2 Windy Hill Road, Westport, CT 06880
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
2 Windy Hill Road,Westport, CT 06880
$4,600,000
- 6 Beds
- 8 Baths
- 8,185 sq. ft.
- Single family
- Active
Listed by: jacob bivona(203) 705-8180
Office: keller williams prestige prop.(203) 327-6700
MLS#:24204809
Source:CT
Price summary
- Price:$4,600,000
- Price per sq. ft.:$562
About this home
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....
Contact an agent
Home facts
- Year built:2026
- Listing ID #:24204809
- Added:63 day(s) ago
- Updated:November 07, 2026 at 01:04 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:8
- Full bathrooms:6
- Half bathrooms:2
- Rooms Total:14
- Kitchen Description:Cook Top, Dishwasher, Ice Maker, Microwave, Oven/Range, Range Hood, Refrigerator, Subzero, Wine Chiller
- Basement Description:Cooled, Full Basement, Fully Finished, Heated
- Living area:8,185 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Hot Air, Zoned
- Central air:Yes
Structure and exterior
- Roof:Metal
- Year built:2026
- Building area:8,185 sq. ft.
- Lot area:1 Acres
- Lot Features:Fence - Partial, Level Lot, On Cul-De-Sac, Professionally Landscaped
- Architectural Style:Colonial, Modern
- Construction Materials:Vertical Siding, Wood
Schools
- High school:Staples
- Middle school:Bedford
- Elementary school:Long Lots
Utilities
- Water:Public Water Connected
- Sewer:Public Sewer Connected
Finances and disclosures
- Price:$4,600,000
- Price per sq. ft.:$562
Features and amenities
- Appliances:Cook Top, Dishwasher, Dryer, Icemaker, Microwave, Oven/Range, Range Hood, Refrigerator, Subzero, Washer, Wine Chiller
- Amenities:Audio System, Auto Garage Door Opener, Cable - Pre-wired, Commuter Bus, Golf Course, Humidifier, Library, Open Floor Plan, Playground/Tot Lot, Public Rec Facilities, Security System, Shopping/Mall
- Pool features:In Ground Pool
Parking
- Parking description:Attached Garage
- Garage:Yes
- Garage spaces:3
New listings near 2 Windy Hill Road
- Open Sun, 12 to 2pmNew
$11,995,000Active4 beds 6 baths5,600 sq. ft.1A Driftwood Point Road, Westport, CT 06880
MLS# 24219726Listed by: Compass Connecticut, LLC - New
$5,300,000Active2.6 Acres11 Beachside Common, Westport, CT 06880
MLS# 24219513Listed by: Brown Harris Stevens - Open Sun, 12 to 2pmNew
$2,500,000Active4 beds 5 baths4,096 sq. ft.6 Sherwood Farms Lane, Westport, CT 06880
MLS# 24218869Listed by: Coldwell Banker Realty - Open Sat, 12 to 2pmNew
$1,599,000Active5 beds 4 baths3,519 sq. ft.23 Meeker Road, Westport, CT 06880
MLS# 24217233Listed by: Coldwell Banker Realty - Open Sun, 12 to 3pmNew
$1,799,000Active4 beds 3 baths2,725 sq. ft.4 Bruce Lane, Westport, CT 06880
MLS# 24218735Listed by: Berkshire Hathaway NE Prop. - New
$1,895,000Active2 beds 3 baths1,660 sq. ft.4 Morningside. Drive North #202, Westport, CT 06880
MLS# 24218354Listed by: Compass Connecticut, LLC - New
$1,095,000Active1 beds 1 baths820 sq. ft.4 Morningside Drive North #102, Westport, CT 06880
MLS# 24218452Listed by: Compass Connecticut, LLC - New
$1,895,000Active2 beds 3 baths1,660 sq. ft.4 Morningside Drive North #401, Westport, CT 06880
MLS# 24217806Listed by: The Riverside Realty Group - New
$1,395,000Active2 beds 2 baths955 sq. ft.4 Morningside Drive North #301, Westport, CT 06880
MLS# 24218030Listed by: The Riverside Realty Group - New
$8,450,000Active6 beds 8 baths9,505 sq. ft.10 Beltas Farm Lane, Westport, CT 06880
MLS# 24218289Listed by: Coldwell Banker Realty