Litchfield County CT & the Surrounding Area Homes $800k-$1M

Scroll down to find homes for sale between $800,000 and $1,000,000 in Litchfield County, CT as well as in the surrounding communities located in Dutchess County, New York. Contact us if you have questions or would like to schedule a private showing.

Search Smarter - Register with us to save favorite listings and be notified when new listings match your search criteria.

Dutchess & Columbia County NY Listings

153 North Litchfield CT 06759

Litchfield, CT153 North Street

Price$995,000

Est. Mortgage: $/month

MLS Number 170168244

  • Single Family
  • Square Feet 4,724
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1863

Located at the top of iconic North Street and within walking distance to the town Green, restaurants and shopping, this Litchfield landmark is an integral part of local history. Built in 1863 for the Congregational Church Parsonage, it is sited on the original location of the Sarah Pierce Academy, America's first school for girls. It was renovated by the current owner who preserved the rich, historic details of the home while addressing the needs of modern living. The home boasts an expansive, wood paneled great room for comfortable living, as well as the addition of a sun-filled garden room and patio. The wide board flooring, millwork and cupola are all original, and unlike other homes of its era, it has exceptionally high ceilings, window and doors. There are four bedrooms on the upper floor and a guest suite on the main level. An extraordinary amount of effort, planning and skill went into the landscape and garden design, which has been featured in multiple publications. With western views and fully fenced acreage this is truly one of Litchfield's most graceful in-town residences.

Listed by The Matthews Group and Stacey Matthews of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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 TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

TREASURE HILL TREASURE

52 Treasure Hill Kent CT 06785

Kent, CT52 Treasure Hill Road

Price$995,000

Est. Mortgage: $/month

MLS Number 170188236

  • Single Family
  • Square Feet 4,103
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1960

A TREASURE ON TREASURE HILL IN KENT.....A totally modern home built on the frame of a 200 year old apple barn. Expanded and completely renovated over the last few years. A jewel with the most extraordinary perennial gardens up on a hill in one of the best parts of Kent Ct. Kent is one of the most-loved small towns in CT offering shops, restaurants, lakes and galleries. Gorgeous stone walls built and new landscaping ; fully enclosed private beautifully landscaped pool area with pool house; workshop or small barn building; vegetable garden; wonderful stone steps added; magnificent rock garden and herb garden. Only 1.5 hours from midtown Manhattan. The large Master Suite features a magnificent view, huge fireplace, renovated bath and 200 year old barn beams. A great hall connects the main part of the house and the guest wing/studio and provides a comfy evening view of the garden from large new windows. New roof, recently painted, new wood flooring, new furnace and A/C and upgraded electric. The studio/guest wing has a full bath and the 2 guest rooms share a new marble bath. Pool house, workshop, two-car garage, complete privacy, lovely views and lots of sun. Magnificent !

Listed by Patricia Best of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

8 Holley Salisbury CT 06039

MLS Number 170155289

  • Single Family
  • Square Feet 11,968
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1866

Presenting Pocketknife Square -- one of Lakeville's most historically significant and recognizable buildings. Originally home to the Holley Manufacturing Company which built small household goods and pocketknives, for which it is most known. The handsome brick building sits at the entrance to Lakeville's Town Grove, a wonderful park on Lake Wononscopomuc, among a number of restaurants and shops. The main building, originally built in 1866, is currently a mix of uses of including office, residential, and restaurant. The first floor was most recently home to an architecture firm and features a large open work area, white washed beams, and windows from all sides. The second floor is currently leased as office and is divided into smaller private work spaces. On the third floor is a three-bedroom, one bath apartment featuring exposed beams and great views of the village of Lakeville. In 1867, a second smaller building was added to the property. Most recently leased as office space, the first floor incorporates approximately 1,000 sq feet of work space on the first floor, a small kitchenette, plus a half bath with another 800 +/- square of loft space above. Linking the two buildings is a finished lower level which was most recently used as a locally renowned restaurant. A handsome 30 foot bar remains with 1,800+/- square feet of dining area and a large kitchen and prep area. This listing is listed as a Single Family 170070111 and a Commercial Listing 170070069.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

