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$7,995,000

For Sale - Active
100 Chestnut St, Weston, MA 02493
5 Beds
7 Baths
8,205 Square Feet
3.39 Acres Lot
Built in 1992
For Sale - Active
Units n/a
Checked: 2 hours ago
Updated: Jun 08, 2025 at 03:19AM

Investment Summary


Monthly Cash Flow
-$38,954
Cap Rate
0.4%
Cash-on-Cash Return
-25.4%
Debt Coverage Ratio
0.07
Internal Rate of Return (5 years)
-20.5%

Property Description


3.39 Acres Lot
Built in 1992
For Sale - Active
Units n/a

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted layout features a secluded ground-floor primary suite as well as expansive 2nd-floor bedrooms, ideal for both family living & entertaining. Surrounded by hundreds of acres conservation land, the property boasts exceptional amenities including a tennis court, pool, and expansive lawns. Enjoy access to pristine trails for hiking, biking & horseback riding. Located just 20 minutes from Boston and minutes from Weston Center, this smart home with Control 4 automation promises modern convenience in a picturesque setting.

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Location


Property Details


Parking

  • Description: Covered, Garage
  • Garage Spaces: 3
  • Spaces Total: 12

Bedroom Information

  • # of Bedrooms: 5

Bathroom Information

  • # of Baths (Full): 6
  • # of Baths (Partial): 1
  • # of Baths (Total): 7.0

Interior Features

  • # of Rooms: 13
  • # of Stories: 2
  • Basement: Yes
  • Basement Description: Full, Finished
  • Fireplace: Yes

Exterior Features

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

Land Information

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

Lot Information

  • Parcel ID: WESTM:031.0L:0006S:000.0
  • Lot Size: 147556 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Cape
  • Year Built: 1992

Tax Information

  • Annual Tax: $59,307

Utilities

  • Water & Sewer: Public
  • Heating: Natural Gas, Forced Air
  • Cooling: Central Air

Location

  • County: Middlesex

Investment Summary


Monthly Cash Flow
-$38,954
Cap Rate
0.4%
Cash-on-Cash Return
-25.4%
Debt Coverage Ratio
0.07
Internal Rate of Return (5 years)
-20.5%

Purchase Details

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Purchase price:
$7,995,000
Amount financed:
-$6,396,000
Down payment:
$1,599,000
Closing costs:
$239,850
Rehab costs:
$0
Initial cash invested:
$1,838,850
Square feet:
8,205
Cost per square foot:
$974
Monthly rent per square foot:
$1.37

Financing Details

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Loan amount:
$6,396,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.810%
Principal & interest:
$41,740
Property tax:
$4,942
Insurance:
$784
Private mortgage insurance (PMI):
$0
Monthly payment:
$47,466

Operating Income

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% Rent Monthly Yearly
Gross rent:
$11,200 $134,400
Vacancy loss: (6%)
6% -$672 -$8,064
Operating income:
$10,528 $126,336

Operating Expenses


% Rent Monthly Yearly
Property taxes: (44%)
44%-$4,942-$59,307
Insurance: (7%)
7%-$784-$9,408
Property management: (8%)
8%-$896-$10,752
Repairs & maintenance: (5%)
5%-$560-$6,720
Capital expenditures: (5%)
5%-$560-$6,720
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (69%)
69%-$7,742-$92,907

Cash Flow


Monthly Yearly
Net operating income:
$2,786 $33,432
Mortgage payments:
-$41,740 -$500,880
Cash flow:
$38,954 $467,448