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Country Estates, Lakeside Properties, and more for Sale

KLEMM Real Estate offers the finest properties in Litchfield, Fairfield, & New Haven Counties in Connecticut, along with listings in Dutchess and Columbia Counties in New York. Our team of local, independent, discerning agents represent a multi-generation family-owned real estate firm. From majestic hilltop views, to bucolic sprawling meadows, to move-in ready lakefront properties, all within a short trip from New York City, find out what generations before you have found just outside your doorstep.

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$1,795,000

Roxbury, Connecticut

Peter Klemm
4Bedroom(s)
3Bathroom(s)
17.83 Acres
26Picture(s)
Located on 17.85 +/- secluded acres at the end of a private country road, this spacious, classically designed 4-bedroom Colonial is in pristine condition. Beautiful views extend over open land and woods. The main house adjoins the three-car garage through a covered breezeway. This Colonial’s layout is perfect for both entertaining and everyday living.
$1,795,000
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$1,599,900

Litchfield, Connecticut

L. Cleveland Fuessenich
6Bedroom(s)
5Bathroom(s)
6.55 Acres
33Picture(s)
Trophy property!! Handsome and historic Sheldon's Tavern where George Washington spent a night. Wonderful original features still intact. Over 6 acres of private grounds in the center of Litchfield. Separate apartment over detached garage and year-round pool house / rentable cottage.
$1,599,900
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$1,595,000

Southbury, Connecticut

Maria Taylor
4Bedroom(s)
5Bathroom(s)
13.45 Acres
40Picture(s)
Like no other, this is truly a private paradise on 13.45 acres conveniently located in a well-kept cul-de-sac neighborhood. Set back from the road, the property includes a 1.41-acre lot with road frontage and a 4.45-acre lot to the side bordered in the back by open space. A well thought out design, the house offers multiple spaces to entertain and enjoy.
$1,595,000
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$1,595,000

Bethlehem, Connecticut

Maria Taylor
3Bedroom(s)
2Bathroom(s)
1.95 Acres
25Picture(s)
Built ca 1730 by Daniel Bishop of Guilford, the Bishop cottage is a remarkable, historic quintessential New England cape. The property includes a main residence, spectacular pool house, 60’ heated gunite saltwater pool, 2 bay garage w/ attached climate-controlled gym and 2 outbuildings.
$1,595,000
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$1,575,000

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
4Bathroom(s)
3.19 Acres
25Picture(s)
Charming Country House In Great Location With Contemporary Flair, 1St Fl Master, Country Kitchen. Screened Porch. Pool.
$1,575,000
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$1,395,000

Cornwall, Connecticut

Graham Klemm
3Bedroom(s)
2Bathroom(s)
2.74 Acres
40Picture(s)
1st Time Ever on the Market, this is 'Middle Barn'. 3 Bedroom, 2.5 Bath Converted Antique Barn House + 1 Bed/1 Bath Attached Guest House. Among the Most Coveted Locations Set in the Midst of the Protected Coltsfoot Valley. Super Quiet Setting on Bucolic Town Road. Encompassing Pastoral Views Over Rolling Fields & a Meandering Stream.
$1,395,000
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$1,275,000

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
2Bathroom(s)
3.1 Acres
29Picture(s)
Meander down the most scenic of Roxbury dirt roads to reach this private colonial on 3.1 +/-acres tucked between the Shepaug River, historic woods, Judd's Bridge and Farm and 1000 acres of Steep Rock Land Trust with endless hiking trails. Pristine renovated private country home with 3 bedrooms/2.5 baths and an ample home office.
$1,275,000
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$1,275,000

Roxbury, Connecticut

Peter Klemm
4Bedroom(s)
2Bathroom(s)
3 Acres
25Picture(s)
Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and french doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath.
$1,275,000
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$1,275,000

Washington, Connecticut

Peter Klemm
4Bedroom(s)
2Bathroom(s)
1.1 Acres
15Picture(s)
Pristine 4 Bedroom cottage on a wonderful yard near the Mayflower Inn and historic center of Washington. New chef's Kitchen and stainless steel appliances. Luxurious baths and bedrooms. Heated in ground gunite pool. 1 acre of flat lawn surrounded by endless summer Hydrangea.
$1,275,000
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$1,275,000

Washington, Connecticut

Peter Klemm
3Bedroom(s)
3Bathroom(s)
0.5 Acres
15Picture(s)
Restored 3 bedroom, 3 bathroom carriage house with eat-in Kitchen in A+ location. New gunite in-ground pool and terrace. Wonderful scenic dirt road walking or bike riding through historic estate neighborhood. Relax or dine with a bbq on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.
$1,275,000
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$1,175,000

Washington, Connecticut

Peter Klemm
2Bedroom(s)
3Bathroom(s)
1.69 Acres
18Picture(s)
Private hilltop home with heated 16' x 32' inground pool. Mint Renovation. Open-floorplan Living/Dining/Kitchen with gas fireplace and large wood deck with views over the sprawling, hilltop 2-acre lawn. Currently set-up as 4 bedrooms, and 3.5 baths. Enclosed porch overlooking pool. Under-house attached garage.
$1,175,000
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$1,100,000

Bridgewater, Connecticut

Joseph Lorino
5Bedroom(s)
4Bathroom(s)
2.27 Acres
30Picture(s)
Back to the market as the buyer could not perform two times over. Bring your boat to stunning Lake Lillinonah! The dock is just across the street from this newly and exceptional renovation of a 5 bedroom and 4 and one half bath Colonial. Distant and lake views from the home and the expansive 2.27 acres with an approved pool site.
$1,100,000
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Our team of local, professional agents can help you find the country retreat you desire from the thousands of rolling acres we have listed, using our realtor’s deep community roots to make sure your property search is successful. Offering more than fresh air, our properties sit on some of the most exclusive land to be found with stately views and privacy that is unmatched. We have plenty of listings that are move-in ready as well as others that include all the comforts one would seek. Let’s find that blend of timeless ingenuity with all of the modern conveniences you would need. If you are looking for a working or retired farm, horse property, or amenities for livestock, look no further than the green acres we have listed. We cannot wait to help you discover the beauty of western Connecticut, with rolling hills, sparkling lakes, sleepy communities, and friendly residents. Head north and come home to this tranquil respite today.


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