32 Winding Rd
Madison, CT 06443
4 Beds
2 Baths
1,960 sqft (on 1.15 acres)
4 Beds
2 Baths
1,960 sqft
(on 1.15 acres)
Local Information
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Description
Remodeled kitchen with custom cabinets, high ceilings, skylights. Quiet, rural neighborhood. Finished walk-out basement. Above ground pool with deck. Tiny brook that runs through center of property. Private backyard. 1.15 acres.
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
Deck, Pool
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 32 Winding Rd
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Interior Details BasementAtticNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, OfficeCeiling Fan |
Heating & Cooling Heating: Baseboard, OilHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 1Floors: Softwood, Tile, Hardwood |
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: Shake ShingleDeckExterior: ShingleGardenLawn |
Pool Pool |
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached |
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Year Built Year Built: 1970 |
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler |
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Lot Area: 1.15 acres |
Price History for 32 Winding Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/08/2009 | $303,000 | Sold | Smart MLS #M9114879 |
| 03/14/2009 | $334,900 | Listed For Sale | Agent Provided |
| 04/28/1994 | $164,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,836 |
| Assessment | $260,200 |
Home facts updated by county records
Comparable Sales for 32 Winding Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $475,000 | 10/31/25 | 4 | 2 | 1,236 | |
0.14 | Single-Family Home | $350,000 | 12/08/25 | 3 | 1 | 1,754 | |
0.35 | Single-Family Home | $440,000 | 12/22/25 | 3 | 2 | 1,975 | |
0.33 | Single-Family Home | $475,000 | 09/03/25 | 3 | 1.5 | 1,200 | |
0.42 | Single-Family Home | $630,000 | 12/12/25 | 4 | 2.5 | 2,088 | |
0.51 | Single-Family Home | $640,000 | 04/16/26 | 4 | 2 | 1,848 | |
0.52 | Single-Family Home | $730,000 | 07/03/25 | 4 | 2.5 | 2,312 | |
0.72 | Single-Family Home | $664,600 | 01/30/26 | 4 | 2 | 2,028 | |
0.39 | Single-Family Home | $780,000 | 04/17/26 | 5 | 2.5 | 3,100 | |
0.60 | Single-Family Home | $670,000 | 08/21/25 | 4 | 2.5 | 2,096 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE1.92 ACRESColdwell Banker Realty
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SOLDMAY 12, 2026Coldwell Banker Realty
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FOR SALE1.84 ACRESWilliam Raveis Real Estate
SOLDAPR 17, 2026Coldwell Banker Realty
SOLDAPR 17, 2026Century 21 AllPoints Realty
Assigned Schools
These are the assigned schools for 32 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 Review11mo 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 Review3y 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 32 Winding Rd.
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.
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- 15.36 ACRESBerkshire Hathaway NE Prop.
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Off Market Homes Near 32 Winding Rd
SOLDMAY 18, 2026William Pitt Sotheby's Int'l
SOLDMAY 15, 2026Coldwell Banker Realty
SOLDMAY 13, 2026Compass Connecticut, LLC- SOLDMAY 13, 2026Vanguard Private Client Grp
- SOLDMAY 12, 2026Coldwell Banker Realty
SOLDMAY 11, 2026William Raveis Real Estate
SOLDMAY 4, 2026William Pitt Sotheby's Int'l
SOLDMAY 4, 2026Berkshire Hathaway NE Prop.
SOLDMAY 1, 2026- See more homes for sale inMadison
Homes for rent near 32 Winding Rd
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32 Winding Rd, Madison, CT 06443 is a 4 bedroom, 2 bathroom, 1,960 sqft single-family home built in 1970. This property is not currently available for sale. 32 Winding Rd was last sold on Jun 8, 2009 for $303,000. The current Trulia Estimate for 32 Winding Rd is $502,700.