Map location of 29 Chestnut Woods Road, Redding, CT 06896
$1,195,000
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29 Chestnut Woods Road, Redding, CT 06896

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3 Beds
3 Baths
3,354 Sq Ft

The Cedar House - stunning craftsman style custom home designed by award winning local architect, Peter Coffin, on 2.58 scenic acres in premier West Redding location. The majestic private setting, with mature trees & flowering gardens, is the perfect backdrop for this modern home which dramatically incorporates massive Alaskan yellow cedar tree trunks both inside & out, most impressively in the soaring great room where they rise approximately 30' towards the glass cupola. This home is truly a work of art - there's not a knot to be found in the cedar timbered ceiling & solid long plank oak floors are showcased throughout. The gleaming wood is perfectly complemented by rustic stone, including the massive bluestone fireplace, sun room w/bluestone floor, & the expansive bluestone patio w/native fieldstone retaining wall. Multi-level glass windows allow natural light to shine & standing seam metal roofs add to the compilation of organic building materials. This state of the art home offers: chef's kitchen w/48" Viking dual-fuel 6 burner range featuring griddle/double ovens & 42" prof. refrigerator; library w/built-ins & ladder; 2nd story loft for home office/studio; primary BR suite w/20' ceiling, dressing room & spa bath; sitting room w/built-in bookshelves/storage; 2 car heated garage; whole house auto Generac generator w/500 gallon tank; built-in audio; A/C, well pump, & newer hot water tank. Walk to New Pond Farm; just 3 minutes to Metro North station; & 59 miles to Midtown!

Listing By: Laura Ancona - William Pitt Sotheby's Int'l ctsmart Realty.com
  • MLS# 170549363
  • Date Listed02/09/2023
  • Bedrooms 3
  • Bathrooms 2 Full baths, 1 Half baths
  • Lot Size 2.58 acres (112,385 sq. ft)
  • Sewer Septic Tank
  • Property Type Single Family
  • County Fairfield
  • Year Built 1998
  • Water Well
  • Square Feet 3,354 sq. ft
  • Price Per Sq. Ft $356.29

Interior Features

  • Appliances Dryer, Microwave, Range, Oven, Washer, Range Hood
  • Cooling Central Air
  • Heating Oil, Forced Air

Exterior / Lot Features

  • Roof Metal
  • Lot Size Acres 2.58
  • Lot Size SQFT 112,384.80
  • Lot Features Level

Directions

Topstone or Marchant to Chestnut Woods to #29

Financial Considerations

  • Tax Amount $22,338
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Redding Elementary School

Public • PK - 4 • Serves this home

4.63 mi

Distance

Barlow Mountain Elementary School

Public • PK - 5

5.39 mi

Distance

John Read Middle School

Public • 5 - 8 • Serves this home

3.14 mi

Distance

East Ridge Middle School

Public • 6 - 8

4.46 mi

Distance

Scotts Ridge Middle School

Public • 6 - 8

7.13 mi

Distance

Ridgefield High School

Public • 9 - 12 • Serves this home

6.84 mi

Distance

Wooster School

Private • 03 - 12

7.85 mi

Distance

Sales & Tax History

Source: Public Records

Date Event Price
05/26/2023 Sold $1,167,250.00 2.32%
05/16/2023 Pending $1,195,000.00
04/17/2023 Contingent $1,195,000.00
04/06/2023 Active $1,195,000.00 4.02%
02/24/2023 Active $1,245,000.00
02/17/2023 Contingent $1,245,000.00
02/09/2023 Active $1,245,000.00
Street Address Beds Baths Sold Date List Price
149 Chestnut Ridge Road 3 4 Nov 26, 2025 $575,000
1 Hickok Avenue 3 2 Oct 15, 2025 $500,000
57 Main Street 5 4 Dec 05, 2025 $2,400,000
9 Blue Spruce Circle 5 5 Nov 13, 2025 $1,599,000
8 Oak Lane 4 4 Nov 15, 2025 $899,000
47 Peaceable Street 6 8 Nov 01, 2025 $2,775,000
62 Ritch Drive 4 3 Oct 15, 2025 $875,000
6 East Starrs Plain Road 4 4 Oct 15, 2025 $1,099,000
28 Alan Road 2 2 Oct 28, 2025 $629,900
28 Alan Road 2 2 Oct 28, 2025 $629,900

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06896

Source: Walkscore

8/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 6/100, Transit Score: 0/100, Bike Score: 11/100.

Points of Interest near 29 Chestnut Woods Road, Redding, CT 06896

Frequently Asked Questions for 29 Chestnut Woods Road

Source: Realty.com

29 Chestnut Woods Road, Redding, CT 06896 is a Single Family 3,354 sq. ft. home listed for sale. Realty.com has 40 photos available of this 3 bed, 3 bath house, listed at $1,195,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 40 photos of 29 Chestnut Woods Road.

Our records indicate that 29 Chestnut Woods Road was built in 1998.

The full address for this home is 29 Chestnut Woods Road, Redding, CT 06896.

29 Chestnut Woods Road has been listed on Realty.com since Thu February 09, 2023

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 6/100, Transit Score: 0/100, Bike Score: 11/100.

There are 3 schools assigned to this home. Check out the schools near 29 Chestnut Woods Road. Redding Elementary School (Grades: PK - 4), John Read Middle School (Grades: 5 - 8), Ridgefield High School (Grades: 9 - 12)

Listing provided courtesy of: William Pitt Sotheby's Int'l (tel: 203-438-9531)
Listing agent: Laura Ancona (tel: 203-438-9531) (#7789)

This content last refreshed on 2025-12-07 16:25:21. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 29 Chestnut Woods Road, Redding, CT 06896 : MLS# 170549363

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