1 Driftwood Point Road
Westport, Connecticut 06880
- Beds
- 3
- Baths
- 3 | 1
- SqFt
- 3,231
- Acres
- 1.00
- Year Built
- 1971
- Neighborhood
- Saugatuck Shore
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
59
39 under contract
Median List Price
$5.00M
59 active listings
Median Closed Price
$2.42M
311 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per 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
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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.