229 Umpawaug Rd

Redding, CT 06896

$7,495,000
Price
6
Beds
7,528 Sq. Ft.
$996 / Sq. Ft.
7,528
Sq. Ft.
$996
per Sq. Ft.
Virtual Tour
Virtual Tour
Privacy gates
Driveway
Welcome
Foyer
Staircase
Gourmet kitchen
Gourmet kitchen
Breakfast room
Patio off kitchen and family room
Family room
Family room
Dining room
Step down living room
Step down living room
Oval office. Library or den
Gym
Primary suite sitting room
Primary suite bedroom
Primary suite private terraces
Primary suite 1 of 2 bathrooms
Primary suite 2 of 2 bathrooms
Second floor bedroom. 1 of 4
Private deck off of bedroom
Bedroom 3 of 6
Pool
Pool spa
Pool Pavilion and tennis
Tennis court
Guest cottage and 3-car garage
Guest cottage

Description

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized...Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining bar, full bath and living area. Don't forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.
  1. Listed by Stacy A Young • William Raveis Real Estate
    P: (917)-816-6733 C: (917)-816-6733 stacy.young@raveis.com

Property Details for 229 Umpawaug Road

Basement Description
Partial, Storage, Partially Finished
Direct Waterfront
No
Garages Number
3
Neighborhood
West Redding
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
Yes
LISTING UPDATED: 11/07/2025 01:03 AM

Property Details for 229 Umpawaug Road

StatusActive
MLS #24090021
Days on Market207
Taxes$41,049 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1995
Lot Size6.46 AC / 281,397 SF
CountyFairfield County

Location

Listing Courtesy of William Raveis Real Estate, Stacy A Young
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Building Information for 229 Umpawaug Road

