Enjoy years of maintenance-free living in this beautifully maintained 3-bedroom, 2-bath home, ideally situated on a quiet side street just minutes from the beach at Highland Lake and the shops, restaurants, and conveniences of downtown Winsted. Completely remodeled in 2017, this home offers a long list of updates at that time including a new roof, updated baths, remodeled kitchen, all new flooring, new deck, newer heating system, and freshly painted interior and exterior. The current owner has meticulously maintained the home, preserving its like-new condition. The lower level provides excellent flexibility and offers the potential for an in-law suite, home office, or additional living space. Whether you're looking for comfort, convenience, or versatility, this home delivers it all. Don't wait-this one is here today and gone tomorrow.
Accepting backups
$279,900
44 Lewis Street, Winchester, CT 06098
3beds
1,604sqft
Est.:
Single Family Residence
Built in 1980
0.26 Acres Lot
$292,400 Zestimate®
$175/sqft
$-- HOA
What's special
Newer heating systemNew deckAll new flooringUpdated bathsFreshly painted interiorRemodeled kitchenNew roof
- 40 days |
- 67 |
- 0 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: February 25, 2026 at 08:24am
Listed by:
David Sartirana (860)806-0225,
Northwest CT Realty 860-379-7245
Source: Smart MLS,MLS#: 24155057
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Main
- Area: 168 Square Feet
- Dimensions: 12 x 14
Bedroom
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11 x 11
Bedroom
- Level: Main
- Area: 90 Square Feet
- Dimensions: 10 x 9
Dining room
- Level: Main
Family room
- Level: Lower
- Area: 391 Square Feet
- Dimensions: 23 x 17
Kitchen
- Features: Laminate Floor, Remodeled
- Level: Main
- Area: 204 Square Feet
- Dimensions: 17 x 12
Living room
- Features: Laminate Floor
- Level: Main
- Area: 224 Square Feet
- Dimensions: 16 x 14
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Oven/Range, Refrigerator, Dishwasher, Water Heater
- Laundry: Lower Level
Features
- Windows: Thermopane Windows
- Basement: Full,Heated,Garage Access,Partially Finished,Walk-Out Access,Concrete
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 1,604
- Total interior livable area: 1,604 sqft
- Finished area above ground: 1,148
- Finished area below ground: 456
Property
Parking
- Total spaces: 1
- Parking features: Attached
- Attached garage spaces: 1
Features
- Patio & porch: Deck
- Waterfront features: Walk to Water
Lot
- Size: 0.26 Acres
- Features: Open Lot
Details
- Parcel number: 928906
- Zoning: R-3
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Clapboard, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1980
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Ridge Vents, Windows
Community & HOA
Community
- Features: Golf, Lake, Library, Medical Facilities, Park, Public Rec Facilities, Near Public Transport
- Subdivision: Winsted
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $175/sqft
- Tax assessed value: $134,680
- Annual tax amount: $3,929
- Date on market: 2/18/2026
Estimated market value
$292,400
$278,000 - $307,000
$2,677/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/18/2026 | Listed for sale | $279,900+69.6%$175/sqft |
Source:  Smart MLS #24155057 Report a problem | ||
| 3/11/2020 | Sold | $165,000-5.7%$103/sqft |
Source: Smart MLS #170255471 Report a problem | ||
| 1/26/2020 | Pending sale | $174,900$109/sqft |
Source: Northwest CT Realty #170255471 Report a problem | ||
| 12/1/2019 | Listed for sale | $174,900+12.8%$109/sqft |
Source: Northwest CT Realty #170255471 Report a problem | ||
| 2/17/2017 | Sold | $155,000$97/sqft |
Source: Smart MLS #L10180694 Report a problem | ||
