Highland Lake

9Properties listed

Highland Lake Connecticut

Few places on the East Coast offer the quaint, bedroom community living and lifestyle as does Highland Lake, CT. A large body of water located adjacent to the inviting town of Winchester, this lake has much to offer those who are seeking to escape from the confines of the big city and enjoy smaller town living with available lakefront property at incredible values.
  • Highland Lake Connecticut – 554 W Wakefield Boulevard , Winchester, CT 06098

    554 W Wakefield Boulevard , Winchester, CT 06098

    This extraordinary lake/island property is among the most beautiful and unique in Connecticut. A 1.7 acre private island with docks and boat launch on

    $4,600,000 View Details

    Bedrooms - 6, Bathrooms - 6, MLS#: 99138617

  • Highland Lake Connecticut – 418 East Wakefield Blvd , Winchester, CT 06098

    418 East Wakefield Blvd , Winchester, CT 06098

    HIGHLAND LAKE LIVING AT ITS FINEST!! THIS YEAR ROUND HOME IS TRULY A GEM. COMPLETELY RECONSTRUCTED FROM THE GROUND UP APPROXIMATELY 10 YEARS AGO, EVERYTHING

    $899,900 View Details

    Bedrooms - 6, Bathrooms - 3, MLS#: L10195242

  • Highland Lake Connecticut – 734 Lake Dr , Winchester, CT 06098

    734 Lake Dr , Winchester, CT 06098

    Highland Lake Winchester CT, year round home on the tip of Bartons Point, one of the best points on the lake. This home is on Lake Drive , one of the

    $899,000 View Details

    Bedrooms - 3, Bathrooms - 2, MLS#: G10203654

  • Highland Lake Connecticut – 622 East Wakefield Blvd , Winchester, CT 06098

    622 East Wakefield Blvd , Winchester, CT 06098

    Beautiful 4200 sq. ft. lake home has it all! 100' of waterfront with western exposure. High quality docking system and inlet for boat lift and swimming

    $849,900 View Details

    Bedrooms - 5, Bathrooms - 4, 10180337

  • Highland Lake Connecticut – 760 Lake Dr , Winchester, CT 06098

    760 Lake Dr , Winchester, CT 06098

    Completely rebuilt from the ground up in 2012. Everything is brand new, inside and out!! Upscale lake home with all the amenities that you would want living

    $759,000 View Details

    Bedrooms - 3, Bathrooms - 3, 10160779

  • Highland Lake Connecticut – 167 West Wakefield Blvd , Winchester, CT 06098

    167 West Wakefield Blvd , Winchester, CT 06098

    Custom Lindell Cedar home on one of the nicest lots on Highland Lake. Enjoy a tremendous panoramic view of the entire lake from large wrap around deck

    $699,000 View Details

    Bedrooms - 3, Bathrooms - 2, 10132533

  • Highland Lake Connecticut – 344 E Wakefield Blvd , Winchester, CT 06098

    344 E Wakefield Blvd , Winchester, CT 06098

    Beautiful Highland Lake waterfront log home with private boat dock on the east side has panoramic views of the water and picturesque sunsets. This spacious

    $625,000 View Details

    Bedrooms - 3, Bathrooms - 2, 10117605

  • Highland Lake Connecticut – 814 East Wakefield Blvd , Winchester, CT 06098

    814 East Wakefield Blvd , Winchester, CT 06098

    Picture perfect long range views with awesome sunsets. This cottage has been updated with a custom kitchen with granite and stainless. Sliders leading

    $374,900 View Details

    Bedrooms - 3, Bathrooms - 1, 10145273

  • Highland Lake Connecticut – 414 East Wakefield Blvd , Winchester, CT 06098

    414 East Wakefield Blvd , Winchester, CT 06098

    164' DIRECT WATER FRONT ON HIGHLAND LAKE, SPECTACULAR VIEWS. 30' PRIVATE DOCK PLUS SWIMMING RAFT- COVERED PORCH ACROSS ENTIRE REAR OF HOME. STONE FP. ALL

    $354,900 View Details

    Bedrooms - 5, Bathrooms - 2, 10044189

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