About 206 Umpawaug Road
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.
Features of 206 Umpawaug Road
| MLS® # | 24164249 |
|---|---|
| Price | $7,725,000 |
| Bedrooms | 7 |
| Bathrooms | 13.00 |
| Full Baths | 8 |
| Half Baths | 5 |
| Square Footage | 13,094 |
| Acres | 7.00 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 206 Umpawaug Road |
|---|---|
| Area | Umpawaug |
| City | Redding |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06896 |
Amenities
| Features | Generator |
|---|---|
| Parking | Attached Garage, Detached Garage |
| # of Garages | 6 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | Yes |
| Pool | Gunite, Heated, Pool House, Spa, In Ground Pool |
Interior
| Interior Features | Audio System, Auto Garage Door Opener, Elevator, Security System |
|---|---|
| Appliances | Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller |
| Heating | Hot Air, Oil, Propane |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 8 |
| Has Basement | Yes |
| Basement | Full, Heated, Storage, Fully Finished, Liveable Space, Full With Walk-Out |
Exterior
| Exterior | Shake, Stone |
|---|---|
| Exterior Features | Grill, Terrace, Breezeway, Garden Area, Lighting, Guest House, French Doors, Patio |
| Lot Description | Level Lot, Cleared, Professionally Landscaped |
| Roof | Wood Shingle |
| Foundation | Masonry |
School Information
| Elementary | Redding |
|---|---|
| Middle | John Read |
| High | Joel Barlow |
Additional Information
| Date Listed | May 18th, 2026 |
|---|---|
| Days on Market | 111 |
| Zoning | R-2 |
| RE / Bank Owned | No |
Listing Details
| Office | Houlihan Lawrence |
|---|