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.

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Dutchess & Columbia County NY Listings

94 Blakeslee Litchfield CT 06759

MLS Number 170343499

  • Single Family
  • Square Feet 3,002
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1979

With an incredible elevated approach allowing for breath- taking distant views of surrounding farmland and nearby lakes one descends upon a quiet country road and an incredibly well appointed country farmhouse Cape. Expertly clad in beautiful natural cedar this comfortable and spacious country home seamlessly connects with the private and natural surroundings. The natural ledge outcroppings of native stone blend with the extensive native field stone terraces surrounding the over-sized post and beam barn and incredible custom heated pool. An outdoor shower, fireplace, outdoor dining area bar and expansive patio area will extend your enjoyment of the seasons of the beautiful Litchfield Hills. This 3,000+ /sf. home has three bedrooms and two full and one half bathroom with an open floor plan, generously proportioned rooms, and great flow. A living room, family room, and den allow for the possibility of additional sleeping quarters or home office. One of the three bedrooms has been converted to an open office area and can easily be returned to a private bedroom. Second floor master includes a beautifully designed and appointed bath with oversized walk-in tiled shower and separate sauna. The well positioned party barn is conveniently connected to the home and equipped with a large loft area perfect home office, exercise area, work shop and/or art studio etc. Automatic whole house generator is installed and ready for inclement weather.

Listed by Tyler O'hazo and Alan O'Doherty of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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270 Kent Cornwall CT 06754

MLS Number 170324970

  • Commercial
  • Square Feet 7,879
  • MLS Status Active
  • Year Built 1820
  • Acreage 3.18

Country Inn or Family Retreat This fabulous property has been an established Inn successfully run by the current owners for over 17 years. The 1820 Main House offers Sitting Rooms, Breakfast Room, Dining Patio, Bar with Lounge, Commercial Kitchen, 6 En-Suite Bedrooms, a Third Floor Office, and a Gunite Pool and Hot Tub. The Country Lodge offers 8 En-Suite Bedrooms, each with its own entrance. And, the property includes a comfortable 3-Bedroom 2-Bath Owner's Home. This beautiful setting spans 3+ acres of lawn and trails with a stream connecting to the Housatonic River. Property is offered fully furnished and turn-key. Or, convert to a three-home Country Family Compound - or two Homes plus income-producing Rentals - only 2 hours from Midtown Manhattan. Also avaialble residential170344727

Listed by Juliet Moore of Elyse Harney Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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College Hill North Canaan CT 06018

MLS Number 170339844

  • Land
  • MLS Status Active
  • Acreage 78.48
  • UsmAmenities Golf, Waterfront
  • Waterfront

78.48 acres of farm land and forest on both sides of College Hill Rd. This is made up of 3 parcels. This beautiful property has been used for organic farming. The north side of College Hill has views to the Catskills! The Whiting River runs along the western boundry of the lot on the south side of College Hill. If you are looking for a large parcel to farm, build your dream home on, hunt, fish or as an investment, it is here waiting for you! Could be a major estate location! Taxes reflect 490 farming designation. Homes in photos are neighbors! Call for surveys.

Listed by Sharon Mcguire of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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29 Chestnut Hill Litchfield CT 06759

MLS Number 170316504

  • Commercial Business For Sale
  • Square Feet 6,632
  • MLS Status Active
  • Year Built 1984
  • Acreage 9.21

Connecticut's oldest winery and vineyard. Includes showroom, lounge, wine bar, office, production & bottling room, private event space, two fireplaces, and exterior deck overlooking vineyards and fields. Includes three lots, all equipment, and real estate. Does not include inventory.

Listed by Ted Murphy of Murphy E J Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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132 Spencer Hill Winchester CT 06098

MLS Number 170207910

  • Land
  • MLS Status Active
  • Acreage 82
  • UsmAmenities Golf, Waterfront
  • Zoning R-1

Very special land parcel. Western views overlooking Highland Lake. Pastures, fields, stone walls, brook & wooded areas showcase this wonderful building site. Ideal single family or subdivision potential. Land is actual several parcels on both Spencer Hill Rd and Spencer St totaling 81 +/- acres, Sewer & water nearby, but not yet permitted.

Listed by Stephen M Drezen and Karen Newton of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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74 South Canaan North Canaan CT 06018

MLS Number 170305422

  • Commercial
  • Square Feet 5,892
  • MLS Status Active
  • Year Built 2007
  • Acreage 106.7

NINE HOLE PUBLIC GOLF COURSE AND RESTAURANT ....beautiful setting on 106 acres, this popular golf course has been well maintained and is one of very few golf courses open to the public in the Northwest Connecticut and Southern Berkshire area. The clubhouse was newly constructed in 2007 and contains a Pro Shop, fully equipped restaurant, bar and 4 offices.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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270 Kent Cornwall CT 06754

MLS Number 170344727

  • Single Family
  • Square Feet 7,879
  • Bedrooms 17
  • Bathroom 20
  • Year Built 1820

