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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 Road

Sale Price$4,350,000

Sold

MLS Number 170172029

  • Single Family
  • Property Style Colonial, Other
  • Bedrooms 4
  • Bathroom 6
  • Acreage 1.35

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: 2.87% last updated on Sep 17, 2020
* 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
  • Property Style Colonial, Cottage
  • Bedrooms 6
  • Bathroom 8
  • Acreage 9.94

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: 2.87% last updated on Sep 17, 2020
* 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
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 8
  • Acreage 9.8

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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35 Bliss Warren CT 06777

Warren, CT35 Bliss Road

Sale Price$3,200,000

Sold

MLS Number 99025143

  • Single Family
  • Property Style Barn
  • Bedrooms 4
  • Bathroom 7
  • Acreage 15.11

This elegant barn style home sits overlooking the most spectacular lake in CT, Lake Waramaug. With over 15 acres and 2 lots, there is potential for a family compound, or tax benefits from a conservation easement. The house features 4-5 bedrooms, 6.5 baths, offices, media room, sun porch, cabana with outdoor shower, pool, Jacuzzi, croquet lawn, generator,, 4 car garage and the most incredible 180 degree lake views with Sunsets! Town beach is just a one minute drive.

Listing Courtesy of William Raveis Real Estate

Listing Sold by

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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
  • Property Style Colonial
  • Bedrooms 7
  • Bathroom 7
  • Acreage 125

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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239 Main Bridgewater CT 06752
Sold

MLS Number 170086848

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 6
  • Acreage 13.42

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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
  • Property Style Antique
  • Bedrooms 4
  • Bathroom 5
  • Acreage 11.6

  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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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10 Falls Roxbury CT 06783

Roxbury, CT10 Falls Road

Sale Price$2,850,000

Sold

MLS Number L143271

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 6
  • Acreage 30

Dramatic shepaug river frontage and views.Long private driveway in estate area.All flat land,2 stall barn with hayloft & paddocks.Open kitch to breakfast noon and family room.Large porches & brick terrace to take in views.Gunite pool.Huge game/media room

Listing Courtesy of William Raveis Real Estate

Listing Sold by William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

17 Straight Kent CT 06757
Sold

MLS Number L10177759

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 183.5

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: 2.87% last updated on Sep 17, 2020
* 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

171 Apple Roxbury CT 06783

Roxbury, CT171 Apple Lane

Sale Price$2,800,000

Sold

MLS Number 99037331

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 39.5

Some of the most magnificent land in Roxbury.House sits overlooking acres of flat pasture land with pond.New Shingle Style With"Green"Features. Sunset Views. Flexible Den W/Full Bath.48'low-chlorine pool, pergola & artist studio. Inquire about rental options.

Listing Courtesy of William Raveis Real Estate

Listing Sold by

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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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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
  • Acreage 17.33
  • Square Feet 4237

Listing Courtesy of

Listing Sold by

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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 Roxbury CT 06783
Sold

MLS Number 170241553

  • Single Family
  • Property Style Antique, Farm House
  • Bedrooms 5
  • Bathroom 4
  • Acreage 11.36

Originally homesteaded in the 1800's, the current 12-acre estate was once part of a 222-acre farmstead and is historically significant as one of few Roxbury properties that remained in the family of the original owners for 150+ years. The original English bank barn stands at the south of the property comprised of a c.1872 main residence, guest house, gunite pool, screened pool folly, 2 orchards, and dining patio. Fully renovated in 2015, the stunning estate is located in a whisper-quiet setting with western exposure at the top of Painter Hill. A formal dining room is wrapped in windows offering sunset views and direct access to dining patio. Adjacent is a formal living room with fireplace as its focal point. Opposite is a family room, and quietly set apart from the main living space is a 1st floor Master Suite with screened porch, walk-in closet, and 5-piece marble bath w/ dual sinks, free-standing soaking tub & separate shower. The 1-bed guesthouse is ideal for guests' extended stays, a caretaker's house or as an onsite rental income opportunity. It offers a full eat-in kitchen with double SubZero and appliances/finishes keeping with the quality of the main house. There's a half bath and an ensuite bedroom on the main level, while the upper level comprises a media room with two sleeping coves. Both main & guest house have cedar shake roofing with copper seams and gutters. Owners have plans that envisions combining the barns into a residence with spectacular Western views.

Listing Courtesy of William Pitt Sotheby's Int'l

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

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.

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.