$1,412,600
- 4 Beds
- 3 Baths
- 3,907 sqft (on 2.29 acres)
8 Windy Hill Road, Redding, CT 06877
Est. Refi. Payment $9,537/mo*
Refinance Your HomeCurrently Off Market - Sold Jul 9, 2026 for $1,400,000 (17% above list price)
Home Value
Trulia Estimate
$1.41MSince last month
Increased$11K (+0.7%)Since last year
Increased$205K (+16.9%)Since last sale
Increased$14K (+1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +44% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $1.41M |
| August 2026 | $1.41M |
| July 2026 | $1.4M |
| June 2026 | $1.28M |
| May 2026 | $1.28M |
| April 2026 | $1.24M |
| March 2026 | $1.13M |
| February 2026 | $1.07M |
| January 2026 | $1.08M |
2025 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.27 | Single-Family Home | $800,000 | 06/23/26 | 4 | 2.5 | 3,092 | |
0.39 | Single-Family Home | $985,000 | 08/03/26 | 4 | 2.5 | 2,328 | |
0.51 | Single-Family Home | $1,195,000 | 05/28/26 | 5 | 3.5 | 4,407 | |
0.43 | Single-Family Home | $950,000 | 04/15/26 | 3 | 2.5 | 2,455 | |
0.76 | Single-Family Home | $1,600,000 | 11/18/25 | 5 | 3 | 3,407 | |
0.59 | Single-Family Home | $725,000 | 11/05/25 | 4 | 2 | 3,024 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $1,292,600 | 4 | 3.5 | 3,045 | Off Market | |
0.10 | $1,747,100 | 5 | 3.5 | 4,417 | Off Market | |
0.13 | $1,311,000 | 5 | 4 | 4,631 | Off Market | |
0.18 | $972,000 | 3 | 2.5 | 2,500 | Off Market | |
0.18 | $781,400 | 5 | 3.5 | 3,786 | Off Market | |
0.18 | $1,318,200 | 5 | 5 | 5,363 | Off Market | |
0.20 | $691,900 | 2 | 2 | 1,569 | Off Market | |
0.27 | $800,000 | 4 | 2.5 | 3,092 | Recently Sold | |
0.38 | $1,023,200 | 4 | 2.5 | 2,922 | Off Market | |
0.38 | $780,600 | 4 | 2.5 | 2,343 | Off Market | |
0.39 | $985,000 | 4 | 2.5 | 2,328 | Recently Sold |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1998
2.29 acre lot
3,907 sqft
$358/sqft
2 Car Garage
About this House
Set on over 2 private acres in a coveted neighborhood in SW Redding, this sun-filled 4 BR Colonial blends timeless style, scale and effortless living. Designed for both entertaining and daily life, the main level centers around a spacious EIK w/center island, all-new appliances and seamless flow to the adjoining family room w/gas fireplace. Sliders open to the deck and grounds beyond, creating an easy indoor-outdoor flow. A formal dining room is ideal for gatherings, while a second living room w/fireplace provides an inviting retreat. A dedicated home office with a wall of custom built-ins & a powder room complete the main floor. Upstairs, the expansive primary suite is a sanctuary, featuring dual walk-in closets and a large bath w/soaking tub. 3 additional bedrooms share an updated hall bath, while 2nd floor laundry adds convenience. The finished lower level adds versatility with a spacious recreation/media room, dedicated gym & half bath. Outside, the property truly shines. A level, usable yard is anchored by a heated gunite saltwater pool w/travertine surrounds, creating a private resort-like setting for summer entertaining and quiet afternoons. The charming barn has outstanding potential to become a pool house or studio. Minutes from Route 7, downtown Ridgefield, MetroNorth, and Topstone Park, this home delivers the rare combination of neighborhood living, privacy and convenience, just in time for summer. Offer Deadline - Monday 5/4 @ 3pm
8 Windy Hill Road, Redding, CT 06877 is a 4 bedroom, 4 bathroom, 3,907 sqft single-family home built in 1998. It last sold for $1,400,000 on Jul 9, 2026 (17% above the $1,195,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,412,600, with a rent estimate of $6,935/month.
Last check for updates: about 2 hours ago
Listed by Brianna Carvalho, (516) 319-7609
Compass Connecticut, LLC, (203) 290-2477
Bought with: Leigh Ann Lengyel, (203) 984-5880, RE/MAX Heritage, (203) 254-7555
Source: Smart MLS, MLS#24171032

Home Details for 8 Windy Hill Road
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Interior Details Basement: Full,FinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Media Room, Office, Rec Play Room |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 3907 Square Feet |
Appliances & Utilities Appliances: Cooktop, Oven, Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Upper LevelRefrigerator |
Heating & Cooling Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Security Security: Security System |
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Exterior Home Features Roof: AsphaltPatio / Porch: Deck, PatioFencing: FullOther Structures: Barn(s)Exterior: GardenFoundation: Concrete PerimeterGardenHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener |
Pool Pool: Gunite, Heated, Salt Water, In GroundPool |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 3007 Square FeetFinished Area (below surface): 900 Square Feet |
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Year Built Year Built: 1998 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: Washer & dryer, microwave, deep freezer, grill, window treatments and curtain rods. Please see attached Exclusion list for details.Parcel Number: 271729 |
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Price List Price: $1,195,000Price Per Sqft: $358/sqft |
Status Change & Dates Off Market Date: Thu May 14 2026Possession Timing: Early July |
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MLS Status: Closed |
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Direction & Address City: ReddingCommunity: Umpawaug |
School Information Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow |
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Building Area Building Area: 3907 Square Feet |
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Community Features: Golf, Health Club, Lake, Library, Park, Playground, Shopping/Mall |
Other Playground |
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No HOA |
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Lot Area: 2.29 Acres |
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BasementMls Number: 24171032Attic: Storage, Pull Down StairsAttribution Contact: (516) 319-7609Above Grade Unfinished Area: 3007Activation Date: Fri May 01 2026 |
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GolfHealth ClubLakeLibraryParkPlaygroundShopping/Mall |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 9, 2026 Source: Smart MLS #24171032 | Sold | $1,400,000 |
May 14, 2026 Source: Smart MLS #24171032 | Pending | $1,195,000 |
May 1, 2026 Source: Smart MLS #24171032 | Listed For Sale | $1,195,000 |
Aug 15, 2022 Source: Smart MLS #170485072 | Sold | $1,025,000 |
May 31, 2022 Source: Smart MLS #170485072 | Contingent | $975,000 |
Apr 29, 2022 Source: Smart MLS #170485072 | Listed For Sale | $975,000 |
Nov 3, 2006 Source: Smart MLS #98293683 | Sold | $875,000 |
Market trends in Redding
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
35
1MoM
Around this home
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

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Frequently asked questions about 8 Windy Hill Road
- What is 8 Windy Hill Road estimated to be worth?Trulia's estimated value for 8 Windy Hill Road in Redding, CT is $1,412,600.
- What is the price history for 8 Windy Hill Road?8 Windy Hill Road in Redding, CT last sold for $1,400,000 in July 2026.
- 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 8 Windy Hill Road have air conditioning?Yes, 8 Windy Hill Road in Redding, CT has air conditioning.
- Does 8 Windy Hill Road have a pool?Yes, 8 Windy Hill Road in Redding, CT has a pool.