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2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
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2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
2 Windy Hill Road
Coming Soon

2 Windy Hill Road

2 Windy Hill Road, Westport, CT 06880

$4,795,000
Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural stone finishes, and walls of European windows and doors. At the heart of the home, the chef's kitchen features marble countertops and backsplash, Sub-Zero and Wolf appliances, custom oak cabinetry, dual dishwashers, and a stunning waterfall island that seamlessly connects to the home's gathering spaces. The primary suite serves as a private retreat with vaulted oak-beamed ceilings, fireplace, sitting area, private balcony overlooking the pool, custom dressing room, and spa-like bath with heated floors and dual showers. Designed for both entertaining and wellness, the lower level includes a glass-enclosed gym, custom marble-topped bar, recreation space, guest suite, and a dedicated area ready for a golf simulator or theater. Outside, enjoy a gunite pool with automatic cover, covered outdoor living area, expansive granite patios, outdoor kitchen provisions, and a large flat lawn surrounded by mature landscaping, stone walls, and privacy plantings. A rare offering that delivers the comfort of everyday living with the amenities of a private resort.

6
beds

8
baths

8,185 Sq.Ft. LIVING AREA

1 Acres lot

Wendy Ryan

Wendy Ryan

Features & Amenities

Interior

  • total bedrooms6
  • Total bathrooms8
  • full bathrooms6
  • half bathrooms2
  • Laundry room Laundry Room
  • APPLIANCES Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Range, Oven, Refrigerator, Washer, Gas Water Heater, Humidifier, Range Hood, Wine Cooler
  • other interior Features Sound System, Entrance Foyer, Open Floorplan

Area & Lot

  • Status Coming Soon
  • Living Area8,185 Sq.Ft.
  • Total Area8,185 Sq.Ft.
  • Lot Area1 Acres
  • MLS® ID24182984
  • TypeResidential
  • YEAR BUILT2026
  • NeighborhoodWestport
  • Architecture StylesColonial, Modern
  • Elementary SchoolLong Lots
  • Middle SchoolBedford
  • High SchoolStaples

Exterior

  • Garage Space3.0
  • water SourcePublic
  • PoolGunite, Heated, Outdoor Pool, In Ground
  • roofMetal
  • lot featuresLevel, Cul-De-Sac
  • parkingGarage Door Opener, Attached
  • HEAT TYPENatural Gas, Forced Air, Zoned
  • AIR CONDITIONINGCentral Air, Zoned
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter
  • security FeaturesSecurity System
  • other exterior FeaturesBalcony

Financial

  • Sales Price$4,795,000
  • Zoning AA

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