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

206 Umpawaug Road
Redding, CT 06896

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

$7,725,000

Est. Mortgage $49,651/mo*

$7,725,000

Est. Mortgage $49,651/mo*
7 Beds
10.5 Baths
13,094 sqft
(on 7 acres)

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

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.

Home Highlights

Parking
6 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$590
Listed
54 days ago

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: 54

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
Last check for updates: about 1 hour ago
Listing courtesy of Lauren Parr, (347) 852-2599
Houlihan Lawrence, (347) 852-2599
Source: Smart MLS, MLS#24164249
Also Listed on Smart MLS.

Market trends in Redding

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
38
11
MoM

Price History for 206 Umpawaug Road

DatePriceEventSource
05/21/2026$7,725,000Listed For SaleSmart MLS #24164249
09/04/2012$2,700,000Sold
Smart MLS #98511853
08/08/2011$3,527,000Sold
N/A

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 206 Umpawaug Road

Skip to last item
Skip to first item

Property Tax and Assessment

Year2025
Tax$80,254
Assessment$2,716,800
Home facts updated by county records

Comparable Sales for 206 Umpawaug Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
0.67
Single-Family Home
$865,000
08/15/25
4
3
3,284
0.89
Single-Family Home
$1,400,000
07/09/26
4
3
3,907
1.19
Single-Family Home
$1,600,000
07/24/25
5
5
5,945
0.54
Single-Family Home
$725,000
11/05/25
4
2
3,024

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 206 Umpawaug Road.
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."

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.
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.