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.

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

Dutchess & Columbia County NY Listings

6 Echo, Sherman, CT 06784

Price$800,000

Est. Mortgage: $/month

Pending

MLS Number 170076029

  • Single Family
  • Square Feet 2,754
  • Bedrooms 2
  • Bathroom 3
  • Year Built 2005

Adirondack retreat with gated entrance in Candlewood Echoes offers 180 ft of direct waterfront with stunning Western exposure! 2BR 2.5BA stunner with lake views in every direction! Matching cottage can be used as home office or studio. Deck and patios accented by stone wall and terraced flowering gardens. A grand open floor plan showcases a vaulted living room with custom stone fireplace, wall of windows and expansive private lake views. Main level master bedroom with vaulted ceiling, full bath and walk in closet. In the finished lower level you'll find the family room, 2nd (with new gas insert) fireplace, bedroom and two full baths. Home rebuilt including new septic in 2005. Low taxes of $10,075. Association fee is 370.37 per year. Enjoy a perfect year round getaway!

Listed by Kim Gifford of Coldwell Banker Residential Brokerage

{$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: 4.53% last updated on Aug 16, 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

36 Dudley, Litchfield, CT 06759

Price$799,999

Est. Mortgage: $/month

MLS Number 170108049

  • Single Family
  • Square Feet 4,815
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1992

Custom built Contemporary with beautiful finishes! From the moment you walk in you are blown away by the architectural design. Kitchen has 9 foot ceilings, Corian counters, spacious pantry, and tile floor. Huge Master bedroom suite with private walk out sun deck and walk in closets! Master bathroom has tons of space, his and hers sinks, jet tub, and shower surrounded by tile and glass! Enjoy relaxing in the bright living room with beautiful views through long windows on both sides and a marble fireplace. Family room is open with wet bar for entertaining and marble fireplace. Screened in porch off of the back of the kitchen as well. Nature lover's dream. This home has beautiful views from 3 different private decks. Overlooking the Southwest Skies of Litchfield....gorgeous!

Listed by Matthew J. Stafford of Century 21 AllPoints Rlty

{$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: 4.53% last updated on Aug 16, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

215 Maple, Litchfield, CT 06759

Price$799,500

Est. Mortgage: $/month

MLS Number 170023884

  • Single Family
  • Square Feet 4,065
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1930

Long breathtaking westerly views over looking fields and hills reaching Prospect Mountain and beyond offering fabulous sunsets. Built in 1930, remodeled and expanded in 2002. You will find a combination of wood and tile floors throughout. Expansive great room with exposed beams 13 ft + cathedral ceiling, wide board flooring. Spacious kitchen with Island and serving counters, Loads of cabinet space, great for gatherings and entertaining plus offering ample storage. double sinks. Six burner cooktop. Deck off kitchen. Formal living with brick fireplace, crown molding. Generous size Dining room. Den / sitting room with brick fire place. First floor master suite with wide board floors, cathedral ceiling, full bath 4' x 4' shower , water closet. Walk-in closet. Three bedrooms on second floor with wood floors, Full bath. Lower level offers an offices / Den plus a full bath and game room with tile floors plus a storage room. Ample storage throughout. 24 X 16 2 Car Garage with concrete floor and power. 24 x 40 Barn with loft, metal roof, concrete floor and power plus office with bluestone floor, this offers a wide range of uses. 8 x 12 post and beam Potting shed. Full house automatic stand by generator. New well 2017. Variety of mature plantings on landscaped grounds. Long Westerly views. Fabulous setting. Situated on 4.32 acres of open land with pastor and a spring. Owner / agent.

Listed by John Sniffen 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: 4.53% last updated on Aug 16, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

397 Nettleton Hollow, Washington, CT 06793

MLS Number 170050603

  • Land
  • Acreage 85.69
  • Waterfront
  • Zoning R-1

Sought after Nettleton Hollow location. Potential Gentleman's farm with 2 br cottage on 72.19 acres of land in Washington and 12.50 acres in Woodbury. Extraordinary Estate Parcel in Prime Washington Location. Situated with easy access, lush Land consisting of Meadows, Brook, Light Woods, Open pasture, Views and Privacy. Great Compound Possible.

Listed by Kathryn Clair 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: 4.53% last updated on Aug 16, 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

27 Pond Ridge, Goshen, CT 06756

Price$799,000

Est. Mortgage: $/month

MLS Number 170085213

  • Single Family
  • Square Feet 3,000
  • Bedrooms 5
  • Bathroom 4
  • Year Built 2018

Waterfront!! To Be Built Home by one of Goshen's best builders! Meticulous attention to detail with coffered ceilings, stunning bathrooms, hardwood flooring, finished lower level. Main level master suite, great Dog Pond lakefront lot, 400 feet of private lakefront. One of a kind! Taxes are currently assessed on lot only,not house and lot. Lot also available for sale without a to be built house.

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: 4.53% last updated on Aug 16, 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

85 Curtiss, Warren, CT 06777

Price$799,000

Est. Mortgage: $/month

MLS Number 170075429

  • Single Family
  • Square Feet 850
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1939

Imagine waking up to the sound of the nearby stream and looking over vineyards and Lake Waramaug. This 10 acre-lot can potentially be divided into two building lots with sweeping views of Lake Waramaug -- within walking distance to the beautiful Warren town beach, Lake Waramaug Country Club and the historic Hopkins Inn & Vineyard. This property offers complete privacy in an estate area. If subdivided, it could support 4 or more buildings: a pool house, guest apartment, garage and main house. Conveniently located only 17 miles to the Metro North train, 6 minutes to the charming shopping village of New Preston, 90 minutes to NYC. Rustic Cottage from 1939 is sold "as is". Preliminary PERC tests have been done.

