$6,000,000
SOLD AUG 8, 2025

31 Contentment Island Rd Darien, CT 06820

6 Beds
5.5 Baths
6,586 Sq Ft
2 Acres

Recently Sold

$911 Per Sq Ft

3% Below List Price

4 Days on Market

Highlights

  • Detached Guest House
  • Sub-Zero Refrigerator
  • 2 Acre Lot
  • Tokeneke Elementary School Rated A
  • Waterfront
  • Colonial Architecture

About This Home

As of August 2025

Escape to a world of elegance and serenity at this custom waterfront estate that captures the enchanting essence of New England's coastal charm. Gold Coast Luxury in exclusive Tokeneke Association. Set on a sprawling perched lot, this residence offers an unparalleled living experience with 6 generously sized bedrooms and 5.5 bathrooms. Every room in this meticulously crafted home provides breathtaking water views, ensuring a magical ambience throughout. Designed by a local coveted firm, Brooks & Falotico. The chef's kitchen is perfect for culinary enthusiasts, while the formal dining room and expansive living areas offer exquisite spaces for entertaining all with fireplaces and views to last into the evening. Enjoy the privilege of your own private dock and mooring, perfect for fishing, bird watching and a day on the water. Guests will want to extend their stay! Retreat to the charming cottage, a delightful addition for visitors seeking comfort and privacy. Leisurely afternoons await! The estate also features a gym, mudroom, boat garage, library with speak-easy and a leveled lawn ensuring all your lifestyle needs are met within this exclusive escape. Room to build and even design a pool on one of three locations on the property. Experience the ultimate blend of luxury and coastal beauty, just a stone's throw from the captivating waters of Long Island Sound. Indulge in a lifestyle where elegance meets nature, offering a truly dreamy retreat. Stop daydreaming, start living.

Last Agent to Sell the Property

Nancy R Dauk

Compass Connecticut, LLC License #REB.0161930 Listed on: 06/23/2025

Compass Connecticut, LLC

Co-Listed By

Patricia Schram

Compass Connecticut, LLC License #RES.0796799

Last Buyer's Agent

Keiley Fuller

Compass Connecticut, LLC License #RES.0778203

Compass Connecticut, LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $62,228

Year Built

  • Built in 1912

Lot Details

  • 2 Acre Lot
  • Waterfront

HOA Fees

  • $208 Monthly HOA Fees

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Stone Foundation
  • Frame Construction
  • Slate Roof
  • Clap Board Siding
  • Shingle Siding

Interior Spaces

  • 6,586 Sq Ft Home
  • 7 Fireplaces
  • Workshop

Kitchen

  • Gas Cooktop
  • Microwave
  • Sub-Zero Refrigerator
  • Ice Maker
  • Dishwasher
  • Wine Cooler
  • Instant Hot Water

Bedrooms and Bathrooms

  • 6 Bedrooms

Laundry

  • Laundry on main level
  • Electric Dryer
  • Washer

Attic

  • Attic Floors
  • Storage In Attic
  • Pull Down Stairs to Attic

Unfinished Basement

  • Basement Fills Entire Space Under The House
  • Basement Storage

Additional Homes

  • Detached Guest House

Location

  • Property is near public transit
  • Property is near a golf course

Schools

  • Tokeneke Elementary School
  • Middlesex School
  • Darien High School

Utilities

  • Zoned Heating and Cooling System
  • Floor Furnace
  • Heating System Uses Oil
  • 60 Gallon+ Oil Water Heater
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 109209

Community Details

Overview

  • Association fees include security service, road maintenance

Additional Features

  • Public Transportation
  • Security Service

Home Details

Home Type

Single Family

Est. Annual Taxes

$62,228

Year Built

Built in 1912

Lot Details

0

HOA Fees

$208 per month

Listing Details

  • Neighborhood: Tokeneke
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 6586
  • Total Sq Ft: 6586
  • Year Built: 1912
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Health Club, Library, Park, Playground/Tot Lot, Public Transportation, Tennis Courts
  • In Law Access: Detached
  • Association Amenities: Security Services
  • Direct Waterfront: Yes
  • Home Warranty Offered: No
  • Directions: Old Farm Rd to Searles Rd to Contentment Island. Please Park on UPPER Drive, (stay left up Shennemere) vs continuing down Contentment. You will see cottage. Past cottage to front door.
  • Financing Used: Cash
  • In Law Apartment: Yes
  • Spec Assoc Asses: No
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 6
  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Fireplaces: 7
  • Attic Description: Storage Space, Floored, Pull-Down Stairs
  • Basement Description: Full, Unfinished, Storage
  • Appliances: Gas Cooktop, Electric Range, Convection Range, Microwave, Refrigerator, Subzero, Icemaker, Dishwasher, Instant Hot Water Tap, Washer, Electric Dryer, Wine Chiller
  • Additional Rooms: Workshop
  • Laundry Room Location: Large laundry room
  • Laundry Room Info: Main Level
  • Attic: Yes
  • Street Number Modifier: 31
  • Other SqFt Description: As per public records

