Sold
Last Sold Price
3 beds2,889 sqft$4,102/sqft
53 Contentment Island Rd, Darien, CT 06820
Single FamilyProperty Type
11 acresLot Size
1953Year Built
$4,102/sq ftPrice per sq ft
$4,097HOA Fees
2 carsParking Spaces

Description

Truly an inspirational and magical setting that offers unparalleled panoramic sky and water views of Long Island Sound. Rich with history, formerly owned by the Charles Lindbergh family and the backdrop for famous painter John Frederick Kensett. Available for the first time in 40 yrs, this is a rare opportunity to own 3 acres at the tip of Contentment Island in Tokeneke Assoc. with private beach, over 1000 ft of direct waterfront, 8 acres of the Fish Islands, dock and 34 acres of oyster beds. Imagine...Truly an inspirational and magical setting that offers unparalleled panoramic sky and water views of Long Island Sound. Rich with history, formerly owned by the Charles Lindbergh family and the backdrop for famous painter John Frederick Kensett. Available for the first time in 40 yrs, this is a rare opportunity to own 3 acres at the tip of Contentment Island in Tokeneke Assoc. with private beach, over 1000 ft of direct waterfront, 8 acres of the Fish Islands, dock and 34 acres of oyster beds. Imagine building your dream home in a dream come true location where sunrise and sunsets are daily rites of passage. Redniss and Mead, P. E. completed septic testing for 8 BR engineered system w/design completed/approved subject to permitting.
  • Listed by: Mls User 703.610.5333 mls@geac.com • Comp Only Sale
Listing closed: 07/20/2015 12:00 AM • Source: SMARTMLS, MLS#: 99087482

Recent comparable sales

Median sold price

$1,900,000

Avg days on market

9

Sale-to-list ratio

113.6%

Darien, CT

9 comparable properties found

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Bedrooms
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Bathrooms
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Square Feet
1
Acres
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$1,825,000 | 161 Old Kings Highway South, Darien, CT 06820
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Square Feet
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$3,050,000 | 18 Pasture Lane, Darien, CT 06820
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Acres
$1,900,000 | 6 Queens Lane, Darien, CT 06820
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a front view of a house with garden
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Sold 11/04/24

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Square Feet
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Acres
$2,125,000 | 48 Nearwater Lane, Darien, CT 06820
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4
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Sold 01/15/26

3
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Square Feet
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Acres

Location

Listing Courtesy of Comp Only Sale, Mls User

Sold By Comp Only Sale, Mls User

Add your commute

Payment Calculator

$85,729 per month

30 year fixed, 6.55% Interest

Principal and Interest

$60,232

Property Taxes

$21,400

HOA Dues

$4,097

The Payment Calculator is for illustrative purposes only.

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Property Information for 53 Contentment Island Road

Property Details
  • MLS Type: Residential
  • Basement Description: Crawl Space, Interior Access
  • Direct Waterfront: Yes
  • Garages Number: 2
  • Neighborhood: Tokeneke
  • Style: Colonial
  • Garage Parking Info: Detached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1953
  • Lot Size: 11.00 AC / 479,160 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Association Amenities: Health Club, Medical Facilities, Park, Tennis Courts
  • Directions: Tokeneke Road to Old Farm top Tokeneke Trail to Cross to Searles
  • Elementary School: Tokeneke
  • High School: Darien
  • Latitude: 41.05045
  • Longitude: -73.45915
  • Middle Jr High School: Middlesex
  • Neighborhood Amenities: Health Club, Library, Medical Facilities, Park, Public Transportation, Shopping/Mall, Tennis Courts
  • State: Connecticut
HOA and Fees
  • HOA Fee Amount: 4097
  • Home Owner's Assocation: Yes
  • Tax Year: July 2014-June 2015
  • Property Tax: $136,221
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Awnings, Deck, Shed, Terrace
  • Waterfront Description: Beach, Frontage, L. I. Sound Frontage, View, Direct Waterfront
Interior Features
  • Appliances Included: Cook Top, Dishwasher, Dryer, Icemaker, Oven/Range, Refrigerator, Wall Oven, Washer
  • Attic Description: Access Via Hatch
  • Cooling System: Window Unit
  • Heat Type: Baseboard, Radiator, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Laundry Room Location: first
  • Rooms Additional: Foyer
  • Room Count: 8
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor,Sliders
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 30.0
Room 2
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor,Sliders
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 30.0
Room 3
  • Room Entry Order: 2
  • Room Features: Hardwood Floor,Sliders
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 18.0
Room 4
  • Room Entry Order: 2
  • Room Features: Hardwood Floor,Sliders
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 18.0
Room 5
  • Listing Key: DD5C3832F1DE09FCE053D501100A83A2
  • Room Entry Order: 3
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 26.0
Room 6
  • Room Entry Order: 3
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 26.0
Room 7
  • Room Entry Order: 4
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 12.0
Room 8
  • Room Entry Order: 4
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 12.0
Room 9
  • Listing Key: DD5C3832F1DE09FCE053D501100A83A2
  • Room Entry Order: 5
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 15.0
Room 10
  • Room Entry Order: 5
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 15.0
Room 11
  • Room Entry Order: 6
  • Room Features: Fireplace,Sliders,Walk-In Closet
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 26.0
Room 12
  • Room Entry Order: 6
  • Room Features: Fireplace,Sliders,Walk-In Closet
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 26.0
Room 13
  • Room Entry Order: 7
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 22.0
Room 14
  • Room Entry Order: 7
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 22.0
Room 15
  • Room Entry Order: 8
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 16.0
Room 16
  • Room Entry Order: 8
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 16.0
Property
Property and Assessments
  • Color: gray
  • Construction Description: Frame
  • Exterior Siding: Shingle
  • Foundation Type: Block
  • Gross SQFT Per Public Records: 2889
  • New Construction Type: No/Resale
  • Roof: Fiberglass Shingle
  • Year Built: 1953
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2889
Lot Information
  • Lot Description: Water View
  • Parcel Number: 1975723
  • Sq Ft Est Heated Above Grade: 2889.0
  • Sq Ft Total: 2889.0
  • Zoning: R-1
Utilities
  • Heat Fuel Type: Oil
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Unit Count: 0

Property History for 53 Contentment Island Road

DateEvent & SourcePriceAppreciation
Jul 20, 2015

Closed (Public Record)

Public Record #553549069

$11,850,000
DateEvent & SourcePrice
07/20/2015

Closed (Public Record)

Public Record #553549069

$11,850,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 53 Contentment Island Road

Taxable ValueLand$8,432,130Additions$8,156,960Total$16,589,090
Tax Record2025$256,799 ($21,400 / month)
Home Facts
Beds4Baths7Total Finished SqFt11,627 SqFtAbove Grade Finished SqFt11,627 SqFtUnfinished Basement SqFt3,029 SqFtStories2Lot Size130,201 SqFtStyleSingle Family ResidenceYear Built2020Year Renovated2020ZoningR-1CountyWESTERN CONNECTICUTAPNDARI M:68 B:17-21

Schools near 53 Contentment Island Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Tokeneke Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 53 Contentment Island Road, Darien, CT 06820
$11,850,000
3
2,889
479,160
5
4.5
6,226
76,666
$3,500,000
5
6,555
67,518
$5,250,000
4
6,454
54,014
2
1,958
104,108
$3,200,000
5
2,910
88,862

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Comp Only Sale, Mls User

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.