34 Windward Lane, Madison, CT 06443
OFF MARKET

$1,913,600

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,756 sqft (on 0.44 acres)

34 Windward Lane, Madison, CT 06443

Madison Center
Est. Refi. Payment $13,595/mo*
Refinance Your Home
Currently Off Market - Sold Jul 25, 2023 for $1,610,000

Home Value

Trulia Estimate
$1.91M
Since last month
Decreased$21K (-1.1%)
Since last year
Increased$87K (+4.7%)
Since last sale
Increased$307K (+19%)
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 +128% in the last 10 years
MonthEstimated value
2026
August 2026$1.92M
August 2026$1.92M
July 2026$1.94M
June 2026$1.95M
May 2026$1.92M
April 2026$1.9M
March 2026$1.88M
February 2026$1.85M
January 2026$1.84M
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
55 Island Avenue, Madison, CT
0.18
Single-Family Home
$1,400,000
07/17/26
4
3
3,046
24 Cherry Lane, Madison, CT
0.28
Single-Family Home
$1,186,900
05/08/26
3
2.5
1,712
513 Boston Post Road, Madison, CT
0.31
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
11 Middle Beach Road, Madison, CT
0.34
Single-Family Home
$1,825,000
06/01/26
3
3
1,976
7 Linden Lane, Madison, CT
0.65
Single-Family Home
$1,710,000
06/10/26
3
2.5
2,661
86A East Wharf Road, Madison, CT
0.57
Single-Family Home
$1,615,000
08/12/26
3
2
1,824
519 Boston Post Road, Madison, CT
0.29
Single-Family Home
$895,000
02/02/26
4
2.5
2,691
39 Madison Avenue, Madison, CT
0.42
Single-Family Home
$1,045,000
09/26/25
4
3
1,891
52 East Wharf Road, Madison, CT
0.57
Single-Family Home
$1,940,000
08/17/26
5
3
2,920

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
0.04
$1,785,400
3
3.5
3,628
Off Market
15 Windward Lane, Madison, CT 06443
0.09
$1,682,700
4
3.5
2,704
Off Market
10 Middle Beach Road West, Madison, CT 06443
0.12
$3,775,000
6
6
6,074
Recently Sold
79 Island Avenue, Madison, CT 06443
0.11
$2,246,200
4
3.5
3,741
Off Market
3 Sunset Road, Madison, CT 06443
0.14
$1,268,100
3
2.5
1,980
Off Market
85 Island Avenue, Madison, CT 06443
0.16
$2,340,900
5
4.5
4,472
Off Market
57 Island Avenue, Madison, CT 06443
0.14
$1,660,700
4
3.5
3,006
Off Market
11 Sunset Road, Madison, CT 06443
0.16
$1,324,300
3
3
2,186
Off Market
55 Island Avenue, Madison, CT 06443
0.18
$1,400,000
4
3
3,046
Recently Sold
45 Island Avenue, Madison, CT 06443
0.18
$3,495,000
5
5
5,657
For Sale
4 Cambridge Drive #4, Madison, CT 06443
0.19
$1,055,600
2
2.5
2,358
Off Market

Local Information

  • Map ViewExplore the area around 34 Windward Lane.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1974
0.44 acre lot
2,756 sqft
$694/sqft
2 Car Garage

About this House

Windward by the Sea. Amazing home situated on a quiet cul-de-sac street South of the Boston Post Rd, walking distance to the Village of Madison and its beautiful sandy beaches. Remodeled by renowned builder, Skip Broom, this home displays optimum in workmanship, and materials. Perfect for entertaining. Custom kitchen with large island opens to family room with fireplace. Gracious living room with fireplace. Light and bright enclosed sun porch. Finished lower level. Perfectly landscaped lot with both a deck and a stone patio. 4-bedroom septic system so expansion may be possible.
34 Windward Lane, Madison, CT 06443 is a 3 bedroom, 3 bathroom, 2,756 sqft single-family home in Madison Center, built in 1974. It last sold for $1,610,000 on Jul 25, 2023 (7% above the $1,500,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,913,600, with a rent estimate of $5,844/month.
Last check for updates: about 10 hours ago
Listed by Cathy Lynch, (203) 627-2331
Coldwell Banker Realty, (203) 245-4700
Bought with: John Cuozzo, (203) 288-1900, Press/Cuozzo Realtors, (203) 288-1900
Source: Smart MLS, MLS#170567826

Home Details for 34 Windward Lane

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Sun Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2756 Square Feet
Appliances & Utilities
Utilities: Underground UtilitiesAppliances: Gas Range, Oven, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Gas Water HeaterDishwasherDryerLaundry: Main LevelWasher
Heating & Cooling
Heating: Forced Air,Gas In StreetHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, EnclosedExterior: Awning(s)Foundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Paved
Frontage
Waterfront: Water Community, Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2756 Square Feet

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, HardiPlank TypeNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1154762

Price & Status

Price
List Price: $1,500,000
Status Change & Dates
Off Market Date: Sun May 14 2023Possession Timing: Negiotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Madison
School Information
Elementary School: JM JeffreyJr High / Middle School: PolsonHigh School: Daniel Hand

Building

Building Area
Building Area: 2756 Square Feet

Community

Community Features: Golf, Medical Facilities, Playground
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.44 acres

Energy

Energy Efficiency Features: Thermostat, Windows

Miscellaneous

BasementMls Number: 170567826Attic: Walk-up, StorageAbove Grade Unfinished Area: 2756

Additional Information

GolfMedical FacilitiesPlayground

Price and Tax history

DateEventPrice
Jul 25, 2023
Source: Smart MLS #170567826
Sold
$1,610,000
Jul 10, 2023
Source: Smart MLS #170567826
Pending
$1,500,000
Jun 25, 2023
Source: Smart MLS #170567826
Contingent
$1,500,000
May 12, 2023
Source: Smart MLS #170567826
Listed For Sale
$1,500,000
Oct 4, 2004
Source: Smart MLS #M9080175
Sold
$1,100,000

Market trends in Madison

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$716K
$6.67KMoM
Sale-to-List Price
101.8%
0.2%MoM
Price per sq ft
$337
$3MoM
Available listings
59
4MoM

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

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 34 Windward Lane

  • What is 34 Windward Lane estimated to be worth?
    Trulia's estimated value for 34 Windward Lane in Madison, CT is $1,913,600.
  • What is the price history for 34 Windward Lane?
    34 Windward Lane in Madison, CT last sold for $1,610,000 in July 2023.
  • 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 $716K. That is up $6.67K from the prior month.
  • Does 34 Windward Lane have air conditioning?
    Yes, 34 Windward Lane in Madison, CT has air conditioning.
  • Does 34 Windward Lane have laundry facilities?
    Yes, 34 Windward Lane in Madison, CT has in-unit laundry.

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