Highest and best offer by noon on Monday 21st. Welcome to 180 Shore Dr - your own beautifully renovated waterfront retreat on highly desirable Lake! This exceptional year-round home offers the perfect combination of modern comfort, stunning water views, and the lake lifestyle you've been dreaming about. Featuring 3 bedrooms and 2 full bathrooms, the home has been extensively remodeled with quality finishes and thoughtful attention to detail throughout. Step inside to a bright, inviting interior filled with natural light from newer Andersen windows and doors. The beautifully renovated kitchen features modern appliances, sleek countertops, abundant cabinetry, and an open, welcoming feel that's perfect for entertaining after a day on the lake. Both full bathrooms have been tastefully remodeled, while LifeProof luxury plank flooring provides durability and easy maintenance. Enjoy year-round comfort with updated heating and central air conditioning. Outside is where this property truly shines! A newer deck and patio overlook Highland Lake, creating the perfect setting for morning coffee, summer dinners, sunsets, and unforgettable gatherings with family and friends. Step outside and enjoy direct access to one of Connecticut's most beautiful recreational lakes. Whether you're searching for a primary residence, weekend escape, or spectacular AirBnB, 180 Shore Dr delivers the lifestyle, location, and views that make waterfront ownership so special. Want an easy, turnkey lake getaway? The property can be purchased furnished, allowing you to start enjoying it immediately. We can even offer a boat to the buyer, creating an incredible opportunity to get on the water and enjoy the remainder of the boating season, enjoy direct access to one of Connecticut's most beautiful recreational lakes. Outdoor enthusiasts will love Highland Lake's fantastic trout and bass fishing, along with kayaking, paddleboarding, boating, swimming, and endless opportunities to explore and enjoy the water right from your own shoreline.
Accepting backups
$749,900
180 Shore Drive, Winchester, CT 06098
3beds
1,131sqft
Single Family Residence
Built in 1978
5,227 Square Feet Lot
$732,800 Zestimate®
$663/sqft
$-- HOA
What's special
Stunning water viewsLifeproof luxury plank flooringSleek countertopsModern appliancesAbundant cabinetryBeautifully renovated kitchen
- 31 days
- 1,034
- 46
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jacek Mikolajczyk Team,
Jacek Mikolajczyk (860)874-6646,
Berkshire Hathaway NE Prop. 860-677-4949
Source: Smart MLS,MLS#: 24206406
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Laundry, Workshop
Primary bedroom
- Features: Remodeled
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11 x 11
Bedroom
- Features: Remodeled, Patio/Terrace, Sliders
- Level: Lower
- Area: 143 Square Feet
- Dimensions: 11 x 13
Bedroom
- Features: Remodeled, Patio/Terrace, Sliders
- Level: Lower
- Area: 143 Square Feet
- Dimensions: 13 x 11
Bathroom
- Features: Remodeled, Tile Floor
- Level: Main
- Area: 60 Square Feet
- Dimensions: 8 x 7.5
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Lower
- Area: 38.5 Square Feet
- Dimensions: 7 x 5.5
Kitchen
- Features: Remodeled, High Ceilings, Balcony/Deck, Quartz Counters, Dining Area, Sliders
- Level: Main
- Area: 154 Square Feet
- Dimensions: 11 x 14
Living room
- Features: Remodeled, High Ceilings, Cathedral Ceiling(s), Balcony/Deck, Beamed Ceilings
- Level: Main
- Area: 374 Square Feet
- Dimensions: 17 x 22
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Electric Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Windows: Thermopane Windows