Stories-Year Built1995Building Size-Lot Size6.46 AC / 281,397 SF

Payment Calculator

$40,456 per month

30 year fixed, 6.28% Interest

Principal and Interest

$37,035

Property Taxes

$3,421

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 229 Umpawaug Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Diamond Hill Road to Umpawaug. Home on the left.
  • Elementary School: Redding
  • Flood Zone: No
  • High School: Joel Barlow
  • Latitude: 41.30552
  • Longitude: -73.424402
  • Middle Jr High School: John Read
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Park, Private School(s), Public Rec Facilities, Public Transportation, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $41,049
Interior and Exterior Features
Exterior Features
  • Exterior Features: Lighting, Guest House, French Doors, Balcony, Tennis Court, Porch, Deck, Stone Wall, Underground Sprinkler
  • Pool Description: Gunite, Heated, Pool House, Infinity Edge, Spa, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 6
  • Home Automation: Built In Audio, Security System
  • Interior Features: Audio System, Auto Garage Door Opener, Central Vacuum, Security System
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Sink and folding area
  • Rooms Additional: Breezeway, Foyer, Gym, Laundry Room
  • Rooms Total: 17
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,French Doors,Hardwood Floor
  • Room Length: 25.1
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 23.9
Room 2
  • Room Entry Order: 10
  • Room Features: Dressing Room,Walk-In Closet
  • Room Level: Main
  • Room Type: Primary Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Dressing Room,Walk-In Closet
  • Room Level: Main
  • Room Type: Primary Bath
Room 4
  • Room Entry Order: 12
  • Room Features: Built-Ins,Full Bath,Hardwood Floor
  • Room Length: 13.1
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.1
Room 5
  • Listing Key: 3360B17917B84BB6E063D501100A0457
  • Room Entry Order: 13
  • Room Features: Built-Ins,Full Bath,Hardwood Floor,Interior Balcony
  • Room Length: 15.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.5
Room 6
  • Room Entry Order: 14
  • Room Features: Built-Ins,Full Bath,Hardwood Floor
  • Room Length: 13.4
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.6
Room 7
  • Room Entry Order: 15
  • Room Features: Cathedral Ceiling,Balcony/Deck,Built-Ins,Full Bath,Hardwood Floor
  • Room Length: 15.1
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 23.1
Room 8
  • Room Entry Order: 16
  • Room Level: Lower
  • Room Type: Full Bath
Room 9
  • Listing Key: 3360B17917B84BB6E063D501100A0457
  • Room Entry Order: 17
  • Room Features: Cathedral Ceiling,Full Bath,Hardwood Floor
  • Room Length: 23.1
  • Room Level: Other
  • Room Type: Other
  • Room Width: 24.6
Room 10
  • Room Entry Order: 18
  • Room Features: 9 ft+ Ceilings,Wet Bar,Full Bath
  • Room Length: 27.9
  • Room Level: Other
  • Room Type: Other
  • Room Width: 12.2
Room 11
  • Room Entry Order: 2
  • Room Features: Built-Ins,Wet Bar,Fireplace,Hardwood Floor
  • Room Length: 14.11
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 20.0
Room 12
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Half Bath
Room 13
  • Room Entry Order: 4
  • Room Features: Island,Hardwood Floor
  • Room Length: 15.8
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 17.11
Room 14
  • Room Entry Order: 5
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 15.6
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 14.7
Room 15
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Half Bath
Room 16
  • Room Entry Order: 7
  • Room Features: Cathedral Ceiling,Fireplace,Hardwood Floor
  • Room Length: 25.1
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 17.3
Room 17
  • Room Entry Order: 8
  • Room Features: Book Shelves,Built-Ins,Fireplace,Hardwood Floor
  • Room Length: 17.1
  • Room Level: Main
  • Room Type: Office
  • Room Width: 20.4
Room 18
  • Room Entry Order: 9
  • Room Features: Built-Ins,Dressing Room,Fireplace,French Doors,Hardwood Floor
  • Room Length: 32.9
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 35.1
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1995
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: .
  • Sq Ft Est Heated Below Grade: 810
Lot Information
  • Lot Description: Fence - Partial, Fence - Stone, Level Lot, Professionally Landscaped
  • Parcel Number: 270579
  • Sq Ft Est Heated Above Grade: 6718.0
  • Sq Ft Total: 7528.0
  • Zoning: R-2
Utilities
  • Energy Features: Generator
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Electric, Upright Tank
  • Radon Mitigation Air: Yes
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 229 Umpawaug Road

DateEvent & SourcePriceAppreciation
Jun 23, 1993

Closed (Public Record)

Public Record #91144122

$209,900—
DateEvent & SourcePrice
06/23/1993

Closed (Public Record)

Public Record #91144122

$209,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 229 Umpawaug Road

Taxable ValueLand$217,100Additions$1,172,500Total$1,389,600
Tax Record2024$41,049 ($3,421 / month)
Home Facts
Lot Size281,398 SqFtStyleMulti-Family Dwelling (2-4)ZoningR-2CountyFAIRFIELDAPNREDD M:20 L:20Fireplace TypeHas Fireplace

Schools near 229 Umpawaug Road

This home is within Redding School District.
Rating
School
Type
Grades
Distance
Redding Elementary School
Public - PK to 4
John Read Middle School
Public - 5 to 8
Joel Barlow High School
Public - 9 to 12
Rating
School
Distance
Redding Elementary School
PublicPK to 4

John Read Middle School
Public5 to 8

Joel Barlow High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 229 Umpawaug Road, Redding, CT 06896

229 Umpawaug Road is a single family home for sale in Redding, CT 06896. This property was listed for sale on May 12, 2025 by William Raveis Real Estate, it's currently listed at $7,495,000. It has been on the market for a total of 207 days and was last sold on June 23, 1993. This listing's school districts are Redding School District, Regional School District 09. Nearby schools include Redding Elementary School, John Read Middle School and Joel Barlow High School. 229 Umpawaug Road is a 6-bed, 11-bath, 7,528 sqft single family home built in 1995.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Stacy A Young

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.