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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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$2,495,000

Washington, Connecticut

L. Cleveland Fuessenich
5Bedroom(s)
6Full Baths
2Half Bathroom(s
15.93Acreage Acres
40Picture(s)
What a country estate should be!! Great privacy and quiet with good westerly outlook and sunsets in an area of other wonderful properties on the Roxbury / Washington border. Potential for au pair apartment on second floor separated from rest of living area. In-law apartment with its own walk-out entrance can easily be created in lower level.
$2,495,000

$2,450,000

Washington, Connecticut

Maria Taylor
2Bedroom(s)
2Full Baths
8.58Acreage Acres
13Picture(s)
Tuck Cottage. In the heart of Washington Depot lies a pristine 8.5 acre property with a spectacular newly rebuilt charming stone-front home. Adjacent to the Tatetuck Farm, this lovely cottage was reimagined and professionally restyled with each, and every detail considered. The home presents as a pristine cottage with 11-foot ceilings, expansive open-view windows, and room to breathe.
$2,450,000

$2,295,000

Goshen, Connecticut

Joseph Lorino
5Bedroom(s)
7Full Baths
25.44Acreage Acres
40Picture(s)
A unique Gentleman’s Estate in the heart of Litchfield County and a short jaunt from NYC. Opportunities as a private lake getaway, family compound, future residential development and much more. Formerly an award-winning vineyard closed in 2022, this offering comprises 3 separately deeded, adjacent, buildable parcels: 22.1 acres, 2.5 acres, .
$2,295,000

$2,290,000

New Milford, Connecticut

Joseph Lorino
4Bedroom(s)
5Full Baths
2Half Bathroom(s
0.85Acreage Acres
40Picture(s)
This one has it all. Diving pool with waterfall, spa and new Gunite/tiles, outdoor shower and pool bathroom, built-in high-end BBQ, spectacular rock wall and new gardens and beautiful gates.
$2,290,000

$2,225,000

Sharon, Connecticut

Graham Klemm
3Bedroom(s)
3Full Baths
1Half Bathroom(s
6.7Acreage Acres
25Picture(s)
Dramatic Modern Shingle Home with Views. A Mature Garden Welcomes You to this Smashing Mini Estate. 3 Bedroom, 3.5 Bath Main House. Gunite Pool with Pool Cabana. Separate 3 Bedroom/2 Bath Guest Cottage Sits Privately Away from Main House with its Own Driveway. Jaw Dropping Great Room with Fireplace & Cathedral Ceilings. Luxurious Primary Suite with Turkish-style Bath. 3 Fireplaces.
$2,225,000

$2,150,000

Woodbury, Connecticut

Maria Taylor
7Bedroom(s)
6Full Baths
3Half Bathroom(s
1.06Acreage Acres
36Picture(s)
Gorgeous luxury townhouses in important landmark property on Main Street. Fabulously renovated and perfect for owner/landlord with significant rental income; or as a family compound. Three units in total comprised of (1) three bedroom with 2.5 baths, 3,134 sq ft (1) two bedroom with 2 full and 2 half baths, 4,002 sq ft and (1) two bedroom with 2 full baths, 1,655 sq ft.
$2,150,000

$2,149,000

Washington, Connecticut

Peter Klemm
5Bedroom(s)
5Full Baths
1Half Bathroom(s
3.8Acreage Acres
31Picture(s)
Fabulous weekend retreat. Perfect for entertaining. 5,000+SF renovated home and guest house currently designed with 8 bedrooms and 5.5 marble baths. Original 18th century farm house was expanded with massive high-ceiling living room with fireplace, screening room, and master bedroom.
$2,149,000

$1,999,000

Woodbury, Connecticut

Sindy Butkus
2Bedroom(s)
4Full Baths
1Half Bathroom(s
30.31Acreage Acres
32Picture(s)
It seems to me that these kinds of estates don’t cross paths with buyers too often. Professionally designed and built, the choice of materials using artistic creativity that was envisioned to make this a compilation of world travel. Whether you love stone, wood and a setting only known to privacy and nature this one's for you.
$1,999,000

$1,995,000

Roxbury, Connecticut

Graham Klemm
4Bedroom(s)
2Full Baths
1Half Bathroom(s
41.3Acreage Acres
26Picture(s)
Discover the Allure of this Private Modern, Nestled on 41+ Acres, Accessible by a Long Driveway. This Impeccably Designed Residence is Currently Owned by the Renowned Swedish Designer, Lars Bolander. Step Outside to the Heated Gunite Pool, Surrounded by Large Stone Terrace. A Small Pond Adds a Touch of Natural Beauty to the Expansive Grounds.
$1,995,000

$1,875,000

Washington, Connecticut

Maria Taylor
3Bedroom(s)
2Full Baths
1Half Bathroom(s
4Acreage Acres
22Picture(s)
Goose Gate Farm - Romantic converted dairy barn relocated from New York State with original antique beams, rugged timbers and natural woods evoking the feeling of tranquility. The large foyer with vaulted ceiling and impressive two-sided floor to ceiling wood-burning fireplace welcomes you. The perfect spot to cozy up in an oversized chair with a book on a cold evening’s night.
$1,875,000

$1,750,000

Washington, Connecticut

Peter Klemm
2Bedroom(s)
2Full Baths
1.31Acreage Acres
24Picture(s)
One-of-a kind Lake Waramaug property with spectacular waterfront featuring deep water dock, boat house, gazebo, and rarely available level lawn at the water’s edge on coveted West Shore Road. Privately located up a long driveway on 1.
$1,750,000

$1,695,000

Middlebury, Connecticut

Maria Taylor
3Bedroom(s)
2Full Baths
1Half Bathroom(s
14.85Acreage Acres
33Picture(s)
This custom arts and crafts bungalow, designed and built for its current owners, is perfectly sited on 14.85 tranquil acres, highlighting a gorgeous view and is accessed by a long gated private driveway. It is a home for someone who loves nature, stone and wood in a very private setting.
$1,695,000
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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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