24 Windward Lane, Madison, CT 06443
OFF MARKET

$1,790,600

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 3,628 sqft (on 0.44 acres)

24 Windward Lane, Madison, CT 06443

Madison Center
Est. Refi. Payment $12,668/mo*
Refinance Your Home
Currently Off Market - Sold Dec 20, 2024 for $1,620,000

Home Value

Trulia Estimate
$1.79M
Since last month
Increased$5K (+0.3%)
Since last year
Increased$134K (+8.1%)
Since last sale
Increased$171K (+10.5%)
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 +102% in the last 10 years
MonthEstimated value
2026
September 2026$1.79M
August 2026$1.79M
July 2026$1.77M
June 2026$1.73M
May 2026$1.7M
April 2026$1.69M
March 2026$1.71M
February 2026$1.71M
January 2026$1.71M
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
0.20
Single-Family Home
$1,400,000
07/17/26
4
3
3,046
24 Cherry Lane, Madison, CT
0.29
Single-Family Home
$1,186,900
05/08/26
3
2.5
1,712
513 Boston Post Road, Madison, CT
0.34
Single-Family Home
$1,100,000
12/18/25
4
2.5
3,031
33 Madison Avenue, Madison, CT
0.43
Single-Family Home
$1,400,000
09/10/26
2
3
2,378
11 Middle Beach Road, Madison, CT
0.30
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
86B East Wharf Road, Madison, CT
0.51
Single-Family Home
$2,505,000
10/27/25
4
3.5
3,160
39 Madison Avenue, Madison, CT
0.41
Single-Family Home
$1,045,000
09/26/25
4
3
1,891
519 Boston Post Road, Madison, CT
0.32
Single-Family Home
$895,000
02/02/26
4
2.5
2,691

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
34 Windward Lane, Madison, CT 06443
0.04
$1,899,200
3
2.5
2,756
Off Market
15 Windward Lane, Madison, CT 06443
0.05
$1,660,800
4
3.5
2,704
Off Market
10 Middle Beach Road West, Madison, CT 06443
0.08
$3,775,000
6
6
6,074
Recently Sold
79 Island Avenue, Madison, CT 06443
0.09
$2,223,400
4
3.5
3,741
Off Market
3 Sunset Road, Madison, CT 06443
0.11
$1,265,300
3
2.5
1,980
Off Market
85 Island Avenue, Madison, CT 06443
0.14
$2,319,300
5
4.5
4,472
Off Market
57 Island Avenue, Madison, CT 06443
0.15
$1,659,000
4
3.5
3,006
Off Market
11 Sunset Road, Madison, CT 06443
0.14
$1,314,200
3
3
2,186
Off Market
55 Island Avenue, Madison, CT 06443
0.20
$1,400,000
4
3
3,046
Recently Sold
45 Island Avenue, Madison, CT 06443
0.22
$3,000,000
5
5
5,657
For Sale
4 Cambridge Drive #4, Madison, CT 06443
0.21
$1,058,200
2
2.5
2,358
Off Market

Local Information

  • Map ViewExplore the area around 24 Windward Lane.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1967
0.44 acre lot
3,628 sqft
$494/sqft
2 Car Garage

About this House

One of THE BEST locations in Madison south of the Boston Post Road. Located on a QUIET CUL DE SAC close to MADISON'S TOWN BEACHES and its shops, restaurants, library, movie theater and nationally known bookstore, this SPACIOUS, MINT CONDITION home is perfect for care free living and gracious entertaining. Entering from the foyer, the great room is where family and friends will gather. Featuring a kitchen to delight any chef, a dining area and plenty of room for enjoying the gas lit fireplace and each other. Off the great room is a cozy den with built in maple wood book shelves which leads into a spacious living room with a wood burning fireplace and a large covered porch. A guest bedroom with ensuite bath and incredible closet space and storage could also be the primary bedroom for easy one floor living. Upstairs are two generous sized bedrooms, one with extensive closet space and an ensuite bath and is currently used as the primary bedroom. The second bedroom has access to a hall bath as does a family room and a large office which could serve many functions. There are gleaming hardwood floors throughout the house. The icing on the cake is a private back yard with a resort-like feel, beautiful gardens and a heated saltwater swimming pool with pebble tech finish and spa sure to please.
24 Windward Lane, Madison, CT 06443 is a 3 bedroom, 4 bathroom, 3,628 sqft single-family home in Madison Center, built in 1967. It last sold for $1,620,000 on Dec 20, 2024 (2% below the $1,650,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,790,600, with a rent estimate of $6,786/month.
Last check for updates: about 1 hour ago
Listed by Margaret Muir, (203) 415-9187
William Pitt Sotheby's Int'l, (203) 245-6700
Bought with: Jackie Lyman, (860) 841-6123, Lyman Real Estate, (860) 887-5000
Source: Smart MLS, MLS#24045497

Home Details for 24 Windward Lane

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Family Room, Great Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3628 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Range, Oven/Range, Range Hood, Refrigerator, Dishwasher, Gas Water Heater, Water HeaterDishwasherLaundry: Main Level,Mud RoomRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchExterior: Underground SprinklerFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Driveway,Private,Asphalt
Pool
Pool: Gunite, Heated, Pool/Spa Combo, Salt Water, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3628 Square Feet

Property Information

Year Built
Year Built: 1967
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Shingle Siding, HardiPlank TypeNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: See inclusion/exclusion sheetParcel Number: 1154764

Price & Status

Price
List Price: $1,650,000
Status Change & Dates
Off Market Date: Thu Oct 03 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Madison
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 3628 Square Feet

Community

Community Features: Library, Medical Facilities, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 0.44 acres

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

Mls Number: 24045497Attic: Storage, Access Via HatchAbove Grade Unfinished Area: 3628

Additional Information

LibraryMedical FacilitiesShopping/Mall

Price and Tax history

DateEventPrice
Dec 20, 2024
Source: Smart MLS #24045497
Sold
$1,620,000
Oct 23, 2024
Source: Smart MLS #24045497
Pending
$1,650,000
Sep 27, 2024
Source: Smart MLS #24045497
Listed For Sale
$1,650,000
Jan 29, 2016
Source: Smart MLS #N10100529
Sold
$895,000
Jan 8, 2016
Source: Agent Provided
Pending
$895,000

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 24 Windward Lane

  • What is 24 Windward Lane estimated to be worth?
    Trulia's estimated value for 24 Windward Lane in Madison, CT is $1,790,600.
  • What is the price history for 24 Windward Lane?
    24 Windward Lane in Madison, CT last sold for $1,620,000 in December 2024.
  • 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 24 Windward Lane have air conditioning?
    Yes, 24 Windward Lane in Madison, CT has air conditioning.
  • Does 24 Windward Lane have a pool?
    Yes, 24 Windward Lane in Madison, CT has a pool.

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