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The Matthews Team

Homes for Sale in Litchfield County CT

Browse our current listings for Litchfield County homes below. Contact The Matthews Team at 860-868-0511 with any questions or to schedule a private tour.

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27 Scofield Hill Road Washington CT 06794

MLS Number 170494550

  • Single Family
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 8,309
  • Acreage 42.32

Barn style estate offered for the first time. Complete privacy with long driveway on 42 acres with expansive views to north and west. Located between Washington Depot and Lake Waramaug close to the village of New Preston. Constructed to highest standard by Jim Churchill, the barn was brought from Canada and connected to 4 car climate controlled garage by incredible covered breezeway/pergola complete with firepit and seating. Radiant heat on most of main level. First floor office, guest room with magnificent great room, dinning and kitchen. Second level primary suite and oversized office meant to be 2 bedrooms. Currently configured as 2 bedrooms but easily converted to 4. Septic already in place. Multiple locations for pool/tennis/guesthouse if desired. Stone meditation folly in field. Possible conservation easements with frontage on 2 roads. Extremely rare and special offering. Appointments required cameras in place.

Listed by William Raveis Real Estate

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%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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Beebe Hill Road Canaan CT 06018

Canaan, CTBeebe Hill Road, Beebe Hill

Price$1,890,000

Est. Mortgage: $/month

MLS Number 170419970

  • Land
  • Acreage 72.46
  • Zoning R.80

Beebe Hill Road 72.5 SPECTACULAR Acres in Falls Village. Beautiful Farmland and meadow with wide unparalleled views of the Berkshires. The land is in 490 Farmland, but otherwise unrestricted. All the acres have gorgeous distant panoramic views. One of the best building site is near the top of the parcel at an elevation of about 1.000 ' which overlook all the surrounding countryside and valleys. The morning light is spectacular as it rakes across the hayfields and the sunsets are equally beautiful. POTENTIAL FOR GUEST HOUSES, CONSERVATION RESTRICTIONS OR SUB-DIVISION. PERC TESTS AND SUGGESTED ENGINEERING PLANS AVAILABLE. #1637 A must see ! Fantastic potential.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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Flat Rocks Road Warren CT 06754

Warren, CTFlat Rocks Road

Price$1,600,000

Est. Mortgage: $/month

MLS Number 170495248

  • Land
  • Acreage 93.12
  • Zoning R2

Stunning 93 acres in Warren with frontage on Melius, Flat Rocks and Windy Ridge Roads. 4 large open hay fields with eastern views. 5th field along Melius Rd. Site plans, engineering and architectural plans done for estate house. TAHD approval for up to 6 bedrooms. Possible conservation or subdivision for 3 private house sites. Land currently in PA490 for low taxes.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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219 Chestnut Hill Road Litchfield CT 06759

MLS Number 170498473

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,342
  • Acreage 20.35

Located on a quiet country road on twenty flat, cleared acres, this Litchfield landmark allows you to be part of local history. The original c. 1760 home was built by Joseph Mason, one of Litchfield's first settlers, in the typical center chimney style of its era. Like most Litchfield antiques, it was renovated in the mid 1930s with two gambrel roofed additions on the north and south sides - accommodating a formal living room, kitchen, and two additional bedrooms. At this time, skilled Italian artisans added a substantial stone patio, covered outdoor porch, stone walls and a formal garden. With a southeastern orientation, main rooms take advantage of morning light with french doors that walk out to the patio and garden. Five bedrooms on upper level. Additional main floor room was used as bedroom with full bath - or would make excellent home office. Four fireplaces - the "keeping room" has original beehive oven and iron work. The wide board flooring and custom millwork in this home is extraordinary. Historic details intact, while addressing the needs of modern living. Professionally designed, historically accurate landscaping. Refurbished barn houses three garage spaces and an art studio. One of the finest examples of a well-preserved antique in Litchfield County. Two miles to center of Litchfield. VERY SPECIAL.

