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Street View
$4,600,000
Monthly Est:$22,896
6 Beds
- 8 Baths
6 full baths + 2 half baths
8,185sqft
2 Windy Hl Rd, Westport, CT 06880
$4,600,000
$22,896/moEst:
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Single Family Residence
Built in 2026
$-- HOA
1 acre lot
$562/sq.ft
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.
- Houzeo last checked: 5 minutes ago
- Listing updated: October 30, 2026 at 4:18 am
- Listing Provided by: Jacob Bivona | Keller Williams Prestige Prop.
- Source: SMART MLS-CT | MLS#: 24204809

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2026
HOA Fees
-
Finished Area
8,185 sqft
Lot Size
1 acre lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24204809
MLS Status
Active
Days on Market
56
Open House

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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 8
Interior
Heating
Natural Gas, Zoned
Appliances
Cook Top, Oven/range, Microwave, Range Hood, Refrigerator, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
Interior Features
Audio System, Auto Garage Door Opener, Cable Pre Wired, Humidifier, Open Floor Plan, Security System
Cooling
Central Air, Zoned
Sewer
Public Sewer Connected
Construction
Year Built
Year Built: 2026
Home type
Single Family Residence
Architectural Style
Colonial, Modern
Foundation Details
Concrete
Roof
Metal
Utilities & Energy
Laundry Features
Upper Level
Parking Features
Attached Garage
Water Source
Public Water Connected
Basement
Full, Heated, Fully Finished, Cooled
Pool Features
Gunite, Heated, In Ground Pool
Other Features
Subdivision Name
Long Lots
Lot Features
Fence Partial, Level Lot, On Cul De Sac, Professionally Landscaped
Price History
| Date | Event | Price |
|---|---|---|
09/04/2026 Source: | Listed for Sale | $4,600,000 -4.07% $562/sqft |
08/13/2026 Source: | Listing Removed | $4,795,000 $586/sqft |
06/18/2026 Source: | Listed for Sale | $4,795,000 $586/sqft |
06/10/2026 Source: #24182984 | Coming Soon | $4,795,000 -5.98% $586/sqft |
07/03/2025 Source: | Listing Removed | $5,100,000 $623/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 31, 2026, 02:00PM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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