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

5 Mill Pond, Sherman, CT 06784

Price$1,000,000

Est. Mortgage: $/month

MLS Number 170018911

  • Land
  • Acreage 12.63
  • Subdivision Mill Pond Farm
  • Waterfront
  • Zoning RES

Finally, the place to build the perfect second home on Candlewood Lake- located in an gated community with private tennis, beach, marina, and the most spectacular views. This approved site with over 12 acres of incredible views affords the discerning buyer the ability to build a stunning home with ample garage space, a pool, a greenhouse- let your imagination be your guide! This is a one of a kind opportunity on Candlewood Lake- less than 1.5 hours from NYC. The possibilities and the views are magical!

Listed by Jennifer Leahy of Douglas Elliman of Connecticut

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Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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108 Anderson, Kent, CT 06757

Price$1,000,000

Est. Mortgage: $/month

Pending

MLS Number 170044587

  • Single Family
  • Acreage 23.92
  • Square Feet 5,150
  • Bedrooms 4
  • Bathroom 4

Built on a slight rise amid 24 tranquil, private acres to enjoy pristine, unspoiled views of open meadows, a pond, and the mountains beyond. The serenity is intoxicating. The open floor plan on the main level encompasses the great room, dining area and kitchen. The great room has a beamed vaulted ceiling, and a large brick fireplace which is flanked by bookshelves. It opens to the screened-in porch and French doors from the dining area access the large open deck which overlooks the pond. Also on the main level are an office and the master bedroom with a private bath and walk-in closet. The upper level has 3 additional bedrooms. On the lower level is a large family room that opens to a covered patio. The 30' pool is enclosed for year round enjoyment. A third floor loft in the cupola has three-sides of windows and boasts the best views. The acreage is adorned with perennial plantings and flowering fruit trees. The pond has been stocked with sunfish and smallmouth bass. The property is located in an area of fine estates and close to the villages of Kent and New Preston. Lake Waramaug, golf, tennis and hiking trails are all nearby. The original owner was William Steig, illustrator, cartoonist and author of beloved children's books, notably Shrek. This property is the antithesis of Shrek's swamp, rather more like the Land of Far, Far Away where everyone lives happily ever after.

Listed by Howard Schissler and Ira Goldspiel of William Pitt Sotheby's Int'l

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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 Hubbell Ridge, Sherman, CT 06784

Price$1,000,000

Est. Mortgage: $/month

MLS Number 170020256

  • Land
  • Acreage 32.91
  • Waterfront
  • Zoning RES

Lakefront, privacy, and acreage on Candlewood Lake. This lake front lot is located in an gated community with tennis, beach, and marina. This approved building lot is over 30 acres perched above Candlewood Lake, with not only spectacular lake views, but also a beautiful view of Mill Pond. Absolutely exceptional-- there are no lots of this size with both lake and pond views available anywhere on the Lake. With over two and half miles of hiking trails this gated community has literally everything you could want-and is located less than 1.5 hours from Manhattan.

Listed by Jennifer Leahy of Douglas Elliman of Connecticut

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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512 West Wakefield, Winchester, CT 06098

MLS Number 170072808

  • Single Family
  • Acreage 0.86
  • Square Feet 2,003
  • Bedrooms 3
  • Bathroom 2

Rare opportunity to own one of highland lakes gems. Pine knoll is an amazing and classic, updated turn key waterfront home located on the crested area of a peninsula. Beautiful views from every window, most with water view. Sale includes private island, 2 docks, extensive landscaping, most furnishings and water toys including boats. Plenty of room to expand if needed in walk-up attic area. Recent updates include kitchen with granite, spa quality full bath on the first floor, hardwood, and beautiful mill work on exterior windows. Enjoy long lazy summer days on the expansive wraparound deck and sweeping covered front porch. One look and your home all you need to do is unpack.

Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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27 Pond Ridge, Goshen, CT 06756

Price$999,500

Est. Mortgage: $/month

MLS Number 170055812

  • Single Family
  • Acreage 5
  • Square Feet 3,187
  • Bedrooms 4
  • Bathroom 4

