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$4,600,000
Listing Price6beds
6baths
8,185sqft
43,560sqft lot
2 Windy Hill Rd, Westport, CT 06880
Member Features
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Full foreclosure details
Home value, equity and ownership info
Find homes priced below market
Get full access with a FREE Account
Already a member?
For Sale
Off Market
Home type
Price / sqft
Year built
Home Details
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.
Interior Details
8185
6
6
Has Heating:
Yes
Heating Type:
Hot Water
Has Cooling:
Yes
Cooling Type:
N/A
Has Fuel:
Yes
Fuel Type:
Gas
Has Basement:
No
Basement Type:
Basement (unspecified)
Has Flooring:
No
Flooring Type:
N/A
Has Fireplace:
Yes
Fireplace Type:
N/A
Property Details
43560
No
No
Type:
Garage, Basement
Location:
N/A
Status:
N/A
Number of Spaces:
2
N/A
N/A
N/A
N/A
N/A
N/A
N/A
Construction Details
Raised Ranch
Wood Siding
N/A
Gable
Asphalt
Tax History
Year
Amount
Land
Improvement
Percent Change
Assessment
2020
$9,555
$384,400
$187,400
--%
$571,800
2019
$9,641
$384,400
$187,400
--%
$571,800
2018
$9,641
$384,400
$187,400
--%
$571,800
2017
$9,641
$384,400
$187,400
--%
$571,800
2016
$9,641
$384,400
$187,400
--%
$571,800
2014
$9,171
$317,600
$193,600
--%
$511,200
2011
$9,237
$317,600
$193,600
--%
$511,200
Average Home Price in 06880
Nearby Properties
Zip Code
Price
Bed
Bath
Sqft
Lot
Sold Date
$6,148,640
$6,148,640
7 Beds
9 Baths
8,273 Sqft
43,560 Lot (sqft)
Sold 10/18/2026
$4,600,000
$4,600,000
6 Beds
6 Baths
8,185 Sqft
43,560 Lot (sqft)
Sold 10/13/2026



