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206 Umpawaug RoadRedding, CT 06896

For Sale

$7,725,000

Smart Buyer Rebate $77,250

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.

Listed by Lauren Parr

·

Houlihan Lawrence

·

(347) 852-2599

Last updated May 27, 2026

·

Source: SmartMLS #24164249

Listing Facts

  • TypeSingle-family
  • NeighborhoodRedding
  • Bedrooms7
  • Bathrooms13
  • Days on Prevu29
  • Taxes$80,254/year
  • Size13,094 sqft
  • Price per sqft$590

Location

Mortgage Calculator

Listing History

05/22/2026
Status changed to Active
$7,725,000
05/21/2026
Status changed to Removed from Feed
$7,725,000
05/18/2026
Listed by Houlihan Lawrence
$7,725,000

Property Details for 206 Umpawaug Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Wood Shingle
  • Year Built: 2008
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Grill, Terrace, Breezeway, Garden Area, Lighting, Guest House, French Doors, Patio

Features

  • Pool Features: Gunite, Heated, Pool House, Spa, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Level Lot, Cleared, Professionally Landscaped
  • Lot Size Acres: 7.00

Financial

Taxes

  • Parcel Number: 2540984
  • Tax Annual Amount: $80,254.00
  • Tax Year: 25

Interior

Features

  • Appliances: Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
  • Fireplaces Total: 8
  • Interior Features: AUDIO, DROPEN, ELEVATOR, SECURESY

Rooms

  • Basement: Full, Heated, Storage, Fully Finished, Liveable Space, Full With Walk-Out
  • Bathrooms Full: 8
  • Bathrooms Half: 5
  • Bathrooms Total Integer: 13
  • Bedrooms Total: 7
  • Rooms Total: 16

Other

General

  • Exclusions: Inquire with Listing Agent

Parking

Parking

  • Attached Garage: Attached Garage, Detached Garage
  • Garage Spaces: 6

Schools

Elementary School

  • Elementary School: Redding

High School

  • High School: Joel Barlow

Middle or Junior School

  • Middle Or Junior School: John Read

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Air
  • Laundry Features: Upper Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 7 bedrooms and 13 bathrooms in this single-family home at 206 Umpawaug Road.

What schools are nearby to 206 Umpawaug Road?

Nearby schools include the Redding Elementary School, John Read Middle School, and Joel Barlow High School.

Does this single-family home have parking?

Yes, there are 6 parking spaces available for 206 Umpawaug Road.

What are the annual taxes for 206 Umpawaug Road?

Annual taxes for this single-family home are estimated at $80,254.

How does 206 Umpawaug Road compare to other single-family homes in Redding?

This single-family home is listed 363% above the average price for single-family homes in Redding and has been on the market for 151 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 13,094 sqft.

206 Umpawaug Road is a 7-bedroom, 13-bath single-family home for sale in Redding CT 06896. Available on Prevu for 29 days at $7,725,000. This property features 13,094 square feet of living space, located in Redding. The median listing price for single-family homes in this area is $1,547,000. Nearby schools include Redding Elementary School, John Read Middle School, and Joel Barlow High School. View other single-family home listings in Fairfield County.

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.