8 Holley Salisbury CT 06039

MLS Number 170155304

  • Commercial
  • Square Feet 13,162
  • Year Built 1866
  • Acreage 0.6

Presenting Pocketknife Square -- one of Lakeville's most historically significant and recognizable buildings. Originally home to the Holley Manufacturing Company which built small household goods and pocketknives, for which it is most known. The handsome brick building sits at the entrance to Lakeville's Town Grove, a wonderful park on Lake Wononscopomuc, among a number of restaurants and shops. The main building, originally built in 1866, is currently a mix of uses of including office, residential, and restaurant. The first floor was most recently home to an architecture firm and features a large open work area, white washed beams, and windows from all sides. The second floor is currently leased as office and is divided into smaller private work spaces. On the third floor is a three-bedroom, one bath apartment featuring exposed beams and great views of the village of Lakeville. In 1867, a second smaller building was added to the property. Most recently leased as office space, the first floor incorporates approximately 1,000 sq feet of work space on the first floor, a small kitchenette, plus a half bath with another 800 +/- square of loft space above. Linking the two buildings is a finished lower level which was most recently used as a locally renowned restaurant. A handsome 30 foot bar remains with 1,800+/- square feet of dining area and a large kitchen and prep area. This listing is listed as a Single Family 170070111 and a Commercial Listing 170070069.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

84 Main Salisbury CT 06068
Pending

MLS Number 170269210

  • Single Family
  • Square Feet 4,040
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1775

This 1775 home on 2.51-acres in Salisbury's historic district is surrounded by mature perennial gardens and privacy yet is situated in the heart of the village center. Antique charm, care, and preservation of historic details is evident throughout the home's sprawling 4 Bedroom, 2.5 Bath layout. Many wide board floors; five fireplaces - two with beehive ovens; 12-over-12 window panes; and original latches, knobs, and locks throughout are some of the details that add to the warmth and charm of this special property. A first floor Master Wing with private Sitting area and entrance overlook the Boxwood Knot Garden. An Eat-In Kitchen, Wet Bar, Laundry Room, Study, and Living Room complete the first floor. An Upper Level with an addition Master Suite is complemented by two additional Bedrooms, joined by a Full Bath with soaking tub. An attached Guest Apartment with private Entrance offers additional space with one Bedroom, a Full Kitchen with brick hearth surround for woodstove, Laundry, and a spacious Living Room. The detached Barn-style one-car Garage with Potting Shed and Studio space above adds to the possibilities. A unique opportunity to own a piece of history - a private in-town oasis with rich history and keen attention to the preservation of authentic details true to its 18th century character.

Listed by Elyse Harney Morris of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Lot 2-1 Gorham Kent CT 06757

Kent, CTLot 2-1 Gorham Road

Price$969,900

Est. Mortgage: $/month

MLS Number 170188918

  • Single Family
  • Square Feet 3,214
  • Bedrooms 5
  • Bathroom 5
  • Year Built 2019

Proposed New Construction home in beautiful country subdivision. Quiet, peaceful setting within 20/30 minute drive to all Litchfield County has to offer. All the hottest design and decorating trends proposed in this build. Metal roof accents, black window frames, wood beam interior detail, mudroom with custom lockers, nickel gap trim accents, stone, hardwood floors, front and rear porches. Optional floor plans available. Sit down with the builder & customize to your houzz/pinterest dreams! Pictures Similar TBB. Additional lots available. Builder related to agent.

Listed by Sharisse Steiner of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

99 West Shore Washington CT 06777

MLS Number 170174670

  • Single Family
  • Square Feet 1,008
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1970

Enjoy vast views of the lake, beautiful sunrises from the deck or from the comfort of your home as well as views of The Pinnacle at this charming lakefront cottage located on desirable West Shore Road, Lake Waramaug. There are two bedrooms, a great room and a full bath on the main level with a bedroom/ sleeping loft or office + half bath with lake views Storage for extra water equipment & lawn care equipment can be found on ground level, under the home. The property includes 180 feet of water frontage, a large "u" shaped dock to accommodate multiple boats and a three-sided boathouse (14'x14') that is equipped with electricity; the Town has approved the current boathouse to be remodeled to include 4 walls. Plans for NEW BOATHOUSE included

Listed by Pat Lahoud of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

104 Interlaken Salisbury CT 06039

MLS Number 170251179

  • Single Family
  • Square Feet 2,512
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1880

Lakeville Oasis with Guest House and Pool - Ideally situated on a sprawling level lawn, this Lakeville 4 Bedroom home plus Guest House and In-Ground Pool offers the ultimate country retreat. The 1880 Main Home has been updated to offer spacious living areas, including a light-filled Kitchen, Living Room with fireplace, and Three Season Porch - while still maintaining the vintage charm of a traditional New England style home. A First Floor Master with Full Bath and Walk-In closet complete the main living level. Upstairs are 3 additional Bedrooms, an Office, and 2 Full Baths. Enjoy this Beautiful Country backdrop from the stone Patio overlooking the backyard and heated, In-Ground pool. A privately situated Guest House also enjoys a separate driveway. The Main Level of the Barn has been renovated to offer a Living Room, Kitchen with Breakfast Bar, Dining Area, Bedroom, Full Bath and Laundry closet, and outdoor Dining Patio. Bright, spacious, and lots of potential to further expand this incredible space into the Upper and Lower levels of this Barn. Minutes to Hotchkiss School, Lakeville Lake, Salisbury School, the village of Millerton, NY, Berkshire School and ideally nestled between the villages of Salisbury and Sharon, CT.

