# 260 Umpawaug Road, Redding, CT 06896 > **TL;DR:** 3bd/3ba single family, $1,450,000 ($249/sqft), built 1986, 5,817 sqft. > Fireplace, Waterfront, A/C, 4-car garage. Est. $7,755/mo. Listed 7 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,450,000 | | Price/sqft | $249 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 5,817 | | Year Built | 1986 | | Lot Size | 524,462 sqft (12.04 acres) | | Garage | 4-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 7 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed - **Large Garage** - 4-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $7,332 | | Estimated Insurance | $423 | | **Total** | **$7,755** | ## Nearby Schools - **Elementary:** Redding - **High:** Joel Barlow ## Key Amenities - Fireplace - Waterfront - A/C - 4-car garage ## Property Highlights - Built in 1986 - 12.04 acre lot - 6 parking spaces - Fireplace - Waterfront ## Description ### Agent Description 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. ## Location - **Address:** 260 Umpawaug Road, Redding, CT 06896 - **County:** Fairfield - **Coordinates:** 41.311901, -73.423341 - **Google Maps:** https://www.google.com/maps?q=41.311901,-73.423341 ## Virtual Tour & Media - **Video Tour:** https://player.vimeo.com/video/1236058251?h=7e99199013 ## Listing Agent - **Name:** Roni Agress - **Brokerage:** William Pitt/ Sotheby's International Realty - **Broker Phone:** (203) 438-9531 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/260-Umpawaug-Rd_Redding_CT_06896_M40956-46291?f=listhub&s=CTMLS&m=24211675&c=propsimple) ## Photos ![260 Umpawaug Road - Photo 1](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f170066058r.jpg) ![260 Umpawaug Road - Photo 2](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1025229469r.jpg) ![260 Umpawaug Road - Photo 3](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f259669021r.jpg) ![260 Umpawaug Road - Photo 4](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1584838456r.jpg) ![260 Umpawaug Road - Photo 5](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f2719450528r.jpg) ![260 Umpawaug Road - Photo 6](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3071608041r.jpg) ![260 Umpawaug Road - Photo 7](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1816716051r.jpg) ![260 Umpawaug Road - Photo 8](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3558473694r.jpg) ![260 Umpawaug Road - Photo 9](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f196188388r.jpg) ![260 Umpawaug Road - Photo 10](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4005697553r.jpg) ![260 Umpawaug Road - Photo 11](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3432845433r.jpg) ![260 Umpawaug Road - Photo 12](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3987317477r.jpg) ![260 Umpawaug Road - Photo 13](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f77739224r.jpg) ![260 Umpawaug Road - Photo 14](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4225002891r.jpg) ![260 Umpawaug Road - Photo 15](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1634633347r.jpg) ![260 Umpawaug Road - Photo 16](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f2591066648r.jpg) ![260 Umpawaug Road - Photo 17](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f191861858r.jpg) ![260 Umpawaug Road - Photo 18](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f308393937r.jpg) ![260 Umpawaug Road - Photo 19](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3859226212r.jpg) ![260 Umpawaug Road - Photo 20](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1492603176r.jpg) ![260 Umpawaug Road - Photo 21](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4081573988r.jpg) ![260 Umpawaug Road - Photo 22](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4106883421r.jpg) ![260 Umpawaug Road - Photo 23](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f152201366r.jpg) ![260 Umpawaug Road - Photo 24](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f2811703571r.jpg) ![260 Umpawaug Road - Photo 25](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1905438197r.jpg) ![260 Umpawaug Road - Photo 26](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3141260208r.jpg) ![260 Umpawaug Road - Photo 27](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4019985361r.jpg) ![260 Umpawaug Road - Photo 28](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3567984696r.jpg) ![260 Umpawaug Road - Photo 29](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f611608299r.jpg) ![260 Umpawaug Road - Photo 30](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f222071962r.jpg) ![260 Umpawaug Road - Photo 31](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f3795743924r.jpg) ![260 Umpawaug Road - Photo 32](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4151815510r.jpg) ![260 Umpawaug Road - Photo 33](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4274254378r.jpg) ![260 Umpawaug Road - Photo 34](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1318455896r.jpg) ![260 Umpawaug Road - Photo 35](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f4246780762r.jpg) ![260 Umpawaug Road - Photo 36](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f2200103958r.jpg) ![260 Umpawaug Road - Photo 37](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1884750652r.jpg) ![260 Umpawaug Road - Photo 38](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f2304705346r.jpg) ![260 Umpawaug Road - Photo 39](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f874154036r.jpg) ![260 Umpawaug Road - Photo 40](http://lh.rdcpix.com/f016e4dfd0c6ace05aca6386e3ab27e1l-f1462056907r.jpg) --- **MLS#:** 24211675 | **Updated:** 2026-10-25 **Source:** listhub *Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/260-umpawaug-road-redding-ct-06896-19f254791c494397a9ceb4d04f8a798a) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/260-umpawaug-road-redding-ct-06896-19f254791c494397a9ceb4d04f8a798a#listing", "url": "https://www.propertysimple.ai/listing/260-umpawaug-road-redding-ct-06896-19f254791c494397a9ceb4d04f8a798a", "name": "260 Umpawaug Road, Redding, CT 06896", "description": "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. 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