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.

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18 Falls Roxbury CT 06783

Roxbury, CT18 Falls Road

Price$4,300,000

Est. Mortgage: $/month

MLS Number 170216895

  • Single Family
  • Property Style Colonial
  • Bedrooms 6
  • Bathroom 7
  • Acreage 9.64

Turn key, with total privacy and available for quick closing is this stunning compound with 200 +/- feet of Shepaug River frontage. This property simply has it all for working, schooling and entertaining at home, what ever your needs. Long gated driveway & flat open land. Only minutes from the villages of Roxbury or Bridgewater. 10 minutes to the Mayflower Inn & Spa in Washington. Fish from your own back yard! 5-6 bedroom main house w/ gourmet eat-in kitchen opening to vaulted family room w/ cupola. Main & 2nd floor master bedrooms, finished lower level with gym, sauna, and meticulous storage areas. Attached in-law apartment with full kitchen. Large covered porch, French doors from every room leading to multiple terraces & professionally landacaped gardens. 2 car attached garage. Gunite Pool & Jacuzzi with oversized blue stone terrace. Glorious fully outfitted Pool/Guest House with full kitchen, bath, changing rooms, pergola & outdoor fireplace. Uber chic Party Barn/game room w/ guest room, 1.5 baths, full kitchen, vaulted ceiling, double sided stone fireplace & 1 car garage. Generator. Completely Luxurious Perfection!

Listing Courtesy of William Raveis Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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 Middlebury CT 06762

Middlebury, CT9 Bristol Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170373397

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 5
  • Acreage 6.33

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.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 10.39

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: 3.02% last updated on Mar 4, 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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101 South Roxbury CT 06783

Roxbury, CT101 South Street

Price$1,500,000

Est. Mortgage: $/month

MLS Number 170306375

  • Single Family
  • Property Style Contemporary
  • Bedrooms 6
  • Bathroom 6
  • Acreage 38.05

Live in your own nature preserve! Enjoy complete privacy down long driveway where this striking home is set in the middle of 38+/- lush acres. The back deck looks out to rushing brook, pond, waterfall and gorgeous rocky outcroppings. The kitchen opens to the family room with wrap around windows and a dramatic circular fireplace around which all the activity of the room rotates. Upstairs, there are 4 bedrooms and 3 baths, the master having its own office area or dressing room. The 2 guest baths are newly renovated. There is an additional 2 bedroom apartment over the garage which makes a great in-law suite or private offices for a perfect work at home scenario. The finished basement features a playroom, exercise room and an amazing 3,600 bottle wine cellar. Generator. All offers subject to bank approval.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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24 Fox Sherman CT 06784

Sherman, CT24 Fox Run

Price$1,495,000

Est. Mortgage: $/month

MLS Number 170336901

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 26.41

Sensational Home on over 26 acres of gorgeous property with the best views in town. 3 minute drive to Sherman town beach and Marina. Main house with 4 bedrooms, formal dining, kitchen that walks out to pool surround for entertaining. Center island kitchen with large butler's pantry with French doors to the views. Large outdoor entertaining area features bar, built in grill, and fabulous salt water Gunite pool with massive blue stone terrace for Summer fun. Master suite with private balcony, fireplace and amazing luxury bath. 2300 sq ft. walk up attic for storage finish for addl sq footage. Unfinished basement with pool table. 5 year old roof on the main house and brand new roof on the carriage house. Long, private driveway with stone walls. Carriage house with workshop and studio apartment above (caretake and housekeeper live here and can come with if desired). Extensive landscaping and exterior lighting. Geothermal heating AND 44 solar panels create a super efficient low maintenance home with Sherman's low taxes. Privacy with forever views!! Buyers must have proof of funds or mortgage pre qual letter.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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
  • 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: 3.02% last updated on Mar 4, 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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11 Farm Roxbury CT 06783

Roxbury, CT11 Farm Road

Price$1,349,000

Est. Mortgage: $/month

MLS Number 170317525

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 14.32

Spacious Shingle-Style home with complete privacy bordered by 100 acres of protected land. Large open kitchen with breakfast nook and center island. Every room on the main floor has access to the outdoors with huge windows and multiple porches. Main floor separate office with doors for privacy. Unfinished room on second floor could be a second office if needed. Quality construction throughout - hardwood floors, high ceilings, crown moldings, beautiful mill work, copper & architectural shingle roofing. Two brooks, gorgeous landscaping and a raised, fenced vegetable garden. 3 car garage with separate lead with large unfinished attic that could be guest apt. Unfinished basement has high ceilings and walls of windows. Perfect for finishing into game room and gym. 10 minutes to Washington or the New Milford Greens. House generator in place.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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144 Curtiss Warren CT 06777

Warren, CT144 Curtiss Road

Price$1,299,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170219791

  • Single Family
  • Property Style Barn
  • Bedrooms 3
  • Bathroom 3
  • Acreage 3.4

Fabulous barn home at the top of the hill very near Lake Waramaug and the Hopkins Inn. Open kitchen layout. Large foyer, 3 bedrooms 2 loft offices, 3 baths, huge stone fireplace, stone terrace with views and heated gunite pool. Estate settings with gardens, mature trees, large lawn, stone walls. There is also a 2-3 bedroom, 1.5 bath guesthouse with separate driveway. Enjoy the Warren town beach on the lake just minutes away!

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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167 Sprain Brook Woodbury CT 06798

Woodbury, CT167 Sprain Brook Road

Price$1,095,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170361405

  • Single Family
  • Property Style Contemporary
  • Bedrooms 3
  • Bathroom 3
  • Acreage 12

Stunning contemporary home in private setting with long circular driveway. Main floor features open kitchen to family room, living room/library, formal dining room, foyer, office and master bedroom that walks out to deck with chic cedar Hot Tub. Lower Level features 2 guest rooms, game room/gym, and plenty of finished storage space. 2nd floor has small second office nook and attic space.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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7 East Litchfield CT 06759

Litchfield, CT7 East Street

Price$1,049,000

Est. Mortgage: $/month

MLS Number 170258659

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 4
  • 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.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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7 East Litchfield CT 06759

MLS Number 170260841

  • Commercial
  • Acreage 0.5
  • Square Feet 4,021

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.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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118 Newfield Winchester CT 06098

MLS Number 170372717

  • Single Family
  • Property Style Antique, Victorian
  • Bedrooms 5
  • Bathroom 4
  • Acreage 8.12

Western views over protected land from this uber charming Victorian home just south of historic Winchester Center. 5 Bedrooms, 3.5 bathrooms, LR, DR, Library, Just renovated Kitchen, Butlers Pantry, Mudroom/Laundry, Office. Everything you need for todays living with the authentic charm of an antique house. Fabulous wrap around front porch rebuilt to very high standard. Gorgeous hardwood flooring. Incredible 7,000 sq ft peg barn - incredible potential as studio, guest space, pool house, etc. Multiple pool sites. 2 car and 1 car stand alone garages. 3 bay tractor barn. This is a gem just over 2 hours from NYC or Boston. Agent Owner.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

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.