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Second Homes for Sale CT - Litchfield County

Find all vacation properties and second homes for sale in Litchfield County. Narrow down results by selecting criteria on the right-hand side to find the home that meets your needs. Determine a price range, specify a town, how many bedrooms, etc. Knowing what you're looking for will not only help you focus your search but will also help your real estate agents understand your needs so that we can best assist you in the process. 

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339 South, Litchfield, CT 06759

Price$154,000

Est. Mortgage: $/month

MLS Number 170006395

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.52

Close to the center of the Litchfield Green. This home is being sold in "as-is" condition. There are 3 bedrooms 1 bath and a lower level that could be finished off for additional living space. This home needs renovation works and is priced accordingly. Easy to show, please schedule today. Located less than 2 hrs from NY this would make an ideal small second home.

Listing Courtesy of Marrin Santore Realty LLC

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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60 Furnace Brook, Cornwall, CT 06754

Price$1,050,000

Est. Mortgage: $/month

MLS Number 170003543

  • Single Family
  • Property Style Antique
  • Bedrooms 5
  • Bathroom 3
  • Acreage 15.03

HISTORIC FOOTE HOUSE ESTATE on over 15 acres with 2 HISTORIC HOMES A stunning 1840 Greek Revival, 5 bedrooms, 3 baths, formal rooms with period paneling and fireplaces. Spacious light filled eat in updated kitchen with tile floor. Original open staircase in large foyer, a private 3 season porch, an open front porch overlooking grounds and scenic countryside. A personal gym completes the multiple amenities. A second home: 1855 country farm house with formal dining, living room with fireplace, natural woodwork and door opening to open porch. This second homes offers a first floor master with en suite bath and 2 additional bedrooms and bath on the second floor. It is charm personified. Perfect for guests,family or rental. Open and forested grounds with stone walls, specimen plantings flowing throughout the property. There is also a large barn with a fireplace, party room and floored loft. By appointment only.

Listing Courtesy of Elyse Harney Real Estate

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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11 Chimney Point, New Milford, CT 06776

Price$799,000

Est. Mortgage: $/month

MLS Number 170000089

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.24

STYLE & PIZZAZZ in CANDLEWOOD LAKE CLUB on sought after CHIMNEY POINT! Vacation year round in this custom built soft contemporary design w/upscale living & lake extravagance while enjoying Year Round Lake Views. Vltd Beamed Great Room, Dining & Sunrooms offer clean lines w/lovely architectural details. Stir up something special in the Chef's Kitchen, tumbled marble & glass backsplash; huge center island w/lovely sea colored granite, cabinets akin to fine furniture & stainless appliances w/beverage frig. 2 BD on ML w/full BA & Laundry round out ML. UL Loft/Office & 30x20 Master Suite w/gas fireplace & Juliet Balcony plus Spa Bath. Enjoy a morning cup of coffee on the front porch or a glass of wine on the back terrace with a flurry of colors from gardens & show stopping hydrangeas. Over-sized garage(epoxy floor coating & slat-wall storage systems)for car& golf cart! Adorable side shed. A truly pristine home perfect for the discerning households or nest seekers as a primary or vacation home! Recreational facilities include social events, Clubhouse, boating & slip, marina, beach, golf course w/Pro, tennis courts(2 Har-Tru and 2 hard courts)w/ Pro, fishing & summer day camp for the kids. (Home virtually torn down and rebuilt in 2010 w/new septic. Basement is crawl space but totally usable-4' & concrete floor.

Listing Courtesy of Fazzone & Harrison

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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40 EVERGREEN, Torrington, CT 06790

Price$149,900

Est. Mortgage: $/month

MLS Number L10232735

  • Condo
  • Property Style Condo,Contemporary
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1391

Treetop model - tri-level end unit in great shape. Includes one car detached garage. Amenities galore in this private gated community. Enjoy year round living or an ideal location for second home vacation living.

Listing Courtesy of Cohen Agency

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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7 Wonposset Passway, Morris, CT 06763

Price$700,000

Est. Mortgage: $/month

MLS Number L10234518

  • Single Family
  • Property Style Cottage,Ranch
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.54

A spectacular one of a kind "old world" lakefront family compound with two homes. In the same family since the turn of the century, A ranch style home built in 1980 with six rooms and three bedrooms and a second home built in 1901 which is a two story cape with five rooms ,three bedrooms with large wrap around porch. Both overlooking Bantam lake front. One of the best locations on the lake and the land is in fee simple not leased from White Memorial Foundation.

Listing Courtesy of Murphy E J Realty

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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546 Wakefield, Winchester, CT 06098

Price$389,000

Est. Mortgage: $/month

MLS Number G10232682

  • Single Family
  • Property Style Cottage
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.05

This unique property is built literally on a lake. It is like living on a houseboat -- great for people looking for a low-maintenance vacation home. It could be used year-round. Outside: The cottage is on the desirable east side of Highland Lake that gets sun all day until sunset. Do some early morning swimming or fishing -- the spring-fed lake is perfect for both. Step out the back door right onto your deck, get in your boat, and take off waterskiing and tubing. Sit out on the deck under a retractable awning, host a late afternoon barbecue, and then watch an amazing sunset. Inside: The newly renovated kitchen has stainless steel appliances and granite countertops. The living room has a beautiful stone fireplace two stories high. The master bedroom has breathtaking views of the lake. Two additional bedrooms are ready for guests. The cottage is located just two hours from NYC.

