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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 Road Warren CT 06777

Warren, CT7 Arrow Point Road

Sale Price$4,697,000

Sold

MLS Number 170436422

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 6,974
  • Acreage 1.35

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 Pels Matthews of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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 Arrow Point Warren CT 06777

Warren, CT7 Arrow Point

Sale Price$4,350,000

Sold

MLS Number 170172029

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,474
  • 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.

Listed by Ira Goldspiel and Steve Pener of William Pitt Sotheby's Int'l

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,800
  • 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!

Listed by Stacey Matthews of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

Sale Price$3,995,000

Sold

MLS Number 170373397

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,554
  • 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.

Listed by Pels Matthews of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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
  • 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 Pels Matthews and Stacey Matthews of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

84 Forty Acre Mountain Road Danbury CT 06810
Sold

MLS Number 170412150

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,657
  • Acreage 0.38

Stunning one-of-a-kind Candlewood Lake waterfront home is custom designed & built from the ground up. Completed in 2019. The amazing lakefront has a deep-water dock w/Trex decking & drive-up jet skis ports and 110' of lakefront facing west. It has 5600 SF of living space, so many private spots to relax and entertain with friends you will feel like you are on vacation all year long. Enjoy western exposure from a variety of outdoor entertaining spaces that have extensive stonework and walls. Relax on the screened porch, take in the views on the covered porch, enjoy a fire by the lakeside patio or BBQ in one of the 2 outdoor grille areas. This home is perfectly situated for lake views from almost every room. The home's elevator takes you to all four levels of living space. The open concept main level has a chef's kitchen with w/high-end appliances, custom cabinets, quartz countertops, & a full pantry. The dining room can accommodate the largest of gatherings. The lakeside sunroom & lake level bar are favorite places to relax & recharge. There are three en-suites with large walk-in closets. The master suite has vaulted ceilings, a large walk-in closet, a luxurious spa-like bath with w/double vanities, a free-standing tub. The family room has a masonry fireplace with custom stonework. End your day with an outdoor shower & a dip in the lakeside spa & take in the sunset. Situated close to all conveniences, shopping & commuter routes, parking for 16 plus cars & low taxes a bonus.

Listed by Ellen Cavallo Buccitti of Independent Realty Group

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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
Sold

MLS Number 170394971

  • Single Family
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6,374
  • Acreage 4.56

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 Stacey Matthews of William Raveis Real Estate

Listing Sold by Klemm Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

15 Taunton Lake Newtown CT 06470
Sold

MLS Number L10147742

  • Single Family
  • Bedrooms 4
  • Bathroom 8
  • Square Feet 13,322
  • 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.

Listed by and Stacey Matthews of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

Roxbury CT 06783

Roxbury, CT

Sale Price$3,150,000

Sold

MLS Number 170229309

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,956
  • Acreage 24.69

Extraordinary Converted Barn on 24.69 +/- acres of landscaped and lightly wood land. Tennis court, swimming pool,exceptional gardens, 3 car garage. The residence features fireplaces reaching to high cathedral ceilings, gourmet kitchen with two pantrys and custom cabinetry. Each of the four spacious bedrooms features a en-suite bathroom. The library welcomes with a fireplace and a wet bar with multiple built ins. Charming, and spacious with complete privacy

Listed by Carolyn Klemm of Klemm Real Estate Inc

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

109 Mountain Kent CT 06757
Sold

MLS Number 170134485

  • Single Family
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 8,584
  • 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.

Listed by and Stacey Matthews of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

14 Strawberry Ridge Rd Warren CT 06777
Sold

MLS Number 170066842

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,153
  • Acreage 2

Quality New Construction over Lake Waramaug and The Hopkins Vinyard. The best of both worlds!. Amazing views and sunsets over your 2 acre parcel high above the lake with breathtaking views. Walk to the beach to the private/shared deeded 2 acre waterfront.(one of the few undeveloped parcels on Lake Waramaug) Private beach, kyack and canoe storage racks, grill, & picnic areas. Walk from the house directly to the private lakefront or Warren Beach access. With 4 bedrooms, 4 full baths, and 2 half baths this large open floor plan with several look out balconies is sure to please. Living room, family room, dining room, kitchen. Home office, first floor guest room w/en-suite. Loft over cathedral familiy room with a lookout balcony. Master bath with large drop in air jet tub, steam shower, Toto washlet toilets, imported porcelain tile. Finished basement with walk in closets, cubbies and custom built ins. Kitchen with Sub Zero/Wolfe appliances, double oven, 2 dishwashers, drawer refrigerators, full bar with sub zero wine cooler. Quartz countertops, & custom quartersawn oak cabinetry. Heated Gunite Pool, with separate pool room and 1/2 bath. Automatic whole house generator. A classic nantucket shingle style with a clean, modern and simplistic interior. Enjoy the neutral palette and custom features of this amazing lake house on the hill with plenty of room to entertain. Close enough to stroll to the lake or dinner at the Hopkins, and far enough away to enjoy your privacy. Owner/Agent

Listed by Jessica Dell'aera of Klemm Real Estate Inc

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

239 Main Bridgewater CT 06752

Bridgewater, CT239 Main

Sale Price$2,850,000

Sold

MLS Number 170086848

  • Single Family
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 7,439
  • 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.

Listed by and Stacey Matthews of William Raveis Real Estate

Listing Sold by William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 2022
* 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

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 2022 SmartMLS, Inc.