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Homes for Sale in Litchfield County CT & the Surrounding Area

Scroll down to view all homes for sale in Litchfield County CT as well as in the surrounding area of Dutchess County NY. Contact us if you have questions or would like to schedule a private showing.

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Dutchess & Columbia County NY Listings

r=426-450
201 Oak Winchester CT 06098
Pending Continue to Show

MLS Number 170323363

  • Single Family
  • Square Feet 1,114
  • Bedrooms 4
  • Bathroom 1
  • Year Built 1953

Charming 4 bedroom, 1 bath Cape-style home with quick access to Downtown and Route 8. Recent updates completed to bath, kitchen and deck. Wood floors throughout. Roof approx. 6 years old. Detached 1 car garage with covered porch area for outdoor grilling and entertaining overlooking fire pit, newer retaining wall and expanded parking area. There is even a finished area started in the basement for extra space! Bring your ideas and finishing touches to this lovely home!

Listed by Tiffany Jacquier of JRG Real Est & Auction Service

$
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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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346 Walnut Winchester CT 06098

MLS Number 170339818

  • Single Family
  • Square Feet 960
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1965

Located across the street from Tatro's Pond, this cozy ranch is a great alternative to condo living, those looking to downsize, or those looking to buy their first home! This home features hardwood floors throughout, a newer kitchen with custom cabinetry and countertop, a beautiful stone backsplash, and stainless steel appliances! There is an enclosed porch off the dining room that is not included in the square footage, but has electricity! Perfect spot to drink your morning coffee, or unwind after a long day without having to worry about a yard to maintain! Although small, it is private and serene! There is also a firepit to enjoy! Both Bedrooms on the first floor; the Master even has its own half bath! The full bathroom is large and has its own closet. 2 Driveways make it easy to access either the Under House Garage/basement, or park in the other one that has sidewalks leading to the front and back entrances! Natural gas and Central Air! Need more space? The basement already has flooring and is dry!! Home is sold as-is.

Listed by Brittany O'Hara and Linda B O'hara of William Raveis Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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174 Torringford Winchester CT 06098

MLS Number 170345571

  • Single Family
  • Square Feet 1,196
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1951

Lovely Cape on almost 2 acres of land. This home offers a large 1st floor Master bedroom 21x12. Hardwood floors and newer roof. Large back yard. 2 larger bedrooms on the 2nd floor. Lake and boat launch access with $15 parking pass for residents. Close to Ski Sundown, Winchester Lake, Highland Lake, Park Pond and West Hill Lake. Hike the trails on Peoples State Forest nearby or the Winchester Land Trust in the historic Center.

Listed by Christine A. Hunter of Hunter Real Estate, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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35 Laurel Winchester CT 06098

MLS Number 170326470

  • Single Family
  • Square Feet 965
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1900

This great alternative to a condo sits just two blocks from the beach at Highland Lake. The main living level contains a nice maple kitchen with granite counters, combination LR/DR, bedroom and an updated full bath. Upstairs is a modest bedroom with attached office or possible third bedroom. The walk out lower level could easily be finished as a family room with a half bath.

Listed by David Sartirana of Northwest CT Realty

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%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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52 Lovely Winchester CT 06098

Winchester, CT52 Lovely Street

Price$149,900

Est. Mortgage: $/month

MLS Number 170345406

  • Single Family
  • Square Feet 2,406
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1900

Hobby and car enthusiasts take notice, unique opportunity awaits you! This 3 bedroom, 2 baths house boasting almost 2300 sq ft of living space offers a separate 3 car garage with an enormous workshop on second floor and is supported by its own heat/hot water and bathroom. The main house has a distinctive layout with a sunroom overlooking the yard, dining room, breakfast nook, hard wood floors makes this one special. The property is located at the end of the road and offers loads of privacy.

