
Land with Home for Sale in Redding, Connecticut
206 Umpawaug Rd, Redding, CT 06896
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.
Location
- Street address
- 206 Umpawaug Rd
- County
- Fairfield County
- Zip code
- 06896
- Community
- Umpawaug
- Elevation
- 672 feet
Directions
Route 107 North to Umpawaug Road; #206.
Property details
- Acreage
- 7 acres
- Zoning
- R-2
- MLS #
- CTMLS 24164249
- Posted
Property taxes
- 2026
- $80,254
Parcels
- 20 62
Details and features
Listing
- Type
- Residential
Lot
- Features
- Cleared, Level Lot, Professionally Landscaped
Exterior
- Pool
- Patio
- Structures
- Guest House
- Features
- Grill, Terrace, Breezeway, Garden Area, Lighting, Guest House, French Doors, Patio
Structure
- Style
- Colonial
- Basement
- Full
- Water
- Private
- Cooling
- Central Air
Interior
- Room Count
- 16
- Rooms
- Basement, Bathroom x 13, Bedroom x 7, Laundry Room
- Fireplaces
- Yes
- Appliances
- Dishwasher, Dryer, Microwave, Oven/Range, Subzero, Washer, Wine Chiller
- Security
- Security System
- Accessibility
- Accessible Elevator Installed
- Features
- Audio System, Auto Garage Door Opener, Elevator, Security System
Nearby schools
| Name | Type |
|---|---|
| Redding | Elementary |
| Joel Barlow | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 21, 2026 | New listing | $7,725,000 | — | CTMLS |







































