Highland Lake Real Estate

Highland Lake Homes for SaleFind current listings for Highland Lake real estate below. You may also be interested in viewing available Litchfield County lakefront homes.

Browse Highland Lake CT Homes for Sale

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426 East Wakefield Winchester CT 06098

MLS Number 170354356

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 3
  • Acreage 1.04

This custom-built year-round home offers one of the best locations on glistening Highland Lake. Enjoy over 130' of direct deepwater frontage & a southwest aspect that ensures stunning sunset views from the comfort & privacy of your very own deck. There is an impressive 2,000sqft of living space inc 3 bdrms, 2.2 baths. HW floors flow thru out the main living zone, dining area & into the EIK kitch where the home chef will discover plenty of storage w/in the custom cabinets & a suite of SS high quality appliances. The sumptuous owner's suite is positioned on the 1st flr w/ direct acc out to the deck + an ensuite w/ a steam shwr & a jet tub. The laundry is also housed on this level. If you need more room, there is an add 1,250sqft walkout LL w/ tall ceilings just waiting for you to transform into any space you need. This spectacular home is set back from the street on a level 1.04-acre zoning-compliant lot. There have been a host of updates to ensure a move-in-ready abode from the updated air-conditioner (2017) to the updated furnace (2015) & the architectural roof that was installed in 2000 & has been cleaned & treated regularly. The long list of extra features continues w/ a security system should you want to use this home as a holiday hideaway, + cedar siding, an attached oversized garage, a connection to city sewer & a well, + a natural granite waterfront that eliminates the need for wall maintenance. There is hydro-air heating & a gas fireplace for your year-round comfort.

Listing Courtesy of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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512 West Wakefield Winchester CT 06098

MLS Number 170374772

  • Single Family
  • Property Style Victorian
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.86

One of the gems on highland lake is pine knoll. This breathtaking property is located on a peninsula having water all around it. It's features include a private island and two docks on the cove side for peaceful kayaking, swimming and ease of docking boats all while still having deeded access to deep water side for boating sports. It is a home that suits every season: enjoy long summer days and cool fall nights on the expansive wrap around deck and sweeping front porch. Winter will bring another element of enjoyment to the lake with snowmobiling, skating, ice fishing, snowshoeing and skiing is just a short drive away. Looking from every window is a view of the stunning water and wide professional landscaping making this the most beautiful location on the lake. This home includes plenty of private parking and a two car garage which is a rarity on the lake so no worries about entertaining and having lots of guests. The homes recent interior updates include a remodeled kitchen with granite counters and stainless appliances, a spa quality full bath and hardwood floors throughout the first floor. On the exterior there has been extensive mill work added around the windows. One look and you are home!! All you need to do is unpack your clothes because this is truly turnkey with all personal property and sporting equipment included. Hurry and you can be in to enjoy the whole summer season with your family. *additional bedrooms and a bath could be added in the walk up 3rd floor level*

Listing Courtesy of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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132 Spencer Hill Winchester CT 06098

MLS Number 170207910

  • Land
  • Acreage 82

Very special land parcel. Western views overlooking Highland Lake. Pastures, fields, stone walls, brook & wooded areas showcase this wonderful building site. Ideal single family or subdivision potential. Land is actual several parcels on both Spencer Hill Rd and Spencer St totaling 81 +/- acres, Sewer & water nearby, but not yet permitted.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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119 West Wakefield Winchester CT 06098

MLS Number 170330282

  • Multi Family Multi-Family For Sale
  • Bedrooms 5
  • Bathroom 2
  • Acreage 0.64
  • Square Feet 1,781

This home and property provide a unique opportunity to own a multi family at Highland Lake that has direct waterfront at a fraction of the taxes and the ability to have a large portion of your expenses covered by the potential income from the rental unit. The first floor unit has two bedrooms, large living room with sliders leading out to the veranda that overlooks first bay and a beautiful upscale kitchen that will make anyone that loves to spend time in the kitchen never want to leave. On the second floor there is a 3 bedroom unit that has been totally updated and will make a great rental unit for long or short term tenants, it too has a large porch overlooking first bay. Outside there is a large yard for recreation or just privacy. Large oversized two car garage and other storage building provide room for all the toys.

Listing Courtesy of Northwest CT Realty

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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401 West Wakefield Winchester CT 06098

MLS Number 170386449

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.75

Perched over the beginning of Third Bay, this home sits across the street from the water yet offers some spectacular all season views over Highland Lake while maintaining affordable taxes. Included in the sale is a waterfront parcel with a modest size cabana used for storage in the winter and entertaining in the summer. The contemporary style home features 3 bedrooms and 2 full baths. Enter the home from the large wraparound deck overlooking the lake into the large family room that contains a nice dining area, breakfast bar and wood stove for cozy winter nights, the is lots of glass affording great lake views. French doors lead you into the remodeled kitchen and from there you can enter the living room with a fireplace and propane log set, another set of french doors lead you into a bedroom overlooking the lake. On the upper level there is a full bath and two modest size bedrooms. This home has much to offer and is great for entertaining from a very intimate to the largest of gatherings.

