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Our Sold Litchfield County Real Estate Listings

Explore previously sold listings in Litchfield, CT by the team of local experts at The Matthews Group! Contact us with any questions or to schedule a viewing. 

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7 Arrow Point Warren CT 06777

Warren, CT7 Arrow Point

Sale Price$4,350,000

Sold

MLS Number 170172029

  • Single Family
  • Square Feet 5,474
  • Property Style Colonial, Other
  • Year Built 2008
  • Bedrooms 4

Rare Direct Waterfront - This Classic New England Shingle Style home is set on Connecticut's 2nd largest lake with its own private beach and dock. The house is perfectly sited and is designed to connect one with the outdoors with expansive windows and french doors that offer perfect views year-round. The large level lawn and spectacular gardens are there for sport or restoration. There is also an outdoor shower to rinse off after a swim in the lake. Enter the house through the main foyer and you'll be struck by the views to the lake and the quality of this home. The main level features a modern living plan with an open kitchen, living and dining area. The living area is anchored by an impressive fieldstone fireplace and opens to a lovely screened porch with its own fireplace. The kitchen is fully outfitted with double islands, farmhouse and prep sinks, breakfast bar, honed stone countertops, Subzero refrigerator, Wolf range and a butler's pantry with wine cooler. The dining area sits directly in front of a large window and has two built in hutches and access to the terrace. Rounding out the first floor is a handsome wood paneled den with fireplace and a first-floor bedroom suite complete with a full bath and private outdoor access.

Listing Courtesy of William Pitt Sotheby's Int'l

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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18 Falls Roxbury CT 06783

Roxbury, CT18 Falls

Sale Price$4,100,000

Sold

MLS Number 170216895

  • Single Family
  • Square Feet 6,800
  • Bedrooms 6
  • Property Style Colonial
  • Year Built 1977

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!

Listed by William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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378 Millerton Salisbury CT 06039
Sold

MLS Number 170144918

  • Land
  • MLS Status Closed
  • Acreage 515
  • Zoning RES

Very special 314 acres in Lakeville with magnificent western views. Build your dream home! Multiple high building locations with a variety of views. Estate quality land, excellent for horse property or country compound. 314 acres of open, rolling fields and meadows, woods and your own hilltop. Will add additional 1+ acre parcel with house at road with sale. Rare offering filled with potential. No easements in place. Subdivision or conservation easements possible. Just minutes from Lakeville/Salisbury/Millerton and the Hotchkiss School. Additional 200 acres in 2 lots also available. Some in conservation.

Listed by William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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136 Woodbury Washington CT 06793
Sold

MLS Number L152097

  • Single Family
  • Square Feet 7,900
  • Bathroom 8
  • Year Built 1912
  • Bedrooms 6

The gables. Stunning rossiter designed estate offering guest house, pool, guest/au pair apt, pond, har-tru tennis ct, just under 10 acres of open land, barn and ice house. Gorgeous and elegant main house with high ceilings, generous entertaining spaces."The gables" built in 1912 offers manicured grounds with stone walls, elevator, stone steps and 10 private acres with gated entry for ultimate privacy, fine finishes throughout with original detailing.

Listing Courtesy of William Pitt Sotheby's Int'l

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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15 Taunton Lake Newtown CT 06470
Sold

MLS Number L10147742

  • Single Family
  • Square Feet 13,322
  • Year Built 2006
  • Bathroom 8
  • Bedrooms 4

Taunton Lake. Its rare to find this kind of privacy on any Lake. This extraordinary estate brings all your desires to reality. Majestic tree lined gated entry, luxurious open kitchen, stately formal entertaining areas, 2 first floor master bedrooms, 10-23 foot ceilings, sophisticated media room, pool with jacuzzi, har-tru tennis court. Beautiful 125 acre Taunton Lake is spring-fed and stocked with trout and bass as a fisherman's paradise. The dock has water and electricity and the lake allows boats with electric motors to maintain the serenity for residents. With 9+/- acres, 2 separate lots, and over 2000+/- feet of water frontage, this home is sited on the end of a peninsula providing privacy and dramatic lake views from every room. See features list for full details.

