66 Pennywise Lane, Old Saybrook, CT 06475
Local realty services provided by:ERA Key Realty Services
66 Pennywise Lane,Old Saybrook, CT 06475
$1,395,000
- 4 Beds
- 4 Baths
- 2,425 sq. ft.
- Single family
- Pending
Listed by:joel lucas
Office:coldwell banker realty
MLS#:24128259
Source:CT
Price summary
- Price:$1,395,000
- Price per sq. ft.:$575.26
About this home
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!
Contact an agent
Home facts
- Year built:1790
- Listing ID #:24128259
- Added:8 day(s) ago
- Updated:September 28, 2025 at 03:01 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:2,425 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Air
Structure and exterior
- Roof:Asphalt Shingle
- Year built:1790
- Building area:2,425 sq. ft.
- Lot area:0.46 Acres
Schools
- High school:Old Saybrook
- Middle school:Old Saybrook
- Elementary school:Kathleen E. Goodwin
Utilities
- Water:Public Water Connected
Finances and disclosures
- Price:$1,395,000
- Price per sq. ft.:$575.26
- Tax amount:$9,864 (July 2025-June 2026)
New listings near 66 Pennywise Lane
- Open Sat, 12 to 2pmNew$465,000Active2 beds 2 baths1,288 sq. ft.
133 Sandy Point Road #133, Old Saybrook, CT 06475
MLS# 24128689Listed by: Century 21 AllPoints Realty - New$675,000Active2 beds 3 baths1,920 sq. ft.
100 Dudley Avenue #H43, Old Saybrook, CT 06475
MLS# 24125908Listed by: William Pitt Sotheby's Int'l - $1,224,900Pending3 beds 3 baths1,941 sq. ft.
19 Neptune Drive, Old Saybrook, CT 06475
MLS# 24128272Listed by: Berkshire Hathaway NE Prop. - New$695,900Active3 beds 2 baths1,664 sq. ft.
21 Farview Avenue, Old Saybrook, CT 06475
MLS# 24128357Listed by: William Raveis Real Estate - New$599,000Active2 beds 2 baths1,670 sq. ft.
175 Ferry Road #3, Old Saybrook, CT 06475
MLS# 24128273Listed by: William Pitt Sotheby's Int'l - Open Sat, 10am to 1pmNew$1,125,000Active3 beds 3 baths2,467 sq. ft.
122 Old Post Road, Old Saybrook, CT 06475
MLS# 24126482Listed by: William Pitt Sotheby's Int'l - $1,350,000Active3 beds 3 baths2,326 sq. ft.
96 Fenwood Drive, Old Saybrook, CT 06475
MLS# 24125643Listed by: 4 Corners Realty LLC - $9,850,000Active5 beds 8 baths9,481 sq. ft.
20 Saltus Drive, Old Saybrook, CT 06475
MLS# 24125295Listed by: William Pitt Sotheby's Int'l - $615,000Active3 beds 2 baths1,196 sq. ft.
12 Allendale Road, Old Saybrook, CT 06475
MLS# 24126292Listed by: Re/Max Valley Shore