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1 Twin Oaks Lane

Westport, Connecticut 06880

ACTIVE$5,500,000
Beds
5
Baths
5 | 1
SqFt
9,421
Acres
1.63
Year Built
2026
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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3-Car Garage2 FireplacesNew Construction

About This Home

Discover exceptional modern living in this stunning new construction home set on 1.68 acres of private, serene property in Westport, CT. Designed with both luxury and functionality in mind, this residence offers 5 spacious bedrooms and 7 beautifully appointed bathrooms. The primary suite is a true sanctuary, featuring three generous closets and a spa-inspired feel. Each additional bedroom is thoughtfully designed with ample space and comfort. Upstairs, a bright and inviting sitting area creates the perfect retreat, while a fully finished attic provides an ideal space for a playroom or creative zone. The heart of the home is a chef's kitchen, showcasing elegant oak cabinetry, high-end finishes, and a large walk-in pantry-perfect for everyday living and entertaining alike. A dedicated home office on the main level adds convenience for today's lifestyle. The fully finished basement offers incredible versatility, ideal for a home gym, bar, or entertainment space. Step outside to a beautiful, expansive patio overlooking the private grounds-perfect for gatherings or quiet relaxation. Completing this remarkable home is a 3-car garage and a sleek, modern design throughout. This is a rare opportunity to own a truly special property that combines sophistication, space, and privacy in one of Westport's most desirable locations.

Key Facts

City/Town
Westport
Neighborhood
Old Hill
Property / Style
Single Family · Contemporary,Modern
Year Built
2026
Days on Market
81 days
Beds
5
Baths
5 full · 1 half
Living Area
9,421 sq ft
Lot Size
1.63 acres
Garage / Parking
3 garage
Property Taxes
$17,293 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

56

71 active listings

Median $ / Sq Ft

$820

71 active listings

Sale-to-List Ratio

100.0%

303 sales

How this home compares

List Price

$5.50M

vs $4.60M median

19.6% above median

Price / Sq Ft

$584

vs $820 median

28.8% below median

Days on Market

81 days

vs 56 days median

25 days longer than median

Based on 71 active and 303 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of July 27, 2026.

Location

1 Twin Oaks Lane, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$31,317

per month

  • Principal & Interest$28,043
  • Property Taxes$1,441
  • Insurance$1,833
  • 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
Contemporary,Modern
Year Built
2026
New Construction
Torn Down & Rebuilt
Living Area
9,421 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
2
Laundry Location
UPSATIRS
Appliances
Gas CooktopMicrowaveRange HoodRefrigeratorDishwasher
Basement
FullFully Finished
In-Law Apartment
No
Additional Rooms
Laundry RoomMud RoomSitting Room

Exterior & Lot

Lot Size
1.63 acres
Zoning
AAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Stucco
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
SecludedCorner LotLevel Lot

Listing & Financials

Property Taxes
$17,293 / Annually
Days on Market
81
MLS #
24171432
MLS Status
Active

Similar Properties

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

Listed By

Zuzana Dankova

(914) 879-4405

HomeSmart Homes and Estates

(845) 547-0005

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 10:50 AM UTC.