Listing Courtesy of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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109 Mountain Kent CT 06757
Sold

MLS Number 170134485

  • Single Family
  • Square Feet 8,584
  • Property Style Colonial
  • Year Built 1989
  • Bedrooms 7

Spectacular Mountaintop Retreat with 270 degree views of CT, NY, and MA that are unrivaled in Litchfield County. Sited on 124+/- acres down a long driveway with gated entry. This property offers complete privacy with an extensive trail system, mature woodlands, flat playing fields, treehouse, vineyards, and an expansive lawn perfect for viewing the nightly SUNSETS. Truly exquisite landscaping with meticulously kept cutting, vegetable and berry gardens. Pool, pergola, outdoor dining pavilion, tennis. The interior features an open kitchen/family room area as well as a breakfast room with circular windows out to the view. There is also formal dining with bar and formal living room. Two main floor guest rooms could be combined to form main level master if needed. Large naturally cooled wine room where you can store the wine made with your own vineyards! If you are looking for a country estate with privacy and western views just 1 hour 45 minutes from NYC, this property should not be missed.

Listing Courtesy of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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 TourAsk A QuestionMore Details

239 Main Bridgewater CT 06752

Bridgewater, CT239 Main

Sale Price$2,850,000

Sold

MLS Number 170086848

  • Single Family
  • Square Feet 7,439
  • Property Style Colonial
  • Bathroom 6
  • Year Built 2005

Uber Chic Barn House. Constructed by master Barn builder, Ed Cady, this is one of his finest collaborations. The impressive structure takes in distant VIEWS to the South and West and is sited perfectly to relate to the landscape, pool, pond, and surrounding countryside. The great room features a massive 2 sided stone fireplace, dramatic vaulted ceiling, 9 ft custom barn doors, and floor to ceiling windows. The gourmet kitchen walks out to a covered porch for dining and relaxing with a stunning view. Upstairs, we find the master suite with walk in closet and bathroom with radiant heat and steam shower. Cross the open hallway past the reading/office nook to enter a 2 bedroom wing with its own central media room/playroom. The walkout lower level incorporates guest space with 2 bedrooms, game room, wine cellar, kitchenette/cabana. The entire home impresses with the use of hand hewn beams, wide plank antique oak or reclaimed slate flooring, siding from a Rhode Island tobacco barn and 6 stone or antique brick fireplaces (all with gas starters). The oversized 3 car garage has a workshop/storage area and Tesla hookup. The extensive luxury features allow you to live in a modern house with the charm, feeling, and patina of something older.

Listing Courtesy of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Ask A QuestionMore Details

112 Gunn Hill Washington CT 06777
Sold

MLS Number 170022412

  • Single Family
  • Square Feet 5,998
  • Year Built 1830
  • Bathroom 5
  • Property Style Antique

  It's rare to find an antique estate with this kind of privacy & views. This Italianate beauty has been featured in Elle Decor & 3 other design publications. It boasts high ceilings, hardwood floors & every modern amenity. Walk or take golf cart to neighboring Lake Waramaug Club for golf, tennis, beach & brand new clubhouse. Eat-in kitchen w/ fireplace & uber chic butler's pantry opens to wrap around back deck. The very unique dining room has custom painted mural a whimsical view of the surrounding countryside. The spectacular sunroom enjoys views overlooking the pool. Cozy library and Formal living room w/ fireplace. The luxurious screened porch allows for lazy afternoon lounging w/ room for extensive entertaining & dining "en plain air”. Dramatic master suite w/ walk-in closet, fireplace & French doors to large balcony w/ views. Walk out lower level features gym, sauna, wine cellar & ample storage. 2 bedroom guesthouse w/ large game room above. Barn/garage. The glamorous pool area encompasses a bluestone terrace, covered seating/dining area, cabana w/ changing rooms, full bath, outdoor shower, outdoor tv, full kitchen. Of course, we won't forget the custom tree house and tennis court! Spectacular mature trees & specimen plantings. Fully irrigated perennial gardens with multiple vignettes, stone walls & sunken garden. This special property oozes charm from every inch of its interiors and delights the eye from every exterior perspective.

Listing Courtesy of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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17 Straight Kent CT 06757
Sold

MLS Number L10177759

  • Single Family
  • Square Feet 2,720
  • Bedrooms 4
  • Year Built 1900
  • Bathroom 3

STRAIGHT FARM ON 183 ACRES: Some of New England's most dramatic views can be found at Straight Farm in South Kent. Situated at the gateway of Lake Waramaug in Washington and encompassing over 183 acres, with open lush pasture, woods and frontage on the West Aspetuck River … Straight Farm is one of the very best level and open properties to ever come available in the Litchfield Hills. A rare and unique offering that delivers complete privacy with a 4-bedroom colonial home with two fireplaces and charming period details. Photos coming soon. Two post & beam barns in need of restoration. Land contains no easements and can be subdivided.

