Google street view image for 5 Sipperleys Hill Rd, Westport, CT 06880

Off market may 1991 for $815K

$2,361,544

Est. refi paymentEst. refi $5,405/mo

•

4.5 ba

•

4,195

sq ft

5 Sipperleys Hill Rd, Westport, CT 06880

About this home

5 Sipperleys Hill Rd is a 4,195 square foot house on a 2 acre lot with 5 bedrooms and 4.5 bathrooms. - it last sold on May 02, 1991 for $815,000. Based on Redfin's Westport data, we estimate the home's value is $2,361,544.

Single-familyProperty Type

1987Year Built

2 acresLot Size

$563Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,361,544

$1.5M since sold in May 1991$84K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.2% lower than the average sale price ($2.46M) of 6 comparable homes.

SOLD DEC 15, 2025
$1,750,000
A
5 beds4 baths4,056 sq ft
31 Riverfield Dr, Weston, CT 06883
SOLD OCT 21, 2026
$3,000,000
B
5 beds4.5 baths3,778 sq ft
240 North Ave, Westport, CT 06880
SOLD OCT 23, 2026
$3,350,000
C
5 beds4.5 baths6,015 sq ft
4 Charcoal Ln, Westport, CT 06880
SOLD AUG 6, 2026
$2,550,000
D
5 beds4.5 baths4,179 sq ft
114 Cross Hwy, Westport, CT 06880
SOLD JUN 30, 2026
$2,418,000
E
4 beds3.5 baths4,554 sq ft
13 Riverfield Dr, Westport, CT 06880
SOLD JUN 23, 2026
$1,715,000
F
4 beds3.5 baths4,496 sq ft
21 Timber Mill Ln, Weston, CT 06883

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Earn from this home

Sell

$2,223,907

Est. take-home

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Refinance

Est. cash available

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Rent

$4,712/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 SUN, 12PM TO 2PM
$1,599,000
5 beds4 baths3,519 sq ft
23 Meeker Rd, Westport, CT 06880
OPEN SUN, 12PM TO 3PM
$1,799,000
4 beds3 baths2,725 sq ft
4 Bruce Ln, Westport, CT 06880
OPEN SUN, 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 SUN, 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 SUN, 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 5 Sipperleys Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,522 (+1.6%)

$364,600 + $481,300

$845,900

2022

$15,285

$364,600 + $481,300

$845,900

2021

$15,285 (−6.6%)

$364,600 + $481,300

$845,900

2020

$16,371 (−0.9%)

$390,700 + $589,000

$979,700

2019

$16,518

$390,700 + $589,000

$979,700

2018

$16,518

$390,700 + $589,000

$979,700

2017

$16,518

$390,700 + $589,000

$979,700

2016

$16,518 (−8.4%)

$390,700 + $589,000

$979,700

2014

$18,042

$342,300 + $663,400

$1,005,700

Tax history for 5 Sipperleys Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,522 (+1.6%)

$364,600 + $481,300

$845,900

2022

$15,285

$364,600 + $481,300

$845,900

2021

$15,285 (−6.6%)

$364,600 + $481,300

$845,900

2020

$16,371 (−0.9%)

$390,700 + $589,000

$979,700

2019

$16,518

$390,700 + $589,000

$979,700

2018

$16,518

$390,700 + $589,000

$979,700

2017

$16,518

$390,700 + $589,000

$979,700

2016

$16,518 (−8.4%)

$390,700 + $589,000

$979,700

2014

$18,042

$342,300 + $663,400

$1,005,700

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

Permits

Jan 11, 2013 • Active

Residential sub-

Work on a generator.

Generator

Jan 11, 2013 • Active

Residential electrical service

Replace the electrical meter.

