8 Cunningham Place, Westport, CT 06880
OFF MARKET

8 Cunningham Place
Westport, CT 06880

Westport Village
  • 2 Beds
  • 3 Baths
  • 1,614 sqft (on 0.35 acres)

$1,120,300

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $7,318/mo*

$1,120,300

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $7,318/mo*
2 Beds
3 Baths
1,614 sqft
(on 0.35 acres)

Local Information

  • Map ViewExplore the area around 8 Cunningham Place.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Location, location, location! In-town and at the end of a double cul-de-sac! This unique property provides numerous options to meet a variety of needs. The 1,062 sq ft cottage/main house is perfect as is for a small family. The sellers have approved plans to expand the cottage to a 4-bedroom house. Live in the cottage as it is for now and do the 4-bedroom house expansion later. In addition, there is an approved 552 sq ft Accessory Dwelling Unit (ADU) on the property. The ADU could be rented out to offset the buyer's mortgage payments. Or use it as an in-law apartment, work from home and gym space or to house overnight guests. Makes a perfect weekend/summer home if you live in NYC. In an incredibly desirable neighborhood where you can take a stroll down to the corner for breakfast, or dinner or to buy a bottle of wine. Just a short walk to all the Main Street retail and restaurant options. Relax and watch the sunset from the deck after a long day. A one of a kind opportunity. Don't miss the virtual tour! Floor plans are available in the listing supplements. Watch the virtual walkthrough tour!
8 Cunningham Place, Westport, CT 06880 is a 2 bedroom, 3 bathroom, 1,614 sqft single-family home in Westport Village, built in 1924. It last sold for $950,000 on Apr 22, 2024 (6% above the $895,000 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $4,330 per month. That rental listing was removed on October 22, 2025. It is currently off market. The Trulia Estimate is $1,120,300, with a rent estimate of $7,071/month.

Home Highlights

Parking
None
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 8 Cunningham Place

Interior Features

Interior Details
Basement: Crawl Space,Partial,Unfinished,Hatchway AccessNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1614 Square Feet
Appliances & Utilities
Appliances: Electric Range, Indoor Grill, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckOther Structures: Shed(s), Guest HouseExterior: Awning(s)Foundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1614 Square Feet

Property Information

Year Built
Year Built: 1924
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cottage
Building
Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 419692

Price & Status

Price
List Price: $895,000
Status Change & Dates
Off Market Date: Tue Apr 02 2024Possession Timing: Immediate/Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WestportCommunity: In-Town
School Information
Elementary School: SaugatuckJr High / Middle School: BedfordHigh School: Staples

Agent Information

Buyer Agent
Buyer Company Name: Team AFA at William Raveis Real Estate

Building

Building Area
Building Area: 1614 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Public Rec Facilities, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 0.35 acres

Miscellaneous

BasementMls Number: 24003456Attic: NoneAbove Grade Unfinished Area: 1614

Additional Information

GolfHealth ClubLibraryMedical FacilitiesPublic Rec FacilitiesShopping/Mall
Last check for updates: about 5 hours ago
Listed by Linda Dunsmore, (203) 722-5445
Keller Williams Realty, (203) 429-4020
Bought with: Kim Petre, (914) 588-9075, William Raveis Real Estate, (203) 655-1423
Source: Smart MLS, MLS#24003456

Price History for 8 Cunningham Place

DatePriceEventSource
10/22/2025$4,330ListingRemovedZillow Rentals
10/01/2025$4,330Listed For RentZillow Rentals
08/22/2025$4,200ListingRemovedZillow Rentals
08/12/2025$4,200PriceChange
Zillow Rentals
08/10/2025$5,000Listed For RentZillow Rentals
03/20/2025$3,500ListingRemovedZillow Rentals
02/11/2025$3,500Listed For RentZillow Rentals
04/22/2024$950,000Sold
Smart MLS #24003456
04/02/2024$895,000PendingSmart MLS #24003456
03/21/2024$895,000Listed For SaleSmart MLS #24003456
07/11/2020$485,000Sold
Smart MLS #170288613
05/15/2020$559,000PendingAgent Provided
04/28/2020$559,000Listed For SaleAgent Provided

Market trends in Westport

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.88M
$49.31K
MoM
Sale-to-List Price
Price per sq ft
$630
$5
MoM
Available listings
93
9
MoM
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Property Tax and Assessment

Year2025
Tax$7,521
Assessment$398,800
Home facts updated by county records

Comparable Sales for 8 Cunningham Place

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.04
Single-Family Home
$1,960,000
01/12/26
3
2.5
1,805
0.26
Single-Family Home
$1,449,777
10/03/25
6
7.5
7,499
0.52
Single-Family Home
$1,300,000
03/02/26
3
2.5
1,549
0.22
Single-Family Home
$1,550,000
11/20/25
5
5.5
3,606
0.49
Single-Family Home
$1,075,000
10/30/25
3
2
1,450
0.51
Single-Family Home
$1,250,000
08/28/25
3
2
1,861

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Cunningham Place.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

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Homes for sale near 8 Cunningham Place

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Off Market Homes Near 8 Cunningham Place

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