North Castle, NY Homes for Sale with Pool

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  $3,895,000

  • 7 Beds
  • 8 Baths
  • 9,267 Sq Ft

  43 Sterling Rd, Greenwich, CT 06831

  Exceptional 6.5 acre country compound located in a private gated association in Greenwich. This bucolic property unfolds with so much to offer. Manicured lawns, mature plantings and vistas complement the amenities which include a pool & spa, pool house, tennis & basketball courts & art studio or apartment. The home has a masterful blend of timeless architecture with hipped roofs, horizontal lines

  Barbara Wells Houlihan Lawrence

  43 Sterling Rd, Greenwich, CT 06831
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  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  $17,500,000

  • 8 Beds
  • 13 Baths
  • 17,160 Sq Ft

  Unlisted Address

  This spectacular limestone French Manor estate sits on 10+ acres on Converse Lake with 100'+ of lakefront in the beautiful and secluded Conyers Farm, a guard gated community with private security. Custom designed for the current owners by architect James Davis, this meticulous home features impressive attention to detail. The main & garden level of the home are ideal for entertaining with an

  Danielle Claroni Sotheby's International Realty

  Unlisted Address
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  $3,450,000

  • 6 Beds
  • 5.5 Baths
  • 8,200 Sq Ft

  20 Bessel Ln, Chappaqua, NY 10514

  Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

  Tianying Xu Houlihan Lawrence Inc.

  20 Bessel Ln, Chappaqua, NY 10514
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  $3,490,000

  • 4 Beds
  • 4.5 Baths
  • 7,271 Sq Ft

  22 Whippoorwill Rd E, Armonk, NY 10504

  Stunning New Construction in Armonk - Move-In Ready This exceptional modern colonial home is now ready for immediate occupancy. Located just minutes from downtown Armonk, close to shops, restaurants, and within the Byram Hills School District, it blends traditional architecture with modern construction technology, offering a perfect balance of timeless design, functional spaces, and contemporary

  Natalia Wixom Compass Greater NY, LLC

  22 Whippoorwill Rd E, Armonk, NY 10504
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  $3,040,800

  • 2 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  570 Bedford Rd Unit 6-1C, Armonk, NY 10504

  Summit Club Residences set high up above the golf course w/ expansive vista views. 2 Bed, 2.1 BA + den is 2,534 SF w/ extensive 487+ SF outdoor terrace w/ FP, gas line for grill & has south west exposures. Walk in to foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef’s kitchen w/ a high end appliance package, custom

  Jennifer Danzi-glenn JBM Realty Capital Corp.

  570 Bedford Rd Unit 6-1C, Armonk, NY 10504
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  $34,500,000

  • 10 Beds
  • 16 Baths
  • 15,820 Sq Ft

  7 John St, Greenwich, CT 06831

  '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

  Shelly Tretter Lynch Compass Connecticut, LLC

  7 John St, Greenwich, CT 06831
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  $1,479,000

  • 3 Beds
  • 3.5 Baths
  • 3,080 Sq Ft

  7 Caruso Place, Armonk, NY 10504

  Nestled on a distinguished corner lot within the prestigious gated community of Whippoorwill Hills, this beautifully maintained single-family residence offers timeless elegance, modern comfort, and effortless living. With its grand facade and meticulous updates throughout, the home presents an exceptional opportunity for those seeking refined suburban living just moments from premier

  Kara Cugno Coldwell Banker Realty

  7 Caruso Place, Armonk, NY 10504
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  $1,769,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,546 Sq Ft

  9 Fieldstone Knoll, Armonk, NY 10504

  The Walters immediately charms with a lovely two-story foyer that opens to views of an expansive two-story great room with rear yard access. The well-designed kitchen is enhanced by a large center island with breakfast bar, plenty of counter and cabinet space, and a sizable walk-in pantry. Defining the serene primary bedroom suite is a generous walk-in closet and an elegant primary bath with a

  Toll Brothers, Inc. Builder

  9 Fieldstone Knoll, Armonk, NY 10504
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  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 4,934 Sq Ft

