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

A Mid-Country luxury retreat combining classic architecture with a modern sensibility, set back on 2.36 impeccably landscaped acres. This exceptional 11,925-square-foot, six-bedroom home offers remarkable privacy and resort-style amenities. Expansive terraces span the rear of the home, overlooking sprawling level lawns and a heated pool and spa, while a separate carriage house for home office or guest quarters. The grand entrance, behind custom gates, has a sweeping driveway beautifully secluded by tall trees with an additional gated side driveway providing convenient access to a peaceful side lane and cul de sac.Inside, soaring 10-plus-foot ceilings, bespoke millwork, and grandly scaled rooms define this sun-filled residence. Designed with an exceptional flow for both everyday living and stately entertaining, the main level features magnificent formal living and dining rooms, a private study, and multiple fireplaces. The heart of the home is the customized gourmet kitchen, beautifully remodeled with brushed Taj Mahal quartzite and luxurious heated floors, which seamlessly opens to the dramatic, two-story breakfast and great rooms.A sweeping stairway leads to the second level, which hosts five impressive bedroom suites. The star of this floor is the luxurious primary featuring a private sitting room with balcony, vaulted tray ceilings, a romantic fireplace and dual walk-in closets. Four additional bedrooms provide luxurious space for family or guests. On the fully finished third floor, discover an incredible bonus level with another bedroom suite, a flexible play/lounge area and a show-stopping custom dressing room outfitted with a large island, shoe hall and additional storage.The finished lower level serves as the ultimate sanctuary for entertainment and wellness. Crafted for unforgettable gatherings and personal rejuvenation, this expansive space features a handsome full bar, a movie/family lounge, and a wood paneled billiards room. Wellness enthusiasts will appreciate the expansive fitness center complete with sauna, while connoisseurs can showcase their collection in the wine cellar and tasting room.Ideal for a car collector, the property has an attached three-car garage at the main residence and two additional bays at the carriage house.No detail has been overlooked, with significant recent improvements including a new DaVinci roof and six-inch copper gutters, 40kW quiet whole-house generator, DoorBird Wi-Fi gate system, Lutron lighting and newly paved driveway.A rare opportunity to own an architectural marvel that is impeccably maintained offering remarkable privacy, extensive amenities and a truly magical setting.

Set on 5 quiet private acres, this exceptional 2027 new construction customizable through July 2026, offers four finished levels of thoughtfully designed living space, blending timeless architecture with modern functionality. With six bedrooms and eight full and two half baths, the home is designed for both everyday living and elevated entertaining, complete with an elevator servicing all floors, outdoor terrace with ghost screens and an oversized pool.The main level unfolds with a gracious double height foyer, formal and informal spaces and indoor outdoor flow. A seamless open floor plan connects the kitchen, breakfast room, and family room with fireplace, creating a warm and inviting central gathering space. Additional highlights include a double height entry, private office, two powder rooms, and a well-designed mudroom leading to a three-car garage with electric charging stations. Upstairs, the primary suite offers a luxurious retreat with separate his-and-her walk-in closets, including a dedicated dressing and wellness room, and a spa-like bath with dual water closets. A private deck extends the suite outdoors. Four additional bedrooms are all en suite, complemented by a spacious laundry room and a flexible homework and play area.The third floor provides additional living space with a large recreation room, private office, full bath, and mechanical storage.On the fully finished lower level living spaces are designed for recreation and relaxation, featuring a spacious rec room, golf simulator, wine cellar, gym, sauna, and a changing room with full bath. An additional bedroom with full bath, second laundry room, and ample storage complete this level.Outdoor living is equally compelling, set against expansive, private grounds that offer private serenity. A large pool is the centerpiece of the backyard, complemented by generous lawn space ideal for recreation, entertaining, or future amenities. Thoughtfully designed terraces create multiple outdoor living areas, including a fully equipped outdoor kitchen and dining space, along with a fireplace and fire pit for year-round enjoyment. The setting provides a seamless extension of the home, with ample room for gatherings both large and intimate.A rare offering combining scale, amenities, and privacy, with a pool and expansive grounds designed for a true lifestyle experience.

Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape Architects. Sun-filled formal and informal spaces feature coffered ceilings, antique oak floors, a dramatic double-height family room, chef's kitchen, and four fireplaces. The home offers six bedrooms, including a luxurious primary suite with spa-like bath, gym, walk-in closet, and private balcony. The finished lower level includes a wine cellar, home theater, recreation room, craft room, and cabana area. Outdoors, enjoy a heated gunite pool, vine-covered pergola, stone fireplace, multiple entertaining terraces, and a private par-three golf hole. A separate guest house with full bath and private driveway provides flexibility for guests, extended family, or a home office, all conveniently located to town, schools, dining, and transportation.

