89 Winding Rd
Madison, CT 06443
4 Beds
2 Baths
2,382 sqft (on 0.93 acres)
4 Beds
2 Baths
2,382 sqft
(on 0.93 acres)
Local Information
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Description
Very desirable neighborhood with plenty of room to play on level yard. Updated kitchen with newer appliances and glass tile back splash and remodeled tiled baths. Great LL family and office. Newer windows. Roof 4 yrs. New water filter. Outdoor shower.
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
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 89 Winding Rd
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Heating & Cooling Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Hardwood |
Interior Details Number of Rooms: 7 |
Appliances & Utilities DishwasherDryerMicrowaveRefrigerator |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Other |
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Year Built Year Built: 1969 |
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler |
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Lot Area: 0.93 acres |
Price History for 89 Winding Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 01/30/2015 | $303,000 | Sold | Smart MLS #M9148696 |
| 11/22/2014 | $315,000 | PriceChange | Agent Provided |
| 11/09/2014 | $320,000 | PriceChange | Agent Provided |
| 10/24/2014 | $329,900 | PriceChange | Agent Provided |
| 08/28/2014 | $339,900 | PriceChange | Agent Provided |
| 06/24/2014 | $349,900 | Listed For Sale | Agent Provided |
| 02/23/2012 | $349,900 | ListingRemoved | Agent Provided |
| 02/15/2012 | $349,900 | Listed For Sale | Agent Provided |
| 07/23/2003 | $290,000 | Sold | Smart MLS #M9074276 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,832 |
| Assessment | $304,600 |
Home facts updated by county records
Comparable Sales for 89 Winding Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $350,000 | 12/08/25 | 3 | 1 | 1,754 | |
0.37 | Single-Family Home | $475,000 | 10/31/25 | 4 | 2 | 1,236 | |
0.40 | Single-Family Home | $630,000 | 12/12/25 | 4 | 2.5 | 2,088 | |
0.62 | Single-Family Home | $440,000 | 12/22/25 | 3 | 2 | 1,975 | |
0.34 | Single-Family Home | $780,000 | 04/17/26 | 5 | 2.5 | 3,100 | |
0.45 | Single-Family Home | $740,000 | 04/22/26 | 3 | 2.5 | 2,446 | |
0.56 | Single-Family Home | $730,000 | 07/03/25 | 4 | 2.5 | 2,312 | |
0.51 | Single-Family Home | $670,000 | 08/21/25 | 4 | 2.5 | 2,096 | |
0.59 | Single-Family Home | $475,000 | 09/03/25 | 3 | 1.5 | 1,200 | |
0.65 | Single-Family Home | $640,000 | 04/16/26 | 4 | 2 | 1,848 |
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Assigned Schools
These are the assigned schools for 89 Winding Rd.
- 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 - Kathleen H. Ryerson Elementary School
- K-3
- Public
- 316 Students
10/10GreatSchools RatingParent Rating AverageThis school is an absolute gem. My kids are greeted by name, helped out of the car and warmly escorted into the building. The principal loves her job, and it shows. The teachers make learning fun and curriculum is academically on point.. The culture is one of kindness and you can feel the love on site and at community events. We came from a huge school, so moving to this tight-knit but super welcoming community has been a dream come true!Parent Review4y 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 89 Winding Rd.
What Locals Say about Madison
At least 57 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
12 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
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12.66 ACRES
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89 Winding Rd, Madison, CT 06443 is a 4 bedroom, 2 bathroom, 2,382 sqft single-family home built in 1969. This property is not currently available for sale. 89 Winding Rd was last sold on Jan 30, 2015 for $303,000. The current Trulia Estimate for 89 Winding Rd is $576,900.