206 Umpawaug Road
Redding, CT 06896
- 7 Beds
- 10.5 Baths
- 13,094 sqft (on 7 acres)
7 Beds
10.5 Baths
13,094 sqft
(on 7 acres)
Local Information
-- mins to
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
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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 |
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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 |
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Days on Market: 54 |
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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 |
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Price List Price: $7,725,000Price Per Sqft: $590 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: ReddingCommunity: Umpawaug |
School Information Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow |
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Listing Agent Listing ID: 24164249 |
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Building Area Building Area: 13094 Square Feet |
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No HOA |
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Lot Area: 7 Acres |
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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
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
38
11MoM
Price History for 206 Umpawaug Road
| Date | Price | Event | Source |
|---|---|---|---|
| 05/21/2026 | $7,725,000 | Listed For Sale | Smart MLS #24164249 |
| 09/04/2012 | $2,700,000 | Sold | Smart MLS #98511853 |
| 08/08/2011 | $3,527,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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.Assigned Schools
These are the assigned schools for 206 Umpawaug Road.
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.
LGBTQ Local Legal Protections
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.

