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

''OWL'S NEST'' Magical mini estate with privacy, lush verdant landscaping, sparkling pool & pool house, plus charming garage apartment/cottage. Country home compound with blooming flowers and offering the best lifestyle of memories. This stunning & special home welcomes enjoyment, endless entertainment, with an oasis of a screen porch for lemonade sipping! Bursting with charm of a period home with a peaceful setting. Recent updates enhance its allure. Sophistication nestled sanctuary of style & comfort. Paradise awaits this rare one-of-a-kind. This is a forever home!

Set back and private, this meticulously crafted, custom-built home is impeccably well maintained with beautiful hardwood floors, exquisite custom woodwork and 9 ft ceilings that add a touch of style to every room. Inside, you will find stunning craftsmanship and a beautiful design throughout the home. The main living area provides a great open floor plan with vaulted ceilings, stone fireplace, high end kitchen complete with stainless steel appliances, gas Viking stove, extra deep granite countertops, custom cabinetry, and a family room with expansive views of the beautiful backyard. A huge recreation room, laundry room, 1/2 bath, and a mudroom round out the main living spaces. Down the hall you will find a fabulous master suite featuring an oversized bedroom with a full walk-in closet and a beautiful ensuite bath. Upstairs are three large bedrooms, a beautifully appointed Jack and Jill bathroom, an additional hall bath, a versatile office/5th bedroom. Outside, discover a spectacular custom patio with a large stone fire pit, perfect for all your entertaining needs. A 20x40 ft built-in pool, two pool houses and plenty of yard space for whatever games or gardens your heart desires. This is a one of a kind private oasis just waiting for endless outdoor enjoyment! Located minutes to ample shopping, restaurants, Route 7 and I-84. A 5 minute walk to the Old Bridge Sanctuary, a 25 acre park with hiking trails and kayaking. 75 minutes to NYC.

Ideally located on a premier private lane in the Greenwich estate area, this historic stone Georgian has undergone a major renovation and restoration highlighting its elegant old world details while creating a dynamic floor plan over four levels for today's lifestyle. Sun-filled, open and airy, the residence features a spectacular front to back entry hall leading to entertaining rooms with high ceilings and antique fireplaces including a formal dining room, gracious living room and a paneled library. A new gourmet kitchen and butler's pantry adjoin the family room with fireplace and casual dining area. There are seven bedrooms over the second and third floors, including a spectacular master suite with two bathrooms, two dressing rooms and a sitting room/office. Noteworthy for its oversized 4.85 acre, parklike property, this estate includes a pool and tennis court. This is an extraordinary opportunity is just minutes to Greenwich Avenue.

Down the meandering driveway off prestigious Round Hill Road awaits your own private oasis in the heart of horse-country. This incredible 4+ acre estate boasts a 6-bedroom brick and clapboard Georgian Colonial featuring classic architectural details w/pool and modern amenities. A 4-horse stable w/separate office/gym round off this compound. Perfect for relaxing or entertaining friends and family, the land is spectacular. Adjacent to conservation, this unparalleled property offers unsurpassed privacy and tranquil views. Imagine yourself watching nature in its full wonder over the expansive fields while your horses graze peacefully as you sit by the pool and sip a cool iced tea. Additional land available. It doesn't get better than this.

Discover your dream country escape with this enchanting 14 acre property comprised of 3 separate lots on prestigious Round Hill Road offering unparalleled tranquility & charm. The main house, a Georgian classic Greenwich estate containing 6 bedrooms & 6.5 baths exudes timeless appeal, spacious interiors, modern kitchen & breathtaking views. A 3 bedroom cottage, separate office/gym & stables round off this compound. The meandering driveway through lush landscapes & quaint pond enhance the sense of unsurpassed privacy & splendorous views of nature adjacent to conservation land. This unique estate is a rare find, combining the best of country living with convenient access to nearby amenities. This property boasts a 4-horse stable & lush acreage for paddocks.

