Map location of 285 Redding Road, Redding, CT 06896
$1,495,000
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285 Redding Road, Redding, CT 06896

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3 Beds
4 Baths
3,726 Sq Ft

Hawk's Nest - extraordinary country retreat on 7.31 acres w/gated private entry including the ca 1800 historic converted barn w/modern glass & stone addition; heated gunite pool; gambrel-roofed barn w/4 stalls, hayloft, garage/workshop & cupola; greenhouse; root cellar; detached 3 bay garage; plus over 7 acres of gently sloping meadows/woodlands, bounded by split-rail fencing, stone walls, & scenic pond. Owned by Frank M. Hawks in the 1930s, one of America's leading aviation pioneers, this storied home was originally a barn that was moved back from the main road, & parts of the interior were constructed of beams & brick salvaged from Mark Twain's nearby "Stormfield" after it burned. Architect Roger Pitt Witcomb artfully designed the modern conversion of the original barn incorporating the spectacular "garden room" addition w/ two story wall of windows & glorious waterfall w/native stone backdrop. A circular staircase climbs to the 2nd floor FR w/large stone fireplace & curved balcony overlook. This truly one of a kind residence offers stunning brick & wide board floors; timbered ceilings/exposed beams; 3 stone fireplaces + wood burning stove; gracious DR w/adjoining wine bar/cellar; & 3 finished levels. Total 3,726sf, 3 BR & 3/1 baths including primary suite w/full bath, dressing room & sleeping porch, plus 2 more ensuite BRs on the 3rd floor w/vltd ceilings, beams & one w/sleeping loft. Glorious private retreat yet convenient West Redding location, only 63 miles to Midtown.

Listing By: Laura Ancona - William Pitt Sotheby's Int'l ctsmart Realty.com
  • MLS# 170588980
  • Date Listed08/04/2023
  • Bedrooms 3
  • Bathrooms 3 Full baths, 1 Half baths
  • Lot Size 7.31 acres (318,424 sq. ft)
  • Sewer Septic Tank
  • Property Type Single Family
  • County Fairfield
  • Year Built 1800
  • Water Well
  • Square Feet 3,726 sq. ft
  • Price Per Sq. Ft $401.23

Interior Features

  • Appliances Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Range Hood
  • Cooling Central Air
  • Heating Oil, Forced Air

Exterior / Lot Features

  • Exterior Barn(s), Shed(s)
  • Roof Wood
  • Lot Size Acres 7.31
  • Lot Size SQFT 318,423.60
  • Lot Features Level, Cul- De- Sac, Waterfront

Directions

Route 7 to Route 107, Redding Road. Left at sign down accessway to end of road. Gates will open automatically.

Financial Considerations

  • Tax Amount $17,611
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Redding Elementary School

Public • PK - 4 • Serves this home

3.58 mi

Distance

Hurlbutt Elementary School

Public • PK - 2

6.26 mi

Distance

John Read Middle School

Public • 5 - 8 • Serves this home

3.07 mi

Distance

East Ridge Middle School

Public • 6 - 8

6.4 mi

Distance

Weston Intermediate School

Public • 3 - 5

7.22 mi

Distance

Weston Middle School

Public • 6 - 8

7.22 mi

Distance

Cider Mill School

Public • 3 - 5

7.22 mi

Distance

Joel Barlow High School

Public • 9 - 12 • Serves this home

5.3 mi

Distance

Weston High School

Public • 9 - 12

7.22 mi

Distance

Wilton High School

Public • 9 - 12

7.22 mi

Distance

Sales & Tax History

Source: Public Records

Date Event Price
10/20/2023 Sold $1,550,000.00 3.68%
08/17/2023 Contingent $1,495,000.00
08/04/2023 Active $1,495,000.00
Street Address Beds Baths Sold Date List Price
176 Weston Road 4 1 Oct 10, 2025 $1,800,000
149 Chestnut Ridge Road 3 4 Nov 26, 2025 $575,000
9 Blue Spruce Circle 5 5 Nov 13, 2025 $1,599,000
70 Redding Road 5 3 Oct 16, 2025 $2,700,000
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

2/100

Car-Dependent

Walk Score ®

12/100

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: 4/100, Transit Score: 0/100, Bike Score: 10/100.

Points of Interest near 285 Redding Road, Redding, CT 06896

Frequently Asked Questions for 285 Redding Road

Source: Realty.com

285 Redding Road, Redding, CT 06896 is a Single Family 3,726 sq. ft. home listed for sale. Realty.com has 40 photos available of this 3 bed, 4 bath house, listed at $1,495,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 40 photos of 285 Redding Road.

Our records indicate that 285 Redding Road was built in 1800.

The full address for this home is 285 Redding Road, Redding, CT 06896.

285 Redding Road has been listed on Realty.com since Fri August 04, 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: 4/100, Transit Score: 0/100, Bike Score: 10/100.

There are 3 schools assigned to this home. Check out the schools near 285 Redding Road. Redding Elementary School (Grades: PK - 4), John Read Middle School (Grades: 5 - 8), Joel Barlow 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 2025-12-06 05:38:52. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 285 Redding Road, Redding, CT 06896 : MLS# 170588980

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