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 | $1,395,000 |
| Bedrooms | 4 |
| Bathrooms | 4.00 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 2,425 |
| Acres | 0.46 |
| Type | Single Family For Sale |
| Style | Colonial, Antique |
| Status | Under Contract |
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 |
| # of Garages | 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 |
| Has Basement | Yes |
| Basement | Full, Full With Hatchway |
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
| Office | Coldwell Banker Realty |
|---|
