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 | 
|---|

