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The Matthews Group

Our Litchfield County CT Real Estate Listings

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

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132 Curtiss Road Warren CT 06777

Warren, CT132 Curtiss Road

Price$10,000,000

Est. Mortgage: $/month

MLS Number 170418353

  • Single Family
  • Square Feet 3,372
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1820

Step back in time at Lost Acre Farm to one of the last great opportunities to own over 100 acres of unencumbered land overlooking Lake Waramaug, CT's most beautiful and protected lake. The property is located at one of the highest spots in the area and along a dead end road abutting state land and major estates. The 3 bedroom existing main house has exquisite southwestern lake views, terraces, gardens, mature fruit/specimen trees, multiple guest houses, large equestrian barn, pool with pool house and a pond with waterfall. The 3 charming guest cottages can be restored for living while the main house undergoes renovation or you build anew. The total acreage is 114.64 acres currently divided into 4 parcels. Further subdivision and conservation potential is possible as there is significant road frontage. Percolation testing would need to be done by buyers. Under 2 hours to NYC. 10 minutes to chic village centers of New Preston, Washington, Kent, Litchfield, Warren. Access to Lake Waramaug at the Warren Town beach just a 2 minute drive down the street. Nearby country clubs offer golf, beach and tennis. 20 minutes to Mohawk Mountain for skiing. Taxes reflect all 4 parcels, much of land in PA 490.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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9 Bristol Road Middlebury CT 06762

Middlebury, CT9 Bristol Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170373397

  • Single Family
  • Square Feet 6,554
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1962

https://youtu.be/mrrIdghSV14Lake living at its finest! Custom Greek Revival built from foundation up by current owners. An entertainers dream, this 5 bedroom, 4.5 bath home has 6 acres of direct frontage on Lake Quassapaug with its own drive in boathouse with power lift and private beach. Lake facing pool with separate spa and pool house with kitchen. Lakeside terrace with stone firepit. Stunning public spaces on main level including an enormous eat in kitchen with fireplace and entertainment area with projection video system. Commercial grade appliances include Traulsen refrigerator and freezer and 48" Viking range. Luxurious primary bedroom suite includes fireplace, office and its own gym with stunning lake views! An en-suite guest room, and 3 additional bedrooms with shared bath and laundry complete the second floor. 1200 square feet of heated garage space for 4 cars. Many smart home features, geothermal heat, generator, slate roof, random width hardwood flooring, just a few of the custom finishes. Room for tennis court if desired. Do not miss your chance to make this your own ultimate lake compound. Easy access from I-84, under 2 hours from NYC, 2.5 hours from Boston.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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50 Painter Ridge Road Washington CT 06793

Washington, CT50 Painter Ridge Road

Price$3,750,000

Est. Mortgage: $/month

MLS Number 170394971

  • Single Family
  • Square Feet 6,374
  • Bedrooms 6
  • Bathroom 6
  • Year Built 1988

Located at the highest point on Painter Ridge sits this fully renovated shingle style/barn style home in move-in condition. Huge gourmet kitchen with concrete counters, top of the line appliances, 2 dishwashers, walk-in-pantry. Open floor plan with 2 seating areas, lots of sunlight, screened porch with new UV heater, dining room seats up to 25. Current master bedroom has gas fireplace and gorgeous marble bath with expansive walk-in-closet and private deck. Adjoining room for office, yoga or 6th bedroom. Two additional 2nd floor bedrooms share a bath but there is room to add another if needed. Two main floor bedrooms are great for guests or could be connected into main level master if needed. Excellent Washington location, private yet minutes to the Mayflower Inn, organic market and all area amenities. Game room with pool table, foos ball, ping pong. Gym with treadmill, bike, rower and tv. Brand new spa like bath services game room and gym. Professional landscaping, perennial cutting gardens, irrigation system, plenty of flat lawn. Wine Cellar can fit 1000s of bottles. Gunite heated pool and Jacuzzi with waterfall and Nature 2 system to reduce chlorine use by 70%. Brand new full house generator and garbage shed. Walk to land trust trails. Owner/Broker

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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178 Chestnut Hill Litchfield CT 06759

MLS Number 170376236

  • Single Family
  • Square Feet 6,621
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2006

This custom built brick colonial is ideally suited for buyers who appreciate fine craftsmanship and exquisitely constructed millwork. The details of this home were meticulously planned and thoughtfully executed with top quality finishes throughout. Gourmet kitchen with large island opens to breakfast nook. Family room walks out to the spacious enclosed sun room and takes in views of the expansive back yard with its stone waterfall and pond. Office/library with fireplace Main level master with his/hers walk in closets. 3 bedrooms 2 baths on upper level. Office/Library. 8 zones. Generator. Lower level game room with bath and full kitchen. Wine cellar and wine/beer making studio. Barn with studio/workshop and addl 3 car garage. There are trails for walking/riding bikes at the end of this road with go on for miles. Just 5 minutes to the charming village of Litchfield and to the Litchfield Country Club. 2 hours to NYC.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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32 Grassy Hill Road Roxbury CT 06783

Roxbury, CT32 Grassy Hill Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 170396074

  • Single Family
  • Square Feet 4,728
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2001

