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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.

7 Quaker Ridge, Sherman, CT 06784

Price$1,250,000

Est. Mortgage: $/month

MLS Number 170024402

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Acreage 32.58
  • Square Feet 4,805

This country compound has it all on 32 acres of absolute privacy and seclusion: a 4,805 SF timber frame main home, 2 bedroom cottage above a 2 car garage, heated in-ground Gunite pool, fishing pond with a dock and an island, gazebo, multiple outbuildings and trails. The ¼ mile driveway past century old oak trees leads you to a circle where stone pavers surround an antique millstone at the base of the slate walk-way to the home. The impressive post and beam construction is prominently featured throughout, with countless windows, lofted ceiling, soaring and intimate spaces and the focal point of the home: a massive floor-to-ceiling stone fireplace. The open concept living makes this three-story, 3 bedroom, 3 ½ bath sun filled contemporary styled home dramatic, yet welcoming and comfortable. The home is designed to allow you to experience indoor & outdoor living in a glorious natural setting. Hike, ride, hunt, fish and explore. Former paddocks can be easily cleared for horses and livestock. So many options on the 3 lots which comprise the 32 acres: main home on 23.26 acres, cottage on 4.34 acres and a vacant land lot on 4.09 acres. Located just over the border from Quaker Hill, you are minutes to both the quaint towns of Pawling, NY & Sherman, CT filled with antique shops, restaurants, stores & more. A quick trip to Pawling's Metro North train station and you can be in NYC in 1 ½ hours.

Listing Courtesy of BHHS Hudson Valley Properties

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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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119 STONYBROOK LN, Watertown, CT 06795

Price$1,095,000

Est. Mortgage: $/month

MLS Number 170024518

  • Single Family
  • Property Style Colonial, Chalet
  • Bedrooms 4
  • Bathroom 6
  • Acreage 4.25

Spectacular Custom Built By It's only Owners, This 13 year old 11 Room Chalet Style Home on the North Side of Watertown Boast over 6000 Square feet and is perfectly set on 4.25 Landscaped Acres, Relax Under the Awning on the 75 Foot Long Deck overlooking the pond below. This Home was built with the Best Materials Money could Buy!!! Plenty of attention was given to every detail in this Magnificent Shingle & Stone style home. Features Open Floor Plan with Gourmet Kitchen & 2 Story Great Room are perfect for Entertaining. Main Level MBR Suite, The upper level has 2 Bedrooms a Full Bath, Exercise room & another Theatre room. The Lower Level "Party/Game Room" is Absolutely one of a kind....AMAZING!! It Features a Bar with Pizza Oven, Stone Fireplace, 12x10 Temperature Controlled Wine Cellar, Full Bath and Theatre, French doors lead to a Wonderful Blue Stone patio, Pool site Plan Available

Listing Courtesy of West View Properties, 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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89 Flag Swamp, Roxbury, CT 06783

Price$1,489,000

Est. Mortgage: $/month

MLS Number 170024362

  • Single Family
  • Property Style Barn
  • Bedrooms 2
  • Bathroom 3
  • Acreage 7.78

CADY BARN HOME WITH DISTANT VIEWS! Master Builders Ed Cady Sr and Jr have created some of New England's most iconic residences. This rare opportunity is the personal residence of Cady Jr. Consisting of two antique barns from Stone Arabia NY, the home is rich in artisanal details with exposed beams, plaster walls, and antique cypress flooring. Public spaces include a great room with stone fireplace, a gourmet kitchen with pantry, beehive oven, and custom cabinetry. Master suite includes two walk-in closets, en-suite bath and laundry. Currently configured as a 2BR + sleeping loft, easily expandable to 4BR. Set on 7+ acres with southern + western views. 3-car garage. Set on a quiet, designated scenic road, yet 12 min to I-84. 90 min to NYC.

