Off market oct 2013 for $2M

$3,766,135

Est. refi paymentEst. refi $13,229/mo

•

7,053

sq ft

1 Windy Hill Rd, Westport, CT 06880

About this home

Move right into this conveniently located Custom Colonial.Features include grand two-story foyer,formal living & dining rooms,library with built-ins, and a gourmet kitchen.The 2nd floor offers a spacious master suite with sitting area, fireplace, cedar closet, and luxurious master bath. Four additional bedrooms complete the 2nd floor. The 3rd floor is finished w/ a playroom with chalkboard & an exercise room.The finished walk-out lower level with approx 1400 sq ft has a FR with fireplace, bedroom, full bathroom, and 2 other finished rooms for endless possibilities.This home has it all...fine craftsmanship,CRESTRON sound system, CVAC, sec sys, irrigation system, city water, city sewer, natural gas,all on one landscaped acre on a cul de sac!

Single-familyProperty Type

2002Year Built

1.02 acresLot Size

$534Est. Price/Sq.Ft.

3 car garageParking

Listed by Faith Schachne • William Raveis Real Estate

Bought with Donna Beretta • William Raveis Real Estate

Source:Smart MLS #99023769

Redfin Estimate

$3,766,135

$1.8M since sold in October 2013$158K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.3% lower than the average sale price ($3.78M) of 6 comparable homes.

SOLD JUL 30, 2026
$3,225,000
A
5 beds6 baths6,302 sq ft
72 Compo Rd N, Westport, CT 06880
SOLD AUG 21, 2026
$2,700,000
B
5 beds5 baths5,739 sq ft
2 Ledgemoor Ln, Westport, CT 06880
SOLD AUG 14, 2026
$4,400,000
C
6 beds5.5 baths6,775 sq ft
48 Bayberry Ln, Westport, CT 06880
SOLD JUN 30, 2026
$3,499,999
D
6 beds5.5 baths6,010 sq ft
13 Terhune Dr, Westport, CT 06880
SOLD AUG 21, 2026
$3,150,000
E
5 beds5 baths4,922 sq ft
55 Center St, Westport, CT 06880
SOLD AUG 7, 2026
$5,700,000
F
6 beds6 baths8,717 sq ft
6 Twin Circle Dr, Westport, CT 06880

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Earn from this home

Sell

$2,428,874

Est. take-home

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Refinance

Est. cash available

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Rent

$4,593/mo

Redfin rental estimate

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Market trends in 06880, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.3%

0.3% MoM

Median sale price

$2.4M

$38K MoM

Avg. days on market

32d

1 days MoM

Recently sold homes

104

21 MoM

New listings for sale

OPEN TODAY, 12PM TO 2PM
$1,599,000
5 beds4 baths3,519 sq ft
23 Meeker Rd, Westport, CT 06880
OPEN TODAY, 12PM TO 3PM
$1,799,000
4 beds3 baths2,725 sq ft
4 Bruce Ln, Westport, CT 06880
OPEN TODAY, 12PM TO 2PM
$2,500,000
4 beds4.5 baths4,096 sq ft
6 Sherwood Farms Ln, Westport, CT 06880
$1,095,000
1 bed1 bath820 sq ft
4 Morningside Dr N #102, Westport, CT 06880
$1,895,000
2 beds2.5 baths1,660 sq ft
4 Morningside. Dr N #202, Westport, CT 06880
$1,895,000
2 beds2.5 baths1,660 sq ft
4 Morningside Dr N #401, Westport, CT 06880
$1,395,000
2 beds2 baths955 sq ft
4 Morningside Dr N #301, Westport, CT 06880
OPEN TODAY, 1PM TO 3PM
$3,395,000
5 beds6.5 baths4,854 sq ft
12 Bauer Pl, Westport, CT 06880
$630,000
2 beds2.5 baths1,440 sq ft
25 Strathmore Ln #25, Westport, CT 06880
OPEN TODAY, 1PM TO 3PM
$4,595,000
6 beds7 baths7,132 sq ft
34 High Point Rd, Westport, CT 06880
See all

Provided by Redfin

Sale history for 1 Windy Hill Rd

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Year

Property tax

Land + Additions

Assessment*

2023

$22,141 (+1.6%)

