Skip main navigation
For sale
  • Price cut: $10K (10/15)
    $690,000

    35 Pepperbox Road, Waterford, CT 06385

    3beds
    3,004sqft
    : 
    $4,569/mo
    Get pre-qualified
    Single Family Residence
    Built in 1992
    2.09 Acres Lot
    $678,500 Zestimate®
    $230/sqft
    $-- HOA

    What's special

    Spiral staircaseAmple parkingFlexible bonus spaceLarge room sizesDeck overlooks the backyardUpdated roof
    Move-in ready Cape Cod-style home in Waterford, CT is located close to Waterford Beach and Harkness Memorial State Park. This home offers a 1st floor primary bedroom suite, large room sizes, an inviting open floor plan designed for comfortable living and easy entertaining. In addition to the 3 bedrooms the spiral staircase brings you to a flexible bonus space that provides endless possibilities for a home office, workout room, playroom, guest space, or additional sleeping area. Step outside to a large deck with plenty of room for outdoor entertaining, and outdoor shower. The deck overlooks the backyard with room for gardening, recreation, or simply relaxing. There is ample parking and exceptional garage amenities -- an attached 2 car garage, plus a detached garage featuring a professional-grade car lift and heat & air-conditioning. The detached garage is an exceptional space for a car enthusiast, collector, mechanic, hobbyist, home business, workshop, or anyone needing storage and workspace. The garage and workshop space truly sets this property apart. But wait there is more! This home has updated roof, mechanicals and close proximity to the beach. With its Cape Cod charm 35 Pepperbox Road is a rare opportunity to enjoy space & versatility. Both sellers are licensed Realtors.
    65 days
    1,053
    81

    Zillow last checked:

    Listing updated:

    Listed by:

    Cathy Gonyo (860)625-5999,

    RE/MAX Legends 860-451-8000

    Source: Smart MLS,MLS#: 24203830MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Exercise Room, Laundry
      Primary bedroom
      • Features: Balcony/Deck, Bedroom Suite, Ceiling Fan(s), Sliders, Walk-In Closet(s), Hardwood Floor
      • Level: Main
      • Area: 264 Square Feet
      • Dimensions: 12 x 22
      Bedroom
      • Features: Cathedral Ceiling(s), Ceiling Fan(s), Wall/Wall Carpet
      • Level: Upper
      • Area: 240 Square Feet
      • Dimensions: 12 x 20
      Bedroom
      • Features: Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Wall/Wall Carpet
      • Level: Upper
      • Area: 260 Square Feet
      • Dimensions: 13 x 20
      Bathroom
      • Features: Tub w/Shower, Laminate Floor
      • Level: Main
      • Area: 70 Square Feet
      • Dimensions: 7 x 10
      Bathroom
      • Features: Double-Sink, Stall Shower, Tile Floor
      • Level: Upper
      • Area: 84 Square Feet
      • Dimensions: 7 x 12
      Dining room
      • Features: Combination Liv/Din Rm, Hardwood Floor
      • Level: Main
      • Area: 220 Square Feet
      • Dimensions: 10 x 22
      Kitchen
      • Features: Granite Counters, Dining Area, Double-Sink, Kitchen Island, Pantry, Tile Floor
      • Level: Main
      • Area: 286 Square Feet
      • Dimensions: 13 x 22
      Living room
      • Features: Bay/Bow Window, Ceiling Fan(s), Combination Liv/Din Rm, Hardwood Floor
      • Level: Main
      • Area: 396 Square Feet
      • Dimensions: 18 x 22
      Rec play room
      • Features: Walk-In Closet(s), Wall/Wall Carpet
      • Level: Upper
      • Area: 276 Square Feet
      • Dimensions: 12 x 23
      Rec play room
      • Features: Laminate Floor
      • Level: Lower
      • Area: 342 Square Feet
      • Dimensions: 18 x 19
      Heating
      • Hot Water, Oil
      Cooling
      • Ceiling Fan(s)
      Appliances
      • Included: Electric Cooktop, Oven, Convection Oven, Microwave, Refrigerator, Dishwasher, Water Heater
      • Laundry: Main Level
      Features
      • Wired for Data, Open Floorplan
      • Doors: Storm Door(s)
      • Windows: Thermopane Windows
      • Basement: Full,Storage Space,Garage Access,Partially Finished,Liveable Space,Concrete
      • Attic: Access Via Hatch
      • Has fireplace: No
      Interior area
      • Total structure area: 3,004
      • Total interior livable area: 3,004 sqft
      • Finished area above ground: 2,604
      • Finished area below ground: 400
      Video & virtual tour

