4 Cunningham Pl, Westport, CT 06880
OFF MARKET

$1,090,900

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 2,033 sqft

4 Cunningham Pl, Westport, CT 06880

Westport Village
Est. Refi. Payment $7,242/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.09M
Since last month
Decreased$61K (-5.3%)
Since last year
Increased$32K (+3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +51% in the last 10 years
MonthEstimated value
2026
August 2026$1.09M
August 2026$1.09M
July 2026$1.15M
June 2026$1.14M
May 2026$1.16M
April 2026$1.12M
March 2026$1.15M
February 2026$1.11M
January 2026$1.1M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7 Wild Rose Road, Westport, CT
0.02
Single-Family Home
$1,960,000
01/12/26
3
2.5
1,805
383 Main Street, Westport, CT
0.17
Single-Family Home
$760,000
11/26/25
3
2
1,591
21 Woods Grove Road, Westport, CT
0.25
Single-Family Home
$2,250,000
03/05/26
4
3.5
3,237
20 Woods Grove Road, Westport, CT
0.18
Single-Family Home
$969,000
08/07/26
4
2
1,941
21 Maplewood Avenue, Westport, CT
0.46
Single-Family Home
$1,400,000
11/07/25
4
2.5
2,648
25 Maplewood Avenue, Westport, CT
0.48
Single-Family Home
$930,000
04/24/26
3
2.5
1,819
24 Washington Avenue, Westport, CT
0.22
Single-Family Home
$3,126,000
07/28/26
4
3.5
4,230
107 Compo Road North, Westport, CT
0.30
Single-Family Home
$1,631,000
07/24/26
4
2.5
2,538
30 Saint Johns Place, Westport, CT
0.24
Single-Family Home
$2,925,000
09/02/26
5
3.5
3,999
4 Wild Rose Road, Westport, CT
0.06
Single-Family Home
$3,300,000
07/21/26
5
4.5
4,460

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
8 Cunningham Place, Westport, CT 06880
0.02
$1,100,600
2
3
1,614
Off Market
7 Wild Rose Road, Westport, CT 06880
0.02
$1,960,000
3
2.5
1,805
Recently Sold
7 Caccamo Lane, Westport, CT 06880
0.07
$3,621,000
5
5
6,548
Off Market
7 Caccamo Ext Lane, Westport, CT 06880
0.07
$3,145,200
5
5
5,000
Off Market
4 Wild Rose Road, Westport, CT 06880
0.06
$3,300,000
5
4.5
4,460
Recently Sold
310 Main Street, Westport, CT 06880
0.08
$1,329,000
3
2.5
2,029
For Sale
8 Caccamo Ext Lane, Westport, CT 06880
0.10
$3,373,200
6
5.5
5,400
Off Market
5 Carlisle Court, Westport, CT 06880
0.13
$1,221,000
3
1
1,056
Off Market
11 Caccamo Lane, Westport, CT 06880
0.14
$3,425,400
5
5
4,997
Off Market
5E Gorham Avenue, Westport, CT 06880
0.10
$3,155,900
4
5.5
4,100
Off Market
301 Main Street, Westport, CT 06880
0.11
$1,725,600
4
3.5
3,578
Off Market
15 Gorham Avenue, Westport, CT 06880
0.11
$1,250,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 4 Cunningham Pl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2004
2,033 sqft
$537/sqft
Garage

About this House

Walk to downtown Westport from this pristine home that has been updated and recently painted inside and out. Great sun-filled rooms provide for easy living. Dining room would be perfect as in-home office. First floor bedroom with full bath for in-law or au pair quarters. Master bedroom with private bath and two more bedrooms and additional bath on second floor. Home was torn down and totally rebuilt as new from ground floor up in 2004. Large backyard with garden area. Sited on a quiet cul de sac in a neighborhood setting. Easy access to NYC commute by car or train. Ready for occupancy June 30. Owner prefers long term lease.
4 Cunningham Pl, Westport, CT 06880 is a 4 bedroom, 4 bathroom, 2,033 sqft single-family home in Westport Village, built in 2004. More recently, it was listed as a rental in May 2019 with an asking price of $4,400 per month. That rental listing was removed on June 10, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,090,900, with a rent estimate of $6,412/month.

Home Details for 4 Cunningham Pl

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodGardenPatioPorch
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 5227 sqft

Price and Tax history

DateEventPrice
Jun 10, 2019
Source: Agent Provided
ListingRemoved
$4,300
May 23, 2019
Source: Agent Provided
PriceChange
$4,300
Price decreased by 2%
May 19, 2019
Source: Agent Provided
Listed For Rent
$4,400

Market trends in Westport

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.05M
$185KMoM
Sale-to-List Price
103.1%
Price per sq ft
$664
$35MoM
Available listings
78
15MoM

Around this home

Neighborhood Overview

Westport Village
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 4 Cunningham Pl

  • What is 4 Cunningham Pl estimated to be worth?
    Trulia's estimated value for 4 Cunningham Pl in Westport, CT is $1,090,900.
  • Is Westport a buyer's or seller's market?
    Westport is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Westport?
    The median sale price in Westport is $2.05M. That is up $185K from the prior month.
  • What are the closest schools to 4 Cunningham Pl?
    The closest schools to 4 Cunningham Pl in Westport, CT are Bedford Middle School (rated 9/10), Saugatuck Elementary School (rated 8/10), Staples High School (rated 10/10).
  • Does 4 Cunningham Pl have air conditioning?
    Yes, 4 Cunningham Pl in Westport, CT has air conditioning.
  • How big is the lot at 4 Cunningham Pl?
    The lot at 4 Cunningham Pl in Westport, CT is about 0.12 acres (5,227 sq ft).

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Apartments for Rent

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Off Market Homes Near 4 Cunningham Pl

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