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Sold for $1,495,000 on 12/01/25
  • $1,495,000

    66 Pennywise Lane, Old Saybrook, CT 06475

    4beds
    2,425sqft
    Single Family Residence
    Built in 1790
    0.46 Acres Lot
    $1,418,600 Zestimate®
    $616/sqft
    $4,465 Estimated rent

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    $10,485/mo

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    What's special

    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!

    Zillow last checked: 8 hours ago

    Listing updated: December 01, 2025 at 06:47am

    Listed by:

    Joel Lucas (860)304-9150,

    Coldwell Banker Realty 203-245-4700

    Bought with:

    Heather Dacey, REB.0793752

    William Raveis Real Estate

    Source: Smart MLS,MLS#: 24128259MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Remodeled, Bedroom Suite, Fireplace
    • Level: Main
    Bedroom
    • Features: Remodeled, Bedroom Suite, Fireplace, Full Bath
    • Level: Upper
    Bedroom
    • Features: Remodeled, Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Remodeled, Fireplace, Hardwood Floor
    • Level: Upper
    Dining room
    • Level: Main
    Living room
    • Features: Remodeled, Beamed Ceilings, Fireplace
    • Level: Main
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Central Air
    Appliances
    • Included: Gas Range, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Gas Water Heater, Tankless Water Heater
    • Laundry: Main Level
    Features
    • Wired for Data, Open Floorplan
    • Basement: Full
    • Attic: Crawl Space,Access Via Hatch
    • Number of fireplaces: 5
    Interior area
    • Total structure area: 2,425
    • Total interior livable area: 2,425 sqft
    • Finished area above ground: 2,425

    Property

    Parking
    • Total spaces: 8
    • Parking features: Barn, Detached, Paved, Driveway
    • Garage spaces: 3
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Patio, Porch
    • Exterior features: Lighting, Sidewalk, Awning(s), Garden
    Lot
    • Size: 0.46 Acres
    • Features: Landscaped, Open Lot
    Details
    • Additional structures: Barn(s), Guest House
    • Parcel number: 1026609
    • Zoning: A

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial,Antique
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Concrete Perimeter, Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1790

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Underground Utilities

    Community & neighborhood

    Community
    • Community features: Near Public Transport, Golf, Health Club, Library, Private School(s), Public Rec Facilities, Shopping/Mall
    Location
    • Region: Old Saybrook
    • Subdivision: Saybrook Point
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $1,418,600
    2% more+$28,372
    With Zillow Showcase(estimated)$1,446,972