luxury houses with pool for sale Greenwich, United States

Originally a turn of the century horse racing track named Field Point Park, the prestigious Field Point Circle Association is now one of Greenwich’s most coveted guard-gated enclaves. Distinguished by its exclusive address, this grandly proportioned French-inspired manor of 9,565 +/- square feet combines stately elegance on a level 2.2 acres with exquisite privacy and a pool with spa. Clad in limestone with a slate roof, the six bedroom, seven full and two bathroom residence is is distinguished by a flexible floor plan, offering a primary suite option on both the first and second floors. Principal entertaining spaces—an elegant living room, gracious dining room, and refined library—are enhanced by high ceilings and oversized windows that flood the home with natural light. Opening to a grand rotunda with a double-height curved staircase, the marble foyer is the intersection between the east and west wings of the house. On the east side, an elegant formal dining room adjoins the butler’s pantry and opens to the generously sized kitchen with pantry, breakfast area and powder room. There is an attached 3-car garage in this wing, with a laundry room. Formal rooms in the west wing include an airy living room with fireplace and cozy library with fireplace and concealed wet bar which opens through French doors to the private backyard terrace. The ground floor primary suite with dressing room and full bathroom also overlooks the peaceful backyard. There is another first floor en-suite bedroom across the hall. A great room that is perfect for entertaining adjoins the full pool bathroom, kitchenette, bar and dining area which serves as a “pool house” and opens to the main terrace and pool with spa. The great room was originally an indoor pool and the pool is intact below the floor and can be put back into use. Screened by greenery for ultimate privacy, the secluded backyard with verdant level lawn and pool with spa completes this idyllic retreat perfect for all lifestyles. The Field Point Circle Association consists of only 27 homes and offers 24-hour security, while its wide, tree-lined boulevards maintain its glamorous, Gilded Age legacy. In a treasured coastal location, this historic neighborhood offers a compelling mix of proximity to downtown Greenwich, as well as easy access to New York City vis Interstate 95 or the Metro North train.

DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools, clubs, houses of worship, and Greenwich Avenue. Lot is 2.02 acres in RA-1. FAR = 11,878+/-

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage with sleeping loft, kitchenette, and full bath -the only remaining structure from one of Greenwich's Great Estates. Tremendous potential to build new 10,584 sq.ft. house offering unparalleled waterfront living. Close proximity to Byram Park with a public pool, beach, marina and boat launch for Greenwich residents. Easy access to downtown Greenwich as well as Manhattan.

LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, surrounded by some of Greenwich's most prominent estates. A rare blend of timeless modern sensibility, the home showcases stunning interiors, refined elegance, & impeccable craftmanship. Designed for today's lifestyle, the layout balances grand entertaining spaces w/ intimate, inviting rms. High ceilings, sun-filled interiors, & seamless indoor/outdoor flow create an atmosphere of effortless luxury. Every detail has curated to elevate daily living. Sited on 3 pvt acres across 2 sep. deeded lots, framed by lush landscaping, specimen trees, & vibrant seasonal gardens creating a one-of-a-kind paradise. Do not miss the apiary! Summer magic is unmatched. A delightful screeded porch ideal for lingering with the Sunday paper, a sparking pool, and al fresco dining at its best. A charming cottage offers exceptional flexibility for a guest retreat, home office, art studio, or fitness space. Capture your future memories in this dream that can come true!

A gated drive opens to this elegant six-bedroom Mid-Country Manor overlooking tranquil views of Horseneck Brook. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butterfly staircases and limestone floors create a striking architectural welcome. From the gracious gallery hall, beautifully proportioned formal and informal rooms unfold-including generous living and dining rooms, a family room, chef's kitchen with breakfast room and a private paneled library-all distinguished by hardwood floors, bespoke detailing, and soaring ceilings. A gracious ground floor guest suite completes this level. The serene primary suite offers a spacious retreat with fireplace, luxurious bathrooms, generous dressing rooms and complemented by an elegant sitting room with its own fireplace. Four additional en-suite bedrooms are located on the second floor. The third level offers versatile living space, including a custom home office, playroom, and full bathroom. The walk-out lower level is thoughtfully designed with a pool cabana, sauna and pool bathroom, wine cellar, gym, game room, mudroom, and direct access to the three-car garage. Outdoors, a pool, spa, and outdoor kitchen overlook the gently flowing brook and beautifully landscaped grounds. Ideally situated in the heart of Greenwich, this exceptional residence seamlessly blends privacy, architectural character, and convenience.

