8 Cunningham Place
Westport, CT 06880
Westport Village- 2 Beds
- 3 Baths
- 1,614 sqft (on 0.35 acres)
2 Beds
3 Baths
1,614 sqft
(on 0.35 acres)
Local Information
-- mins to
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
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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 |
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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 |
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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 |
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Price List Price: $895,000 |
Status Change & Dates Off Market Date: Tue Apr 02 2024Possession Timing: Immediate/Negotiable |
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MLS Status: Closed |
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Direction & Address City: WestportCommunity: In-Town |
School Information Elementary School: SaugatuckJr High / Middle School: BedfordHigh School: Staples |
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Buyer Agent Buyer Company Name: Team AFA at William Raveis Real Estate |
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Building Area Building Area: 1614 Square Feet |
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Community Features: Golf, Health Club, Library, Medical Facilities, Public Rec Facilities, Shopping/Mall |
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No HOA |
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Lot Area: 0.35 acres |
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BasementMls Number: 24003456Attic: NoneAbove Grade Unfinished Area: 1614 |
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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
| Date | Price | Event | Source |
|---|---|---|---|
| 10/22/2025 | $4,330 | ListingRemoved | Zillow Rentals |
| 10/01/2025 | $4,330 | Listed For Rent | Zillow Rentals |
| 08/22/2025 | $4,200 | ListingRemoved | Zillow Rentals |
| 08/12/2025 | $4,200 | PriceChange | Zillow Rentals |
| 08/10/2025 | $5,000 | Listed For Rent | Zillow Rentals |
| 03/20/2025 | $3,500 | ListingRemoved | Zillow Rentals |
| 02/11/2025 | $3,500 | Listed For Rent | Zillow Rentals |
| 04/22/2024 | $950,000 | Sold | Smart MLS #24003456 |
| 04/02/2024 | $895,000 | Pending | Smart MLS #24003456 |
| 03/21/2024 | $895,000 | Listed For Sale | Smart MLS #24003456 |
| 07/11/2020 | $485,000 | Sold | Smart MLS #170288613 |
| 05/15/2020 | $559,000 | Pending | Agent Provided |
| 04/28/2020 | $559,000 | Listed For Sale | Agent Provided |
Market trends in Westport
Last updated June 2026
Avg. sale price
$1.88M
$49.31KMoM
Sale-to-List Price
—
Price per sq ft
$630
$5MoM
Available listings
93
9MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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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