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206 Umpawaug RoadRedding, CT 06896

Single Family · 7 Beds · 8 Full Baths · 5 Half Baths · 13,094 Sq. ft. | 7.00 Acres
$7,725,000 Active

206 Umpawaug Road Overview

Time on Site:
42 days

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.

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206 Umpawaug Road Facts & Features

  • Type Single Family
  • Sq. ft. 13,094
  • Price/Sq.ft. $590
  • Lot 7.00 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Redding
  • Middle Or Junior School: John Read
  • High School: Joel Barlow

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 2008

Location/Region

  • County Or Parish: Fairfield
  • Neighborhood: Umpawaug

Building Exterior/Construction

  • New Construction Type: No/Resale

Tax Information

  • Tax Annual Amount: $80,254.00
  • Tax Year: July 2025-June 2026

General Information

  • Exclusions: Inquire with Listing Agent
  • Parcel Number: 2540984
  • Property Type: Single Family For Sale
  • Zoning: R-2

Interior

Parking Information

  • Garage Spaces: 6

Beds/Baths

  • Bathrooms Full: 8
  • Bathrooms Half: 5
  • Bathrooms Total: 13
  • Bedrooms Total: 7

Building Interior

  • Attic Description: Heated, Partially Finished, Floored, Walk-up
  • Attic: Yes
  • Energy Features: Generator
  • Fuel Tank Location: In Basement
  • Heat Fuel Type: Oil, Propane
  • Home Automation: Built In Audio,Entertainment System,Lighting,Security System,Thermostat(s)
  • Hot Water Description: Oil, Domestic
  • In Law Apartment: Yes
  • Laundry Room Info: Upper Level
  • Laundry Room Location: 1- Upper (Main Residence); 2- Pool House
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Sitting Room, Wine Cellar

General Information

  • Appliances: Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
  • Basement: Full, Heated, Storage, Fully Finished, Liveable Space, Full With Walk-Out
  • Cooling: Central Air
  • Fireplaces Total: 8
  • Foundation Details: Masonry
  • Heating: Hot Air
  • Interior Features: Audio System, Auto Garage Door Opener, Elevator, Security System
  • Living Area: 13094

Exterior

Parking Information

  • Parking Features: Attached Garage, Detached Garage

Lot Information

  • Lot Features: Level Lot, Cleared, Professionally Landscaped
  • Lot Size Acres: 7
  • Lot Size Source: Public Records
  • Water Source: Private Well

Waterfront/View

  • Waterfront Features: Not Applicable
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Color: Natural
  • Construction Materials: Shake, Stone
  • Roof: Wood Shingle

General Information

  • Exterior Features: Grill, Terrace, Breezeway, Garden Area, Lighting, Guest House, French Doors, Patio
  • Pool Features: Gunite, Heated, Pool House, Spa, In Ground Pool
  • Pool Private: Yes
  • Sewer: Septic

Room Information

Room: Bedroom

  • Level: Lower
  • Length: 12
  • Width: 25
  • Description: Bedroom Suite,French Doors,Full Bath,Walk-In Closet,Hardwood Floor

Room: Half Bath

  • Level: Lower
  • Description: Tile Floor

Room: Media Room

  • Level: Lower
  • Length: 16
  • Width: 23
  • Description: Wall/Wall Carpet

Room: Other

  • Level: Lower
  • Length: 16
  • Width: 12
  • Description: Wet Bar,Tile Floor

Room: Rec/Play Room

  • Level: Lower
  • Length: 30
  • Width: 23
  • Description: Wall/Wall Carpet

Room: Dining Room

  • Level: Main
  • Length: 16
  • Width: 19
  • Description: Built-Ins,Fireplace,Hardwood Floor

Room: Full Bath

  • Level: Main
  • Description: Stall Shower,Tile Floor

Room: Great Room

  • Level: Main
  • Length: 18
  • Width: 25
  • Description: Fireplace,Hardwood Floor

Room: Kitchen

  • Level: Main
  • Length: 30
  • Width: 18
  • Description: Built-Ins,Dining Area,French Doors,Island,Pantry,Hardwood Floor

Room: Living Room

  • Level: Main
  • Length: 15
  • Width: 17
  • Description: Fireplace,French Doors,Patio/Terrace,Hardwood Floor

Room: Study

  • Level: Main
  • Length: 14
  • Width: 17
  • Description: Built-Ins,Fireplace,French Doors,Hardwood Floor

Room: Bedroom

  • Level: Other
  • Length: 12
  • Width: 14
  • Description: Vaulted Ceiling,Full Bath,Walk-In Closet

Room: Studio Apt

  • Level: Other
  • Length: 19
  • Width: 27
  • Description: 9 ft+ Ceilings,Studio,Fireplace,Full Bath,Walk-In Closet,Hardwood Floor

Room: Sun Room

  • Level: Other
  • Length: 22
  • Width: 19
  • Description: Wet Bar,Fireplace,Partial Bath,Patio/Terrace,Sliders,Tile Floor

Room: Bedroom

  • Level: Upper
  • Length: 16
  • Width: 18
  • Description: Full Bath,Walk-In Closet,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 16
  • Width: 17
  • Description: Book Shelves,Built-Ins,Fireplace,Full Bath,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 14
  • Width: 15
  • Description: Full Bath,Walk-In Closet,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 21
  • Width: 14
  • Description: Balcony/Deck,Full Bath,Walk-In Closet,Hardwood Floor

Room: Family Room

  • Level: Upper
  • Length: 17
  • Width: 15
  • Description: Half Bath,Hardwood Floor

Room: Half Bath

  • Level: Upper
  • Description: Tile Floor,On 3rd Floor

Room: Office

  • Level: Upper
  • Length: 17
  • Width: 18
  • Description: Book Shelves,Built-Ins,Hardwood Floor,On 3rd Floor

Room: Office

  • Level: Upper
  • Length: 8
  • Width: 11

Room: Primary BR Suite

  • Level: Upper
  • Length: 18
  • Width: 23
  • Description: Fireplace,Full Bath,Hydro-Tub,Stall Shower,Walk-In Closet,Hardwood Floor

Room: Rec/Play Room

  • Level: Upper
  • Length: 25
  • Width: 15
  • Description: Hardwood Floor,On 3rd Floor

206 Umpawaug Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

206 Umpawaug Road Market Data

Based on the last 30 days in this zip code

$1,541,369
Average List Price
$419
Average Price per Square Foot
5
Properties Sold
69
Average Days on Market
59
Properties for Sale
Calculations provided by Reliance Network

206 Umpawaug Road History

Date Event Value Agent
5/20/2026Source: Smart MLS Status Change
Active
Lauren Parr
Listing Agent
5/18/2026Source: Smart MLS Added to Database
May 18, 2026
Lauren Parr
Listing Agent
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
Listing provided courtesy of Houlihan Lawrence- MLS# 24164249MLS ProviderContact Information: (347) 852-2599