GREAT INVESTMENT OPPORTUNITY-Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly sophisticated modern lifestyle.The residence is distinguished by its extensive integration of advanced technology systems, seamlessly embedded throughout the home. Smart-home infrastructure (lighting, climate, security,and entertainment).State-of-the-art environmental and wellness technologies (air, water, energy efficiency,and comfort). Attached 2 car garage + 5 car carriage house w lifts. 45'x20' pool. Features: Full house generator. Venetian plaster walls, bleached white oak and porcelain floors throughout, radiant heated floors (including garage), self cleaning glass beaded stucco exterior with composite slate roof, imported windows/doors and stone, and expansive property for sports and entertaining. Pet grooming room with separate laundry. Chef's kitchen and additional family kitchen. Plans for an additional indoor pool and underground parking garage for 8 more vehicles with car elevator. Separate staff quarters.

An approximately 8,000 SF Connecticut Colonial on more than seven acres in mid-country Greenwich, on one of the town's most established addresses. Seven bedrooms, eight fireplaces, a formal dining room, and a slate-tile roof -- a 1923 residence with period character on a scale of grounds increasingly rare in mid-country. A long private drive rises from the road, with the land revealing itself gradually: a nearly one-acre pond at the back of the property, a swimming pool, tennis court, two-bedroom guest cottage, and a detached three-car garage. The amenity stack -- pond, pool, tennis, cottage, garage -- is essentially irreplaceable on a single Greenwich parcel and reflects six decades of stewardship by one family. This is part of the four-parcel Spring Farms at Round Hill assemblage, brought to market for the after sixty years in one family. For buyers also considering renovation, expansion, or longer-term redevelopment, Workshop/APD -- leading architecture and interior design firm -- and Davis Chase Homes are available to design and build on the buyer's timeline. See the full Spring Farms at Round Hill brochure for context on the broader collection: https://issuu.com/workshopapd/docs/rhg_marketing_brochure

Beautifully picturesque, a long, shared drive leads to the 1920 stone manor sitting high on park-like grounds bordered by 29 acres of wooded conservation land. Renovated and expanded, this warmly inviting residence offers 10,664± square feet with six bedrooms, six full and two half baths, plus eight fireplaces. Above the three-bay detached garage is a renovated two-bedroom, 903-square-foot apartment with full kitchen and laundry. Leafy views from every room overlook the enchanting landscape. There is a pool with spa, fenced vegetable garden and fenced chicken coop. With so many aspects of special distinction, this is a wonderfully unique compound that captures the feel of the English countryside in a tranquil mid-country location. Includes legally permitted medical office.

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings, imported natural materials, and superb craftsmanship throughout, while a modern floor plan is designed for both entertaining and daily living. Stone terraces on every level overlook sweeping level lawns. Complete with a separate apartment for guests or staff, 7 garage bays, pool, and bocce court, this is unlike anything else on the market.

Welcome to waterfront living at its finest in sought-after Dolphin Cove. Perfectly positioned on the Long Island Sound, this beautifully renovated 4-bedroom, 3.5-bath residence offers a rare blend of coastal elegance, modern luxury, and resort-style amenities. Extensively updated throughout, the home features a stunning custom kitchen with Sub-Zero, Wolf, Bosch, and Thermador appliances, custom cabinetry, designer finishes, and an open-concept layout ideal for entertaining. The first floor has been completely reimagined with new flooring, custom millwork, a bespoke bar with wine refrigeration, updated lighting, a redesigned fireplace feature wall, and enhanced sight-lines capturing water views from the moment you enter. The luxurious primary suite was fully renovated and includes a s inspired bath, custom closets, tray ceiling with lighting, marble shower, designer tilework, and refined finishes throughout. Additional improvements include new HVAC, interior and exterior paint, updated bathrooms, upgraded electrical systems, new front entry, landscaping enhancements, sprinkler system upgrades, and countless thoughtful upgrades throughout the home.

