For Sale
Single family home for sale at 206 Umpawaug Rd, Redding, CT 06896 | MLS# 24164249 | Listing updated on 2026-09-22
Photo 1 of Single family home for sale at 206 Umpawaug Rd, Redding, CT 06896 | MLS# 24164249 | Listing updated on 2026-09-22
Photo 2 of Single family home for sale at 206 Umpawaug Rd, Redding, CT 06896 | MLS# 24164249 | Listing updated on 2026-09-22
Photo 3 of Single family home for sale at 206 Umpawaug Rd, Redding, CT 06896 | MLS# 24164249 | Listing updated on 2026-09-22
Photo 4 of Single family home for sale at 206 Umpawaug Rd, Redding, CT 06896 | MLS# 24164249 | Listing updated on 2026-09-22
36+
Beds Icon

Street View

$7,725,000

Monthly Est:$38,450

  • Beds Icon7 Beds
  • Beds Icon
    13 Baths
  • Beds Icon13,094sqft

206 Umpawaug Rd, Redding, CT 06896

$38,450/moEst:

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  • Single Family Residence

  • Built in 2008

  • $-- HOA

  • 7 acres lot

  • $590/sq.ft

Description

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.

  • Houzeo last checked: 4 minutes ago
  • Listing updated: September 22, 2026 at 10:40 pm
  • Listing Provided by: Lauren Parr | Houlihan Lawrence
  • Source: SMART MLS-CT | MLS#: 24164249 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Redding

  • Neighborhood

    --

  • Year Built

    2008

  • HOA Fees

    -

  • Finished Area

    13,094 sqft

  • Lot Size

    7 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24164249

  • MLS Status

    Active

  • Days on Market

    165

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 7

    Bathrooms: 13

Interior

  • Heating

    Oil, Propane

  • Appliances

    Oven/range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller

  • Interior Features

    Audio System, Auto Garage Door Opener, Elevator, Security System

  • Exterior Features

    Grill, Terrace, Breezeway, Garden Area, Lighting, Guest House, French Doors, Patio

  • Cooling

    Central Air

  • Sewer

    Septic

Construction

  • Year Built

    Year Built: 2008

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Foundation Details

    Masonry

  • Roof

    Wood Shingle

Utilities & Energy

  • Laundry Features

    Upper Level

  • Parking Features

    Attached Garage, Detached Garage

  • Water Source

    Private Well

  • Basement

    Full, Heated, Storage, Fully Finished, Liveable Space, Full With Walk Out

  • Pool Features

    Gunite, Heated, Pool House, Spa, In Ground Pool

Other Features

  • Subdivision Name

    Umpawaug

  • Lot Features

    Level Lot, Cleared, Professionally Landscaped

Price History

DateEventPrice

05/21/2026

Source: mls_logoSMART MLS-CT #24164249

Listed for Sale

$7,725,000

$590/sqft

05/18/2026

Source: mls_logoSMART MLS-CT #24164249

Coming Soon

$7,725,000 +186.11%

$590/sqft

09/05/2012

Source: #98511853

Sold

$2,700,000 -28.93%

$206/sqft

08/01/2011

Source: #98498546

Price Decreased

$3,799,000 -25.51%

$290/sqft

03/14/2011

Source: #98490534

Price Decreased

$5,100,000 -8.93%

$389/sqft

Show more

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 31, 2026, 08:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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