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22 Ocean Drive North

Stamford, Connecticut 06902

ACTIVE$3,100,000
Beds
4
Baths
4 | 1
SqFt
3,866
Acres
0.18
Year Built
1925
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Waterfront

About This Home

Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & private access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator, breakfast bar, & a large island with double-sided seating, all overlooking expansive water vistas. Enjoy unparalleled front-row seats to Stamford's Fourth of July Fireworks, & year-round sunrises from your living room & patio. The primary suite provides a luxurious bath and an expansive deck overlooking Long Island Sound. Additionally, a first-floor suite with separate access is complemented by a full wet bar & en suite bathroom. Upstairs, enjoy a water-facing bedroom with bay window views, a full hallway bathroom, & a third-floor retreat with another water-facing bedroom, full bath, sitting room, and cedar closet. The finished basement offers an exercise area, lounge, laundry, and ample storage. Located within a short distance to West Beach, Brennan's Pub, Stamford Yacht Club, Woodway Beach Club & just minutes from Cummings Park, Cafe Silvium, shops, restaurants, concerts, and movies in downtown Stamford, with easy access to the train to NYC-just five minutes away-this serene waterfront oasis combines luxury, convenience, and community for an unparalleled living experience.

Key Facts

City/Town
Stamford
Neighborhood
Shippan
Property / Style
Single Family · Colonial
Year Built
1925
Days on Market
63 days
Beds
4
Baths
4 full · 1 half
Living Area
3,866 sq ft
Lot Size
0.18 acres
Property Taxes
$25,717 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

39

77 active listings

Median $ / Sq Ft

$414

77 active listings

Sale-to-List Ratio

103.8%

577 sales

How this home compares

List Price

$3.10M

vs $1.20M median

2.6× the median

Price / Sq Ft

$802

vs $414 median

93.7% above median

Days on Market

63 days

vs 39 days median

24 days longer than median

Based on 77 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.

Location

22 Ocean Drive North, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$18,982

per month

  • Principal & Interest$15,806
  • Property Taxes$2,143
  • Insurance$1,033
  • 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
1925
New Construction
No/Resale
Living Area
3,866 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central Air
Appliances
Gas CooktopGas RangeMicrowaveSubzeroDishwasherWasherGas Dryer
Basement
FullStorageInterior AccessPartially FinishedConcrete Floor

Exterior & Lot

Lot Size
0.18 acres
Zoning
R10
Waterfront
Direct waterfront
Waterfront Details
L. I. Sound FrontageWalk to WaterBeachWater CommunityAssociation OptionalViewAccess
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Brick
Roof
Slate
Foundation
ConcreteMasonry
Lot Description
Level LotProfessionally LandscapedWater View

Listing & Financials

Property Taxes
$25,717 / Annually
Days on Market
63
MLS #
24178294
MLS Status
Active

Similar Properties

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Listed By

Dannel Malloy

(203) 273-7107

NestSeekers International

(203) 204-9555

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 7:55 AM UTC.