$6,807,700
- 6 Beds
- 10 Baths
- 6,718 sqft (on 6.46 acres)
229 Umpawaug Rd, Redding, CT 06896
Est. Refi. Payment $46,080/mo*
Refinance Your HomeCurrently Off Market - Sold Dec 1, 2005 for $1,900,000
Home Value
Trulia Estimate
$6.81MSince last month
Decreased$7K (-0.1%)Since last year
Decreased$776K (-10.2%)Since last sale
Increased$5M (+258.3%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +410% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $6.81M |
| August 2026 | $6.82M |
| July 2026 | $6.83M |
| June 2026 | $6.81M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.20 | Single-Family Home | $3,975,000 | 08/18/26 | 6 | 5.5 | 3,264 | |
0.26 | Single-Family Home | $1,250,000 | 07/23/26 | 4 | 2.5 | 3,747 | |
0.45 | Single-Family Home | $1,245,000 | 11/05/25 | 4 | 3 | 4,020 | |
0.39 | Single-Family Home | $1,028,000 | 12/12/25 | 4 | 2.5 | 3,698 | |
0.82 | Single-Family Home | $1,525,000 | 12/23/25 | 4 | 3.5 | 4,146 | |
1.18 | Single-Family Home | $1,700,000 | 10/23/25 | 5 | 4.5 | 4,856 | |
1.13 | Single-Family Home | $1,585,000 | 05/27/26 | 4 | 3.5 | 4,548 | |
0.96 | Single-Family Home | $1,700,000 | 07/31/26 | 4 | 3.5 | 3,854 | |
0.86 | Single-Family Home | $1,600,000 | 11/18/25 | 5 | 3 | 3,407 | |
1.14 | Single-Family Home | $1,335,000 | 05/28/26 | 4 | 4 | 4,548 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.15 | - | - | - | - | Off Market | |
0.20 | $3,975,000 | 6 | 5.5 | 3,264 | Recently Sold | |
0.19 | $7,725,000 | 7 | 10.5 | 13,094 | For Sale | |
0.22 | $1,243,100 | 4 | 3.5 | 2,942 | Off Market | |
0.26 | $1,250,000 | 4 | 2.5 | 3,747 | Recently Sold | |
0.32 | $1,646,300 | 5 | 3.5 | 3,550 | Off Market | |
0.30 | $1,199,400 | 4 | 3 | 2,887 | Off Market | |
0.39 | $1,028,000 | 4 | 2.5 | 3,698 | Recently Sold | |
0.39 | $10,874,000 | 7 | 7.5 | 9,720 | Off Market | |
0.45 | $1,333,800 | 4 | 3 | 4,020 | Off Market | |
0.50 | $749,000 | 4 | 3 | 3,922 | For Sale | |
0.44 | $983,000 | 5 | 4 | 2,936 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1995
6.46 acre lot
6,718 sqft
$1,013/sqft
Garage
About this House
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.
229 Umpawaug Rd, Redding, CT 06896 is a 6 bedroom, 11 bathroom, 6,718 sqft single-family home built in 1995. It last sold for $1,900,000 on Dec 1, 2005 (75% below the $7,495,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,807,700.
Contact this Building
Home Details for 229 Umpawaug Rd
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Year Built Year Built: 1995 |
Property Type / Style Property Type: Single Family Home |
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Heating & Cooling Air ConditioningCooling System: Central Air |
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Pool Pool |
Parking & Garage GarageParking: Garage Detached, Garage |
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Lot Area: 0.00 Acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 10, 2026 Source: Smart MLS #24090021 | ListingRemoved | $7,495,000 |
May 12, 2025 Source: Smart MLS #24090021 | Listed For Sale | $7,495,000 |
Dec 11, 2024 Source: Smart MLS #170494928 | ListingRemoved | $8,500,000 |
Jun 1, 2022 Source: Smart MLS #170494928 | Listed For Sale | $8,500,000 |
Dec 1, 2005 Source: Smart MLS #98252032 | Sold | $1,900,000 |
Jun 18, 1993 Source: Smart MLS #91711632 | Sold | $209,900 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $41,049 | $1,389,600 |
Home facts updated by county records
Market trends in Redding
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
35
1MoM
Around this home
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 229 Umpawaug Rd
- What is 229 Umpawaug Rd estimated to be worth?Trulia's estimated value for 229 Umpawaug Rd in Redding, CT is $6,807,700.
- What is the price history for 229 Umpawaug Rd?229 Umpawaug Rd in Redding, CT last sold for $1,900,000 in December 2005.
- Is Redding a buyer's or seller's market?Redding is currently a seller's market, based on recent for-sale activity.
- What do residents say about Redding?Residents describe Redding, CT as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Redding, CT.
- Does 229 Umpawaug Rd have air conditioning?Yes, 229 Umpawaug Rd in Redding, CT has air conditioning.
- Does 229 Umpawaug Rd have a pool?Yes, 229 Umpawaug Rd in Redding, CT has a pool.

