and narrow your search. If you have fewer than 200 results, you can save your search.

Homes for Sale in Litchfield County CT

Browse the latest residential homes for sale in Litchfield County, CT. The Matthews Group has the knowledge and expertise to help you find the right property. Discover a variety of listings in towns including Washington, Kent, Woodbury, Roxbury & more!

Contact The Matthews Group at 860-868-0511 or online with any questions or to schedule a private tour.

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

r=1-12
221-379 Abington Estates aka 333 Montevideo Avon CT 06001

MLS Number 170166729

  • Single Family
  • Property Style Contemporary
  • Bedrooms 4
  • Bathroom 5
  • Acreage 116

Nature lover's - this one's for you! Abington Estates sits on 116 acres with 4 homes, 3 barns, a 12 acres swimming pond, boathouse, dock, raft. All homes are very well maintained and occupied. The main house (#333) is understated elegance built in 1991 in a contemporary brick and steel Adirondack style. It has 7964 sq ft with 10 rooms, 4BR/3full/2halfbaths/ 500 sq ft art studio, 5 fireplaces, partly finished basement with sauna, 3 car garage. Sitting on a grassy knoll it enjoys glorious sunset views to the west and serene water views to the east. The 3 cottages, #221, #295 and #379 are all located on the ridge and are rented and support 70% of the property tax. #221, The Parsonage is located directly across from the 3 Victorian Barns has 1350 sq ft with 2 br/1.1ba. Stone House, #295 built in 1900 in art deco style is 2888 sq ft with 2-3 /2 ba, updated stainless kitchen, 4 fireplaces. The North Cottage is 1002 sq ft with 2br/2 baths. All appliances convey with the property. Most of the acreage has been classified forest land for over 10 years. Land abuts Heublein Tower park and MDC property. Wild life abounds! Tenants have been long term having lived there for 3 to over 25 years. See attachments for floor plans. Ask agent for floor plans and about development opportunities.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

48 Porter Salisbury CT 06039

Price$5,750,000

Est. Mortgage: $/month

MLS Number 170150308

  • Single Family
  • Property Style Contemporary
  • Bedrooms 7
  • Bathroom 9
  • Acreage 20.92

TIMELESS ELEGANCE OVERLOOKING LAKEVILLE LAKE - Privacy on 20 exceptional acres of sweeping, velvety lawns, stately trees and stunning Southern views set the stage for this warm and inviting Connecticut classic. Custom architectural millwork adds distinctive character and style throughout this elegant home. Features of this beautifully appointed 12 room property include a Gourmet Chef's Kitchen with breakfast room and Butler's Pantry and elegant Living and Dining Rooms highlighted by wood burning fireplaces, detailed moldings and water views. Additional rooms include a stunning paneled Library filled with warmth and comfort, a luxurious Master Suite which is generously scaled to include 2 Baths, and 6 additional, newly designed En Suite Bedrooms all with distinct style and detail. Gorgeous interior and exterior living spaces with sundrenched Southwest exposure. Enjoy outdoor dining on the expansive bluestone Patio which provides various sitting areas, and two fire pits, all flanked by stone walls and beautiful gardens. Relax by the ozonated heated pool with bluestone surround and sweeping lake views. A true timeless treasure built for everyday living and grand entertaining.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

102 Melius Warren CT 06754

Price$5,450,000

Est. Mortgage: $/month

MLS Number 170086449

  • Single Family
  • Property Style Antique
  • Bedrooms 7
  • Bathroom 7
  • Acreage 88.89

Historically rich 1799 residence on 89 acs. Cleve Gray, a prominent artist moved here in 1949. Francine du Plessix, the renowned author, joined him when they married in 1957. Their respective studios are on either side of the driveway. The current owner began a total restoration/preservation in 2015: gorgeous kitchen, baths, and new systems (heat, A/C, electric, plumbing). Tennis court. The main house has a living room w/beamed ceiling & fpl, dining room w/fpl, family room w/fpl, and library. The kitchen features high-end appliances/finishes & breakfast nook. Main floor guest suite with fpl & bath. Screened-in porch overlooks the heated swimming pool. 5 BRs, 3 full baths including the master w/fpl, sitting area, dressing room and bath and a den are on the upper level. Wide board floors. One wing houses the original farm office with vaulted ceilings & fpl repurposed as a bar on the main level. Above is a guest apt. with a separate entrance with a living room, kitchen, BR, bath & laundry. The acreage includes gardens, pond, fruit trees. The old barn with silo, Cleve Grey's studio. includes a huge open space with high ceilings and an apt. Across the drive was Mrs. Grey's writing studio. Above the garage is a caretaker's apt with 3 BRs, living room, kitchen and bath. A newly renovated 3-BR guest house lies beyond the main house. The property is 3 parcels: 49+ acs surround the house and outbuildings and 2 parcels across the road of 20.4 and 18.8 acs.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

