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.
For sale
$7,495,000
229 Umpawaug Rd, Redding, CT 06896
6beds
6,718sqft
:
Get pre-qualified$52,240/mo
Residential, Single Family Residence
Built in 1995
6.46 Acres Lot
$6,815,100 Zestimate®
$1,116/sqft
$-- HOA
What's special
Pool pavilionPrivate tennis courtOversized infinity poolImmaculate landscapingCalifornia cornersLuxury apartmentHand-stacked walls
- 443 days |
- 604 |
- 31 |
Zillow last checked:
Listing updated:
Listed by:
Stacy Young 917-816-6733,
William Raveis Real Estate
Source: Greenwich MLS, Inc.,MLS#: 122779
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 11
- Full bathrooms: 9
- 1/2 bathrooms: 2
Heating
- Forced Air, Oil, Propane
Cooling
- Central Air
Appliances
- Laundry: Laundry Room
Features
- Kitchen Island, Vaulted Ceiling(s), Bookcases, Entrance Foyer, Pantry
- Basement: Partially Finished
- Number of fireplaces: 6
Interior area
- Total structure area: 6,718
- Total interior livable area: 6,718 sqft
Property
Parking
- Total spaces: 3
- Parking features: Electric Gate
- Garage spaces: 3
Features
- Patio & porch: Deck
- Exterior features: Balcony
- Has private pool: Yes
- Fencing: Fenced
Lot
- Size: 6.46 Acres
- Features: Level
Details
- Additional structures: Garage Apartment, Pool House
- Parcel number: 20 20
- Zoning: OT - Out of Town
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Residential, Single Family Residence
Materials
- Clapboard
- Roof: Wood
Condition
- Year built: 1995
- Major remodel year: 2006
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Security: Security System
Location
- Region: Redding
Financial & listing details
- Price per square foot: $1,116/sqft
- Tax assessed value: $1,389,600
- Annual tax amount: $39,909
- Date on market: 5/14/2025
- Inclusions: Washer/Dryer, All Kitchen Applncs
Estimated market value
$6,815,100
$6.41M - $7.16M
$6,978/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/12/2025 | Listed for sale | $7,495,000-11.8%$1,116/sqft |
Source:  Smart MLS #24090021 Report a problem | ||
| 12/11/2024 | Listing removed | $8,500,000$1,265/sqft |
Source: Smart MLS #170494928 Report a problem | ||
| 6/1/2022 | Listed for sale | $8,500,000+347.4%$1,265/sqft |
Source: Smart MLS #170494928 Report a problem | ||
| 12/1/2005 | Sold | $1,900,000+805.2%$283/sqft |
Source: Smart MLS #98252032 Report a problem | ||
| 6/18/1993 | Sold | $209,900$31/sqft |
Source: Smart MLS #91711632 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $41,049 +2.9% | $1,389,600 |
| 2024 | $39,909 +3.7% | $1,389,600 |
| 2023 | $38,478 +0.7% | $1,389,600 +21.3% |
| 2022 | $38,199 +1.5% | $1,145,750 |
| 2021 | $37,626 -2.2% | $1,145,750 -2.2% |
| 2020 | $38,474 | $1,171,550 |
| 2019 | $38,474 +3.5% | $1,171,550 |
| 2018 | $37,162 +4.7% | $1,171,550 -2.3% |
| 2017 | $35,507 +1.3% | $1,198,750 |
| 2016 | $35,051 +1.1% | $1,198,750 |
| 2015 | $34,656 | $1,198,750 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06896
Nearby schools
GreatSchools rating
- 9/10John Read Middle SchoolGrades: 5-8Distance: 1.2 mi
- 7/10Joel Barlow High SchoolGrades: 9-12Distance: 4.5 mi
- 8/10Redding Elementary SchoolGrades: PK-4Distance: 2 mi
- $1,894,7004 bd4 ba4.8k sqft233 Umpawaug Rd, Redding, CT 06896Off Market
- $1,397,3005 bd2 ba3.7k sqft217 Umpawaug Rd, Redding, CT 06896Off Market
- $1,449,0004 bd2 ba4.2k sqft144 Topstone Rd, Redding, CT 06896Off Market
- $776,1003 bd3 ba1.6k sqft140 Topstone Rd, Redding, CT 06896Off Market
- $917,5004 bd2 ba1.8k sqft224 Umpawaug Rd, Redding, CT 06896Off Market
- $1,793,4004 bd4 ba4.2k sqft142 Topstone Rd, Redding, CT 06896Off Market
- $682,5004.88 Acres237 Umpawaug Rd, Redding, CT 06896Sold
- $1,790,0005 bd5 ba4.5k sqft205 Umpawaug Rd, Redding, CT 06896Off Market
A local agent can set up tours, give advice and negotiate with sellers.
