Sold
Last Sold Price
4 beds1,526 sqft$200/sqft
57 Winding Rd, Madison, CT 06443
Single FamilyProperty Type
0.95 acresLot Size
1970Year Built
$200/sq ftPrice per sq ft
2 carsParking Spaces

Description

Completely updated, 4 br, turn-key ranch--too many updates to mention. Walk out basement/flat rear yard in neighborhood--must see to fully appreciate. New mechanicals, 200 amps, generator hook upCompletely updated, 4 br, turn-key ranch--too many updates to mention. Walk out basement/flat rear yard in neighborhood--must see to fully appreciate. New mechanicals, 200 amps, generator hook up

Listing Agent

  1. Lisa P. Rollins

    Lisa P. Rollins

    Listing Agent

    Coldwell Banker Realty

    P: (203) 671-0295

    M: (203) 671-0295

Listing closed: 11/14/2014 12:00 AM • Source: SMARTMLS, MLS#: N353822

Recent comparable sales

Median sold price

$611,100

Avg days on market

8

Sale-to-list ratio

105.4%

Madison, CT

9 comparable properties found

$490,000 | 660 Opening Hill Road, Madison, CT 06443
1

$490,000

Sold 06/25/26

4
Bedrooms
1,688
Square Feet
2.57
Acres
a front view of a house with a yard table and chairs
2

$525,000

Sold 05/28/26

4
Bedrooms
1,346
Square Feet
1.25
Acres
$611,100 | 119 Squires Road, Madison, CT 06443
3

$611,100

Sold 11/25/24

4
Bedrooms
1,624
Square Feet
1.4
Acres
$479,000 | 32 Nutmeg Lane, Madison, CT 06443
4

$479,000

Sold 06/27/25

4
Bedrooms
1,632
Square Feet
1
Acres
$630,000 | 26 Farm View Drive, Madison, CT 06443
5

$630,000

Sold 02/19/26

4
Bedrooms
1,573
Square Feet
1.1
Acres
$620,000 | 12 Rustic Lane, Madison, CT 06443
6

$620,000

Sold 05/13/26

4
Bedrooms
1,849
Square Feet
1.94
Acres
$720,000 | 31 Country Way, Madison, CT 06443
7

$720,000

Sold 07/18/25

4
Bedrooms
1,780
Square Feet
1.11
Acres
$550,000 | 730 Opening Hill Road, Madison, CT 06443
8

$550,000

Sold 12/27/24

4
Bedrooms
1,800
Square Feet
0.92
Acres
$628,000 | 338 Opening Hill Road, Madison, CT 06443
9

$628,000

Sold 10/24/25

4
Bedrooms
1,792
Square Feet
1.14
Acres

Location

Listing Courtesy of Coldwell Banker Realty, Lisa P. Rollins

Sold By Berkshire Hathaway NE Prop., Linda Chamberlain

Add your commute

Payment Calculator

$1,964 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,550

Property Taxes

$414

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 57 Winding Road

Property Details
  • Taxes: $4,966 / year
  • MLS Type: Residential
  • Basement Description: Full With Walk-Out
  • Garages Number: 2
  • Style: Ranch
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1970
  • Lot Size: 0.95 AC / 41,251 SF
Summary
Property and Location
  • Directions: Overbrook rd, right onto opening hill; left on woodsvale; right on winding
  • Elementary School: Pboa
  • High School: Hand
  • Intermediate School: Brown
  • Latitude: 41.339127
  • Longitude: -72.64751
  • Middle Jr High School: Polson
  • State: Connecticut
HOA and Fees
  • Tax Year: July 2014-June 2015
  • Property Tax: $4,966
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck
Interior Features
  • Appliances Included: Dishwasher, Microwave, Oven/Range, Refrigerator
  • Attic Description: Access Via Hatch
  • Heat Type: Baseboard
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available
  • Laundry Room Location: Lower Level
  • Room Count: 7
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.0
Room 2
  • Room Entry Order: 1
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.0
Room 3
  • Room Entry Order: 2
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 4
  • Room Entry Order: 2
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 5
  • Room Entry Order: 3
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.0
Room 6
  • Room Entry Order: 3
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.0
Room 7
  • Room Entry Order: 4
  • Room Features: Combination Liv/Din Rm
  • Room Length: 14.0
  • Room Type: Dining Room
  • Room Width: 11.0
Room 8
  • Room Entry Order: 4
  • Room Features: Combination Liv/Din Rm
  • Room Length: 14.0
  • Room Type: Dining Room
  • Room Width: 11.0
Room 9
  • Room Entry Order: 6
  • Room Features: Eating Space,Remodeled
  • Room Length: 11.0
  • Room Type: Kitchen
  • Room Width: 13.0
Room 10
  • Room Entry Order: 6
  • Room Features: Eating Space,Remodeled
  • Room Length: 11.0
  • Room Type: Kitchen
  • Room Width: 13.0
Room 11
  • Room Entry Order: 7
  • Room Features: Combination Liv/Din Rm
  • Room Length: 14.0
  • Room Type: Living Room
  • Room Width: 22.0
Room 12
  • Room Entry Order: 7
  • Room Features: Combination Liv/Din Rm
  • Room Length: 14.0
  • Room Type: Living Room
  • Room Width: 22.0
Room 13
  • Room Entry Order: 8
  • Room Features: Ceiling Fan,Full Bath
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 11.0
Room 14
  • Room Entry Order: 8
  • Room Features: Ceiling Fan,Full Bath
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 11.0
Property
Property and Assessments
  • Driveway Type: Asphalt, Crushed Stone
  • Exterior Siding: Wood
  • Fuel Tank Location: Above Ground
  • Sq Ft Source: Public Records
  • Year Built: 1970
  • Bank Owned Property: No
Lot Information
  • Lot Description: Lightly Wooded
  • Parcel Number: 1159647
  • Sq Ft Total: 1526.0
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil
  • Sewage System: Septic
  • Water Source: Private Well