Listing Courtesy of William Pitt Sotheby's Int'l

{$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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76 Gold Mine, Roxbury, CT 06783

Price$1,295,000

Est. Mortgage: $/month

Open House

MLS Number 170021010

  • Single Family
  • Next Open House: Thu 19th 12:00 pm - 2:00 pm
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3

Charming timber-frame American cottage on seven park-like acres with wonderful gardens and stunning pastoral views. This home offers an interesting open floor plan, a living room with vaulted ceiling, fireplace and French doors leading to a landscaped garden. Adjoining is a spacious dining room and a recently updated country kitchen with granite stone countertops, Wolf gas range, Subzero and a center island with storage on both sides. The kitchen includes a breakfast area with a generous bay window and patio door to an exterior porch. There is a first floor master bedroom with French doors leading to a walled stone terrace and informal perennial gardens. The upper floor has two additional bedrooms, bath with dressing room and a office/bedroom. The lower level is nicely finished with a stone floor and abundant windows on three sides. Located in a ridge top quite rural setting and less than 90 minutes from Manhattan.

Listing Courtesy of William Pitt Sotheby's Int'l

{$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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16 Long River, Sherman, CT 06784

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170023995

  • Single Family
  • Property Style Cape Cod, Chalet
  • Bedrooms 4
  • Bathroom 5
  • Acreage 1.96

The Club at River Oaks - Premier Gated Golf Country Club Community. Adirondack Style Alpine Lodge Home w/ Majestic Views of the stocked trout pond & 2nd, 17th & 18th Fairway Views. East-West Position maximizes natural light. Vaulted ceilings, a spacious open floor plan. Floor to ceiling stone fireplace. 2000 sq ft Mahogany wrap deck/porch. Rustic yet elegant. Log construction. Main Level Master Suite. Gourmet Kitchen. Finished lower level offers versatile flex space. Private country setting on 2 acres. 3-car garage. 8m to Metro-Wingdale Station.

Listing Courtesy of Fazzone & Harrison

{$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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14 Vermillion, Avon, CT 06001

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170020039

  • Single Family
  • Property Style Contemporary, Chalet
  • Bedrooms 7
  • Bathroom 5
  • Acreage 2.61

This Modern Post & Beam Masterpiece was designed for year round Privacy & Enjoyment. After shopping all day, stress disolves away as your Private Driveway leads you to your Paradise Retreat on the Avon Mountainside! (Over 2.5 ACRES) Yes this Mansion is Loaded with Bells & Whistles, plentiful windows with AMAZING VIEWS over The Farmington Valley, 30 foot beamed cathedral ceilings and very impressive large fireplaces. A two story Master Bedroom Suite with a Huge Custom Rain Shower and a Jetted Bathtub. This Master Suite has a Two Story Master Closet with Personal Laundry Utilities built in. Imagine watching the Holiday Snow falling across the Farmington Valley from this Wonderful Toasty Warm Glass Atrium. These Glorious Valley Views also carry over to your Private Office area or can be ideal for a Nursery. A large bright eat-in kitchen with an island that opens to the wrap around deck. Use the Dining Room & Library formally or create your own use of the impressive space and light. The Ground Level offers 4 seasons of fun and relaxation with a Billiards room, Media, Exercise Areas, Work-Shop and a Full Bath. French Glass doors open to the patio and in-ground pool. Top to bottom of this 7 story Mansion offers 5000 sq.feet. Whether quiet enjoyment or full throttle entertaining is your style, this home combines comfort and great architecture for those seeking a lifestyle, not simply a house. Current Owner has New Plans to Relocate so Make an Offer and Make Your Move Now!!

Listing Courtesy of BHHS New England Properties

{$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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112 Gunn Hill, Washington, CT 06777

MLS Number 170022412

  • Single Family
  • Property Style Antique
  • Bedrooms 4
  • Bathroom 5
  • Acreage 11.6