7 Arrow Point Warren CT 06777

Price$5,450,000

Est. Mortgage: $/month

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 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

85 Sugar Hill Salisbury CT 06068

Price$4,875,000

Est. Mortgage: $/month

MLS Number L10222566

  • Single Family
  • Property Style Other
  • Bedrooms 6
  • Bathroom 7
  • Acreage 110.84

SUGAR HILL FARM - The lofty elevation of this Loire Valley-inspired Litchfield County estate provides for breathtaking views of the Housatonic River valley and the surrounding countryside. Just up from a majestic waterfall and at the end of a country lane, the Farm's half-mile driveway meanders past open fields, stone walls, a two-acre crystal clear swimming pond and organic orchard as it approaches the courtyard of the French country estate sited on a hundred and eleven acres set in total privacy amidst extensive conservation land. A stunning array of both formal and casual spaces make this substantial home ideal both for family living and entertaining. Dramatic ceiling heights, 5 antique wood burning fireplaces and 14 sets of French doors blend the charm of the Litchfield Hills with the majesty of Sugar Hill Farm. This 6 Bedroom and 4 full and 3 Half Bath home are situated in the West & East wings of the home giving peace & solace to all. Only minutes from the villages of Salisbury, Sharon, Falls Village, Millerton, Wassaic & Great Barrington, MA, yet one has a true sense of oneness with nature high atop Sugar Hill. A Caretaker's House is a full half mile from the main residence while a large barn, workshop, and pond boathouse with dock punctuate this pristine, very special property.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

847 & 849 North Goshen CT 06756

Price$4,750,000

Est. Mortgage: $/month

MLS Number L10204033

  • Single Family
  • Property Style Other
  • Bedrooms 5
  • Bathroom 7
  • Acreage 69

Upscale country lodge on almost 70 acres with the ultimate in luxury and all the bells and whistles. Reclaimed antique flooring, massive timbers, incredible stonework, patios, pool, pond with fountain, two bedroom guest house, gentleman's barn, perfect for entertaining, very private.

Listing Courtesy of William Pitt Sotheby's Int. Re

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

270 Nettleton Hollow Washington CT 06793

MLS Number 170010715

  • Single Family
  • Property Style Georgian Colonial
  • Bedrooms 3
  • Bathroom 4
  • Acreage 54.5

Windfield - One of CT's finest estates with far reaching views. Designed by internationally renowned Fairfax & Sammons, this Palladian Villa epitomizes genteel country living. Guests are welcomed through the courtyard w/parterre garden and limestone fountain. At one end of the courtyard, an outdoor FP is nestled beneath a wisteria arbor. Exterior details of the home include handmade bricks, slate roof, cast stone columns, finials and volutes. Through the foyer, enter the grand LR w/arched doorways to the western-facing terrace, high ceilings, full-height wall paneling, and extensive moldings incl dentils below an acanthus frieze. Octagonal DR. Main floor guest suite w/claw foot soaking tub. The staircase delivers you to a landing with three options: to the left is an intimate den, to the right is another guest suite appointed with Pierre Deux toile and an ensuite bath. The third option off the staircase landing leads to the magnificent master suite, w/high tray ceiling, walls covered in a rich wood paneling, a FP and 3 exposures. Finished lower level offers three additional rooms suited for multiple uses. Addl buildings include the fully climate controlled summer house appointed with Palladian windows and French doors, a 2 car garage, and a barn offering separate septic for guest studio potential. Mechanicals are state of the art, including generator. Set on 54 acres with the finest gardens, constant breezes and a mesmerizing view, Windfield is a treasure to be revered.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

188 Sabbaday Washington CT 06794

MLS Number 170110677

  • Single Family
  • Property Style Antique
  • Bedrooms 5
  • Bathroom 3
  • Acreage 165.43

Tatetuck Farm, an iconic equestrian estate, has been in the same family for 60 years. It is historically and architecturally significant. 165+ acres located on the east side of a scenic road it is one of the most beautiful properties ever available in Washington. The main house is considered to be one of the finest Federal-style Colonials in the area with 5 bedrooms, 4 fireplaces, a stone terrace overlooking spectacular grounds: stone and rail fencing, gardens, pool, pond, pastures, and woodlands. The pool, uniquely shaped as a quadrant, has a pool house with fireplace, kitchenette, dressing room and bath. A 2 bedroom guest house has a finished basement and garage. Three horse barns (combined total of 18 stalls) are surrounded by verdant pastures and riding ring. 131 acres is in an agricultural conservation easement to Steep Rock Land Trust. Tatetuck Farm evokes a grace and gentility associated with a time gone by. One is embraced by the beauty and peacefulness here. Note: 2 separate parcels. 188, 190 Sabbaday. Specs are for main house only. Taxes, assessments, and acreage have been combined. Also listed with 161 and 193 Sabbaday Lane for $6,495,000. See MLS#L10236930

