2 Windy Hill Road,Westport, CT 06880
Westport, CT 06880
Description
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.
Details
| MLS # | 24204809 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 2026 |
| Days On Site | 24 |
| Listing Provided By | Keller Williams Prestige Prop. | Jacob Bivona |
Features
| Bed(s) | 6 |
|---|---|
| Bath(s) | 8 Total |
| SQ Feet | 8,185 |
| Garage | 3 |
| Basement | Y |
| Pool | Yes |
| Zoning | AA |
| Acreage | 1.00 |
| Golf Course | Yes |
Interior
| Total Rooms | 14 |
|---|---|
| Cooling System | Central Air, Zoned |
| Interior Features | Audio System, Auto Garage Door Opener, Cable - Pre-wired, Humidifier, Open Floor Plan, Security System |
| Appliances Included | Cook Top, Oven/Range, Microwave, Range Hood, Refrigerator, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller |
| Fireplaces Total | 2 |
| Laundry Room Info | Upper Level |
Exterior
| Roof Information | Metal |
|---|---|
| Foundation Type | Concrete |
Parking
| Garage & Parking | Attached Garage |
|---|---|
| Garages Number | 3 |
Utilities
| Sewage System | Public Sewer Connected |
|---|---|
| Energy Features | Energy Star Rated, Generator Ready |
Taxes
| Tax Year | July 2025-June 2026 |
|---|---|
| Property Tax | 0 |
Area Information
| State | CT |
|---|---|
| County | Fairfield |
| City | Westport |
| Zip Code | 06880 |
| Area | Long Lots |
| School District | Long Lots |
| Elementary School | Long Lots |
| High School | Staples |
| Listing VS Median (in 06880) | |
Price: $4,600,000 low | high Med: $1,629,000 sqft: 8,185 low | high Med: 2,344 $ / sqft: $562 low | high Med: $695 On site: 24 low | high Med: 17 | |
Market Activity 06880
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Learn More About This Property
| State | CT |
|---|---|
| County | Fairfield |
| City | Westport |
| Zip Code | 06880 |
| Area | Long Lots |
| School District | Long Lots |
| Elementary School | Long Lots |
| High School | Staples |
| Listing VS Median (in 06880) | |
Price: $4,600,000 low | high Med: $1,629,000 sqft: 8,185 low | high Med: 2,344 $ / sqft: $562 low | high Med: $695 On site: 24 low | high Med: 17 | |
