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

1 Eastern Lane New Milford CT 06776

New Milford, CT1 Eastern Lane Lane

Price$799,900

Est. Mortgage: $/month

MLS Number 170434489

  • Single Family
  • Square Feet 3,966
  • Bathroom 4
  • Bedrooms 5
  • Property Style Colonial

The perfect staycation is here! Enjoy the remaining summer weather in this stunning home that is located in a desirable subdivision close to the Bridgewater town line. The beautifully manicured grounds have mature perennial plantings, stone walls, and a concrete patio that surrounds the amazing inground heated pool and pool house. The spacious foyer creates the entrance to this meticulously maintained home. On the main level is a front to back living room with fireplace, vaulted ceilings and a wall of windows, kitchen with eating area and access to the deck, center island and walk in pantry. The formal dining room has custom trim work, and there is a well appointed study/library with built ins. An office, laundry room, powder room, and mudroom are steps away from the attached 3 car garage. On the upper level are 5 bedrooms including the master suite with a luxurious bathroom and walk in closet. The lower level is great extra living space for entertaining & gaming, and also has its own gym room! The finished ground level area conveniently walks out to the paver patio which connects to the pool. The expansive deck overlooks the outdoor oasis and the yard is buffered by open space. This lovely home is a perfect balance of elegance, comfort and classic appeal!

Listed by Lori J Campbell and Larry Corrow of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

168 Bentley Circle Goshen CT 06756

MLS Number 170393974

  • Single Family
  • Square Feet 3,828
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2004

Charming home built by owner/contractor. Spacious rooms, high ceilings, and loads of natural light. Open floor plan offers great flow for entertaining and a real chef's kitchen with all the bells and whistles. Custom millwork, architectural detail, and sited a short walk from the lake / beaches. A truly grand home with private stone patio and sunny yard with specimen plantings.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

18 Winston Drive Washington CT 06794

MLS Number 170422805

  • Single Family
  • Square Feet 3,246
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1999

This well maintained home is attractively priced for everything it has to offer. Located on a cul-de-sac, surrounded by woods with an extensive lawn area. the grounds include an in ground pool in a private setting as well as a 6 person hot tub located on the rear deck. The layout of the house is bright an airy with a 2 story foyer featuring a curved staircase. The eat-in-kitchen includes a breakfast area and has access to the adjacent dining room. The family room boasts a cathedral ceiling open to the second floor hallway and includes a wood burning fireplace and sliders to the rear deck. The mudroom connects the 2 car garage to the kitchen and includes the laundry area. Completing the first floor is a large media room that could easily be converted to a home office. The master bedroom suite is located on the second floor and includes a cathedral ceiling and full bath. the remaining bedrooms are also located on the second floor as well as another full bathroom off the hallway. The full walk out basement is partially finished including a half bath. It is currently used as a play room but can have many other uses. The house is in immaculate shape and ready to move into.

Listed by Melis Veldhuizen and Elaine Fay of Fieldhouse Country Properties,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

68 Gaylord Road New Milford CT 06776

MLS Number 170366805

  • Land
  • MLS Status Active
  • Acreage 57.1
  • Other Amenities Waterfront
  • Zoning R80

57.10 acres of undeveloped R-80 zoned land in picturesque Litchfield County. Build your dream estate. Or, builders create your desired residential community. 68 miles to the George Washington Bridge in NYC. Close to Danbury Line commuter train on Metro North. Close to Candlewood Lake, Mohawk Ski Mountain, hiking any many other outdoor and cultural activities.

Listed by Nalini Hage of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

1 North Sawyer Hill Road Washington CT 06777

MLS Number 170397911

  • Multi Family Multi-Family For Sale
  • Square Feet 4,983
  • Bedrooms 11
  • Bathroom 8
  • Year Built 1930

6 Units-4 Buildings B-3/R-1 Zones. Main House/Building 1-2016 sq. ft.- Built in 1930 4 Bed/2.5BA enclosed porch, oil heat, tank in basement. Building 2-3 Family Complex-1737 sq. ft.- Built in 1940 5BD/3BA oil heat/tank in basement. Building 3-Cottage-Built in 1930-1BD/1BA 630 sq. ft. Propane heat-outside. Building 4-Cottage-Built in 1930 1 BD/1BA 600 sq. ft. Oil heat tank outside. Proof of funds required prior to showing.

Listed by Kathleen A Harrison of Fazzone & Harrison

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

1 North Sawyer Hill Road Washington CT 06777

MLS Number 170419946

  • Single Family
  • Square Feet 2,016
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1930

With this single family 4 BD/2.5 BA Homes there are additional buildings for rent or use by buyer. MAIN HOUSE Currently being rented. Use your imagination! 2.71 LEVEL Useable Acres. Endless possibilities in B-3 / R-1 Zone. Compound Package includes 6 units-4 buildings. Bldg 2 is a 3 family complex-currently being used as rentals. Bldgs 3 and 4 are detached individual cottages currently being rented. PROOF OF FUNDS required prior to showing.

Listed by Kathleen A Harrison of Fazzone & Harrison

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

289 Low Road Sharon CT 06069

Sharon, CT289 Low Road Road

Price$799,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170424395

  • Single Family
  • Square Feet 3,310
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2004

Over Fens and Fields! New to the market is this hidden treasure! Fabulous attention to detail with 3 bedroom, 3 and a half bath Colonial Farmhouse with sweeping views of the famed Twin Oaks Preserve. Constructed in 2004 with thoughtful intention features 9' ceilings, crown molding, and honey hued wide pine floors. Main floor has large living area with wood fireplace detailed in a lovely mantel. The open family kitchen has gas range, center island, and soapstone counters. Off the kitchen is a large screened porch perfect for sunset dinners or afternoon naps. The private office/study is lined in custom book shelves with proximity to full bathroom. Top level has 3 large bedrooms and two full bathrooms and laundry room. Master bedroom and bath has views over the Sharon Land Trust preserve that teems with wildlife. Finished basement with new carpeting installed, a half bath and a walk out to the back yard makes this space ideal for a family room or home office. Outside the hand laid stone spillway leads to a private, back yard pond with a fountain all attracting a multitude of migratory birds. Gardens galore adorn the pretty open and level lawn while native and specimen trees dot the 5 acre Sharon property. Potting/tool area located beneath screened porch provides a wonderful place to keep all your gardening accessories. Magnificent house on a magical setting- an amazing country combination!

