Litchfield CT Luxury Homes for Sale

Find the latest luxury homes for sale in Litchfield, CT. Search through a variety of residential listings to find your new property. Save your favorite listings when you register with us, and you can receive email notifications when new properties match your criteria. Contact us for more information and to schedule a showing.

147 North, Litchfield, CT 06759

Price$2,995,000

Est. Mortgage: $/month

MLS Number 170107788

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 6.6

A 19th-century oversized carriage house sited off the road on 7 private acres in Litchfield's estate section is truly extraordinary and provides the perfect luxury country retreat. A long gravel driveway off North Street transports you to the main house, with custom renovation throughout, framed by covered porches, heated 46 feet x16 feet gunite pool, oversized spa, and idyllic gardens. The main entrance opens up to 22-foot ceilings and a grand staircase and then leads to a formal dining room and a state of the art kitchen that strikes the perfect balance of modern technology and period details. A living room with oversized fireplace with custom mantel, large den, powder room, full bath, and laundry complete the main floor. The second level boasts of the master suite complete with bedroom, dressing room with custom his and her closets and an enormous and perfectly appointed master bathroom as well as the private guest suite with its own sitting room, master guest bedroom, master guest bathroom as well as 2 additional bedrooms and an additional full bath. The sunny third floor provides office or studio space or additional options for entertaining and sleeping areas. The custom barn has 3 bays, the center of which is a guest house with 20-foot ceilings, sunroof, full bath, and loft. The outside bays provide a 3-car garage with hydraulic lift and potting shed. The estate is completed by meticulously tended vegetable gardens.

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: 4.59% last updated on Aug 9, 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.

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28 Jefferson Hill, Litchfield, CT 06759

MLS Number 170071871

  • Single Family
  • Property Style Cape Cod
  • Bedrooms 4
  • Bathroom 6
  • Acreage 77.54

Bucolic and serene setting surrounds this architecturally designed 5000 sq.ft. country home. 77+ acre estate includes fruit trees, fenced pastures, stone walls, and woods. The property has barns, studio/office, shade garden with native stone, and garaging for 8 vehicles. This is a rare opportunity for quiet country living with close proximity to Litchfield Center. Travel from NYC is 90 min. Possible subdivision. Agent/Owner.

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: 4.59% last updated on Aug 9, 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.

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201 East Chestnut Hill, Litchfield, CT 06759

MLS Number 170098541

  • Single Family
  • Property Style Colonial
  • Bedrooms 3
  • Bathroom 2
  • Acreage 129.24

Vast acreage in a picturesque New England setting. Nestled in the beautiful foothills of the Berkshires, 130 acres of sprawling meadow and wooded area. Distant views of rolling pasture and forest. The Wigwam Brook meanders its way along the full length of the property. Audubon Society abutting much of the eastern property line. Approximately 4,000 feet of frontage along two roads. Nearby vineyards and Litchfield Green offer relaxing strolls for dining, shopping, and entertainment. Included on the property is a three bedroom Colonial home, two barns of 4,680 sf and 2,880 sf, and other outbuildings.

Listing Courtesy of Berkshire Hathaway NE Prop.

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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: 4.59% last updated on Aug 9, 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.

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514 Northfield, Litchfield, CT 06759

MLS Number 170096266

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 7
  • Acreage 89.04

180++ Degree Pastoral Views on 90+/- acres of Endless Opportunities. Custom designed contemporary which accentuates the magnificent views. Looks over working farm with equestrian potential. Open floor plan. Stone fireplaces with raised hearths. Gas fired in living room, wood burning on lower level. Plentiful natural light, vaulted ceilings and complete feeling of spaciousness. Master bedroom suite has access to the decks and private seating area looking over the beautiful property. Mahogany decks with retractable awning and heated/screened in porch. Upper and lower garage, active solar panels, whole house generator and security system. Lower level is the perfect set up for in home gym or access to future pool with bath/changing rooms. Embrace the lifestyle of "Farm to Table" which includes multiple barns, possible stable conversion, hay storage, and chicken coop. Riding/ ATV trails in place. House and farm sites are on opposite ends of the property. The farm is lovely to look at from the house but separated by meadows and driveway. Separated by gated entry to house. Professional landscaping, cobblestone, circular driveway, specimen plantings, fruit trees, blueberry bushes and wide expanse of level lawn area. Check out Virtual Tour! Showings by Appointment only.

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: 4.59% last updated on Aug 9, 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.