Listed by Tina M Bilanceri of Aspen Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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14 Browns North Canaan CT 06024

MLS Number 170316359

  • Single Family
  • Square Feet 2,180
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1954

Great location on Browns Lane just off Route 44. Spacious home in need of updating includes four bedrooms, two full baths, Living Room, Dining Room, Kitchen and Family Room with stone fireplace. Two car attached garage. Nice yard. Great potential - Bring your imagination and offers!

Listed by Robert Godburn of Raynard & Peirce Realty,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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108 West Winchester CT 06098
Pending Continue to Show

MLS Number 170334710

  • Single Family
  • Square Feet 576
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1800

Absolutely adorable year round Cottage in historic Winchester center! This 1800 cottage was once an old school house. Minutes from 2 lakes & private pond. Completely redone, kitchen with granite counters and stainless steel appliances, bedroom with a loft area, gleaming hardwood flooring, cathedral ceilings, 24X14 storage shed, beautiful 1/2 acre lot, walking distance to Winchester Lake, the perfect little getaway spot!

Listed by Kristy J Paradis and Chloe N White of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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19 Walnut Winchester CT 06098
Pending Continue to Show

MLS Number 170274834

  • Single Family
  • Square Feet 2,868
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1840

This sprawling 2,800 square foot 1800's colonial was originally used as a convent for st. Joseph church . Four -five bedrooms ,two full baths , living room dining room parlor with bay windows , music room , grand foyer , and southerly facing floor to ceiling sided three season room . Lower patio leads to detached 2 car garage with attached workshop . Central convenient location .

Listed by David D'amore of The D'Amore Agency, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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70 Spencer Winchester CT 06098

MLS Number 170302323

  • Single Family
  • Square Feet 3,835
  • Bedrooms 5
  • Bathroom 2
  • Year Built 1900

Spacious 5 Bedroom 2 Bathroom Victorian style home offering living room w/ fireplace + formal dining room. Large rooms, tons of space and high ceilings. Home set on .57 Acres, detached 3 Car Garage and completed with a nice side deck. Come make this your dream home with your own personal touches. Subject to short sale approval.

Listed by Ed Villeda of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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18 Birdsall Winchester CT 06098

Winchester, CT18 Birdsall Street

Price$129,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170322567

  • Single Family
  • Square Feet 1,288
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1890

Nothing to do but move in! New flooring in all of the bedrooms, freshly painted interior, new roofs, Cedar deck & screened front porch. Why rent when you can own this charming Colonial. Conveniently located within walking distance to Highland Lake & downtown. Yard features beautiful Rose of Sharon bushes, an apple tree, raspberry & blackberry bushes, garden.

Listed by Sharon Gilson of Realty Experts LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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341 Millerton Salisbury CT 06039

MLS Number 170304941

  • Single Family
  • Square Feet 1,848
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1930

Home in need of updating set back from the main road in a private setting. Both homes offer three bedrooms each. One two car garage on property. . Shared driveway. Located on the Connecticut border just minutes from Millerton, NY and downtown Lakeville/Salisbury, CT. Adjacent property with home is also for sale - Refer to MLS #170304936.

Listed by Wendy Eichman of Raynard & Peirce Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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444 Greenwoods Norfolk CT 06058

MLS Number 170346190

  • Single Family
  • Square Feet 1,634
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1830

House is being sold in "as is" condition. There was a fire in the second floor attic and repairs have not been made. The house has been winterized. Owner will consider seller financing. All parties recognize that Jill Vantine is licensed to sell real estate in Connecticut.

Listed by Jill Vantine of Locust Lane Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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212 Gilbert Winchester CT 06098

Winchester, CT212 Gilbert Avenue

Price$106,000

Est. Mortgage: $/month

MLS Number 170344554

  • Single Family
  • Square Feet 1,784
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1900

Great price for this 4 bedroom 1.5 bath Colonial with a detached garage-- tremendous square footage value-- Hardwood floors---- won't last long! Garage is located across the street from the house!

