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

17 Westwoods Road 2 Sharon CT 06069

MLS Number 170354408

  • Single Family
  • Square Feet 3,205
  • Bedrooms 5
  • Bathroom 3
  • Year Built 1796

For over 2 centuries this lovely antique house has stood the test of time along a quiet gravel road. Yet while the dwelling requires considerable renovation and the property needs careful pruning., undertaking this project will bring the magic back to life. The antique beams and wide board flooring are still intact, The living room is an enormous post and beam structure soaring 20 feet high with large windows overlooking the grounds and a massive native stone fireplace anchoring this great room. Stone terraces, secret gardens, a dam with a pond, barn, stone walls, guest house apartment are part of the property estate. An undertaking of considerable efforts will result in incredible country home reward. Private and tranquil in the lovely Westwoods neighborhood with easy proximity to the villages of Sharon and Kent and 15 minuted from Metro North train station.

Listed by Chris Garrity of Bain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

36 Sandy Beach Goshen CT 06756

Goshen, CT36 Sandy Beach Road

Price$799,250

Est. Mortgage: $/month

MLS Number 170339198

  • Single Family
  • Square Feet 1,841
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2019

To be built house on a "last of it's kind" waterfront homesite on Tyler Lake off a private right of way. Amazing South and West Exposure. Quiet, private and serene. Adjoins larger protected lands. Overlooks entire lake. Efficient yet full of character -- that's what this cottage is all about. The bottom floor is essentially a great room with living, dining area, and island kitchen in one L-shape space opening to the front porch. The stairway rises behind the kitchen to the two bedrooms and two baths on the upper level. The unique feature is the tower room at the top, with its own deck. Final cost is dependant upon any changes to the floor plan, or additional upgrades Property is also for sale as a building lot with a current structure of no value / must be removed. Also available as a lot without plans,, MLS 170325563 New taxes to be determined.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

73 Canterbury Goshen CT 06756

Goshen, CT73 Canterbury Court

Price$799,000

Est. Mortgage: $/month

MLS Number 170202688

  • Single Family
  • Square Feet 3,797
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1981

Exceptional and unique riverfront sanctuary! Tucked away on over two acres of direct riverfront property is this magical home offering big open spaces! Large kitchen area flows into dining room and tiled great room with soaring ceilings and stone fireplace. Very large master bedroom suite on main floor with extensive windows overlooking the river, stone fireplace, private courtyard, and master bath with tiled shower. Upper level three bedrooms and bath, and lower level guest or entertainment / media rooms. Decks, patios, gardens and the serenity of the Marshepaug River

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

485 Twin Lakes Salisbury CT 06068

MLS Number 170300406

  • Single Family
  • Square Feet 4,926
  • Bedrooms 5
  • Bathroom 5
  • Year Built 1910

Superior craftsmanship, superior materials inside and out were employed with the remodeling of this spacious Twin Lakes home. No expense was spared. Every room has real hardwood flooring. The home is light filled with open spacious rooms, "Oro e orgento" granite highlights the kitchen, large formal dining room, two fireplaces, 5 bedrooms, 5 full baths, family room and parlor. There's a choice of master bedroom ensuite first floor or second floor. The addition has a lovely two bedroom guest suite with it's own kitchen, dining/living room and private entrance. The wrap around raised patio, outdoor stone fireplace and expansive lawn area provides an abundance of options for out-of-doors entertaining, lawn sports or just sitting quietly. The road frontage and entrances are flanked by beautiful cedars and stone gateways for privacy. O'Hara's marina is a stones throw away. This 6.32 acre property includes a 3 acre approved 3 bedroom perc building lot. Don't miss out on this one!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

401 Milton Goshen CT 06756

MLS Number 170221134

  • Land
  • MLS Status Active
  • Subdivision Woodridge Lake
  • Acreage 3.31
  • Waterfront

