luxury houses with pool for sale Connecticut, United States (page 2)

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.

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.

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.

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.

One of Greenwich's most extraordinary landscapes sprawls over 31.6± acres with southeasterly vistas over rolling wooded countryside to Long Island Sound. Splendid arboretum-like setting at a dramatic elevation, with virtually no other buildings in view, bordering 135-acre Audubon sanctuary. Currently subdivided into 4 lots, with potential for up to 5 building sites. One lot with existing 5-bedroom house. Rare opportunity to create custom compound or multiple estates.

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.

Cinematic equestrian estate and family compound on 16+ acres with three residential structures providing a total of 11 bedrooms and 13 bathrooms in backcountry Greenwich, Connecticut. Enter through custom 20 foot tall wrought iron gates that meander down the drive to the handsome shingle-style main residence perfectly nestled on the private park-like property. Completely renovated in 2023, the main residence features an adjoining one bedroom guest house/pool cabana alongside the infinity edge pool, an aviary, multiple paddocks, vineyards, vegetable gardens and fruit orchards. Designed by award-winning architect Rich Granoff and built by Drake Builders LLC for lavish entertaining, the heart of the main residence is a magnificent French eat-in kitchen with a wall of custom designed copper La Cornue stoves, cathedral ceilings, a spectacular wood inlay floor artistically crafted by John Yarema, a gas-fired fireplace and large folding glass wall that bring the outside in. Formal dining room, elegant living room, large entertainment room with an extraordinary bar with game room and a spectacular great room, all with unique fireplaces make this home perfect for hosting any event. Almost every room in the house, including the spacious library with fireplace open through French doors to a wraparound deck with breathtaking Western and Southern vistas. The front hall leading to the second floor overlooks a dramatic wax-based fiber-finished photograph of upcoming dressage horse Derek, a stunning bay, photographed and installed by National Geographic photographer Ali Darvish. Behind the wall is the unparalleled primary bedroom suite with cathedral ceilings, its polished White Zebrino marble fireplace, Super Crystal Verde marble shower wall and a backlit white quartz vanity wall. Three ample en suite bedrooms complete the second floor. The third floor is comprised of a very generous suite with sitting room, bedroom and bath with a backlit pink onyx shower wall. There is a large, walk-out unfinished lower level with stone fireplace that can be finished to taste. The French Country guest house is ideal as guest, staff or grooms quarters and offers five bedrooms and five bathrooms. It includes a dramatic eat-in country kitchen and large family room, which opens out to an expansive stone veranda with an outdoor fireplace overlooking the orchards. The lower level has been outfitted with a tack room and an après riding lounge with fireplace and kitchenette. The picturesque French Country style stables accommodate twelve horses and includes a manure management system. The property features a laser-leveled dressage arena with FootingFirst’s signature dust-free blend, TravelRight footing installed and maintained by Lawton Adams. There is also a viewing area overlooking the ring in addition to multiple paddocks with run-in sheds. The property benefits from access to the Greenwich Riding Trails located nearby. The vineyards produce merlot and cabernet wine grapes. The orchard features apple, pear, peach and cherry trees. The gardens are dedicated to growing many different vegetables. The present owner has a peacock enclosure with waterfall, but it can be used for any type of fowl or small animal. This extraordinary masterpiece available for the first time and presents unprecedented opportunity to acquire a hard to find compound with both a first-class equestrian facility and multiple dwellings.

Experience timeless elegance at the Sergio Franchi Estate in Stonington. Enter the 200-acre compound of world-renowned tenor, Sergio Franchi, and immediately feel its warmth, charm, and elegance. As you walk through the property, graced with mature trees, 4 guest cottages, a silo, and a studio, you can almost hear the sounds of music rising over the rolling fields and open pastures surrounded by hand-stacked stone walls. The beautifully maintained custom-built home is one of 5 on the property. The main house is a 6,300 square-foot, slate-roofed Colonial with seven bedrooms and stunning spaces including a formal dining room with stained glass windows and hand painted wallpaper by Zuber. The expansive country kitchen has a walk-in China closet perfect for all those pieces ready for special occasions. The main parlor and bar is a cozy space perfect for sitting by the fire or entertaining. A large sunroom with an interior pool leads out to an expansive patio perfect for al fresco entertaining. Each of the 7 bedrooms has a private bath. The property has been the site of weddings and music events and has a private chapel. This Home has so many possibilities! Family Compound, Subdivision, Event Venue, Vineyard and Retreat Home. Come experience the elegance and charm of this lovely Stonington property. Conveniently located between NYC and Boston.

