Litchfield County CT & Surrounding Area Homes $100k-$250k

Scroll down to find all $100,000-$250,000 homes for sale in Litchfield County, CT as well as in the surrounding communities in 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

293 Cream Hill Road (Lot #2) Cornwall CT 06796

MLS Number 170413493

  • Land
  • Acreage 3.04
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RR2

Views, views, views! If you build your dream home in this stunning meadow, you could wake up looking at the Taconic Range to the north every morning! It's an open, spectacular field with easy access off a paved road. Private schools, Music Mountain, the Housatonic River, and the village centers of Cornwall & Lakeville CT are all nearby. This one is a gem, with no obstacles to building - your country home site awaits; only your desires and vision are required... Close to NYC train station in Wassaic. Additional land available.

Listed by William Pitt Sotheby's Int'l

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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203 Reaching Hill Road Winchester CT 06098
Pending Continue to Show

MLS Number 170407457

  • Single Family
  • Acreage 2.86
  • Square Feet 1,175
  • Bedrooms 3
  • Bathroom 2

If it's privacy you are looking for then stop here!! Located on a quiet road above Highland Lake this very private, post and beam cabin style home is set several hundred feet off the road and is a real charmer. This 3 bedroom home is in very nice condition and has much to offer including beautiful stone fireplace, updated windows, kitchen and bath. There is a large yard for many outdoor activities and many acres of state land directly across the street for great hiking.

Listed by David Sartirana of Northwest CT Realty

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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29 Pond Ridge Goshen CT 06756

Goshen, CT29 Pond Ridge Road

Price$249,000

Est. Mortgage: $/month

MLS Number 170338182

  • Land
  • Acreage 6
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning res

Located in a cul de sac neighborhood with access to a private beach on Dog Pond. Close to the town of Litchfield, easy access to Mohawk Mountain, the Berkshires and more. Lot number for this property is Lot #9

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

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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20 Stone Hill Road Cornwall CT 06796

MLS Number 170370622

  • Land
  • Acreage 14.45
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R5

Get into the outdoor life and get away from it all with this 14+ acre lot set in a private part of Cornwall. At the end of a cul de sac on a secluded private road and ready to build your dream home. Perks tests for 4 bedroom home, underground utilities available and roughed in driveway in place. Walking distance to Cream Hill Lake, the famous West Cornwall Covered Bridge, fishing, canoeing, hike the Mohawk & Appalachian trail , shops and Mohawk Mountain Ski area. West Cornwall is in the midst of revitalization bringing you even more to enjoy. It's all here waiting for you. Come see and take in all the beauty, privacy and ambience that this great little town offers.

Listed by David Bain of Bain Real Estate

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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3 Mount Mauwee Kent CT 06757

Kent, CT3 Mount Mauwee Road

Price$249,000

Est. Mortgage: $/month

MLS Number 170391717

  • Land
  • Acreage 8.22
  • MLS Status Active
  • Other Amenities Waterfront
  • Waterfront

8.2+ private wooded acres in St. John's Peak with potential long views. Varied topography with beautiful old stone walls and rippling stream gently meander along one side of the property. Peaceful setting abutting conservation land (Weantinoge). Mature trees, native plants and wildlife surround this lovely and uniquely situated parcel. Minutes into Kent Center lined with restaurants, antique stores and galleries. Walking and hiking trails abound. The perfect escape.

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

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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198 Church Street North Canaan CT 06018

MLS Number 170412262

  • Single Family
  • Acreage 0.51
  • Square Feet 1,344
  • Bedrooms 3
  • Bathroom 1

Immaculate, nicely renovated home with beautiful hardwood floors throughout. This inviting home is perfect for entertaining with a spacious combination living room/dining room. Stainless Steel appliances, new propane heating system, updated electrical, and new plumbing. Large deck with storage below overlooks backyard. Clean, dry walkout basement leads to the large backyard with room for gardens and play. Full attic with storage. Close to town.