Electrical

Electric meter

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Colonial
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Pool Information
Pool Type: Hot Tub/Jacuzzi
Has Pool

Property Information
Living Sq. Ft: 4,195
Gross Sq. Ft: 9,707
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 87,120
Municipality Name: WESTPORT
Acres: 2
Zoning Code: AAA
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 4,195
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1987
Year Renovated: —
County: Fairfield County
APN: 419476

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

K - 12
Preschool & daycare

Coleytown Elementary School

Public K-5 • Assigned • 0.7mi

9/10

Coleytown Middle School

Public 6-8 • Assigned • 0.7mi

10/10

Staples High School

Public 9-12 • Assigned • 2.1mi

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

61% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 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 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.24M – $2.72M

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New listings for sale in 06880

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6 Sherwood Farms Ln, Westport, CT 06880

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4 Morningside Dr N #401, Westport, CT 06880

High end appliances • Private patio • Convenient locations

$1,395,000

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4 Morningside Dr N #301, Westport, CT 06880

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OPEN SUN, 1PM TO 3PM

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12 Bauer Pl, Westport, CT 06880

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Large living area • Composite deck • Wooded view

Home values near 5 Sipperleys Hill Rd

Data from public records.

Address	Redfin Estimate
6 Sipperleys Hill Rd, Westport, CT 5 Beds \| 5.5 Baths \| 5429 Sq. Ft.	$2,208,050
50 Ford Rd, Westport, CT 5 Beds \| 5 Baths \| 5346 Sq. Ft.	$2,733,278
60 Weston Rd, Westport, CT 4 Beds \| 2.5 Baths \| 2790 Sq. Ft.	$1,754,758
6 Rabbit Hill Rd, Westport, CT 6 Beds \| 3.5 Baths \| 3952 Sq. Ft.	$1,876,624
58 Weston Rd, Westport, CT 4 Beds \| 3.5 Baths \| 2830 Sq. Ft.	$1,931,108
4 Michele Ln, Westport, CT 5 Beds \| 7 Baths \| 9240 Sq. Ft.	$3,899,423
7 Elliot Ln, Westport, CT 4 Beds \| 3.5 Baths \| 3898 Sq. Ft.	$2,535,701

Address	Redfin Estimate
7 Sipperleys Hill Rd, Westport, CT 5 Beds \| 4.5 Baths \| 8609 Sq. Ft.	$2,956,415
15 Bonnie Brook Rd, Westport, CT 6 Beds \| 8 Baths \| 7691 Sq. Ft.	$3,730,645
57 Weston Rd, Westport, CT 5 Beds \| 8 Baths \| 10560 Sq. Ft.	$5,402,636
5 Michele Ln, Westport, CT 6 Beds \| 8.5 Baths \| 7787 Sq. Ft.	$3,318,702
70 Weston Rd, Westport, CT 4 Beds \| 3 Baths \| 2609 Sq. Ft.	$1,382,079
17 Bonnie Brook Rd, Westport, CT 4 Beds \| 3.5 Baths \| 3261 Sq. Ft.	$1,721,907
51 Ford Rd, Westport, CT 5 Beds \| 4.5 Baths \| 5116 Sq. Ft.	$2,733,971

Address	Redfin Estimate
52 Weston Rd, Westport, CT 5 Beds \| 6 Baths \| 6700 Sq. Ft.	$2,549,106
2 Elliot Ln, Westport, CT 5 Beds \| 4 Baths \| 4500 Sq. Ft.	$3,053,588
62 Weston Rd, Westport, CT 7 Beds \| 5.5 Baths \| 6821 Sq. Ft.	$2,862,754
54 Weston Rd, Westport, CT 3 Beds \| 2.5 Baths \| 2740 Sq. Ft.	$1,648,292
3 Rabbit Hill Rd, Westport, CT 5 Beds \| 4.5 Baths \| 4869 Sq. Ft.	$2,994,435
11 Bonnie Brook Rd, Westport, CT 5 Beds \| 4.5 Baths \| 5781 Sq. Ft.	$3,192,301
9 Bonnie Brook Rd, Westport, CT 4 Beds \| 3.5 Baths \| 4327 Sq. Ft.	$2,769,194

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About this home

Redfin Estimate

Earn from this home

Market trends in 06880, CT

Sale history for 5 Sipperleys Hill Rd

Tax history for 5 Sipperleys Hill Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06880

Home values near 5 Sipperleys Hill Rd

More real estate resources