The Matthews GroupWilliam Raveis

The Matthews Group

Homes for Sale in Litchfield County CT

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

Time Saving Tip: Sign up for a free account to save your favorite listings and get notified when new properties match your criteria.

You may also want to explore all Litchfield County homes for sale.

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: 3.05% last updated on Oct 14, 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 Arrow Point Road Warren CT 06777

Warren, CT7 Arrow Point Road

Price$5,500,000

Est. Mortgage: $/month

MLS Number 170436422

  • Single Family
  • Square Feet 6,974
  • Bedrooms 4
  • Bathroom 6
  • Year Built 2006

Unique opportunity to own fabulous shingle style house with direct frontage on Lake Waramaug with private dock and walk in beach area. Generous yard in both front and rear of house. Mature landscaping with fruit trees and lake irrigation system. Built to very high standards in 2006-7 with 4 en-suite bedrooms, open kitchen, dining and living rooms all with lake views. First floor guest room, office, screened porch with fireplace, mudroom, laundry and outdoor shower. Bluestone patio with built in grill. Second level includes 2 room primary suite with lake views, walk in closet, fireplace and balcony, two additional en-suite bedrooms and game room. Finished attic flex space on third floor. Walk out lower level includes gym, wine cellar, storage and unfinished area ready for your imagination. Both an attached 2 car garage and separate stand alone 2 bay barn with walk up space above. Generator and basketball complete this incredibly rare offering.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

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: 3.05% last updated on Oct 14, 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

50 Painter Ridge Road Washington CT 06793

Washington, CT50 Painter Ridge Road

Price$3,495,000

Est. Mortgage: $/month

MLS Number 170394971

  • Single Family
  • Square Feet 6,374
  • Property Style Barn
  • Bedrooms 6
  • Bathroom 6

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: 3.05% last updated on Oct 14, 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

158 North Street Litchfield CT 06759

MLS Number 170438040

  • Single Family
  • Square Feet 6,641
  • Year Built 1874
  • Bedrooms 8
  • Bathroom 7

Unique opportunity to own one of a kind Federal -Colonial property, right in the heart of Litchfield . The c1876 house is within walking distance to the historical green. The property is remarkably private due to its unique lay out and bordering on the land trust.It is the only property in the Litchfield Burroughs with 3 independent dwellings on such a secluded parcel. The house has spectacular proportions, boasting 10 foot ceilings and 5 fireplaces. Its gracious floor plan makes entertaining a dream.The grounds offer formal and informal retreats with a croquet lawn, a greenhouse and a vegetable garden The stunning pool and spa are surrounded by wisteria growing pergola and a classical pool house, appointed with a perfect kitchen, (fisher & paykel dishwashers, Lacanche range) , bath with laundry, pool table for fun etc...A stone fireplace and outdoor grill complete the setting. A cobblestone driveway meanders through the 3.93 acres past a carriage house with a spacious apartment above and restored stables. The expansive open lawns is bordered by an allee of fruit trees and is surrounded by protected land.The whole compound is a gem ! One or more of this property's owners is a Real Estate Licensee

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

178 Chestnut Hill Road Litchfield CT 06759

MLS Number 170376236

  • Single Family
  • Square Feet 6,621
  • Bathroom 5
  • Bedrooms 4
  • Property Style Colonial

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: 3.05% last updated on Oct 14, 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

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: 3.05% last updated on Oct 14, 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

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. 10 minutes to Oxford Airport.