Listing Courtesy of William Pitt Sotheby's Int'l

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Ask A QuestionMore Details

238 Painter Hill Road Roxbury CT 06783
Sold

MLS Number 170388180

  • Single Family
  • Square Feet 3,428
  • Property Style Antique, Farm House
  • Year Built 1872
  • Bathroom 4

Picture-perfect essence of NE. c.1872. 5 BR main residence, guest house, gunite pool, screened porches, brick dining patio w/ pergola. Fully renovated in 2015 while maintaining all of its charm. Quiet setting w/ western exposure at the top of Painter Hill. Ideally sited on 12+/- AC of level lawn w/ antique canopied trees, flowering perennials, rebuilt stone walls, pond, bocci court & orchard. Interior w/ period details. Oak flooring & exposed hand-hewn beams. Country kitchen w/ glass-faced cabinetry, soapstone counters & designer appliances - Subzero refrigerator, Wolf stove + walk-in pantry, butler closet. Formal dining room w/ 8-over-8 windows, sunset views & direct access to outdoor dining patio. Adjacent are the formal LR w/ views of the grounds, FP & cozy family room/media nook. Main floor master suite, private screened porch, walk-in closet/dressing room, marble BA, dbl sinks, soaking tub & separate shower. Also on main floor, office, laundry rm w/ dbl set of Miele washer/dryers. On 2nd floor, 4 guest BRs, 2 w/ sleeping coves & built-in storage, 2 full baths. Partially finished lower level w/ temperature-controlled wine cellar & pantry. Guesthouse/ home office w/ full eat-in kit w/ the quality of the main house. Main level en-suite BR & 1/2 BA. Upper level w/ media room & sleeping alcoves. Full house generator & irrigation system. Plans are avail for barns/garage. Orig antique barnwood avail for construction - inquire on pricing. 90 minutes from NYC.

Listed by William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Ask A QuestionMore Details

279 Painter Hill Road,Roxbury,CT 06783

379 Painter Hill Road Roxbury CT 06783
Sold

Listing Number X80524207

  • Non-MLS Residential
  • Bedrooms 4
  • Bathroom 5
  • Half Baths 1
  • Full Bath 4

The perfect country location on one of Roxbury’s most prestigious streets.  This antique delight contains the ideal combination of country charm with recent renovations. Wide board original floors, hand hewn beams, large hearth fireplace.  The home is professionally designed for entertaining and enjoyment inside and out. Open country kitchen with island, bar room with stool seating, wine cellar, covered porch.  The large stone terrace sprawls across the back of the home and sits high to take in commanding views of the fields.  Gorgeous gunite heated pool surrounded by mature gardens and specimen trees. With over 17 acres the property has potential to be divided for and additional homesite or a conservation easement.  Includes barn-style 2 car garage. 7 Minutes to Washington.

Listing Courtesy of

Listing Sold by

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Ask A QuestionMore Details

209 Northrup Street Bridgewater CT 06752
Sold

MLS Number 170398408

  • Single Family
  • Square Feet 4,199
  • Bathroom 5
  • Bedrooms 4
  • Year Built 1780

It just doesn't get any finer. On Bridgewater's nicest street sits this elegantly reimagined colonial farmhouse. High ceilings, open floor plan, wide board floors & floor to ceiling windows let in the light. The great room boasts an oversized antique stone fireplace, bar stool seating, built-ins and a window seat. Gourmet kitchen w/ new sub zero, Wolf, Miele appliances, large double height breakfast nook, walk-in pantry & center island. Media room has another beautiful antique stone fireplace and seating for 8. The cozy den/office and the mudroom complete the first level. Upstairs are 3 en-suite bedrooms, each with walk-in closets and vaulted ceilings. The primary bedroom also walks out to a lovely terrace with gorgeous western views. Separate barn houses a 4th en-suite bedroom and a game room along w/ 2 car garage & Tesla charging station. Exterior features include: gunite heated pool, pool shed, in-ground trampoline, sport court, new vegetable garden, spectacular low maintenance landscaping & a new pergola w/ wisteria. The entire property is fully fenced at the perimeter for dogs w/ an automatic gate at the entry. This home abuts a working farm and is perfect for those who enjoy animals but don't want the upkeep. It also abuts hundreds of acres of protected land where the cows can be seen grazing and tending to their calves. Welcome to the country - only 1 hour 15 minutes from NYC! 20 Minutes to the chic villages of Washington and Woodbury. Generator in place.

Listed by William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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 TourAsk A QuestionMore Details

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