and narrow your search. If you have fewer than 200 results, you can save your search.

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.

920 Main, Woodbury, CT 06798

Price$2,195,000

Est. Mortgage: $/month

MLS Number 170106687

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 5
  • Bathroom 6
  • Acreage 18.36

Magnificent...Widely Publicized and Nationally recognized, Gorgeous Antique Estate with Riverfront, Complete with Guest House, in ground pool, 6 stately barns and silo. gorgeous perennial gardens, outdoor kitchen with stone pizza oven, stone and brick terraces, screened porch, rolling pasture,.. 2 land parcels. Think farm to table, Country Inn, Wedding venue, Horse farm, antique business,.. many possibilities, all subject to town approvals, Encompasses all the richness of the Litchfield County area. Enjoy area lakes, Golf, Antiquing on Ct Antique Trail, skiing and amazing Parks, vineyard, 5 Bedroom, 4 full and 2 half in main house, 4 fireplaces, stone patio. Located in the heart of the County -- yet minutes from Rte. 84 and only a short drive from NYC...Tax and assessment include 912 Main St.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

920 A Main, Woodbury, CT 06798

Price$1,849,000

Est. Mortgage: $/month

MLS Number 170106679

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 5
  • Bathroom 6
  • Acreage 8.36

Magnificent...Widely Publicized and Nationally recognized, Gorgeous Antique Estate with Riverfront, Complete with Guest House, in ground pool, 6 stately barns and silo. gorgeous perennial gardens, outdoor kitchen with stone pizza oven, stone and brick terraces, screened porch, rolling pasture,.. 2 land parcels. Think Country Inn, Wedding venue, Horse farm, antique business,.. many possibilities, all subject to town approvals, Encompasses all the richness of the Litchfield County area. Enjoy area lakes, Golf, Antiquing on Ct Antique Trail, skiing and amazing Parks, vineyard, 5 Bedroom, 4 full and 2 half in main house, 4 fireplaces, stone patio. Located in the heart of the County -- yet minutes from Rte. 84 and only a short drive from NYC... See Additional Land available see MLS L10072456

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

26 Greenwood, New Milford, CT 06776
Open House

MLS Number 170106500

  • Single Family
  • Next Open House: Sun 22nd 11:00 am - 1:00 pm
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 3

Enhance your life! Imagine feeling like you're on vacation every day in a setting that boasts an active outdoor lifestyle Enter through the prestigious Ferris Estates to find this Lake Oasis on beautiful Echo Point w/ 150 Ft of Picture Perfect Lakefront built w/ no expense spared. This 4500 Sq Ft 4 Lvl abode has it all. From the Game Room & Media Center to the Gym & Library, the list goes on. This property sports a stunning luxury kitch, MBR Suite w/ magnificent bath, and an upgraded security system. Venture outside to find extravagant stone structures, boat dock, & waterside cottage for guest retreat. Multiple patios provide a variety of uses from entertaining family & friends to enjoying some quiet time soaking in the breathtaking views.

Listing Courtesy of Re/Max Right Choice

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

18 Sunset, Danbury, CT 06811

MLS Number 170106227

  • Single Family
  • Property Style Chateau, European
  • Bedrooms 5
  • Bathroom 5
  • Acreage 0.9

ONE OF A KIND! Amazing reduction for one of the most level Candlewood Lakefronts with sweeping 400 ft frontage & panoramic views! Snug Harbor peninsula is home to this truly special waterfront that combines old world charm and modern amenities. Own your own private resort with beach, cabana, two docks, expansive terraces & patios, in a bucolic, park-like setting, surrounded by mature trees plantings & a sweeping, manicured lawn to lake. An Adirondack flair with an English influence best captures the essence of the interior. The slate foyer with custom panel trim leads to the vaulted great room,surrounded by enticing lake views, stone floor to ceiling fireplace, stunning hardwoods, soaring ceilings and walls of glass. In 1993 the east wing addition added a main level master suite w/walk in closet /dressing room and spa bath. A captivating tower encompasses an office and a sitting room with distant water views. A west wing offers a separate guest suite with full bath & private entrance.Guest quarters above 2 car garage. Parking for numerous cars on private cul-de-sac. Less than 75 minutes to NYC. An enchanting lakefront paradise not to be missed!

