Litchfield County CT and Surrounding Area Homes $500k-$800k

Scroll down to find all $500,000-$800,000 homes for sale in Litchfield County, CT as well as in the surrounding communities 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

119 Under Mountain, Canaan, CT 06031

MLS Number L10224551

  • Single Family
  • Square Feet 3,072
  • Bedrooms 6
  • Bathroom 3
  • Year Built 1748

LIME ROCK DRIVERS: STORE YOUR CARS -- HOUSE YOUR CREW! - A tri-level 60×35 foot Barn (scroll for images) offers endless possibilities for race cars, artist's space, animals, and more. Also, within less than 5 miles of Lime Rock, in a bucolic setting with stunning mountain views, sits this cozy 1748 Homestead, totally renovated, and featuring 3 fireplaces, 6 Bedrooms and 3 Baths. A screened Porch overlooking the property adds outdoor entertaining space, and an open fenced deck surrounds the addition to the rear. The 18.42 rolling Falls Village, CT acres abut over 1,000 acres of conservation and State land and feature fruit trees, a swimmable spring-fed pond stocked with wide-mouthed bass, and a small stream. The former 19th century General Store with two-car Garage adds to the charm of this property. Located in the foothills of the Berkshire Mountains, close to all weekend activities such as race car driving, hiking, swimming, antiqueing, hunting, fishing, and skiing. On a gorgeous quiet road within close proximity to Music Mountain, the Appalachian Trail, private schools, and the Villages of Lime Rock, Lakeville and Salisbury. Set high in the Litchfield Hills, this property is priced below appraised value by motivated seller!

Listed by Eva Yxfeldt of Elyse Harney Real Estate

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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: 3.93% last updated on Dec 14, 2017
* 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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195 Painter Hill, Roxbury, CT 06783

Price$799,000

Est. Mortgage: $/month

MLS Number 170021977

  • Single Family
  • Square Feet 2,432
  • Bedrooms 1
  • Bathroom 2
  • Year Built 1980

Yann Weymouth, a world-renowned architect, designed this modern retreat in 1980 using concrete block, galvanized steel, slate floors and walls of windows. The house has an open floor plan, an abundance of light and a private setting in an excellent location. A long driveway leads to a private 4.87 acre setting with mature gardens, extensive stone walls and open meadow. Perfect for entertaining! The great room spills out to a spacious patio with wisteria covered patio on the western side. The kitchen features high end appliances including Wolfe cook top, double ovens, and a spacious center island with slate counters. The great room has a wood burning fireplace, a wall of windows facing west and transom windows on the east side allowing room for art work. The current studio is a multipurpose room with high ceilings and skylights. There is an abundance of natural light throughout the house. At the far end of the house there is a spacious master bedroom with two master baths en suite and his & hers walk-in closets. There is a laundry room off the kitchen and an attached garage ready for future expansion. Unique and special. Note: the house could easily be returned to the original 2 bedroom layout.

Listed by and Bonnie Garguilo 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: 3.93% last updated on Dec 14, 2017
* 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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5 Chimney Hill, Sherman, CT 06784

Price$799,000

Est. Mortgage: $/month

MLS Number 170008246

  • Single Family
  • Square Feet 4,787
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2004

1M to New York Line in total privacy on 4 ACRES find dramatic custom detail in this French Country Home w/versatile floor plan & traditional flair. Stunning cherry floors. Formal Music Room & Dining Rooms greet you. French Doors lead to Deck/Porch. Cherry Gourmet Kitchen w/breakfast bar & nook open to Vaulted Family Room w/frplc-french doors open to covered porch & terraced POOL AREA w/ Hot Tub. ML Master Suite w/frplc & french doors to Pool Area plus stunning Master Spa Bath & 2 walkin closets. 2 add ML BDRMS & full bath. Den/Library w/ frplc. UL hosts Family Room w/balcony & Full BA. 4-5 BD/3.5 BA includes FULL APARTMENT w/separate entrance. Walk In Pantry (14 x 15)/Walk In Laundry (12 x 9)/Mud Room (10 x 7). Don't miss the walk out lower level w/incredible storage & workshop area. 1 M to quaint town center, new community tennis court, pavilion and town beach on CANDLEWOOD LAKE. A wonderful home for weekend or year round.

