96 Windsor Ct, Madison, CT 06443
OFF MARKET

96 Windsor Ct
Madison, CT 06443

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

$1,203,500

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $8,214/mo*
Refinance Your Home

$1,203,500

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $8,214/mo*
Refinance Your Home
4 Beds
2.5 Baths
4,366 sqft
(on 0.72 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 96 Windsor Ct

DatePriceEventSource
10/17/2016$665,000ListingRemovedAgent Provided
04/25/2016$665,000Listed For SaleAgent Provided
11/02/2015$724,900ListingRemovedAgent Provided
09/21/2015$724,900Listed For SaleAgent Provided
11/17/2014$744,899ListingRemovedAgent Provided
08/25/2014$744,899Listed For SaleAgent Provided
07/14/2014$749,000ListingRemovedAgent Provided
05/12/2014$749,000Listed For SaleAgent Provided
11/04/2013$749,000ListingRemovedAgent Provided
07/12/2013$749,000PriceChange
Agent Provided
03/11/2013$769,000Listed For SaleAgent Provided
02/05/2007$786,000Sold
Smart MLS #M9092870
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Property Tax and Assessment

Year2025
Tax$13,510
Assessment$602,300
Home facts updated by county records

Comparable Sales for 96 Windsor Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
66 Beekman Place, Madison, CT
0.12
Single-Family Home
$1,230,000
07/02/25
4
2.5
4,203
24 Grouse Lane, Madison, CT
0.51
Single-Family Home
$770,000
07/31/25
3
2
2,356
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
15 Pepperwood Court, Madison, CT
0.61
Single-Family Home
$700,000
06/04/25
4
2.5
1,854
0 Tamarack Lane Lot 23, Guilford, CT
0.84
Single-Family Home
$757,229
03/02/26
3
2.5
2,075
15 Buttonball Lane, Madison, CT
0.94
Single-Family Home
$900,000
11/17/25
4
3
2,576
27 Hammonassett Meadows Road, Madison, CT
0.88
Single-Family Home
$815,000
07/11/25
4
2.5
2,276
0 Tamarack Lane Lot 22, Guilford, CT
0.84
Single-Family Home
$788,198
06/06/25
3
2.5
2,200
0 Tamarack Lane Lot 12, Guilford, CT
0.84
Single-Family Home
$795,014
07/21/25
3
2.5
2,200

Nearby homes

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Assigned Schools

These are the assigned schools for 96 Windsor Ct.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Madison

At least 56 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say parking is easy

  • 89 % 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

  • 13 % 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
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  • 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
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  • 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
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Off Market Homes Near 96 Windsor Ct

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96 Windsor Ct, Madison, CT 06443 is a 4 bedroom, 3 bathroom, 4,366 sqft single-family home built in 2005. This property is not currently available for sale. 96 Windsor Ct was last sold on Feb 5, 2007 for $786,000. The current Trulia Estimate for 96 Windsor Ct is $1,203,500.