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1 Driftwood Point Road

Westport, Connecticut 06880

COMING SOON - NEW$7,790,000
Beds
3
Baths
3 | 1
SqFt
3,231
Acres
1.00
Year Built
1971
Matt Caiola

Matt Caiola

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Waterfront2-Car Garage3 Fireplaces

About This Home

Set on one acre of waterfront property, One Driftwood Point holds views of the Long Island Sound and Saugatuck Harbor on three sides and a perfect overlook of the backyard tennis court to complete this property as of one of the most unique and stunning spots in Westport! Stretched out into the harbor, the modern contemporary style home is designed to feel immersed in the sparkle of water and sea breeze from each wraparound deck, every oversized window, and all levels of open living space. The "upside down" layout opens with a double height entry and leads upstairs to the massive living spaces that maximize the gorgeous light and waterfront surroundings - with a front to back living room set with multiple conversation areas and easy deck flow, the space is mirrored with a matching family room holding a lounge area, billiard room and double sided fireplace. An office and half bath finish off the top floor. On the main level, the dining room and kitchen enjoy the view of boats in the harbor. The primary bedroom suite with two bathrooms, and a walk-in closet/dressing room steps out to the main level deck overlooking the front yard and water beyond. The two additional main level bedrooms share a full bath. The professionally landscaped property is surrounded by privacy plantings, includes a private beach, tennis court, and lawn for entertaining and play! Driftwood Point lives like a full retreat, while it's actually moments from Saugatuck dining, shopping and train station co

Key Facts

City/Town
Westport
Neighborhood
Saugatuck Shore
Property / Style
Single Family · Contemporary
Year Built
1971
Days on Market
0 days
Beds
3
Baths
3 full · 1 half
Living Area
3,231 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage
Property Taxes
$48,945 / Annually
HOA Fee
$500 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

54

59 active listings

Median $ / Sq Ft

$833

59 active listings

Sale-to-List Ratio

100.0%

311 sales

How this home compares

List Price

$7.79M

vs $5.00M median

56.0% above median

Price / Sq Ft

$2,411

vs $833 median

2.9× the median

Days on Market

0 days

vs 54 days median

54 days fresher than median

Based on 59 active and 311 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of September 19, 2026.

Location

1 Driftwood Point Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$47,971

per month

  • Principal & Interest$41,253
  • Property Taxes$4,079
  • Insurance$2,597
  • HOA$42

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

Location

City/Town
Westport
Neighborhood
Saugatuck Shore
County
Fairfield

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1971
New Construction
No/Resale
Living Area
3,231 sq ft

Schools

Elementary
Kings Highway
High
Staples

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
3
Laundry
Lower Level
Appliances
Oven/RangeRefrigerator
Basement
FullPartially Finished
Interior Features
Open Floor Plan

Exterior & Lot

Lot Size
1.00 acres
Zoning
AA
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
HarborL. I. Sound FrontageBeachWalk to WaterWater CommunityViewAccess
Water Source
Public Water Connected
Sewer
Septic
Construction
Clapboard
Color
Blue
Roof
Shingle
Foundation
Concrete
Lot Description
On Cul-De-SacProfessionally LandscapedWater View

HOA / Association

Fee
$500 / Annually

Listing & Financials

Property Taxes
$48,945 / Annually
Days on Market
0
MLS #
24208381
MLS Status
Coming Soon

Similar Properties

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Listed By

Leslie Clarke

(203) 984-1856

Compass Connecticut, LLC

(203) 293-9715

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/19/2026. 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 9/19/2026 at 5:10 PM UTC.