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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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$11,950,000

Salisbury, Connecticut

Peter Klemm
6Bedroom(s)
5Full Baths
3Half Bathroom(s
71.56Acreage Acres
40Picture(s)
Linden Hill Farm, an estate of unparallelled elegance, is one of the most magical properties in Litchfield County, combining a sense of a by-gone era with the finest modern amenities.
$11,950,000

$9,200,000

Warren, Connecticut

Peter Klemm
8Bedroom(s)
6Full Baths
1Half Bathroom(s
10.2Acreage Acres
37Picture(s)
Family Compound - Iconic Boulders Lodge & Carriage House on Lake Waramaug, Washington, CT. A unique piece of American history with the extraordinary Boulders Lodge, an 8,000-square-foot masterpiece & its Carriage House, are less than 2 hours from New York City, beautifully situated on 10.
$9,200,000

$8,750,000

Washington, Connecticut

Peter Klemm
5Bedroom(s)
5Full Baths
2Half Bathroom(s
24.3Acreage Acres
40Picture(s)
"Four Winds". Stunning re-imagination of a 1930's gem to a newly built, expanded Modern Luxury Farmhouse crafted to the highest standards w/cedar & metal roofs, antique hemlock wide-board floors, Cathedral ceilings, exposed beams, 4 fireplaces, walls of windows & French doors creating bright & airy rooms. Long Driveway.
$8,750,000

$7,500,000

Washington, Connecticut

Peter Klemm
4Bedroom(s)
4Full Baths
1Half Bathroom(s
21.65Acreage Acres
39Picture(s)
Ultimate Views. Sprawling shingle-style estate with showstopping Great Room & unrivaled panoramic views overlooking Lake Waramaug and the surrounding hills. 22+/- acres with stone walls, blue stone terraces, long driveway & heated gunite swimming pool. 1st floor Primary Bedroom Suite with walk-in dressing closets, luxurious bathroom & private terrace.
$7,500,000

$6,250,000

Washington, Connecticut

Maria Taylor
5Bedroom(s)
5Full Baths
1Half Bathroom(s
3.13Acreage Acres
39Picture(s)
Built in 1885 as a Gilded Age summer retreat, Rock Gate is as well-known and celebrated in Washington as its architect: Ehrick Rossiter. Rossiter's generous rooms graced with restored carved butternut wood panels, walnut and fir floors, delicate turned spindles, alongside arched windows, porches, and turreted and gable roofs, define the Queen Anne shingle-style homes of the period.
$6,250,000

$5,950,000

Washington, Connecticut

Peter Klemm
5Bedroom(s)
5Full Baths
2Half Bathroom(s
15.23Acreage Acres
38Picture(s)
Uber luxe, totally redesigned 5 bedroom, 5 full & 2 half bath home sited for sunset views on 15.23 +/- acres at the end of a private lane in A+ Washington location. Walls of new windows throughout the home guarantee copious natural light. Gorgeous recaptured oak floors. Finest building materials, finishes & all-new HVAC & electric. Striking double-story entrance foyer with powder room.
$5,950,000

$5,950,000

Warren, Connecticut

Peter Klemm
8Bedroom(s)
7Full Baths
1Half Bathroom(s
6.95Acreage Acres
40Picture(s)
Family Compound - Iconic Boulders Lodge on Lake Waramaug, Washington, CT. Discover a unique piece of American history with the extraordinary Boulders Lodge, an 8,000-square-foot masterpiece less than 2 hours from New York City, beautifully situated on 7 landscaped acres abutting the 516-acre Macriscostas Preserve along the stunning shores of Lake Waramaug in Litchfield County.
$5,950,000

$4,995,000

Roxbury, Connecticut

Judith Auchincloss
5Bedroom(s)
5Full Baths
1Half Bathroom(s
14Acreage Acres
38Picture(s)
Set on 14 private and fully fenced acres, this truly spectacular property, once owned by Walter Matthau and his wife Carol Grace, is surrounded by the Matthau Land Trust. The newly built main house was conceived by Geoff Fairbairn, a well-known Litchfield builder, with the current owners adding more features and square footage to the compound, with an eye for detail and enchanting style.
$4,995,000

$4,750,000

Roxbury, Connecticut

Maria Taylor
4Bedroom(s)
5Full Baths
1Half Bathroom(s
20.11Acreage Acres
34Picture(s)
A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse.
$4,750,000

$3,750,000

Roxbury, Connecticut

Carolyn Klemm
4Bedroom(s)
6Full Baths
1Half Bathroom(s
12.12Acreage Acres
23Picture(s)
Tucked Down a Long Private Driveway Less than 1-Min to the Village is this Chic Renovated Colonial with Heated Pool. This Elegant 4+ Bedroom, 6.5 Bath Home Is Very Finely Detailed. Sophisticated Floor-plan Features 2 Main Level Bedrooms including Luxurious Primary Suite with 2 Full Baths, Large Walk-in Closets & a Fireplace. 3 Other en-Suite Bedrooms.
$3,750,000

$3,495,000

Salisbury, Connecticut

Graham Klemm
4Bedroom(s)
4Full Baths
1Half Bathroom(s
6.28Acreage Acres
35Picture(s)
Rare New Construction with Major Western & Big Sky Views. 4 Bedrooms, 4.5 Baths with an Open Floor-plan & Modern Edge, this Property is Unmatched. Main Level Primary Bedroom with Large Closet & Full Bath. 3 En-Suite Bedrooms Up Share Family Room with Gas Fireplace & Monster Views. Large Refined Eat-in Kitchen. Screened Porch. Private Office. 6.
$3,495,000

$3,495,000

Washington, Connecticut

Peter Klemm
7Bedroom(s)
6Full Baths
3Half Bathroom(s
10Acreage Acres
34Picture(s)
Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard.
$3,495,000
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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.


Let’s find your next country home!

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