285 Redding Road
Redding, CT 06896
- 3 Beds
- 3.5 Baths
- 3,726 sqft (on 7.31 acres)
3 Beds
3.5 Baths
3,726 sqft
(on 7.31 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1800
Lot Size
7.31 acres
Living Area
3,726 sqft
Price/Sqft
$464
Parking
Garage
About this House
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.
285 Redding Road, Redding, CT 06896 is a 3 bedroom, 4 bathroom, 3,726 sqft single-family home built in 1800. It last sold for $1,550,000 on Oct 19, 2023 (4% above the $1,495,000 asking price). It is currently off market. The Trulia Estimate is $1,730,100, with a rent estimate of $6,280/month.
Home Details for 285 Redding Road
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Interior Details Basement: NoneNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Great Room, Kitchen, Living Room, Loft, Other |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3726 Square Feet |
Appliances & Utilities Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 3Has a Fireplace |
Security Security: Security System |
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Exterior Home Features Roof: WoodPatio / Porch: Patio, PorchFencing: PrivacyOther Structures: Barn(s), Shed(s)Exterior: Fruit Trees, Lighting, Stone WallFoundation: StoneHas a Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Detached,Private |
Pool Pool: In Ground, Pool/Spa Combo, Heated, GunitePool |
Frontage WaterfrontWaterfront: Waterfront, PondOn Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 3726 Square Feet |
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Year Built Year Built: 1800 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique,Modern |
Building Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 270680 |
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Price List Price: $1,495,000 |
Status Change & Dates Off Market Date: Fri Oct 13 2023Possession Timing: Immediate |
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MLS Status: Closed |
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Direction & Address City: ReddingCommunity: West Redding |
School Information Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow |
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Building Area Building Area: 3726 Square Feet |
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No HOA |
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Lot Area: 7.31 Acres |
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Mls Number: 170588980Attic: NoneAbove Grade Unfinished Area: 3726 |
Last check for updates: 1 day ago
Listed by Laura Ancona, (203) 733-7053
William Pitt Sotheby's Int'l, (203) 438-9531
Bought with: Laura Ancona, (203) 733-7053, William Pitt Sotheby's Int'l, (203) 438-9531
Source: Smart MLS, MLS#170588980

Price History for 285 Redding Road
| Date | Price | Event | Source |
|---|---|---|---|
| 10/19/2023 | $1,550,000 | Sold | Smart MLS #170588980 |
| 08/04/2023 | $1,495,000 | Listed For Sale | Smart MLS #170588980 |
Market trends in Redding
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
11MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $18,787 |
| Assessment | $636,000 |
Home facts updated by county records
Comparable Sales for 285 Redding Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.21 | Single-Family Home | $1,475,000 | 07/31/26 | 3 | 3.5 | 4,943 | |
0.12 | Single-Family Home | $939,000 | 02/17/26 | 4 | 3.5 | 4,641 | |
0.34 | Single-Family Home | $767,000 | 11/03/25 | 4 | 2.5 | 2,958 | |
0.82 | Single-Family Home | $1,585,000 | 05/27/26 | 4 | 3.5 | 4,548 | |
0.45 | Single-Family Home | $940,000 | 03/30/26 | 4 | 3.5 | 3,578 | |
0.58 | Single-Family Home | $1,160,000 | 09/18/25 | 4 | 3.5 | 3,156 | |
0.45 | Single-Family Home | $797,500 | 06/18/26 | 4 | 3 | 2,900 | |
0.85 | Single-Family Home | $1,600,000 | 10/02/25 | 6 | 4.5 | 3,573 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 285 Redding Road.
What Locals Say about Redding
At least 41 Trulia users voted on each feature.
96 % Say there's wildlife
91 % Say parking is easy
88 % Say car is needed
87 % Say there's holiday spirit
86 % Say it's dog friendly
84 % Say it's quiet
76 % Say yards are well-kept
71 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
63 % Say there are community events
59 % Say people would walk alone at night
42 % Say kids play outside
33 % Say it's walkable to restaurants
12 % Say it's walkable to grocery stores
12 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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Frequently asked questions about 285 Redding Road
- What is 285 Redding Road estimated to be worth?Trulia's estimated value for 285 Redding Road is $1,730,100.
- What is the price history for 285 Redding Road?285 Redding Road last sold for $1,550,000 in October 2023.
- Is Redding a buyer's or seller's market?Redding is currently a seller's market, based on recent for-sale activity.
- What do residents say about Redding?Residents describe Redding, CT as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Redding, CT.
- Does 285 Redding Road have air conditioning?Yes, 285 Redding Road has air conditioning.
- Does 285 Redding Road have a pool?Yes, 285 Redding Road has a pool.

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