the heart of the Belle Haven Association this stunning Federal Colonial Revival is situated on a secluded lane with western water views over Byram Harbor. The estate underwent a multi-million dollar rebuild in 2020. The resort-like property with a pool and tennis court includes a spectacular wrap around porch overlooking expansive lawns and landscaping designed by Janice Parker Assoc. Large scale family entertaining rooms with exceptional light and scale (10' ceilings). A short distance to the Belle Haven Club with access to a deep water pier and moorings. Available for the first time in 50 years, this is a rare opportunity to secure the perfect family retreat in this premier in-town private waterfront community.