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

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 gated waterfront community.

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.

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.

CREAMER HILL FARM: Perched on a hillside overlooking 81+ undulating acres of seemingly remote woodlands, this substantial landed estate includes an extraordinary 14,200+ square foot main house with panoramic pond and treetop views, a three-bedroom guest cottage, a baseball field, tennis court, indoor and outdoor pools, a hot tub and a workshop/barn. Secluded at the end of two gated driveways with an exceptional sense of privacy, the estate also belongs to two private, gated associations: Partridge Hollow Association and Sterling Farm Association. Comprised of ten parcels, Creamer Hill Farm is one of the largest private land holdings in Greenwich. There are nine already subdivided, buildable lots for potential development. MAIN HOUSE: Tastefully expanded and remodeled by architects Blas and Elizabeth Bruno, the timber-clad home marries Arts and Crafts/Shingle-style exteriors with Japanese-influenced interiors. Port Orford cedar walls and oversized picture windows framing arboreal vistas bring warmth and light to grandly-scaled living spaces which include six bedrooms and eight full bathrooms. First Floor: One of the most theatrical entryways in Greenwich, the front door opens to a Japanese garden in a double-height foyer clad in cedar shingles with a vaulted glass ceiling. Framed by living palms, stone pavers create a path through a rock garden with a pond. Shoji screen-style frosted glass doors slide open to reveal the front hall with powder room and the open-plan main rooms. Anchored by a double-height stone fireplace, the dramatic living room opens to the dining room; both with double-height vaulted ceilings and floor to ceiling window walls overlooking the peaceful side yard with a terrace, pond and pool. The dining room adjoins the inviting breakfast room and cedar kitchen with high-end appliances, a marble island and beamed ceiling. French doors open to a deck for indoor/outdoor dining. Centered on a double-height stone fireplace, the sizeable family room offers multiple seating areas, a grand piano and large-scale sculptures under a soaring ceiling. A window wall looks out over a Zen garden backdropped by acres of trees. Equally impressive views are on display in the primary suite’s light-filled bathroom with picture windows overlooking the bucolic grounds. The vaulted-ceilinged bedroom with stone fireplace and dual wardrobe rooms opens to a luxurious bathroom with a sauna, steam shower, windowed shower and two soaking tubs – a nod to Japanese bathing culture. The sauna has a door to the exterior, allowing for a quick dip in the outside hot tub or pool. There are two more en-suite bedrooms on this floor as well as a two-car attached garage. Second Floor: This floor has an office, two ensuite bedrooms and an open sitting room. A skylit gallery walkway looking into the family room below leads to a one-bedroom apartment in its own wing. Lower Level: Recreation spaces abound on this finished, walk-out level with a stunning, 37-foot indoor lap pool, glassed-in gym, game room, and billiards room. Overlooking the Zen garden, the billiards room has a stone fireplace, a full bar and climate-controlled wine cellar. An office leads to a second family room with double-height stone fireplace and walls of windows looking out to verdant landscape views. There is also a pool bath, laundry room, a one-bedroom staff apartment and a second, attached two-car garage. The garage has its own thousand-gallon gas pump right outside. Guest Cottage: Bright and modern, the separate three-bedroom cottage has an open kitchen/family room, a first-floor en-suite bedroom, a powder room, laundry, and an office. The second floor has two bedrooms with a hall bath. In a sylvan paradise with ponds, streams, and woodlands, this is a rare opportunity to live in a staggeringly beautiful setting.

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.

This sophisticated, sun-drenched Shore Colonial, designed by Granoff architects was custom built in 2013 with no expense spared. A soaring two-story entry foyer connects the bright and spacious living areas which offer 10' ceilings and a large professionally equipped kitchen open to family room. Highlights include a huge rooftop deck with 360-degree views of the LI Sound, an inviting 3-season room, and a spacious primary suite with sitting room, fireplace, balcony, and a luxe bath. An office and four additional ensuite bedrooms are on the upper level, each with a balcony. There is potential for a 6th bedroom on the main level. The third floor provides a gym with full bath and storage. This fabulous opportunity is within close distance of Tod's Point beach and minutes to Old Greenwich.

Custom built stone and brick manor with old-world charm and character. Located on a mid-country Greenwich cul-de-sac, this immaculately maintained home provides endless opportunities to retreat and entertain. Luxury amenities abound. The first floor includes elegant formal rooms, chef's kitchen, family room with coffered ceiling, private office and an outdoor summer kitchen. The second floor includes all ensuite bedrooms plus a bonus room. The fully finished walk-out lower level offers a game room with fireplace, full-service bar, wine cellar, world-class movie theater and sauna. The wood paneled elevator accesses all three floors. Four car garage. Outdoor pool with pergola and rear covered patio overlook lush gardens and sweeping lawns providing the privacy for this gated country estate.

Welcome to 4 Deer Path Road, where easy living meets classic Connecticut charm. This delightful rambler is a treasure, offering 5 BR's & 3/1 BTH's spread out over 4106 sqft. The living spaces flow seamlessly, creating an ideal setting for both relaxation & entertainment. The vibe is all about modern comfort mixed with old-school cool. The open floor plan & abundant natural light create a welcoming atmosphere for all. The kitchen is truly the hub of this home, w/a pull up your stool island & top-notch appliances that make cooking a joy. The luxe, recently renovated primary bath is your very own spa. No appointment needed! The family room, den and living room, each with its own fireplace, offer choices for TV, games, cocktails & cozy gatherings. Step outside to discover a private oasis. The stunning property sits on 2.04 acres & features an in-ground pool, inviting you to indulge in leisurely swims or lazy lounging on sunny afternoons. The expansive outdoor patio w/awning, stone fireplace & built-in gas grill offers endless possibilities for al fresco dining, entertaining, or simply unwinding in the tranquility of nature. The expansive yard is perfect for games & play. This is your private resort & the perfect escape from the daily grind. Nestled on a quiet street, in a prime lower Weston locale, this home offers the best of both worlds - a peaceful retreat w/easy access to town amenities & schools. This is pure Connecticut magic, prepare to be enchanted and fall in love.

'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.

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.

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.