Bedrooms
Bathrooms
Sq Ft
Price
Westport, Connecticut
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.
Listing Courtesy of Keller Williams Prestige Prop.
Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:
Broker/Owner
860-214-8008
Email
Broker/Owner
843-614-7222
Email
Associate Broker
860-383-5211
Email
Realtor®
860-919-7376
Email
Realtor®
860-538-7567
Email
Realtor®
860-222-4692
Email
Realtor®
860-539-5009
Email
Realtor®
860-681-7373
Email
Acres : 1
Appliances Included : Cook Top, Oven/Range, Microwave, Range Hood, Refrigerator, Subzero, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
Attic : Pull-Down Stairs
Basement : Full, Heated, Fully Finished
Full Baths : 6
Half Baths : 2
Baths Total : 8
Beds Total : 6
City : Westport
Cooling : Central Air, Zoned
County : Fairfield
Elementary School : Long Lots
Fireplaces : 2
Foundation : Concrete
Garage Parking : Attached Garage
Garage Slots : 3
Description : Fence - Partial, Level Lot, On Cul-De-Sac, Professionally Landscaped
Middle School : Bedford
Amenities : Commuter Bus, Golf Course, Health Club, Library, Playground/Tot Lot, Public Rec Facilities, Shopping/Mall
Neighborhood : Long Lots
Parcel : 411794
Pool Description : Gunite, Heated, In Ground Pool
Postal Code : 06880
Roof : Metal
Additional Room Information : Bonus Room, Foyer, Gym, Laundry Room
Sewage System : Public Sewer Connected
SgFt Description : New Construction
Total SqFt : 8185
Tax Year : July 2025-June 2026
Total Rooms : 14
Watersource : Public Water Connected
weeb : RPR, IDX Sites, Realtor.com
Phone
860-384-7624
Address
20 Hopmeadow St, Unit 821, Weatogue, CT 06089