An exceptional opportunity to create your dream home on the shores of highly sought-after Highland Lake. This waterfront property at 414 E Wakefield Boulevard offers the perfect setting to bring your vision of lakefront living to life. Existing plans for an impressive approximately 4,000-square-foot waterfront home are available, giving you the option to move forward with an already thoughtfully designed residence-or start fresh and create a custom home uniquely your own. Imagine walls of glass framing spectacular lake views, expansive outdoor living spaces, and your own private waterfront just steps from your door. Whether you envision a sophisticated year-round residence or an unforgettable family lake retreat, this property offers the rare opportunity to design around the lifestyle you've always wanted. You have the location. You have the lake. Now create the dream.
Lot/land
$850,000
414 East Wakefield Boulevard, Winchester, CT 06098
--beds
--baths
0.9Acres
Unimproved Land
Built in ----
0.9 Acres Lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Waterfront propertySpectacular lake views
- 25 days
- 558
- 17
Zillow last checked:
Listing updated:
Listed by:
Annie Simard (860)841-2633,
LPT Realty 877-366-2213
Source: Smart MLS,MLS#: 24196886
Facts & features
Interior
Interior area
- Total structure area: 0
Property
Parking
- Parking features: Garage
- Has garage: Yes
Features
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Lake, Walk to Water, Dock or Mooring, Water Community, Access
- Frontage length: 160
Lot
- Size: 0.9 Acres
- Features: Sloped, Approved Building Lot, Suburban
Details
- Additional structures: Garage(s)
- Parcel number: 924846
- Zoning: HLD
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
- Utilities for property: Electricity Available
Community & HOA
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Tax assessed value: $238,000
- Annual tax amount: $7,140
- Date on market: 9/3/2026
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/3/2026 | Listed for sale | $850,000+162.3% |
Source:  Smart MLS #24196886 Report a problem | ||
| 12/1/2020 | Sold | $324,000 |
Source: Smart MLS #170343627 Report a problem | ||
| 10/19/2020 | Pending sale | $324,000 |
Source: William Pitt Sotheby's International Realty #170343627 Report a problem | ||
| 10/8/2020 | Listed for sale | $324,000 |
Source: William Pitt Sotheby's International Realty #170343627 Report a problem | ||
| 1/14/2020 | Listing removed | $324,000 |
Source: William Pitt Sotheby's International Realty #170182612 Report a problem | ||
| 7/31/2019 | Price change | $324,000-9.7% |
Source: William Pitt Sotheby's International Realty #170182612 Report a problem | ||
| 6/20/2019 | Price change | $359,000-6.8% |
Source: William Pitt Sotheby's International Realty #170182612 Report a problem | ||
| 4/14/2019 | Listed for sale | $385,000+42.6% |
Source: William Pitt Sotheby's International Realty #170182612 Report a problem | ||
| 10/23/2017 | Sold | $270,000-23.9% |
Source: Smart MLS #G10044189 Report a problem | ||
| 3/16/2017 | Price change | $354,900-11.3% |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #g10044189 Report a problem | ||
| 4/8/2016 | Price change | $400,000-11.1% |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #g10044189 Report a problem | ||
| 3/23/2016 | Pending sale | $450,000 |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #g10044189 Report a problem | ||
| 7/18/2015 | Price change | $450,000-5.3% |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #g10044189 Report a problem | ||
| 8/6/2014 | Price change | $475,000-9.5% |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #G649097 Report a problem | ||
| 7/19/2013 | Price change | $525,000-8.7% |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #G649097 Report a problem | ||
| 6/7/2013 | Price change | $575,000-3.4% |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #G649097 Report a problem | ||
| 4/26/2013 | Price change | $595,000-12.4% |
Source: CENTURY 21 Clemens & Sons Realty, Inc. #G649097 Report a problem | ||
| 10/25/2012 | Price change | $679,000-0.1% |
Source: Sullivan Real Estate Inc #L144204 Report a problem | ||
| 2/9/2012 | Listed for sale | $679,900-2.9% |
Source: METTLING REAL ESTATE #L141292 Report a problem | ||
| 1/1/2012 | Listing removed | $699,900 |
Source: REALTY EXECUTIVES NORTHWEST #L130474 Report a problem | ||
| 4/8/2011 | Price change | $699,900-12.5% |
Source: REALTY EXECUTIVES NORTHWEST #L130474 Report a problem | ||
| 3/13/2010 | Price change | $799,900-8% |
Source: REALTY EXECUTIVES NORTHWEST #L130474 Report a problem | ||
| 5/22/2009 | Listed for sale | $869,900 |
Source: REALTY EXECUTIVES NORTHWEST #L130474 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,942 -50% | $238,000 -54.8% |
| 2024 | $13,897 | $526,610 |
| 2023 | $13,897 +35.6% | $526,610 +72.4% |
| 2022 | $10,246 | $305,480 |
| 2021 | $10,246 | $305,480 |
| 2020 | $10,246 | $305,480 |
| 2019 | $10,246 -20.8% | $305,480 -20.8% |
| 2018 | $12,932 +17.2% | $385,560 +17.2% |
| 2017 | $11,038 +1% | $329,110 +1% |
| 2016 | $10,926 +2.6% | $325,750 |
| 2015 | $10,652 +2.5% | $325,750 |
| 2014 | $10,395 +2.3% | $325,750 |
| 2013 | $10,163 +2.6% | $325,750 -16.3% |
| 2012 | $9,902 | $389,380 |
| 2011 | $9,902 | $389,380 |
| 2010 | $9,902 +3.1% | $389,380 |
| 2009 | $9,606 | $389,380 |
| 2008 | $9,606 -3.3% | $389,380 +34.4% |
| 2007 | $9,931 +2.8% | $289,800 |
| 2006 | $9,662 +1.1% | $289,800 |
| 2005 | $9,558 +9.5% | $289,800 |
| 2003 | $8,729 +76.8% | $289,800 +61.8% |
| 1995 | $4,938 | $179,160 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 06098
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