Listing Courtesy of Coldwell Banker Residential Brokerage

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

2 Hubbell Ridge, Sherman, CT 06784

Price$1,750,000

Est. Mortgage: $/month

MLS Number L10238272

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 6
  • Acreage 5

Mill Pond Farm gem reminiscent of another era with glorious Circa 1900 architectural references combing history and stylishness in this sun filled home perfect for gracious country living. Litchfield Hills views capturing the spectacular seasons and all that is truly beautiful in these significant mountains.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

29 Orchard Rest, Sherman, CT 06784

Price$1,695,000

Est. Mortgage: $/month

MLS Number 170105329

  • Single Family
  • Property Style Contemporary, Ranch
  • Bedrooms 4
  • Bathroom 5
  • Acreage 1.29

Truly Exceptional Waterfront, built in 2012, offers an expansive open plan, main level master suite, sweeping lake views & an ideal lake access w/private dock, beach & serene lake frontage w/deep water harbor. A rare Sherman find on over 1.29 acs, 2 car detached garage and a circle drive leading to a covered entry porch w/double doors. Enter the great room w/20 ft vaulted ceilings & massive exposed beams supporting a 38 x 25 ft grand entertainment room showcasing a floor to ceiling stone fireplace, Chef's kitchen w/granite counters & island bar overlooking the great room & an expansive dining area viewing the lake. Sliders lead from Great room to wrap Trex deck w/additional outdoor dining & entertaining space. A main level master suite offers a spacious porcelain tiled bath and deck access with dynamic lake views. Two additional bedrooms w/ full tiled bath and half bath complete the main level floor plan. The lower level offers an expansive family room w/stone fireplace, 2 full baths, bedroom and flex space for office, exercise or game room plus a summer kitchen w/granite counters. Siders access a covered stone terrace from all lower level rooms as well. Ideal for entertaining indoors to out. 10 ft ceilings, wide plank hardwood floors throughout, 5 step crown moldings, built-in speaker system, hardwired security, smoke, radon & CO2 detectors, radiant & hydro air propane fired heat, plus a phenomenal lakefront with stone jetty, beach & more!

Listing Courtesy of Coldwell Banker Residential Brokerage

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

139 Grantville, Winchester, CT 06098

Price$3,295,000

Est. Mortgage: $/month

MLS Number 170105658

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 3
  • Acreage 419.09

Stunning land. 419 +- acres of rolling, open, flat, treed land. House is in need of renovation or removal and is sold as is. Call or email listing agent for all info.

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

159 A North Shore, Warren, CT 06777

Price$2,900,000

Est. Mortgage: $/month

MLS Number 170105519

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.48

To be built or bring your plans! Views and a Special Waterfront Setting with Southern Exposure on Lake Waramaug. New construction 3500 sf home with 4 bedrooms, 4.5 baths and waterfront with dock. Just minutes away from the Hopkins Inn, Washington Depot and Washington Green. Fine finishes include antique wood flooring, standing seam roof or wood roof and custom mill work throughout. Located in the heart of Litchfield County and just a short walk to the Hopkins Vineyard and the shopping village of New Preston. The historic towns of Washington, Bantam, Litchfield and Kent which offer great restaurants, shops, art galleries, preserves with hiking trails, skiing at Mohawk Mountain are just a short drive away. Located approx 90 mins from NYC! * See other option

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

159 North Shore, Warren, CT 06777

Price$3,900,000

Est. Mortgage: $/month

MLS Number 170105511

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 6
  • Acreage 2.99

To Be Built. Gorgeous High Views and Direct Waterfront in a very special setting on Lake Waramaug, offering privacy, while close to the Lake. Direct Lake Access with Waterfront Dock. Bring your plans or see rendering of the five bedroom, 5.5 bath, 4200 sq foot home, ready to build in this Southern Exposure location. Overlooks long views of Lake Waramaug on North Shore Road. Fine finishes include antique wood flooring, standing seam roof or wood roof and custom mill work throughout. Just minutes away from the Hopkins Inn, Washington Depot and Washington Green and located in the heart of Litchfield County and just a short walk to the Hopkins Vineyard and the shopping village of New Preston. The historic towns of Washington, Bantam, Litchfield and Kent await you, just 90 minutes from NYC. * See other option

