18 Upland Road, Winchester, CT 06098
Home value
$311,000
$264,000 - $367,000
$1,819/mo
Owner options
$1,819/mo
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List your homeWhat's special
Zillow last checked:
Listing updated:
Linda Ganem 860-480-0798,
Borla & Associates Real Estate 860-482-0353
Tobias J. Rinaldi, RES.0805702
Luxe Realty LLC
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Baseboard, Natural Gas
Cooling
- None
Appliances
- Included: Gas Water Heater
- Laundry: In Unit
Features
- Doors: Storm Door(s)
- Windows: Thermopane Windows
- Basement: Full
- Attic: Access Via Hatch
- Has fireplace: No
Interior area
- Total structure area: 2,338
- Total interior livable area: 2,338 sqft
- Finished area above ground: 2,338
Property
Parking
- Total spaces: 2
- Parking features: Detached
- Garage spaces: 2
Features
- Patio & porch: Porch
- Exterior features: Garden
- Has view: Yes
- View description: City
Lot
- Size: 9,583 Square Feet
Details
- Parcel number: 926818
- Zoning: TG
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors
- Property subtype: Multi Family
Materials
- Vinyl Siding
- Foundation: Masonry, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1886
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy efficient items: Doors, Windows
Community & HOA
Community
- Features: Lake, Library, Medical Facilities, Shopping/Mall
- Subdivision: Winsted
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $124/sqft
- Tax assessed value: $125,160
- Annual tax amount: $3,409
- Date on market: 2/1/2025
Price history
| Date | Event | Price |
|---|---|---|
| 4/21/2025 | Sold | $290,000+7.6%$124/sqft |
Source: | ||
| 2/21/2025 | Pending sale | $269,500$115/sqft |
Source: | ||
| 2/14/2025 | Listed for sale | $269,500+99.6%$115/sqft |
Source: | ||
| 8/14/2020 | Sold | $135,000-3.5%$58/sqft |
Source: | ||
| 6/11/2020 | Pending sale | $139,900$60/sqft |
Source: The D'Amore Agency, LLC #170268542 Report a problem | ||
| 4/8/2020 | Listed for sale | $139,900$60/sqft |
Source: The D'Amore Agency, LLC #170268542 Report a problem | ||
| 3/4/2020 | Pending sale | $139,900$60/sqft |
Source: The D'Amore Agency, LLC #170268542 Report a problem | ||
| 2/5/2020 | Listed for sale | $139,900+3.6%$60/sqft |
Source: The D'Amore Agency, LLC #170268542 Report a problem | ||
| 11/23/2016 | Listing removed | $775-3.1% |
Source: Borla & Associates LLC Real Estate #L10133050 Report a problem | ||
| 5/14/2015 | Listing removed | $800 |
Source: Borla & Associates LLC Real Estate #L10024611 Report a problem | ||
| 3/6/2015 | Listed for rent | $800 |
Source: Borla & Associates LLC Real Estate #L10024611 Report a problem | ||
| 7/25/2014 | Listing removed | $800 |
Source: Borla & Associates LLC Real Estate #L150677 Report a problem | ||
| 6/24/2014 | Listed for rent | $800-11.1% |
Source: Borla & Associates LLC Real Estate #L150677 Report a problem | ||
| 1/3/2013 | Listing removed | $900 |
Source: Borla & Associates LLC Real Estate #L144489 Report a problem | ||
| 12/5/2012 | Listed for rent | $900 |
Source: Borla & Associates LLC Real Estate #L144489 Report a problem | ||
| 9/1/1987 | Sold | $135,000$58/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,651 +10.5% | $125,160 |
| 2024 | $3,303 | $125,160 |
| 2023 | $3,303 +8.7% | $125,160 +38.2% |
| 2022 | $3,038 | $90,580 |
| 2021 | $3,038 | $90,580 |
| 2020 | $3,038 | $90,580 |
| 2019 | $3,038 | $90,580 |
| 2018 | $3,038 -1.3% | $90,580 -1.3% |
| 2017 | $3,078 | $91,770 |
| 2016 | $3,078 +2.6% | $91,770 |
| 2015 | $3,001 +2.5% | $91,770 |
| 2014 | $2,928 +2.3% | $91,770 |
| 2013 | $2,863 -3.6% | $91,770 -21.4% |
| 2012 | $2,969 | $116,760 |
| 2011 | $2,969 | $116,760 |
| 2010 | $2,969 +3.1% | $116,760 |
| 2009 | $2,880 | $116,760 |
| 2008 | $2,880 +5.2% | $116,760 +46.2% |
| 2007 | $2,737 +2.8% | $79,870 |
| 2006 | $2,663 +1.1% | $79,870 |
| 2005 | $2,634 +9.5% | $79,870 |
| 2003 | $2,406 +2.3% | $79,870 -6.4% |
| 1995 | $2,351 | $85,320 |
Neighborhood: 06098
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Nearby schools
GreatSchools rating
- 6/10Pearson Middle SchoolGrades: 2-6Distance: 0.5 mi
- NAPearson AcademyGrades: Distance: 0.5 mi
- NABatcheller Early Education CenterGrades: PK-2Distance: 1.1 mi
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Sell for more on Zillow
- Connecticut
- Litchfield County
- Winsted
- 06098
- 18 Upland Road