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$1,395,000
45 Days On Site

66 Pennywise Lane
Old Saybrook, CT 06475

For Sale|Single Family Residence|Pending
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,425
SqFt
$575
/SqFt
1790
Built
County:
Middlesex
Listing courtesy of Joel Lucas of Coldwell Banker Realty
Call Now: 203-641-3233
Is this the listing for you? We can help make it yours.
203-641-3233
66 Pennywise Lane66 Pennywise Lane66 Pennywise Lane66 Pennywise Lane
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Monthly Payment (Est.)

$6,365
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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!

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Listing Snapshot
Price 
$1,395,000
Days On Site 
45 Days
Bedrooms 
4
Inside Area (SqFt) 
2,425 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.46 Acres
Year Built 
1790
MLS® Number 
24128259
Status 
Pending
Property Tax 
$9,864
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 weeks agoListing updated with changes from the MLS®
a month agoStatus changed to Pending
a month agoListing first seen on site
General Features
Acres 
0.46
Foundation 
StoneConcrete Perimeter
Garage 
Yes
Garage Spaces 
3
Parking 
PavedDriveway
Parking Spaces 
8
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2425
Style 
ColonialAntique
Utilities 
Underground Utilities
Water Source 
Public
Zoning 
A
Interior Features
Appliances 
DishwasherDryerGas RangeMicrowaveOvenWasherGas Water HeaterRange Hood
Basement 
Full
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
5
Heating 
Natural GasForced Air
Interior 
SaunaOpen Floorplan
Laundry Features 
Main Level
Bedroom 
Level - Upper
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Exterior Features
Construction Details 
FrameClapboard
Exterior 
Garden
Other Structures 
Barn(s)Guest HouseWorkshop
Patio And Porch 
PatioPorch
Roof 
Asphalt
Community Features
Community Features 
Golf
Schools
School District
Unknown
Elementary School
Kathleen E. Goodwin
Middle School
Old Saybrook
High School
Old Saybrook
Listing courtesy of Joel Lucas of Coldwell Banker Realty



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Last checked: 2025-11-06 06:20 PM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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