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Litchfield County CT Luxury Homes

Search the latest luxury homes for sale in Litchfield County, CT. The Matthews Group has the knowledge and expertise to help you find the right property. Discover a variety of listings in towns including: Washington, Kent, Woodbury, & more more!

Contact us for more information and to schedule a showing for any real estate below. Save your favorite listings when you create an account with us, and you can get email updates when similar properties are posted.

661 Maple St, Litchfield, CT 06759

Price$1,295,000

Est. Mortgage: $/month

InternalID L10232824

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Acres 11.98
  • SqFt 3982

Litchfield Moderne Stunning property with all flat land, endless open fields and complete privacy. Super stylish modern home all on one level with completely open floor plan. 4 bedrooms plus office with full bath that could be used as a 5th bedroom. Kitchen with Breakfast/office nook. Weathered grey vertical wood siding anticipates current color trends. Walls of windows to take in the dramatic landscaping, lovingly planted and cared for for decades by current owners. Possibility for horse property featuring a good sized barn with tack room. Or easily convert barn to pool cabana (plans available). Gorgeous 50' oval shaped pool sited majestically on the landscape to get all day sun and enjoy views of the property. Only 7 minutes to Bantam and Litchfield centers. This house simply does not have any competition.

Listing Courtesy of The Matthews Group

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: 3.95% last updated on Apr 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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6 Ellsworth Rd, Sharon, CT 06069

Price$1,099,000

Est. Mortgage: $/month

InternalID L10232878

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Acres 8.26
  • SqFt 2548

Renovated antique located on over eight beautiful acres on a quiet road in the historic Ellsworth section of Sharon. Beautiful grounds with mature landscaping and an extensive fenced garden area with raised beds and a seventeen zone sprinkler system. A heated gunite pool and two terraces overlook the private back yard. The house was extensively renovated in 2004. It has a comfortable and elegant feel with antique charm and features a Gourmet kitchen with marble countertops, Viking Range, hood and Sub Zero. Living and dining rooms have working fireplaces and there are two additional non working fireplaces in the upstairs bedrooms. You can move right in to this country retreat and enjoy fresh vegetables from your garden and swimming in your pool while being close to all the area amenities.

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

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: 3.95% last updated on Apr 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 Herb Rd, Sharon, CT 06069

Price$1,550,000

Est. Mortgage: $/month

InternalID L10230916

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Acres 12.3
  • SqFt 3573

Designed and sited to enjoy panoramic views of the Housatonic River Valley, Sharon Land Trust and beyond. Much of the surrounding land is protected ensuring that views will remain pristine. Generous windows, an open floor plan, light-filled rooms, high ceilings, hardwood floors and high quality finishes are evident throughout the 3500+ square feet. The living room features a stone fireplace and a beamed vaulted ceiling. The fireplace is flanked by atrium doors that access the screened-in porch. The dining room (between the living room and kitchen) has a stone floor and two walls of glass. The eat-in kitchen has a pantry and is equipped with Viking appliances including a full range, wall oven and wine fridge. The main floor master bedroom has a luxurious bath, walk-in closet and sitting area. On the second level are 3 additional bedrooms. In addition to being ultra-stylish the home is also energy efficient and technologically “smart”. The basement is currently unfinished, opens to the back of the property via French doors. A bath could be installed in the basement. Attached to the 2-car garage is a large utility shed for storage. It is set on 12+ private acres, on a Designated Scenic Road in the desirable Ellsworth hamlet of Sharon.

