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$2,575,000

For Sale - Active
4 The Fenway, Westport, CT 06880
6 Beds
5 Baths
5,083 Square Feet
0.00 Acres Lot
Built in 1966
For Sale - Active
Units n/a
Checked: 10 hours ago
Updated: Aug 11, 2025 at 03:08AM

Investment Summary


Monthly Cash Flow
-$7,128
Cap Rate
2.4%
Cash-on-Cash Return
-14.4%
Debt Coverage Ratio
0.42
Internal Rate of Return (5 years)
-10.0%

Property Description


0.00 Acres Lot
Built in 1966
For Sale - Active
Units n/a

Timeless elegance in Westport's prestigious Old Hill. First time on the market in 29 years! This expansive 5-6 bedroom, 4.5 bath farmhouse is gracefully set on 2.22 serene acres, featuring a heated gunite pool, picturesque pond, and a very rare blend of privacy and proximity to town. The sun-drenched primary suite is a true retreat with a fireplace, spa-like bath, and generous walk-in closet. A flexible floor plan includes a potential in-law suite-perfect for multi-generational living or guests. With four wood-burning fireplaces, the home radiates warmth and charm. Multiple living areas offer inviting spaces for relaxation, entertaining, or working from home. The renovated kitchen is the heart of the home, showcasing a large center island and a cozy, picturesque breakfast nook. Outdoors, enjoy beautifully landscaped grounds, the pool and spa, and peaceful natural surroundings. Additional highlights include a whole-house generator, city water, and sewer. A rare opportunity to own a special property in one of Westport's most sought after neighborhoods.

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Location


Property Details


Parking

  • Details: Garage Door Opener, Attached
  • Garage Spaces: 2
  • Spaces Total: 0

Bedroom Information

  • # of Bedrooms: 6

Bathroom Information

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

Interior Features

  • # of Rooms: 14
  • # of Stories: 2
  • Attic: Yes
  • Basement: Yes
  • Basement Description: Sump Pump, Crawl Space, Unfinished
  • Fireplace: Yes

Exterior Features

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

Land Information

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

Lot Information

  • Parcel ID: WPORM:B10L:102000
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Colonial
  • Year Built: 1966

Tax Information

  • Annual Tax: $21,270

Utilities

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

Location

  • County: Fairfield

Listing Details


Listed by:
Mary Kate Klemish-Boehm
Brown Harris Stevens
(203) 221-0666

Source:
SmartMLS
MLS#: 24102844
SmartMLS

Investment Summary


Monthly Cash Flow
-$7,128
Cap Rate
2.4%
Cash-on-Cash Return
-14.4%
Debt Coverage Ratio
0.42
Internal Rate of Return (5 years)
-10.0%

Purchase Details

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Purchase price:
$2,575,000
Amount financed:
-$2,060,000
Down payment:
$515,000
Closing costs:
$77,250
Rehab costs:
$0
Initial cash invested:
$592,250
Square feet:
5,083
Cost per square foot:
$507
Monthly rent per square foot:
$1.95

Financing Details

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Loan amount:
$2,060,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
5.875%
Principal & interest:
$12,186
Property tax:
$1,773
Insurance:
$693
Private mortgage insurance (PMI):
$0
Monthly payment:
$14,652

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$9,900 $118,800
Vacancy loss: (6%)
6% -$594 -$7,128
Operating income:
$9,306 $111,672

Operating Expenses


% Rent Monthly Yearly
Property taxes: (18%)
18%-$1,773-$21,270
Insurance: (7%)
7%-$693-$8,316
Property management: (8%)
8%-$792-$9,504
Repairs & maintenance: (5%)
5%-$495-$5,940
Capital expenditures: (5%)
5%-$495-$5,940
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (43%)
43%-$4,248-$50,970

Cash Flow


Monthly Yearly
Net operating income:
$5,058 $60,696
Mortgage payments:
-$12,186 -$146,232
Cash flow:
-$7,128 -$85,536