$5,100,000

2 Windy Hill Rd Westport, CT 06880

6 beds
6 full, 2 partial
8,185 sqft
1.0 acres
$623 / sqft
House

Property details

About 2 Windy Hill Rd

Introducing an exceptional new construction by Cypress Development, this luxurious home on a private acre in one of Westport's most sought-after locations seamlessly merges timeless design with modern luxury. Step into an impressive two-story foyer showcasing sun-soaked interiors, hardwood floors, tall ceilings, and meticulous custom millwork. A formal living room and formal dining room set the stage for grand gatherings, while a dedicated home office accommodates today's work-from-home needs. The gourmet kitchen boasts a center island, a separate dining area, and designer finishes-flowing effortlessly into the family room anchored by a fireplace. Walls of glass open to the outdoor entertaining patio, where a pool with spa creates a resort-like escape. Retreat upstairs to a primary suite defined by vaulted ceilings with statement oak beams, a private balcony, a spa-inspired bath, and walk-in closets. 4 additional bedrooms, each with generous closets and en-suite baths, ensure ample privacy. The fully finished lower level caters to recreation and relaxation, featuring a media room, spacious rec area, gym w sauna, bar, and space for a golf simulator. A 6th bedroom and full bath accommodate overnight guests with ease. Built to 2025 energy-efficiency standards, this home has all the features that todays buyer desires. Minutes from Westport's upscale shopping, fine dining, beaches, Longshore, and train, it embodies the pinnacle of modern luxury living. Still time to customize!

Highlights

Home typeOther
HeatingForced Air
StatusActive
CoolingCentral Air, Zoned
Size8,185 sqft
BasementYes
Lot size1 Acres
Year builtNew Const., 2025
ParkingAttached Garage
MLS #24065416
Attached garage3 spaces
WaterfrontBeach, Water Access
Private poolYes

Summary

  • MLS Number: 24065416
  • Office Name: Keller Williams Prestige Prop.
  • Office Phone: (203) 327-6700
  • Office Email: jbivona.re@gmail.com
  • Listing Agent: Jacob Bivona

IDXCopyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/13/2025, 11:20:54 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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$5,100,000

2 Windy Hill Rd

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Price information

Property sales

DateEventPrice
Sep 20, 2024
Home Sold
$1,100,000
Jul 13, 2007
Home Sold
$750,000

Tax history

YearAssessmentProperty Tax
2024$582,900$10,854
2023$582,900$10,696
2022$582,900$10,533
2021$582,900$10,533
2020$571,800$9,555
2019$571,800$9,641

History based on county public records data.

Nearby schools

9

Green's Farms Elementary School

Public District KG-5

0.9 mi

17 Morningside Dr S

9

Long Lots Elementary School

Public District KG-5

1.2 mi

13 Hyde Ln

9

Saugatuck Elementary School

Public District KG-5

1.5 mi

170 Riverside Ave

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $155,102. Typical income of Westport, CT residents is $200k+ annually. Most families are married, with kids. The most common level of education of people living in this area is post secondary degree.

How much money do the neighbors make?

6%
<35k
25%
35k-100k
30%
100k-200k
39%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

27%
Single, No Kids
7%
Single, with Kids
28%
Married, No Kids
38%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

20%
<11 yrs old
12%
12-17 yrs old
7%
18-34 yrs old
45%
35-64 yrs old
16%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • Men's TennisMen's Tennis
  • TennisTennis

Where do the neighbors shop?

  • NordstromNordstrom
  • BloomingdalesBloomingdales
  • Brooks BrothersBrooks Brothers

Where do the neighbors go to eat?

  • California Pizza KitchenCalifornia Pizza Kitchen
  • Bonefish GrillBonefish Grill
  • QdobaQdoba

What do the neighbors drive?

  • BMWBMW
  • LexusLexus
  • AcuraAcura

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • NewsNews
  • SportsSports
All data provided by Home Junction and Claritas

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Frequently asked questions

Living in Westport, CT

About 2 Windy Hill Rd

This home is located at 2 Windy Hill Rd in Westport, CT and zip code 06880. This 8,185 square foot home, which was built in 2025, sits on a 1.00 acre lot. Features: 6 bedrooms, 8 bathrooms. It has been listed on Rocket Homes since December 24, 2024 and is currently priced at $5,100,000.

Over 7 listings were sold over their listed price in February 2025 in Westport, CT. In the same period over 9 listings were sold below the listed price and 2 listings were sold for the listed price. In February 2025 in Westport, CT there were 0.9% more homes for sale than in January. While the average time on the market in February 2025 was 314 days, the median list price was $1,895,033.

From Rocket Homes Real Estate and based on county public records data.

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