Listing Courtesy of The Greene Realty Group

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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29 Griswold, Winchester, CT 06098

Price$239,000

Est. Mortgage: $/month

MLS Number G10231854

  • Single Family
  • Property Style Ranch,Cottage
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.67

1 of only 15 parcels on an private lake. includes dock and 200 ft of lake frontage. Price below appraised value. Must be seen to be appreciated. Very private and clean, great fire pit on property and fenced in. Plenty of room for parking. New pump for water source. Make this your next vacation home. Seller financing available to qualified buyers. Annual membership fee is determined at end of season meeting. ($400 - $800 usually)

Listing Courtesy of Morrow Realty, LLC

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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27 Candlewood, New Milford, CT 06776

Price$500,000

Est. Mortgage: $/month

MLS Number 99190661

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.58
  • Square Feet 3045

Enjoy the view year round at this Candlewood Lake 3 bedroom,2.5 bath Contemporary on .58 acres.Two story foyer and Open layout with solid hickory hardwood floors throughout the main level,Updated kitchen features large center island w/granite counters, cherry cabinets,new appliances, DCS 48" professional gas range w/grill & griddle,warming drawer fenced back yard w/deck & fire-pit,Master B/R features walk-in closet,panoramic views of the lake with luxurious bathroom-double sink,steam shower,whirlpool tub & balcony. L/L Family room, 1/2 bathroom.3 Car garage +workshop. Many updates incl Hardi-Plank siding,Roof,HVAC & more.Enjoy Lake life with your own deeded dock only $350/yr and beach rights $95.00/yr. Easy NYC commute, ideal vacation home!

Listing Courtesy of William Pitt Sotheby's International Realty

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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78 Shortwoods, New Fairfield, CT 06812

Price$469,000

Est. Mortgage: $/month

Pending

MLS Number 99188636

  • Single Family
  • Property Style Cottage,Ranch
  • Bedrooms 3
  • Bathroom 2
  • Acreage 21

Endless possibilities! A long gravel driveway winds through the State forest leading to a mini estate on 21 acres with two cozy, rustic homes loaded with charm, along with a shop, and 2 large sheds. The main home includes a fireplace with built-ins, high ceilings and a large screened in porch that overlooks a beautiful pond. Use the second home as a guest house or for rental income. It also has a large screened in porch overlooking this picturesque property that borders the Pootatuck State Forest on two sides. A unique home, a weekend get-away, or an investment property with subdividing possibilities. This is a rare property for that lucky buyer who wants to get away from it all, but still be minutes from all this area has to offer.

Listing Courtesy of William Raveis Real Estate

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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67 River, Washington, CT 06794

Price$479,000

Est. Mortgage: $/month

MLS Number L10225783

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.78

This 4BR/3.5B Country Oasis awaits you, perfect for a second home or year round living. Fall in love with the backyard, soon as you set eyes on the picturesque Thomas Kinkade-like scenery with stone bridge, stream with stone walls and gorgeous flowers. Built by a local craftsman in 1954, yet totally renovated with old world charm, while preserving the original granite fireplace, wood floors and chestnut cabinetry, built-ins & molding. There is a first floor bedroom with sliders to enjoy the views from the stone terrace, and at one time there was also a first floor master bedroom, which is now used as a formal dining room. Recent renovations include: newer roof, siding, dormers, double pane windows, garage doors, kitchen/addition and upgraded electric and plumbing. Also, a new well was put in 2006 and septic system in 2004. The pristine Shepaug River is right across the street, and Steep Rock preserve is right down the road, offering incredible hiking trails, cross country skiing, biking and fishing. The quaint Litchfield County town of Washington Depot and surrounding towns offer gorgeous lakes, chic shops, wineries, great restaurants, galleries and private schools. For those who want to move right in to a home that is updated and ready, this is it!

Listing Courtesy of William Pitt Sotheby's Int'l Realty

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The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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2 Hillside, Plymouth, CT 06782

Price$212,000

Est. Mortgage: $/month

MLS Number P10221665

  • Multi Family Multi-Family For Sale
  • Property Style Other
  • Acreage 0.4
  • Square Feet 3276

Imagine the possibilities! Two houses on one lot! House number one is multi family with excellent rental history a multi which has replacement windows, new roof in 2010, newer boiler in 2008. First floor electrical rewired in 2013. Security lighting and blown in insulation make this a great investment or home. The second home is a single family loaded with character awaiting the right owner to restore it to its original condition. Plus a barn and a brook make this an incredible find.

Listing Courtesy of Select Realty Associates, LLC

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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32 Maple, New Milford, CT 06776

Price$189,900

Est. Mortgage: $/month

MLS Number A10212524

  • Single Family
  • Property Style Cottage,Ranch
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.46

CANDLEWOOD LAKE COMMUNITY. Enjoy summers on the lake while living in this adorable 2 bedroom cottage in Millstone Ridge. Take in the beautiful SEASONAL LAKE VIEWS right from the comfort of your own living room window. Great open floor plan with lots of light. Community amenities include community beach, dock, kayak racks and playground. 90 minutes to NYC. Perfect vacation home or year round home. 22 minutes to MTA train station. EZ NYC COMMUTE. SELLER NOW OFFERING up to $5000 CLOSING CREDIT TO BUYER toward closing costs.

Listing Courtesy of Coldwell Banker Residential Brokerage

{$agent->Name}

The Matthews Group
4 Green Hill Road
Washington Depot CT, 06794
Office: 860.868.0511

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.92% last updated on Jul 27, 2017
* 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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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 2017 Smart MLS, Inc. All rights reserved.