Listed by Holly M Leibrock and Liza C Reiss of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

39 Avalon Litchfield CT 06750

MLS Number 170239709

  • Single Family
  • Square Feet 3,907
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2002

Sophisticated and stunning architectural elements combine for elegant, effortless living in this exceptional home. This country home offers a double-sided fireplace, antique columns, chestnut beams, coffered ceilings, cook's kitchen and a fabulous dressing room accessed through secret door from master bath. Separate, independently accessed guest suite with bedroom, full bath and living area on the lower level. First floor laundry and mudroom. Custom home office/library observatory, heated saltwater pool with expansive stonework complements the 5 plus manicured acres with beautiful View of Mt. Tom and tower. High tech security system. Privately sited on a quiet cul-de-sac near Washington town line. 2 hours from NY and a mere ten minutes from all amenities.

Listed by The Matthews Group and John M Gould of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

187 KENT Warren CT 06754

Warren, CT187 KENT Road

Price$939,000

Est. Mortgage: $/month

MLS Number 170114707

  • Single Family
  • Square Feet 4,193
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1978

Endless possibilities on this very private and versatile country compound with one acre pond. Intriguing & dynamic multi-purpose litchfield county enclave offers a relaxing and serene environment situated on 49 acres. Attractive and well maintained 11 room, 6 bedroom, 5 bath "main residence". The country granite kitchen boasting a fireplace & bee-hive oven will inspire ones culinary talents. Second floor includes "en suite" or "au pair" quarters via its own private stairway. For the younger kids or teenagers the 800 +/- square foot third floor studio loft affords great pprivacy! There are two other outbuildings overlooking the pond. A 36' x 36' garage with an attached legal (tenant-occupied) 2-bedroom apartment; and a "rock solid" 6,000 +/- sq. Ft. Single story building offers unlimited potential. There is also a paddock with run-in shed. Simply put......Hobbyist! - car collectors! - artists! - or home/business entrepreneur! Escape the ordinary and indulge yourself using your creative & imaginative ideas! This is a "gem" of a property!! An added bonus are transferable approvals for a bed & breakfast. (note: there are a total of 6 bedrooms ... But ... One is currently being used as an office & one as a big walk in closet.)

Listed by Marshall Cohen and Bob Brown of Cohen Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

187 KENT Warren CT 06754

MLS Number 170108195

  • Commercial
  • Square Feet 4,193
  • Year Built 1978
  • Acreage 49.12

Hobbyist! Car collectors! Artists! Home/business entrepreneur! ......Check out this versatile and dynamic multi-purpose litchfield county enclave enhanced by privacy & solitude on 49 acres with astonishing "sunset views". Transferable approvals for operating a "bed & breakfast", plus many other options available per town regulations. Attractive and well maintained 10 room, 6 bedroom, 5 bath "main residence". Custom granite kitchen, beautiful hardwood floors, formal rooms designed to perfection. There are two other outbuildings, both overlooking a one acre pond. 36' x 36' garage has an attached legal 680 s/f (tenant occupied) 2-bed rm. Apartment; and a "rock solid" 6,000 +/- s/f single story building has new mechanicals & roof. This building has great income potential for upgrading to three (3) residential living quarters. For horse lovers, there is a paddock w/run in shed. Endless possibilities here using ones creative & imaginative ideas!!

Listed by Marshall Cohen and Bob Brown of Cohen Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

242 Hickey Hill Rd. Sheffield MA 01257

Sheffield, MA242 Hickey Hill Rd.

Price$935,000

Est. Mortgage: $/month

MLS Number 170206579

  • Single Family
  • Square Feet 3,367
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2007

This custom-built Bensonwood Timber Frame home was designed w/ a classic open living floor plan & built to Energy Star standards. The craftsmanship, materials & design details are extraordinary. The main living area w/ vaulted ceiling has an abundance of windows & natural light. The gorgeous Berkshire vistas & views can be enjoyed throughout the house. The well-equipped cook's kitchen opens to the dining/living area and the raised hearth fireplace. The screened porch & patio were designed to take in the evening sunsets. There is first floor master suite with walk-in closet. Central AC. This beautiful property has been impeccably maintained. A great location convenient to the southern Berkshire & northern Litchfield county recreational & cultural venues. Only 8 miles to Great Barrington. There are an additional 765 square feet of finished space in the lower currently used as an office and family room with a bank of windows looking out to the western views.

Listed by Randolph Thunfors of Stone House Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save 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.