To be built home by one of Goshen's finest builders on a last of it's kind waterfront lot. Lakefront beauty. Southwest exposure allows for fabulous sunsets across the lake. Lightly wooded manicured. All engineering completed. Over 400' of direct waterfront. A one of a kind 5 ac lot w/ sunset views,long lake & hills vistas. 3,187 sf home with first floor master bedroom suite, great room with fp, 4 BR, 3.5 baths, wrap around deck, screened in porch, hardwood floors, central air, full basement & more. Goshen is located less than 10 min from the Historic Town of Litchfield, a popular weekend destination spot & hosts the Annual Litchfield Road Footrace held each year in June. Goshen is home to the Internationally known Litchfield Jazz Festival, held each year in August & the Goshen Agricultural Fair held over Labor Day weekend. Located just a few miles away is Mohawk Ski Mountain, the Housatonic River (known for world class fly fishing), hiking on the Appalachian Trail & a short distance to the Berkshires as well. The lot is an approximate 5 minute drive of one private 18 hole championship golf course (Torrington Country Club) &1 public golf course. Theater, music, & entertainment are all a short drive away. Famous Lime Rock Race Track is conveniently located 20 min from town. Come and see where the smart money has found a home in Connecticut. Litchfield County is the place to be. It's Connecticut's Hidden Gem current taxes on lot, total tax on house and lot TBD

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

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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Lakeville Retreat

23 Harrison, Salisbury, CT 06039

MLS Number 170013463

  • Single Family
  • Acreage 3.98
  • Square Feet 3,128
  • Bedrooms 3
  • Bathroom 3

Click HERE to see this beautiful home as featured in Rural Intelligence! LAKEVILLE WITH POOL AND VIEWS ! Great Lakeville house tucked away in a quiet spot yet convenient to the lake and town. Gunite pool ; newly fenced; small barn; stream in back; dramatic living room with high ceiling, great light and fireplace; quality kitchen with granite counters, Sub Zero, Garland range ; first floor master with fireplace and new master bath, 2 additional guest rooms upstairs share a full bath; one has a fireplace; loft/office overlooking living area; finished basement playroom and exercise room. Detached 2 car garage. Partially finished separate potential guest house. Town water and sewer. Beautiful pool and patio for entertaining with built in grill. Beautiful mountain views and seasonal lake views. Lovely orchard with peaches, plums and apples. Close to Salisbury School, Indian Mountain School and Hotchkiss School.

Listed by Patricia Best of Best & Cavallaro

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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4 Island, Morris, CT 06763

Price$999,000

Est. Mortgage: $/month

MLS Number 170069812

  • Single Family
  • Acreage 0.26
  • Square Feet 2,842
  • Bedrooms 3
  • Bathroom 3

Built in 2000 and totally renovated in the past 4 years, this beautiful open concept Bantam Lake property comes completely FURNISHED inside and out, including a top of the line Hewitt dock system and new 6 burner Weber Summit gas grill. This home is in move in condition and ready for you to enjoy the remainder of the summer. Located in the desirable Deer Island community with tennis courts, this home is perfect for indoor and outdoor entertaining all year round. Hardwood floors throughout, granite counter tops, stainless steel appliances, central air and vac, gorgeous floor to ceiling stone fireplace and meticulous attention to detail can be seen in every room of this home. The custom insert in the stone fireplace in the great room is by FiREPLACEXTRAORDINAIR and it burns long, clean and heats the entire house. Relax by the fire on a snowy winter day or if you prefer jump in the Artisan Spa Hot Tub on the spacious deck overlooking South Bay. The built in stone fireplace and patio by the lake is a perfect spot to wind down in front of after a full day of fun in the sun during the summer or skating and ice fishing in the winter. Besides all of the lake activities ,you are just minutes away from golf courses, hiking trails, cultural activities, ski slopes, shopping and restaurants in the towns of Litchfield and Washington Depot. This home is being sold with furniture included (plus canoe, kayaks, and paddle boat) with the exception of some art work and personal items.

Listed by Rosemary Jacob of Borla & Associates LLC Real Estate

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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39 Cemetery Hill, Cornwall, CT 06796

MLS Number 170038540

  • Single Family
  • Acreage 6.47
  • Square Feet 4,240
  • Bedrooms 5
  • Bathroom 6

This exceptional home was built with craftmanship and attention to detail that must be seen in person to be fully appreciated. Beautifully sited on 6.47 Private acres of open level lawn accented with mature trees, stone fences, and established gardens the spacious, sun-drenched interiors with 9' ceilings include 5 bedrooms and 5.5 baths. The living room with a wood burning fireplace opens to a generous Trex deck and pergola. A large eat-in chef's kitchen has granite countertops and custom cherry cabinetry, adjacent family room with built-in bookcases, and a dining room make for easy entertaining and flow. Lustrous solid cherry hardwood flooring. The master bedroom with en suite bath has French doors that open to the balcony. The finished lower level with full bath has a private entry. Additionally there is a spacious office with full bath and galley kitchen which is perfect as a guest apartment. The handsome cedar shingle roof was new in 2015 and there is a whole house generator and attached 2 car garage. Not to be overlooked is an extraordinary workshop with vaulted ceiling, radiant heat floors and French doors-a possible art studio, party barn, or guesthouse. All this with nearby Mohawk Mountain skiing, hiking trails, fishing, boating, and the many attractions of the Litchfield Hills. Less than two hours from Manhattan this turnkey home is ideal as a weekend retreat or for full time living.

