100 Windsor Court, Madison, CT 06443
OFF MARKET

$929,000

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,471 sqft (on 1.03 acres)

100 Windsor Court, Madison, CT 06443

Est. Refi. Payment $6,510/mo*
Refinance Your Home
Currently Off Market - Sold Sep 25, 2023 for $651,000

Home Value

Trulia Estimate
$929K
Since last month
Decreased$38K (-4%)
Since last year
Decreased$12K (-1.3%)
Since last sale
Increased$280K (+43%)
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 +43% in the last 10 years
MonthEstimated value
2026
August 2026$931K
August 2026$931K
July 2026$969K
June 2026$988K
May 2026$969K
April 2026$941K
March 2026$931K
February 2026$923K
January 2026$922K
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
34 Beekman Place, Madison, CT
0.18
Single-Family Home
$1,250,000
08/17/26
4
3.5
4,806
743 Green Hill Road, Madison, CT
0.43
Single-Family Home
$650,000
04/24/26
4
3.5
2,523
85 Fawn Brook Circle, Madison, CT
0.61
Single-Family Home
$1,030,000
06/18/26
4
2.5
2,976
696 Green Hill Road, Madison, CT
0.59
Single-Family Home
$888,000
04/24/26
4
2.5
2,857
49 Hammonassett Meadows Road, Madison, CT
0.76
Single-Family Home
$819,000
08/26/26
4
2.5
2,260
15 Buttonball Lane, Madison, CT
0.91
Single-Family Home
$900,000
11/17/25
4
3
2,576
691 Green Hill Road, Madison, CT
0.61
Single-Family Home
$590,000
10/01/25
3
1.5
1,663
19 Goldfield Road, Killingworth, CT
1.03
Single-Family Home
$730,000
09/04/25
5
3
3,599
0 Tamarack Lane Lot 23, Guilford, CT
0.81
Single-Family Home
$757,229
03/02/26
3
2.5
2,075

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
66 Beekman Place, Madison, CT 06443
0.09
$1,285,200
4
2.5
4,203
Off Market
46 Beekman Place, Madison, CT 06443
0.13
$1,029,100
5
4
4,166
Off Market
34 Beekman Place, Madison, CT 06443
0.18
$1,250,000
4
3.5
4,806
Recently Sold
18 Beekman Place, Madison, CT 06443
0.25
$871,100
4
3.5
3,754
Off Market
149 Windsor Court, Madison, CT 06443
0.23
-
-
-
-
Off Market
820 Green Hill Road, Madison, CT 06443
0.27
$579,200
4
2
1,875
Off Market
20 Saint James Court, Madison, CT 06443
0.27
$1,028,700
4
2.5
3,191
Off Market
35 Grouse Lane, Madison, CT 06443
0.38
$624,200
3
2.5
1,700
Off Market
749 Green Hill Road, Madison, CT 06443
0.42
$876,100
4
3
3,812
Off Market
743 Green Hill Road, Madison, CT 06443
0.43
$650,000
4
3.5
2,523
Recently Sold
737 Green Hill Road, Madison, CT 06443
0.45
$605,300
5
3.5
2,947
Off Market

Local Information

  • Map ViewExplore the area around 100 Windsor Court.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
1.03 acres
Living Area
3,471 sqft
Price/Sqft
$268
Parking
2 Car Garage

About this House

Built in 2006, this two story home, offers 5 bedrooms, 3 1/2 baths with ~3,471 sq ft of living space, 2 car attached garage, on +/- 1.03 acre lot. Seller WILL NOT ACTIVATE UTILITIES. Buyer to view home, inspect and confirm all listing information prior to making offer. Seller will NOT allow water service to be turned on for any reason. Property sold “AS-IS” without contingencies. Buyer to check with City/County/Zoning/Tax and other records to determine details to their satisfaction.
100 Windsor Court, Madison, CT 06443 is a 5 bedroom, 4 bathroom, 3,471 sqft single-family home built in 2006. It last sold for $651,000 on Sep 25, 2023 (8% below the $710,200 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $929,000, with a rent estimate of $6,037/month.
Last check for updates: about 7 hours ago
Listed by Deb Woodard, (469) 917-1072
Realhome Services & Solutions, (855) 882-1314
Bought with: Steven D. Elek, (203) 843-6767, Venture Real Estate, Inc., (617) 340-9770
Source: Smart MLS, MLS#170572439

Home Details for 100 Windsor Court

Interior Features

Interior Details
Basement: FullNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3471 Square Feet
Appliances & Utilities
Appliances: None, Water Heater
Heating & Cooling
Heating: Other,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3471 Square Feet

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2221652

Price & Status

Price
List Price: $710,200
Status Change & Dates
Off Market Date: Tue Aug 29 2023Possession Timing: At Closing

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Madison
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 3471 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.03 Acres