Introducing one of New York's most prestigious estates: a rare opportunity to own a historic piece of history elegantly nestled atop 11+ park-like acres in Purchase. This illustrious and stately turn-of-the-century residence, was the setting for the blockbuster film Goodbye Columbus. A quiet country manor that's exceptionally private and secure, the estate is a stunning work of art, beautifully situated behind a gated entry at the end of a long, meandering driveway. The property boasts acres of lush rolling lawns adorned with over 35 years of seasonal perennials in year-round bloom, a glorious fenced saltwater pool and patio, multiple-hole practice golf green, zen-like meditation garden, and a one-acre freshwater pond with koi and carp. Encircling the property is a half mile jogging path with a grove of weeping willows, a spectacular oasis of hydrangeas, indigenous stone walls, a shady gazebo, and a charming life-size dollhouse. Inside, the home is breathtaking, with 11,792 sq ft of custom-crafted beauty featuring 7 bedrooms, 6.4 bathrooms, and 3 offices spread over three sunlit floors. Every room offers blissful garden views due to the home's elevated position, from the grand full-length entrance hall to the dual living rooms, one of which opens to a postcard-perfect covered veranda. The refined formal dining room can seat a dinner party for 80. The exceptional kitchen includes two La Cornue ranges, a hammered copper and wood island, a sunlit breakfast area, and an adjacent family room, both opening to the patio. The primary suite exudes elegance with two luxurious ensuites, two walk-in closets, and two private balconies. This home offers endless highlights, including a sprawling third-floor playroom, two saunas, a fabulous mudroom opening to the attached 2-car garage and separate golf cart garage (with a Club Car included in the sale), and a picturesque detached 4-car garage with a carport. A new realm of luxury awaits just a short drive to Rye's vibrant town center, 15 minutes to Westchester County Airport and only 35 minutes from NYC. Additional Information: Amenities: Dressing Area, Marble Bath, Soaking Tub, Storage, HeatingFuel: Oil Above Ground, Parking Features: 3 Car Attached, 4+ Car Detached

Introducing one of New York's most prestigious estates: a rare opportunity to own a historic piece of history elegantly nestled atop 11+ park-like acres in Purchase. This illustrious and stately turn-of-the-century residence, was the setting for the blockbuster film Goodbye Columbus. A quiet country manor that's exceptionally private and secure, the estate is a stunning work of art, beautifully situated behind a gated entry at the end of a long, meandering driveway. The property boasts acres of lush rolling lawns adorned with over 35 years of seasonal perennials in year-round bloom, a glorious fenced saltwater pool and patio, multiple-hole practice golf green, zen-like meditation garden, and a one-acre freshwater pond with koi and carp. Encircling the property is a half mile jogging path with a grove of weeping willows, a spectacular oasis of hydrangeas, indigenous stone walls, a shady gazebo, and a charming life-size dollhouse. Inside, the home is breathtaking, with 11,792 sq ft of custom-crafted beauty featuring 7 bedrooms, 6.3 bathrooms, and 3 offices spread over three sunlit floors. Every room offers blissful garden views due to the home's elevated position, from the grand full-length entrance hall to the dual living rooms, one of which opens to a postcard-perfect covered veranda. The refined formal dining room can seat a dinner party for 80. The exceptional kitchen includes two La Cornue ranges, a hammered copper and wood island, a sunlit breakfast area, and an adjacent family room, both opening to the patio. The primary suite exudes elegance with two luxurious ensuites, two walk-in closets, and two private balconies. This home offers endless highlights, including a sprawling third-floor playroom, two saunas, a fabulous mudroom opening to the attached 2-car garage and separate golf cart garage (with a Club Car included in the sale), and a picturesque detached 4-car garage with a carport. A new realm of luxury awaits just a short drive to Rye's vibrant town center, 15 minutes to Westchester County Airport and only 35 minutes from NYC.

