Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$789,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,258 Sq. Ft.
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
Summer is just around the corner, and this is your opportunity to own a highly sought-after waterfront property on the beautiful Highland Lake! Located on Shore Drive in the 1st Bay, this private 5-bedroom home offers breathtaking western exposure, giving you the perfect view of every sunset. Enjoy direct waterfront access and make the most of the flat, easy-to-maintain lot - ideal for outdoor activities, lakeside relaxation, or simply soaking in the sun. Don't miss out on this incredible opportunity - properties like this don't come around often!

Full Property Details for 156 Shore Dr

General

  • Price: $789,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24160676
  • Updated: 3/21/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 8
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Main Level

Exterior

  • Color: Beige

Parking

  • Total Spaces: 6
  • Parking: Off Street Parking, Driveway, Unpaved

Location

  • County: Litchfield
  • Neighborhood: Winsted
  • Driving Directions: East Wakefield to Shore Drive

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Winsted

Heating & Cooling

  • Cooling Type: Ceiling Fans
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, 80 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Other
  • Construction Status: No/Resale
  • Exterior Const.: Stone, Stucco
  • Basement Desc.: None
  • Roof: Asphalt Shingle
  • Square Feet: 1,258
  • Above Ground: 1,258 Sq. Ft.
  • Year Built: 1930

Lot Features

  • Lot Size (Acres): 0.1
  • Driveway/Sidewalk: Private, Unpaved, Crushed Stone
  • Zoning: HLD
  • Lot Description: Level Lot, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Lake

Financial Considerations

  • Assessment Amount: $362,600
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Flood Zone: Yes
  • Property ID: 928497

Listed by Showcase Realty, Inc., Bryan Palladino

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 156 Shore Dr —

  • Bryan Palladino

    Showcase Realty, Inc.

Agent Contact: (475) 204-6145 Office Contact: (860) 274-7000

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 156 Shore Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/21/2026
Listed
$789,000
97.25%
MLS
9/29/2014
Sold
$400,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 156 Shore Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$10,577
7%
$362,600
—
2023
$9,877
3%
$362,600
—
2023
$9,569
21%
$362,600
54%
2022
$7,907
—
$235,760
—
2021
$7,907
—
$235,760
—
2020
$7,907
—
$235,760
—
2019
$7,907
—
$235,760
—
2018
$7,907
9%
$235,760
9%
2017
$7,261
—
$216,480
—
2016
$7,261
3%
$216,480
—
2015
$7,079
2%
$216,480
—
2014
$6,908
2%
$216,480
—
2013
$6,754
—
$216,480
—
2011
$6,754
—
$216,480
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 156 Shore Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Showcase Realty, Inc., Bryan Palladino

Similar Properties near 156 Shore Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

385 Cotton Hill Rd, New Hartford, CT 06057 - Photo 1
$759,000

385 Cotton Hill Rd  New Hartford, CT 06057

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,376
    Sq. Ft.
Listed by Vision Real Estate
305 Westledge Dr, Torrington, CT 06790 - Photo 1
$825,000

305 Westledge Dr  Torrington, CT 06790

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 2,508
    Sq. Ft.
Listed by The Gonzalez Property Group
185 Route 63, Canaan, CT 06031 - Photo 1
$745,000

185 Route 63  Canaan, CT 06031

  • Single Family
  • Active
  • Updated 7 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,409
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
100 Belden St, Canaan, CT 06031 - Photo 1
$750,000

100 Belden St  Canaan, CT 06031

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 2,201
    Sq. Ft.
Listed by KW Legacy Partners

Just Listed near 156 Shore Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

00 Prock Hill Rd, Colebrook, CT 06021 - Photo 1 Just Listed
$750,000

00 Prock Hill Rd  Colebrook, CT 06021

  • Agricultural Land
  • Active
  • Updated 1 day ago
  • 102
    Acres
Listed by Sullivan Real Estate Inc
302 Gillette Rd, New Hartford, CT 06057 - Photo 1 Just Listed
$159,925

302 Gillette Rd  New Hartford, CT 06057

  • Land Residential
  • Active
  • Updated 3 days ago
  • 2.4
    Acres
Listed by Five Stars Realty
91 Rockledge Loop, Torrington, CT 06790 - Photo 1 Just Listed
$235,000

91 Rockledge Loop  #91  Torrington, CT 06790

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,095
    Sq. Ft.
Listed by Lisa Bredice (860) 806-4036
68 Wilson Ave, Torrington, CT 06790 - Photo 1 Just Listed
$150,000

68 Wilson Ave  #APT 103  Torrington, CT 06790

  • Apartment
  • Active
  • Updated 6 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 750
    Sq. Ft.
Listed by The Bella Group, LLC

Price Reduced near 156 Shore Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

18 Niles Rd, New Hartford, CT 06057 - Photo 1 Price Reduced
-$40,000 (-13.38%)
$259,000

18 Niles Rd  New Hartford, CT 06057

  • Land Residential
  • Active
  • Updated 2 days ago
  • 29.6
    Acres
Listed by Connecticut Real Estate
839 Main St, Torrington, CT 06790 - Photo 1 Price Reduced
-$10,000 (-7.15%)
$129,900

839 Main St  #APT 104  Torrington, CT 06790

  • Condo
  • Active
  • Updated 5 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 656
    Sq. Ft.
Listed by Borla & Associates Real Estate
444 Prospect St, Torrington, CT 06790 - Photo 1 Price Reduced
-$24,000 (-4.81%)
$475,000

444 Prospect St  Torrington, CT 06790

  • Commercial
  • Active
Listed by Turning Point Realty, LLC
19 Harwinton Ave, Torrington, CT 06790 - Photo 1 Price Reduced
-$10,000 (-3.33%)
$289,900

19 Harwinton Ave  Torrington, CT 06790

  • Single Family
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,584
    Sq. Ft.
Listed by Century 21 AllPoints Realty

Recent Sales near 156 Shore Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

151 Losaw Rd, Winchester, CT 06098 - Photo 1 Sold
$690,000

151 Losaw Rd  Winchester, CT 06098

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 2,950
    Sq. Ft.
Listed by Compass Connecticut, LLC
Sold by W. Raveis Lifestyles Realty
40 Fuller Rd, Barkhamsted, CT 06063 - Photo 1 Sold
$850,000

40 Fuller Rd  Barkhamsted, CT 06063

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 5,948
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by Tier 1 Real Estate
114 Pinney St, Colebrook, CT 06021 - Photo 1 Sold
$695,000

114 Pinney St  Colebrook, CT 06021

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 3,110
    Sq. Ft.
Listed by Coldwell Banker Premier Real Estate
Sold by Century 21 AllPoints Realty
82 Water St, Torrington, CT 06790 - Photo 1 Sold
$838,000

82 Water St  Torrington, CT 06790

  • Commercial
  • Closed
Listed by Ethos Rlty, LLC
Sold by RE/MAX Right Choice

156 Shore Drive, Winchester, CT 06098 (MLS# 24160676) is a Single Family property with 5 bedrooms, 1 full bathroom and 1 partial bathroom. 156 Shore Drive is currently listed for $789,000 and was received on March 21, 2026. Want to learn more about 156 Shore Drive? Do you have questions about finding other Single Family real estate for sale in Winsted? You can browse all Winsted real estate or contact a Coldwell Banker agent to request more information.

Tour this property