Listed by Wendy Eichman of Raynard & Peirce Realty,LLC

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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11 Wishing Well Lane New Milford CT 06776

MLS Number 170400068

  • Condo
  • Square Feet 1,092
  • Bedrooms 2
  • Bathroom 2
  • Year Built 2006

Completely updated 2 Bedroom, 1.5 Bath unit in the coveted Wishing Wells Mews community. Cook a meal in the custom Kitchen with stainless steel appliances, a breakfast bar, and design elements that make you feel like the home is located on peaceful waterfront property. The large Living Room and a Dining area setup make a game night with friends and family a breeze. Stunning, dark hardwood floors throughout the first floor. Head upstairs to a spacious Master Bedroom, an additional Bedroom that can be used as an Office, and a Full Bath to get some rest and relaxation after a long day. Both Bedrooms have built-in's in the closets making organization a breeze. The finished lower level offers enough space for a workout room, private office, TV room or "man cave". Plenty of storage space can be found there as well. The beautiful outdoor entertaining area is just in time for the warmer months. Convenient yet private location. Wonderful community. A must see!

Listed by Dee Braaten of Keller Williams Realty

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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323 New Milford Road East Bridgewater CT 06752

MLS Number 170356281

  • Land
  • Acreage 15.3
  • MLS Status Active
  • Zoning RES
  • Subdividable

BRIDGEWATER ACREAGE 15 acres of privacy with potential for division into 2 lots. Driveway rough cut in, septic plan, and survey available. Complete privacy. Possibilities are endless for building, estate-like setting. Mature trees can be cleared for horse property. Just off 67, set back off-road. Close to town center and conveniences

Listed by Ellen Cavallo Buccitti of Independent Realty Group

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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Milton Litchfield CT 06759

Litchfield, CTMilton Road

Price$249,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170012337

  • Land
  • Acreage 27.13
  • Other Amenities Waterfront
  • Waterfront
  • Zoning R-160

Wonderful wooded parcel in the Milton Historic district. Extensive road frontage (1,661 feet) on the west branch of the Marshapaug River, subdivision potential.

Listed by Ted Murphy of E.J. Murphy Realty

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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54 Hinsdale Avenue Winchester CT 06098

MLS Number 170408979

  • Single Family
  • Acreage 0.19
  • Square Feet 2,005
  • Bedrooms 3
  • Bathroom 2

Beautiful older home with yesteryears charm that offers large rooms which include a large Living room, a large dining room with bay/bow windows that is presently being used as a family's room, large eat-in kitchen, and a study that is presently being used as a bedroom on the 1st floor. The second floor has three very large, spacious rooms with ample closet space. It also offers 1.5 baths and a 1 car garage and a wonderful porch where you can enjoy the summer evenings. House being sold "as is" exterior needs painting and garage needs some work. Tenant has lease until 9/1/22. The rent can help you pay your mortgage.

Listed by toni Osterhout of Elite Realty

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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104 Meadow Street Litchfield CT 06759
Pending Continue to Show

MLS Number 170402811

  • Single Family
  • Acreage 0.46
  • Square Feet 1,264
  • Bedrooms 3
  • Bathroom 2

In the heart of Litchfield Borough Village is this charming home. Located on .46 level acres. The front porch is perfect to relax, unwind and enjoy the summer breezes. Enter through the foyer and admire the original wood flooring (possibly chestnut) throughout. Living room, formal dining room, powder room with a shower, eat-in kitchen. 2nd floor consists of 3 bedrooms and full bath. Walk up attic. Full basement. Convenient off street parking includes a private driveway. Short stroll to White Memorial Boardwalk, village shops, restaurants and Village Green. Walk to the summer Farmers Market at Center School.

Listed by Kathy L Matyas of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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11 West Arts New Milford CT 06776

MLS Number 170378471

  • Commercial
  • Square Feet 7,560
  • MLS Status Active
  • Year Built 1989
  • Other Amenities Basement

Located in TDL, Town Landmark District, this gem in the rough condominium waits for imagination and vision. Properties in the TDL may have uses as in the B-1 district. This includes retail, mixed use, residential, offices, bakery, grocery, deli, assembly hall, public recreation and the list goes on. Check the town of New Milford website for permitted uses in the B-1 zone. This Condominium consist of 7500 square feet of solid steel, brick and concrete construction. The last use was as a dance studio. The ground floor has an entrance from the road and the rear of the building. The ground level consist of four offices on the road side, two bathrooms, a shower room and a large dance studio. The second floor has a large dance studio as well as small interior room, a kitchenette and five office size rooms on the street side with one corner office overlooking the brook. The basement is full size clean and concrete and steel. The whole building was rebuilt in 1989. There is an oil fired furnace in the basement. There is off street parking and its a short walk to the village center stores and restaurants. So bring your ambition and elbow grease and bring this property to life.

