Google street view image for 115 Winding Rd, Madison, CT 06443

Off market aug 1993 for $168K

$549,823

Est. refi paymentEst. refi $1,272/mo

•

2 ba

•

1,552

sq ft

115 Winding Rd, Madison, CT 06443

About this home

115 Winding Rd is a 1,552 square foot house on a 1.15 acre lot with 4 bedrooms and 2 bathrooms. - it last sold on August 02, 1993 for $168,500. Based on Redfin's Madison data, we estimate the home's value is $549,823.

Single-familyProperty Type

1971Year Built

1.15 acresLot Size

$354Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$549,823

$381K since sold in August 1993$2,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.6% higher than the average sale price ($541K) of 6 comparable homes.

SOLD SEP 16, 2026
$405,000
A
4 beds2 baths1,698 sq ft
44 Winding Rd, Madison, CT 06443
SOLD OCT 8, 2026
$475,000
B
3 beds2.5 baths1,824 sq ft
18 Saint Francis Woods Rd, Madison, CT 06443
SOLD MAY 28, 2026
$525,000
C
4 beds1.5 baths1,346 sq ft
15 Stepping Stone Ln, Madison, CT 06443
SOLD SEP 25, 2026
$572,320
D
3 beds2 baths1,362 sq ft
51 Foxwood Rd S, Guilford, CT 06437
SOLD OCT 15, 2026
$660,000
E
4 beds2.5 baths2,536 sq ft
320 Summer Hill Rd, Madison, CT 06443
SOLD MAR 27, 2026
$610,000
F
4 beds2.5 baths1,870 sq ft
286 Opening Hill Rd, Madison, CT 06443

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Earn from this home

Sell

$516,178

Est. take-home

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Refinance

Est. cash available

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Rent

$3,193/mo

Redfin rental estimate

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Market trends in 06443, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.7%

+0.4% MoM

Median sale price

$799K

$6K MoM

Avg. days on market

38d

5 days MoM

Recently sold homes

2 MoM

New listings for sale

$1,779,000
3 beds2.5 baths2,566 sq ft
16 North Ave, Madison, CT 06443
$499,900
3 beds2 baths1,994 sq ft
8 Stephanie Ct, Madison, CT 06443
OPEN SUN, 12PM TO 1:30PM
$499,900
3 beds3 baths1,944 sq ft
25 Samantha Ln, Madison, CT 06443
COMING SOON
$1,299,000
5 beds3.5 baths4,723 sq ft
37 Silo Hl, Madison, CT 06443
$549,900
4 beds2 baths1,728 sq ft
252 Boston Post Rd, Madison, CT 06443
$275,000
2 beds1 bath751 sq ft
59 EAST St, Madison, CT 06434
$550,000
2 beds2 baths1,316 sq ft
91 Neck Rd, Madison, CT 06443
$550,000
2 beds2 baths1,280 sq ft
23 Wilshire Rd Unit A, Madison, CT 06443
$665,000
3 beds2.5 baths2,237 sq ft
3 Poole Rd, Madison, CT 06443
See all

Provided by Redfin

Sale history for 115 Winding Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,018 (+1.9%)

$89,400 + $111,400

$200,800

2022

$5,906 (+2.0%)

$89,400 + $111,400

$200,800

2021

$5,793 (+1.8%)

$89,400 + $111,400

$200,800

2020

$5,693

$89,400 + $111,400

$200,800

2019

$5,693 (−1.3%)

$89,400 + $111,400

$200,800

2018

$5,768 (+2.7%)

$89,600 + $116,100

$205,700

2017

$5,616 (+3.1%)

$89,600 + $116,100

$205,700

2016

$5,449 (+5.5%)

$89,600 + $116,100

$205,700

2014

$5,165 (+7.1%)

$89,600 + $115,600

$205,200

2010

$4,822

$130,100 + $106,400

$236,500

Tax history for 115 Winding Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,018 (+1.9%)

$89,400 + $111,400

$200,800

2022

$5,906 (+2.0%)

$89,400 + $111,400

$200,800

2021

$5,793 (+1.8%)

$89,400 + $111,400

$200,800

2020

$5,693

$89,400 + $111,400

$200,800

2019

$5,693 (−1.3%)

$89,400 + $111,400

$200,800

2018

$5,768 (+2.7%)

$89,600 + $116,100

$205,700

2017

$5,616 (+3.1%)

