260 Umpawaug Road
Redding, CT, 06896 $ 1,450,000
Bedrooms3 Baths2.1 Sq 5,817 Monthly Estimate*
$ 10,015
for $1,450,000 with 3 bedrooms and 2 full baths, 1 half bath. This 5,817 square foot home was built in 1986 on a lot size of 12.04.
Rare West Redding Opportunity: Massive Upside, Privacy & Unmatched Potential. An exceptional property nestled in one of West Redding's most prestigious estate areas. Spanning over 5,000 sq ft of partially finished space across 3 levels, this distinctive custom-built Contemporary Colonial sits on 12.04 private, park-like acres in a secluded woodland setting. 3 bedrooms include a main level Primary suite, 3 full baths, and 3 half baths. The main living areas are bathed in natural light through walls of windows, with multiple decks taking in the spectacular, tree-lined views. The expansive walk-out lower level adds versatility and flexible living space-ready to make it your own. Adding incredible value and utility is a separate, working two-bay barn-ideal for a contractor, landscape equipment, large vehicle storage, or a workshop. While the residence requires a full interior and exterior renovation, the structure, grounds, and premier location make this a rare value-add investment and an outstanding treasure. Bring your inspiration, passion, and ingenuity to restore and preserve the deep-rooted spirit and enduring legacy of this remarkable residence. Enjoy a sought-after Redding location convenient to the train, top-rated schools, local shopping, and commuter routes-all just 65 miles to the Upper West Side of Manhattan. A real diamond-in-the-rough to be sold "as is"- Price reflects condition. Discover bucolic Redding, CT, with its rolling wooded acres, historic sites, state parks, hiking trails, rivers, ponds, streams and hundreds of acres of open space, conservation lands and rural character. Redding is the embodiment of the classic, unspoiled New England town often ranked by Connecticut Magazine as the #1 Small Town in Connecticut based on quality of life, schools and low crime rate. Escape from the hustle and bustle of urban living and discover all that Redding has to offer.
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FeaturesGeneralZoning R-2
Neighborhood Umpawaug
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 12.04
Directions Rte 53/Redding Rd to Umpawaug Road.
High School Joel Barlow
City Redding
Elementary School Redding
Sq Ft Total 5817
DOM 2
Year Built 1986
Style Colonial Contemporary
Year Built Source Public Records
Energy Features Generator
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InteriorCooling System Central Air
Total Rooms 9
Basement Description Full Storage Interior Access Partially Finished Liveable Space Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Secluded Interior Lot Treed Borders Open Space Professionally Landscaped Rolling
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* Excluded FeaturesList ByWilliam Pitt Sotheby's Int'lBroker
Affordability Calculator
- Monthly Principal & Interest
- $10,015
- Monthly Property Taxes
- $2,449
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Redding, CT
Average List Price $1,206,916
Percent of Sale Price 17%
About Redding, CT 9,350 Population
13% Since 2002
$ 138,936 Median Income
50.56 Median Age
33% Households with Children
Trends Information provided by ATTOM Data Solutions.
2059712 Elementary School
3042245 Middle School
Joel Barlow High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/23/2026 | $1,450,000 | | Listed Price |