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

18 Platts Hill Newtown CT 06470

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170042641

  • Single Family
  • Property Style Ranch
  • Bedrooms 3
  • Bathroom 3
  • Acreage 33.11

A once in a generation opportunity to own a very rare & special parcel. This Newtown estate holds a unique place in Connecticut lore. It has an active, licensed 2,400' private airstrip/heliport - hence the property's name, “Flying Ridge”. It is the only remaining private airstrip in Fairfield County, grandfathered since it's original registration in the 1940's, by its original owner, the family of the late Robert Edison Fulton, Jr., an inventor, adventurer, and pilot. The current owner, also an avid aviator, has recently performed renovations and updates creating options for farming, horses, and a unique family compound. This property is truly one of a kind. Tucked away amidst rolling hills on 33 acres, it sits atop a ridge with unspoiled farmland to its east and wetlands to its west. The estate comprises a main house with a 40'x30' cathedral ceiling great room, an airstrip house and observation tower, workshop dwellings and barns. The N-S (35/17) half mile grass runway is suitable for fixed-wing single engine aircraft, as well as helicopters. The property is located 48 nautical miles northeast of Manhattan's lower east side heliport, approximately a 20 minute drive to Waterbury-Oxford airport and 40 minute drive to Westchester County airport, and an hour to Greenwich, Litchfield, and Yale University. Flying Ridge combines these unique commuting advantages with the elegance of country life in an unspoiled, charming rural CT community that has excellent services and schools.

Listing Courtesy of Halstead Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

12 East Goshen CT 06756

Price$3,995,000

Est. Mortgage: $/month

MLS Number 170168838

  • Single Family
  • Property Style Georgian Colonial
  • Bedrooms 6
  • Bathroom 4
  • Acreage 74.32

BIRDSEY HALL 1802 Classic Brick Federal Georgian on a 74-acre estate offering stunning period detail throughout the main house with over 6000sq.ft. 6 bedrooms, 8 fireplaces, grand private and public rooms with high ceilings in beautifully restored condition. A guest house with garden overlooks endless views of water company land. A second guest house is a converted barn with 5 bedrooms, 2 kitchens, terrace, deck, and views. There is also a 1773 garrison-style homestead with 4 bedrooms and 4 fireplaces. The estate offers tennis courts, inground pool, stone walls, horse paddocks, formal gardens, sweeping lawns, and views. Perfect private or corporate country retreat, horse property, family compound, reception venue all with endless possibilities.

Listing Courtesy of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

109 Mountain Kent CT 06757

Price$3,950,000

Est. Mortgage: $/month

Pending

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk A QuestionMore Details

168 Taconic Salisbury CT 06068

Price$3,950,000

Est. Mortgage: $/month

MLS Number 170143519

  • Single Family
  • Property Style Colonial, Antique
  • Bedrooms 6
  • Bathroom 6
  • Acreage 61.09

Rare offering of restored 1880 Shingle Style on 60+ acres, with equestrian facilities in a superb location. Expansive lawns, gardens, woodlands, trails, meadows, orchard, pond, Moore Brook, pool. The residence has been meticulously expanded and improved to retain classic elements while enhancing it with new systems. Wrap-around front porch. Entry hall with stairway, living room with fpl, dining room. The kitchen features a soapstone island, farm sink, fine appliances, tin ceiling and access to the terrace & porch. A dining area separates the kitchen and family room with fpl & doors to screened-in porch and terrace. Stunning western views. Second level: The master suite has a fpl, 2 walk-in closets, porch, bath w/tub & steam shower. 3 more BRs and 2 baths, study and laundry room. Third level: 2 BRs, 1 bath and storage area. A media room and half bath are in the lower level. Extraordinary details: moldings, antique mantels, wide plank flooring, 9' ceilings, fluted board window and door casings, custom light fixtures. Updated systems include Hydro-air heat, central air, water softener, full-house generator, security. Garage with 3 bays and second floor. Stable/Garage with 3 stalls, wash stall, feed, room, tack room, hayloft, half bath and 2 garage bays & second floor. Surrounded by paddocks, dressage ring, a cross-country course, grass jump field. A cabin with woodstove and screened-in sleeping porch is sited in the wooded portion of the property.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 A VisitAsk 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.