Listed by Sharon Hartwick and Dottie MacRitchie of William Pitt Sotheby's Int'l

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Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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110 Prospect, Litchfield, CT 06759

Price$998,000

Est. Mortgage: $/month

MLS Number L10235380

  • Single Family
  • Acreage 3.58
  • Square Feet 4,272
  • Bedrooms 4
  • Bathroom 4

Spacious 4,273 sq. ft. 4 BR, 3.5 Bath Colonial on one of Litchfield's most sought after streets surrounded by elegant homes and within walking distance to the charming village green and offers a circular driveway, a sweeping level front lawn and private rear yard consisting of 3.58 acres (perfect for a pool). This home has an open floor plan for today's lifestyle. The main level features a two story foyer, a large kitchen with custom cabinets, a center island, upscale appliances, pantry and a sun filled breakfast nook with floor to ceiling style windows. A formal dining room, study with french doors, a half bath and a living room with wood burning fireplace and has access to the back patio. The master bedroom is generously sized and located on the main floor with walk in closet and has access to the back patio. The master bath features a steam shower, double sinks and a second walk in closet. The second level consists of three bedrooms, one of which has its own private terrace and overlooks the front yard and two full baths. The breezeway off the mudroom leads you to a three car garage built in 2010 with electricity and a second floor unfinished bonus room which would make a great in-law, pool house, playroom. Central Air, town sewer and water. Located in the Historic District/Borough. Do not let the opportunity to own this fabulous home pass you by. Wonderful venues in Litchfield and surrounding towns. Balance of sewer lien to be assumed by buyer (approx. $2,908).

Listed by Sue DOYLE and Christine Doyle of William Pitt Sotheby's Int'l

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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Gorgeous 100+ Acres in Sheffield, MA

Sheffield, MA 01257

Price$995,000

Est. Mortgage: $/month

MLS Number 170044389

  • Land
  • Acreage 101.1
  • Zoning RES

AMAZING 101 ACRES OF OPEN FIELD AND GROOMED TRAILS THROUGH THE WOODS ADJACENT TO CONSERVATION LAND ; this beautiful private parcel is the perfect site for your dream home; easy access via a tree lined roughed in driveway; open field with views ; just over the Salisbury, Ct border in Sheffield, Ma. and about 1 mile to Twin Lakes in Salisbury, Ct. Total peace and quiet. Great for horses, cross country skiing, hiking.

Listed by Patricia Best of Best & Cavallaro

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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106 Greenwoods, Norfolk, CT 06058

Price$995,000

Est. Mortgage: $/month

MLS Number L10156643

  • Single Family
  • Acreage 5
  • Square Feet 4,689
  • Bedrooms 8
  • Bathroom 6

"KNOLLY BROOK" One of Norfolk's finest historic homes. Solid and well maintained with a multifaceted history. Filled with period details, fine craftsmanship, two stunning grand staircases, high ceilings, pocket doors, English shadowbox paneling, generous public rooms, eight bedrooms, four full and two half baths, three fireplaces, butler's pantry, massive front porch, historic carriage house, expansive lawns, gardens, forest and heated in-ground pool.

Listed by Thomas Mcgowan of Elyse Harney Real Estate

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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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80 East Shore, Washington, CT 06777

MLS Number 99177521

  • Single Family
  • Acreage 1.06
  • Square Feet 1,483
  • Bedrooms 2
  • Bathroom 2

120+/- feet of coveted Lake Waramaug frontage. All new lakefront cottage with uber chic design. 2 bedrooms + a fully insulated & heated sleeping porch that can be used as a 3rd bedroom. Luxury amenities include: quarter sawn oak floors, 2 terraces, custom closets, top-of-the-line kitchen, beautiful stone fireplace, Rocky Mountain hardware, & extensive outdoor lighting. Take your boat for a cruise on the lake or enjoy lounging on the new dock with pergola. This is the perfect spot to enjoy all that the lake and New Preston have to offer. Easy walk to the beach and extensive Steeprock hiking trails. Parking for up to 6 cars.

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

{$office->Name}

Best & Cavallaro
5 Academy Street
Salisbury CT, 06068
Office: 860-435-2888

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.52% last updated on Jul 19, 2018
* 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.