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217 Wilton Road

Westport, Connecticut 06880

COMING SOON - NEW$3,950,000
Beds
6
Baths
5 | 2
SqFt
5,696
Acres
1.19
Year Built
2026
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage1 FireplaceNew Construction

About This Home

Some homes are simply unforgettable. Set high above the street on 1.19 lush acres in coveted Old Hill, this extraordinary new residence blends striking architecture and sophisticated design. A gracious front porch overlooks a courtyard-like driveway. Created by Sam Development LLC.,CMS Architects, and Interior Designer Mary Beth Woods, this distinctive home offers approximately 6,000 SF across four levels, with 5 bedrooms, 5 baths, 2 half baths, 9' ceilings on the first and second floors, 6" white oak flooring, and exceptional details. The spectacular kitchen features high-end appliances, oversized island and walk-in pantry, opening to the family room with gas fireplace and breakfast area. Glass sliders lead to a granite patio and landscaped grounds. An elegant dining room with built-in buffet and bar and a glass doored living room/study complete the main level. The vaulted, beamed primary suite features a spa-like bath and two walk-in closets. Three additional bedrooms, spacious laundry, finished third- floor space with half bath, and a lower level with family room, bedroom,full bath, gym, and storage offer versatility. The detached 1,050 SF ADU is ideal for in-laws, guests, office/studio, or future pool house. Three-car garage with bonus room, spray-foam insulation, approximately 100 recessed lights. 22-KW Generac generator, 400-amp electrical services, and EV outlet. Come experience this exceptional Old Hill property and discover a home that stands apart.

Key Facts

City/Town
Westport
Neighborhood
Old Hill
Property / Style
Single Family · Colonial
Year Built
2026
Days on Market
0 days
Beds
6
Baths
5 full · 2 half
Living Area
5,696 sq ft
Lot Size
1.19 acres
Garage / Parking
3 garage · 6 total
Property Taxes
$999,999 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

42

66 active listings

Median $ / Sq Ft

$793

66 active listings

Sale-to-List Ratio

100.0%

296 sales

How this home compares

List Price

$3.95M

vs $5.00M median

20.9% below median

Price / Sq Ft

$693

vs $793 median

12.6% below median

Days on Market

0 days

vs 42 days median

42 days fresher than median

Based on 66 active and 296 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of October 26, 2026.

Location

217 Wilton Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$106,357

per month

  • Principal & Interest$21,707
  • Property Taxes$83,333
  • Insurance$1,317
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Old Hill
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2026
New Construction
Completed/Never Occupied
Living Area
5,696 sq ft
Below Grade
1,425 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Hydro Air
Heat Fuel
Propane
Cooling
Central AirZoned
Fireplaces
1
Laundry
Upper Level
Laundry Location
2nd floor
Appliances
Gas CooktopWall OvenRange HoodRefrigeratorFreezerIcemakerDishwasher
Basement
FullHeatedStorageFully FinishedCooledConcrete Floor
In-Law Apartment
YesDetachedFirst Floor
Interior Features
Auto Garage Door OpenerCable - Pre-wiredHumidifierSecurity System
Additional Rooms
FoyerGymLaundry RoomMud Room

Exterior & Lot

Lot Size
1.19 acres
Zoning
AA
Garage / Parking
3 garage spaces6 total parking spacesAttached GaragePavedDrivewaySharedPaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
Hardie Board
Color
white
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesPorchGuttersLightingUnderground SprinklerPatio
Lot Description
Level LotSloping LotCleared

Listing & Financials

Property Taxes
$999,999 / Annually
Days on Market
0
MLS #
24186096
MLS Status
Coming Soon

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Jillian Klaff

(203) 858-2095

Coldwell Banker Realty

(203) 227-8424

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/26/2026. 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 10/26/2026 at 7:05 PM UTC.