| 12/11/2016 | Pending sale | $155,000$97/sqft |
Source: Northwest CT Realty #L10180694 Report a problem | ||
| 11/28/2016 | Price change | $155,000-6%$97/sqft |
Source: Northwest CT Realty #L10180694 Report a problem | ||
| 11/8/2016 | Listed for sale | $164,900+119.9%$103/sqft |
Source: Northwest CT Realty #L10180694 Report a problem | ||
| 2/18/2016 | Sold | $75,000-6.1%$47/sqft |
Source: Smart MLS #G10101501 Report a problem | ||
| 2/2/2016 | Pending sale | $79,900$50/sqft |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #G10101501 Report a problem | ||
| 1/5/2016 | Listed for sale | $79,900-19.3%$50/sqft |
Source: Homepath #G10101501 Report a problem | ||
| 9/1/2015 | Listing removed | $99,000$62/sqft |
Source: The D'Amore Agency, LLC #L149901 Report a problem | ||
| 6/18/2015 | Listed for sale | $99,000-34%$62/sqft |
Source: The D'Amore Agency, LLC #L149901 Report a problem | ||
| 5/7/2015 | Listing removed | $149,900$93/sqft |
Source: The D'Amore Agency, LLC #L149901 Report a problem | ||
| 2/16/2015 | Price change | $149,900-6.3%$93/sqft |
Source: The D'Amore Agency, LLC #L149901 Report a problem | ||
| 8/21/2014 | Price change | $159,900-5.9%$100/sqft |
Source: The D'Amore Agency, LLC #L149901 Report a problem | ||
| 5/7/2014 | Listed for sale | $169,900$106/sqft |
Source: The D'Amore Agency, LLC #L149901 Report a problem | ||
| 11/19/2013 | Listing removed | $169,900$106/sqft |
Source: Connecticut Real Estate Group LLC #W1071482 Report a problem | ||
| 5/3/2013 | Listed for sale | $169,900$106/sqft |
Source: CONNECTICUT REAL ESTATE GROUP, LLC. #W1071482 Report a problem | ||
| 9/4/2012 | Listing removed | $169,900$106/sqft |
Source: Connecticut Real Estate Group LLC #W1067243 Report a problem | ||
| 6/1/2012 | Listed for sale | $169,900-5.1%$106/sqft |
Source: Connecticut Real Estate Group LLC #W1067243 Report a problem | ||
| 7/2/2010 | Listing removed | $179,000$112/sqft |
Source: ERA PROPERTY CENTER #L133563 Report a problem | ||
| 3/9/2010 | Listed for sale | $179,000-1.6%$112/sqft |
Source: ERA PROPERTY CENTER #L133563 Report a problem | ||
| 8/15/2005 | Sold | $182,000+60.4%$113/sqft |
Source: Public Record Report a problem | ||
| 8/1/2000 | Sold | $113,500-14.7%$71/sqft |
Source: Public Record Report a problem | ||
| 10/22/1987 | Sold | $133,000$83/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,929 +10.6% | $134,680 |
| 2024 | $3,554 | $134,680 |
| 2023 | $3,554 +4% | $134,680 +32.1% |
| 2022 | $3,418 | $101,920 |
| 2021 | $3,418 | $101,920 |
| 2020 | $3,418 | $101,920 |
| 2019 | $3,418 | $101,920 |
| 2018 | $3,418 +4.4% | $101,920 +4.4% |
| 2017 | $3,273 -0.2% | $97,580 -0.1% |
| 2016 | $3,278 +2.6% | $97,720 |
| 2015 | $3,195 +2.5% | $97,720 |
| 2014 | $3,118 +2.3% | $97,720 |
| 2013 | $3,049 -5.8% | $97,720 -23.3% |
| 2012 | $3,238 | $127,330 |
| 2011 | $3,238 | $127,330 |
| 2010 | $3,238 +3.1% | $127,330 |
| 2009 | $3,141 | $127,330 |
| 2008 | $3,141 +3.4% | $127,330 +43.6% |
| 2007 | $3,039 +2.8% | $88,690 |
| 2006 | $2,957 +1.1% | $88,690 |
| 2005 | $2,925 +9.5% | $88,690 |
| 2003 | $2,671 | $88,690 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$1,816/mo
Principal & interest
$1401
Property taxes
$415
More affordability tools
Climate risks
Neighborhood: 06098
Nearby schools
GreatSchools rating
- NABatcheller Early Education CenterGrades: PK-2Distance: 0.2 mi
- NAPearson AcademyGrades: Distance: 0.7 mi
- 6/10Pearson Middle SchoolGrades: 3-6Distance: 0.7 mi
Schools provided by the listing agent
- Elementary: PBOE
- High: The Gilbert
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 06098
- Connecticut
- Litchfield County
- Winsted
- 06098
- 44 Lewis Street
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