Listed by Mark Madonna and Jeffrey Phillips 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: 4.53% last updated on Aug 16, 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

397 Nettleton Hollow, Washington, CT 06793

MLS Number L10126857

  • Single Family
  • Square Feet 768
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1950

Sought-after Nettleton Hollow location. Potential Gentleman's Farm with 2 Br Cottage on 72.19 acres of land in Washington and 12.50 acres in Woodbury. Extraordinary Estate Parcel In Prime Washington Location. Situated On 85 Acres Of Lush Land offering Meadow, Brook, Light Woods, Views And Privacy. Great Family Compound Possibility.

Listed by Kathryn Clair 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: 4.53% last updated on Aug 16, 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

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

{$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: 4.53% last updated on Aug 16, 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

Lakeville Lakefront

37 Canterbury, Salisbury, CT 06039

MLS Number 170000869

  • Single Family
  • Square Feet 4,704
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1971

This home is just a four minute walk to the association's 120 feet of private beach on Lakeville's Lake Wononsopomuc. Beach area has a dock, a float and room to store your kayak and canoes. Located on a quiet cul de sac with only eight residences, this brick home with lake views, has three recently remodeled bathrooms with quality finishes, fresh coat of paint and new carpeting throughout. A series of new sliding doors in the living room and kitchen face the lake and keep the house light filled and the large deck offers plenty of entertainment space. The spacious living room features a lovely stone fireplace. Home is fully air conditioned and move in ready. Full basement offers potential.

Listed by Mary Taylor 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: 4.53% last updated on Aug 16, 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

26 Brunetto, Morris, CT 06763

Price$799,000

Est. Mortgage: $/month

MLS Number 170116205

  • Single Family
  • Square Feet 2,228
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1955

Bantam Lake Direct Waterfront 3BR/3B Year'round Lake Home with panoramic lake views and it's own sandy beach-perfectly positioned for gorgeous sunrises, stunning moon rises and even rainbows! Whether day or night, winter or summer, treat yourself to nature's most picturesque and enjoyable moments. This 1,728sqft home plus an extra approximate 500sqft partially finished lower level was totally & tastefully renovated with attention to quality, detail and efficiency. Enjoy expansive lake views soon as you enter this home with wide open floor plan, upscale kitchen & bathrooms and sparkling hardwood floors throughout the main level. The huge upstairs bedroom is currently used as a family room with a nicely defined bedroom area. The walkout lower level has a den open to a partial kitchen nook and full bathroom. Outdoors, choose to bask in the sun from either the deck right off the kitchen or on the terrace at the water's edge. It even comes with a dock! Bantam Lake is CT's largest natural lake offering both summer and winter sports: swimming, water skiing, boating, fishing, ice skating, and more! Sellers' adjacent home also for sale: MLS#170116525 or both homes: MLS#170116647

Listed by Donna Membrino 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: 4.53% last updated on Aug 16, 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

175 Green Pond, Sherman, CT 06784

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number 170070913

  • Single Family
  • Square Feet 1,002
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1997

This adorable lake cottage sits directly on pristine, spring-fed Green Pond with views from every room. You will fall in love with this private, 1-acre property that boasts 390 feet of water frontage with two docks in the gated community of Candlewood Lake Estates. Relax in your hammock while listening to the soothing sound of your own babbling brook and waterfall. Sip your morning coffee on your deck and watch the day unfold on this gem of a lake, the cleanest in Connecticut. Quiet and removed from the noise of the boats on Candlewood, yet within walking distance of the community docks and beach. There are four beaches in Candlewood Lake Estates - 2 on Green Pond and 2 on Candlewood. Canoe, row boat and paddle boat included! Outdoor shower, Generac full house generator, hot tub, complete water-filtration system and garage renovation are just some of the updates in this wonderful weekend getaway. Garage has lift- can fit a SUV plus smaller vehicle on lift!.Activities: Appalachian Trails; Farmers Markets; Antiquing; Connecticut Wine Trail; Star Gazing; Connecticuts Largest Flea Market (The Elephants Trunk Bazaar); Sherman Playhouse Live Theater; 28 mi. Scenic Drive North on Route 7 ( see covered bridges and Bald Eagles along the way).Movie theater, restaurants and shops in nearby New Milford.

Listed by Katherine M Bennett 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: 4.53% last updated on Aug 16, 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

383 Lake, Warren, CT 06777

Price$795,000

Est. Mortgage: $/month

MLS Number L10235649

  • Single Family
  • Square Feet 3,088
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1983

Private get-away! Modified Saltbox home on 30 acres with 3 bedrooms and 4 full baths. Den on first floor could be an additional bedroom. There is also a finished sleeping loft. Custom crafted post and beam home with wood floors throughout. Bright living room with fireplace, wet bar and French doors to the flagstone patio. Remodeled kitchen with granite counters and French doors which open to an expanded deck with serene views which is perfect for entertaining or morning coffee and listening to the birds. Spacious Master bedroom suite with fireplace, balcony and full bath. Partially finished basement with gym/office area and wine cellar which is not included in the square footage. 3 car detached garage. Specimen trees such as copper beach, American elm, sycamore as well as plum, pear and cherry trees dot the property. A brook meanders near by and walking trails. Privacy but within minutes to the Village of New Preston and beach at Lake Waramaug as well as skiing at Mohawk Mountain.

Listed by Laurel Galloway 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: 4.53% last updated on Aug 16, 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.