Highland Lake

19Properties 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

    $4,100,000 View Details

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

  • Highland Lake Connecticut – 211-212 W Wakefield Boulevard , Winchester, CT 06098

    211-212 W Wakefield Boulevard , Winchester, CT 06098

    This spectacular 3 structure compound has a main house of 6800 sq.ft with a wrap around balcony that offers a view of the lake. The large master suite

    $3,400,000 View Details

    Bedrooms - 6, Bathrooms - 7, 99148614

  • Highland Lake Connecticut – 512 West Wakefield Boulevard , Winchester, CT 06098

    512 West Wakefield Boulevard , Winchester, CT 06098

    RARE OPPORTUNITY TO OWN ONE OF HIGHLAND LAKES GEMS. PINE KNOLL IS AN AMAZING AND CLASSIC, UPDATED TURN KEY WATERFRONT HOME LOCATED ON THE CRESTED AREA

    $1,199,000 View Details

    Bedrooms - 3, Bathrooms - 2, G10234290

  • Highland Lake Connecticut – 51 East Lake Street , Winchester, CT 06098

    51 East Lake Street , Winchester, CT 06098

    This beautiful, stately, A frame chalet was custom built by the owner as his retirement home. With 6 bedrooms, 4 full baths and 2 half baths it is truly

    $1,099,000 View Details

    Bedrooms - 6, Bathrooms - 6, L10224999

  • Highland Lake Connecticut – 129 East Lake Street , Winchester, CT 06098

    129 East Lake Street , Winchester, CT 06098

    Recently expanded and beautifully remodeled colonial with hardwood floors and high end finishes throughout; enjoying expansive views of the lake from all

    $949,000 View Details

    Bedrooms - 3, Bathrooms - 4, D10228700

  • Highland Lake Connecticut – 504 W. Wakefield Boulevard , Winchester, CT 06098

    504 W. Wakefield Boulevard , Winchester, CT 06098

    Privacy, views and 350' +/- of waterfrontage-Contemporary lakehouse with 2250 SF. Great floor plan for entertaining. Boathouse, dock, swimming area, stone

    $929,900 View Details

    Bedrooms - 3, Bathrooms - 3, L10205624

  • 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 – 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

    $837,500 View Details

    Bedrooms - 3, Bathrooms - 2, 170027956

  • Highland Lake Connecticut – 25 E Lake Street , Winchester, CT 06098

    25 E Lake Street , Winchester, CT 06098

    125+ ft highland Lake direct waterfront with dock,large shed and 1/2 bath with outside access ,paved RV site with electric hook-up, nice large level yard...full

    $750,000 View Details

    Bedrooms - 4, Bathrooms - 5, L10206319

  • Highland Lake Connecticut – 405 W Wakefield Boulevard , Winchester, CT 06098

    405 W Wakefield Boulevard , Winchester, CT 06098

    Highland Lake, a 444 acre body of water noted as one of the cleanest lakes in Connecticut. This year round one owner home has also been renovated with

    $748,500 View Details

    Bedrooms - 2, Bathrooms - 3, 170016587

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