$419,200 + $787,400

$1,206,600

2022

$21,803

$419,200 + $787,400

$1,206,600

2021

$21,803 (+1.9%)

$419,200 + $787,400

$1,206,600

2020

$21,402 (−0.9%)

$384,400 + $896,400

$1,280,800

2019

$21,594

$384,400 + $896,400

$1,280,800

2018

$21,594

$384,400 + $896,400

$1,280,800

2017

$21,594

$384,400 + $896,400

$1,280,800

2016

$21,594 (−5.5%)

$384,400 + $896,400

$1,280,800

2014

$22,841

$318,100 + $955,100

$1,273,200

Tax history for 1 Windy Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$22,141 (+1.6%)

$419,200 + $787,400

$1,206,600

2022

$21,803

$419,200 + $787,400

$1,206,600

2021

$21,803 (+1.9%)

$419,200 + $787,400

$1,206,600

2020

$21,402 (−0.9%)

$384,400 + $896,400

$1,280,800

2019

$21,594

$384,400 + $896,400

$1,280,800

2018

$21,594

$384,400 + $896,400

$1,280,800

2017

$21,594

$384,400 + $896,400

$1,280,800

2016

$21,594 (−5.5%)

$384,400 + $896,400

$1,280,800

2014

$22,841

$318,100 + $955,100

$1,273,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.02 Acres

Year renovated

—

Sq. Ft.

5,731

Year built

2002

Style

Single Family Residential

County

Fairfield County

APN

416299

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 3

Interior

Interior Information
Total Rooms: 12
Laundry Room Location: 2nd Floor
Interior Features: Audio System, Central Vacuum, Security System
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Cook Top, Dishwasher, Dryer, Freezer, Microwave, Oven/Range, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 2

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Exercise Room, Foyer, Laundry Room
Room Count: 13
Basement Description: Fully Finished, Full, Heated, Interior Access, Walk-out
Has Attic
Attic Description: Finished, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Wood
Exterior Features: French Doors, Gutters, Lighting, Patio, Underground Sprinkler

Lot Information
Lot Description: Corner Lot, On Cul-De-Sac, Level Lot, Some Wetlands, Fence - Full

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Grey

Property Information
Waterfront Description: Beach Rights, L. I. Sound Frontage, Water Community
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5702

Financial

Assessments Information
Assessed Value: $1,273,200

Utilities

Utility Information
Water Source: Public Water Connected
Sewer Usage Fee Annual: $2,095
Sewer Assess Description: $6,466.24 ( $523.87/quarterly)
Sewage System: Public Sewer Connected
Heat Type: Hot Air, Zoned
Heat Fuel Type: Natural Gas
Energy Features: Thermopane Windows

Location

HOA Information
Association Amenities: Golf Course, Park, Playground/Tot Lot, Pool, Tennis Courts

School Information
Middle Jr High School: Bedford
High School: Staples
Elementary School: Long Lots

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Park, Playground/Tot Lot, Pool, Public Transportation, Tennis Courts
Directions: Roseville Road to 1 Windy Hill Road
County: Fairfield

Public facts

Beds: 6
Baths: 6.0
Sq. Ft.: 5,731
Stories: 2.0
Lot Size: 1.02 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: —
County: Fairfield County
APN: 416299

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

K - 12
Preschool & daycare

Long Lots School

Public K-5 • Assigned • 1.2mi

9/10

Bedford Middle School

Public 6-8 • Assigned • 1.1mi

10/10

Staples High School

Public 9-12 • Assigned • 0.9mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

65% chance of strong winds in next 30 years

8/10 Air Factor

13 unhealthy days expected this year, 18 days in 30 years

Provided by First Street

Historical weather

Westport, CT • 06880

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.58M – $4.33M

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New listings for sale in 06880

OPEN TODAY, 12PM TO 2PM

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23 Meeker Rd, Westport, CT 06880

Beautiful kitchen • Two fireplaces • Finished level

OPEN TODAY, 12PM TO 3PM

$1,799,000

4 beds3 baths2,725 sq ft

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OPEN TODAY, 12PM TO 2PM

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6 Sherwood Farms Ln, Westport, CT 06880

