$7,725,000

206 Umpawaug Road, Redding, CT 06896

  • 7 beds |
  • 13 baths |
  • 13,094 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2008
  • Property Lot Size Icon7acre lot
  • Property Parking Icon 6 car garage
  • Property Price Per Square Feet Icon $590/sqft
  • Property List Date Icon Listed 1 month ago

Property 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.

Listing Status:
Active
Date Added:
May 18, 2026
Data Last Updated:
June 26, 2026 at 12:50PM
Listing Office:
Houlihan Lawrence : (203) 438-0455
Listing Agent:
Lauren Parr : (347) 852-2599
MLS ID:
24164249
  • General: Audio SystemAuto Garage Door OpenerElevatorSecurity System
  • Rooms: FoyerLaundry RoomMud RoomSitting RoomWine Cellar
  • Appliances: Oven/RangeMicrowaveSubzeroDishwasherWasherDryerWine Chiller
  • Laundry: Upper Level
  • Basement: FullHeatedStorageFully FinishedLiveable SpaceFull With Walk-Out
  • A/C: Central Air
  • Heating: Hot AirOilPropane
  • Fireplace: Fireplaces: 8
  • General: GrillTerraceBreezewayGarden AreaLightingGuest HouseFrench DoorsPatio
  • Style: Colonial
  • Pool: GuniteHeatedPool HouseSpaIn Ground Pool
  • Roofing: Wood Shingle
  • County: Fairfield
  • Zoning: R-22540984
  • Water: Private Well
  • Sewer: Septic
  • Exclusions: Inquire with Listing Agent

This listing courtesy of Lauren Parr , Houlihan Lawrence

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location