This custom built Georgian with stylish corner quoins lends an air of quiet sophistication to this rural setting. Come and relax in this very private home which sits at the crest of a large open field with dramatic western views. Perfect potential for animals or creating a farm. Gourmet kitchen with bright breakfast nook that overlooks the property. Butler's pantry leads into formal dining room with views. Formal living room, Media Room and Library complete the first floor. Crown moldings, French doors and hardwood floors enhance the luxurious feel. The second floor features a spacious master bedroom with views and 2 addl bedrooms with a jack and jill bath. The 4th bedroom is part of the apartment/office above the garage and up a separate staircase. Perfect for guest, in-laws, nanny or a home office. The basement is large and full height is offers potential for finishing into a game room, gym, movie room etc. Generator.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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
  • MLS Status Active
  • Acreage 72.46
  • Other Amenities Waterfront
  • 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: 2.78% last updated on Jul 22, 2021
* 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 TourAsk A QuestionMore Details

5 Bristol Road Middlebury CT 06762

Middlebury, CT5 Bristol Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 170415685

  • Single Family
  • Square Feet 1,680
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1928

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. 5 minutes to Oxford Airport.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 TourAsk A QuestionMore Details

200 Arch Bridge Road Bethlehem CT 06751

Bethlehem, CT200 Arch Bridge Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 170394785

  • Single Family
  • Square Feet 4,798
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1994

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: 2.78% last updated on Jul 22, 2021
* 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 New Milford CT 06776

MLS Number 170351573

  • Commercial
  • MLS Status Active
  • Year Built 2022
  • 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.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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670 Candlewood Lake Road South New Milford CT 06776

MLS Number 170390855

  • Single Family
  • Square Feet 2,492
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1930

Welcome to Adirondack Style "Solan Lodge". First time on the market. 1930's charming stone house with elegant touches. Completely private 10+/- acres. Great room with stone fireplace, vaulted ceiling, built in bar and stone terraces on both sides. Many original features remain including oak floors throughout. Country kitchen with double ovens and laundry. Convenient main floor master suite plus 3 additional bedrooms/library. Multiple entertaining areas including dining room with floor to ceiling walls of windows. French doors open to hillside of gardens and stone walkway to heated pool. Rolling landscape with detached garage, perennial gardens and rock outcroppings. Enjoy nearby Candlewood Heights Beach Club for an annual fee. Convenient Southern New Milford location, less than 90 mins to NYC.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 TourAsk A QuestionMore Details

7 East Street Litchfield CT 06759

Litchfield, CT7 East Street

Price$1,049,000

Est. Mortgage: $/month

MLS Number 170258659

  • Single Family
  • Square Feet 4,021
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1782

This historic home w/ separate commercial bldg is a unique opportunity in the center of the uber charming village of Litchfield. Both buildings have been restored by the current owner while retaining their character incl: wide board flrs, wainscoting, paneling, & 7 frplces. Main house kitchen leads to a keeping room for gatherings around the large hearth fireplace. The show stopper is a spacious Tavern room, used as game room w/ its original bar. The 2nd fl features 4 beds w/ 2 full baths (there is room to add an addl bath). 3rd floor has 2 beds w/ a shared bath. Beautiful gardens, specimen trees, stone walls & patios surround the house & integrate the bldgs. The commercial bldg is used as a dr's office & can be configured to other specs. It includes an attached main floor bedroom apartment w/ full bath, kitchenette & terrace. A sep. entrance opens to a lobby/waiting rm, offices, 2 half baths (one w/ handicap access), kitchenette & a fully finished 2nd fl w/ 2 offices & storage. Signage facing rte 202 & the Village Green is grandfathered. For history buffs, this is the Rev Timothy Collins house & his son added the Tavern in 1770. The commercial bldg was built in 1781 & moved to its current location in 1812. It remains the oldest continuously occupied commercial bldg in CT. Main house & the office apartment currently active Air B&B w/ proven income & rave reviews. Easy walk to town restaurants & shops.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

7 East Street Litchfield CT 06759

MLS Number 170260841

  • Commercial
  • Square Feet 4,021
  • MLS Status Active
  • Year Built 1782
  • Acreage 0.5

This historic home w/ separate commercial bldg is a unique opportunity in the center of the uber charming village of Litchfield. Both buildings have been restored by the current owner while retaining their character incl: wide board flrs, wainscoting, paneling, & 7 frplces. Main house kitchen leads to a keeping room for gatherings around the large hearth fireplace. The show stopper is a spacious Tavern room, used as game room w/ its original bar. The 2nd fl features 4 beds w/ 2 full baths (there is room to add an addl bath). 3rd floor has 2 beds w/ a shared bath. Beautiful gardens, specimen trees, stone walls & patios surround the house & integrate the bldgs. The commercial bldg is used as a dr's office & can be configured to other specs. It includes an attached main floor bedroom apartment w/ full bath, kitchenette & terrace. A sep. entrance opens to a lobby/waiting rm, offices, 2 half baths (one w/ handicap access), kitchenette & a fully finished 2nd fl w/ 2 offices & storage. Signage facing rte 202 & the Village Green is grandfathered. For history buffs, this is the Rev Timothy Collins house & his son added the Tavern in 1770. The commercial bldg was built in 1781 & moved to its current location in 1812. It remains the oldest continuously occupied commercial bldg in CT. Main house & the office apartment currently active Air B&B w/ proven income & rave reviews. Easy walk to town restaurants & shops.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

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