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.
For sale
$7,725,000
206 Umpawaug Road, Redding, CT 06896
7beds
13,094sqft
Single Family Residence
Built in 2008
7 Acres Lot
$-- Zestimate®
$590/sqft
$-- HOA
What's special
- 29 days |
- 2,217 |
- 119 |
Zillow last checked:
Listing updated:
Listed by:
Lauren Parr (347)852-2599,
Houlihan Lawrence 203-438-0455
Source: Smart MLS,MLS#: 24164249
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 13
- Full bathrooms: 8
- 1/2 bathrooms: 5
Rooms
- Room types: Laundry, Sitting Room, Wine Cellar
Primary bedroom
- Features: Fireplace, Full Bath, Hydro-Tub, Stall Shower, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 414 Square Feet
- Dimensions: 23 x 18
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 288 Square Feet
- Dimensions: 18 x 16
Bedroom
- Features: Bookcases, Built-in Features, Fireplace, Full Bath, Hardwood Floor
- Level: Upper
- Area: 272 Square Feet
- Dimensions: 17 x 16
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 210 Square Feet
- Dimensions: 15 x 14
Bedroom
- Features: Balcony/Deck, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 294 Square Feet
- Dimensions: 14 x 21
Bedroom
- Features: Bedroom Suite, French Doors, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Lower
- Area: 300 Square Feet
- Dimensions: 25 x 12
Bedroom
- Features: Vaulted Ceiling(s), Full Bath, Walk-In Closet(s)
- Level: Other
- Area: 168 Square Feet
- Dimensions: 14 x 12
Bathroom
- Features: Stall Shower, Tile Floor
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Third,Upper
Bathroom
- Features: Tile Floor
- Level: Lower
Dining room
- Features: Built-in Features, Fireplace, Hardwood Floor
- Level: Main
- Area: 304 Square Feet
- Dimensions: 19 x 16
Family room
- Features: Half Bath, Hardwood Floor
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 15 x 17
Great room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 450 Square Feet
- Dimensions: 25 x 18
Kitchen
- Features: Built-in Features, Dining Area, French Doors, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
- Area: 540 Square Feet
- Dimensions: 18 x 30
Living room
- Features: Fireplace, French Doors, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 255 Square Feet
- Dimensions: 17 x 15
Media room
- Features: Wall/Wall Carpet
- Level: Lower
- Area: 368 Square Feet
- Dimensions: 23 x 16
Office
- Level: Upper
- Area: 88 Square Feet
- Dimensions: 11 x 8
Office
- Features: Bookcases, Built-in Features, Hardwood Floor
- Level: Third,Upper
- Area: 306 Square Feet
- Dimensions: 18 x 17
Other
- Features: Wet Bar, Tile Floor
- Level: Lower
- Area: 192 Square Feet
- Dimensions: 12 x 16
Rec play room
- Features: Hardwood Floor
- Level: Third,Upper
- Area: 375 Square Feet
- Dimensions: 15 x 25
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
- Area: 690 Square Feet
- Dimensions: 23 x 30
Other
- Features: High Ceilings, Studio, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Other
- Area: 513 Square Feet
- Dimensions: 27 x 19
Study
- Features: Built-in Features, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 238 Square Feet
- Dimensions: 17 x 14
Sun room
- Features: Wet Bar, Fireplace, Partial Bath, Patio/Terrace, Sliders, Tile Floor
- Level: Other
- Area: 418 Square Feet
- Dimensions: 19 x 22
Heating
- Forced Air, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level, Mud Room
Features
- Sound System, Elevator, Entrance Foyer, In-Law Floorplan, Smart Thermostat
- Doors: French Doors
- Basement: Full,Heated,Storage Space,Finished,Liveable Space
- Attic: Heated,Partially Finished,Floored,Walk-up
- Number of fireplaces: 8
Interior area
- Total structure area: 13,094
- Total interior livable area: 13,094 sqft
- Finished area above ground: 10,288
- Finished area below ground: 2,806
Property
Parking
- Total spaces: 6
- Parking features: Attached, Detached, Garage Door Opener
- Attached garage spaces: 6
Features
- Patio & porch: Terrace, Patio
- Exterior features: Outdoor Grill, Breezeway, Garden, Lighting
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, In Ground
Lot
- Size: 7 Acres
- Features: Level, Cleared, Landscaped
Details
- Additional structures: Guest House, Pool House
- Parcel number: 2540984
- Zoning: R-2
- Other equipment: Generator, Entertainment System
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shake Siding, Stone
- Foundation: Masonry
- Roof: Wood
Condition
- New construction: No
- Year built: 2008
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Security: Security System
- Subdivision: Umpawaug
HOA
- Has HOA: No
Location
- Region: Redding
Financial & listing details
- Price per square foot: $590/sqft
- Tax assessed value: $2,716,800
- Annual tax amount: $80,254
- Date on market: 5/18/2026
- Exclusions: Inquire with Listing Agent
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/21/2026 | Listed for sale | $7,725,000+186.1%$590/sqft |
Source: | ||
| 9/4/2012 | Sold | $2,700,000-23.4%$206/sqft |
Source: | ||
| 8/8/2011 | Sold | $3,527,000$269/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $80,254 +2.9% | $2,716,800 |
| 2024 | $78,026 +3.7% | $2,716,800 |
| 2023 | $75,228 -5.3% | $2,716,800 +14.1% |
| 2022 | $79,399 +1.5% | $2,381,500 |
| 2021 | $78,208 | $2,381,500 |
| 2020 | $78,208 | $2,381,500 |
| 2019 | $78,208 +3.5% | $2,381,500 |
| 2018 | $75,541 -0.4% | $2,381,500 -7% |
| 2017 | $75,812 +1.3% | $2,559,500 |
| 2016 | $74,840 +1.1% | $2,559,500 |
| 2015 | $73,995 | $2,559,500 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06896
Nearby schools
GreatSchools rating
- 9/10John Read Middle SchoolGrades: 5-8Distance: 1 mi
- 7/10Joel Barlow High SchoolGrades: 9-12Distance: 4.3 mi
- 8/10Redding Elementary SchoolGrades: PK-4Distance: 1.9 mi
Schools provided by the listing agent
- Elementary: Redding
- Middle: John Read
- High: Joel Barlow
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- Redding
- 06896
- 206 Umpawaug Road






