240 Umpawaug Road
Redding, Connecticut 06896
- Beds
- 6
- Baths
- 5 | 1
- SqFt
- 3,264
- Acres
- 18.23
- Year Built
- 1913
- Neighborhood
- Umpawaug
- Property Type
- Single Family

Matt Caiola
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About This Home
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.
Key Facts
- City/Town
- Redding
- Neighborhood
- Umpawaug
- Property / Style
- Single Family · Antique
- Year Built
- 1913
- Days on Market
- 40 days
- Beds
- 6
- Baths
- 5 full · 1 half
- Living Area
- 3,264 sq ft
- Lot Size
- 18.23 acres
- Garage / Parking
- 4 total
- Property Taxes
- $30,778 / Annually
Market Snapshot
The Redding Market
Single Family · trailing 12 months
Active Listings
25
24 under contract
Median List Price
$1.25M
25 active listings
Median Closed Price
$950,000
95 sales
Median Days on Market
51
25 active listings
Median $ / Sq Ft
$297
25 active listings
Sale-to-List Ratio
100.0%
95 sales
How this home compares
List Price
$3.95M
vs $1.25M median
3.2× the median
Price / Sq Ft
$1,210
vs $297 median
4.1× the median
Days on Market
40 days
vs 51 days median
11 days fresher than median
Based on 25 active and 95 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of July 29, 2026.
Location
240 Umpawaug Road, Redding, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$20,140
- Property Taxes$2,565
- Insurance$1,317
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Redding
- Neighborhood
- Umpawaug
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Antique
- Year Built
- 1913
- New Construction
- No/Resale
- Living Area
- 3,264 sq ft
Schools
- Elementary
- Redding
- High
- Joel Barlow
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Lower Level
- Laundry Location
- 2nd laundry in Guest Cottage
- Appliances
- Gas RangeOven/RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryerWine Chiller
- Basement
- Crawl SpacePartialStorageInterior AccessPartially FinishedConcrete Floor
- In-Law Apartment
- YesDetachedSeparate Entry
- Interior Features
- Cable - Pre-wiredSecurity System
- Additional Rooms
- Laundry RoomMud RoomWine Cellar
Exterior & Lot
- Lot Size
- 18.23 acres
- Zoning
- R-2
- Garage / Parking
- 4 total parking spacesDrivewayUnpavedPrivateGravel
- Waterfront
- Direct waterfront
- Waterfront Details
- PondWalk to Water
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteHeatedInfinity EdgeSpaSafety FenceIn Ground Pool
- Construction
- ShingleWood
- Color
- Cedar
- Roof
- Wood Shingle
- Foundation
- Stone
- Exterior Features
- Porch-ScreenedUnderground UtilitiesTennis CourtPorchBarnGuttersGuest HouseStone WallPatio
- Lot Description
- TreedBorders Open SpaceLevel LotProfessionally LandscapedRolling
Listing & Financials
- Property Taxes
- $30,778 / Annually
- Days on Market
- 40
- MLS #
- 24181754
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/29/2026 at 2:45 PM UTC.