$1,395,000

66 Pennywise Lane, Old Saybrook, CT 06475

4 beds |
4 baths |
2,425 sqft

Single-Family Home
Built in ——
0.46acre lot
3 car garage
$575/sqft
Listed 1 month ago

Property Description

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!

Listing Status:: Pending
Date Added:: September 22, 2025 at 12:50PM
Listing Office:: Coldwell Banker Realty : (203) 245-4700
Listing Agent:: Joel Lucas : (860) 304-9150
MLS ID:: 24128259

General: Cable - Pre-wiredOpen Floor Plan
Rooms: Exercise RoomSteam/SaunaWorkshop
Appliances: Gas RangeWall OvenMicrowaveRange HoodSubzeroDishwasherWasherDryer
Laundry: Main Level
Basement: FullFull With Hatchway
A/C: Central Air
Heating: Hot AirNatural Gas
Fireplace: Fireplaces: 5

General: BarnLightingGuest HousePatioUnderground UtilitiesSidewalkAwningsPorchGarden Area
Style: ColonialAntique
Parking: Parking spaces: 8

Roofing: Asphalt Shingle

County: Middlesex

Driveway: Paved
Zoning: A1026609

Water: Public Water Connected
Sewer: Septic

This listing courtesy of Joel Lucas, Coldwell Banker Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Kathleen E. Goodwin School

80 Old Boston Post Rd, Old Saybrook, CT, 06475

Grades PK-6

0.19 miles away

Old Saybrook Middle School

60 Sheffield St, Old Saybrook, CT, 06475

Grades 5-8

0.40 miles away

Old Saybrook Senior High School

1111 Boston Post Rd, Old Saybrook, CT, 06475

Grades 9-12

0.93 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.