229 Umpawaug Rd, Redding, CT 06896
FOR SALE
6.46 ACRES

229 Umpawaug Rd
Redding, CT 06896

  • 6 Beds
  • 10 Baths
  • 6,718 sqft (on 6.46 acres)

$7,495,000

Est. Mortgage $48,135/mo*

$7,495,000

Est. Mortgage $48,135/mo*
6 Beds
10 Baths
6,718 sqft
(on 6.46 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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 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.

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$1,116
Listed
180+ days ago

Home Details for 229 Umpawaug Rd

Interior Features

Interior Details
Basement: Partially Finished
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 11Number of Bathrooms (full): 9Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 6718 Square Feet
Appliances & Utilities
Laundry: Laundry Room
Heating & Cooling
Heating: Forced Air,Oil,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 6Has a Fireplace
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: WoodPatio / Porch: DeckFencing: FencedOther Structures: Garage Apartment, Pool HouseExterior: BalconyHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageParking Spaces: 3Parking: Electric Gate
Pool
Pool
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1995Year Renovated: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard
Property Information
Included in Sale: Washer/Dryer, All Kitchen ApplncsParcel Number: 20 20

Price & Status

Price
List Price: $7,495,000Price Per Sqft: $1,116

Active Status

MLS Status: Active

Location

Direction & Address
City: Redding
School Information
Elementary School: Out of TownJr High / Middle School: Out of Town

Agent Information

Listing Agent
Listing ID: 122779

Building

Building Area
Building Area: 6718 Square Feet

Lot Information

Lot Area: 6.46 Acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 122779
Last check for updates: about 16 hours ago
Listing courtesy of Stacy Young, (917) 816-6733
William Raveis Real Estate
Source: Greenwich MLS, Inc., MLS#122779

Market trends in Redding

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
29
13
MoM

Price History for 229 Umpawaug Rd

DatePriceEventSource
05/12/2025$7,495,000Listed For SaleSmart MLS #24090021
12/11/2024$8,500,000ListingRemovedSmart MLS #170494928
06/01/2022$8,500,000Listed For SaleSmart MLS #170494928
12/01/2005$1,900,000Sold
Smart MLS #98252032
06/18/1993$209,900Sold
Smart MLS #91711632

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Property Tax and Assessment

Year2025
Tax$41,049
Assessment$1,389,600
Home facts updated by county records

Comparable Sales for 229 Umpawaug Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.32
Single-Family Home
$1,525,000
06/12/25
5
3.5
3,550
0.45
Single-Family Home
$1,245,000
11/05/25
4
3
4,020
0.38
Single-Family Home
$1,028,000
12/12/25
4
2.5
3,698
0.81
Single-Family Home
$1,525,000
12/23/25
4
3.5
4,146
0.53
Single-Family Home
$865,000
08/15/25
4
3
3,284
1.18
Single-Family Home
$1,700,000
10/23/25
5
4.5
4,856
1.14
Single-Family Home
$1,585,000
05/27/26
4
3.5
4,548
0.86
Single-Family Home
$1,600,000
11/18/25
5
3
3,407
1.35
Single-Family Home
$1,600,000
07/24/25
5
5
5,945
0.71
Single-Family Home
$925,000
04/30/26
4
2.5
2,560

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 229 Umpawaug Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Redding

At least 41 Trulia users voted on each feature.
  • 96 % Say there's wildlife

  • 91 % Say parking is easy

  • 88 % Say car is needed

  • 87 % Say there's holiday spirit

  • 86 % Say it's dog friendly

  • 84 % Say it's quiet

  • 76 % Say yards are well-kept

  • 71 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 63 % Say there are community events

  • 59 % Say people would walk alone at night

  • 42 % Say kids play outside

  • 33 % Say it's walkable to restaurants

  • 12 % Say it's walkable to grocery stores

  • 12 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Drewluca
    "Many families; safe; lots of space. Great place to live and raise kids. Friendly and close enough to everything to make it pleasant. "
  • Helga P.
    "We work from home. Therefore, we do not have a commute unless we have outside business meetings or other work related engagements. "
  • Betsy M.
    "We have potlucks and cookouts on our lane, and spontaneous get-togethers for cocktails. People always Everyone on our lane pitches in to help one another whenever needed. I wouldn’t say that’s the case for Redding as a whole, but definitely true on our lane!"
  • Agustahalla
    "A great place for small children. We work from home. This is a very peaceful place without being too remote. I love living here. ;-)"
  • Agustahalla
    "Quiet. Relatively safe for children. Great things to do outdoors near by. The town has organized great camps for kids through the summertime."
  • Jenbain23
    "My commute varies as I work at different locations. Fairfield County in general is horrible for rush hour traffic but when traveling North it could be less congested. "
  • Jenbain23
    "Love the neighborhood, but I don’t love the amount of people in town who have little awareness of appropriate fiscal responsibility with town finances."
  • Deidreyw
    "Nice small town, with plenty to do nearby. Great schools, many stores/shopping areas in surrounding towns and safe areas."
  • Deidreyw
    "It’s a nice small town with great schools, a lot of parks, and things to do in the area if you have little ones. Also, really nice restaurants in the area, so you don’t need to go far. There is a train station nearby and close to lots of shopping, highways and New York City!"
  • einarulfsson
    "Redding is the best Value in Fairfield County, amazing Schools, parks and recreation available."
  • Janeausten
    "Fabulous town full of wonderful parks and hiking trails. Town library started by Mark Twain and a hub of activity. Summer Concerts on the Green gather young and old to enjoy music and fun together. Excellent schools- always in top 10. "
  • Pdunay
    "Live and work here. Beautiful and peaceful country life. Great schools and very safe. "
  • rtklarsfeld
    "Part of prestigious Farview Farm Association with pool club and tennis courts. Completely updated in 2013. Custom gourmet kitchen of your dreams with double European dishwashers, Wolf 6 burner range, double ovens, warming drawer, Sub-Zero All Refrigerator and All Freezer . 3 car garage. Finished lower level 785 sq/ft for a total of 4,422 sq/ft."

LGBTQ Local Legal Protections

Stacy Young, William Raveis Real Estate
Agent Phone: (917) 816-6733
Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
229 Umpawaug Rd, Redding, CT 06896 is a 6 bedroom, 11 bathroom, 6,718 sqft single-family home built in 1995. This property is currently available for sale and was listed by Greenwich MLS, Inc. on May 14, 2025. The MLS # for this home is MLS# 122779.