      Property

      Parking
      • Total spaces: 8
      • Parking features: Attached, Detached, Paved, Off Street, Driveway, Garage Door Opener, Private, Asphalt
      • Attached garage spaces: 4
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck
      • Exterior features: Awning(s), Rain Gutters, Garden, Stone Wall
      Lot
      • Size: 2.09 Acres
      • Features: Wooded, Level, Cleared, Rolling Slope
      Details
      • Additional structures: Shed(s)
      • Parcel number: 1587359
      • Zoning: R-40
      • Other equipment: Generator Ready

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1992

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      Green energy
      • Energy efficient items: Doors, Windows
      • Energy generation: Solar

      Community & HOA

      Community
      • Features: Golf, Library, Medical Facilities, Paddle Tennis, Park, Tennis Court(s)
      • Subdivision: Pepper Box Road
      HOA
      • Has HOA: No
      Location
      • Region: Waterford

      Financial & listing details

      • Price per square foot: $230/sqft
      • Tax assessed value: $305,980
      • Annual tax amount: $7,509
      • Date on market: 9/2/2026

        Estimated market value

        $678,500

        $645,000 - $712,000

        $3,652/mo

        Price history

        DateEventPrice
        10/15/2026Price change$690,000-1.4%$230/sqft
        Source: Smart MLS #24203830 Report a problem
        10/1/2026Price change$700,000-3.4%$233/sqft
        Source: Smart MLS #24203830 Report a problem
        9/2/2026Listed for sale$725,000+130.2%$241/sqft
        Source: Smart MLS #24203830 Report a problem
        1/31/2018Sold$315,000-4.3%$105/sqft
        Source: Smart MLS #E10236428 Report a problem
        9/4/2017Listing removed$329,000$110/sqft
        Source: Heritage Properties SPC #E10236428 Report a problem
        7/11/2017Price change$329,000-4.6%$110/sqft
        Source: Heritage Properties SPC #E10236428 Report a problem
        5/31/2017Price change$345,000-3.9%$115/sqft
        Source: Heritage Properties SPC #E10206837 Report a problem
        4/28/2017Price change$359,000-4.2%$120/sqft
        Source: Heritage Properties SPC #E10206837 Report a problem
        3/27/2017Listed for sale$374,900+149.9%$125/sqft
        Source: Heritage Properties SPC #E10206837 Report a problem
        12/11/1992Sold$150,000$50/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,148 +4.8%$305,980
        2024$6,823 +5.2%$305,980
        2023$6,487 -2.3%$305,980 +27%
        2022$6,641 +4.9%$240,950 +5.2%
        2021$6,333 -0.8%$229,130
        2020$6,386 -0.4%$229,130
        2019$6,411 +2%$229,130
        2018$6,283 -3.7%$229,130 -5.1%
        2017$6,527 +4.6%$241,490
        2015$6,238 +4.2%$241,490
        2014$5,989 +6.9%$241,490 -14.8%
        2012$5,601 +5.2%$283,310
        2011$5,323 +4.1%$283,310
        2010$5,111 +7%$283,310
        2009$4,777 +59.8%--
        2008$2,990 -20%$177,360
        2007$3,737 +5.9%$177,360
        2006$3,528 +36%$177,360 +28.8%
        2005$2,595 +11%$137,740 +0%
        2003$2,338 +45.8%$137,700 +45.1%
        2001$1,604 +13.2%$94,900 0%
        1997$1,417 $94,910
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06385

        Getting around

        1 / 100
        Car-Dependent
        10 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Great Neck
        • Middle: Clark Lane
        • High: Waterford

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts