Skip to main content

215 Ocean Drive West

Stamford, Connecticut 06902

PENDING$4,375,000

Reduced from $4,750,000

Beds
5
Baths
3 | 1
SqFt
3,443
Acres
1.02
Year Built
1910
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
WaterfrontGuest House2 FireplacesPrice Reduced

About This Home

Set on 150 feet of private sandy beach along Stamford Harbor, this exceptional Shippan Point waterfront offers a rare combination of direct sandy beachfront, striking views, and an exceptional position along the waterfront. With a western-facing orientation, the property enjoys beautiful sunsets and sweeping water views across the harbor and out toward the New York City skyline. Approached by a cobblestone driveway and surrounded by mature landscaping, the home has an understated and refined presence. The rear of the property opens to a broad terrace and manicured lawn that lead directly to the beach, creating a seamless connection to the water. This 5-bedroom, 3.5-bath home offers light-filled living spaces, many oriented toward the water. A spacious kitchen with oversized island and adjacent breakfast area opens to the outdoors, while a formal dining room and multiple living areas provide flexibility. A full-length enclosed porch offers panoramic water views and is one of the home's standout features. The property also includes a separate cottage on its own parcel, offering flexibility for guests, extended family, or future use. Located just a short walk from the Stamford Yacht Club and only minutes to Metro North with frequent express service to Manhattan, the setting offers a unique combination of privacy, accessibility, and direct connection to the water that is difficult to replicate.

Key Facts

City/Town
Stamford
Neighborhood
Shippan
Property / Style
Single Family · Colonial
Year Built
1910
Days on Market
78 days
Beds
5
Baths
3 full · 1 half
Living Area
3,443 sq ft
Lot Size
1.02 acres
Property Taxes
$48,178 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

41

75 active listings

Median $ / Sq Ft

$414

75 active listings

Sale-to-List Ratio

103.8%

577 sales

How this home compares

List Price

$4.38M

vs $1.20M median

3.7× the median

Price / Sq Ft

$1,271

vs $414 median

3.1× the median

Days on Market

78 days

vs 41 days median

37 days longer than median

Based on 75 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.

Location

215 Ocean Drive West, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$27,780

per month

  • Principal & Interest$22,307
  • Property Taxes$4,015
  • Insurance$1,458
  • HOA$0

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

Location

City/Town
Stamford
Neighborhood
Shippan
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1910
New Construction
No/Resale
Living Area
3,443 sq ft

Schools

Elementary
Per Board of Ed
High
Stamford

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Split System
Fireplaces
2
Laundry
Upper Level
Appliances
Gas CooktopGas RangeRange HoodSubzeroDishwasherDisposalWasherDryerWine Chiller
Basement
FullUnfinished

Exterior & Lot

Lot Size
1.02 acres
Zoning
R20
Waterfront
Direct waterfront
Waterfront Details
L. I. Sound FrontageBeach
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
Yes
Construction
Stucco
Roof
Wood Shingle
Foundation
Concrete
Exterior Features
Guest HouseStone WallFrench DoorsPatio
Lot Description
Level LotRolling

Listing & Financials

Property Taxes
$48,178 / Annually
Days on Market
78
MLS #
24167132
MLS Status
Under Contract

Similar Properties

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

Listed By

Josh Weisman

(917) 882-7673

William Raveis Real Estate

(203) 322-0200

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:25 AM UTC.