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$1,085,000

For Sale - Active
4 Whippoorwill Ln, Weston, CT 06883
5 Beds
3 Baths
4,359 Square Feet
0.00 Acres Lot
Built in 1955
For Sale - Active
Units n/a
Checked: 2 hours ago
Updated: Oct 03, 2025 at 10:23AM

Investment Summary


Monthly Cash Flow
-$1,078
Cap Rate
4.5%
Cash-on-Cash Return
-5.2%
Debt Coverage Ratio
0.79
Internal Rate of Return (5 years)
-1.0%

Property Description


0.00 Acres Lot
Built in 1955
For Sale - Active
Units n/a

Discover exceptional living at this distinguished 5-bedroom, 3-bathroom ranch home spanning over 5,000 square feet on prestigious Whippoorwill Lane in coveted Weston. Built in 1955 and situated on a magnificent 1.72-acre lot, this timeless residence offers the perfect blend of classic New England charm and modern potential in one of the most sought-after communities. Ready for a new homeowners personal touch and contemporary updates, this well-maintained home presents an ideal opportunity to add modern finishes while preserving its inherent character and charm. The thoughtful layout includes private quarters perfect for in-laws or an au-pair providing flexibility for multi-generational living. The property's prime location provides both tranquil privacy and convenient access to Georgetown's charming restaurants and shops, Route 7 amenities, and the natural beauty of nearby Devil's Den Preserve, while families benefit from Weston's A+ school system. With generous, well-proportioned living spaces ideal for both family life and entertaining, plus a pool and expansive grounds offering endless possibilities for customization and enhancement, this rare opportunity on Whippoorwill Lane represents the epitome of sophisticated CT living where bucolic serenity meets modern convenience.

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Location


Property Details


Parking

  • Description: Underground/Basement
  • Details: Paved, Off Street, Private, Driveway, Attached
  • Garage Spaces: 2
  • Spaces Total: 6

Bedroom Information

  • # of Bedrooms: 5

Bathroom Information

  • # of Baths (Full): 3
  • # of Baths (Total): 3.0

Interior Features

  • # of Rooms: 11
  • # of Stories: 2
  • Basement: Yes
  • Basement Description: Full, Walk-Out Access, Apartment
  • Fireplace: Yes

Exterior Features

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

Land Information

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

Lot Information

  • Parcel ID: WSTNM:3B:1L:15
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Cape Cod
  • Year Built: 1955

Tax Information

  • Annual Tax: $15,902

Utilities

  • Water & Sewer: Well
  • Heating: Oil, Hot Water
  • Cooling: Window Unit(s), Ceiling Fan(s)

Location

  • County: Fairfield

Listing Details


Listed by:
Christine Oleynick
Keller Williams Realty
(203) 912-9712

Source:
SmartMLS
MLS#: 24111368
SmartMLS

Investment Summary


Monthly Cash Flow
-$1,078
Cap Rate
4.5%
Cash-on-Cash Return
-5.2%
Debt Coverage Ratio
0.79
Internal Rate of Return (5 years)
-1.0%

Purchase Details

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Purchase price:
$1,085,000
Amount financed:
-$868,000
Down payment:
$217,000
Closing costs:
$32,550
Rehab costs:
$0
Initial cash invested:
$249,550
Square feet:
4,359
Cost per square foot:
$249
Monthly rent per square foot:
$1.79

Financing Details

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Loan amount:
$868,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
5.875%
Principal & interest:
$5,135
Property tax:
$1,325
Insurance:
$546
Private mortgage insurance (PMI):
$0
Monthly payment:
$7,006

Operating Income

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% Rent Monthly Yearly
Gross rent:
$7,800 $93,600
Vacancy loss: (6%)
6% -$468 -$5,616
Operating income:
$7,332 $87,984

Operating Expenses


% Rent Monthly Yearly
Property taxes: (17%)
17%-$1,325-$15,902
Insurance: (7%)
7%-$546-$6,552
Property management: (8%)
8%-$624-$7,488
Repairs & maintenance: (5%)
5%-$390-$4,680
Capital expenditures: (5%)
5%-$390-$4,680
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (42%)
42%-$3,275-$39,302

Cash Flow


Monthly Yearly
Net operating income:
$4,057 $48,684
Mortgage payments:
-$5,135 -$61,620
Cash flow:
-$1,078 -$12,936