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

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: 3.95% last updated on Apr 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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9 Yearling Ln, Newtown, CT 06482

Price$1,199,900

Est. Mortgage: $/month

InternalID F10223379

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Acres 2.2
  • SqFt 7116

Staycation is the name of the game here at 9 Yearling! Each room flows easily to the expansive blue stone patio surrounding a gorgeous pool with 20-person spa. Indoor or outdoor dining, game nights in the family rm, or sit by the stone fireplace and snuggle into a book, turn out the lights and enjoy the latest movie on the three mounted tv's in the sound proof family rm with surround sound. Close the family rm doors and entertain the adults in the great rm overlooking the pool! The updated gourmet kitchen offers every amenity for the epicurean. Start your day in the full gym, car aficionado enjoy the 5-car garage, level 2 acres on the cul de sac. There is something for everyone here. Fantastic location just 5 minutes to the center of town

Listing Courtesy of William Raveis Real Estate

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: 3.95% last updated on Apr 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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21 Orchard Rest Rd, Sherman, CT 06784

Price$1,175,000

Est. Mortgage: $/month

InternalID A10231424

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Acres 0.58
  • SqFt 2046

Premier Candlewood lakefront home completely renovated in 2009! This spacious contemporary has an inviting floor plan with many special highlights and the lake is visible from almost every room. The beautifully updated kitchen has granite counters and a large dining area with walls of windows that offer amazing views. The lake room is graced with a stone fireplace and sliders to the expansive new deck where you can enjoy your summer gatherings. Upper level has a master suite overlooking the lake, 2 more bedrooms and loft area with extra sleeping space. The level yard leading to the beachfront has a fieldstone patio, dock and boat launch for your personal watercraft. This enchanting setting can be your summer playground!

Listing Courtesy of Coldwell Banker Residential Brokerage

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: 3.95% last updated on Apr 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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186 East Hyerdale Drive, Goshen, CT 06756

InternalID L10231624

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Acres 0.81
  • SqFt 3296

Direct water frontage on Beautiful Woodridge Lake. This home is situated on the east side of the lake, facing due west with all day sun and magnificent sun sets. Swim and boat from your own back yard. It is a short walk to the Woodridge Lake Club House which features, eight tennis courts, an eight lane heated swimming pool, a children's play area and a state of the art work out center, a private beach and so much more. This home is a manageable ranch home with an open floor plan with two fireplaces. There are four bedrooms and three and a half baths. There is also room for expansion. This is the least expensive home on Woodridge Lake !!!

Listing Courtesy of Murphy E J Realty

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: 3.95% last updated on Apr 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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40-42 Jackson Hill, Sharon, CT 06069

Price$2,995,000

Est. Mortgage: $/month

InternalID L10230894

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Acres 42
  • SqFt 4909

This property located on Jackson Hill consists of three separate parcels totaling 42 acres, the main brick house is on 20 acres and has views to the west, originally a family residence, it will need a total restoration. This location offers privacy in an exclusive section of Sharon. The second and third parcels of 22 acres features a large, high field with long views to the west, there is a house that can either be restored or taken down. There is a P&Z approval for the commercial development of the property for either a drug /alcohol detox facility or an assisted living /dementia facility, pending the final reviews of P&Z of the building and site plans.

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

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: 3.95% last updated on Apr 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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20 Grassy Hill Rd, Roxbury, CT 06783

Price$1,975,000

Est. Mortgage: $/month

InternalID W10231595

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Acres 3
  • SqFt 9574

Gracious equestrian estate with breathtaking views. Three private acres of prime Roxbury property. Wonderful open floor plan with endless possibilities. Expansive Corsi designer kitchen with top of the line appointments, eat-in area, large living room with tons of light and large fireplace. Impressive stone entry. Well designed window walls capturing the amazing views throughout the home. Entertain all summer with heated Gunite pool, fountain, spa and pavilion. Finished garden level is home to private cigar and wine rooms. Solid concrete construction. Lovely 4 stall stable, paddock and room to expand. Artist studio just a short walk from the bluestone terrace. Convenient location for commuters and nature enthusiasts alike.