Property History for 57 Winding Road

DateEvent & SourcePriceAppreciation
Nov 17, 2014

Closed (Public Record)

Public Record #484020964

$305,000

+7.3% / yr

Nov 16, 2012

Closed (Public Record)

Public Record #843395542

$265,000
Nov 16, 2012

Closed (Public Record)

Public Record #343395542

$265,000

+69.3% / yr

DateEvent & SourcePrice
11/17/2014

Closed (Public Record)

Public Record #484020964

$305,000

+7.3% / yr

11/16/2012

Closed (Public Record)

Public Record #843395542

$265,000
11/16/2012

Closed (Public Record)

Public Record #343395542

$265,000

+69.3% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 57 Winding Road

Taxable ValueLand$119,700Additions$164,700Total$284,400
Tax Record2025$6,379 ($532 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,526 SqFtAbove Grade Finished SqFt1,526 SqFtStories1Lot Size41,382 SqFtStyleSingle Family ResidenceYear Built1970Year Renovated1970ZoningRU-1CountySOUTH CENTRAL CONNECTICUAPNMADI M:114 B:32

Schools near 57 Winding Road

This home is within Madison School District.
Rating
School
Type
Grades
Distance
Public - 4 to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 3
Rating
School
Distance
Dr. Robert H. Brown Middle School
Public4 to 5

Walter C. Polson Upper Middle School
Public6 to 8

Daniel Hand High School
Public9 to 12

Kathleen H. Ryerson Elementary School
PublicK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 06443

$489,000 | 23 Esterly Farms Road, Unit 23, Madison, CT 06443
1/36
Coldwell Banker Realty Coming Soon

$489,000

2
Bedrooms
1,606
Square Feet
$1,200,000 | 148 Mungertown Road, Madison, CT 06443
1/40
Open: 9/13 10:00AM - 12:00PMNew

$1,200,000

4
Bedrooms
2,354
Square Feet
1.5
Acres
$500,000 | 18 St Francis Woods Road, Madison, CT 06443
1/20
Listed By Coldwell Banker Realty

$500,000

3
Bedrooms
1,824
Square Feet
1.12
Acres
$382,500 | 35 Governors Way, Madison, CT 06443
1/22

$382,500

4
Bedrooms
2,520
Square Feet
1.86
Acres
a view of a house with a backyard
1/28

$579,900

3
Bedrooms
1,077
Square Feet
1.03
Acres
$500,000 | 14 Hampshire Road, Unit 14, Madison, CT 06443
1/18
Listed By Coldwell Banker Realty

$500,000

2
Bedrooms
1,280
Square Feet
$699,000 | 38 Church Lane, Madison, CT 06443
1/40
Under Contract - Continue To Show

$699,000

4
Bedrooms
2,750
Square Feet
0.94
Acres
an aerial view of a house
1/34

$3,200,000

5
Bedrooms
4,937
Square Feet
1
Acres
a front view of a house with a yard
1/34
Under Contract - Continue To Show

$735,000

4
Bedrooms
2,614
Square Feet
2.62
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 57 Winding Road, Madison, CT 06443
$305,000
4
1,526
41,251
$320,000
4
2,000
41,382
$185,000
3
1.5
1,288
41,382
$155,000
3
1.5
1,250
43,560
$335,000
4
2
2,080
40,946
$300,000
4
2.5
1,338
42,689

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Realty, Lisa P. Rollins

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.