Country Inn or Family Retreat This fabulous property has been an established Inn successfully run by the current owners for over 17 years. The 1820 Main House offers Sitting Rooms, Breakfast Room, Dining Patio, Bar with Lounge, Commercial Kitchen, 6 En-Suite Bedrooms, a Third Floor Office, and a Gunite Pool and Hot Tub. The Country Lodge offers 8 En-Suite Bedrooms, each with its own entrance. And, the property includes a comfortable 3-Bedroom 2-Bath Owner's Home. This beautiful setting spans 3+ acres of lawn and trails with a stream connecting to the Housatonic River. Property is offered fully furnished and turn-key. Or, convert to a three-home Country Family Compound - or two Homes plus income-producing Rentals - only 2 hours from Midtown Manhattan. Also availabe as commercial 170324970

Listed by Juliet Moore of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

29 Chestnut Hill Litchfield CT 06759
Pending Continue to Show

MLS Number 170316490

  • Commercial
  • Square Feet 6,632
  • MLS Status Show
  • Year Built 1984
  • Acreage 9.21

Connecticut's oldest winery and vineyard. Includes showroom, lounge, wine bar, office, production & bottling room, private event space, two fireplaces, and exterior deck overlooking vineyards and fields. Includes three lots, all equipment and real estate. Does not include inventory.

Listed by Ted Murphy of Murphy E J Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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 TourSave FavoriteSchedule TourAsk A QuestionMore Details

118 Newfield Winchester CT 06098

MLS Number 170372717

  • Single Family
  • Square Feet 3,075
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1903

Western views over protected land from this uber charming Victorian home just south of historic Winchester Center. 5 Bedrooms, 3.5 bathrooms, LR, DR, Library, Just renovated Kitchen, Butlers Pantry, Mudroom/Laundry, Office. Everything you need for todays living with the authentic charm of an antique house. Fabulous wrap around front porch rebuilt to very high standard. Gorgeous hardwood flooring. Incredible 7,000 sq ft peg barn - incredible potential as studio, guest space, pool house, etc. Multiple pool sites. 2 car and 1 car stand alone garages. 3 bay tractor barn. This is a gem just over 2 hours from NYC or Boston. Agent Owner.

Listed by Pels Matthews of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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Lot 4 Town Hill Goshen CT 06756

Goshen, CTLot 4 Town Hill Road

Price$994,700

Est. Mortgage: $/month

MLS Number 170374458

  • Single Family
  • Square Feet 1,999
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2021

Home to be built on on a 7.6 Acres waterfront lot on Dog Pond. 262 feet of your own private waterfront, minutes from the Litchfield Green. Two story home with great room, kitchen with walk in pantry 1st floor master bedroom suite, dining room, mud room/utility room, upper level has two bedrooms, and unfinished 14x22 bonus room and optional attic storage space. Plans include a basement/lower level that can be added with space for a media room, play room, gym and storage that can be finished at an additional cost. Final cost of home will be determined on any upgrades and additional items to the build. Talk to listing broker. Taxes on lot only. Agent is part owner of the lot.

Listed by Stephen M Drezen and Karen Newton of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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 Bigos Litchfield CT 06759

Litchfield, CT15 Bigos Road

Price$990,000

Est. Mortgage: $/month

MLS Number 170316513

  • Single Family
  • Square Feet 4,463
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2001

" WESTOVER " One of Litchfield Connecticut's finest homes. Long private drive flanked by open lawn leads to circular driveway with center garden and fountain. Covered entry welcomes you. Foyer offers a sweeping staircase, tile floors and Juliet balcony with French doors. Formal dining with hardwood floors, built-in hutch. Open Kitchen offers, granite counters, center island, pantry area. Great for entertains. Living area with granite wet bar, French doors to Garden Room overlooking back yard. Family room with wood floors, gas fireplace and French doors to tiled sun room. Second floor. Master suite affords a formal sitting room with gas fireplace, hardwood floors. The full bath offers granite tops vanity with double sinks, water closet, whirlpool tub. Guest suite with French doors and Juliet Balcony, tile bath and hardwood floors. Two additional spacious bedrooms offer side rooms and share a marble hall bath. Plus a finished third floor room 34'x25'. The basement can be finished for additional space and offers the finest in mechanicals. There is zoned central air. Combination of baseboard and radiant heat. Viessman boiler plus horicell Oil/hot water holding tank. 400-amp electrical service. An abundant of additional amenities. A three bay 36'x26' garage is finished, cooled and heated. There is also a brick floored and walled patio off the sun room. Raised garden offering specimen plantings, garden space, long vistas, open sky & Numerous amenities are to be seen upon viewing.

Listed by John Sniffen of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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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249 South Kent Kent CT 06785

MLS Number 170373023

  • Single Family
  • Square Feet 1,404
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1799

Hatch Pond Chic - Once the headquarters of the Southern New England Ice Company, this 18+ acre property in scenic South Kent enjoys wonderful sunset views and direct frontage on Hatch Pond. The home's main floor includes a light-filled living room, dining room with access to a rear covered porch, efficient kitchen, plus a cozy media room and bedroom. Upstairs three bedrooms share a full bath and sitting area. The property includes a recently created guest apartment with full bath, private mahogany deck, and outdoor shower over an existing two-car garage. As well, a large detached barn known as “The Bunkhouse” currently houses the owner's antique business. Across the road, a boathouse sits at the water's edge and provides wonderful access to the pond. Only two hours from NYC and easy access to Metro-North, this property is the perfect country retreat.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

Save FavoriteSchedule 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.