Listed by Jessica Travelstead of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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125 Danbury Road New Milford CT 06776

MLS Number 170457457

  • Commercial
  • Acreage 2

Prominent location with a stop light in the heart of the Route 7/202 retail corridor. Truly a great opportunity with lots of possibilities. Site is approved for a 16,640 SF hotel. Could also be used for retail, office, medical, veterinarian, storage units, etc. All the improvements and utilities are already in place for this SHOVEL READY site. This is the third and final parcel in Morgan Square which includes Aldi and Burger King. Approximately 2 acres. 30,000 trips per day.

Listed by Austin Farmer of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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108 Wykeham Road Washington CT 06793

Washington, CT108 Wykeham Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 170486407

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,799
  • Acreage 2.05

Prime Washington CT Location on much sought-after Wykeham RD. The property is a short walk to the Washington Club Golf course or minutes to The Green, The Depot, and everything else Washington. The house features a large living room and updated kitchen/dining room. There is a guest suite on the main floor with the other four bedrooms and two bathrooms on the second floor. There is ample outdoor living space with a stone patio and screened in porch. There is level yard in the front of the house and beautiful rock outcroppings all around the property. There is a great pool site off the screened porch. The Seller has a pool company lined up to put a pool in this spring/early summer.

Listed by Austin Farmer of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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45 Kasson Road Bethlehem CT 06751

Bethlehem, CT45 Kasson Road

Price$995,000

Est. Mortgage: $/month

MLS Number 170488824

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,548
  • Acreage 2.4

This 1820 Handsome Colonial home is set back off the road. The heart of the home is your kitchen. Plenty of room for family/guests to gather around the center island or table, from here meander through the family room in/out the French doors to the porch or patio. Formal dining room has beautiful granite stone fireplace for those quiet dinners. Enjoy quiet time in the living room. All bedrooms have wonderful natural light streaming in. Primary bedroom has vaulted ceiling, large walk in closet, double vanity, soaking tub and shower. Guest room 1 has own bathroom, large closets, also hookup for laundry. Guest room 2 and 3 have Jack and Jill bath. This home was completely renovated from the studs up, and the Wide Plank floors are stunning! Enjoy spending your time here with family and friends on the porch overlooking your own pond. Wonderful level yard for outdoor activities. Minutes to to the Bellamy Ferriday House & Gardens for tours. Enjoy March Farms for fresh produce, and when the season is here enjoy, pick your own blueberries and apples. Make this your home to enjoy the quiet, peacefulness surrounded by nature.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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 Headquarters Road Litchfield CT 06759

MLS Number 170485679

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,550
  • Acreage 3.37

COMPLETELY REFRESHED, RENOVATED & UPGRADED. INCOME POTENTIAL as AIRBNB. Flexible floor plan offers three completely separate private ensuites or a combination of ensuites, offices, and guest areas. Located in the Historic Hamlet of Milton. The perfect mix of urban industrial design and country manor. Special features include: concrete and wood radiant heated floors, lighted indoor rock wall with fountain and 2 stone fireplaces with sitting hearths. A large open floor plans for entertaining yet cozy intimate spaces.A newly added three-season screen room allows you to enjoy dining outside without the worry of nature's inclement elements. Newly added all-season glass room w/ lg hot tub feels like relaxing resort. Large expansive front lawn area perfect for enjoyment and viewing nature. Gardens feature established herb and vegetable beds with wildflower rock gardens that bloom from late spring through autumn. Other upgrades include: generator and 6 mini splits. A newly paved driveway offering easy access to the safe seclusion of the upgraded landscaped property. You will experience a feeling of somewhere far and remote yet minutes from some of northwestern Connecticut's finest dining, summer and winter sporting activities. A must see to fully experience. For Buyers with a discerning eye and love of nature. Bantam Lake enjoyment for summers. Mohawk Mtn Ski Area mins away for winter sports. 1 hour 45 mins from NYC, 30 mins to Metro North trains.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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24 South Street Litchfield CT 06759

