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$669,900

For Sale - Active
33 Winchester Dr, Monroe, NY 10950
4 Beds
2 Baths
2,220 Square Feet
0.46 Acres Lot
Built in 1977
For Sale - Active
Units n/a
Checked: 12 hours ago
Updated: Sep 01, 2025 at 10:10AM

Investment Summary


Monthly Cash Flow
-$2,118
Cap Rate
2.3%
Cash-on-Cash Return
-16.5%
Debt Coverage Ratio
0.37
Internal Rate of Return (5 years)
-12.0%

Property Description


0.46 Acres Lot
Built in 1977
For Sale - Active
Units n/a

Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room. The home sits on an unfinished basement, offering excellent storage or the opportunity to create additional living space. There is also room to expand out the back, making this a property with true long-term flexibility. A cozy pellet stove insert brings warmth and character to the main living space, while the kitchen opens to a bright, window-lined breakfast nook—ideal for casual dining and enjoying peaceful backyard views. A screened-in back deck provides a shaded outdoor retreat, leading to a beautifully maintained, heated inground swimming pool—perfect for summer afternoons or quiet night swims under the stars. Enjoy charming views of the town below from the front steps, a peaceful reminder of the home’s elevated setting. Additional features include municipal utilities, pull-down access to attic storage, and a two-car garage. The location offers the convenience of walkable access to grocery stores and houses of worship, all within a well-established neighborhood. This is a home with character, comfort, and space to grow—an excellent opportunity in a prime location.

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Location


Property Details


Parking

  • Garage Spaces: 2
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 4

Bathroom Information

  • # of Baths (Full): 1
  • # of Baths (Partial): 1
  • # of Baths (Total): 2.0

Interior Features

  • # of Rooms: 13
  • # of Stories: 2
  • Basement: Yes
  • Basement Description: Full, Unfinished, Walk-Out Access
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Siding (Alum/Vinyl)
  • Pool: Yes

Land Information

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

Lot Information

  • Parcel ID: 334001227415
  • Lot Size: 20000 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Colonial
  • Year Built: 1977

Tax Information

  • Annual Tax: $17,059

Utilities

  • Water & Sewer: Public
  • Heating: Oil
  • Cooling: None

Location

  • County: Orange

Listing Details


Listed by:
Dennis Clark
Howard Hanna Rand Realty
(845) 494-2858

Source:
OneKey MLS
MLS#: 847804
OneKey MLS

Investment Summary


Monthly Cash Flow
-$2,118
Cap Rate
2.3%
Cash-on-Cash Return
-16.5%
Debt Coverage Ratio
0.37
Internal Rate of Return (5 years)
-12.0%

Purchase Details

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Purchase price:
$669,900
Amount financed:
-$535,920
Down payment:
$133,980
Closing costs:
$20,097
Rehab costs:
$0
Initial cash invested:
$154,077
Square feet:
2,220
Cost per square foot:
$302
Monthly rent per square foot:
$1.76

Financing Details

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Loan amount:
$535,920
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.500%
Principal & interest:
$3,387
Property tax:
$1,422
Insurance:
$273
Private mortgage insurance (PMI):
$0
Monthly payment:
$5,082

Operating Income

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% Rent Monthly Yearly
Gross rent:
$3,900 $46,800
Vacancy loss: (6%)
6% -$234 -$2,808
Operating income:
$3,666 $43,992

Operating Expenses


% Rent Monthly Yearly
Property taxes: (36%)
36%-$1,422-$17,059
Insurance: (7%)
7%-$273-$3,276
Property management: (8%)
8%-$312-$3,744
Repairs & maintenance: (5%)
5%-$195-$2,340
Capital expenditures: (5%)
5%-$195-$2,340
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (61%)
61%-$2,397-$28,759

Cash Flow


Monthly Yearly
Net operating income:
$1,269 $15,228
Mortgage payments:
-$3,387 -$40,644
Cash flow:
$2,118 $25,416