8 Winding Rd, Brookfield, CT 06804
OFF MARKET

8 Winding Rd
Brookfield, CT 06804

Brookfield Center
  • 2 Beds
  • 2 Baths
  • 1,579 sqft (on 0.73 acres)

$406,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,731/mo*
Refinance Your Home

$406,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $2,731/mo*
Refinance Your Home
2 Beds
2 Baths
1,579 sqft
(on 0.73 acres)

Home Value

Trulia Estimate
$407K
Since last month
Increased$4K (+1.1%)
Since last year
Decreased$2K (-0.6%)
Since last sale
Increased$235K (+139%)
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 +50% in the last 10 years
MonthEstimated value
2026
August 2026$404K
July 2026$400K
June 2026$429K
May 2026$431K
April 2026$416K
March 2026$420K
February 2026$403K
January 2026$413K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
5 Rabbit Lane, Brookfield, CT
0.47
Single-Family Home
$420,000
12/30/25
2
1.5
1,015
34 N Pleasant Rise, Brookfield, CT
0.15
Single-Family Home
$425,000
06/09/26
3
1
1,046
131 Pocono Road, Danbury, CT
0.66
Single-Family Home
$536,000
02/09/26
3
2
1,228
6 Brookdale Lane, Brookfield, CT
0.42
Single-Family Home
$625,000
08/14/26
4
2
2,257
42 Silvermine Road, Brookfield, CT
0.66
Single-Family Home
$510,000
08/04/26
3
2
1,118
169 Whisconier Road, Brookfield, CT
0.19
Single-Family Home
$640,000
08/14/26
4
2
3,360
55 Obtuse Rd N, Brookfield, CT
0.89
Single-Family Home
$250,000
10/03/25
2
2
1,762
215 Whisconier Road, Brookfield, CT
0.60
Single-Family Home
$544,000
06/23/26
4
2
1,666
18 Dean Road, Brookfield, CT
0.81
Single-Family Home
$502,500
03/13/26
3
1.5
1,144
67 Obtuse Hill Road, Brookfield, CT
0.90
Single-Family Home
$515,000
09/25/25
3
2
1,953

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
9 Winding Road, Brookfield, CT 06804
0.06
$416,700
3
1
1,708
Off Market
11 Winding Road, Brookfield, CT 06804
0.09
$173,500
-
-
-
Recently Sold
169 Whisconier Road, Brookfield, CT 06804
0.19
$640,000
4
2
3,360
Recently Sold
1 Christian Lane, Brookfield, CT 06804
0.22
$906,700
5
3
3,019
Off Market
1 Long Meadow Hill Road, Brookfield, CT 06804
0.20
$814,000
5
4
2,845
Off Market
20 Silvermine Manor #20, Brookfield, CT 06804
0.25
$383,700
2
1.5
1,230
Off Market
15 Brooks Lane #15, Brookfield, CT 06804
0.29
$402,200
2
2.5
1,973
Off Market
7 Bristol Path #7, Brookfield, CT 06804
0.29
$392,900
2
2.5
1,732
Off Market
18 Silvermine Manor #8, Brookfield, CT 06804
0.29
$353,200
2
1.5
1,094
Off Market
10 Bristol Path #10, Brookfield, CT 06804
0.31
$453,400
2
3
2,729
Off Market
16 Bristol Path, Brookfield, CT 06804
0.31
$406,800
2
3
2,432
Off Market
11 Bristol Path #11, Brookfield, CT 06804
0.32
$420,800
2
3
1,873
Off Market

Local Information

  • Map ViewExplore the area around 8 Winding Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1915
Lot Size
0.73 acres
Living Area
1,579 sqft
Price/Sqft
$258

About this House

This single-family home is located at 8 Winding Rd, Brookfield, CT. 8 Winding Rd is in the Brookfield Center neighborhood in Brookfield, CT and in ZIP code 06804. This property has 2 bedrooms, 2 bathrooms and approximately 1,579 sqft of floor space. This property has a lot size of 0.73 acres and was built in 1915.
8 Winding Rd, Brookfield, CT 06804 is a 2 bedroom, 2 bathroom, 1,579 sqft single-family home in Brookfield Center, built in 1915. It last sold for $169,000 on Jun 15, 1992. It is currently off market. The Trulia Estimate is $406,900, with a rent estimate of $3,131/month.

Home Details for 8 Winding Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1915
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.73 acres

Price and Tax history

DateEventPrice
Jun 15, 1992
Source: N/A
Sold
$169,000

Market trends in Brookfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$534K
Sale-to-List Price
—
Price per sq ft
$314
Available listings
68
5MoM

Around this home

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Neighborhood Overview

Brookfield Center
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 8 Winding Rd

  • What is 8 Winding Rd estimated to be worth?
    Trulia's estimated value for 8 Winding Rd in Brookfield, CT is $406,900.
  • What is the price history for 8 Winding Rd?
    8 Winding Rd in Brookfield, CT last sold for $169,000 in June 1992.
  • Is Brookfield a buyer's or seller's market?
    Brookfield is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookfield?
    The median sale price in Brookfield is $534K.
  • How big is the lot at 8 Winding Rd?
    The lot at 8 Winding Rd in Brookfield, CT is about 0.73 acres (31,798 sq ft).

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Off Market Homes Near 8 Winding Rd

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