24 Windward Lane
Madison, CT 06443
Madison Center
3 Beds
3.5 Baths
3,628 sqft (on 0.44 acres)
3 Beds
3.5 Baths
3,628 sqft
(on 0.44 acres)
Local Information
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Description
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.
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. This description is from December 20, 2024
Home Highlights
Parking
2 Car Garage
Outdoor
Porch, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 24 Windward Lane
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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 |
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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 |
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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 |
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Price List Price: $1,650,000 |
Status Change & Dates Off Market Date: Thu Oct 03 2024Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: Madison |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed |
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Building Area Building Area: 3628 Square Feet |
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Community Features: Library, Medical Facilities, Shopping/Mall |
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No HOA |
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Lot Area: 0.44 acres |
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Energy Efficiency Features: Thermostat |
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Mls Number: 24045497Attic: Storage, Access Via HatchAbove Grade Unfinished Area: 3628 |
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LibraryMedical FacilitiesShopping/Mall |
Last check for updates: about 5 hours 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
Price History for 24 Windward Lane
| Date | Price | Event | Source |
|---|---|---|---|
| 12/20/2024 | $1,620,000 | Sold | Smart MLS #24045497 |
| 10/23/2024 | $1,650,000 | Pending | Smart MLS #24045497 |
| 09/27/2024 | $1,650,000 | Listed For Sale | Smart MLS #24045497 |
| 01/29/2016 | $895,000 | Sold | Smart MLS #N10100529 |
| 01/08/2016 | $895,000 | Pending | Agent Provided |
| 01/08/2016 | $895,000 | ListingRemoved | Agent Provided |
| 01/07/2016 | $895,000 | Listed For Sale | Agent Provided |
| 02/28/2014 | $719,000 | Sold | Smart MLS #M9139084 |
| 08/14/2013 | $725,000 | PriceChange | Agent Provided |
| 04/26/2013 | $750,000 | PriceChange | Agent Provided |
| 03/02/2013 | $775,000 | Listed For Sale | Agent Provided |
| 07/07/1995 | $250,000 | Sold | N/A |
Market trends in Madison
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
—
Available listings
69
4MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $23,486 |
| Assessment | $1,047,100 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$4,976/mo
Comparable Sales for 24 Windward Lane
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.30 | Single-Family Home | $1,453,000 | 08/29/25 | 5 | 3.5 | 2,647 | |
0.29 | Single-Family Home | $1,186,900 | 05/08/26 | 3 | 2.5 | 1,712 | |
0.34 | Single-Family Home | $1,100,000 | 12/18/25 | 4 | 2.5 | 3,031 | |
0.30 | Single-Family Home | $1,825,000 | 06/01/26 | 3 | 3 | 1,976 | |
0.58 | Single-Family Home | $1,927,500 | 08/19/25 | 3 | 2.5 | 2,700 | |
0.65 | Single-Family Home | $1,710,000 | 06/10/26 | 3 | 2.5 | 2,661 | |
0.51 | Single-Family Home | $2,505,000 | 10/27/25 | 4 | 3.5 | 3,160 | |
0.41 | Single-Family Home | $1,045,000 | 09/26/25 | 4 | 3 | 1,891 | |
0.32 | Single-Family Home | $895,000 | 02/02/26 | 4 | 2.5 | 2,691 | |
0.46 | Single-Family Home | $1,225,000 | 06/19/25 | 4 | 3 | 2,340 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETColdwell Banker Realty
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Assigned Schools
These are the assigned schools for 24 Windward Lane.
- J. Milton Jeffrey Elementary School
- K-3
- Public
- 362 Students
10/10GreatSchools RatingParent Rating AverageExcellent. Jeffrey school IS the place to be!Parent Review8y ago - Daniel Hand High School
- 9-12
- Public
- 828 Students
10/10GreatSchools RatingParent Rating AverageI feel very unsafe when in the presence of many school administrators. I wouldn’t wish the experience I’ve had here on my worst enemy. I feel constantly harassed by some teachers but more namely the school administrators, including the Vice principal. Every day I try to come in with a positive attitude about this place, but someone has to ruin it. There are however some teachers that do a great job teaching and making everyone feel safe, but the negatives outweigh this way too much.Student Review1y ago - Dr. Robert H. Brown Middle School
- 4-5
- Public
- 354 Students
9/10GreatSchools RatingParent Rating AverageThe school is great. The teachers help you as much as they can and they want you to have as much fun as possible. At the end of every trimester some related arts classes let parents come to the school to watch there kid (in Xylorythems, Theater arts, Music and Art.) There is some bullying but you can quicky report if someone is bullying you and they will quickly handle it.Student Review2y ago - Walter C. Polson Upper Middle School
- 6-8
- Public
- 520 Students
9/10GreatSchools RatingParent Rating AverageMy kids are currently attending Polson MS and are receiving an excellent education that is preparing them for high school and beyond. The course work is challenging and homework is not lacking, however, the teachers are readily available to the students for extra help before and after school. But even with all the hard work the school has great spirit and the kids have fun either in sports, theater, music or what ever their area of interest is. The schools drew us to Madison and the location has kept us! GREAT TOWN! I believe the parent involvement in the school system is a primary driver for why the school system is so successful.Parent Review14y ago 
Check out schools near 24 Windward Lane.
Neighborhood Overview
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.
LGBTQ Local Legal Protections
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Homes for sale near 24 Windward Lane
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Off Market Homes Near 24 Windward Lane
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SOLDMAY 29, 2026Coldwell Banker Realty
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SOLDMAY 15, 2026William Raveis Real Estate- See more homes for sale inMadison
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.
24 Windward Lane, Madison, CT 06443 is a 3 bedroom, 4 bathroom, 3,628 sqft single-family home built in 1967. 24 Windward Lane is located in Madison Center, Madison. This property is not currently available for sale. 24 Windward Lane was last sold on Dec 20, 2024 for $1,620,000 (2% lower than the asking price of $1,650,000). The current Trulia Estimate for 24 Windward Lane is $1,708,300.