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$1,250,000

For Sale - Active
1669 Route 169, Woodstock, CT 06281
2 Beds
2 Baths
2,340 Square Feet
0.00 Acres Lot
Built in 1900
For Sale - Active
Units n/a
Checked: 11 hours ago
Updated: Oct 08, 2025 at 10:09AM

Investment Summary


Monthly Cash Flow
-$4,522
Cap Rate
1.3%
Cash-on-Cash Return
-18.9%
Debt Coverage Ratio
0.24
Internal Rate of Return (5 years)
-14.2%

Property Description


0.00 Acres Lot
Built in 1900
For Sale - Active
Units n/a

Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic charm with modern comforts-radiant heat, new flooring, stylish fixtures, and a center chimney ready for cozy wood stoves. A full stone basement, modern well, and 5-bedroom septic system ensure lasting functionality. The 2,800 sq ft heated barn includes four workshop spaces, a garage, and pellet/forced air heat-ideal for artists, woodworkers, or hobbyists. Additional original outbuildings include a large utility shed (convertible to horse stables) and a garden shed, offering endless lifestyle potential. 40 acres of manicured hay fields are stewarded by Fairvue Farm, offering stunning views and reduced taxes. Trails weave through two glacier boulders-natural monuments at the meadow's core-perfect for quiet reflection or immersive walks. Whether you're an equestrian, artisan, gardener, or nature lover, Hilltop Meadows offers timeless beauty, tranquility, and limitless opportunity.

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Location


Property Details


Parking

  • Garage Spaces: 1
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 2

Bathroom Information

  • # of Baths (Full): 2
  • # of Baths (Partial): 1
  • # of Baths (Total): 2.0

Interior Features

  • # of Rooms: 10
  • # of Stories: 2
  • Basement: Yes
  • Basement Description: Full, Sump Pump, Concrete
  • Fireplace: Yes

Exterior Features

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

Land Information

  • Land Use: Residential
  • Land Use Subtype: General - Single

Lot Information

  • Parcel ID: WSTKM:5666B:04L:02
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Antique
  • Year Built: 1900

Tax Information

  • Annual Tax: $3,984

Utilities

  • Water & Sewer: Well
  • Heating: Propane, Radiant, Steam
  • Cooling: Ductless, Heat Pump

Location

  • County: Windham

Listing Details


Listed by:
Ryan De Lello
William Pitt Sotheby's Int'l
(860) 485-4524

Source:
SmartMLS
MLS#: 24106340
SmartMLS

Investment Summary


Monthly Cash Flow
-$4,522
Cap Rate
1.3%
Cash-on-Cash Return
-18.9%
Debt Coverage Ratio
0.24
Internal Rate of Return (5 years)
-14.2%

Purchase Details

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Purchase price:
$1,250,000
Amount financed:
-$1,000,000
Down payment:
$250,000
Closing costs:
$37,500
Rehab costs:
$0
Initial cash invested:
$287,500
Square feet:
2,340
Cost per square foot:
$534
Monthly rent per square foot:
$1.07

Financing Details

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Loan amount:
$1,000,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
5.875%
Principal & interest:
$5,915
Property tax:
$332
Insurance:
$175
Private mortgage insurance (PMI):
$0
Monthly payment:
$6,422

Operating Income

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% Rent Monthly Yearly
Gross rent:
$2,500 $30,000
Vacancy loss: (6%)
6% -$150 -$1,800
Operating income:
$2,350 $28,200

Operating Expenses


% Rent Monthly Yearly
Property taxes: (13%)
13%-$332-$3,984
Insurance: (7%)
7%-$175-$2,100
Property management: (8%)
8%-$200-$2,400
Repairs & maintenance: (5%)
5%-$125-$1,500
Capital expenditures: (5%)
5%-$125-$1,500
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (38%)
38%-$957-$11,484

Cash Flow


Monthly Yearly
Net operating income:
$1,393 $16,716
Mortgage payments:
-$5,915 -$70,980
Cash flow:
-$4,522 -$54,264