30 Windward Ln, Madison, CT 06443
OFF MARKET

$1,499,400

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,066 sqft (on 0.44 acres)

30 Windward Ln, Madison, CT 06443

Madison Center
Est. Refi. Payment $10,460/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.5M
Since last month
Increased$6K (+0.4%)
Since last year
Increased$58K (+4%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$1.5M
July 2026$1.5M
June 2026$1.52M
May 2026$1.48M
April 2026$1.43M
March 2026$1.42M
February 2026$1.39M
January 2026$1.39M
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
513 Boston Post Road, Madison, CT
0.32
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
55 Island Avenue, Madison, CT
0.19
Single-Family Home
$1,400,000
07/17/26
4
3
3,046
519 Boston Post Road, Madison, CT
0.31
Single-Family Home
$895,000
02/02/26
4
2.5
2,691
39 Madison Avenue, Madison, CT
0.41
Single-Family Home
$1,045,000
09/26/25
4
3
1,891
24 Cherry Lane, Madison, CT
0.28
Single-Family Home
$1,186,900
05/08/26
3
2.5
1,712
49 Middle Beach Rd, Madison, CT
0.39
Single-Family Home
$750,000
05/12/26
6
3
2,929
86B East Wharf Road, Madison, CT
0.50
Single-Family Home
$2,505,000
10/27/25
4
3.5
3,160
73 Middle Beach Rd W, Madison, CT
0.36
Single-Family Home
$487,666
12/12/25
5
2
2,436
81A Middle Beach Road, Madison, CT
0.45
Single-Family Home
$2,495,000
08/17/26
4
2.5
3,321
86 E Wharf Rd, Madison, CT
0.57
Single-Family Home
$2,505,000
10/28/25
4
3.5
3,168

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
24 Windward Lane, Madison, CT 06443
0.02
$1,779,800
3
3.5
3,628
Off Market
34 Windward Lane, Madison, CT 06443
0.02
$1,913,600
3
2.5
2,756
Off Market
15 Windward Lane, Madison, CT 06443
0.07
$1,682,700
4
3.5
2,704
Off Market
10 Middle Beach Road West, Madison, CT 06443
0.10
$3,775,000
6
6
6,074
Recently Sold
79 Island Avenue, Madison, CT 06443
0.10
$2,246,200
4
3.5
3,741
Off Market
3 Sunset Road, Madison, CT 06443
0.12
$1,272,100
3
2.5
1,980
Off Market
14 Middle Beach Road West, Madison, CT 06443
0.15
$4,499,000
6
6.5
5,817
For Sale
85 Island Avenue, Madison, CT 06443
0.15
$2,352,600
5
4.5
4,472
Off Market
57 Island Avenue, Madison, CT 06443
0.15
$1,660,700
4
3.5
3,006
Off Market
11 Sunset Road, Madison, CT 06443
0.15
$1,324,300
3
3
2,186
Off Market
55 Island Avenue, Madison, CT 06443
0.19
$1,400,000
4
3
3,046
Recently Sold
45 Island Avenue, Madison, CT 06443
0.20
$3,495,000
5
5
5,657
For Sale

Local Information

  • Map ViewExplore the area around 30 Windward Ln.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1968
Lot Size
0.44 acres
Living Area
3,066 sqft
Price/Sqft
$489

About this House

This single-family home is located at 30 Windward Ln, Madison, CT. 30 Windward Ln is in the Madison Center neighborhood in Madison, CT and in ZIP code 06443. This property has 4 bedrooms, 3 bathrooms and approximately 3,066 sqft of floor space. This property has a lot size of 0.44 acres and was built in 1968.
30 Windward Ln, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 3,066 sqft single-family home in Madison Center, built in 1968. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,499,400, with a rent estimate of $5,485/month.

Home Details for 30 Windward Ln

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.44 acres

Price and Tax history

YearProperty taxTax assessment
2025
$20,918
$932,600
Home facts updated by county records

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$710K
$53.67KMoM
Sale-to-List Price
101.6%
0.9%MoM
Price per sq ft
$334
$7MoM
Available listings
63
8MoM

Around this home

Neighborhood Overview

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

What Locals Say about Madison Center

At least 1 Trulia users voted on each feature.

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say it's dog friendly

  • 100 % Say there's wildlife

  • 100 % Say neighbors are friendly

  • 50 % Say there are community events

  • 50 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Bussiere
    "My commute to work is under 15mins. I love the easy access to highways. There is public transportation available but I haven’t used it as of yet"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 30 Windward Ln

  • What is 30 Windward Ln estimated to be worth?
    Trulia's estimated value for 30 Windward Ln in Madison, CT is $1,499,400.
  • Is Madison a buyer's or seller's market?
    Madison is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Madison?
    The median sale price in Madison is $710K. That is down $53.67K from the prior month.
  • What are the closest schools to 30 Windward Ln?
    The closest schools to 30 Windward Ln in Madison, CT are Daniel Hand High School (rated 10/10), Dr. Robert H. Brown Middle School (Elementary, rated 9/10), J. Milton Jeffrey Elementary School (rated 10/10).
  • How big is the lot at 30 Windward Ln?
    The lot at 30 Windward Ln in Madison, CT is about 0.44 acres (19,166 sq ft).

Explore by feature - Pet Friendly

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