Timeless 1925 Colonial reimagined for modern living. Set on oversized, stunning 3.43 private acres in a coveted Mid-Country Greenwich location, this exceptional estate offers over 7,000 square feet of beautifully updated living space. Thoughtfully transformed, the home seamlessly blends the architectural character and craftsmanship of a bygone era with sleek contemporary design and today's most sought-after amenities. Elegant formal rooms, inviting gathering spaces, and 6 spacious bedrooms are complemented by 7 full baths, while 4 fireplaces add warmth and character throughout. The stunning grounds provide a true retreat, featuring a sparkling pool, expansive lawns, and exceptional privacy. A rare opportunity to enjoy historic charm and modern luxury!

This 5-bedroom, 4.5-bathroom contemporary offers exceptional privacy with effortless convenience. The main level is anchored by a dramatic sunken living room with a wood-burning fireplace and a signature glass-walled overlook that provides a stunning view of the outdoors and the level below. A sun-filled den with cathedral ceilings and glass French doors offers a quiet retreat, while the large formal dining room features sliders to the outdoor sanctuary. The massive chef's kitchen features high-end appliances, a sprawling center island with seating, a breakfast nook, and an integrated sitting area. A sleek bar/prep station with custom gold-toned shelving and a beverage fridge makes this the ultimate space for entertaining. The main floor is completed by a powder room, laundry, three-car garage access, and a bedroom with an ensuite bathroom. The second floor is home to a sprawling primary suite featuring a private sitting area, office nook, and a generous walk-in closet. The primary bathroom is a true sanctuary, featuring a large skylight, elevated soaking tub, double vanity, and separate water closet. This level also includes an additional ensuite bedroom and two bright bedrooms that share a well-appointed hall bath. The walk-out lower level is designed for high-end recreation, featuring a large living area with a stone-surround fireplace and a full bar. A dedicated changing room provides effortless access to the backyard oasis, where the pool and hot tub are set in nature. Additional flexible space on this level currently serves as a home office, den, and guest room. Ideally located for maximum convenience, this residence offers the rare ease of being just minutes from major parkways, local country clubs, and downtown shopping, all while maintaining the seclusion of a private estate.

Handsome brick Georgian just off Round Hill Road, renovated and expanded in 2010 with pool and spa, set on 2.41 landscaped and private acres. Custom built with exceptional attention to detail, this 5 bedroom, 6,200 +/-sq ft home embodies timeless architecture paired with a floor plan for modern living. A grand double-height reception hall creates a striking first impression, unveiling sun-drenched interiors and beautifully proportioned formal and informal spaces ideal for both entertaining and comfortable everyday living. The eat-in kitchen, accompanied by a butler's pantry, is designed to satisfy the most discerning chef. Paneled library with fireplace for work at home, or relaxation. Primary suite with fireplace and two walk in closets is complemented by four additional ensuite bedrooms. Third floor is flexible space in use as a large gym with spa bathroom. The lower level is fully finished and ready for customization. Completing this exceptional offering is a four-car garage, mudroom and laundry room. Enjoy resort-style outdoor living with pool and spa surrounded by mature plantings and exceptional landscaping providing a true sense of privacy and tranquility.

Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom-built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and beautifully curated gardens that create an atmosphere of complete serenity and privacy. Designed for both grand-scale entertaining and comfortable family living, the residence features six bedrooms, eight bathrooms, and elegant interiors defined by high ceilings, abundant natural light, and refined architectural detailing. The main level boasts impressive 11-foot ceilings, gracious formal and informal rooms, a gourmet kitchen and oversized windows framing picturesque views of the grounds, pool, pool house and cottage with kitchen. The second floor, with 10-foot ceilings, is highlighted by an extraordinary primary suite offering a private sitting room, dual spa-inspired bathrooms, and two generous walk-in dressing rooms and a home office. Four additional en-suite bedrooms and a spacious laundry room complete this level. The thoughtfully designed lower level provides exceptional recreational and lifestyle spaces, including a guest bedroom and bathroom, family room, media room, fitness center, powder room, and additional space perfectly suited for the creation of a world-class wine cellar. The estate's outdoor amenities rival those of a private resort. A charming stone pool house with soaring ceilings, a fireplace, inviting living and dining areas, a kitchenette, changing room, and a full bathroom overlooks the spectacular 30' x 60' swimming pool and spa. Completing the compound is a beautifully appointed 1,500-square-foot guest house with two bedrooms, one full and one half bathroom, living room with fireplace, dining area, kitchen, office and an attached two-car garage, providing luxurious accommodations for extended family and guests. Offering an unparalleled combination of privacy, scale, and sophistication in one of Greenwich's most coveted locations, this exceptional estate represents the very best of country estate living just moments from town, schools, and commuter access.