- Basement: Full,Finished
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 1,131
- Total interior livable area: 1,131 sqft
- Finished area above ground: 1,131
Property
Features
- Patio & porch: Deck, Patio
- Exterior features: Lighting
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Lake, Dock or Mooring, Beach Access, Association Required, Water Community, Access
Lot
- Size: 5,227 Square Feet
- Features: Level
Details
- Parcel number: 928506
- Zoning: HL
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1978
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy efficient items: Thermostat, Windows
Community & HOA
Community
- Features: Lake, Playground
- Subdivision: Winsted
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $663/sqft
- Tax assessed value: $385,560
- Annual tax amount: $11,567
- Date on market: 9/11/2026
Estimated market value
$732,800
$696,000 - $769,000
$2,183/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/2/2026 | Contingent | $749,900$663/sqft |
Source: | ||
| 9/11/2026 | Listed for sale | $749,900+7.1%$663/sqft |
Source: | ||
| 10/31/2023 | Sold | $700,000+0%$619/sqft |
Source: | ||
| 9/28/2023 | Contingent | $699,900$619/sqft |
Source: | ||
| 8/2/2023 | Price change | $699,900-3.4%$619/sqft |
Source: | ||
| 7/17/2023 | Listed for sale | $724,900+57.6%$641/sqft |
Source: | ||
| 8/31/2022 | Sold | $459,900+2.2%$407/sqft |
Source: | ||
| 7/7/2022 | Contingent | $449,900$398/sqft |
Source: | ||
| 7/2/2022 | Listed for sale | $449,900+38.5%$398/sqft |
Source: | ||
| 8/14/2013 | Listing removed | $324,900$287/sqft |
Source: William Raveis Real Estate #G650185 Report a problem | ||
| 5/5/2013 | Listed for sale | $324,900-1.5%$287/sqft |
Source: William Raveis Real Estate #G650185 Report a problem | ||
| 10/16/2012 | Listing removed | $329,900$292/sqft |
Source: William Raveis Real Estate #G622791 Report a problem | ||
| 10/4/2012 | Price change | $329,900-1.5%$292/sqft |
Source: William Raveis Real Estate #G622791 Report a problem | ||
| 9/2/2012 | Price change | $334,900-2.9%$296/sqft |
Source: William Raveis Real Estate #G622791 Report a problem | ||
| 7/1/2012 | Price change | $344,900-13.8%$305/sqft |
Source: William Raveis Real Estate #G622791 Report a problem | ||
| 5/22/2012 | Listed for sale | $399,900+14.3%$354/sqft |
Source: William Raveis Real Estate #G622791 Report a problem | ||
| 1/2/2012 | Listing removed | $350,000$309/sqft |
Source: William Raveis Real Estate #L139949 Report a problem | ||
| 10/22/2011 | Listed for sale | $350,000+147.3%$309/sqft |
Source: William Raveis Real Estate #L139949 Report a problem | ||
| 5/3/1999 | Sold | $141,500+8%$125/sqft |
Source: Public Record Report a problem | ||
| 10/1/1997 | Sold | $131,000$116/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,824 +10.5% | $371,070 |
| 2024 | $9,793 | $371,070 |
| 2023 | $9,793 +24.3% | $371,070 +58% |
| 2022 | $7,878 | $234,890 |
| 2021 | $7,878 | $234,890 |
| 2020 | $7,878 | $234,890 |
| 2019 | $7,878 | $234,890 |
| 2018 | $7,878 +7.5% | $234,890 +7.5% |
| 2017 | $7,327 | $218,470 |
| 2016 | $7,327 +2.6% | $218,470 |
| 2015 | $7,144 +2.5% | $218,470 |
| 2014 | $6,971 +2.3% | $218,470 |
| 2013 | $6,816 +10.7% | $218,470 -9.8% |
| 2012 | $6,158 | $242,170 |
| 2011 | $6,158 | $242,170 |
| 2010 | $6,158 +3.1% | $242,170 |
| 2009 | $5,974 | $242,170 |
| 2008 | $5,974 +10.6% | $242,170 +53.7% |
| 2007 | $5,400 +2.8% | $157,570 |
| 2006 | $5,253 +1.1% | $157,570 |
| 2005 | $5,197 +9.5% | $157,570 |
| 2003 | $4,746 +38.4% | $157,570 +26.6% |
| 1995 | $3,429 | $124,430 |
Find assessor info on the county website
Monthly payment
Est. payment