Listed by Amy Longley and Chris Garrity of Bain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

30 Prospect Street Canaan CT 06031

MLS Number 170356763

  • Single Family
  • Square Feet 3,226
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1892

ROMANTIC SYMMETRY in Falls Village CT. A rare find.... this Victorian with its striking slate Mansard roof, the windows inset allowing for a spacious third floor/attic filled with light that can be renovated for a large studio or family room . Nostalgic Perfection with "Second Empire" symmetrical architectural style, sophisticated and simplistically squared off, is highlighted by the bays. The home has overhanging eaves with decorative brackets and ornate door and window hoods. Typical of a Mansard style home, second story windows are arranged in pairs over entrances and balconies with floor to ceiling glass paned doors. The main entrance is flanked by pilasters with an elaborate canopy and double doors. There is an abundance of drip irrigated perennial gardens overflowing with a seemingly endless variety of plants, fragrant flowering shrubs, majestical yew trees "where one can sit and do their wondering", elephant magnolia, rhododendron, hydrangea, beds of peonies and a blueberry patch! Rekindle delightful evenings of entertaining filled with laughter and good wine. Share afternoon tea in the gardens. Reconnect with the romance of life...this is your queue! Historic Falls Village, home of the "Great Falls" with superb local restaurants & cafes with farm to table fare and within minutes of the Berkshires, 30 minutes to Hudson Valley and 2 hours to NYC.

Listed by Brenda McLean of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

346 Main Street Salisbury CT 06039

MLS Number 170430987

  • Commercial
  • Square Feet 5,790
  • MLS Status Active
  • Year Built 1860
  • Acreage 0.46

The historic Borden Building in the center of Lakeville CT is a multi-use property that has been a village centerpiece for approximately 75 years. It is currently used as retail space, office space, and a one bedroom apartment rental space. The second floor has been approved for 2 more residential apartments. The architectural plans for the new apartments are available. It could also remain as office space. There are 4 separate entrances to the building and the parking lot can accommodate more than 20 cars. There are 2 public entrances from Main St and 2 more entrances from the parking lot. The building is served by town water and sewer. The Borden Building is in an excellent position on Main St. diagonally across from the Boathouse Restaurant and the U.S. Post Office.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

346 Main Street Salisbury CT 06039

MLS Number 170431197

  • Multi Family Multi-Family For Sale
  • Square Feet 5,186
  • Bathroom 4
  • Year Built 1860
  • Acreage 0.46

The historic Borden Building in the center of Lakeville CT is a multi-use property that has been a village centerpiece for approximately 75 years. It is currently used as retail space, office space, and a one bedroom apartment rental space. The second floor has been approved for 2 more residential apartments. The architectural plans for the new apartments are available. It could also remain as office space. There are 4 separate entrances to the building and the parking lot can accommodate more than 20 cars. There are 2 public entrances from Main St and 2 more entrances from the parking lot. The building is served by town water and sewer. The Borden Building is in an excellent position on Main St. diagonally across from the Boathouse Restaurant and the U.S. Post Office.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

102 Johnson Road Canaan CT 06031

MLS Number 170394292

  • Single Family
  • Square Feet 3,330
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2003

Set back and secluded on 13 acres, this dramatic Adirondack-style log home offers the best in country living. The spacious living room with a two-story vaulted ceiling and fieldstone fireplace opens to the kitchen and dining room. With post and beam construction and beautiful wood floors throughout, there's much attention to detail and the contemporary style of the home. The primary bedroom suite with bath on the main level has a walk-in closet and opens to the deck and porch. The large loft-like space on the second level overlooks the living room. There's a laundry room is on the main level, and a walk-out basement offers more room for expansion. Finished lower level with full bath and wood stove, 2-car attached garage. Close to Falls Village and many outdoor activities.

Listed by Ira Goldspiel and Rebecca Ward of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

24 Dolldorf Road Kent CT 06757

Kent, CT24 Dolldorf Road Road

Price$795,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170398218

  • Single Family
  • Square Feet 1,848
  • Bathroom 3
  • Property Style Colonial
  • Year Built 2014

Modern Eyebrow Colonial custom designed and built in 2014 on 1.5 private acres off a scenic country road close to Macedonia State Park and the Appalachian Trail. Entering from the covered front porch into the foyer, one is drawn into the open concept main living space that anchors the home. A spacious kitchen with a center island is open to a large seating area as well as a dining area with sidebar and built-in wine fridge. Through a set of French doors, this living area opens to an expansive back patio. Rounding out the first floor is a den/guest room with a wood burning fireplace as well as a powder room. The upper level features the light-filled primary bedroom with vaulted ceiling, walk-in closet, and spa-like bathroom. In addition, a spacious second bedroom, with its own private bath, plus upper level laundry. All bathrooms include radiant heated floors. The lower level of the home has been finished and is currently used as a home office. The property includes a two car attached garage as well as a new custom 16' tall shed. Located in the heart of the Litchfield Hills near Kent's vibrant village center with many shops, art galleries and restaurants, this perfect country retreat is less than two hours from NYC and minutes to Metro-North.

Listed by Steve Pener of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.