Listing Courtesy of Northwest CT Realty

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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107 West Wakefield Winchester CT 06098

MLS Number 170357239

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.23

Highland Lake - Waterfront with panoramic views. Enjoy the benefits of direct waterfront without the high taxes! Beautiful updated lake home with 2,392 square feet, 3 bedrooms and 3 full baths. This home features a stylish gourmet kitchen with granite counters, center island and stainless steel appliances, spacious dining room with pellet stove and a large lake facing living room with gas fireplace and dual sliders that open up to the front deck for breathtaking views! Don't miss the master bedroom with spa-like shower, sitting area, cathedral ceiling, sky lights, walk-in closet and sliders to deck. Other special features include: outdoor BBQ area with views, 2 car garage, ample off street parking, public water and sewer. One step into this home and you'll appreciate the attention to detail and the quality improvements; including the tankless hot water heater, roof, windows, central air, furnace, decks and so much more! Easy walk to the beach. One of the best locations to watch the sunrise! Highland Lake is one of CT's cleanest lakes and offers all-season activities. Easy 45 minute drive to Hartford, Bradley International Airport and 2.5 hours to NYC

Listing Courtesy of Northwest CT Realty

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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147 Rugg Brook Winchester CT 06098

Winchester, CT147 Rugg Brook Road

Price$459,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170387917

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 2
  • Acreage 48

Escape from the harsh world on this expansive private property! Find peace and serenity on this 48 acre parcel in upper Litchfield county. Hiking trails, pond, open spaces for gardening or entertaining. The potential is endless......hunt, fish, have a working farm or just enjoy the quiet. Possibilities for a multi-home compound, horse farm, vineyard, etc. Great house as well! Just under 3500 sqft of living space. Large great room with tons of windows and natural light. Eat-in kitchen, formal dining and living rooms, mud/laundry room. Huge finished room over the garage with lots of closet space. Spacious master bedroom with lots of closet space! Oversized 2 car garage and great outbuilding to be used as a workshop or shed. This property really needs to be seen and explored to understand the full extent of its beauty. Close to Highland Lake and Winchester Lake. Seller willing to sell home with less land if preferred.

Listing Courtesy of The Heritage Group, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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133 East Wakefield Winchester CT 06098
Pending Continue to Show

MLS Number 170378060

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.17

Remarkable Highland Lake Cape that was completely remodeled approximately 15 years ago with a new roof, siding, windows, oak flooring, bathrooms and updated kitchen with granite counters. There are two single car garages under the home. Beautiful landscaping and the BIG bonus is approximately 1,000' down Shore drive there is a waterfront parcel with its own dock. So a place to park your boat and host a picnic at a fraction of the taxes.

Listing Courtesy of Northwest CT Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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180 East Lake Winchester CT 06098

MLS Number 170393460

  • Single Family
  • Property Style Victorian
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.3

Old world charm fully updated 3 bedroom 2 full bath year round home overlooking Highland Lake. Enjoy the fabulous view of the lake while sitting out on your front porch enjoying an afternoon refreshment or just chilling out. This home is situated steps away from the boat marina and 2 public beaches. Enjoy all of the activities Highland Lake has to offer for a fraction of the taxes of waterfront property. This home is truly in move in condition. It has hardwood floors throughout, updated Kitchen and bathroom, huge laundry room on the main level, fully fenced in yard that is perfect for entertaining family and friends. This one won't last!!

Listing Courtesy of Borla & Associates LLC Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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145 East Wakefield Winchester CT 06098

MLS Number 170383580

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.49

Wonderful opportunity to bring your imagination and complete this beautiful Contemporary home located in a year-round lake community. This home is ready for it's new owner to put their finishing touches and make this their dream home. The home boasts over 2,400 sq ft, with enough room to possibly add an in-law apartment or additional living space. The walk-up attic offers an additional unfinished 25ft by 25ft room with views of the water and it has been roughed out for heating. The open kitchen features granite counters/island and double ovens and the spacious 2 car garage has extended garage doors making it convenient for parking larger vehicles. The home is steps away from Highland Lake and walking distance to Resha Beach, great for family time and entertainment. Highland Lake is one of CT's largest and cleanest lakes. Enjoy the convenience of being, just minutes away from golf courses, hiking trails and the Farmington River. This home will not last! Please schedule YOUR private showing today. Property being offered AS IS, home inspections are for informational purposes only.

Listing Courtesy of Executive Real Estate Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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63 Meadow Winchester CT 06098

Winchester, CT63 Meadow Street

Price$265,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170382722

  • Multi Family Multi-Family For Sale
  • Property Style Other
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.25

Beautiful 3 family home just minutes from Highland Lake. Features new roof, windows, vinyl siding and gas furnaces. 5 Rooms, 2 Bedrooms on first floor, laundry hook-up in unit, 5 Rooms, 2 Bedrooms on 2nd Floor front unit, new carpeting and freshly painted, laundry hook-up in unit, 3 rooms, 1 bedroom on 2nd floor rear unit, no laundry hook-up. 2 car attached garage. A great updated home. Fully occupied.

Listing Courtesy of Mary LeBlanc Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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76 East Lake Winchester CT 06098
Pending Continue to Show

MLS Number 170379579

  • Single Family
  • Property Style Ranch
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.35

Expandable 2 bedroom ranch. This home is in very nice condition and features finished stairs to both the attic and lower level making it easy to add several more bedrooms in the upper level and add a family/entertainment room in the the lower level that also features a beautiful stone fireplace. The main floor features a nice eat in kitchen, large front to back fireplaced living room with doors onto rear patio, formal dining room and two modest size bedrooms. All but the kitchen have oak hardwood flooring. All this with a two car attached garage, level rear yard and within a very short walk to the beach at Highland Lake.

Listing Courtesy of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2021 Smart MLS, Inc. All rights reserved.