The Desirable Khakum Wood Association offers a magnificent lakefront property comprising two lots, representing one of the most significant estates in the Round Hill area. This legendary Grande Dame Landmark, situated at a high elevation, features a floating staircase and a panoramic vista of the lake. The noble-sized public rooms and the spectacular pool house add to the property's grandeur. Featured in The Modern Estate, this Georgian Revival home was designed in 1940 by the famous master architect Mott Schmidt, known for his stately homes for the Rockefellers, Astors, Vanderbilts, Gracie Mansion, and other prominent owners. In recent years, the property has been completely renovated by Allan Greenberg and Barry Bronfman, adding a modern touch to its rich historical essence. The lower level of the home includes a finished walk-out area, offering an additional 2,000 square feet not included in the official square footage. The second floor hosts a wellness room, office, and exercise area. The property provides seasonal activities such as canoeing in the summer and ice skating in the winter. Recent renovations also include updates to the primary suite and kitchen.

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.

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.

Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstructed on over four acres of beautifully landscaped grounds showcasing exquisite gardens, stunning masonry, and exceptional amenities. Located on a picturesque private lane, this home preserves the architectural essence of a classic English manor, featuring historic wooden beams sourced and carefully dismantled in England. With over 10,000 sq. ft. of living space, it offers gracious formal rooms, remarkable details, and a true chef's kitchen. For car enthusiasts, the property features 8 garage bays. The outdoor recreational area invites relaxation with a luxurious infinity pool, outdoor kitchen, a generous pool house/guest suite, a lighted Har-Tru tennis court, and a beautifully designed putting green.

Located in the gated community of Conyers Farm, a private, lakefront country estate, ideally perched on over 10 acres. This extraordinarily chic shingle and stone residence was originally built in 2002 with enhancements and an expansion in 2017. Included in the extensive interior and exterior improvements, is a 6,500+ sf addition offering a remarkable, one of one, full size regulation tennis arena which doubles as a party barn and NBA size basketball court, an oversized pool with hot tub, outdoor kitchen, outdoor fireplaces, a golf simulator and a golf green. At every turn, painstaking attention to detail abounds with lofty beamed ceilings and a stone fireplace in the family room, a large formal dining room, private office, renovated main house kitchen with a service pantry and wine cellar complete the first level. A luxurious and calming owner's suite with walk in dressing room, four additional ensuite bedrooms plus a separate 1-bedroomcottage provide ample living quarters. The third floor adds an indoor sport court, bar area, gym, bunk room and bath. 9 Cowdray Park also features a dock on the idyllic 100+ acre Converse Lake and access to the polo fields. Tennis, golf, basketball and boating - recreation at your fingertips.

Widely considered the best views in all of Old Greenwich. Perched on a peninsula with 300-degree water views clear across the Long Island Sound, yet uniquely private, ''THE POINT'' is aptly named. Sunshine and sea breezes flow through this fabulous 2015 full custom gut renovation, designed by globally recognized visionary Marcia Tucker. Utilizing the finest materials, some project features include hurricane windows and doors, metal roof, heated Carlyle wide plank walnut floors, new kitchens, baths, smart-home lighting and HVAC. The outside features a true resort environment, w/ substantial parking, expansive lawns, a saltwater pool and jacuzzi, outdoor kitchen, gas firepit, private dock w/ water at low tide, and a permitted, lighted paddle/pickleball court. Close to beach, village & train

If you love spending time outdoors, this is a must-see property! Enjoy your own private retreat in a convenient, quiet mid-country location, at the end of a cul-de-sac and adjacent to conservation land. Ideal setting for leisure and entertaining. Multiple decks + terrace w/ fire pit, overlook the heated pool, lovely gardens, sauna, vegetable garden + private yard. Open floor plan offers easy flow + access to outdoor spaces from all public rooms. Large, light-filled renovated kitchen with an oversized granite island and adjacent dining area. Spacious family room with fireplace. Generous bonus room provides space for office, media/game room, and more. On the first floor, the Primary bedroom includes an en-suite bath and fabulous, custom walk-in closet. Another bedroom is being used a gym. Separate laundry room. Access to the oversized 2-car garage can accommodate a 3rd car. On the second floor, there are two large bedrooms, two baths and a relaxing lounge area. Separate laundry room. Pristine home with many upgrades. Close to town, train, public and private schools.

'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.