Listed by James Stewart of William Raveis Real Estate

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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4 Bond North Canaan CT 06018

North Canaan, CT4 Bond Street

Price$245,000

Est. Mortgage: $/month

MLS Number 170392093

  • Single Family
  • Acreage 0.56
  • Square Feet 1,440
  • Bedrooms 2
  • Bathroom 1

Green Acres Home with 3-Bay Garage - This spacious N. Canaan Home sits proudly on the crest of the lot, overlooking a spacious lawn. The 2 Bedroom home is nicely complemented by an expansive 3-Bay Garage. A Covered Back Porch Entry opens to the home's Kitchen then joins the Dining Room and Spacious Living Room with Fireplace and separate reading area. Upstairs there are light-filled Bedrooms, a Full Bath, and an Office area. A Mudroom with Laundry off the Kitchen is very ideally suited to everyday living.

Listed by Holly M Leibrock of Elyse Harney Real Estate

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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300 North Elm North Canaan CT 06018

MLS Number L10105189

  • Land
  • Acreage 2.1
  • Square Feet 91,476
  • MLS Status Active
  • Zoning Commercial

Real nice commercial property with over 2 acres on high traffic road with town water and sewer, aprox 250, of road frontage, great opportunity.

Listed by Bob Giumarro of Giumarro Real Estate

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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6 Howland New Milford CT 06776
Pending Continue to Show

MLS Number 170393287

  • Single Family
  • Acreage 0.5
  • Square Feet 888
  • Bedrooms 2
  • Bathroom 1

Work from home! This sweet 2 bedroom 1 bath ranch sits in a great location in a B1 zone. The updated kitchen has stainless steel appliances, granite counters & newer cabinets, living room with fireplace and 2 bedrooms on the main level. There is a basement with usable space and access to the 1 car garage. The 1/2 acre lot is level and fully fenced with privacy inserts & has a nice patio area. Many recent upgrades and updates including solar panels for energy efficiency, { solar panels contract must be assumed } updated electrical system, new PVC plumbing ,tankless hot water system, NEWER 1200 gallon septic tank & leaching fields, and roof in 2011. It is connected to public water supply and is a short drive to the town center!

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

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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312 Willow Springs New Milford CT 06776
Pending Continue to Show

MLS Number 170407113

  • Condo
  • Square Feet 1,776
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1985

This Southern New Milford Townhouse is the Largest Model in the complex. Need 3 bedrooms? Look no further, this unit has a main floor bedroom/den with closet and 2 additional bedrooms on the upper level. Move right in to this recently updated and stylish charmer. The open concept kitchen offers white cabinets, waterfall edge granite counters, breakfast bar, hardwood floors and stainless appliances. You could have your formal dining area right off the kitchen. The living room is oversized with vaulted ceilings and sliders to private balcony. Half bath is located on the main level for your convenience. The Master Bedroom has ceiling fan, wall ac unit, its own private sink and vanity, plus walk in closet. A newly appointed full bath offers double vanity with corian counter tops, ample storage, and tiled floor. The nice sized secondary bedroom on the upper level has ceiling fan and wall a/c unit. All carpets have been freshly shampooed. Laundry is conveniently located on the Upper level of the unit. Plenty of room to spread out in this open and flexible floor plan. Move in time to enjoy the pool, clubhouse, basketball court and playscape.

Listed by Tammie Epting of Tammie M. Epting

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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87 Park Lane New Milford CT 06776
Pending Continue to Show

MLS Number 170317304

  • Commercial
  • Acreage 0.81
  • Square Feet 6,426
  • Year Built 1930

Great location; near downtown and hospital. B1 Zoning possibilities include bakery/deli, business or professional offices, restaurants.

Listed by Matt Rose of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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2 Taylor Street New Milford CT 06776
Pending Continue to Show

MLS Number 170408219

  • Single Family
  • Acreage 0.22
  • Square Feet 968
  • Bedrooms 2
  • Bathroom 1

Nicely maintained 2 Bedroom 1 Bath Ranch within walking distance to the beautiful town center! Cozy living room/dining room combination, year round sunroom and galley kitchen. The fully fenced back yard has mature landscaping, a firepit and metal shed. Full unfinished basement houses the laundry area, and has access to the deep one car garage. Home is equipped with Alteris Solar Energy System making the energy costs next to nothing! Oil heat, central air, town water & Sewer make this a prefect condo alternative.