$89,600 + $116,100

$205,700

2016

$5,449 (+5.5%)

$89,600 + $116,100

$205,700

2014

$5,165 (+7.1%)

$89,600 + $115,600

$205,200

2010

$4,822

$130,100 + $106,400

$236,500

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Permits

Mar 24, 2025 • Final

Building

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 8

Exterior

Exterior Information
Building Style Type: Ranch
Exterior Wall: Vinyl
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 1,552
Gross Sq. Ft: 3,348
# of Stories: 1

Parking & Garage Information
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 50,094
Municipality Name: MADISON
Acres: 1.15
Zoning Code: RU-1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,552
Stories: 1.0
Lot Size: 1.15 acres
Style: Single Family Residential
Year Built: 1971
Year Renovated: —
County: New Haven County
APN: 1159657

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Kathleen H. Ryerson Elementary School

Public K-3 • Assigned • 1.2mi

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 3.5mi

10/10

Daniel Hand High School

Public 9-12 • Assigned • 3.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 94° expected this year, 17 days in 30 years

6/10 Wind Factor

70% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Madison, CT • 06443

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

8.9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$523,000 – $633,000

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Private backyard • Inviting living room • Fireplace

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3 beds2.5 baths2,237 sq ft

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Private sanctuary • Wooded grounds • Flexible floor plan

Home values near 115 Winding Rd

Data from public records.

Address	Redfin Estimate
62 Winding Rd, Madison, CT 4 Beds \| 3 Baths \| 2042 Sq. Ft.	$661,184
54 Winding Rd, Madison, CT 3 Beds \| 1.5 Baths \| 1250 Sq. Ft.	$498,756
96 Winding Rd, Madison, CT 4 Beds \| 2.5 Baths \| 2104 Sq. Ft.	$645,179
95 Winding Rd, Madison, CT 4 Beds \| 2 Baths \| 1554 Sq. Ft.	$553,573
121 Winding Rd, Madison, CT 4 Beds \| 2.5 Baths \| 1800 Sq. Ft.	$794,191
65 Winding Rd, Madison, CT 4 Beds \| 1.5 Baths \| 1288 Sq. Ft.	$490,875
15 Wheatstone Rd, Madison, CT 4 Beds \| 3.5 Baths \| 3949 Sq. Ft.	$1,154,411

Address	Redfin Estimate
86 Winding Rd, Madison, CT 4 Beds \| 3.5 Baths \| 2358 Sq. Ft.	$701,300
130 Winding Rd, Madison, CT 4 Beds \| 2.5 Baths \| 1994 Sq. Ft.	$607,319
122 Winding Rd, Madison, CT 4 Beds \| 2 Baths \| 1558 Sq. Ft.	$540,680
89 Winding Rd, Madison, CT 4 Beds \| 2 Baths \| 2382 Sq. Ft.	$606,213
109 Winding Rd, Madison, CT 5 Beds \| 2.5 Baths \| 1522 Sq. Ft.	$429,101
57 Winding Rd, Madison, CT 4 Beds \| 2 Baths \| 1526 Sq. Ft.	$579,819
123 Deepwood Dr, Madison, CT 3 Beds \| 1.5 Baths \| 1884 Sq. Ft.	$413,987

Address	Redfin Estimate
48 Winding Rd, Madison, CT 4 Beds \| 2 Baths \| 1338 Sq. Ft.	$629,105
127 Winding Rd, Madison, CT 4 Beds \| 1.5 Baths \| 1340 Sq. Ft.	$646,190
101 Winding Rd, Madison, CT 4 Beds \| 2 Baths \| 1848 Sq. Ft.	$592,432
85 Winding Rd, Madison, CT 3 Beds \| 2.5 Baths \| 2462 Sq. Ft.	$789,769
105 Winding Rd, Madison, CT 4 Beds \| 2.5 Baths \| 3176 Sq. Ft.	$744,694
19 Wheatstone Rd, Madison, CT 4 Beds \| 2.5 Baths \| 3616 Sq. Ft.	$1,086,260
105 Deepwood Dr, Madison, CT 3 Beds \| 2 Baths \| 1933 Sq. Ft.	$571,682

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About this home

Redfin Estimate

Earn from this home

Market trends in 06443, CT

Sale history for 115 Winding Rd

Tax history for 115 Winding Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 115 Winding Rd

More real estate resources