44 Sunset Hill Rd
Redding, CT 06896
- 5 Beds
- 4.5 Baths
- 3,696 sqft (on 13.84 acres)
5 Beds
4.5 Baths
3,696 sqft
(on 13.84 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1949
Lot Size
13.84 acres
Living Area
3,696 sqft
Price/Sqft
$445
Parking
Garage
About this House
Experience the emotional pull of Windswept Farm and one of Redding's most beautiful streets, named for sunset vistas over the hill. Vintage farmhouse, quality construction, completely and tastefully updated. New open plan kitchen/living area with quartz countertops, Plain & Fancy custom cabinetry, 48" Wolf range, Subzero fridge, premium lighting, superb details. Original oak floors throughout gleam with rich patina. Plaster walls, solid oak doors. Windows frame breathtaking landscapes in all directions. Screened porch off kitchen, ideal for summer and autumn dining and lounging, leads to patio surrounded by rose gardens, fruit trees, herb garden and rolling meadows. Sun-filled office has cathedral ceiling and separate entrance. Main level in-law suite with full bath. Well designed upper level with sunny, spacious bedrooms, generous closets. All east-facing rooms enjoy sunrise views. Carpeted attic space could be bonus room/extra sleeping space. High ceiling in the basement, great for storage. Amazing quality land, formerly farmed and in perfect condition. 6 level acres at one of highest elevations around for panoramic views. Fenced area ready to farm or ideal for horse paddocks with barn. Pond at bottom of rolling slope. Miles of bridle trails accessible at Huntington State park, directly behind property. Whole estate encircled by trees and centuries-old stone walls. Complete tranquil privacy, in friendly neighborhood. Make Windswept Farm your dream retreat in Redding!
44 Sunset Hill Rd, Redding, CT 06896 is a 5 bedroom, 5 bathroom, 3,696 sqft single-family home built in 1949. It last sold for $949,000 on Mar 19, 2020. It is currently off market. The Trulia Estimate is $1,644,000, with a rent estimate of $7,012/month.
Home Details for 44 Sunset Hill Rd
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Heating & Cooling Heating: Other, Stove, OilAir ConditioningCooling System: CentralHeating Fuel: Other |
Interior Details Number of Rooms: 9 |
Appliances & Utilities Dishwasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Shingle Not Wood, Stone, WoodPatio |
Pool Pool |
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached |
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Year Built Year Built: 1949Year Updated: 1998 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 13.84 acres |
Price History for 44 Sunset Hill Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 03/19/2020 | $949,000 | Sold | Smart MLS #170247276 |
| 10/28/2019 | $969,000 | Listed For Sale | Agent Provided |
| 11/01/2017 | $1,045,000 | ListingRemoved | Agent Provided |
| 07/12/2017 | $1,045,000 | PriceChange | Agent Provided |
| 03/16/2017 | $1,148,000 | Listed For Sale | Agent Provided |
| 01/30/2017 | $1,148,000 | ListingRemoved | Agent Provided |
| 12/27/2016 | $1,148,000 | Listed For Sale | Agent Provided |
| 06/06/1997 | $635,000 | Sold | Smart MLS #96015034 |
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 | $26,377 |
| Assessment | $892,910 |
Home facts updated by county records
Comparable Sales for 44 Sunset Hill Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.65 | Single-Family Home | $1,075,000 | 08/25/25 | 4 | 3.5 | 3,203 | |
0.61 | Single-Family Home | $1,150,000 | 02/27/26 | 4 | 2.5 | 4,182 | |
0.58 | Single-Family Home | $1,675,000 | 09/03/25 | 4 | 3.5 | 4,495 | |
0.88 | Single-Family Home | $1,127,000 | 07/27/26 | 4 | 2.5 | 3,519 | |
0.97 | Single-Family Home | $1,250,000 | 07/10/26 | 4 | 2.5 | 3,713 | |
0.45 | Single-Family Home | $650,000 | 01/05/26 | 2 | 2 | 1,618 | |
1.02 | Single-Family Home | $1,600,000 | 09/26/25 | 4 | 3 | 5,072 | |
1.26 | Single-Family Home | $835,000 | 03/02/26 | 5 | 4.5 | 4,801 | |
0.43 | Single-Family Home | $395,000 | 03/30/26 | 3 | 1 | 2,156 | |
0.85 | Single-Family Home | $650,000 | 11/20/25 | 3 | 2 | 2,009 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 44 Sunset Hill Rd.
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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