Listing Courtesy of The Heritage Group, LLC

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: 3.95% last updated on Apr 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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107 Kent Cornwall Road, Kent, CT 06757

Price$1,195,000

Est. Mortgage: $/month

InternalID L10231471

  • Residential
  • Bedrooms 7
  • Bathroom 9
  • Acres 2
  • SqFt 3991

Located in the Flanders Historic District of Kent. It is one of 10 architecturally significant houses, built between 1740-1840. This house, circa 1740, is one of the two oldest houses. The original house has been expanded and updated but the authentic charm and many details have endured. Significantly when purchased in 2002, the house received a major renovation: new electrical and plumbing systems, insulation, new roof & storm windows, kitchen & baths redone, the mostly chestnut floors re-finished. Main Level: beamed living room w/fplc, dining room, kitchen w/marble & butcher block counters, DCS cooktop, double oven, butler's pantry, laundry room, study w/bookshelves & fplc., an entertainment room w/vaulted ceiling & fplc that opens to a screened-in porch overlooking the pool. Main floor MBR suite. Second Level: 5 en suite bedrooms. Third level is finished w/bath. It can be a 7th BR, office, game room. Numerous details - Paneled walls, built-in book shelves, wainscoting, exposed beam ceilings, indoor paneled window shutters, wide width floor boards - make this spectacularly maintained home so special. In 2010, a guest house was added on the other side of the 2-car garage. It is 1370 sq. ft. and has a living room with fplc, kitchen, exercise room, screened-in porch, and 1/2 bath. Upstairs bedroom w/bath. Manicured 2-acres with gardens, pool, poolhouse. A special use permit allows this property to operate as a 6-BR Bed & Breakfast. Owner/agent

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

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: 3.95% last updated on Apr 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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171 Sharon Road, Salisbury, CT 06039

InternalID L10231083

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Acres 2.05
  • SqFt 3077

Lakeville Lake Waterfront - An idyllic Wononscopomuc Lake property set back from the road. This 4 Bedroom, 4 Bathroom house is western facing the lake and the gentle hills and sky beyond. The house has recently been completely renovated in a tasteful manner keeping its character with exposed barn beams and refinished antique flooring. Skylights and vaulted ceilings fill this house with natural light. The private wrap around porch, with separate Seating and Dining Areas, leads into a sun filled lawn which extends to the waterfront landing, dock and Lake.

Listing Courtesy of Elyse Harney Real Estate

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: 3.95% last updated on Apr 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 Sail Harbour Dr, Sherman, CT 06784

Price$1,125,000

Est. Mortgage: $/month

InternalID F10230857

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Acres 1.84
  • SqFt 6796

The White House - Grand Georgian w/outstanding curb appeal, in the premier Candlewood Lake community of Sail Harbour Club, on a near 2 ac. majestic site. Elegant 2 story marble foyer w/circular stair welcomes you, flanked by a formal living & dining room in this classic plan. An expansive kitchen w/bayed dining area, offers open views of the family room, tiled 4 season sunroom, pool & masterfully created gardens. A grand Master suite offers WIC & whirlpool bath. Three additional guest bedrooms plus 2 full baths offer great space for family guests & friends. A wonderful bonus is found in the third floor game room large enough for pool table gaming, media center and more! Relax & enjoy idyllic & picturesque gardens, surrounding a 47 ft Gunite pool & spa, private dock at community marina, a game of tennis at the community courts & sunbathe at the private beach & clubhouse! Just 70-80 minutes to New York city yet a world apart. Enjoy lake living at it's finest in Candlewood Lake premier community of Sail Harbour. Come for a visit ....stay for a lifetime!

Listing Courtesy of Coldwell Banker Residential Brokerage

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: 3.95% last updated on Apr 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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25 Ledgewood Dr, Sherman, CT 06784

Price$1,295,000

Est. Mortgage: $/month

InternalID A10229866

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Acres 0.95
  • SqFt 2080

One of a kind Private Waterfront Oasis. Combined parcels gives you 3.69 acres of lush property with expansive direct waterfront, gardens, stream, and stonewalls. 2, 500 sqft house with open layout and walls of glass to enjoy the waterfront paradise. Master with private bath and fireplace. Vaulted/living room/dining room with multiple sliders and floor to ceiling fireplace. Multiple decks for outside entertaining. 3 docsks. Your own drive down path for golf cart or boat launch. Circular driveway. Irrigation. C/a. Plenty of guest rooms. Deer Run Shores community offers clubhouse and pool.

Listing Courtesy of Coldwell Banker Residential Brokerage

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: 3.95% last updated on Apr 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details