206 Umpawaug Road, Redding, CT 06896
Property image
Property image
FOR SALE
7 ACRES

$7,725,000

  • 7 Beds
  • 10.5 Baths
  • 13,094 sqft (on 7 acres)

206 Umpawaug Road, Redding, CT 06896

Est. Mortgage $51,573/mo*
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Home Highlights

Single-Family Home
Built in 2008
7 acre lot
$590/sqft
6 Car Garage

Local Information

  • Map ViewExplore the area around 206 Umpawaug Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 4 hours ago
Listing courtesy of Lauren Parr, (347) 852-2599
Houlihan Lawrence, (347) 852-2599
Source: Smart MLS, MLS#24164249
Also Listed on Smart MLS.

Home Details for 206 Umpawaug Road

Interior Features

Interior Details
Basement: Full,Heated,Storage Space,Finished,Liveable SpaceNumber of Rooms: 16Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Great Room, Kitchen, Living Room, Media Room, Office, Other, Rec Play Room, Studio Apt, Study, Sun Room
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 13Number of Bathrooms (full): 8Number of Bathrooms (half): 5
Dimensions and Layout
Living Area: 13094 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Upper Level,Mud RoomMicrowaveWasher
Heating & Cooling
Heating: Forced Air,Oil,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 8Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors
Levels, Entrance, & Accessibility
Elevator
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: Terrace, PatioOther Structures: Guest House, Pool HouseExterior: Outdoor Grill, Breezeway, Garden, LightingFoundation: MasonryGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 6Number of Covered Spaces: 6No CarportHas a GarageHas an Attached GarageParking Spaces: 6Parking: Attached,Detached,Garage Door Opener
Pool
Pool: Gunite, Heated, Pool/Spa Combo, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 10288 Square FeetFinished Area (below surface): 2806 Square Feet

Days on Market

Days on Market: 127

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Shake Siding, StoneNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Inquire with Listing AgentParcel Number: 2540984

Price & Status

Price
List Price: $7,725,000Price Per Sqft: $590
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: ReddingCommunity: Umpawaug
School Information
Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow

Agent Information

Listing Agent
Listing ID: 24164249

Building

Building Area
Building Area: 13094 Square Feet

HOA

No HOA

Lot Information

Lot Area: 7 Acres

Miscellaneous

BasementMls Number: 24164249Attic: Heated, Partially Finished, Floored, Walk-upAttribution Contact: (347) 852-2599Above Grade Unfinished Area: 10288Activation Date: Thu May 21 2026

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Redding

At least 41 Trulia users voted on each feature.
  • 96 % Say there's wildlife

  • 91 % Say parking is easy

  • 88 % Say car is needed

  • 87 % Say there's holiday spirit

  • 86 % Say it's dog friendly

  • 84 % Say it's quiet

  • 76 % Say yards are well-kept

  • 71 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 63 % Say there are community events

  • 59 % Say people would walk alone at night

  • 42 % Say kids play outside

  • 33 % Say it's walkable to restaurants

  • 12 % Say it's walkable to grocery stores

  • 12 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Drewluca
    "Many families; safe; lots of space. Great place to live and raise kids. Friendly and close enough to everything to make it pleasant. "
  • Helga P.
    "We work from home. Therefore, we do not have a commute unless we have outside business meetings or other work related engagements. "
  • Betsy M.
    "We have potlucks and cookouts on our lane, and spontaneous get-togethers for cocktails. People always Everyone on our lane pitches in to help one another whenever needed. I wouldn’t say that’s the case for Redding as a whole, but definitely true on our lane!"
  • Agustahalla
    "A great place for small children. We work from home. This is a very peaceful place without being too remote. I love living here. ;-)"
  • Agustahalla
    "Quiet. Relatively safe for children. Great things to do outdoors near by. The town has organized great camps for kids through the summertime."
  • Jenbain23
    "My commute varies as I work at different locations. Fairfield County in general is horrible for rush hour traffic but when traveling North it could be less congested. "
  • Jenbain23
    "Love the neighborhood, but I don’t love the amount of people in town who have little awareness of appropriate fiscal responsibility with town finances."
  • Deidreyw
    "Nice small town, with plenty to do nearby. Great schools, many stores/shopping areas in surrounding towns and safe areas."
  • Deidreyw
    "It’s a nice small town with great schools, a lot of parks, and things to do in the area if you have little ones. Also, really nice restaurants in the area, so you don’t need to go far. There is a train station nearby and close to lots of shopping, highways and New York City!"
  • einarulfsson
    "Redding is the best Value in Fairfield County, amazing Schools, parks and recreation available."
  • Janeausten
    "Fabulous town full of wonderful parks and hiking trails. Town library started by Mark Twain and a hub of activity. Summer Concerts on the Green gather young and old to enjoy music and fun together. Excellent schools- always in top 10. "
  • Pdunay
    "Live and work here. Beautiful and peaceful country life. Great schools and very safe. "
  • rtklarsfeld
    "Part of prestigious Farview Farm Association with pool club and tennis courts. Completely updated in 2013. Custom gourmet kitchen of your dreams with double European dishwashers, Wolf 6 burner range, double ovens, warming drawer, Sub-Zero All Refrigerator and All Freezer . 3 car garage. Finished lower level 785 sq/ft for a total of 4,422 sq/ft."

