$8,500,000 ($1,133.64 per sqft)

Est. Mortgage $34,961/mo *

Quick Pre-Approval

229 Umpawaug Road, Redding, CT, 06896

229 Umpawaug Road, Redding, CT, 06896

6 beds

9 Full / 2 Half baths



7,498 sqft

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining kitchen, full bath and living room. Do not forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.




Single-family residential


OT - Out of Town


3-car Detached


Forced Air


Central A/C


Partially Finished



Est. Taxes:


Lot Description:


Elementary School:

Out of Town

Middle School:

Out of Town

MLS #:


Community Info

School Info

John Read Middle School

Rating: 8/10

Enrollment: 473

Distance: 1.18 Miles

Community Rating:

Redding Elementary School

Rating: 9/10

Enrollment: 480

Distance: 2.02 Miles

Community Rating:

Joel Barlow High School

Rating: 10/10

Enrollment: 1,008

Distance: 4.45 Miles

Community Rating:

St. Mary School

Enrollment: 240

Distance: 4.52 Miles

Community Rating:

St. Mary Elementary School

Enrollment: 171

Distance: 5.07 Miles

Community Rating:

Immaculate High School

Enrollment: 485

Distance: 5.5 Miles

Community Rating:

Maimonides Academy

Enrollment: 48

Distance: 5.61 Miles

The Prospect School at Wooster

Enrollment: 20

Distance: 5.61 Miles

Ridgefield Academy

Enrollment: 300

Distance: 5.73 Miles

Community Rating:

Hudson Country Montessori School

Enrollment: 220

Distance: 5.82 Miles

Community Rating:

Wooster School

Enrollment: 372

Distance: 5.96 Miles

Community Rating:

St Peter School

Enrollment: 259

Distance: 6.01 Miles

Community Rating:

Housatonic Valley Waldorf School

Enrollment: 146

Distance: 6.22 Miles

Community Rating:

Pathways Academy

Enrollment: 27

Distance: 6.65 Miles

St Joseph Elementary School

Enrollment: 307

Distance: 6.77 Miles

Community Rating:

Immanuel Lutheran School

Enrollment: 97

Distance: 7.38 Miles

Community Rating:

Easton Country Day School

Enrollment: 191

Distance: 7.71 Miles

Community Rating:

Walk Score

Mass Transit