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For sale
  • $7,495,000

    229 Umpawaug Rd, Redding, CT 06896

    6beds
    6,718sqft
    : 
    Residential, Single Family Residence
    Built in 1995
    6.46 Acres Lot
    $7,259,000 Zestimate®
    $1,116/sqft
    $-- HOA

    What's special

    Pool pavilionPrivate tennis courtOversized infinity poolImmaculate landscapingCalifornia cornersLuxury apartmentHand-stacked walls
    Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County . Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining bar, full bath and living area. Don't forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.
    321 days
    |
    1,307
    |
    23
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 06, 2026 at 11:03am

    Listed by:

    Stacy Young 917-816-6733,

    William Raveis Real Estate

    Source: Greenwich MLS, Inc.,MLS#: 122779MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 11
      • Full bathrooms: 9
      • 1/2 bathrooms: 2
      Heating
      • Forced Air, Oil, Propane
      Cooling
      • Central Air
      Appliances
      • Laundry: Laundry Room
      Features
      • Kitchen Island, Vaulted Ceiling(s), Bookcases, Entrance Foyer, Pantry
      • Basement: Partially Finished
      • Number of fireplaces: 6
      Interior area
      • Total structure area: 6,718
      • Total interior livable area: 6,718 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Electric Gate
      • Garage spaces: 3
      Features
      • Patio & porch: Deck
      • Exterior features: Balcony
      • Has private pool: Yes
      • Fencing: Fenced
      Lot
      • Size: 6.46 Acres
      • Features: Level
      Details
      • Additional structures: Garage Apartment, Pool House
      • Parcel number: 20 20
      • Zoning: OT - Out of Town
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Residential, Single Family Residence
      Materials
      • Clapboard
      • Roof: Wood
      Condition
      • Year built: 1995
      • Major remodel year: 2006

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Security: Security System
      Location
      • Region: Redding

      Financial & listing details

      • Price per square foot: $1,116/sqft
      • Tax assessed value: $1,389,600
      • Annual tax amount: $39,909
      • Date on market: 5/14/2025
      • Inclusions: Washer/Dryer, All Kitchen Applncs
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        Estimated market value

        $7,259,000

        $6.90M - $7.62M

        $7,934/mo

        Price history

        Price history
        DateEventPrice
        5/12/2025Listed for sale$7,495,000-11.8%$1,116/sqft
        Source: Smart MLS #24090021 Report a problem
        12/11/2024Listing removed$8,500,000$1,265/sqft
        Source: Smart MLS #170494928 Report a problem
        6/1/2022Listed for sale$8,500,000+347.4%$1,265/sqft
        Source: Smart MLS #170494928 Report a problem
        12/1/2005Sold$1,900,000+805.2%$283/sqft
        Source: Smart MLS #98252032 Report a problem
        6/18/1993Sold$209,900$31/sqft
        Source: Smart MLS #91711632 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$41,049 +2.9%$1,389,600
        2024$39,909 +3.7%$1,389,600
        2023$38,478 +0.7%$1,389,600 +21.3%
        2022$38,199 +1.5%$1,145,750
        2021$37,626 -2.2%$1,145,750 -2.2%
        2020$38,474 $1,171,550
        2019$38,474 +3.5%$1,171,550
        2018$37,162 +4.7%$1,171,550 -2.3%
        2017$35,507 +1.3%$1,198,750
        2016$35,051 +1.1%$1,198,750
        2015$34,656 $1,198,750

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $49,206/mo
        Principal & interest
        $38651
        Property taxes
        $10555
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          Climate risks

          Neighborhood: 06896

          Getting around

          0 / 100
          Car-Dependent
          21 / 100
          Somewhat Bikeable

          Nearby schools

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          Local experts in 06896

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