Listing Info

Special Conditions: Real Estate Owned

Miscellaneous

BasementMls Number: 170572439Attic: NoneAbove Grade Unfinished Area: 3471

Price and Tax history

DateEventPrice
Sep 25, 2023
Source: Smart MLS #170572439
Sold
$651,000
Oct 3, 2013
Source: Agent Provided
ListingRemoved
$689,900
Aug 6, 2013
Source: Agent Provided
PriceChange
$689,900
Price decreased by 5%
May 9, 2013
Source: Agent Provided
Listed For Sale
$729,000
Jul 31, 2006
Source: Smart MLS #M9092872
Sold
$823,148

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

What Locals Say about Madison

At least 57 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 90 % Say yards are well-kept

  • 89 % Say it's dog friendly

  • 88 % Say there's wildlife

  • 85 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 66 % Say neighbors are friendly

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say kids play outside

  • 39 % Say there are community events

  • 31 % Say streets are well-lit

  • 29 % Say it's walkable to grocery stores

  • 26 % Say it's walkable to restaurants

  • 12 % Say there are sidewalks

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
  • Ginavan1
    "Safe,beautiful and family oriented. Beach and hiking places nearby. Great schools and town and local sport leagues for the kids."
    0
    Flag
  • Ginavan1
    "Good schools . Neighbors are nice and welcoming. Good sense of community. Clean, safe and great outdoors."
    0
    Flag
  • Jv4450
    "I’m just trying my luck with this and it doesn’t look too great for the job and the way the company looks I just have no confidence "
    0
    Flag
  • Trulia User
    "I’ve lived here for 30 years. Home prices continue to go up with the NYC families inching this way causing taxes to get out of control. "
    1
    Flag
  • Diana
    "I see people walking dogs but there is no dog park like in neighboring towns. However, there are many walking trails that you can take your leashed dog to walk in."
    4
    Flag
  • Elizabeth L.
    "Great neighborhood. Great schools. Beautiful town. Great library. Great beaches. New England vibe. Shoreline East train takes you to new Haven with direct connection to NYC. "
    2
    Flag
  • Cassidy W.
    "Great place. Been here for 23 years, wouldn’t change a thing. Very small town. Not a lot of commercial business in Madison, close by in Guilford, very local business oriented. "
    1
    Flag
  • Diana
    "People seem friendly enough but aren’t nosy neighbors. I think it would be fairly easy for young families to socially connect."
    2
    Flag
  • Jcimino5
    "Nice community with good school system and organized sports teams. Nice beach and walking trails. Can get a bit crowded in the summer."
    2
    Flag
  • Mike H.
    "A wonderful seaside community. Colonial New England meets the beach. Great Resaurant’s and small businesses. "
    0
    Flag
  • Junedday1
    "I've lived in this neighborhood for 9 years and love it. Great neighbors, quite, well-maintained and very safe."
    3
    Flag
  • Bob B
    "Great community. Families partipate in local activities. Safe town. Beautiful town beach properties. Great local shopping and restaurants. School system is top notch and lots of state parks close by. It’s really a picture perfect town. Lived in Madison for 42 years "
    0
    Flag
  • Robuess
    "Its the best town in America hands down. We love the local restaurants and can ride our bikes to the beach. Friendly locals who will stop and ask if you need help. Very fortunate to have lived here for 40 years!!"
    0
    Flag
  • Joy J.
    "great area to live. Good neighbors, good food. beautiful backyards. Good for animals and nature.?I would definitely suggest living here"
    0
    Flag
  • Pamelajbrown1234
    "Almost everyone has a dog, we take them everywhere. There is a dog park in town. People walk their dogs all over town and down at Hammonasette State Park. Dogs mostly seem very well trained and socialized"
    7
    Flag
  • Nicole L.
    "There is a real sense of community and people actually care about each other here. Schools are excellent and our beaches make it feel like you're always on vacation. "
    0
    Flag
  • Mike H.
    "I’ve lived here since 1990 and love it! There’s everything here, from great dining and great bookstore, coffee shops and terrific local cinema!"
    0
    Flag
  • David F.
    "Great for young families!"
    0
    Flag
  • Robert S.
    "We have lived in Madison for 15 years. This is a great neighborhood with only 12 houses. It is quiet and private as well as being a friendly and considerate group of folks. Mix of retierees and families with close proximity to many local amenities."
    0
    Flag

LGBTQ Local Legal Protections

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Frequently asked questions about 100 Windsor Court

  • What is 100 Windsor Court estimated to be worth?
    Trulia's estimated value for 100 Windsor Court in Madison, CT is $929,000.
  • What is the price history for 100 Windsor Court?
    100 Windsor Court in Madison, CT last sold for $651,000 in September 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 $710K. That is down $53.67K from the prior month.
  • Does 100 Windsor Court have air conditioning?
    Yes, 100 Windsor Court in Madison, CT has air conditioning.
  • How big is the lot at 100 Windsor Court?
    The lot at 100 Windsor Court in Madison, CT is about 1 acre.

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