20 Winding Rd, Brookfield, CT 06804
OFF MARKET

20 Winding Rd
Brookfield, CT 06804

Brookfield Center
  • 3 Beds
  • 4 Baths
  • 3,261 sqft (on 4.07 acres)

$822,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $5,447/mo*
Refinance Your Home

$822,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $5,447/mo*
Refinance Your Home
3 Beds
4 Baths
3,261 sqft
(on 4.07 acres)

Local Information

  • Map ViewExplore the area around 20 Winding Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1949
Lot Size
4.07 acres
Living Area
3,261 sqft
Price/Sqft
$252

About this House

This single-family home is located at 20 Winding Rd, Brookfield, CT. 20 Winding Rd is in the Brookfield Center neighborhood in Brookfield, CT and in ZIP code 06804. This property has 3 bedrooms, 4 bathrooms and approximately 3,261 sqft of floor space. This property has a lot size of 4.07 acres and was built in 1949.
20 Winding Rd, Brookfield, CT 06804 is a 3 bedroom, 4 bathroom, 3,261 sqft single-family home in Brookfield Center, built in 1949. It is currently off market. The Trulia Estimate is $822,300, with a rent estimate of $5,809/month.

Home Details for 20 Winding Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1949
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 4.07 acres

Market trends in Brookfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
72
8MoM
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Property Tax and Assessment

Year2025
Tax$10,961
Assessment$378,880
Home facts updated by county records

Comparable Sales for 20 Winding Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1 Long Meadow Hill Road, Brookfield, CT
0.32
Single-Family Home
$801,000
08/20/25
5
4
2,845
140 Whisconier Road, Brookfield, CT
0.51
Single-Family Home
$740,000
12/30/25
3
2.5
2,611
44 Obtuse Road North, Brookfield, CT
0.94
Single-Family Home
$637,000
01/09/26
4
4
3,243
64 Obtuse Hill Road, Brookfield, CT
0.71
Single-Family Home
$570,000
11/06/25
3
3
2,329
21 N Beech Tree Rd, Brookfield, CT
0.60
Single-Family Home
$53,100
06/04/26
5
3
2,384
16 North Beech Tree Road, Brookfield, CT
0.66
Single-Family Home
$850,000
06/29/26
4
2.5
2,917
106 Whisconier Rd, Brookfield, CT
1.02
Single-Family Home
$819,000
08/18/25
3
3.5
2,466
10 Fernbrook Drive, Brookfield, CT
0.84
Single-Family Home
$770,000
09/11/25
4
3.5
3,119
24 Westview Ln, Brookfield, CT
0.64
Single-Family Home
$640,000
12/19/25
3
2.5
2,937
4 Music Hill Road, Brookfield, CT
0.79
Single-Family Home
$605,000
10/24/25
4
2.5
2,477

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Winding Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Brookfield, CT

Explore by feature - Garage

Explore by feature - Air Conditioning

9 rentals with air conditioning in Brookfield, CT

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Brookfield, CT

Homes for sale near 20 Winding Rd

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Off Market Homes Near 20 Winding Rd

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Frequently asked questions about 20 Winding Rd

  • What is 20 Winding Rd estimated to be worth?
    Trulia's estimated value for 20 Winding Rd in Brookfield, CT is $822,300.
  • Is Brookfield a buyer's or seller's market?
    Brookfield is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 20 Winding Rd?
    The closest schools to 20 Winding Rd in Brookfield, CT are Brookfield High School (rated 8/10), Candlewood Lake Elementary School (rated 6/10), Whisconier Middle School (rated 8/10).
  • How big is the lot at 20 Winding Rd?
    The lot at 20 Winding Rd in Brookfield, CT is about 4.1 acres.