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

136 Curtis Road Bridgewater CT 06752

Bridgewater, CT136 Curtis Road

Price$1,695,000

Est. Mortgage: $/month

MLS Number 170427688

  • Single Family
  • Square Feet 6,078
  • Bedrooms 4
  • Bathroom 7
  • Year Built 1986

Located at the highest point in Bridgewater w/ unparalleled Western views over state parks. 4-5 bedroom main house w/ newer barn addition. Main house recent updates: many LePage windows, high efficiency propane furnace, full house generator, Hydrawise irrigation system w/ wifi monitoring, 40 new light fixtures, refinished floors, interior/exterior paint, extensive landscaping work, new driveway, terrace & pathway upgrades. The main house remains in need of kitchen & bathroom renovations. The top of the line barn addition was built by renowned barn builder, Ed Cady, w/ 2 addl stone fireplaces, wide board floors, hand split cedar roof. This 3 story barn can be converted to a Primary bedroom suite or remain as a party barn w/ office on 2nd fl & gym in lower level. Exterior features include: rebuilt stone walls, plenty of flat lawn, 2 car garage, carport, gracious mature landscaping & fruit trees (all newly refreshed). Lower level in main house is finished into media/game room w/ kitchenette, walk-in wine cellar, full bath. Short drive to boat launch at Lake Lillinonah. Walk/Bike to Bridgewater Mkt. Many nearby hiking trails. Current vinyl pool is scheduled to be replaced w/ a Gunite pool in Spring 2022 (finish date guaranteed before next Summer! (price to install new pool not included) 12 mins. to Washington, just 1 hour 30 mins. to NYC. Abuts major estates, significant upside to this location w/ some addl investment needed. Agent/Owner

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

530 Milton Road Litchfield CT 06759

Litchfield, CT530 Milton Road, Milton

Price$1,690,000

Est. Mortgage: $/month

Open House

MLS Number 170432292

  • Single Family
  • Next Open House: Sat 10/16 12:00 pm. to 1:30 pm.
  • Square Feet 4,347
  • Bedrooms 5
  • Bathroom 4

Spectacular. Turn key. Authentic Salt Box circa 1756. One of the largest in Connecticut. In mint condition, with many recent updates. New mechanical systems, new kitchen and baths. A large generator is also a recent addition. A beautifully restored barn and a garage are an additional bonus. The landscaped beds and garden, enhanced with stone walls add to the charm and value of this unique propert. It is set in on historic Milton Green. It is over 4,347 sq,ft, on a 4.37 acres lot with 5 bedrooms, 4 bathrooms. Antique charm with all the modern convenience.The additional barn add another 2.000 s/f if needed... Truly an architectural Gem!... The house and the garden have being published in the Rizzoli book by Annie Kelly & Tim Street Porter" Rooms to Inspire in the Country".

Listed by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

6 Nichols Hill Road Washington CT 06793

Washington, CT6 Nichols Hill Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 170438276

  • Single Family
  • Square Feet 5,398
  • Bathroom 7
  • Property Style Cape Cod
  • Bedrooms 6

Beautiful shingle style cape in Washington Connecticut privately sited on 5+ acres. Come enjoy this spacious, 6 bed, 6.5 bath, custom built home with high end finishes throughout. The house features a large open kitchen and dining room with soaring 11ft ceilings. Kitchen is equipped with Viking / Sub-Zero appliances, double ovens, 8 burner range, multiple sinks & dishwashers, large stone fireplace and access to west facing terrace with seasonal views over steep rock well suited for outdoor dining. Off the kitchen is a large entryway with mudroom, laundry room, walk-in windowed pantry, closet and cubbies. The kitchen also connects into a cozy living room, as well as a large open family room, both gorgeous fireplaces. The first floor also contains a large, main bedroom suite, the first of 5 en suite bedrooms in the main house. Upstairs you will find a second large main bedroom, which includes a relaxing lounge area. There are 3 additional en suite bedrooms on the second level. There is an unfinished basement for storage, as well as 1+ car attached garage and 2 car detached garage. The house is conveniently located within walking distance to a back entrance of Steep Rock for great hiking. Short drive to town, the Green, The Mayflower Inn and everything that Washington has to offer. Many trees have recently been removed and the house gets great light.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

125 Danbury Road 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: 3.05% last updated on Oct 14, 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

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 2021 SmartMLS, Inc.