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$1,395,000

Listing Price

4beds

4baths

2,425sqft

20,038sqft lot

66 Pennywise Ln, Old Saybrook, CT 06475

Member Features

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  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

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For Sale

Off Market

Single Family

Home type

660.61

Price / sqft

1790

Year built

Home Details

In the heart of Saybrook Village, this completely restored and remodeled vintage home blends modern convenience with timeless character, ideal for the discerning over-55 buyer who values both history and comfort or multi-generational buyers. The gourmet eat-in kitchen is a showpiece, with exposed beams, custom cabinetry, granite counters, a large island and vaulted ceilings, flowing seamlessly into the inviting living and den areas. French doors open from the living room to a private rear sitting porch, while a wood-burning fireplace enhances its warmth. Two gracious primary bedroom suites-one on the first floor-each feature fireplaces, elegant full baths and abundant closet space, providing flexibility and privacy. The upper level offers two additional bedrooms, one with its own fireplace, a full bath, and a balcony overlooking the main stairway. Throughout the home, wide-plank hickory hardwood floors, five fireplaces, and custom millwork highlight its craftsmanship. Modern upgrades include new Andersen windows, Therma-Tru doors, spray foam insulation, a high-efficiency 5-zone hydro-air system, on-demand hot water, natural gas service, and a new 1500-gallon septic system. A spacious mudroom with exterior access, dual laundry areas, and thoughtful design make daily living easy. Completing this exceptional property is a newly built oversized barn garage with workshop and finished living space, offering endless possibilities. Not in flood zone. Professional Photos to come!

Interior Details

Square Feet
  • 2425

Bedrooms
  • 4

Bathrooms
  • 4

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Forced Air With Air Conditioning

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    N/A

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Gas

Basement
  • Has Basement:

    No

  • Basement Type:

    Partial

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    N/A

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 20038

Water
  • No

Sewer
  • No

Parking
  • Type:

    N/A

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    N/A

Deck
  • N/A

Patio
  • N/A

Fence
  • N/A

Pool
  • N/A

Porch
  • N/A

Stoop
  • N/A

Breezeway
  • N/A

Construction Details

Number of Stories
  • 2

Style
  • Historical

Exterior
  • Wood Siding

Foundation
  • N/A

Roof
  • Gable

Roofing Material
  • Asphalt

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$9,155

$81,400

$375,200

--%

$456,600

2019

$9,016

$81,300

$375,200

--%

$456,500

2018

$6,250

$81,300

$237,600

--%

$318,900

2017

$6,091

$81,300

$228,500

--%

$309,800

2016

$4,946

$81,300

$175,500

--%

$256,800

2014

$6,320

$81,300

$260,300

--%

$341,600

2011

$6,036

$96,300

$300,800

--%

$397,100

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Average Home Price in 06475

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$920,679

3 Beds

2.5 Baths

2,170 Sqft

13,939 Lot (sqft)

Sold 10/05/2026

$1,395,000

4 Beds

4 Baths

2,425 Sqft

20,038 Lot (sqft)

Sold 10/05/2026

$699,900

4 Beds

2 Baths

2,114 Sqft

9,148 Lot (sqft)

Sold 10/06/2026

$729,000

3 Beds

2 Baths

2,194 Sqft

22,216 Lot (sqft)

Sold 09/29/2026

$985,000

4 Beds

3 Baths

2,516 Sqft

26,572 Lot (sqft)

Sold 09/29/2026

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Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
1,395,000
$
Down payment
279,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
8,370
$
HOA (Monthly)
0
$
PMI
0
$
$9,030
Your Payment
Total Monthly Payment:$9,030
Percent of Income:155%
Affordable:No

Details for 66 PENNYWISE LN

Property Debt

Foreclosure Contact Details

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