Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a Gunite pool with automatic safety cover, a large, flat, fenced in, private yard with walk-out lower level, full house generator, EV charging outlet, and city water, sewer, and natural gas. Traditional layout with modern, high-end finishes and an abundance of natural light. Built by multi-award-winning Westport Family Homes.
Est. $2,816 per month, based on comparable rentals
Sale and tax history for 2 Webb Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24146001
Mar 12, 2026
Sold
$3,400,000
$619/sq ft
Jan 23, 2026
Pending
—
Jan 12, 2026
Listed
$3,399,000
$618/sq ft
Smart MLS #24133269
Dec 29, 2025
Listing Removed
—
Oct 22, 2025
Listed
$3,695,000
$672/sq ft
Smart MLS #24125087
Oct 14, 2025
Listing Removed
—
Sep 8, 2025
Listed
$3,695,000
$672/sq ft
Smart MLS #24103396
Sep 8, 2025
Listing Removed
—
Jun 11, 2025
Listed
$3,895,000
$709/sq ft
Smart MLS #170622011
Apr 12, 2024
Sold
$905,239
$165/sq ft
Mar 22, 2024
Pending
—
Mar 12, 2024
Contingent
—
Mar 9, 2024
Listed
$875,000
$159/sq ft
Mar 1, 2024
Coming Soon
$875,000
$159/sq ft
Mar 1, 2024
Listed
$875,000
$159/sq ft
Public Records
Aug 1, 1989
Sold
$277,000
$50/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$8,736 (+1.5%)
$408,700 + $67,400
$476,100
2022
$8,603
$408,700 + $67,400
$476,100
2021
$8,603 (+1.6%)
$408,700 + $67,400
$476,100
2020
$8,465 (−0.9%)
$431,400 + $75,200
$506,600
2019
$8,541
$431,400 + $75,200
$506,600
2018
$8,541
$431,400 + $75,200
$506,600
2017
$8,541
$431,400 + $75,200
$506,600
2016
$8,541 (+5.0%)
$431,400 + $75,200
$506,600
2014
$8,136
$351,400 + $102,100
$453,500
Public record
Public record
Permits
Beds
3
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.55 Acres
Year renovated
—
Sq. Ft.
1,334
Year built
1952
Style
Single Family Residential
County
Fairfield County
APN
418389
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 12, 2023.
Aug 15, 2025 • Final
Residential new building
Construct a new two-story single-family home with a finished attic and finished basement.
New construction
Aug 12, 2025 • Final
Residential electric
Electrical
Pool and hot tub
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 13
Laundry Room Location: Second Floor
Laundry Room Info: Upper Level
Interior Features: Auto Garage Door Opener, Open Floor Plan, Security System
In-Law Apartment: Possible
In-Law Access: Lower Level
Appliances
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Wine Chiller