Litchfield County CT & Surrounding Area Homes Under $100k

Scroll down to find all homes under $100k for sale in Litchfield County, CT. Contact us if you have questions or would like to schedule a private showing.

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Dutchess & Columbia County NY Listings

11 Applewood Lane Cornwall CT 06754

MLS Number 170446572

  • Land
  • Acreage 5.7
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning Res

Build your dream home in this great private county location in NW corner of Connecticut!!!--5.7 acres at the end of a cul-de-sac with only two other homes on it with potential for spectacular view of the Housatonic River valley!!! This property is only 2 hours to NY City, 20 minutes to Metro-North in Wassaic, NY for trains to Grand Central Station- 1 mile from downtown Cornwall Bridge, 5 miles from famous Cornwall covered bridge, and 5 miles from Mohawk Ski area and Housatonic State Park!! Skiing, fishing, river sports all just a few minutes drive away, year round cultural events such as concerts, speakers including journalist, authors, and close proximity to multiple nationally renowned private schools.

Listed by Brian Hastings of William Pitt Sotheby's Int'l

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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55 Bank Street Winchester CT 06098

Winchester, CT55 Bank Street

Price$100,000

Est. Mortgage: $/month

MLS Number 170502450

  • Single Family
  • Acreage 0.24
  • Square Feet 924
  • Bedrooms 2
  • Bathroom 1

Much potential in this old style colonial. Located close to local amenities, this home is in need of your vision to turn it into the neighborhood gem. Large kitchen and living room on the first floor, with two bedrooms and full bathroom on the second floor. Large yard with off street parking. This home needs it's new owners to renovate it so it can offer many years of happiness!

Listed by Michael J Flaherty Jr of Sullivan Real Estate Inc

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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East Street Litchfield CT 06759

Litchfield, CTEast Street

Price$99,900

Est. Mortgage: $/month

MLS Number 170491152

  • Land
  • Acreage 1.08
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Waterfront

Direct waterfront lot on the Bantam River. Very pretty site to build a full time or part time home. 150' river frontage with natural wildlife including fish. Nice walk up the hill to the Center of Town for shopping, dining and meeting friends.

Listed by William Downes of Gooseboro Realty

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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North Main Street Winchester CT 06098

Winchester, CTNorth Main Street

Price$99,900

Est. Mortgage: $/month

MLS Number 170469982

  • Land
  • Acreage 18.1
  • MLS Status Active
  • Zoning R-1

Partially cleared land for sale. Site work has been started on this 18 acres of private land where you will also find a small horse stable on the property. Plenty of trails and privacy, schedule your appointment today and start building your dream home!

Listed by Samantha McLaughlin of Showcase Realty,Inc.

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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673 Paxton Court Goshen CT 06756

MLS Number 170472090

  • Land
  • Acreage 1.06
  • MLS Status Active
  • Subdivision Woodridge Lake
  • Zoning res

Woodridge Lake Building Lot located at the end of a cul de sac on the south end of the Lake. This is a wooded lot, ready to go! Wetland and engineering completed.

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

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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Route 63 Road Canaan CT 06031

MLS Number 170373048

  • Land
  • Acreage 3.74
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R-80

Lightly wooded parcel with an elevated building site, perfect for building your country home, convenient location to the local amenities and schools.

Listed by John Harney of William Pitt Sotheby's Int'l

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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71 Gorham Road Kent CT 06757

Kent, CT71 Gorham Road

Price$95,000

Est. Mortgage: $/month

MLS Number 170299547

  • Land
  • Acreage 5.43
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R3

5.4 acres in St. John's Peak subdivision of luxury homes. A private area near Kent center, skiing, hiking, water sports and the great outdoors. A level wooded lot ready for your home. Previously perk tested for a 4 bedroom home. A really nice lot worth a look.