Listed by Katie Harrison of Fazzone & Harrison

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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14 Laurel, Sherman, CT 06784

Price$799,000

Est. Mortgage: $/month

Pending

MLS Number 99175448

  • Single Family
  • Square Feet 2,478
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1960

Candlewood lake estates, a private gated community, direct waterfront on green pond with dock for canoeing or swimming, This adironack style home offers everything, great room with vaulted ceilings, fireplace and sliders to the porch overlooking the water. Master suite on upper level with full bath and loft area overlooking the great room, two bedrooms and bath on main level, rustic kitchen, dining room and in lower level family room. Cental air, deck,and hottub. Dock & deck area at the water. Western sunsets and only 90 minutes from nyc.

Listed by Holly Mullins of Coldwell Banker Residential Brokerage

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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95 Lyman, Goshen, CT 06756

Price$799,000

Est. Mortgage: $/month

MLS Number 170009691

  • Single Family
  • Square Feet 3,820
  • Bedrooms 4
  • Bathroom 6
  • Year Built 2007

Enough can't be said for this bargain-priced spectacular home! No expense was spared from the custom dream kitchen to the four ensuite bedrooms, to the bonus/recreation room above the garage to the four heated massive garage bays. This house is very privately situated on a quiet country lane with 21 acres of lawn, open fields and light woods. This Energy star-rated home has hardwood floors throughout with the controlled comfort of radiant heat on the first floor and alternate filtered warm air throughout. The bio-based foam insulation envelope keeps 3800 sq.ft of living space comfortable year round. The master bedroom with its own balcony, dressing room/closet and gorgeous bathroom is on the main level. With four heated garages, 2 fireplaces and many modern conveniences such as an automatic on/off generator, this home was carefully and thoughtfully constructed. The walkout basement is plumbed for a full bath and is ready for finishing. Both 2 bay garages are over-sized with added height, built to accommodate a lift. One garage has drive-through access to a separate parts barn. Underneath the home, there is also an additional garage space with easy access. Built by a vintage sports car racer, the four garages are perfect for the hobbyist or car enthusiast.

Listed by Constance Breakell of Murphy E J Realty

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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67 Smokey Hollow, Washington, CT 06794

MLS Number L10168186

  • Single Family
  • Square Feet 2,860
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1991

Magical Setting. Beautifully designed Colonial complete with in ground pool and seasonal views! Set on a quiet private lane and just minutes from Washington Depot, Bantam and Litchfield Center for great dining and shopping. The large open floor plan with Great room opens on to the Kitchen and creates great flow for entertaining. Kitchen opens on to a bluestone patio which overlooks the pool. The Level yard, Fenced pool area and Mature plantings and professionally landscaped grounds round out the feeling of a mini estate.. There are 4 generous sized bedrooms with 2.5 baths, hardwood floors and a Lower Level game room.

Listed by Kathryn Clair of William Pitt Sotheby's Int'l

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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11 Preston Mountain, Kent, CT 06757

Price$799,000

Est. Mortgage: $/month

MLS Number 170029676

  • Single Family
  • Square Feet 3,200
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2007

Classic Country Home. Beautiful setting close town and trains. Main House features 3 bedrooms and 2 1/2 baths. Custom kitchen with top of the line stainless steel appliances. Large living room with fieldstone fireplace and french doors to stone patio. Family room with French doors to a screened porch. Master bedroom with bath en suite, walk in closet and balcony overlooking stream. Guest house has been totally renovated. 2 Bedrooms and 2 Bathrooms. The Master bedroom en suite with walk in cedar closet and french doors to screened porch. Kitchen with stainless steel appliances and soapstone counters. Living room with beamed cathedral ceiling, Fieldstone fireplace and french door to deck and stone patio. Owner/agent

Listed by Eve Iselin of Bain Real Estate

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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104 Hart, Litchfield, CT 06759

Price$798,500

Est. Mortgage: $/month

MLS Number L10137819

  • Single Family
  • Square Feet 5,484
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1989