Litchfield, CT24 South Street

Price$986,000

Est. Mortgage: $/month

MLS Number 170497722

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,650
  • Acreage 1.31

Beautiful Historic House in Litchfield. The house was built by Moses Seymour Jr. for his son, Moses Seymour III, in 1814-1817. It is distinguished by the use of tongue-and-groove boards to finish the front, a sophisticated nod to Federalist architecture. This feature is unusual in Litchfield.The trefoil window in the facade is a celebrated feature too. Conveniently located within walking distance of the center of town, many well-known Litchfield residents such as Harriet Beecher Stowe and other visitors had tea in the elegant front parlour. Original features of the house have been lovingly preserved-the door latches, the wide-board hardwood floors, the handcrafted lock and key in the living room, etc. The beams inside the plaster walls are nearly a foot wide. The Franklin stove (invented by Benjamin Franklin) in the front parlor holds heat well after the wood fire is extinguished-an early example of conserving fuel. The Seymour family's descendents lived in the house continously from the time of its construction until 1985. In addition to its historic integrity and charm this house boasts all modern amenities including a new generator. It is truly the best of both worlds. Extensive family papers and records of the house are archived in the Litchfield Historical Society . There is, for example, a receipt for the 1925 purchase of the lilac tree still blooming on the north side of the house.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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87 Nettleton Hollow Road Bethlehem CT 06751

MLS Number 170487306

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,876
  • Acreage 2.01

Beautiful, turn key retreat ! This lovely property is move -in ready. The Renovated eat-in kitchen with granite counter tops and views of the pool, fire pit, koi pond and backyard is a real oasis. This super confortable house checked all the boxes. All the essentials are there: Central air, his and hers dressing room, master bath with rain shower & soaking tub, home office, balcony, terrasse, vaulted living room and wood burning fire place. Come and see for yourself.....

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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619 Middle Road Turnpike Woodbury CT 06798

MLS Number 170496206

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,232
  • Acreage 2.11

Quiet area of Woodbury, interior lot, home facing East with sunrise views! Open floor plan, with handsome floor to ceiling stone fireplace, vaulted ceiling in family/living room, kitchen has counter seating, eating area, sliders to the patio for great entertaining space, formal dining room with chair rail, wainscoting, crown molding. Office/den just off the kitchen. One of 2 Primary bedrooms on the 1st floor, with walk in closets, double vanity, tub, and shower. Upper level offers 3 bedrooms and another Primary bedroom. Hardwood floors through out the entire home. Laundry room is on 2nd floor with plenty of cabinets and sink. Lower level has possibilities of finishing and walks out through French doors. 2 car attached garage and carport. Whole house Generator. Minutes to Woodbury center for shopping and great restaurants.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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 TourAsk A QuestionMore Details

Litchfield CT 06759

Litchfield, CT

Price$750,000

Est. Mortgage: $/month

Under Agreement

MLS Number 170463977

  • Single Family
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 4,482
  • Acreage 1.02

GRACIOUS IN TOWN COUNTRY LIVING. The 4500 sq/ft Graves-Ray House was originally built in 1858 in the Greek Revival style and later modified to include a mansard roof and Italianate flourishes. Respectfully renovated in the early 1900s, additional bedrooms and bathrooms were added along with the expansion of the dining room and primary bedroom suite. The interior architecture exists today with only minor changes to a few door openings and the addition of several closets. The 2,300 sq/ft CARRIAGE HOUSE was built in 1915. It includes a three-bedroom guest house, two car garage and a large studio/workshop. With the potential for a nearby pool, this building would make an incredible party barn and pool house. Entire property consists of 1.02 acres with specimen trees including a significant silver beech tree located at the southwest corner of the front porch. Recently acquired by award winning designers Heide Hendricks and Rafe Churchill, initial restoration is underway, including landscaping, electrical, HVAC and plumbing improvements. The goal is to offer this property to the right buyer - who appreciates the potential of this house to be a true Litchfield gem. Rafe Churchill is available to discuss the potential scope of work and share his thoughts for a design program. For more information about Hendricks Churchill, please refer to the firm's website at hendrickschurchill.com. This is a project, but one that will yield value well beyond the necessary investment.

Listed by Jessica Travelstead of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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 TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2022 SmartMLS, Inc.