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Good morning. Welcome to 2 Windy Hill Road, Westport, CT

$4,795,000
6
Beds
8.00
Baths
8,185
SqFt
1.00
Acres

Pricing Insight: Originally listed for $4,795,000, the price has remained unchanged for approximately 5 days. This property has been on the market for approximately 5 days.

2 Windy Hill Road, Westport, CT is a 6-bed, 8-bath, 8,185 square foot home built in 2026 , featuring colonial,modern architecture.

This home is within the Westport school district. Local, with nearby schools including Long Lots.

MLS #: 24182984

Offered Price: $4,795,000

Residence Type: Single Family

Architectural Style: Colonial,Modern

Living Area: 8,185 Sq. Ft.

Lot Size: 1.00 Acres

Neighborhood: Long Lots

County: Fairfield

Year Built: 2026

Design & Construction: Frame

Heating: Hot Air,Zoned

Cooling: Central Air,Zoned

Garage Spaces: 3

Price per Sq Ft as listed: $586

Estimated Tax: $0

Days on Market: 0

$4,700
2 Beds · 1 Baths · 1,412 Sq Ft
7A Colony Road, Westport
$3,950,000
4 Beds · 5 Baths · 5,550 Sq Ft
5 Marc Lane, Westport
$4,199,000
8 Beds · 9 Baths · 8,412 Sq Ft
32 Webb Road, Westport

Home Automation: Appliances, Thermostat(s), Wired For Audio

Energy Features: Home Energy Rating, Generator Ready

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Hot Air, Zoned

Fuel Tank Location: Not specified

Cooling System: Central Air, Zoned

Hot Water System: Natural Gas, Tankless Hotwater

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $586 / Sq. Ft.

Tax assessed value: $0

Estimated Tax: $0

Architectural Style: Colonial,Modern

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 2026

Living Area: 8,185 Sq. Ft.

Lot Size: 1.00 Acres

Fuel: Natural Gas

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Westport
  • Statistical modeling algorithms
Local Market Context
Active Listings: 155
Average Price: $2,435,557
Average DOM: 0 days

Complimentary CMAs, no obligation

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.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 1.0 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

155

Homes For Sale

$2,435,557

Average List Price

Mechanicals & Utilities: Hot Air,Zoned • Natural Gas • Central Air,Zoned • Public Water Connected water • 2 fireplaces

Exterior Features

Exterior Construction: Vertical Siding,Wood

Roof Type: Metal

Foundation: Concrete

Garage: Attached Garage (3 car)

Patio/Deck: Balcony,Gutters,Lighting,French Doors,Underground Sprinkler,Patio

Pool: Gunite,Heated,In Ground Pool

Utilities: Water: Public Water Connected

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
George Antonopoulos
Real Estate Advisor
Westport • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good morning George, I'm interested in
2 Windy Hill Road, Westport, Connecticut
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George Antonopoulos
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800-555-0001
Presented by motif • Source: MLS • Listed by: Jacob Bivona • Keller Williams Prestige Prop. • MLS# 24182984