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$6,175,000

Sale Pending
31 Contentment Island Rd, Darien, CT 06820
6 Beds
6 Baths
6,586 Square Feet
0.00 Acres Lot
Built in 1912
Sale Pending
Units n/a
Checked: 1 hour ago
Updated: Jun 28, 2025 at 03:21AM

Investment Summary


Monthly Cash Flow
-$29,570
Cap Rate
0.5%
Cash-on-Cash Return
-25.0%
Debt Coverage Ratio
0.08
Internal Rate of Return (5 years)
-20.1%

Property Description


0.00 Acres Lot
Built in 1912
Sale Pending
Units n/a

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.

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Location


Property Details


Parking

  • Description: Garage
  • Garage Spaces: 2
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 6

Bathroom Information

  • # of Baths (Full): 5
  • # of Baths (Total): 6.0

Interior Features

  • # of Rooms: 20
  • # of Stories: 2
  • Attic: Yes
  • Basement: Yes
  • Basement Description: Full, Storage Space, Unfinished
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Wood Siding
  • Foundation: Stone, Concrete Perimeter

HOA

  • Has HOA: Yes
  • HOA Fee: $2,500/annually

Land Information

  • Land Use: Residential
  • Land Use Subtype: Single Family Residential

Lot Information

  • Parcel ID: DARIM:68B:11
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Colonial
  • Year Built: 1912

Tax Information

  • Annual Tax: $59,052

Utilities

  • Water & Sewer: Public
  • Heating: Oil, Forced Air, Zoned
  • Cooling: Central Air

Location

  • County: Fairfield

Listing Details


Listed by:
Nancy Dauk
Compass Connecticut, LLC
(203) 912-7411

Source:
SmartMLS
MLS#: 24105934
SmartMLS

Investment Summary


Monthly Cash Flow
-$29,570
Cap Rate
0.5%
Cash-on-Cash Return
-25.0%
Debt Coverage Ratio
0.08
Internal Rate of Return (5 years)
-20.1%

Purchase Details

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Purchase price:
$6,175,000
Amount financed:
-$4,940,000
Down payment:
$1,235,000
Closing costs:
$185,250
Rehab costs:
$0
Initial cash invested:
$1,420,250
Square feet:
6,586
Cost per square foot:
$938
Monthly rent per square foot:
$1.72

Financing Details

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Loan amount:
$4,940,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.810%
Principal & interest:
$32,238
Property tax:
$4,921
Insurance:
$791
Private mortgage insurance (PMI):
$0
Monthly payment:
$37,950

Operating Income

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% Rent Monthly Yearly
Gross rent:
$11,300 $135,600
Vacancy loss: (6%)
6% -$678 -$8,136
Operating income:
$10,622 $127,464

Operating Expenses


% Rent Monthly Yearly
Property taxes: (44%)
44%-$4,921-$59,052
Insurance: (7%)
7%-$791-$9,492
Property management: (8%)
8%-$904-$10,848
Repairs & maintenance: (5%)
5%-$565-$6,780
Capital expenditures: (5%)
5%-$565-$6,780
HOA fees: (2%)
2%-$208-$2,496
Total operating expenses: (70%)
70%-$7,954-$95,448

Cash Flow


Monthly Yearly
Net operating income:
$2,668 $32,016
Mortgage payments:
-$32,238 -$386,856
Cash flow:
$29,570 $354,840