240 Umpawaug Road Redding, CT $ 3,950,000
240 Umpawaug Road
$ 3,950,000
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240 Umpawaug Road

Redding, CT, 06896
$ 3,950,000
Bedrooms6 Baths5.1 Sq 3,264

Monthly Estimate*

$ 24,321

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Single Family Home for sale in Redding, CT

for $3,950,000 with 6 bedrooms and 5 full baths, 1 half bath. This 3,264 square foot home was built in 1913 on a lot size of 18.23.

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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Single Family Active

Price

$ 3,950,000

Bedrooms

6

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 29,838

Style

Lot Size

18.23

Year Built

1913

Town/City

Redding

MLS | Web ID

24181754

Features
General
Zoning R-2
Neighborhood Umpawaug
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 18.23
Directions Redding Road (Rte 53) to Umpawaug Rd.
High School Joel Barlow
City Redding
Elementary School Redding
Sq Ft Total 3264
DOM 0
Year Built 1913
Style Antique
Year Built Source Public Records
Pool Description Gunite Heated Infinity Edge Spa Safety Fence In Ground Pool
Energy Features Generator
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Interior
Cooling System Central Air
Total Rooms 12
Basement Description Crawl Space Partial Storage Interior Access Partially Finished Concrete Floor
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Exterior
Water Source Private Well
Lot Description Treed Borders Open Space Level Lot Professionally Landscaped Rolling
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* Excluded Features
List By
Roni Agress

Listing Agent

William Pitt Sotheby's Int'l

Broker

ragress@wpsir.com

Email

Affordability Calculator

$26,807
Per Month
91%
9%
0%
Monthly Principal & Interest
$24,321
Monthly Property Taxes
$2,487
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
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Nearby
2059712 Elementary School
3042245 Middle School
Joel Barlow High School High School
Pricing History
DatePricePrice ChangeDescription
6/19/2026$3,950,000 Listed Price

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240 Umpawaug Road, Redding, CT, 06896 is a Single Family Home for sale at $3,950,000 with 3,264 sqft and a lot size of 18.23. 240 Umpawaug Road has 6 bedrooms, 5.1 baths, and was built in 1913. The property's zip code is 06896 which is in Redding, CT