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For sale
    • $7,725,000

    206 Umpawaug Road, Redding, CT 06896

    7beds
    13,094sqft
    : 
    $54,257/mo
    Get pre-qualified
    Single Family Residence
    Built in 2008
    7 Acres Lot
    $-- Zestimate®
    $590/sqft
    $-- HOA

    What's special

    Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.
    103 days
    1,269
    47

    Zillow last checked:

    Listing updated:

    Listed by:

    Lauren Parr (347)852-2599,

    Houlihan Lawrence 203-438-0455

    Source: Smart MLS,MLS#: 24164249MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 13
      • Full bathrooms: 8
      • 1/2 bathrooms: 5
      Rooms
      • Room types: Laundry, Sitting Room, Wine Cellar
      Primary bedroom
      • Features: Fireplace, Full Bath, Hydro-Tub, Stall Shower, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 414 Square Feet
      • Dimensions: 23 x 18
      Bedroom
      • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 288 Square Feet
      • Dimensions: 18 x 16
      Bedroom
      • Features: Bookcases, Built-in Features, Fireplace, Full Bath, Hardwood Floor
      • Level: Upper
      • Area: 272 Square Feet
      • Dimensions: 17 x 16
      Bedroom
      • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 210 Square Feet
      • Dimensions: 15 x 14
      Bedroom
      • Features: Balcony/Deck, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      • Area: 294 Square Feet
      • Dimensions: 14 x 21
      Bedroom
      • Features: Bedroom Suite, French Doors, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Lower
      • Area: 300 Square Feet
      • Dimensions: 25 x 12
      Bedroom
      • Features: Vaulted Ceiling(s), Full Bath, Walk-In Closet(s)
      • Level: Other
      • Area: 168 Square Feet
      • Dimensions: 14 x 12
      Bathroom
      • Features: Stall Shower, Tile Floor
      • Level: Main
      Bathroom
      • Features: Tile Floor
      • Level: Third,Upper
      Bathroom
      • Features: Tile Floor
      • Level: Lower
      Dining room
      • Features: Built-in Features, Fireplace, Hardwood Floor
      • Level: Main
      • Area: 304 Square Feet
      • Dimensions: 19 x 16
      Family room
      • Features: Half Bath, Hardwood Floor
      • Level: Upper
      • Area: 255 Square Feet
      • Dimensions: 15 x 17
      Great room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      • Area: 450 Square Feet
      • Dimensions: 25 x 18
      Kitchen
      • Features: Built-in Features, Dining Area, French Doors, Kitchen Island, Pantry, Hardwood Floor
      • Level: Main
      • Area: 540 Square Feet
      • Dimensions: 18 x 30
      Living room
      • Features: Fireplace, French Doors, Patio/Terrace, Hardwood Floor
      • Level: Main
      • Area: 255 Square Feet
      • Dimensions: 17 x 15
      Media room
      • Features: Wall/Wall Carpet
      • Level: Lower
      • Area: 368 Square Feet
      • Dimensions: 23 x 16
      Office
      • Level: Upper
      • Area: 88 Square Feet
      • Dimensions: 11 x 8
      Office
      • Features: Bookcases, Built-in Features, Hardwood Floor
      • Level: Third,Upper
      • Area: 306 Square Feet
      • Dimensions: 18 x 17
      Other
      • Features: Wet Bar, Tile Floor
      • Level: Lower
      • Area: 192 Square Feet
      • Dimensions: 12 x 16
      Rec play room
      • Features: Hardwood Floor
      • Level: Third,Upper
      • Area: 375 Square Feet
      • Dimensions: 15 x 25
      Rec play room
      • Features: Wall/Wall Carpet
      • Level: Lower
      • Area: 690 Square Feet
      • Dimensions: 23 x 30
      Other
      • Features: High Ceilings, Studio, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Other
      • Area: 513 Square Feet
      • Dimensions: 27 x 19
      Study
      • Features: Built-in Features, Fireplace, French Doors, Hardwood Floor
      • Level: Main
      • Area: 238 Square Feet
      • Dimensions: 17 x 14
      Sun room
      • Features: Wet Bar, Fireplace, Partial Bath, Patio/Terrace, Sliders, Tile Floor
      • Level: Other
      • Area: 418 Square Feet
      • Dimensions: 19 x 22
      Heating
      • Forced Air, Oil, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
      • Laundry: Upper Level, Mud Room
      Features
      • Sound System, Elevator, Entrance Foyer, In-Law Floorplan, Smart Thermostat
      • Doors: French Doors
      • Basement: Full,Heated,Storage Space,Finished,Liveable Space
      • Attic: Heated,Partially Finished,Floored,Walk-up
      • Number of fireplaces: 8
      Interior area
      • Total structure area: 13,094
      • Total interior livable area: 13,094 sqft
      • Finished area above ground: 10,288
      • Finished area below ground: 2,806

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Detached, Garage Door Opener
      • Attached garage spaces: 6
      Features
      • Patio & porch: Terrace, Patio
      • Exterior features: Outdoor Grill, Breezeway, Garden, Lighting
      • Has private pool: Yes
      • Pool features: Gunite, Heated, Pool/Spa Combo, In Ground
      Lot
      • Size: 7 Acres
      • Features: Level, Cleared, Landscaped
      Details
      • Additional structures: Guest House, Pool House
      • Parcel number: 2540984
      • Zoning: R-2
      • Other equipment: Generator, Entertainment System

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Shake Siding, Stone
      • Foundation: Masonry
      • Roof: Wood
      Condition
      • New construction: No
      • Year built: 2008

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Security: Security System
      • Subdivision: Umpawaug
      HOA
      • Has HOA: No
      Location
      • Region: Redding

      Financial & listing details

      • Price per square foot: $590/sqft
      • Tax assessed value: $2,716,800
      • Annual tax amount: $82,781
      • Date on market: 5/18/2026
      • Exclusions: Inquire with Listing Agent

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/21/2026Listed for sale$7,725,000+186.1%$590/sqft
        Source: Smart MLS #24164249 Report a problem
        9/4/2012Sold$2,700,000-23.4%$206/sqft
        Source: Smart MLS #98511853 Report a problem
        8/8/2011Sold$3,527,000$269/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$80,254 +2.9%$2,716,800
        2024$78,026 +3.7%$2,716,800
        2023$75,228 -5.3%$2,716,800 +14.1%
        2022$79,399 +1.5%$2,381,500
        2021$78,208 $2,381,500
        2020$78,208 $2,381,500
        2019$78,208 +3.5%$2,381,500
        2018$75,541 -0.4%$2,381,500 -7%
        2017$75,812 +1.3%$2,559,500
        2016$74,840 +1.1%$2,559,500
        2015$73,995 $2,559,500
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 06896

        Getting around

        0 / 100
        Car-Dependent
        1 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Redding
        • Middle: John Read
        • High: Joel Barlow

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

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