New Construction - Eco Friendly
Address
2 Windy Hill Road, Westport, CT
Price
$ 4,600,000
Property Attributes
- MLS#24204809
- TypeSingle Family
- Listing Status Active
- CountyFairfield
- CityWestport
- NeighborhoodLong Lots
- Zip06880
- Style
- Year Built2026
- Price$ 4,600,000
- Bedrooms6
- Full Bathrooms6
- Half Bathrooms2
- Sqr Footage8185
- Lot Size1 Acres
Data Source:
Smart MLS
Property 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.
| Elementary School | High School |
|---|---|
| Long Lots Elementary School | Staples High School |
| Price History | |
|---|---|
| 9/4/2026 | Listed $4,600,000 |
General Features
| Zoning | AA |
|---|---|
| Neighborhood | Long Lots |
| County | Fairfield |
| Tax Year | July 2025-June 2026 |
| Property Type | Single Family For Sale |
| Status | Active |
| Acres | 1 |
| Directions | Roseville rd to Windy Hill rd |
| High School | Staples |
| City | Westport |
| Elementary School | Long Lots |
| Sq Ft Total | 8185 |
| DOM | 16 |
| Year Built | 2026 |
| Style | Colonial,Modern |
| Year Built Source | Owner |
| Pool Description | Gunite,Heated,In Ground Pool |
| Energy Features | Energy Star Rated,Generator Ready |
Interior Features
| Cooling System | Central Air,Zoned |
|---|---|
| Total Rooms | 14 |
| Basement Description | Full,Heated,Fully Finished,Cooled |
Exterior Features
| Water Source | Public Water Connected |
|---|---|
| Lot Description | Fence - Partial,Level Lot,On Cul-De-Sac,Professionally Landscaped |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 06880
Price
Year Built
In The Neighborhood
Open House
Westport
$ 3,395,000
7 Elizabeth Drive
Westport, CT 06880
- Type
- Single Family
- Size
- 7,327 SqFt
- Rooms
- 5 Beds + 5 Baths
Westport
$ 7,985,000
12 Beltas Farm Lane
Westport, CT 06880
- Type
- Single Family
- Size
- 9,121 SqFt
- Rooms
- 6 Beds + 6 Baths
Westport
$ 1,500,000
4 Grist Mill Lane
Westport, CT 06880
- Type
- Single Family
- Size
- 2,105 SqFt
- Rooms
- 4 Beds + 1.5 Baths
Westport
$ 1,649,000
104 Old Road
Westport, CT 06880
- Type
- Single Family
- Size
- 2,807 SqFt
- Rooms
- 4 Beds + 3 Baths
Eco Friendly
Westport
$ 2,350,000
28 Bulkley Avenue North
Westport, CT 06880
- Type
- Single Family
- Size
- 5,793 SqFt
- Rooms
- 5 Beds + 4 Baths
Westport
$ 2,250,000
25 Bauer Pl Extension
Westport, CT 06880
- Type
- Single Family
- Size
- 2,900 SqFt
- Rooms
- 4 Beds + 2.5 Baths
Eco Friendly
Westport
$ 2,850,000
27 Bauer Pl Extension
Westport, CT 06880
- Type
- Single Family
- Size
- 4,529 SqFt
- Rooms
- 5 Beds + 5 Baths
New Construction
Westport
$ 6,495,000
5 Baldwin Place
Westport, CT 06880
- Type
- Single Family
- Size
- 9,062 SqFt
- Rooms
- 6 Beds + 6.5 Baths
Westport
$ 1,999,000
110 Cross Highway
Westport, CT 06880
- Type
- Single Family
- Size
- 2,864 SqFt
- Rooms
- 5 Beds + 3.5 Baths
New Construction
Westport
$ 8,450,000
10 Beltas Farm Lane
Westport, CT 06880
- Type
- Single Family
- Size
- 9,893 SqFt
- Rooms
- 6 Beds + 7 Baths
New Construction
Westport
$ 4,995,700
22 Dawn Drive
Westport, CT 06880
- Type
- Single Family
- Size
- 4,000 SqFt
- Rooms
- 4 Beds + 4.5 Baths
New Construction
Westport
$ 5,650,000
8 Pleasant Valley Lane
Westport, CT 06880
- Type
- Single Family
- Size
- 8,762 SqFt
- Rooms
- 7 Beds + 8 Baths
New Construction
Westport
$ 5,990,000
10 Mary Jane Lane
Westport, CT 06880
- Type
- Single Family
- Size
- 6,900 SqFt
- Rooms
- 6 Beds + 6.5 Baths
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