Set on beautifully landscaped grounds with water views, this distinguished Tudor-style estate combines timeless architecture, fine craftsmanship and abundant natural light. Expanded in 2006 and renovated in 2022 with meticulous attention to detail, the home has been impeccably maintained. The outdoor oasis features a pool, pool house with kitchenette and bath, outdoor fireplace, lush lawn and hot tub. Inside, a dramatic double-height billiards room with custom bar opens to an expansive terrace. Six bedrooms feature custom Bliss Nor-Am windows and exquisite millwork. The primary suite offers vaulted ceilings and a spa-style bath with steam shower. Four-car garage and full-house generator. Adjacent parcel is included in this offering, combining both lots for a total of 1.975 acres.

Exquisite center hall Colonial presents classic architectural details paired w a thoroughly modern design on 2 private, peaceful acres with pool, waterfall + spa on Greenwich-Stamford border. Impeccably maintained + recently updated 8562 SF home delivers inviting indoor/outdoor spaces perfect for effortless relaxation + entertaining. Beautifully appointed w high ceilings, French doors, refined millwork + 5 FPs. Chef's eat-in kitchen connects to family room, sunroom, office + elegant formal rooms. Upstairs, stunning primary suite w spa bath + steam shower + sitting room plus 4 comfortable bedrooms served by 2 baths and a laundry room. Game/playroom, gym, sauna + full bath comprise walkout LL. Oversized 3 car garage, mudroom, 2 powder rooms. Improvement list attached to listing. Serene!

Set high on two exceptional acres in the coveted Golden Triangle, this custom-built home offers a great lifestyle just minutes from town and schools. The sun-filled six-bedroom residence features 10-foot ceilings and is designed for effortless indoor-outdoor living. Elegant formal rooms, casual living spaces, a gourmet eat-in kitchen, and family room open to an expansive terrace with an outdoor fireplace and built-in grill. The beautiful pool overlooks magnificent grounds designed for recreation and entertaining. A vaulted second family room, first-floor office, and separate au pair suite provide flexibility, while the third-floor playroom and walk-out lower level with cabana bath, wine room, gym, two laundry rooms, and new roof complete this remarkable Round Hill property.

Wow! This, to-be-built home in Riverside by Little London Collective will be state-of-the-art. The plans call for five bedrooms and five-and-a-half bathrooms over 5,529 square feet. Upstairs find the primary suite in its own wing with a large walk-in closet, luxury bath and a coffee bar to enjoy on the private balcony overlooking the swimming pool. There will be three additional en-suite bedrooms on this floor with another in the lower level where you will also find a gym, additional family room and recreation room. It is not too late to customize to your taste and make this the home of your dreams.

Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside’s prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker’s former compound—a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, ‘Cedar Cliff’—a designation that eventually defined the very road on which it stands today. Elevated high above the flood zone and offering 1,250 +/- feet of direct water frontage, the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and an exceptional setting for grand-scale entertaining. Each of the eight oversized bedrooms is oriented to capture breathtaking water views, while interiors blend the romance of pre-war craftsmanship with modern refinement—soaring ceilings, intricate millwork, antique wood floors, a three-level elevator and a professional recording studio. The East Wing, constructed in the early 2000s, introduces a new dimension of contemporary luxury, anchored by a sophisticated primary suite and complemented by a custom office, wine cellar, and private theater capable of accommodating up to twenty guests. The grounds rival those of a world-class private resort. A substantial stone pier and deep-water dock provide immediate access to open water, while a seaside tennis court with pergola and lighting offers championship-level play. At the water’s edge, a pool and spa are paired with a fully realized cabana featuring a fitness center, kitchenette, full bathroom and changing rooms. Sculpted into the eastern landscape, a series of stone terraces with a bluestone bar directly overlook Greenwich Cove and the vast protected expanse of Greenwich Point Park. Meticulously maintained and thoughtfully enhanced, the estate includes a newly installed Ludowici terra cotta roof, rebuilt sun decks, custom East Wing windows, and a full-property generator—ensuring seamless comfort and continuity. With access to a private beach and watercraft facilities, and located less than an hour from Manhattan and minutes from Westchester County Airport, the property offers a rare convergence of seclusion, scale, and global accessibility. Cedar Cliff is a singular offering for the most discerning buyer—an incomparable experience of refined luxury, inviting residents and their guests to revel in the natural beauty of one of the finest estates on the East Coast of the United States.