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185 Goodhouse, Litchfield, CT 06759

Price$1,195,000

Est. Mortgage: $/month

MLS Number 170089909

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 5
  • Acreage 5

Gorgeous WATERFRONT setting on quiet Hidden Pond in Litchfield. This home is perfectly designed and situated to take advantage of the water views from most rooms. Hidden Pond is a private pond enjoyed exclusively by a few fortunate owners. The spectacular home sits on 5 private acres and features a striking interior design, detailed moldings, wainscoting, and coffered and tray ceilings. A well-planned kitchen with high end appliances from Miele, Wolf and U-line make entertaining a pleasure. The first floor master bedroom offers a vaulted wainscoted ceiling, dual walk-in closets and a sumptuous master bath. And did we mention the incredible water views? Please view all photos in this listing to gain a true appreciation for this most desirable Litchfield home.

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 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.

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28 West Chestnut Hill, Litchfield, CT 06759

MLS Number 170088768

  • Single Family
  • Property Style Mediterranean
  • Bedrooms 3
  • Bathroom 4
  • Acreage 3

First time on market. Located in Litchfield's vineyard area abutted by estates and hundreds of acres of protected land-this Tuscan style home draws inspiration from old-world Europe with a palatial marble entry, walls of windows, and high ceilings welcoming breathtaking indoor-outdoor connections to its gorgeous pastoral setting. A swanky stone terrace overlooks lush perennial gardens and extend to the private pond and west for incredible sunsets. Warm and refined, the main residence is appointed with mahogany trim throughout, formal dining room with French doors and sunny views, and a majestic living room with timber flooring, limestone fireplace, and double French doors opening to terrace. The gourmet kitchen boasts eat-in dining area, stainless steel counters, custom cabinetry, built-in shelving, and a 6-burner stove. Three generous sized bedrooms include a peaceful 2nd floor master suite with marble vanity, glass shower & soaking tub. The 2nd level also has a warm library with stone fireplace and built-in mahogany bookcases. This turnkey residence is privately sited in a countryside setting complete with fruit trees, climbing ivy, perennial plantings, stone walls, and lofty specimen trees. Other highlights include a 1-bed in-law apartment, 2-car garage, walk-up attic, screened porch, and main floor laundry room complete the offering. Total privacy and close to historic town of Litchfield, Ct.

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: 4.59% last updated on Aug 9, 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.

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39 Avalon, Litchfield, CT 06750

Price$1,298,000

Est. Mortgage: $/month

MLS Number 170087739

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 5.33

Top operational technology and stunning architectural elements combine for elegant, effortless living in this exceptional home. This country home offers a double-sided fireplace, antique columns, chestnut beams, coffered ceilings, cook's kitchen and a fabulous dressing room accessed through secret door from master bath. Separate, independently accessed guest suite with bedroom, full bath and living area on the lower level. First floor laundry and mudroom. Custom home office/library observatory, heated saltwater pool with expansive stonework complements the 5 plus manicured acres with beautiful View of Mt. Tom and tower. Privately sited on a quiet cul-de-sac near Washington town line. 2 hours from NY and a mere ten minutes from all amenities.

Listing Courtesy of Fahey Associates REALTORS

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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: 4.59% last updated on Aug 9, 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.

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290 Northfield, Litchfield, CT 06759

Price$1,295,000

Est. Mortgage: $/month

MLS Number L10233844

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 4
  • Acreage 47.48

Architecturally redesigned contemporary estate on 48 glorious acres. A long driveway leads you to paradise to enjoy the majestic, enchanting views from every room of this sophisticated, 3-level home with an open floor plan. Luxury and privacy define this captivating retreat that was built in 2009 with the highest quality construction materials. Understatedly elegant, this entertainment house showcases a great room with stone fireplace, dual sets of French doors to the deck and amazing views. The expansive chef's kitchen features stainless steel appliances including a Wolf stove, sizable granite island with breakfast nook and spacious dining area to host holidays and parties. The first floor double master bedroom suite is a quiet retreat featuring dual closets including a huge California closet & sitting room. An expansive foyer, mud room and half bath complete the main level of the home. The upper level features a gallery with hardwood flooring, a vast guest bedroom with an impressive bath. The finished lower level highlights an extensive game room with kitchenette & guest bedroom with spa bath. Enjoy entertaining outside by the heated Gunite pool; by the shaded patio or soak up the sun on the expansive deck. Walk along the breezeway to the detached 4-car garage with bonus space that can be completed for a two bedroom guest or in-law apartment. Mechanical features include a generator, central air, central vac, built-in speakers & radiant heat.

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: 4.59% last updated on Aug 9, 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.