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1 bed1 bath820 sq ft

4 Morningside Dr N #102, Westport, CT 06880

Single level living • High end finishes • In unit laundry

$1,895,000

2 beds2.5 baths1,660 sq ft

4 Morningside. Dr N #202, Westport, CT 06880

In-unit laundry • Air conditioning • $700 HOA

$1,895,000

2 beds2.5 baths1,660 sq ft

4 Morningside Dr N #401, Westport, CT 06880

High end appliances • Private patio • Convenient locations

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2 beds2 baths955 sq ft

4 Morningside Dr N #301, Westport, CT 06880

Private patio • In unit laundry • High end appliances

OPEN TODAY, 1PM TO 3PM

$3,395,000

5 beds6.5 baths4,854 sq ft

12 Bauer Pl, Westport, CT 06880

Cul-de-sac • Chef's kitchen • Thermador appliances

$630,000

2 beds2.5 baths1,440 sq ft

25 Strathmore Ln #25, Westport, CT 06880

Large living area • Composite deck • Wooded view

Home values near 1 Windy Hill Rd

Data from public records.

Address	Redfin Estimate
2 Windy Hill Road, Westport, CT 6 Beds \| 7 Baths \| 8185 Sq. Ft.	—
5 Windy Hill Road, Westport, CT 6 Beds \| 6 Baths \| 7908 Sq. Ft.	$4,445,486
6 Windy Hill Road, Westport, CT 5 Beds \| 5 Baths \| 5573 Sq. Ft.	$3,782,968
7 Rocky Acres Lane, Westport, CT 6 Beds \| 6 Baths \| 7304 Sq. Ft.	$4,355,806
5 Colony Road, Westport, CT 4 Beds \| 2.5 Baths \| 2762 Sq. Ft.	$1,926,375
3 Rocky Acres Lane, Westport, CT 4 Beds \| 2.5 Baths \| 3594 Sq. Ft.	$2,294,677
9 Rocky Acres Lane, Westport, CT 4 Beds \| 3 Baths \| 2202 Sq. Ft.	$1,717,951

Address	Redfin Estimate
7 Windy Hill Road, Westport, CT 4 Beds \| 6 Baths \| 5752 Sq. Ft.	$2,411,061
8 Windy Hill Road, Westport, CT 7 Beds \| 6.5 Baths \| 6270 Sq. Ft.	$4,209,334
84 Roseville Road, Westport, CT 5 Beds \| 6.5 Baths \| 5019 Sq. Ft.	$3,229,725
5 Rocky Acres Lane, Westport, CT 4 Beds \| 3.5 Baths \| 3960 Sq. Ft.	$2,632,121
89 Roseville Road, Westport, CT 5 Beds \| 6 Baths \| 7574 Sq. Ft.	$3,698,580
86 Roseville Road, Westport, CT 3 Beds \| 2 Baths \| 1776 Sq. Ft.	$1,363,509
7 Colony Road, Westport, CT 4 Beds \| 3.5 Baths \| 3572 Sq. Ft.	$1,957,614

Address	Redfin Estimate
3 Windy Hill Road, Westport, CT 4 Beds \| 3 Baths \| 2638 Sq. Ft.	$2,105,534
4 Windy Hill Road, Westport, CT 4 Beds \| 3 Baths \| 2552 Sq. Ft.	$2,108,324
63 Roseville Road, Westport, CT 4 Beds \| 4.5 Baths \| 4729 Sq. Ft.	$2,383,089
4 Colony Road, Westport, CT 4 Beds \| 3.5 Baths \| 2868 Sq. Ft.	$2,090,642
1 Colony Road, Westport, CT 5 Beds \| 2.5 Baths \| 2568 Sq. Ft.	$1,745,605
88 Roseville Road, Westport, CT 3 Beds \| 2.5 Baths \| 1838 Sq. Ft.	$1,540,458
67 Roseville Road, Westport, CT 4 Beds \| 3 Baths \| 1566 Sq. Ft.	$1,528,138

Property information provided by Smart MLS when last listed in 2013. This data may not match . Learn more.

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