Largest lakefront lot!. This waterfront land is the last of it's kind. Large 3.3 acre parcel with 450 ft of frontage on Woodridge Lake. Extensive long views at widest point of lake. All surveys and approvals in place- ready to build. Woodridge Lake deed restrictions do not apply on this site, but full membership/ownership in all community facilities, club house, tennis, pool, beaches, fitness center. etc. Beautiful land with southern exposure, stone walls and the ultimate privacy. Mailing address street number is approximate

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

41 Kirby Washington CT 06793

Washington, CT41 Kirby Road

Price$799,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170337790

  • Single Family
  • Square Feet 2,200
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1922

Tucked away off the Washington Green and just a short walk to Steep Rock Land Trust, this historic 1903 Colonial is situated in a quiet location, complete with Gorgeous gardens and mature plantings. The home has been lovingly updated throughout creating an open floor plan. The great room with wide beams and fully updated kitchen with Carrara marble counters, center island and stainless appliances open on to a 12 by 23 deck. The attention to detail throughout the home and grounds create an elegant and estate feel, with standing seam copper overhangs, granite steps, cobblestone walkway, round gutters, 2 fireplaces, hardwood floors, and a sweet garden shed. All of this beauty and under 90 minutes from Manhattan! --

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

404 Nettleton Hollow Washington CT 06793

MLS Number 170345011

  • Single Family
  • Square Feet 2,635
  • Bedrooms 4
  • Bathroom 5
  • Year Built 1960

"Red Studio Farm" Located in the scenic and historic Nettleton Hollow area of Washington with views of Litchfield Hills and just 90 miles from NYC! Wonderful western exposure for sunsets and views over nearby meadows and pond. The main house offers 4 bedrooms and 4.5 baths with 3 of them en-suite and 5+ acres of secluded and lightly wooded land with stone walls and towering oak trees. The multi-level studio space with sleeping loft and bath allow for great office space or in home school space for distance learning. There are 2 Fireplaces, hardwood floors and a terrace facing the western view. Additional space in the Barn/garage with incoming producing apartment or guest house, includes a great room with Cathedral ceiling, kitchen, bath and sleeping loft and balcony overlooking the Litchfield Hills.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

31 North Litchfield CT 06759

Litchfield, CT31 North Street

Price$799,000

Est. Mortgage: $/month

MLS Number 170164463

  • Single Family
  • Square Feet 12,098
  • Bedrooms 15
  • Bathroom 14
  • Year Built 1888

The Charles Belden House is one of the finest examples of the picturesque Colonial Revival style in the borough. It was the first residential property north of the commercial district in Litchfield Center. This grand house has many handsome details. The exterior boasts a hip roof, gabled pavilions along with a conical pavilion with a conical roof at the southeast corner. A Doric entablature wraps the building and there's also a flat roofed verandah with Tuscan columns. Art glass windows can be seen throughout and the grand staircase has a window seat The interior feels more late 19th century Victorian. There's a two-story octagonal bay in the North of the house with a two-story rounded bay in the South part. A two-story service elevator in the rear helped bring food and libations to the main floor. In 1945, the doctor who owned the house used it as his home and office and converted it to the Rose Haven Rest Home. Another building was constructed in 1959 for rehabilitation patients. The second building has just over 9000 sf. The house is in the Historic District. It could be re-imagined with the right vision.

Listed by Janet Peckinpaugh and Kim D'andrea of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

167 Canaan Salisbury CT 06068

MLS Number 170328464

  • Commercial
  • Square Feet 14,919
  • MLS Status Active
  • Year Built 1880
  • Acreage 5.76

This well established business has been operating for over 30 years and features a retail garden center as well as a landscaping design and service business. There are multiple buildings including a retail store, 3 greenhouses, several garages, sheds and a 3 bedroom cottage, currently used as an office and storage. Located just outside the village of Salisbury, the business sits on a total of 5.76 acres, consisting of 2 lots. There is a long list of equipment, trucks, tools and related items that are included in the sale of the land, structures and business. Step right into this very successful business.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