Listed by David Bain of Bain Real Estate

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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4 Holmes Road Goshen CT 06756

MLS Number 170472573

  • Land
  • Acreage 7.35
  • MLS Status Active
  • Zoning R5

Very privately situated 7.35 acre lot on a town-maintained gravel road. Preliminary engineering completed for a 3 bedroom home. Lovely pond located to the rear of the property. Extremely quiet, rural area in highly-desirable town of Goshen, yet close to state highway for convenient access to schools, banks, shops, and restaurants. Near-by lakes and ponds for fishing, boating and swimming and only minutes to Mohawk Ski Area and nature trails. Renowned private schools within easy commuting distance. Preliminary engineering may require further Torrington Area Health District approval to meet possible applicable updated requirements.

Listed by Constance Breakell of E. J. Murphy Realty

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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496 Main Street Winchester CT 06098

MLS Number 170490833

  • Commercial
  • Acreage 0.11
  • Square Feet 330
  • MLS Status Active
  • Year Built 1931

Own a piece of Winsted history! Original Railroad Car Diner transferred from New Rochelle, NY. In business since 1931. High traffic area. Tremendous opportunity for a take-out business: hot dogs, hamburgers, fries and ice cream. Seller financing available for qualified buyer. Also listed for rent: MLS#170490915

Listed by Amanda Balaski of The D'Amore Agency,LLC

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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140 Willow Street Winchester CT 06098

MLS Number 170454514

  • Commercial
  • Square Feet 1,840
  • MLS Status Active
  • Year Built 1980

First Floor 1,840 square foot commercial Office condo space . Centrally located with paved parking lot . Natural gas warm air heat and central A/C.

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

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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783 Cornwall Drive Goshen CT 06756

Goshen, CT783 Cornwall Drive

Price$87,000

Est. Mortgage: $/month

MLS Number 170269992

  • Land
  • MLS Status Active
  • Acreage 0.8
  • Subdivision Woodridge Lake
  • Zoning Residential

Woodridge Lake lot available, .8 acres. Also available as a lot with a home to be built (170264182). Woodridge Lake in Goshen, Connecticut Located less than 10 minutes from the Historic Town of Litchfield. Litchfield is a popular weekend destination spot and hosts the Annual Litchfield Road Footrace held each year in June. Goshen is home to the Goshen Agricultural Fair held over Labor Day weekend. Located just a few miles away is Mohawk Ski Mountain, the Housatonic River (known for world class fly fishing), hiking on the Appalachian Trail and a short distance to the Berkshires as well. Enjoy Country Club living at its best! Four sandy beaches; marina; boating and fishing; 8 tennis courts; (four Har-Tru courts) a 12,500 square foot clubhouse with Wi-Fi internet access, meeting rooms, library, fitness center, locker rooms; heated Jr. Olympic pool; playground; organized activities and much more. Woodridge Lake is a private Lake community set on 1320 acres. The lake has world class fishing with many one of a kind and trophy fish. The water quality is second to none and feeds lower Fairfield County with its drinking water. Ideal swimming is June through the end of September. Many programs are held at the Lake through out the year.

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

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Deely Road North Canaan CT 06018

North Canaan, CT18 Deely Road

Price$86,400

Est. Mortgage: $/month

MLS Number 170481361

  • Single Family
  • Acreage 0.66
  • Square Feet 1,826
  • Bedrooms 4
  • Bathroom 2

4 bedroom, 2 bath, split level home. Approximately 1,826 sqft sitting on a ~.66 acre lot. Possible discoloration. Seller makes no guarantees about the property's condition, nor does seller guarantee accuracy whether property is on public sewer or private septic. Buyers are responsible to perform their due diligence prior to bidding. Buyers premium paid at closing by buyer. Seller WILL NOT ACTIVATE UTILITIES. Water CANNOT be turned on for inspections.

Listed by Deb Woodard of Realhome Services & Solutions

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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5 Smith Place Cornwall CT 06796

Cornwall, CT5 Smith Place

Price$85,000

Est. Mortgage: $/month

MLS Number 170452347

  • Land
  • Acreage 1.04
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Waterfront

Situated in the rural village of West Cornwall, just up the hill from Mill Brook is this 1.04 acre building lot. Bring your creativity and design a new home in the center of town. Enjoy all that the Northwest Corner has to offer including local restaurants, shopping, private and public schools, skiing, hiking, biking, fishing, golfing and boating. Approximately 30 minutes from Metro-North Train station.