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

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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121 Railroad Street New Milford CT 06776
Pending Continue to Show

MLS Number 170375192

  • Commercial
  • Acreage 0.08
  • Square Feet 1,915
  • Year Built 1900
  • Other Amenities Basement

Combination commercial with a one bedroom apartment upstairs and a full basement. High traffic location, great for someone who wants to work at home with a separate office or as an investment property. There is a easement on the north side of the building for a driveway. Small fenced in back yard. Sale subject to probate court approval. Inside photos coming soon.

Listed by Andrea Swiedler of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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Day Cornwall CT 06753

Cornwall, CTDay Road

Price$235,000

Est. Mortgage: $/month

MLS Number 170288373

  • Land
  • Acreage 13.18
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Zoning R-5

13 +/- acre building lot located by the Cornwall/Warren boarder. The Gunn Brook runs thru the front of the property. A newly built driveway is in place over the brook. Close to all the Northwest corner has to offer.

Listed by Thomas Metzger of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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4 Camps Flat Kent CT 06785

MLS Number 170322513

  • Single Family
  • Acreage 0.8
  • Square Feet 2,066
  • Bedrooms 3
  • Bathroom 2

This is one of the oldest houses in Litchfield county! It's a Pre-Revolutionary War historic home located in the heart of South Kent. Originally a 19'x19' land grant cabin from George III with 100 acres, this saltbox home has several colonial additions, all livable, but in need of restoration. The best part is that nothing has been ruined. Most of it is in its original condition! There is also a barn with a 2 car garage and a studio above built in 2000. Included in the price of the house are hanging antiques, farm tools in the kitchen hallway, hardware, wide boards, and original paneling for the 19x19 foot land grant cabin collected for the restoration. This unique offering is for the antique lover who is looking for a restoration project!

Listed by David Bain of Bain Real Estate

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Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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61 Birdsall Winchester CT 06098

MLS Number 170388146

  • Multi Family Multi-Family For Sale
  • Square Feet 2,253
  • Acreage 0.37
  • Bedrooms 5
  • Bathroom 2

*Buyer's financing fell through*!! Bright sun filled rooms in this spacious, renovated 2 family home within walking distance to Highland Lake. Great home for owner occupant! Move right in! Updated kitchens with under cabinet lighting, recessed lighting, new flooring in all rooms, new bathrooms, most windows have been replaced, open front porch, enclosed side and back porch, garage under house. Large master bedroom with walk in closet on the first floor. Laundry hook up for first floor is located in the unit in the bathroom area. Laundry hook up for the second floor is located in the enclosed porch on the upper level. Third bedroom for the second floor is in the walk up attic area.

Listed by Ellie Peterson of Northwest CT Realty

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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11 Green Pond Road New Milford CT 06784
Pending Continue to Show

MLS Number 170409067

  • Single Family
  • Acreage 0.23
  • Square Feet 1,152
  • Bedrooms 3
  • Bathroom 2

Oh so cute raised ranch in green pond on .23 acres with lake rights on Green Pond!! 2/3 bedroom with full bath on each level. Nice sized rooms. Great location on the Sherman border. (Sherman mailing address and New Milford taxes and schools) So much untapped potential. Nice side deck. Lots of parking with second egress. Newer hot water heater. Septic 2018. Roof newer too.

Listed by Joe Chemero of Coldwell Banker Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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7 Gorham Kent CT 06757

Kent, CT7 Gorham Road

Price$230,000

Est. Mortgage: $/month

MLS Number 170377767

  • Land
  • Acreage 7.75
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RES

Scenic and Serene...Land with a view! A rough cut drive meanders through 7.75 lightly wooded acres, opening up to a magnificent western view of the Catskills. Private and peaceful parcel overlooks conserved land (Lot #48). Elevated site allows for beautiful light throughout the day. Easy to walk, even in the winter. Minutes to Kent town center with lovely shops, restaurants and galleries & many outdoor attractions/activities including Kent Falls, hiking & walking trails and skiing. Approximately 2 hours to NYC.

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

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$
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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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60 College Hill Road North Canaan CT 06024

MLS Number 170361792

  • Single Family
  • Acreage 2.25
  • Square Feet 1,752
  • Bedrooms 3
  • Bathroom 2

Adorable cape located in the country with apple trees, a river and a large backyard. There are beautiful hardwood floors and built-ins throughout the home. The first floor is complete with a living room, bedroom, full bath, dining room with a swinging door into the kitchen. Stepping down from the kitchen is a large room with slate floors, upper and lower cabinets and french doors to the backyard patio area. The second floor has lots of storage and many possiblities along with a large master bedroom complete with a jacuzzi tub!

Listed by Wendy Eichman of Raynard & Peirce Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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.

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