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$2,100,000

For Sale - Active
225 Old Sherman Hill Rd, Woodbury, CT 06798
4 Beds
5 Baths
4,057 Square Feet
0.00 Acres Lot
Built in 1969
For Sale - Active
Units n/a
Checked: 20 hours ago
Updated: Aug 08, 2025 at 03:04AM

Investment Summary


Monthly Cash Flow
-$5,742
Cap Rate
2.4%
Cash-on-Cash Return
-14.3%
Debt Coverage Ratio
0.42
Internal Rate of Return (5 years)
-9.8%

Property Description


0.00 Acres Lot
Built in 1969
For Sale - Active
Units n/a

A long winding drive leads you to Four Winds Farm. Perched on the hill, this remarkable 33.98-acre property includes a 4,500 sq ft, 11 room, 4 bedrooms, 4.1 bath residence as well as a home for your horses. The contemporary house has many updates throughout, cathedral ceilings, tall windows, multiple sliders to exterior entertainment areas and spacious deck. There is central air, a security system, central vac, generator, and 4-bay heated garage. The spectacular grounds include the inground gunite saltwater pool, spacious composite deck, mature professional landscaping, and amazing views of distant hills. For the horses there is a two-story 8 stall stable, 14 paddocks with aisle ways, 120' x 200' riding ring with Atwood Equestrian Surface (re-surfaced 4 years ago), 7 run-in sheds, 20' x 20' tractor barn and trail. Woodbury designated as Connecticut's "Most charming small town," by Reader's Digest offers tree-lined Main St, parks, playgrounds, hiking trails and streams to dip your toes in on those hot summer days. Also known as the "Antiques Capital of CT," there's no shortage of shops, boutiques and antiques homes lining the historic district. Woodbury is home to a half dozen fun and diverse restaurants and a brewery with music. Just twenty minutes to the historic Palace Theater for concerts, comedy and much more. Forty minutes to Mohawk Mountain for winter fun. 35 minutes to Brewster Train Station and 90 minutes to NYC. Come see what Litchfield Hills has to offer!

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Location


Property Details


Parking

  • Description: Garage
  • Details: Garage Door Opener, Attached
  • Garage Spaces: 4
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 4

Bathroom Information

  • # of Baths (Full): 4
  • # of Baths (Partial): 1
  • # of Baths (Total): 5.0

Interior Features

  • # of Rooms: 11
  • # of Stories: 2
  • Basement: Yes
  • Basement Description: Full, Partially Finished
  • Fireplace: Yes

Exterior Features

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

Land Information

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

Lot Information

  • Parcel ID: WOODM:019B:096L:2
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Contemporary
  • Year Built: 1969

Tax Information

  • Annual Tax: $15,888

Utilities

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

Location

  • County: Litchfield

Listing Details


Listed by:
Maria Taylor
Klemm Real Estate Inc
(203) 578-0397

Source:
SmartMLS
MLS#: 24072926
SmartMLS

Investment Summary


Monthly Cash Flow
-$5,742
Cap Rate
2.4%
Cash-on-Cash Return
-14.3%
Debt Coverage Ratio
0.42
Internal Rate of Return (5 years)
-9.8%

Purchase Details

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Purchase price:
$2,100,000
Amount financed:
-$1,680,000
Down payment:
$420,000
Closing costs:
$63,000
Rehab costs:
$0
Initial cash invested:
$483,000
Square feet:
4,057
Cost per square foot:
$518
Monthly rent per square foot:
$1.97

Financing Details

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Loan amount:
$1,680,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
5.875%
Principal & interest:
$9,938
Property tax:
$1,324
Insurance:
$560
Private mortgage insurance (PMI):
$0
Monthly payment:
$11,822

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$8,000 $96,000
Vacancy loss: (6%)
6% -$480 -$5,760
Operating income:
$7,520 $90,240

Operating Expenses


% Rent Monthly Yearly
Property taxes: (17%)
17%-$1,324-$15,888
Insurance: (7%)
7%-$560-$6,720
Property management: (8%)
8%-$640-$7,680
Repairs & maintenance: (5%)
5%-$400-$4,800
Capital expenditures: (5%)
5%-$400-$4,800
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (42%)
42%-$3,324-$39,888

Cash Flow


Monthly Yearly
Net operating income:
$4,196 $50,352
Mortgage payments:
-$9,938 -$119,256
Cash flow:
$5,742 $68,904