Exterior Features

  • Exterior Siding: Shingle, Clapboard
  • Foundation Type: Concrete, Stone
  • Roof Information: Slate
  • Waterfront Description: L. I. Sound Frontage Walk to Water Dock or Mooring View Access
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Detached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air, Zoned
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, 65 Gallon Tank
  • Water Source: Public Water Connected
  • Sewer: Septic

Condo/Co-op/Association

  • Association Fee Includes: Security Service, Road Maintenance
  • HOA Fees: 2500
  • HOA Fee Frequency: Annually

Schools

  • Elementary School: Tokeneke
  • Middle School: Middlesex
  • High School: Darien

Lot Info

  • Acres: 2
  • Lot Description: Level Lot Professionally Landscaped Water View Open Lot
  • Flood Zone: No
  • Zoning: R-1
  • Parcel #: 109209

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 62228
  • Total Assessed Value: 4019890
  • Mil Rate Total: 15.48

MLS Schools

  • Elementary School: Tokeneke
  • Middle Jr High School: Middlesex
  • High School: Darien

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jun 23, 2025
Closed on
Aug 6, 2025
Sold by
Schram Stephen C and Schram Patricia
Bought by
Jellinek Peter M and Jellinek Suzie L
Seller's Agent
Nancy R Dauk
Compass Connecticut, LLC
Buyer's Agent
Keiley Fuller
Compass Connecticut, LLC
List Price
$6,175,000
Sold Price
$6,000,000
Premium/Discount to List
-$175,000
-2.83%
Views
21

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
11.60%

Purchase Details

Closed on
Sep 29, 1998
Sold by
Hamilton Deborah B
Bought by
Schram Stephen C and Schram Patricia

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,000,000
Interest Rate
6.5%
Source: Public Records

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $6,000,000 --
Warranty Deed $2,000,000 --
Warranty Deed $2,000,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $3,000,000 Adjustable Rate Mortgage/ARM
Previous Owner $3,000,000 No Value Available
Previous Owner $1,400,000 No Value Available
Previous Owner $1,000,000 No Value Available
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
08/08/2025 08/08/25 Sold $6,000,000 -2.8% $911 / Sq Ft
06/27/2025 06/27/25 Pending -- -- --
06/23/2025 06/23/25 For Sale $6,175,000 0.0% $938 / Sq Ft
06/01/2023 06/01/23 Rented $40,000 -11.1% --
05/03/2023 05/03/23 Under Contract -- -- --
04/17/2023 04/17/23 For Rent $45,000 +12.5% --
04/29/2022 04/29/22 Rented $40,000 -11.1% --
03/28/2022 03/28/22 For Rent $45,000 -- --
Source: SmartMLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $62,228 $4,019,890 $2,801,050 $1,218,840
2024 $59,052 $4,019,890 $2,801,050 $1,218,840
2023 $59,634 $3,386,390 $2,296,000 $1,090,390
2022 $58,347 $3,386,390 $2,296,000 $1,090,390
2021 $57,027 $3,386,390 $2,296,000 $1,090,390
2020 $55,401 $3,386,390 $2,296,000 $1,090,390
2019 $55,774 $3,386,390 $2,296,000 $1,090,390
2018 $55,789 $3,469,480 $2,561,370 $908,110
2017 $56,067 $3,469,480 $2,561,370 $908,110
2016 $54,714 $3,469,480 $2,561,370 $908,110
2015 $53,257 $3,469,480 $2,561,370 $908,110
2014 $52,077 $3,469,480 $2,561,370 $908,110
Source: Public Records

Agents Affiliated with this Home

  • Section Image
  • Section Image
  • Section Image
See All Agents

Map

Source: SmartMLS

MLS Number: 24105934

SmartMLS

APN: DARI-000068-000000-000011