96 Windsor Ct, Madison, CT 06443
OFF MARKET

$1,179,300

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 4,366 sqft (on 0.72 acres)

96 Windsor Ct, Madison, CT 06443

Est. Refi. Payment $8,168/mo*
Refinance Your Home
Currently Off Market - Sold Feb 5, 2007 for $786,000

Home Value

Trulia Estimate
$1.18M
Since last month
Decreased$30K (-2.5%)
Since last year
Increased$9K (+0.7%)
Since last sale
Increased$389K (+49.4%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$1.17M
July 2026$1.2M
June 2026$1.22M
May 2026$1.2M
April 2026$1.2M
March 2026$1.18M
February 2026$1.16M
January 2026$1.15M
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
0.22
Single-Family Home
$1,250,000
08/17/26
4
3.5
4,806
85 Fawn Brook Circle, Madison, CT
0.63
Single-Family Home
$1,030,000
06/18/26
4
2.5
2,976
743 Green Hill Road, Madison, CT
0.47
Single-Family Home
$650,000
04/24/26
4
3.5
2,523
696 Green Hill Road, Madison, CT
0.63
Single-Family Home
$888,000
04/24/26
4
2.5
2,857
0 Tamarack Lane Lot 23, Guilford, CT
0.84
Single-Family Home
$757,229
03/02/26
3
2.5
2,075
49 Hammonassett Meadows Road, Madison, CT
0.79
Single-Family Home
$819,000
08/26/26
4
2.5
2,260
15 Buttonball Lane, Madison, CT
0.94
Single-Family Home
$900,000
11/17/25
4
3
2,576
0 Tamarack Lane Lot 20, Guilford, CT
0.84
Single-Family Home
$795,399
09/10/25
3
2.5
2,200
0 Tamarack Lane Lot 19, Guilford, CT
0.84
Single-Family Home
$715,666
04/15/26
3
2.5
1,708
691 Green Hill Road, Madison, CT
0.64
Single-Family Home
$590,000
10/01/25
3
1.5
1,663

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
100 Windsor Court, Madison, CT 06443
0.04
$937,800
5
3.5
3,471
Off Market
66 Beekman Place, Madison, CT 06443
0.12
$1,279,300
4
2.5
4,203
Off Market
46 Beekman Place, Madison, CT 06443
0.16
$1,026,000
5
4
4,166
Off Market
34 Beekman Place, Madison, CT 06443
0.22
$1,250,000
4
3.5
4,806
Recently Sold
149 Windsor Court, Madison, CT 06443
0.25
-
-
-
-
Off Market
18 Beekman Place, Madison, CT 06443
0.29
$878,200
4
3.5
3,754
Off Market
820 Green Hill Road, Madison, CT 06443
0.29
$583,800
4
2
1,875
Off Market
20 Saint James Court, Madison, CT 06443
0.31
$1,035,400
4
2.5
3,191
Off Market
35 Grouse Lane, Madison, CT 06443
0.41
$629,600
3
2.5
1,700
Off Market
749 Green Hill Road, Madison, CT 06443
0.45
$876,100
4
3
3,812
Off Market
743 Green Hill Road, Madison, CT 06443
0.47
$650,000
4
3.5
2,523
Recently Sold
737 Green Hill Road, Madison, CT 06443
0.49
$594,600
5
3.5
2,947
Off Market

Local Information

  • Map ViewExplore the area around 96 Windsor Ct.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
0.72 acres
Living Area
4,366 sqft
Price/Sqft
$270
Parking
Garage

About this House

So beautifully maintained by original owners. Here is the open concept, move-in ready home everyone is looking for. Gleaming hardwood floors upstairs and down, great flow for entertaining, terrific choices in finish and design. Sited at end of cul-de-sac and bordered by land trust, the southern-facing location fills this home with sunlight and views of the countryside beyond. Located within quick & easy access to town & beaches. Kitchen space can accommodate a crowd and opens to a side patio area with gardens and land trust. Master bedroom suite is a spacious retreat with a 18x8 walk-in closet / dressing room plus handsome & spa-like master bath. Family room / great room has open flow and wall of built-ins surrounding gas fireplace. PLUS 2nd level bonus room is 864-SF and is accessed by attractive separate stairwell or by 2nd level. This can be used as office, craft, exercise or play space OR tweaked to become an in/law or nanny space. This meticulously cared for home is offered now at a great value. A wonderful balance of both privacy and neighborhood. It's all here!
96 Windsor Ct, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 4,366 sqft single-family home built in 2005. It last sold for $786,000 on Feb 5, 2007. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,179,300, with a rent estimate of $6,040/month.

Home Details for 96 Windsor Ct

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Pantry, Recreation Room
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: VinylGardenLawnPatioPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.72 acres

Price and Tax history

DateEventPrice
Oct 17, 2016
Source: Agent Provided
ListingRemoved
$665,000
Apr 25, 2016
Source: Agent Provided
Listed For Sale
$665,000
Nov 2, 2015
Source: Agent Provided
ListingRemoved
$724,900
Sep 21, 2015
Source: Agent Provided
Listed For Sale
$724,900
Nov 17, 2014
Source: Agent Provided
ListingRemoved
$744,899

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

Frequently asked questions about 96 Windsor Ct

  • What is 96 Windsor Ct estimated to be worth?
    Trulia's estimated value for 96 Windsor Ct in Madison, CT is $1,179,300.
  • What is the price history for 96 Windsor Ct?
    96 Windsor Ct in Madison, CT last sold for $786,000 in February 2007.
  • 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 96 Windsor Ct have air conditioning?
    Yes, 96 Windsor Ct in Madison, CT has air conditioning.
  • Does 96 Windsor Ct have laundry facilities?
    Yes, 96 Windsor Ct in Madison, CT has in-unit laundry.

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