Everything is Blooming around this private sanctuary with INDOOR 16x32 POOL!! The 5484 square feet incorporates the 31x72 foot pool/recreation area which includes exercise room (poss. 4th BR), additional kitchen w/breakfast bar and entertaining space. Enjoy a morning or midnight swim direct from your master suite. If you appreciate privacy... this single level California Style home was TOTALLY TRANSFORMED & EXPANDED in 1989 and is surrounded by stunning gardens on 7 Acres! A wonderful covered deck area leads to both a beautiful gardened courtyard with built-in infrared grill, 4 car attached garage and wrapped deck. ALSO featured is another ADDIT'L 864 sq.ft. Accessory Apt. off the garage which includes 1 Bedroom, full kitchen, LR, W/D setup, walk-in closet and slider to yard. Great for in-law, caretaker, guest quarters or au pair. The main house offers an expansive living area with features such as a 3 sided gas fireplace, vaulted/cath. ceiling, open concept Kitchen dining area, office, 2 En Suites and an awesome Pub Room (game room) with wet bar, fireplace and radiant heat. Central Vac, zoned air conditioning, whole house generator are just some of the extra features. This home is truly an Oasis for the person that needs to get away from the hub bub of the busy world, needs easy access to highway & shops but doesn't want to pay the crazy price. If you're an entertainer or a naturalist, this home will certainly fit your needs.

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

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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20 Upper, Salisbury, CT 06068

MLS Number L10063493

  • Single Family
  • Square Feet 4,745
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1989

This stunning contemporary with Asian influences is tucked privately on 10 acres, but just minutes to town. Upon entering you will see the atrium which is at the heart of the home. The living spaces surround this dramatic feature and include a wonderful living room with built-ins and a fireplace, dining room with a double sided fire place that can be enjoyed from the well appointed kitchen. On the opposite side there is a very private master suite with large en-suite bath and sitting area. Three additional bedrooms and 2 full baths round out this unique and exceptional property. The details extend to the outside as well starting with the lovely screened porch that opens to the expansive decks. Beautiful landscaping is set amongst the rock outcroppings and a mix of lawn and woods rounds out the property. Just minutes from the Salisbury village and Lakeville Lake.

Listed by Mimi Harson of William Pitt Sotheby's Int'l

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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56 Bigos, Litchfield, CT 06759

Price$795,000

Est. Mortgage: $/month

MLS Number 170025843

  • Single Family
  • Square Feet 6,035
  • Bedrooms 6
  • Bathroom 5
  • Year Built 2001

Stately expansive Contemporary Cape on 41 private acres with pond and direct water frontage on the Bantam River. Home features 11 rooms with six bedrooms, four and one half bath, first floor master bedroom with private bath, a finished walk out lower level with a guest room, pool room and bar room. Large rear deck with lower level patio. Extra separate building lot included in the 41 acres. Property has a four bedroom septic.

Listed by Ted Murphy of Murphy E J Realty

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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130 A Tophet, Roxbury, CT 06783

Price$795,000

Est. Mortgage: $/month

MLS Number 170026547

  • Single Family
  • Square Feet 1,000
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1820

"Matthau Cottages" Sweet antique Cottages, once owned by Walter Matthau and surrounded on three sides by Land Trust in an Estate area of Roxbury. Incredibly charming with some recent renovations on pastoral 6.73 acres with Meadow Views. Property is amid the Matthau, Widmark and Stryon Land Preserves. Premier Location. Two Cottage, One with 2 Bedrooms and One bath, Large great room and updated kitchen. The other cottage has one bedroom with one bath. They are both set on one lot. See MLS#L10144115

Listed by Kathryn Clair of William Pitt Sotheby's Int'l

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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1768 Sharon Colonial

6 Old Sharon Rd #1, Sharon, CT 06069

Price$795,000

Est. Mortgage: $/month

MLS Number L10208374

  • Single Family
  • Square Feet 2,363
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1768

Charming, well-maintained 1768 antique on 23+- acres on a quiet, unpaved town road. Property includes a pool and pool house, large barn with 2 bays and excellent storage and a one-bedroom guest house (originally on it's own 8 acres). The main house has 2,363 sq.ft. with 3 bedrooms, 2.5 baths, many original features, 3 fireplaces and a large kitchen (with Viking range, Traulsen refrigerator, Corian counters, extensive cabinets, storage and a pantry with washer/dryer. Great privacy and serenity. Updated with central air and generator. Easy distance to town.

Listed by Mardee Cavallaro of Best & Cavallaro

{$agent->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: 3.93% last updated on Dec 14, 2017
* 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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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.