Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime
Copied
Photo
Copied
Photo
Photo
Photo
Photo
See all photos

$4,495,000

Sale Pending
50 Chichester Rd, New Canaan, CT 06840
6 Beds
7 Baths
7,098 Square Feet
0.00 Acres Lot
Built in 2015
Sale Pending
Units n/a
Checked: 15 hours ago
Updated: Jun 19, 2025 at 03:17AM

Investment Summary


Monthly Cash Flow
-$19,716
Cap Rate
1.0%
Cash-on-Cash Return
-22.9%
Debt Coverage Ratio
0.16
Internal Rate of Return (5 years)
-18.1%

Property Description


0.00 Acres Lot
Built in 2015
Sale Pending
Units n/a

OFFER DEADLINE MONDAY 12PM NO ESCALATION CLAUSES AND MUST BE EMAILED TO ATTY KEN GAMMILL: [email protected] Meticulously maintained and located on one of New Canaan's most coveted streets, 50 Chichester offers a timeless combination of classic construction, exceptional millwork, and modern must-haves. A gracious two-story entrance greets guests, family and friends, leading seamlessly to both an elegant living room with fireplace and large formal dining room. A gourmet kitchen with double everything - islands, sinks and dishwashers- opens to a generous and sunny eat-in area and family room with french doors to a sunny terrace, featuring a coffered ceiling, gorgeous built-ins and a gas fireplace. A private library with another fireplace and ample built-ins and a front to back mudroom featuring built-in cubbies and a separate entrance complete the first level. On the second level, the primary suite is a sanctuary for rest and regeneration with a fireplace, incredible walk-in closet, spa-like bathroom and private sitting room, while four additional bedrooms on the same floor provide room for all. An additional third level with a full bathroom provides flexible use space for overflow and the 1800 sq ft lower level offers abundant recreational space with a full bath, a gym, media area, and direct walkout access to the back yard and potential pool site.

Build Your Team


Quickly find investor-friendly professionals who can help you succeed in real estate investing at any stage of the investing journey.

Agents

Match with investor-friendly agents who can help you find, analyze, and close your next deal

Find an Agent

Lenders

Get the best funding…find investor-friendly lenders who specialize in your deal strategy

Find a Lender

Property Managers

Transition to passive investing. Find a trusted property management partnership that lasts.

Find a Property Manager

Tax Pros & Accountants

Taxes and financial reporting made easy—find experts to create tax savings strategies, file taxes, and more

Find a Tax Pro

Location


Property Details


Parking

  • Description: Garage
  • Details: Garage Door Opener, Attached
  • Garage Spaces: 3
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 6

Bathroom Information

  • # of Baths (Full): 5
  • # of Baths (Partial): 2
  • # of Baths (Total): 7.0

Interior Features

  • # of Rooms: 12
  • # of Stories: 3
  • Attic: Yes
  • Basement: Yes
  • Basement Description: Full, Finished, Walk-Out Access
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Wood Siding
  • Foundation: Concrete Perimeter
  • Roof Type: Gable
  • Roof Material: Wood

Land Information

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

Lot Information

  • Parcel ID: NCANM:0026B:205L:02527
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Colonial
  • Year Built: 2015

Tax Information

  • Annual Tax: $46,064

Utilities

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

Location

  • County: Fairfield

Listing Details


Listed by:
Christine Saxe
Compass Connecticut, LLC
(203) 273-1548

Source:
SmartMLS
MLS#: 24102022
SmartMLS

Investment Summary


Monthly Cash Flow
-$19,716
Cap Rate
1.0%
Cash-on-Cash Return
-22.9%
Debt Coverage Ratio
0.16
Internal Rate of Return (5 years)
-18.1%

Purchase Details

Find an Agent

Purchase price:
$4,495,000
Amount financed:
-$3,596,000
Down payment:
$899,000
Closing costs:
$134,850
Rehab costs:
$0
Initial cash invested:
$1,033,850
Square feet:
7,098
Cost per square foot:
$633
Monthly rent per square foot:
$1.55

Financing Details

Find a Lender

Loan amount:
$3,596,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.810%
Principal & interest:
$23,467
Property tax:
$3,839
Insurance:
$770
Private mortgage insurance (PMI):
$0
Monthly payment:
$28,076

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$11,000 $132,000
Vacancy loss: (6%)
6% -$660 -$7,920
Operating income:
$10,340 $124,080

Operating Expenses


% Rent Monthly Yearly
Property taxes: (35%)
35%-$3,839-$46,064
Insurance: (7%)
7%-$770-$9,240
Property management: (8%)
8%-$880-$10,560
Repairs & maintenance: (5%)
5%-$550-$6,600
Capital expenditures: (5%)
5%-$550-$6,600
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (60%)
60%-$6,589-$79,064

Cash Flow


Monthly Yearly
Net operating income:
$3,751 $45,012
Mortgage payments:
-$23,467 -$281,604
Cash flow:
$19,716 $236,592