206 Umpawaug Rd Redding, CT, 06896

single family home
$ 7,725,000 For Sale Active May 18, 2026
  • 7 beds
  • 13 baths
  • 13,094 sq ft
  • 7 acres
  • 2008 year built
  • pool house
  • 6 cars garage
206 Umpawaug Road, Redding, CT 06896 | For Sale at $7,725,000
40 photos
 Map of 206 Umpawaug Road, Redding, CT 06896 single family home

About the Home

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.

Rooms & Interior

7 bedrooms beds
8 full + 5 half baths
13,094 square feet sq ft

Room Details

  • Studio Apt (Other Level) 9 ft+ Ceilings, Studio, Fireplace, Full Bath, Walk-In Closet, Hardwood Floor
  • Rec/Play Room (Upper Level) Hardwood Floor, On 3rd Floor
  • Living Room (Main Level) Fireplace, French Doors, Patio/Terrace, Hardwood Floor
  • Sun Room (Other Level) Wet Bar, Fireplace, Partial Bath, Patio/Terrace, Sliders, Tile Floor
  • Dining Room (Main Level) Built-Ins, Fireplace, Hardwood Floor
  • Study (Main Level) Built-Ins, Fireplace, French Doors, Hardwood Floor
  • Full Bath (Main Level) Stall Shower, Tile Floor
  • Bedroom (Upper Level) Book Shelves, Built-Ins, Fireplace, Full Bath, Hardwood Floor
  • Bedroom (Upper Level) Balcony/Deck, Full Bath, Walk-In Closet, Hardwood Floor
  • Office (Upper Level)
  • Family Room (Upper Level) Half Bath, Hardwood Floor
  • Rec/Play Room (Lower Level) Wall/Wall Carpet
  • Great Room (Main Level) Fireplace, Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Walk-In Closet, Hardwood Floor
  • Office (Upper Level) Book Shelves, Built-Ins, Hardwood Floor, On 3rd Floor
  • Half Bath (Lower Level) Tile Floor
  • Primary Br Suite (Upper Level) Fireplace, Full Bath, Hydro-Tub, Stall Shower, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Walk-In Closet, Hardwood Floor
  • Half Bath (Upper Level) Tile Floor, On 3rd Floor
  • Media Room (Lower Level) Wall/Wall Carpet
  • Kitchen (Main Level) Built-Ins, Dining Area, French Doors, Island, Pantry, Hardwood Floor
  • Bedroom (Lower Level) Bedroom Suite, French Doors, Full Bath, Walk-In Closet, Hardwood Floor
  • Other (Lower Level) Wet Bar, Tile Floor
  • Bedroom (Other Level) Vaulted Ceiling, Full Bath, Walk-In Closet
  • Other Rooms Foyer, Laundry room, Mud room, Sitting room, Wine cellar

Home Features

Heating

  • Fireplaces: 8
  • Heating: hot air
  • Heat fuel type: oil, propane
  • Fuel tank: in basement

Cooling

  • Central air

Interior Features

  • Audio system
  • Auto garage door opener
  • Elevator
  • Security system

Appliances

  • Oven/range
  • Microwave
  • Subzero
  • Dishwasher
  • Washer
  • Dryer
  • Wine chiller

Home Automation

  • Built in audio
  • Entertainment system
  • Lighting
  • Security system
  • Thermostat(s)

Attic

  • Heated
  • Partially finished
  • Floored
  • Walk-up

Basement

  • Full
  • Heated
  • Storage
  • Fully finished
  • Liveable space
  • Full with walk-out

Laundry

  • Location: 1- upper (main residence); 2- pool house
  • Upper level

Energy Features

  • Generator

Exterior Features

  • Grill
  • Terrace
  • Breezeway
  • Garden area
  • Lighting
  • Guest house
  • French doors
  • Patio

Property Details

Parking

  • Garage spaces: 6
  • Attached garage
  • Detached garage

Swimming Pool

  • Gunite
  • Heated
  • Pool house
  • Spa
  • In ground pool

Lot Details

  • Lot surface: 7 acres
  • Level lot
  • Cleared
  • Professionally landscaped

Utilities

  • Water: private well
  • Sewage: septic

Construction Details

Style
colonial
Construction year
2008
Exterior Siding
shake, stone
Foundation
masonry
Roof
wood shingle

Area & Town

This home is located in West Redding neighborhood, in the town of Redding.

Finance & Listing Info

Status Active
Listing date May 18, 2026
List price $ 7,725,000
Current price $ 7,725,000
Tax amount $ 80,254
Tax year july 2025-june 2026
MLS ID #24164249
List Agent Lauren Parr
List Office Houlihan Lawrence
(c) 2026 Based on information provided to and compiled by the Smart MLS, Inc.

206 Umpawaug Road Home Photos

Because we love Fairfield County!

© Copyright 1999 - 2026 Dagny's LLC. - 20 Windy Ridge Place Wilton, CT 06897 - Terms & Conditions

Search Homes
Places to Live
About Us
Resources
Because we love Fairfield County!
Dagny Eason, Founder / Broker