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141 Tallmadge, Litchfield, CT 06759

Price$1,150,000

Est. Mortgage: $/month

MLS Number 170057942

  • Single Family
  • Property Style Barn, Other
  • Bedrooms 5
  • Bathroom 5
  • Acreage 2.28

On a coveted lane near Litchfield's village green, this beautifully renovated 1930's carriage house is surrounded by professionally landscaped grounds on 2.2 acres. A 48 foot covered porch with fireplace having access from three rooms is delightful for entertaining while the younger guests can enjoy a built-in Olympus trampoline. This second renovation on this fabulous home by its present owner created a comfortable and stylish residence for full time or weekend use. The living room has a fireplace, wet bar, gleaming wood floors and French doors. This also adjourns into a study with nice built-ins . This can also be used as a bedroom with its adjacent full bath. A brick floor, large stone fireplace and French doors add to the ambiance of the formal dining room. The renovated kitchen is a cook's dream with its six burner Viking stove complete with a professional venting system, two Miele dishwashers, S/S refrigerator & sub Sub-zero wine cooler. A breakfast bar is at the end of the kitchen that opens to the beamed ceiling family room with wood floors, fireplace and access to the private patio with a Wisteria covered pergola and a heated greenhouse. On the second floor the master bedroom has a vaulted ceiling, cozy fireplace and walk-in closet . The master bath is complete with soaking tub, double sinks with marble counter tops and separate tiled shower and skylight. Two very cute bedrooms have a Jack and Jill bathroom, while the other two on this floor are ensuite.

Listing Courtesy of William Pitt Sotheby's Int'l

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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: 4.59% last updated on Aug 9, 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.

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26 Mike, Litchfield, CT 06759

Price$1,435,000

Est. Mortgage: $/month

MLS Number 170044032

  • Single Family
  • Property Style Colonial, Other
  • Bedrooms 6
  • Bathroom 8
  • Acreage 9.11

This is IT !!! Stunning, dramatic and pristine Litchfield Post and Beam country home on bucolic secondary road within 5 minutes of the Litchfield Green. Casual and sophisticated with open floor plan, amazing light-filled rooms, private with views, stone patio at babbling brook, and brand new Scott pool with spa and bluestone patio. Incredible features and detail work - massive beams and soaring ceilings, floor to ceiling cut granite fireplace, soapstone countertops in exquisite chef's kitchen with walk-in pantry and coffee station. Lower level media room, familyroom with kitchenette, and private bedroom suite. Caretaker or in-law apartment with separate entry. 3 car garage and TESLA charging station. Nine acres of lovely grounds offering stone walls and specimen trees. Woodridge Lake membership included with purchase! Clubhouse, tennis, pool, beaches, fitness center, boat launch and marina.

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: 4.59% last updated on Aug 9, 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.

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15 Bigos, Litchfield, CT 06759

Price$1,095,000

Est. Mortgage: $/month

MLS Number 170033752

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • Acreage 8.05

Located in the rolling hills of beautiful Litchfield County this fine brick home is inviting with its long private drive, raised garden bed and fountain to welcome you home. Once inside this charming colonial, you will feel its flow right away with its Juliet Balcony and staircase located in the foyer. Enjoy dining in the formal dining room with hardwood floors and built-in hutch. Durable granite counters in the kitchen, as well as the wet bar in the living room, give it lasting strength and beauty. French doors leading to the heated sun room provide spectacular outdoor views of the backyard. Recessed lighting in every room in the house. Master suite, guest suite, and additional spacious bedrooms with adjoining marble hall bath upstairs. Up to 7 + bedrooms possible! Finished third floor room could be used for recreation, caretaker or au pair apartment. Gorgeous property also hosts apple producing 15 tree apple orchard! Come and see all the extra amenities to be discovered! Only 1 hr 20 minutes from Poughkeepsie.

Listing Courtesy of Global Real Estate Network

{$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: 4.59% last updated on Aug 9, 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

439 Maple, Litchfield, CT 06759

Price$1,250,000

Est. Mortgage: $/month

MLS Number 170020873

  • Single Family
  • Property Style Colonial, Farm House
  • Bedrooms 5
  • Bathroom 3
  • Acreage 72.47

Remarkable opportunity to have long western, southern and eastern views over hay meadows and the picturesque Litwin Farm. Coveted location just north of the borough of Bantam with shopping, dinning and entertainment options. Property currently has a renovated farmhouse converted to 2 apartments and a barn for tractor and hay storage. Truely beautiful site which would afford privacy and a spectacular getaway. Some land under conservation easements.

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: 4.59% last updated on Aug 9, 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.