Listed by Kim D'andrea and Roland Leal of William Pitt Sotheby's Int'l

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Tyler Ridge Drive Goshen CT 06756

MLS Number 170327995

  • Land
  • Acreage 5.06
  • MLS Status Active
  • Subdivision Tyler Ridge
  • Zoning res

Beautiful approved home sites on quiet cul de sac. Lightly wooded, easy access, full engineering, deeded lake access!"

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

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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6 Kennedy Drive Litchfield CT 06778

MLS Number 170461338

  • Land
  • Acreage 1.09
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RR

Great opportunity to build a house on an open and cleared out lot with well and septic installed! This prime location is located on a quiet and serene dead end street, while also providing the convenience of being located within minutes of Rt.8 to nearby Thomaston, Torrington and center of Litchfield. Come check out this rare opportunity to build the house of your dreams! **Many GPS systems will bring you to the incorrect location if you type in 6 Kennedy Drive Litchfield, CT. Please type in 6 Kennedy RD Litchfield, CT 06759, and it will bring you to the correct location on Kennedy Drive. It is located off of Marsh Road and you will see the correct street sign stating Kennedy Drive. If you are traveling RT. 8 North, you will take Exit 41, turn left at the stop sign onto Campville Road, take your first right onto Marsh Road, and then turn right onto Kennedy Drive. Lot is first one on the right at intersection with Marsh Road.

Listed by Elijah Boles of Better Living Realty,LLC

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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2 Sharon Turnpike Goshen CT 06756

Goshen, CT2 Sharon Turnpike

Price$79,900

Est. Mortgage: $/month

MLS Number 170492480

  • Land
  • Acreage 2
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RA5

2 ACRE LOT IN CHARMING GOSHEN. Wooded and level with stream. Build your new home. Close to Mohawk ski resort, hiking trails, Goshen fair grounds and minutes to any of the other cultural and recreation opportunities that the Litchfield Hills has to offer.

Listed by Donna L Molon of Donna Molon Real Estate,LLC

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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31 Winchester Road Goshen CT 06756

Goshen, CT31 Winchester Road

Price$79,900

Est. Mortgage: $/month

MLS Number 170493165

  • Land
  • MLS Status Active
  • Acreage 2.02
  • Other Amenities Waterfront
  • Zoning res

Very nice country location , This lot has approvals for a 4 bedroom home . The lot has the driveway cut in and the lot cleared for easy development . Possible to pour your foundation this year . Approvals are in place for a 4 bedroom home . The price includes Septic plan, House plans and all approvals from area health and the town to start contruction. The Goshen zoning may allow assesssory Apartments. Call to confirm

Listed by Mary Leblanc of Mary LeBlanc Realty

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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4 Kelly Drive Kent CT 06757

Kent, CT4 Kelly Drive

Price$79,900

Est. Mortgage: $/month

MLS Number 170430035

  • Land
  • Acreage 2.02
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R-2

Approved Building Lot on cul-de-sac--town maintained road--near Macedonia State Park

Listed by Carol French of Coldwell Banker Realty

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Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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4 Bonnybrook Drive New Milford CT 06776

New Milford, CT4 Bonnybrook Drive

Price$77,900

Est. Mortgage: $/month

MLS Number 170473237

  • Land
  • Acreage 1.25
  • MLS Status Active
  • Zoning R20

Attention builders or buyers looking for new construction! Great opportunity to build in an established neighborhood close to everything New Milford has to offer. Three adjoining lots available as a package for $79,900. Inquire about purchasing separately or to connect with a builder.

Listed by Gregg Leonard of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Hartwell Road New Milford CT 06776

New Milford, CT52 Hartwell Road

Price$77,900

Est. Mortgage: $/month

MLS Number 170500031

  • Land
  • Acreage 1.96
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R80

Enchanting two acres on CT-designated scenic road in the charming Judds Bridge Valley. Located on Hartwell Road which is a stone's throw from Washington and Roxbury. This dramatic, and gently sloping site is surrounded by farms and estates. An enclave, but close to town. Buyer has option of access off of Hartwell or Silver Birch!

