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240 Umpawaug Road

Redding, Connecticut 06896

PENDING$3,950,000
Beds
6
Baths
5 | 1
SqFt
3,264
Acres
18.23
Year Built
1913
Matt Caiola

Matt Caiola

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WaterfrontGuest HouseTennis CourtWine CellarPool3 FireplacesVirtual Tour

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$24,022

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Roni Agress

(203) 733-2656

William Pitt Sotheby's Int'l

(203) 438-9531

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.