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The Matthews Team

Our Litchfield County CT Real Estate Listings

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

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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

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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5 Bristol Road Middlebury CT 06762

Middlebury, CT5 Bristol Road

Price$1,750,000

Est. Mortgage: $/month

Under Agreement

MLS Number 170460790

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,680
  • Acreage 5.12

First time on market in over 100 years. 5+ acres of direct frontage on Lake Quassapaug with 1928 Cottage in need of renovation or build your dream home. Shares a private cove with its own drive in boathouse. Fabulous western sunsets across the lake with gentle sloping lawn and mature plantings and trees. Very special setting. Surrounded by multimillion dollar estates. 2 hours to NYC, 3 hours to Boston, less than 1 hour to Hartford or New Haven. 10 minutes to Oxford Airport.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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378 Nettleton Hollow Road Washington CT 06793
Under Agreement

MLS Number 170475598

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 2,957
  • Acreage 3.8

This stunning modern cape is nestled on the eastern hill side of Nettleton Hollow with majestic western sunset views. Clean modern design meets country farmhouse. The house features an open floor plan with a combined Living room/Dining room/Kitchen with large windows to bring in lots of light. Also on the first fist floor is the primary bedroom and a study/TV room (recently turned into a baby room). The second floor has two large bedrooms that share a bath. Above the garage there is a great in-law apartment/flex space that has a separate entrance or can be accessed from the house. All total house has 5 bedrooms and 4.5 baths. Also enjoy two outdoor porches, a large rear patio and built-in grille. The house was completely taken down to the studs in 2018/19. All windows, siding, roofing, plumbing, electrical, spray foam insulation, floors, kitchens, baths, appliances, and garage were done then. There is a good pool site behind the house. Pool contractor lined up for late spring 2022 if pool desired. Steep rock (land preserve) recently purchased 80 acres across the road meaning that the view is protected, but also they are planning trails and a bridge for hiking.

Listed by Austin Farmer of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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: 5.3% last updated on May 12, 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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200 Arch Bridge Road Bethlehem CT 06751

Bethlehem, CT200 Arch Bridge Road

Price$1,375,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170394785

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,798
  • Acreage 14.11

Enjoy this country Colonial retreat on 14 acres+/- acres with an addl bldg lot included! Take a walk along the ½ mile private trail admiring the fruit trees and gardens, relax on the blue stone patio with fire pit, or enjoy in the Jacuzzi while listening to the waterfall and taking in the views. The opportunities to unwind here and enjoy the pastoral countryside are plentiful. Keep the addl lot for privacy and you could clear more trees to open up the view, or split it off and sell separately and reduce your cost. Inside the home you will discover a gourmet kitchen opening to media room, spacious layout with high ceilings, crown moldings, hardwood floors, French doors and much more. There is a first floor master suite with radiant floors and loft office. Upstairs there is a second master suite, 2 addl bedrooms and the laundry. The third floor is also finished into a play room and an office. A new roof was installed in 1/21. The 30' x 40' barn with radiant heat and car storage has numerous possibilities: cabana, workspace, gym, artist studio and potential for a studio apartment. The barn has been plumbed for a kitchen and has a fireplace on the second floor. 10 minutes to the town centers of Washington, Litchfield and Woodbury. Under 2 hours to NYC.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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: 5.3% last updated on May 12, 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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118 Newfield Road Winchester CT 06098
Under Agreement

MLS Number 170470681

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,075
  • Acreage 8.12

Nestled on top of a gentle hillside with western views on over 8 acres just south of Winchester Center. Originally built as a summer home for the daughter of a prominent NYC/Boston businessman, this property was carefully crafted and well built in the boom of the Victorian period. This property has served as a working farm. Move right in and set up a farm for work or play. The house features 5 spacious bedrooms, 3 1/2 baths, living room and dining room with butlers pantry and two staircases. Original impeccable hardwood floors throughout. Freshly renovated kitchen with new appliances and cabinetry. Plenty of closet space, partially finished basement with wine room. Separate wing from previous caretaker quarters, and private attic wing with its own bathroom. 2 working fireplaces. Beyond the house comes a 7,000 sq ft peg barn with updated electrical, plenty of space for parties, storage, livestock or has the potential to be converted into a guest house. Additional 3 bay tractor barn that once belonged to the 1700's farmhouse that was on site until the mid century. 2 car garage with attic plus a single garage used for tools and equipment but can easily be a 3rd garage. Property has potential to store 10+ vehicles between the buildings. This is a gem just over 2 hours from NYC or Boston. Minutes to Litchfield, Goshen, Highland lake and Torrington areas. Agent Owner.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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961/963 North Park Avenue Extension Redding CT 06896
Pending Continue to Show

MLS Number 170486218

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,916
  • Acreage 4.72

This 4-5 bedroom home has been lovingly updated over many years and newly painted on exterior in April 2022. It sits high on the lot with flat land and beautiful sunset views. The heated Gunite pool with spa is open and ready for Summer swimming! The kitchen opens to a breakfast room with brick floors and the family room with a charming stone fireplace. Formal dining room with herringbone floors and formal living room with additional fireplace. The main staircase leads to 4 bedrooms with 2 full baths. One of these bedrooms is currently used as an office and another as a library. The primary bedroom walks out to an expansive deck overlooking the pool and grounds. A back staircase leads to an addl guest room with full bath and a large game room or studio. This would also make a great in-law apt. The lower level has a finished area for gym or wine cellar. The property has a small 2 stall horse barn, fenced paddock, chicken coop and raised garden beds. In addition, there is a large barn for car storage, play area, workshop or studio. All windows were replaced in 2012, new generator, large circular driveway paved 2020, new garage doors 2018 expansive deck repainted in 2022. The property includes 2 lots and abuts protected land. Fabulous gardens, mature trees, fenced back yard, and a very quiet road. Enjoy close proximity to state parks and hiking trails. Centrally located for easy access to the villages of Redding, Ridgefield, Easton, Weston and Newtown.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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: 5.3% last updated on May 12, 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
Open House

MLS Number 170485679

  • Single Family
  • Next Open House: Thu 05/19 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,550

Located in the Historic Hamlet of Milton. A remarkable home with the perfect mix of urban industrial design and country manor. Special features include: concrete and wood radiant heated floors, natural element of lighted indoor rock wall with embedded fountain and 2 stone fireplaces with large sitting hearths. A large open floor plans for entertaining yet cozy intimate spaces. Flexible floor plan offers three completely separate private ensuites or a combination of ensuites, offices, and guest areas. A newly added three-season screen room allows you to enjoy dining outside without the worry of nature's inclement elements. Also, a newly added all-season glass room with large hot tub brings an element of a relaxing resort. The front covered entrance provides perfect seating to gaze out over the expansive 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. Truly a paradise for Buyers with a discerning eye and love of nature. 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: 5.3% last updated on May 12, 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
Open House

MLS Number 170487306

  • Single Family
  • Next Open House: Thu 05/19 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,876

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: 5.3% last updated on May 12, 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$850,000

Est. Mortgage: $/month

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: 5.3% last updated on May 12, 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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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.