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile bonus room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the gated and professionally landscaped 1.67± acre property, where prominent rock outcroppings, manicured lawns, walking paths, and specimen trees create a spectacular waterfront setting. Private waterfront access accommodates kayaks and paddleboards, while a staircase on the opposite side of the property leads directly into the Long Island Sound, offering an exceptional setting for open-water swimming. Resort-inspired outdoor amenities are equally inviting, centered around a saltwater pool, pool bath, and a waterfront spa positioned to capture sweeping views in every direction. This remarkable estate offers an unparalleled lifestyle and endless opportunities for recreation, entertaining, and enjoying one of the most extraordinary settings on the Connecticut coastline.

Serene living in this bright, turnkey 5-bedroom, 4.5-bath Colonial set on two private acres with a pool and entertaining terrace. Designed for comfort and flow, the home features abundant natural light and an open floor plan. The sun-filled family room opens to a newly renovated chef's kitchen, while a private study with fireplace offers a quiet retreat. Upstairs includes a spacious primary suite with spa-like bath, plus four additional bedrooms and two baths. The finished lower level with fireplace and full bath adds versatile living space. Mature landscaping, specimen trees, whole-house generator, and numerous upgrades complete this move-in-ready home.

Nature lovers look no more! Welcome to this very quiet private home nestled comfortably within its surrounding. Enjoy tranquility, mature trees and landscape from every room including a special screened-in patio with fireplace. Additionally, this well maintained and spacious 4 bed, 3 1/2 bath offers multiple floor plan uses for your very own enjoyment.

Set on over two acres of exquisitely manicured grounds, this exceptional six-bedroom Georgian estate offers approximately 8,500 square feet of elegant living space, including the finished lower level. Beautifully proportioned interiors feature refined formal rooms, a chef's kitchen with premium appliances and marble island, an inviting family room, library, and a luxurious primary suite with sitting room and spa-inspired bath. Designed for effortless indoor-outdoor living, the resort-style grounds showcase a spectacular pool and spa, expansive terraces, outdoor kitchen with pizza oven and grills, fire pit, greenhouse, and organic gardens. Complete with a heated three-car garage and approved seven-bedroom replacement area, this is a rare Greenwich offering.

Exceptional 27-acre property featuring a 7,000+ sq ft home with 5 bedrooms, 3 full baths, and 2 half baths. Designed with both comfort and functionality in mind, this property offers a spacious layout with a large kitchen complete with marble tile floors, breakfast nook, and a separate dining area—ideal for everyday living and entertaining. A generously sized pantry provides ample storage and convenience. The home also features expansive indoor workshop space, along with a large shop for additional projects, equipment, or storage. Step outside to enjoy the in-ground pool and dedicated garden area, all surrounded by 27 acres of usable land. With an extensive list of amenities and versatile spaces throughout, this property offers a rare combination of space, utility, and flexibility for a variety of lifestyles.

Welcome to one of Round Hill's most treasured historic properties. Originally established in 1795 as the community's first schoolhouse and later transformed into a picturesque mid-19th century center hall Colonial, this remarkable home is located within the Round Hill Historic District. Perched high on 4.6 fully fenced acres, the property enjoys broad western exposures and magnificent sunsets. The 5-bedroom main residence blends period character with modern comfort and is complemented by a separate garage cottage. Wide plank floors, sweeping lawns, mature landscaping, vegetable and flower gardens, a swimming pool, and enduring architectural details create a quintessential Greenwich country setting and a rare opportunity to own an authentic piece of local history.

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere. Highlights include a Beverly Ellsley gourmet kitchen, cherry library, solarium, and expansive living areas. The primary suite boasts two dressing rooms, spa baths, and a sitting room. A true modern-day ''Great Estate,'' just an hour from NYC.