Market trends in Redding

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
35
1
MoM

Home Value

Trulia Estimate
$7.26M
Since last month
Increased$185K (+2.6%)
Since last year
Decreased$295K (-3.9%)
Since last sale
Increased$5M (+169.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +159% in the last 10 years
MonthEstimated value
2026
September 2026$7.26M
August 2026$7.08M
July 2026$7.12M
June 2026$7.19M
May 2026$7.56M
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.31
Single-Family Home
$3,975,000
08/18/26
6
5.5
3,264
0.45
Single-Family Home
$1,250,000
07/23/26
4
2.5
3,747
0.94
Single-Family Home
$1,585,000
05/27/26
4
3.5
4,548
0.66
Single-Family Home
$1,600,000
11/18/25
5
3
3,407
0.64
Single-Family Home
$1,245,000
11/05/25
4
3
4,020
0.58
Single-Family Home
$1,028,000
12/12/25
4
2.5
3,698
1.01
Single-Family Home
$1,525,000
12/23/25
4
3.5
4,146
0.89
Single-Family Home
$1,400,000
07/09/26
4
3
3,907
0.54
Single-Family Home
$725,000
11/05/25
4
2
3,024

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.10
$1,243,100
4
3.5
2,942
Off Market
0.16
$1,204,700
4
3
2,887
Off Market
0.31
$3,975,000
6
5.5
3,264
Recently Sold
0.31
$725,000
4
2.5
2,842
For Sale
0.30
$10,874,000
7
7.5
9,720
Off Market
0.33
-
-
-
-
Off Market
0.43
$968,200
4
2.5
2,200
Off Market
0.40
$983,000
5
4
2,936
Off Market
0.43
$486,700
1
1
896
Off Market
0.44
$2,001,600
4
4.5
4,700
Off Market
0.45
$1,250,000
4
2.5
3,747
Recently Sold

Price and Tax history

DateEventPrice
May 21, 2026
Source: Smart MLS #24164249
Listed For Sale
$7,725,000
Sep 4, 2012
Source: Smart MLS #98511853
Sold
$2,700,000
Aug 8, 2011
Source: N/A
Sold
$3,527,000

LGBTQ Local Legal Protections

Lauren Parr, Houlihan Lawrence, (347) 852-2599
Agent Phone: (347) 852-2599
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 206 Umpawaug Road

  • What is the estimated monthly payment for 206 Umpawaug Road?
    Based on a $7,725,000 list price with 20% down at today's rates, the estimated monthly payment for 206 Umpawaug Road in Redding, CT is approximately $52,891 (about $41,937 principal & interest, $10,879 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Redding?
    Residents describe Redding, CT as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See homes for sale in Redding, CT.
  • What are the closest schools to 206 Umpawaug Road?
    The closest schools to 206 Umpawaug Road in Redding, CT are Joel Barlow High School (rated 7/10), John Read Middle School (Elementary, rated 9/10), Redding Elementary School (Pre-K, rated 8/10).
  • What is 206 Umpawaug Road estimated to be worth?
    Trulia's estimated value for 206 Umpawaug Road in Redding, CT is $7,264,700.
  • Does 206 Umpawaug Road have air conditioning?
    Yes, 206 Umpawaug Road in Redding, CT has air conditioning.
  • Does 206 Umpawaug Road have a pool?
    Yes, 206 Umpawaug Road in Redding, CT has a pool.
206 Umpawaug Road, Redding, CT 06896 is a 7 bedroom, 13 bathroom, 13,094 sqft single-family home built in 2008. This property is currently available for sale and was listed by Smart MLS on May 18, 2026. The MLS # for this home is MLS# 24164249.