209 Westport Road
Wilton, Connecticut 06897
- Beds
- 4
- Baths
- 2
- SqFt
- 2,964
- Acres
- 1.01
- Year Built
- 1967
- Neighborhood
- South Wilton
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Please submit HIGHEST and BEST OFFERS by Tuesday June 9th at 5pm. At the end of a long shared driveway that feels like a cul de sac this South Wilton 4/5 bedroom Colonial blends classic charm with meaningful modern updates - and it's move-in ready. Step inside the foyer where newly installed hardwood floors flow through the living room and dining room, setting a fresh tone throughout. At the heart of the home, a beautifully renovated kitchen delivers fresh finishes and updated fixtures that balance style with everyday functionality - the kind of space that makes morning routines and dinner parties equally enjoyable. Four generous bedrooms are served by a full bath upstairs plus an additional room that could be converted to another bathroom. There is second full bath located on the main floor, Step outside and discover one of this property's most exciting features - an expansive, cleared backyard that's a rare find in Wilton. Whether you're envisioning summer barbecues on the bluestone patio, space for the little ones to roam, or the pool you've always dreamed of, this yard delivers. A pool permit is already in place, so your outdoor oasis is ready to become a reality without delay. With a brand new roof installed in 2024, the big-ticket items are already handled. All of this in sought-after Wilton - celebrated for its top-rated schools, charming village center, and easy Merritt Parkway and Metro-North access. This is Fairfield County living at its finest.
Key Facts
- City/Town
- Wilton
- Neighborhood
- South Wilton
- Property / Style
- Single Family · Colonial
- Year Built
- 1967
- Days on Market
- 57 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,964 sq ft
- Lot Size
- 1.01 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $13,676 / Annually
Market Snapshot
The Wilton Market
Single Family · trailing 12 months
Active Listings
29
43 under contract
Median List Price
$1.80M
29 active listings
Median Closed Price
$1.42M
213 sales
Median Days on Market
20
29 active listings
Median $ / Sq Ft
$407
29 active listings
Sale-to-List Ratio
105.4%
213 sales
How this home compares
List Price
$895,000
vs $1.80M median
50.3% below median
Price / Sq Ft
$302
vs $407 median
25.8% below median
Days on Market
57 days
vs 20 days median
37 days longer than median
Based on 29 active and 213 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of July 28, 2026.
Location
209 Westport Road, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,563
- Property Taxes$1,140
- Insurance$298
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Wilton
- Neighborhood
- South Wilton
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1967
- New Construction
- No/Resale
- Living Area
- 2,964 sq ft
Schools
- Elementary
- Miller-Driscoll
- Middle
- Cider Mill
- High
- Wilton
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 1
- Appliances
- Electric RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- None
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
Exterior & Lot
- Lot Size
- 1.01 acres
- Zoning
- R-1
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Patio
- Lot Description
- Interior LotDrySloping LotOn Cul-De-SacCleared
Listing & Financials
- Property Taxes
- $13,676 / Annually
- Days on Market
- 57
- MLS #
- 24170772
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 5:20 AM UTC.