206 Umpawaug Road

Redding, CT
$ 7,725,000 Beds 7 Baths 10.5 Sq 13,094
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 7,725,000
  • City
  • Redding
  • Bedrooms
  • 7
  • Full Bathrooms
  • 8
  • County
  • Fairfield
  • Half Bathrooms
  • 5
  • Area
  • Lot Size
  • 7 Acres
  • Zip
  • 06896
  • Sqr Footage
  • 13,094
  • Year Built
  • 2008
  • Taxes
  • $ 82781
  • Style
  • MLS#
  • 24164249
Listed By: Lauren Parr 347-852-2599 with Houlihan Lawrence. - (203) 438-0455
Data Source: Smart MLS

Features

General

Zoning R-2
Neighborhood Umpawaug
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 7
Directions Route 107 North to Umpawaug Road; #206.
High School Joel Barlow
City Redding
Elementary School Redding
Sq Ft Total 13094
DOM 124
Year Built 2008
Exclusions Inquire with Listing Agent
Style Colonial
Year Built Source Owner
Pool Description Gunite,Heated,Pool House,Spa,In Ground Pool
Energy Features Generator

Interior Features

Cooling System Central Air
Total Rooms 16
Basement Description Full,Heated,Storage,Fully Finished,Liveable Space,Full With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Level Lot,Cleared,Professionally Landscaped
Color Natural

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Redding Elementary School
Middle School Unknown Middle School
High School Joel Barlow High School

Price History

5/18/2026 Listed $7,725,000

Property vs Zip Code Average in 06896

Price
AVG $1.36M
$7.73M
Taxes
AVG $19,397
$82,781
Year Built
AVG 1953
2008

206 Umpawaug Road Redding, CT is a Single Family Home for sale at $7725000 with 13094 sqft and a lot size of 7 Acres Acre(s). 206 Umpawaug Road Redding has 7 bedrooms, 8 baths and was built in 2008. The property's zip code is 06896 which is in Redding, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.