Seller is working on final details. Welcome to your dream home, 39 Orchard st ! This beautifully updated colonial offers the ideal combination of timeless architecture and contemporary comfort, all situated on a fantastic private lot. As you step inside, you are greeted by the warm glow of refinished hardwood floors, The living room is inviting and bright, leading you into a dining area perfect for family gatherings. Upstairs, you'll find three comfortable bedrooms, all serviced by a stylishly renovated full bathroom. A convenient half-bath on the main floor adds to the home's functionality. However, the true masterpiece lies outside. Step through the back door to discover your own private oasis-an oversized beautiful yard that promises endless possibilities for summer barbecues, gardening, or simply relaxing in your own serene space. It's a rare find of this size and privacy. Don't miss on this great opportunity and make this home yours. Listing Agent has interest in the property.
Sold for $290,000
$290,000
39 Orchard Street, Winchester, CT 06098
3beds
1,200sqft
Single Family Residence
Built in 1875
0.26 Acres Lot
$302,200 Zestimate®
$242/sqft
$2,100 Estimated rent
Home value
$302,200
$257,000 - $354,000
$2,100/mo
Zestimate® history
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List your homeWhat's special
Three comfortable bedroomsRefinished hardwood floorsPrivate lotOversized beautiful yardSerene space
Zillow last checked:
Listing updated:
Listed by:
Dayris Del Castillo (917)805-6922,
eRealty Advisors, Inc. 203-989-3635
Bought with:
Natasha Regele, RES.0829548
KW Legacy Partners
Source: Smart MLS,MLS#: 24130085
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Forced Air, Natural Gas
Cooling
- None
Appliances
- Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
Features
- Basement: Full
- Attic: Walk-up
- Has fireplace: No
Interior area
- Total structure area: 1,200
- Total interior livable area: 1,200 sqft
- Finished area above ground: 1,200
Property
Parking
- Total spaces: 2
- Parking features: None, Paved
Lot
- Size: 0.26 Acres
- Features: Few Trees, Wooded
Details
- Parcel number: 928987
- Zoning: R-3
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Asbestos
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1875
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $242/sqft
- Tax assessed value: $120,470
- Annual tax amount: $3,514
- Date on market: 9/29/2025
Price history
| Date | Event | Price |
|---|---|---|
| 11/30/2025 | Pending sale | $279,923-3.5%$233/sqft |
Source:  Smart MLS #24130085 Report a problem | ||
| 11/26/2025 | Sold | $290,000+3.6%$242/sqft |
Source: Smart MLS #24130085 Report a problem | ||
| 9/29/2025 | Listed for sale | $279,923+34%$233/sqft |
Source: Smart MLS #24130085 Report a problem | ||
| 7/18/2025 | Sold | $208,900-11.1%$174/sqft |
Source: Smart MLS #24079182 Report a problem | ||
| 3/31/2023 | Sold | $235,000+4.4%$196/sqft |
Source: Smart MLS #170543419 Report a problem | ||
| 1/26/2023 | Contingent | $225,000$188/sqft |
Source: Smart MLS #170543419 Report a problem | ||
| 1/11/2023 | Listed for sale | $225,000$188/sqft |
Source: Smart MLS #170543419 Report a problem | ||
| 1/1/2023 | Listing removed | -- |
Source: Smart MLS #170531547 Report a problem | ||
| 11/21/2022 | Listed for sale | $225,000$188/sqft |
Source: Smart MLS #170531547 Report a problem | ||
| 10/27/2022 | Contingent | $225,000$188/sqft |
Source: Smart MLS #170531547 Report a problem | ||
| 10/21/2022 | Price change | $225,000-2.1%$188/sqft |
Source: Smart MLS #170531547 Report a problem | ||
| 9/2/2022 | Price change | $229,900-2.4%$192/sqft |
Source: Owner Report a problem | ||
| 8/3/2022 | Price change | $235,500-3.9%$196/sqft |
Source: Owner Report a problem | ||
| 7/13/2022 | Price change | $245,000-3.9%$204/sqft |
Source: Owner Report a problem | ||
| 6/30/2022 | Listed for sale | $255,000+99.2%$213/sqft |
Source: Owner Report a problem | ||
| 1/3/2022 | Sold | $128,000-12.9%$107/sqft |
Source: Public Record Report a problem | ||
| 12/16/2021 | Contingent | $147,000$123/sqft |
Source: Smart MLS #170452853 Report a problem | ||
| 12/1/2021 | Listed for sale | $147,000+47.1%$123/sqft |
Source: Smart MLS #170452853 Report a problem | ||
| 11/19/2002 | Sold | $99,900$83/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,514 +50.5% | $120,470 +36.2% |
| 2024 | $2,335 | $88,480 |
| 2023 | $2,335 -17.5% | $88,480 +4.8% |
| 2022 | $2,831 +5.4% | $84,420 +5.4% |
| 2021 | $2,686 | $80,080 |
| 2020 | $2,686 | $80,080 |
| 2019 | $2,686 | $80,080 |
| 2018 | $2,686 +4.9% | $80,080 +4.9% |
| 2017 | $2,561 +0.4% | $76,370 +0.4% |
| 2016 | $2,552 +2.6% | $76,090 |
| 2015 | $2,488 +2.5% | $76,090 |
| 2014 | $2,428 +2.3% | $76,090 |
| 2013 | $2,374 -9.1% | $76,090 -26% |
| 2012 | $2,613 | $102,760 |
| 2011 | $2,613 | $102,760 |
| 2010 | $2,613 +3.1% | $102,760 |
| 2009 | $2,535 | $102,760 |
| 2008 | $2,535 +13.9% | $102,760 +58.2% |
| 2007 | $2,226 +2.8% | $64,960 |
| 2006 | $2,166 +1.1% | $64,960 |
| 2005 | $2,142 +9.5% | $64,960 |
| 2003 | $1,957 -11.6% | $64,960 -19.1% |
| 1995 | $2,213 | $80,300 |
Find assessor info on the county website
Neighborhood: 06098
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Nearby schools
GreatSchools rating
- NAMary P. Hinsdale SchoolGrades: PK-2Distance: 0.6 mi
- 6/10Pearson Middle SchoolGrades: 2-6Distance: 0.6 mi
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- Connecticut
- Litchfield County
- Winsted
- 06098
- 39 Orchard Street
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