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

711 West Wakefield Winchester CT 06098

MLS Number 170368687

  • Single Family
  • Square Feet 2,660
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2021

Our plan or yours Large lot for the lake, 50 feet on the water, Easy access from forest ave. Plenty room to park andd party!!

Listed by Peter C Kores of Turning Point Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

485 Twin Lakes Salisbury CT 06068
Pending Continue to Show

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 perc for 3 bedroom 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: 3.02% last updated on Mar 4, 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

981 Main Winchester CT 06098

MLS Number 170316126

  • Commercial
  • Square Feet 5,858
  • MLS Status Active
  • Year Built 1900
  • Acreage 7.5

7+ Acres. Split on two sides of River. (roughly 3 acres & 4 acres). Long frontage on RTE 44. Includes historic barn (ex-firehouse?) at 161 Meadow Sytreet. Includes city sewers, city water & city gas. Very UNIQUE ZONING: "GATEWAY"...see attachment. It also includes a .58 acre parcel on corner of rte 183 & rte 44. Extremely high visibility. Owners originally applied for many condo units....then moved to FLA. Environmental was done in 1987 and brought to compliance. No other site like this....with full utilities...along rte. 44.

Listed by David Dean and Gary Giordano of Coldwell Banker Commercial NRT

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

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: 3.02% last updated on Mar 4, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

30 Prospect Canaan CT 06031

MLS Number 170356763

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

This lovely Victorian with its striking slate Mansard roof, the windows inset allowing for a spacious third floor/attic to be filled with light. "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 French 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, 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"is 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: 3.02% last updated on Mar 4, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

382 Between The Lakes Salisbury CT 06068

MLS Number 170377918

  • Single Family
  • Square Feet 1,676
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1925

Modern Lake Cottage - Three-bedroom cottage just a short distance to your lake frontage on Twin Lakes, this charming cottage on 5 acres, has great indoor and outdoor space, two decks one east facing and one west facing a screened-in porch and a rustic seasonal two-bedroom guest house. The cottage was reimagined by the current owners with their Architect and rebuilt in 2002. Located on Between the Lakes Road the property is minutes from Salisbury, Lakeville, Millerton and Great Barrington. The local schools, Berkshire, Salisbury, and Hotchkiss are within a short drive.

Listed by Elyse Harney Morris and John Panzer of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

161 West Goshen CT 06756

Goshen, CT161 West Street

Price$789,000

Est. Mortgage: $/month

MLS Number 170350323

  • Single Family
  • Square Feet 2,491
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1758

Set on a fabulous 17.5 acre lot of open meadows on a quiet country lane that backs up to the Goshen Fair. This home is possibly the fourth oldest home in town but you would never guess it after walking through. This home boasts a balanced mix of old and new as you will see. Exposed beams garnish many of the first floor ceilings with a nice mix of wide board flooring and newer gleaming hardwood floors. Enter through the front door and you are greeted with an extra wide staircase to the second floor, to the left is a formal living room and to the right you will walk through the dining area and into the custom kitchen with granite counters and center island. The kitchen features a warming drawer in the island, gas cooktop and wall oven. From the kitchen you can enter the Great Room with wood burning fireplace and cathedral ceilings a doors lead you to the covered farmhouse porch or to the expansive rear yard and patio. The remainder of the first floor has a first floor bedroom or office, mud room, laundry and two full baths. Take the staircase to the second floor and you will find the large master bedroom, two modest bedrooms with wide board flooring and a full bath. The also is a wide staircase to the attic which has plenty of room for storage. Outside you will find a large two story barn with 7 stalls, tack room and work area along and a loft for hay storage. There is another barn/garage with plenty of room to store all the farm equipment. Don't miss this one it is truly a GEM

Listed by David Sartirana and Amy Sartirana of Northwest CT Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

20 Stone Fences Kent CT 06757
Pending Continue to Show

MLS Number 170283589

  • Single Family
  • Square Feet 3,200
  • Bedrooms 4
  • Bathroom 4
  • Year Built 2020

Stunning Modern farmhouse cape with 3200 sq. ft. Offering superior quality and construction throughout! Features 3.34 acre level lot with room for a pool. Quiet cul-de-sac setting. New England charm blended with all the modern conveniences. Board-and-battan siding with front porch honor the farmhouse architecture along with the 1/4 glass door and posts that introduce the modern flair upon arrival. High end finishes, moldings, a beautiful "Paul Neff" kitchen as featured in Architetural Digest magazine with sleek lines, concrete counters and stainless steel appliances. Propane heating, along with propane fireplace with reclaimed barnwood/stone surround. Open floor plan on main level offers kitchen, Butlers pantry with extensive shelving and bar sink, great barn wood door - herringbone design that matches the fireplace, great room, dining room, master suite, mud room and a Powder room. Upper level offers 2 bedrooms with shared full bath, additional bedroom with en-suite bathroom and open area that offers itself as a playroom or quiet area. Well known builder - comes with many references! Very close to town and local schools. Note taxes reflect the land only once home is completed and CO is obtained the real estate taxes will change according to the towns assessment.

Listed by Cheryl Finley of Cheryl Finley Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

401 Milton Goshen CT 06756

MLS Number 170221134

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

Motivated seller - price reduction on this Largest lakefront lot at Woodridge Lake!. Architectural plans available - custom designed for site by Specht Architects of NYC - for modern glass house overlooking entire lake. 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 membership/ownership included - all community facilities, club house, tennis, pool, beaches, fitness center. etc. Beautiful land with southern exposure, stone walls and the ultimate privacy. (Actual 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: 3.02% last updated on Mar 4, 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

106 Greenwoods Norfolk CT 06058

Norfolk, CT106 Greenwoods Road East

Price$775,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number L10156643

  • Single Family
  • Square Feet 4,689
  • Bedrooms 8
  • Bathroom 6
  • Year Built 1875

"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. Property and buildings are being sold in "as is" condition.

Listed by Thomas Mcgowan of Elyse Harney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

156a Beuford Goshen CT 06756

MLS Number 170310970

  • Single Family
  • Square Feet 2,139
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2020

To be built home at Woodridge Lake. This plan has 3 bedrooms, 2.5 baths, large family room, kitchen with breakfast area, Master bedroom with walk in closet and large full bath. Foyer, Mudroom, Laundry room and a large screened in porch. The plan comes with unfinished upper level space that included a bonus room, bedroom and full bath that can be added for an additional cost should the buyer choose. Taxes based on lot only. Lot also available for sale without house plans. (MLS #170054667)

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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

lot 327 East Hyerdale Goshen CT 06756

MLS Number 170339882

  • Single Family
  • Square Feet 2,885
  • Bedrooms 4
  • Bathroom 3
  • Year Built 2020

Second Tier Woodridge Lake Home TO BE BUILT! Modern Farmhouse style with plenty of outdoor living space. Join with the builder who has selected this perfect home for the lot and personalize it with your finishing touches. This plan has so much flexibility with an open floor plan, 3 to 4 bedrooms and the option for a finished bonus room and/or guest area over the garage. Efficient in every way with propane heat, Thermopane windows, energy savings to be had in this new home. The lot is conveniently located about one mile to the clubhouse and within walking distance of two satellite beaches. With a plot plan and soil testing already completed, the building process could quickly begin. Imagine and plan your home as you enjoy the lake and community amenities! Also listed as a residential lot on MLS #170339852

Listed by Heather R Turri of Murphy E J Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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.