  4 Hidden Valley Way, Bedford, NY 10506

  Welcome home to this beautiful colonial, perfectly situated in a spectacular private setting that backs up to the pristine Mianus River Gorge. These original owners thoughtfully designed and customized the home with high-end finishes and exceptional attention to detail throughout. The heart of the home is a recently renovated kitchen, featuring a gas cooktop, custom cabinetry, stone countertops,

  Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

  4 Hidden Valley Way, Bedford, NY 10506
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  $1,734,000 New Construction

  • 3 Beds
  • 4.5 Baths
  • 3,750 Sq Ft

  16 Fieldstone Knoll, Armonk, NY 10504

  The Wilkerson leaves a lasting impression with a stunning two-story floor plan with luxury living spaces. A charming foyer with soffit ceiling is open to the lovely two-story casual dining area and great room with rear yard access. The kitchen expertly designed, featuring a large center island with breakfast bar, plenty of counter and cabinet space, and an ample walk-in pantry. Complementing the

  Toll Brothers, Inc. Builder

  16 Fieldstone Knoll, Armonk, NY 10504
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  $1,550,000

  • 4 Beds
  • 4.5 Baths
  • 4,800 Sq Ft

  12 Woodland Ct S, Bedford, NY 10506

  Sprawling colonial where tranquility meets sophistication. Imagine spending the summer relaxing or entertaining poolside on this stone patio, set on over 2 acres of rolling landscape with mature gardens, all surrounded by protected land. The interior opens to a generous foyer, a formal living room w/fireplace, formal dining room and large sunken family room with custom woodworking, a fireplace

  Sarah Ryan William Raveis-New York LLC

  12 Woodland Ct S, Bedford, NY 10506
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  $8,480,000

  • 6 Beds
  • 10 Baths
  • 9,051 Sq Ft

  33 Highland Farm Rd, Greenwich, CT 06831

  Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands,

  Joy Kim Metalios Houlihan Lawrence

  33 Highland Farm Rd, Greenwich, CT 06831
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  $1,594,995 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,970 Sq Ft

  Wilkerson Plan at Enclave at Armonk, Armonk, NY 10504

  The Wilkerson leaves a lasting impression with a stunning two-story floor plan with luxury living spaces. A charming foyer with soffit ceiling is open to the lovely two-story casual dining area and great room with rear yard access. The kitchen expertly designed, featuring a large center island with breakfast bar, plenty of counter and cabinet space, and an ample walk-in pantry. Complementing the

  Toll Brothers, Inc. Builder

  113 King St Unit 38058827, Armonk, NY 10504
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  /23

  $6,685,000 New Construction

  • 6 Beds
  • 8.5 Baths
  • 9,638 Sq Ft

  18 Edgar Rd, Greenwich, CT 06831

  Another gorgeous home by CG Homes Group of Manhattan, Westchester County and now Greenwich, CT. Completion by March 2026. This curated lifestyle home sits on over 9 acres which includes a conservation parcel to ensure complete privacy and tranquility. Every detail has been configured to create a seamless transition; inviting nature into each space in the home. A true modern home that will endure

  Shelly Tretter Lynch Compass Connecticut, LLC

  18 Edgar Rd, Greenwich, CT 06831
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  $1,769,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,689 Sq Ft

  9 Fieldstone Knoll Unit 43, Armonk, NY 10504

  PRE-CONSTRUCTION for Summer 2026 move-in Don’t miss this quick move-in end-unit Walters Farmhouse at Enclave at Armonk by Toll Brothers—an intimate luxury townhome community in sought-after Westchester County. Featuring a first-floor primary suite, open-concept living with home office, wood-burning fireplace, finished lower level with full bath, and a covered deck overlooking conservation land,

  Thomas Jacovino Toll Brothers Real Estate Inc.

  9 Fieldstone Knoll Unit 43, Armonk, NY 10504
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  $5,995,000

  • 5 Beds
  • 5.5 Baths
  • 8,208 Sq Ft

  20 Cutler Rd, Greenwich, CT 06831

  A rare blend of privacy, luxury + modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres w a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living + entertaining spaces. Primary suite features vaulted ceiling + dual dressing rooms, while a dramatic FR showcases soaring ceiling + three walls of windows. The new

  Amanda Bates Houlihan Lawrence Inc.

  20 Cutler Rd, Greenwich, CT 06831

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