Listed by Joe Chemero of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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Walker Brook Road North New Milford CT 06776

MLS Number 170430494

  • Land
  • Acreage 2.52
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R80

Private 2.5 acres on town scenic dirt road on the New Milford/Washington line. Lots of road frontage and possibilities. So quiet. Build your dream home here!

Listed by Joe Chemero of Coldwell Banker Realty

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$
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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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46 Senff Road Washington CT 06793

Washington, CT46 Senff Road

Rental Price$75,000

For Rent

MLS Number 170465125

  • Rental
  • Square Feet 15,000
  • Acreage 56
  • MLS Status Active
  • Bedrooms 5

Serenity and privacy in your own luxury escape for the month of JUNE and/or JULY. $95k per Month. This magnificent Modern Estate estate has it all. The main house with 5 bedroom suites, a three bedroom guest house, 5 acre spring-fed swimmable pond, great trails for walking, riding bicycles, and open land for play, a squash court, an indoor/outdoor pool, media room and tennis house with lighted court and viewing room are just some of the things that set it apart. Located just 90 minutes from NY the inspirational and award-winning buildings which grace the 56+/- acres were designed by Gray Organschi Architecture with a goal to be respectful of the natural landscape: each building has been designed and sited to take advantage of the gentle hills and pond. The open concept 5 bedroom main house allows for easy gathering and enjoys the pond view. Constructed of granite, limestone and Alaskan cedar, materials and craftsmanship are extraordinary: arched birch slat ceilings, custom mill work, teak window frames, plaster walls, marble baths, sandstone floors and 12 fireplaces. The house is centered by the living room with soaring ceiling, stone fireplace and windows to frame the spectacular view. The pool opens to a patio with fireplace and the Tennis House overlooks the court and pond beyond. Also, please see Listing for Sale. 170391895

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

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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Rock Hall Road Colebrook CT 06021

Colebrook, CTRock Hall Road

Price$69,500

Est. Mortgage: $/month

MLS Number L10087512

  • Land
  • Acreage 1.84
  • Square Feet 80,150
  • MLS Status Active
  • Other Amenities Waterfront

A wooded parcel of land in the Town of Colebrook on Rock Hall Road. Approximately 1.87 acres, all wooded with some possible wetland area restricting house site location. LOT LINE BEGINS 409' down Rock Hall Road from its North End intersection with Route 182. Land/lot is on the West side of road. Sign may or may not be there; 200' of road frontage. Map available from agent. 1 of an older 4 lot subdivision set up some years ago. NO per test has been done. Sold 'as is' at current listing price.

Listed by Robin Leech of Robinson Leech Real Estate

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 Anita Way Warren CT 06754

Warren, CT57 Anita Way

Price$69,000

Est. Mortgage: $/month

MLS Number 170483160

  • Land
  • Acreage 2.6
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R2

2.6 acres, Last lot avail in this established small cul de sac. Warren is a very pretty, rural town in Northwest Litchfield Country. Lake Waramaug is a wonderful draw with the Warren Town Beach and Lake Waramaug State Park close by. Lot 57 was combined with one half of lot 56 bringing total acreage to 2.61. Level dirt road, land is on the right, see # 57 sign. House will sit back from the road, equivalent to distance of neighboring homes on this side of he street. Septic was previously approved for 1250 gallon system, 4 BR house. Based on timing (2005) would need updated town approvals. All paperwork avail is attached. Seller has POA for parents

Listed by Mary Ann Bennett of Drakeley Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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37 Legion Road New Milford CT 06776

MLS Number 170493138

  • Land
  • MLS Status Active
  • Acreage 2.83
  • Other Amenities Golf, Waterfront
  • Zoning R20

This parcel of land was appraised for $85,100.

Listed by Regina Fallanca of Coldwell Banker Realty

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$
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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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