It's rare to find an antique estate with this kind of privacy & views. This Italianate beauty has been featured in Elle Decor & 3 other design publications. It boasts high ceilings, hardwood floors & every modern amenity. Walk or take golf cart to neighboring Lake Waramaug Club for golf, tennis, beach & brand new clubhouse. Eat-in kitchen w/ fireplace & uber chic butler's pantry opens to wrap around back deck. The very unique dining room has custom painted mural a whimsical view of the surrounding countryside. The spectacular sunroom enjoys views overlooking the pool. Cozy library and Formal living room w/ fireplace. The luxurious screened porch allows for lazy afternoon lounging w/ room for extensive entertaining & dining "en plain air”. Dramatic master suite w/ walk-in closet, fireplace & French doors to large balcony w/ views. Walk out lower level features gym, sauna, wine cellar & ample storage. 2 bedroom guesthouse w/ large game room above. Barn/garage. The glamorous pool area encompasses a bluestone terrace, covered seating/dining area, cabana w/ changing rooms, full bath, outdoor shower, outdoor tv, full kitchen. Of course, we won't forget the custom tree house and tennis court! Spectacular mature trees & specimen plantings. Fully irrigated perennial gardens with multiple vignettes, stone walls & sunken garden. This special property oozes charm from every inch of its interiors and delights the eye from every exterior perspective.

Listing Courtesy of William Raveis Real Estate

{$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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21 Taunton, Newtown, CT 06470

Price$1,100,000

Est. Mortgage: $/month

MLS Number 170022300

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 4.32

Gorgeous custom built 5 bed 5.5 bath Colonial set on a lovely park-like 4+ acre property in desirable Taunton Lake area. This like new home was built in 2006 using the best materials and sparing no expense! A grand light filled two-story entrance welcomes you to both elegance and timeless style featuring custom millwork, Brazilian Cherry flooring, 10' ceilings throughout. Fabulous gourmet chefs kitchen with granite counter tops, beautiful center island, stainless appliances, tasteful backsplash and eat-in area leading to gorgeous deck overlooking lush acres. Breakfast area is open to family room with cozy fireplace, separated by beautiful columns, French doors leading to a private office /den. 2nd floor includes a master bedroom with large his and hers closets, master bath with oversize steam shower and Jacuzzi tub. 4 Separately situated bedrooms with spacious closets, 2 en-suite and Jack & Jill. There is also a secondary entrance with a mudroom and a full bath. Giant walk up attic and huge unfinished walk out lower level is waiting for your imagination. The yard is expansive, yet private, and offers the perfect outdoor entertainment venue. Flexible floor plan and well-proportioned light filled rooms offer wonderful spaces for family living & entertaining. You won't want to miss this Custom Built Home that has been lovingly cared for. Idyllic Newtown neighborhood minutes to Taunton Lake, commuter routes (Exit 8-9 of I-84.) shopping and dining. Over-sized 3 car garage.

Listing Courtesy of BerkshireHathawayNEProperties

{$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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72 Ridgebury, Avon, CT 06001

Price$1,095,000

Est. Mortgage: $/month

MLS Number 170022218

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 7
  • Acreage 2.04

Awe-inspiring setting on over 2 picturesque & private acs w/golf course views, sweeping lawns, tremendous patios, gorgeous stonewalls & lushly ldscpd grounds. A circular drive welcomes you to this impressive stone & shingle col w/4 car gar & 3 levels brimming w/modern amenities, exquisite millwork & custom built-ins. Providing the ultimate environment for everyday living & entertaining. The front arched entry gives way to stunning herringbone flrs & 2 story windows fill the exquisite staircase w/natural light. Warm wd flrs continue into the beautifully proportioned formal living & dining rms where distinct fps are the focal points. Sun fills the expansive, remod custom kit, outfitted to please any chef w/gourmet appls, creamy white flr to ceil cabinetry w/gorgeous contrasting walnut island, copper farm sink & ogee edge granite. The adjoining wow factor is a fantastic 2 story family rm where a stone fp competes for attention w/opposing french drs that lead to an incredible scrnd porch w/soaring beadboard ceilng. From here or the neighboring breakfast rm you can savor 180 degree views. A handsome lib features built-ins, bookshelves & rolling ladder. On the upper level a romantic fp'd owner's ste enjoys sunset views from the private sitting rm or the lux marble spa bth. 4 add'l generous ensuite brs provide quiet retreats for all. Entertain in style in the incredible low lev game rm that boasts a kitchenette, fbath, home gym & 6th br suite & opens to an expansive patio w/hot tub.

