USACTDarienContentment Island17 Contentment Island Rd
Image | Image 1
Link Copied

17 Contentment Island Rd, Darien, CT

House

For Sale

Listed price in listed location currency (USD).
$9,895,000

656

MLS® 24115997

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 7174 sqft
Garage Yes
Taxes $109,003
Days Active 95
Lot Size 2.45 acres
Approx. Age 1909
Avg. Price Per Sqft $1,379
MLS® Number 24115997

Property Address: 17 Contentment Island Rd, Darien, CT, 06820-6208

Average square foot calculated using Size range provided by listing agent.

Description

Introducing one of Tokeneke's most iconic waterfront estates-available for the first time in 50 years. This rare and storied compound is set on 2.4 acres of exquisitely landscaped grounds with 180 feet of private shoreline along Long Island Sound. It offers an unrivaled blend of historic charm, timeless elegance, and breathtaking coastal beauty. A sweeping two-story paneled foyer leads to a gracious formal living and dining rooms with soaring ceilings, fireplaces, and uninterrupted views of the water. Sunlight pours into the sophisticated sunroom-an ideal setting for quiet mornings or refined entertaining. The expansive kitchen and breakfast area open seamlessly to a family room with a granite fireplace, while a discreet back stairway leads to a stunning double-height billiards room with vaulted, beamed ceilings. The second floor is anchored by a grand primary suite with an oversized waterfront balcony, offering a private vantage point for sunsets over the Sound. Two additional bedrooms complete this level, with three more on the top floor to accommodate family or guests in style. A separate three-car garage includes a fully finished upper level with a full bath-ideal for a guest suite, gym, or private office. This exceptional estate embodies the quiet prestige of a bygone era, offering privacy, beauty, and unparalleled access to the water-all in the heart of Darien's most coveted private enclave. A once-in-a-generation opportunity to own a true coastal masterpiece.
MLS® Number24115997
Laundry LevelUpper Level
Central VacNo
FireplaceNo
Acreage2.45
Exterior
GarageYes
Approx. Age1909
BasementPartial, Unfinished, Interior Access, Partial With Hatchway, Concrete Floor
DrivewayDetached Garage, Driveway
Garage Spaces3
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Family Room:Main Floor15 × 24 ft
Bedroom 3:Upper Level14 × 24 ft
Bedroom 1:Upper Level13 × 24 ft
Other:Main Floor20 × 25 ft
Kitchen:Main Floor18 × 24 ft
Bedroom 4:Upper Level12 × 17 ft
Living Room:Main Floor17 × 29 ft
Bedroom 2:Upper Level15 × 15 ft
Other:Upper Level15 × 36 ft
Bedroom 5:Upper Level12 × 17 ft
Other:Upper Level21 × 23 ft
Dining Room:Main Floor17 × 18 ft

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Sep 2, 2025List Date
$9,895,000List Price
  • Commute

Commute

Starting Address
Destination Address
17 Contentment Island Rd, Darien, CT

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Comparable Properties

Explore eXpFind an AgentJoin eXpInvestor RelationsCompany CareersHome Guides
eXp LifeZoocasaSUCCESS®SUCCESS® LendingeXp RevenoseXp CommercialeXp LuxuryAccessibility
Terms and ConditionsPrivacy Rights RequestPrivacy PolicyCookie PolicyBrand GuidelinesHelpSitemap

2219 Rimland Drive, Suite 301, Bellingham, Washington, 98226

1 833-303-0610

[email protected]

eXp REALTY

© 2024 eXp Realty. eXp World Holdings, Inc. All Rights Reserved.

DMCA Notice

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply

Fair Housing and Reasonable Accommodations

MLS Compliance Statements

Karen Richards - Designated Managing Broker, Broker Operations - TX

Texas Real Estate Commission information about brokerage services

Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations.The Fair Housing Notice →

*Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H.Learn More →

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny - Designated Broker

eXp Realty of Southern California, Inc. | CA DRE#01325837 | Jason Crawford – Designated Broker

eXp Realty of Greater Los Angeles, Inc. | CA DRE# 01240990 | Mike Mendibles - Designated Broker

eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas - Designated Broker

© 2025 eXp Realty. eXp World Holdings, Inc. All Rights Reserved