Listed by Anthony Gioia of The Washington Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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50 King Hill Sharon CT 06069

Sharon, CT50 King Hill Road

Price$99,900

Est. Mortgage: $/month

MLS Number 170339639

  • Single Family
  • Square Feet 928
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1800

Handyman Special!! Built in 1800, this adorable 2 bed 1 bath cape located on .5 acres is looking to be brought back to life. Renovate the existing home or use the footprint to build new modular onsite. Less than 10 miles away from NY state line, this could be the country oasis you've always dreamed of. Come see for yourself today!! Being sold "as-is." Cash or rehab

Listed by Jill E Menard of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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339 Millerton Salisbury CT 06039

MLS Number 170304936

  • Single Family
  • Square Feet 1,268
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1890

Home in need of updating set back from the main road in a private setting. Restore this homes or build a home of your choice. Adjoining parcel with additional home is also offered for sale - Refer to MLS #170304941. Shared driveway. Located on the Connecticut border just minutes from Millerton, NY and downtown Lakeville/Salisbury, CT.

Listed by Wendy Eichman of Raynard & Peirce Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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11 Old Creamery Colebrook CT 06021

Colebrook, CT11 Old Creamery Road

Price$96,000

Est. Mortgage: $/month

MLS Number 170285588

  • Single Family
  • Square Feet 1,301
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1900

This Fannie Mae home has great potential. The home has oak cabinets, eat in kitchen with a large dining room with double glass doors to the screened in porch and a large private back yard. A great deal for this price and location.

Listed by Donald A Sciarretto of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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9 Lower North Canaan CT 06024

MLS Number 170276267

  • Single Family
  • Square Feet 1,620
  • Bedrooms 5
  • Bathroom 1
  • Year Built 1900

Spacious 5 bedroom farm house with new propane furnace wrap around porch with 540 feet of frontage on the Blackberry River, in need of finishing touches and has much to offer. Within walking distance to town and shopping, minutes to Massachusetts and New York.

Listed by Bob Giumarro of Giumarro Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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57 Reed North Canaan CT 06018

North Canaan, CT57 Reed Street

Price$84,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170287143

  • Single Family
  • Square Feet 2,068
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1900

Fantastic opportunity to own this 9 room Colonial on over one acre of land on level, corner lot. Over 2000 square feet of living space including four bedrooms and 2 full baths. Needs TLC but well worth it. Call today to make this your own. :-)

Listed by Steven W Rivkin of Planet Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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8 Oak Winchester CT 06098
Pending Continue to Show

MLS Number 170338009

  • Single Family
  • Square Feet 832
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1900

Very efficient down-town location, 2 story home with 2 full bedrooms and full bath on the 2nd floor and large open living room and Kitchen on the 1st floor with 1/2 bath. Small yard and fenced in patio. Thermal paned windows. Gas heat. One car parking in front and on the lawn if you need more space. Tiled kitchen and baths, fully applianced. Enclosed front porch! Wont last long!

Listed by Christine A. Hunter of Hunter Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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366 Greenwoods Norfolk CT 06058

MLS Number 170290313

  • Single Family
  • Square Feet 1,570
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1820

Least expensive house in town!! Many possibilities for this Norfolk home including some business uses--- the price reflects work needed --- very close to charming Norfolk Center--- the space is here just bring your imagination---

Listed by Anthony Gioia of The Washington Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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Winchester CT 06098

Winchester, CT, Winsted

Price$69,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170345433

  • Single Family
  • Square Feet 680
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1947

Make your dream of life at the lake a reality at Highland Lake in Litchfield County! This 445-acre boating lake is one of the cleanest lakes in Connecticut. Enjoy summers swimming, fishing, and boating! Transform this year round home into your own fabulous lake house! 2 hrs. to NY, Boston and 30 min. to Bradley International Airport. Great dining options, ski areas, breweries, wineries, and parks close by!

Listed by Christopher Clarke and Sandie A Terenzi of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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42 Wheeler Winchester CT 06098
Pending Continue to Show

MLS Number 170273114

  • Single Family
  • Square Feet 1,248
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1900

This is a short sale and is being sold "AS IS".

Listed by Kelly Sullivan of Sullivan Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 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.

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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.