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240 Umpawaug Road
Redding CT 06896 US

$3,950,000

Pending Listing ID 24181754
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6 bed
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3,264 square feet
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6.00 Bath (5 Full , 1 Half)
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Lot: 18.23 Acres
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Other

$3,950,000

Pending Listing ID 24181754
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240 Umpawaug Road Steeped in history and natural beauty, the Charles Ives House (ca. 1913) is a masterfully restored 18-acre West Redding summer retreat where the famed modernist composer lived and created his signature works. Designed and built by Ives himself, this iconic Arts and Crafts estate seamlessly pairs vintage authenticity with ultra-luxury modern updates. Inside, original architectural integrity shines. The spectacular great room features a double-height wood-beamed ceiling, a stunning original paned picture window, and custom staircase balusters subtly crafted to resemble musical staff notes. A country-chic chef's kitchen boasts elite appliances (La Cornue, Miele, Bosch), a cozy built-in banquette, and a fireplace inset with original vintage tile. The second-level primary suite offers panoramic views of the lush, pastoral grounds, a luxurious marble bath, and an expansive walk-in closet. Retain your own inspiration in the original music studio/office where Ives composed, complete with untouched original hardwood floors. The extraordinary 18-acre grounds double as a private resort, featuring a charming 1BR guest cottage (ca. 1900), a heated Gunite infinity-edge pool and spa, a tennis court, and a classic century-old timber frame barn with a new foundation and roof. Effortlessly sophisticated, enchantingly rustic, a rare opportunity and an absolute masterpiece of living history. A masterclass in historic preservation and modern luxury, this estate underwent an extensive, top-tier restoration from 2012-2022. The main residence seamlessly blends original architectural details-including meticulously matched windows and original flooring-with world-class comforts. At the heart of the home is a bespoke custom kitchen featuring a cozy fireplace, a built-in dining banquette, and elite appliances (La Cornue, Miele, Bosch). The sumptuous primary suite serves as a private sanctuary, complete with a luxe spa-bath and an expansive walk-in closet. No detail was overlooked in the mechanical and structural renewal, which includes completely upgraded systems (gas/propane heat, central AC), a 30KW generator, and all-new cedar and metal roofing. The exterior preservation extends to a restored barn with a new foundation, a screened side sun porch with stone flooring, and a charming second-level sleeping porch. Outside, the beautifully landscaped grounds feature a spectacular 2015 Signature Pools gunite infinity-edge pool and spa. Completing this rare compound is a fully renovated, circa-1900 one-bedroom guest cottage boasting vaulted beamed ceilings, a galley kitchen, laundry, and dedicated central air/heat. An unparalleled offering of turnkey sophistication.

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Property Features

  • Facts
  • Lot Size: 18.23 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Porch-Screened, Underground Utilities, Tennis Court, Porch, Barn, Gutters, Guest House, Stone Wall, Patio
  • Heating Fuels: Zoned
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Waterfront

School Information

  • School
  • Redding(Elementary)
  • Joel Barlow(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 3950000
  • unparsedaddress: 240 Umpawaug Road
  • postalcity: Redding
  • stateorprovince: CT
  • country: US
  • postalcode: 06896
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 18.23
  • lotsizeunits: Acres
  • lotsizearea: 18.23
  • livingarea: 3264
  • livingareaunits: Square Feet
  • latitude: 41.308493
  • longitude: -73.422747
  • listagentfullname: Roni Agress
  • listagentemail: ragress@wpsir.com
  • listagentkey: 3yd-CTMLS-3114
  • listagentmlsid: 3114
  • listagentpreferredphone: 2037332656
  • listagentofficephone: 2034389531
  • listofficekey: 3yd-CTMLS-PSOTH124
  • listofficemlsid: PSOTH124
  • disclaimer: 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.
  • sourcesystemid: CTMLS
  • yearbuilt: 1913
  • listingcontractdate: 2026-06-19
  • countyorparish: Fairfield
  • elementaryschool: Redding
  • highschool: Joel Barlow
  • appliances: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
  • cooling: Central Air
  • heating: Zoned
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 4
  • waterfrontyn: True
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Cable - Pre-wired, Security System
  • exteriorfeatures: Porch-Screened, Underground Utilities, Tennis Court, Porch, Barn, Gutters, Guest House, Stone Wall, Patio
  • waterfrontfeatures: Pond
  • architecturalstyle: Other
  • rooms: Bedroom 6, Bathroom 3, Bathroom 2, Bathroom 4, Bathroom 1, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 2, Bathroom 5, Laundry Room, Bathroom 6, Bedroom 1
  • securityfeatures: Security System
  • otherstructures: Guest House
  • patioandporchfeatures: Patio
  • basement: Concrete, Partial, Partially Finished, Crawl Space
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.422745, 41.308495
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Listing Changed: 8/10/2026 2:27:05 PM GMT
Source Updated Date: 8/12/2026 12:56:16 AM GMT

Courtesy of: Roni Agress, William Pitt Sotheby's Int'l, ragress@wpsir.com

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.