44 Winding Rd Madison, CT 06443
Madison AreaEstimated payment $2,795/month
Highlights
- Ranch Style House
- Attic
- Baseboard Heating
- Walter C. Polson Middle School Rated A
- Fireplace
About This Home
Situated on 1.62 acres, this 4-bedroom, 2-bath ranch offers endless potential for investors, contractors, or buyers looking to create their dream home. The expansive backyard, once used as a sports field, provides an incredible amount of usable outdoor space that's rarely found. Inside, you'll find hardwood floors in many rooms, a spacious living room with a fireplace, a 2-car attached garage, and a bright sunroom/family room just off the kitchen featuring walls of windows overlooking the backyard. The home does require significant updating and repairs, but the layout, lot, and location provide an exceptional opportunity to add value. Conveniently located close to downtown shops, restaurants, and commuter routes.
Listing Agent
eXp Realty Brokerage Phone: (347) 634-2123 License #RES.0811095 Listed on: 08/06/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,052
Year Built
- Built in 1968
Lot Details
- 1.62 Acre Lot
- Property is zoned RU-1
Parking
- 2 Car Garage
Home Design
- Ranch Style House
- Concrete Foundation
- Frame Construction
- Shingle Roof
- Vinyl Siding
Interior Spaces
- 1,698 Sq Ft Home
- Fireplace
- Basement Fills Entire Space Under The House
- Attic or Crawl Hatchway Insulated
- Oven or Range
Bedrooms and Bathrooms
- 4 Bedrooms
- 2 Full Bathrooms
Utilities
- Baseboard Heating
- Heating System Uses Oil
- Well
- Fuel Tank Located in Basement
Listing and Financial Details
- Assessor Parcel Number 1159705
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $7,052 | $314,400 | $123,300 | $191,100 |
| 2024 | $6,917 | $314,400 | $123,300 | $191,100 |
| 2023 | $6,150 | $205,200 | $94,900 | $110,300 |
| 2022 | $6,035 | $205,200 | $94,900 | $110,300 |
| 2021 | $5,920 | $205,200 | $94,900 | $110,300 |
| 2020 | $5,219 | $205,200 | $94,900 | $110,300 |
| 2019 | $5,817 | $205,200 | $94,900 | $110,300 |
| 2018 | $5,706 | $203,500 | $94,600 | $108,900 |
| 2017 | $5,556 | $203,500 | $94,600 | $108,900 |
| 2016 | $5,391 | $203,500 | $94,600 | $108,900 |
| 2015 | $5,242 | $203,500 | $94,600 | $108,900 |
| 2014 | $6,527 | $259,300 | $143,700 | $115,600 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/16/2026 08/16/26 | Pending | -- | -- | -- |
| 08/06/2026 08/06/26 | For Sale | $400,000 | -- | $236 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $310,000 | -- | |
| Warranty Deed | $170,000 | -- | |
| Deed | $199,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $183,900 | Adjustable Rate Mortgage/ARM | |
| Closed | $133,400 | No Value Available | |
| Previous Owner | $218,829 | No Value Available |
Source: SmartMLS
MLS Number: 24197194
APN: MADI-000115-000000-000039
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Ask me questions while you tour the home.