Welcome to 21 Park Avenue, Port Chester's sparkling hidden Gem!! Fantastic opportunity to snap up this very special much-loved home filled with timeless character, generous proportions, modern kitchen and bathrooms and more than four decades of cherished memories. A charming wraparound porch—long a favorite gathering place—sets the tone for the home's gracious interior, where soaring ceilings, oversized windows, original millwork and beautiful stained glass create warmth and distinction throughout. The main level offers an inviting foyer with a Dutch door, a formal dining room, and a spacious living room featuring a wood-burning fireplace and built-in bar. A swinging French door leads to the beautifully preserved butler's pantry, complete with tall glass-front cabinetry and abundant storage. The kitchen features gray cabinetry, a six-burner gas range, pantry storage and glass doors opening to a fully fenced deck overlooking the in-ground pool—an ideal setting for summer entertaining. Upstairs, three bedrooms are joined by a light-filled office with bay windows, a full bathroom with a clawfoot tub, and a separate shower room. The third floor offers a private fourth bedroom with a walk-in closet, along with access to a large unfinished attic providing exceptional storage and future possibilities. Additional highlights include modern in-ground pool, hardwood floors, radiator heat, a private driveway, a detached two-car garage and a clean, spacious lower level. House is in excellent shape, owners love their home, but house is being sold "as is". Conveniently located on a quiet one-way street close to schools, shopping and everyday amenities, 21 Park Avenue is ready to welcome its lucky new owners!!

Welcome to this wonderful Talcott Woods home featuring soaring ceilings and walls of windows filling this property with beautiful sunlight. The large Living Room has cathedral ceilings, fireplace and doors leading to the deck perfect for entertainment and family living!The newer sliding glass doors leads to the expansive deck. The dining room also adjoins the deck. The updated chef's kitchen with the stainless appliances, new cabinetry and quartz counters makes this a pleasure to use. The first floor flexible bedroom can be a den, playroom or office. The powder room finishes this area. The second floor has two lovely bedrooms and redone hall bath. The stunning primary bedroom with cathedral ceilings has sliding doors to the upper deck which overlooks the spacious grounds. The primary bath has been updated also. The basement level has a finished rec room and door out. The laundry and storage room adds to this special area. The two car garage has a new oil tank. This easy lifestyle and location adds to the Talcott life with grounds and lawn care, snow removal, pool and close to Pine Ridge Park. A must see!

Welcome Home to 41 Lincoln Ave! A fully expanded and exquisitely renovated residence in the Blind Brook School District. Situated on a lush, beautifully landscaped .54 lot acre lot, the property features a freeform gunite pool and spa creating a private, resort like setting. The home boasts extensive updates and high end finishes throughout its 5 expansive bedrooms with 3 full renovated baths, reflecting quality construction from over 20 years of meticulous expansions and renovations. The heart of the home is an expanded gourmet kitchen-a chef's dream equipped with custom cabinetry , granite counters, GE Monogram appliances, and a charming breakfast nook featuring banquette seating and a custom round table. On the upper level, you will find a serene primary suite with a vaulted ceiling, a window bench, custom walk- in closets and an attached renovated bath. This suite also conveniently connects to a private office or nursery. Three additional bedrooms and a renovated hall bath with double sinks complete this level. For relaxation and play, the home offers a warm, inviting family room topped by a large play/game room addition. The versatile lower level includes a full bedroom or cabana, a full bath (with steam shower), a mudroom and a separate entrance. The basement provides expansive storage and potential for a home gym. Additional luxury touches include custom closets throughout, ceiling fans, and replaced windows and doors. Outside, the grounds are enhanced by blue stone patios and walkways and a full house generator offers total peace of mind. While the location remains private, it is walkable to Pine Ridge Park and conveniently close to shopping, highways and public transportation . This move -in ready luxury home is truly not to be missed!

A Westchester masterpiece perfectly combining high end newer construction with A+ location. Set behind stone pillars, with impressive approach, courtyard and incredible curb appeal, this sophisticated, all stone, newer built estate is like no other on the market in this price range, with understated elegance, classic design and enhancement by sleek/modern amenities. Set majestically toward the end of exclusive Lincoln Lane, with over 10,000 sq.ft. of luxuriously appointed space, the finest finishes & incredible amenities, this custom built and professionally designed home is of the highest caliber in every respect. Three room office space connected, yet separate and private, is an unbeatable extra. Full and separate 1 bedroom guest space apartment also an incredible plus. Magnificent lower level of such high caliber that it replicates additional high end entertainment/gallery space and private professional fitness facility. Outdoor oasis is rich with private rolling lawns, beautiful gardens and magnificent pool. A rare offering in the most coveted location with incredible inherent value, unmatched by any new construction offering on the market