Listing Courtesy of BHHS New England Properties

{$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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Danbury, CT 06811

Price$2,795,000

Est. Mortgage: $/month

MLS Number 170022083

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Acreage 0.46
  • Square Feet 5,754

Discover the beauty and serenity of this Candlewood Lake , 2003 built, craftsman waterfront showcasing fabulous level land with push lawn to lakeside sand beach with Tikki bar, concrete pier with 4-5 boat slips, amazing sunset views and an open concept 5500+ SF Plan plan with a casual Adirondack feel. Wide lake views from the great room w/river stone fireplace leading to the Gourmet kitchen w/top of the line appliances: professional gas range, Advantium oven, 2 Subzero, wine fridge & solid slate counters to delight any chef! A private main level master is surrounded by lake views and offers deck & hot tub access! The lower level boasts exercise & game room with bar & summer kitchen. Outdoor entertaining is easy on the lakeside terrace with rolling lawn to the water's edge! The unique, expansive private sand beach hosts the Tikki bar equipped with TV. Truly an entertainer's lakeside paradise with some of the most panoramic vistas & sprawling properties on the lake! Less than 70 min to NY City! Lake Living At It's U!timate!

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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53 Wyngate, Avon, CT 06001

Price$1,099,900

Est. Mortgage: $/month

MLS Number 170021230

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3.53

Breath taking VIEWS from most rooms in this home is an understatement. Imagine sipping your morning coffee while enjoying amazing panoramic views 60 miles away to sleeping giant in park in North Haven. This home rests at the end of peaceful cul de sac. Minutes from Rout 44, shopping, recreational areas and schools, make this beautiful contemporary home and its unparalleled VIEWS the envy of the area. Boasting an open floor plan makes this uniquely designed home perfect for entertaining. The generous kitchen has Viking commercial grade, top of the line appliances, eight burner gas range, three ovens, and two dishwashers. Cathedral ceilings on the main and upper level. Three fireplaces. The magnificent VIEWS can be enjoyed from the multiple windows, sliding doors, glass sun room, trex decks, patio and large level back yard. The lower level includes two bedrooms, family room and living space with plumbing that could be made to accommodate an in-law or au pair suite. The private park like setting, professionally maintained 3.5 acres with custom exterior lighting on the home, in the gazebo, and along the driveway is astonishing. The circular driveway leads to the four-car heated garage with work shop. Three heating systems with multiple zones, two water heaters, two-story shed with overhead door. 14 zoned sprinkler system. This custom-built home by the owners defines unique design and quality construction.

Listing Courtesy of Century 21 AllPoints Realty

{$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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391 Kent Cornwall, Kent, CT 06757

Price$1,085,000

Est. Mortgage: $/month

Open House

MLS Number 170021620

  • Single Family
  • Next Open House: Thu 19th 11:30 am - 1:30 pm
  • Property Style Barn
  • Bedrooms 4
  • Bathroom 4

The Barn at Kent Falls An authentic dairy barn, circa 1900, has been reborn as a stylish residence where the space is cleverly and perfectly repurposed. Exposed hand hewn posts and beams frame the rooms and contribute to the overall charm. The entry hallway is a whimsical greeting featuring the original dairy stanchions. On the main level are the kitchen, dining and living areas. The kitchen portion is an addition to original barn and is equipped with stainless appliances including a double oven DCS range. The second level consists of a large living area with a soaring ceiling and 4 bedrooms. The master bedroom has a walk-in closet, a fabulous bath with large shower and separate soaking tub and a winding staircase to a loft area, an excellent office space. There are two additional renovated baths on this level. The original silo has been refinished and its three levels can serve as excellent space for an office, gym, playroom, etc. The 2-car garage, on the lower level is equipped with a supercharger for electric cars. The 14.72 bucolic acres are located in North Kent. The Housatonic River run along the back of the property and affords excellent trout fishing. There is a heated pool with a small cabana and perennial and vegetable gardens. The Appalachian Trail cuts through a corner of the acreage and Kent Falls are across the street. Country living at its best!

Listing Courtesy of William Pitt Sotheby's Int'l

{$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.