37 Windward Ln
Madison, CT 06443
Madison Center
3 Beds
2.5 Baths
2,092 sqft (on 0.52 acres)
3 Beds
2.5 Baths
2,092 sqft
(on 0.52 acres)
Local Information
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Description
It's not just a location. It's a lifestyle. One of the best locations in Madison south of Boston Post Road. This 3 bedroom/2 full bath colonial is located on a quiet cul-de-sac. Hardwood floors throughout, central air and the option for a first or second floor master bedroom. Natural gas is available on the street. Walk to the village, the green, town beaches, Madison Country Club, Madison Beach Club, and local restaurants. Enjoy life by the water. This home is an easy commute to New Haven, Middletown or Hartford. An ideal year round home or an easy train ride to New York or Boston. Come and vacation where you live!
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
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 37 Windward Ln
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Heating & Cooling Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Interior Details AtticNumber of Rooms: 7Types of Rooms: Walk In Closet, Mud RoomCeiling Fan |
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa FireplaceJetted Bath Tub |
Windows, Doors, Floors & Walls Double Paned Windows |
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Exterior Home Features Roof: AsphaltExterior: WoodGardenLawnPatio |
Parking & Garage GarageParking Spaces: 8Parking: Garage Attached |
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Year Built Year Built: 1968Year Updated: 2018 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Lot Area: 0.52 acres |
Price History for 37 Windward Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 04/19/2018 | $685,000 | Sold | Smart MLS #170059057 |
| 03/15/2018 | $699,900 | Pending | Agent Provided |
| 03/10/2018 | $699,900 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $18,023 |
| Assessment | $803,500 |
Home facts updated by county records
Comparable Sales for 37 Windward Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.23 | Single-Family Home | $1,186,900 | 05/08/26 | 3 | 2.5 | 1,712 | |
0.26 | Single-Family Home | $1,100,000 | 12/18/25 | 4 | 2.5 | 3,031 | |
0.25 | Single-Family Home | $895,000 | 02/02/26 | 4 | 2.5 | 2,691 | |
0.39 | Single-Family Home | $1,225,000 | 06/19/25 | 4 | 3 | 2,340 | |
0.35 | Single-Family Home | $487,666 | 12/12/25 | 5 | 2 | 2,436 | |
0.46 | Single-Family Home | $1,045,000 | 09/26/25 | 4 | 3 | 1,891 | |
0.24 | Single-Family Home | $1,453,000 | 08/29/25 | 5 | 3.5 | 2,647 | |
0.60 | Single-Family Home | $941,000 | 10/01/25 | 3 | 3 | 2,393 | |
0.60 | Single-Family Home | $1,927,500 | 08/19/25 | 3 | 2.5 | 2,700 | |
0.54 | Single-Family Home | $799,000 | 06/09/25 | 4 | 2 | 1,415 |
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Assigned Schools
These are the assigned schools for 37 Windward Ln.
- 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 Review11mo 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 37 Windward Ln.
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.
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Off Market Homes Near 37 Windward Ln
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37 Windward Ln, Madison, CT 06443 is a 3 bedroom, 3 bathroom, 2,092 sqft single-family home built in 1968. 37 Windward Ln is located in Madison Center, Madison. This property is not currently available for sale. 37 Windward Ln was last sold on Apr 19, 2018 for $685,000. The current Trulia Estimate for 37 Windward Ln is $1,383,000.