123 Ashley Winchester CT 06098

MLS Number 170344075

  • Single Family
  • Square Feet 2,812
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2005

It's been given the name "Water Haven". Come enjoy the Captivating views and live the lake life on Connecticut's 82 acre Park Pond. Once in a lifetime opportunity to own an absolutely stunning Yankee Barn home. Built in 2005 and set on three private acres with gorgeous water views, this three bedroom, two and one-half bath custom post and beam home has 2812 square feet of living space with two spectacular stone fireplaces, spacious bedrooms, beautiful hardwood floors and walk in closets. Soaring ceilings along with stunning water views from virtually every room add to the tranquility, beauty and serenity of lake life living. Come enjoy its understated elegance with its open floor plan and large deck offering captivating views, all of which make this an extremely inviting area for entertainment. The lower level has ten foot ceilings with cozy and comfortable private living quarters, kitchen area and a fireplace along with radiant floor heat. The home boasts an understated Garage lovers garage, offering radiant floor heat, an installed 11,000 lb. capacity vehicle lift and a large bonus room above that offers potential additional living space. An additional and separate lower level area also has radiant heat and an oversized garage door for additional vehicles or related equipment such as tractors/loaders/backhoes. Environmentally sensitive, solar panels are professionally installed to offset the costs of electricity.

Listed by John Mendela of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

104 Hart Litchfield CT 06759

Litchfield, CT104 Hart Drive

Price$795,000

Est. Mortgage: $/month

MLS Number 170177462

  • Single Family
  • Square Feet 4,116
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1989

DON'T MISS 3D video!PRIVATE STUNNING SINGLE LEVEL CONTEMPORARY w/7 breathtaking landscaped acres that offers you every feature you could desire. Once you pass through the granite pillars, you are transformed into another world & greeted with a winding drive leading up to a lovely walkway lined w/gorgeous flowering gardens on both sides. Upon entering this home you will experience the bright, open concept with a vaulted ceiling foyer, gleaming hardwood floors, spacious living room and three sided raised hearth fireplace leading you around to the dining area. The well equipped kitchen provides an expansive center island and plenty of granite counter space for the avid cook. Wonderful accents include lighted stained glass skylight and built-in custom display cabinetry. Entertaining here is phenomenal! Passing through from the main house, you enter into the "Pub" room and are greeted with a full wet bar w/quartz countertop, fireplace and space for a pool table or game of choice. Exit the Pub through double sliding doors out onto the covered raised patio for cocktails or step down into the fabulous courtyard & gardens which lead you to the EXTRAORDINARY INDOOR POOL building. This pool area gives you the feeling of being outdoors & features a 16x32 heated pool surrounded on 3 sides by glass sliders for cool breezes, a full kitchen, tile floors & multiple skylights PLUS a bath & generous exercise room. This area is fabulous for year-round enjoyment. Don't miss the 3D virtual Tour!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

70 Hilltop Sharon CT 06069

Sharon, CT70 Hilltop Road

Price$795,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170343411

  • Single Family
  • Square Feet 1,888
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1910

An absolute gem and timeless sanctuary! Charming in-town 3 BDR, 2 Bath Craftsman Style Main House with separate 832 sqft Studio Building with BDR & Bath. Main house retains numerous period details and points of interest including lighted corner cabinets, a corbelled raw brick fireplace and mantle, beautiful hardwood floors and new windows. 3 Bedrooms on second floor share 2 renovated bathrooms in keeping with the historic features of the house. Finished light-filled attic provides fabulous space for office or study. Directly behind the house is a large Studio Building with pergola overlooking gardens, cathedral ceiling, plus bedroom & en-suite full bath, and french doors opening to private mahogany deck. Beautifully landscaped backyard with blue stone patio and porch overlooking an expansive lawn and long views. Exquisite taste throughout. Convenient to Sharon Center School and area private schools. 15+/- minutes to Wassaic Train Station.

Listed by Diana Bisselle of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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.