Similar homes
- $7,400,0007 bd7 ba9.4k sqft63 Turney Road, Redding, CT 06896For Sale
MLS ID #24144503, Roni Agress, William Pitt Sotheby's Int'l. Smart MLS - $7,893,0004 bd8 ba9.6k sqft7 Equestrian Ridge Road, Newtown, CT 06470For Sale
MLS ID #24175287, Mary Ann Hebert, BHGRE Gaetano Marra Homes. Smart MLS - $7,350,0006 bd7 ba6.5k sqft69 Beachside Avenue, Westport, CT 06880For Sale
MLS ID #24152219, John Raus, Berkshire Hathaway NE Prop.. Smart MLS - $7,900,0007 bd9 ba8.1k sqft246 Brookside Road, Darien, CT 06820For Sale
MLS ID #24165104, Keiley Fuller, Compass Connecticut, LLC. Smart MLS - $6,995,0006 bd8 ba8.3k sqft23 Wyckham Hill Ln, Greenwich, CT 06831For Sale
MLS ID #125524, Eva Penson, Sotheby's International Realty. Greenwich MLS, Inc. - $8,250,0006 bd9 ba9.4k sqft34 Carrington Drive, Greenwich, CT 06831For SaleMLS ID #24169340, Carissa Larriuz, Houlihan Lawrence. Smart MLS
- $5,950,0005 bd5 ba4.8k sqft6 Brookside Lane, North Salem, NY 10560For Sale
MLS ID #997057, Matthew Rose, Listing by: Keller Williams Prestige Prop. OneKey® MLS as distributed by MLS GRID - $5,495,0004 bd5 ba5.7k sqft250 Main Street, Ridgefield, CT 06877For SaleMLS ID #24182865, Laura Ancona, William Pitt Sotheby's Int'l. Smart MLS
- $6,750,0005 bd7 ba9.4k sqft991 Lake Ave, Greenwich, CT 06831For SaleMLS ID #125252, Susan Fleisher, Coldwell Banker Realty. Greenwich MLS, Inc.
- $4,975,0005 bd5 ba7.9k sqft300 Sturges Ridge Road, Wilton, CT 06897For SaleMLS ID #24174834, Laura Ancona, William Pitt Sotheby's Int'l. Smart MLS
- $6,499,0005 bd7 ba6.1k sqft775 Sasco Hill Road, Fairfield, CT 06824For SaleMLS ID #24175742, Suzy Ryan, William Raveis Real Estate. Smart MLS
- $8,495,0009 bd10 ba8.1k sqft16 East Trail, Darien, CT 06820For SaleMLS ID #24168537, Ashley Dineen, Compass Connecticut, LLC. Smart MLS
- $4,500,0003 bd6 ba5.8k sqft155 Long Ridge Road, Danbury, CT 06810For SaleMLS ID #24180925, Jonathan R. Cape, William Pitt Sotheby's Int'l. Smart MLS
- $6,495,0006 bd8 ba9k sqft5 Baldwin Place, Westport, CT 06880For SaleMLS ID #24194674, Lori Popkin, Coldwell Banker Realty. Smart MLS
- $5,249,0005 bd9 ba7k sqft294 Maple Road, Easton, CT 06612For SaleMLS ID #24146882, Linda Toscano, Coldwell Banker Realty. Smart MLS
- $4,599,0006 bd6 ba5.6k sqft6 Clapboard Hill Road, Westport, CT 06880For SaleMLS ID #24193530, Leslie Clarke, Compass Connecticut, LLC. Smart MLS
- $5,499,0006 bd8 ba7.7k sqft359 Greens Farms Road, Westport, CT 06880For SaleMLS ID #24184039, Judy Michaelis, Coldwell Banker Realty. Smart MLS
- $4,000,0004 bd5 ba4.4k sqft565 Oenoke Rdg, New Canaan, CT 06840For SaleMLS ID #125592, Inger Stringfellow, William Pitt Sotheby's Int'l. Greenwich MLS, Inc.
- $7,499,0006 bd10 ba9.4k sqft46 Norholt Drive, New Canaan, CT 06840New ConstructionMLS ID #24184383, Katherine A. Kuras, BHHS Darien/New Canaan. Smart MLS
- $7,926,0006 bd7 ba7.2k sqftClapboard Hill Road #(New Build), Westport, CT 06880New ConstructionMLS ID #24177287, Brett Lieberman, The Riverside Realty Group. Smart MLS
