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$1,950,000

For Sale - Active
173 Highwoods Dr, Guilford, CT 06437
5 Beds
9 Baths
5,414 Square Feet
0.00 Acres Lot
Built in 1660
For Sale - Active
Units n/a
Checked: 10 hours ago
Updated: Jul 27, 2025 at 04:22AM

Investment Summary


Monthly Cash Flow
-$5,597
Cap Rate
2.2%
Cash-on-Cash Return
-15.0%
Debt Coverage Ratio
0.39
Internal Rate of Return (5 years)
-10.5%

Property Description


0.00 Acres Lot
Built in 1660
For Sale - Active
Units n/a

A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique home enthusiasts & home lovers alike. Modern flair has been discreetly integrated to enhance function & enjoyment. Contemporary comforts include a poured concrete foundation, geothermal system, full house generator, humidifier, CENTRAL A/C, propane gas, Pella windows, security system, CITY WATER, underground utilities, NEW SEPTIC SYSTEMS, & much more. Significant additions include attached 2-car garage, detached 2-car garage w/half bath & upper bonus room, pool & pool house w/half bath & kitchenette, tennis court, garage barn w/FULL APARTMENT, all exemplifying a harmonious fusion of old & new & completely transformed for today's living. Interiors graciously unfold over more than 5,500sf of formal, casual, & whimsical living spaces. 8 tile-lined fireplaces. Central kitchen well appointed w/large island, granite countertops, double sink, double wall ovens, extensive custom wood cabinetry, butler's pantry, & quality appliances. Sunshine flows through skylights over an eat-in dining area. A 4-story dumbwaiter makes for easy transport of items. Can be modified to be a 1-person elevator.

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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: 5

Bathroom Information

  • # of Baths (Full): 5
  • # of Baths (Partial): 4
  • # of Baths (Total): 9.0

Interior Features

  • # of Rooms: 17
  • Basement: Yes
  • Basement Description: Full, Partially Finished, Storage Space, Concrete
  • Fireplace: Yes

Exterior Features

  • Foundation: Concrete Perimeter
  • Pool: Yes

Land Information

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

Lot Information

  • Parcel ID: GUILM:085017A08
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Colonial, Antique
  • Year Built: 1660

Tax Information

  • Annual Tax: $28,467

Utilities

  • Water & Sewer: Public
  • Heating: Geothermal, Oil, Propane, Baseboard, Forced Air, Hot Water, Zoned
  • Cooling: Central Air, Zoned

Location

  • County: New Haven

Listing Details


Listed by:
Kiara Rusconi
William Raveis Real Estate
(860) 573-3382

Source:
SmartMLS
MLS#: 24093734
SmartMLS

Investment Summary


Monthly Cash Flow
-$5,597
Cap Rate
2.2%
Cash-on-Cash Return
-15.0%
Debt Coverage Ratio
0.39
Internal Rate of Return (5 years)
-10.5%

Purchase Details

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Purchase price:
$1,950,000
Amount financed:
-$1,560,000
Down payment:
$390,000
Closing costs:
$58,500
Rehab costs:
$0
Initial cash invested:
$448,500
Square feet:
5,414
Cost per square foot:
$360
Monthly rent per square foot:
$1.61

Financing Details

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Loan amount:
$1,560,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
5.875%
Principal & interest:
$9,228
Property tax:
$2,372
Insurance:
$609
Private mortgage insurance (PMI):
$0
Monthly payment:
$12,209

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$8,700 $104,400
Vacancy loss: (6%)
6% -$522 -$6,264
Operating income:
$8,178 $98,136

Operating Expenses


% Rent Monthly Yearly
Property taxes: (27%)
27%-$2,372-$28,467
Insurance: (7%)
7%-$609-$7,308
Property management: (8%)
8%-$696-$8,352
Repairs & maintenance: (5%)
5%-$435-$5,220
Capital expenditures: (5%)
5%-$435-$5,220
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (52%)
52%-$4,547-$54,567

Cash Flow


Monthly Yearly
Net operating income:
$3,631 $43,572
Mortgage payments:
-$9,228 -$110,736
Cash flow:
$5,597 $67,164