'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of the Whitney Museum) and completely restored with additions constructed over the years to create a majestic family compound. The grounds which take your breath away, were designed by landscape architect, Jacqueline Osty, known for beautifying many of the great parks and boulevards in Paris.

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.

Be transported to Europe, without leaving the country! Experience breathtaking water views from this extraordinary estate nestled on 2.29 acres in South Wilton. Embracing European elegance, this coveted Nod Hill residence exudes luxury & meticulous craftsmanship from its slate roof down to its pool-side solarium. With soaring ceilings, limestone fireplaces, custom millwork & the finest materials imported from France & Italy, every detail reflects unparalleled quality that would be hard to duplicate today. Spanning 4 finished floors, this home offers space for all to enjoy–from quiet, cozy gatherings to grand parties. Entertain with ease! The light filled interior seamlessly blends modern comfort w/timeless elegance. The chef’s kitchen features top of the line appliances, pantry, fireplace, dining area & French doors opening to the terrace. The 2-story family room/library w/stunning fireplace offers a cozy space to enjoy quiet time w/a book or media. The primary suite provides a private oasis w/sitting room, luxe ensuite bath & fireplace. The piece de resistance is the stunning property…terraces overlooking Streets Pond, patios by the infinity edge pool, atrium, manicured gardens w/fruit trees & sweeping lawn. The pool “house” w/kitchenette, full bath & space to lounge, is perfect for hosting summer gatherings. With the allure of water views & gracious sophistication, this home offers a sublime lifestyle. Don’t miss the opportunity to own this exceptional piece of paradise.

Elegant Round Hill Road Colonial with gated courtyard entrée to a private oasis. This superb Stone and Single home exudes warmth and luxury with generous living spaces that flow outdoors to a grand entertaining terrace, expansive yard with pool and sweeping lawns. The gourmet kitchen offers a sunlit breakfast room, oversized island and service pantry. The spacious primary suite boasts Cathedral ceiling, sitting room, fireplace, private balcony, double walk-in closets and lux bath with steam shower. Four ensuite bedrooms complete the upper level. Walk-out lower level provides a new movie theater offering state-of-the-art technology, wine cellar, gym, rec room, fireplace and a full bath. A mezzanine level accesses guests or au-pair bedroom and bath. Timeless elegance and grandeur await,

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.

Stunning one of a kind property built to amaze and capture the imagination of the individual who relishes outstanding craftsmanship and superior design. This majestic Castle features a moat, towers rising 126 feet into the sky, 18,777 square feet of delight with nine bedrooms, 7 full baths, 3 half baths, 12 fireplaces, breathtaking entry hall and public spaces that are indeed fit for a King. Bespoke massive kitchen to delight the Queen with the latest kitchen appliances and large stone fireplace overlooking Potter Pond. The wood inlaid floors, doors and woodwork are built with over 25 species of hardwoods imported from around the world. Period architectural doors and stain glass are found throughout the Castle. The walkout lower level consists of approximately an additional 4.500 sq ft of finished space including a common area with fireplace and circular bar. There is a raised stage and auditorium. In-law/maids apartment. Radiant heat keeps the outdoor decks and patios free of snow. Nestled on 375 acres in bucolic Woodstock, CT overlooking 30 acre pond, the Woodstock Castle offers the opportunity of a lifetime to own a dream come true. Additional features: hydro-air heat with radiant heat in the floors, Central Air, Pool, Dock, Back up Generator, State of the Art technology, 800 AMP service, Gated Entry.

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.