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

28 Farm, Sherman, CT 06784

Price$1,250,000

Est. Mortgage: $/month

MLS Number 170105044

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 4.38
  • Square Feet 5,044

PICTURE POSTCARD VIEWS from Every Room! Wake to the Splendors of each Season. Best view in town w/Views of Happy Acres, a working Farm w/it's famous Red Barns and rolling foothills of New England. Entertain, roast marshmallows on the fire pit, or star gaze from the Hot Tub on the terrace. Geothermal (no oil/low energy cost) home w/4+ very private acres. Huge 32 x 48' 2 Story Barn (no columns & high ceiling)w/2nd floor artist studio/apartment potential! House has attached 3 car main level Garage (no columns). Lg Mud/Laundry rm. Enjoy gardens from Front porch. Get the "WOW" effect from the Front door entry's magnificent view through the Great rm 2 story windows. Main level master ensuite w/tray ceiling, 2 huge walk-in closets, & private deck. Jetted steam showers & double sinks. 2nd fl master ensuite too! Huge Bonus Rm. Views from huge, bright Walk out Basement w/Radiant heated floor, Pellet Stove, & Surround Sound. Propane Hot Water, 20kw Auto-Transfer Generac Generator- EXTREMELY ENERGY EFFICIENT home! 2 miles from Lake/Beach/Boat Launch/Groceries/Tennis & Parks. Great cell service! 10min to NYC/GC trains! Must see to believe!

Listing Courtesy of William Raveis Real Estate

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

7 Taunton, Newtown, CT 06470

Price$1,050,000

Est. Mortgage: $/month

Open House

MLS Number 170099688

  • Single Family
  • Next Open House: Sun 22nd 12:00 pm - 3:00 pm
  • Property Style Cape Cod, Ranch
  • Bedrooms 5
  • Bathroom 7

This Sprawling Cape Style Custom built home is filled with Master Craftsmanship throughout and Truly One of a Kind! Main Level Consists of a Gourmet Kitchen with Top of the line Stainless Steel Appliances, Granite Countertops, Tiled Backsplash, Custom Built-In's & casual Dining Area that is filled with Natural Sunlight and overlooks the Beautiful Grounds. The Family Room, known as the "Connecticut Room" opens to the Kitchen as well as the Library where one can Enjoy a Cozy Fire with a Good Book! There is a Grand Formal Living Room with Fireplace that opens to the Formal Dining Room where there is Room for the whole Family during the Holidays! The Main Level Master has a Cedar Walk-In-Closet, Breath-taking Full Bath with Double Vanity Sinks, Tiled Shower Surround with Frameless Glass and Soaking Tub. Also on this Level is a Guest Bedroom with Private Full Bath, Powder Room & Laundry Room. Upper Level has (2) Additional Bedrooms, Full Bath and Walk-In-Attic. The Walk-Out Lower Level includes a Sitting Room, Private Office w/Custom Built-Ins, Recreational and Media Rooms as well as additional Storage. On the Left Wing of the home, there is the In-Law Apartment that is just as Beautiful as the Main House! It consists of a Living Room/Dining Room, Kitchen, Bedroom, Full Bath & Private Entrance and Patio. (2) Car Garage on Lower Level/(3) Car on Main Level. Barn, Generator, Security System. Extensive Stonework, Professionally Landscaped Grounds. One of a Kind Gem! A Must See!

Listing Courtesy of Coldwell Banker Residential Brokerage

{$office->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: 4.53% last updated on Jul 12, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

219 West Hyerdale, Goshen, CT 06756

Price$1,450,000

Est. Mortgage: $/month

MLS Number 170103727

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.88

This waterfront home offers true elegance with design features created by the owners. this architect designed modern home offers an open floor plan with large window walls bringing in natural light into the spaces. The kitchen space with seating area overlooks the Lake. The counter tops are Caesar Stone, Decor appliances and a sub zero extra large refrigerator freezer. The home has ample room to entertain. The main floor en-suite master bedroom is located in a separate area from the main living space creating a peaceful and quiet space. This home offers two wood burning fireplaces, a top of the line whole house generator, plus your own private dock on the waterfront. The outdoor space and landscaping were created by the artist owner and offer a peaceful zen imagery. early morning sunrises light up every room of the house. Plus you get all the amenities of Woodridge Lake, 12,000 sf club house, marina, 4 beaches, 8 tennis court, jr. Olympic pool, play areas and more..

Listing Courtesy of William Pitt Sotheby's Int'l

{$office->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: 4.53% last updated on Jul 12, 2018
* 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

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.