66 Pennywise Lane, Old Saybrook, Connecticut

$1,495,000

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4

Beds

3/1

Baths

2,425

Square feet

0.46

Acres

About 66 Pennywise Lane

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!

Features of 66 Pennywise Lane

MLS® # 24128259
Price $1,495,000
Bedrooms 4
Bathrooms 3/1
Full Baths 3
Half Baths 1
Square Footage 2,425
Acres 0.46
Type Single Family For Sale
Style Colonial, Antique
Status Closed

Community Information

Address 66 Pennywise Lane
Area Saybrook Point
City Old Saybrook
County Middlesex
State Connecticut
Zip Code 06475

Amenities

Parking Spaces 8
Parking Barn, Detached Garage, Paved, Driveway
Garage Spaces 3
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Pre-wired, Open Floor Plan
Appliances Gas Range, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
Heating Hot Air, Natural Gas
Cooling Central Air
Fireplace Yes
# of Fireplaces 5

Exterior

Exterior Clapboard
Exterior Features Barn, Lighting, Guest House, Patio, Underground Utilities, Sidewalk, Awnings, Porch, Garden Area
Lot Description Professionally Landscaped, Open Lot
Roof Asphalt Shingle
Foundation Concrete, Stone

School Information

Elementary Kathleen E. Goodwin
Middle Old Saybrook
High Old Saybrook

Additional Information

Date Listed September 22nd, 2025
Days on Market 1
Zoning A
RE / Bank Owned No

Listing Details

OfficeColdwell Banker Realty

Listing Map

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