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The Matthews Group

Homes with Privacy - Litchfield County CT

Explore available homes and properties in Litchfield County with privacy. You’ll find a variety of country estates, modern homes, fabulous views, private resort-like grounds, country roads, lakes, and serenity. Sign up with our site to get a leg up on your property search and be the first to hear about new listings! Already registered? Log in to save your searches and favorite listings to start reaping the benefits! You may also be interested in viewing homes with acreage.

Homes with Privacy for Sale in CT

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Westwoods Road #2 Sharon CT 06069

MLS Number 170426999

  • Land
  • Acreage 242
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning R2

SERIOUS INVESTORS & DEVELOPERS TAKE NOTE! Recent price reduction on 17 sub-divided and approved lots available in the coveted Litchfield Hills of Northwest Connecticut. All lots 10 acres or more. Private, serene, and safe settings with multi-million dollar homes, stone walls throughout, yet close to both the chic, bustling town of Kent, CT and the beautiful town center of Sharon, CT. Several parcels are contiguous, and a group of lots are on a private cul-de-sac with underground power installed that could easily become a gated community. Many lots have potential ridge views, a few could have views to the Catskills in NY state. All lots successfully perc-tested years ago. All documentation available including surveys, possible homes sites, septic areas, and land features. Broadband internet available on the road. This is an opportunity not to be missed! Minutes from the Wassaic Train station on the Metro North rail service out of NYC/Grand Central Station. Lots are staked and marked, and many have rough driveway openings from the road. There's too much information to post in a paragraph! These lots must be seen to be appreciated. Available as a package only.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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140 Franklin Street Danbury CT 06811

MLS Number 170353290

  • Land
  • Acreage 19.4
  • MLS Status Active
  • Other Amenities Golf, Waterfront
  • Waterfront

Natural Retreat in Danbury CT - A unique, wooded 19+ acre retreat, showcasing a pond, within an urban setting and offering unique opportunity to build a family retreat or subdivision, Located in Fairfield County this is an opportunity to embrace the peace and quiet of the rural landscape. With 19.4 rustic acres, this secluded six-parcel property includes a six-acre pond, rolling hills, wooded fields and natural rock outcroppings. The property abuts Franklin Street Extension and one parcel on Farimont Drive. Situated across from a private golf course, 1 mile to I-84 and approximately 75 minutes to New York City, this idyllic property is rural in feel, but convenient for travelers. Ready for a residential estate escape or available for a cluster housing development. Danbury has one of the lowest tax rates in the Northeast. Composite map available of the 6 parcels. Views of the property available through www.mersonspond.com

Listing Courtesy of Nolan Realty LLC

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$
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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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1 Glen Brook Farm Road Sherman CT 06784

MLS Number 170404895

  • Single Family
  • Acreage 73.77
  • Square Feet 7,000
  • Bedrooms 6
  • Bathroom 7

Just 90 minutes from NYC and minutes to both Kent and Sherman Connecticut this completely custom-built stone and timber Contemporary home offers modern country living on one of the rare acreages found in Sherman, CT. Situated on 75 acres, with the perfect blend of open views, hilltop pastures, and mature forestland. Completed in 2020, featuring soaring cathedral ceilings, floor-to-ceiling walls of glass, lustrous walnut millwork, wide white oak floors, and rich tones of marble and granite. The heart-of-the-house bespoke kitchen is ready for entertaining with Miele appliances, a light-flooded breakfast area, and a spacious center island. Opening to the family room with a dramatic fireplace, soaring walls of glass invite you out to the broad entertaining terrace. The second-floor master suite features a marble-appointed bath with a soaking tub and a glass-enclosed shower and two large walk-in closets. An additional ensuite bedroom has a custom-fitted dressing area. For work-at-home privacy, there's a coveted studio/office with a full bath. The walk-out garden level adds an additional private bedroom with an ensuite bath, media room, gym/recreation room, and laundry all with radiant heat floors. There's a fully-equipped 11-stall barn with a caretaker's house, and a large working studio is ready for the hobby/sports enthusiast. Surrounded by Land Trust ensures forever protection and privacy. See MLS 170404954 for additional 75 acres.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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96 Romford Road Washington CT 06794

MLS Number 170435811

  • Single Family
  • Acreage 46.97
  • Square Feet 3,516
  • Bedrooms 4
  • Bathroom 4

Private Helipad & Landing Strip on a magical hilltop setting in Washington, CT. This secluded 50 acre estate includes an elegantly renovated Colonial with 4 bedrooms/4 bathrooms, luxurious master suite, gourmet kitchen and windows galore to take in the extraordinary distant views. The long driveway winds through a myriad of colorful flowering trees past deep, pristine ponds with an island. Imagine living here to witness the fall foliage turn throughout the river valley and across the distant hills. Property features a heliport and airstrip with hangar for your private plane, providing quick and easy access from your backyard to NYC, or to the Cape islands and the Hamptons in 45 minutes! Enjoy sunrise to sunset views on your private oasis conveniently located just mins to town center.

Listing Courtesy of Compass Connecticut,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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85 & 83 Scoville Ore Mine Road Salisbury CT 06068

MLS Number 170413936

  • Single Family
  • Acreage 61.51
  • Square Feet 5,504
  • Bedrooms 5
  • Bathroom 5

THE TOP OF THE WORLD! There are rare properties that are singularly exceptional - this is one of them. Situated high on the Taconic Range in Salisbury, CT, this must-see family compound looks over the surrounding hills from above. The views to the northeast, east, and southeast embody the spirit of living in the Berkshires. From sunrise to sunset, you can let go of the mundane with just a quick glance at your surroundings, as this homestead is an experience, not just a place. Steeped in history, safe, private, quiet, and serene, Bingham Brook Farm is the home of the Elijah Marshal Barn (1838) and the Josiah Curtis House (1780), both plucked from their original locations and rebuilt on site with concrete foundations in the 1980s. Fields, fences, outbuildings, screened decks, and a pond fit into the natural surroundings like a piece of fine art. This is not for those seeking only the ultra-modern or the contemporary chic. This is for those seeking the epitome of country life in the Litchfield Hills, with panoramic views reminding you to rest, relax, enjoy, and live well... Close to Hotchkiss, Salisbury, Berkshire & Indian Mt. private schools, Great Barrington, MA, Tanglewood, and all the arts and culture the Berkshires have to offer! Please respect the owners privacy and do not drive up the driveway without an appointment.

Listing Courtesy of William Pitt Sotheby's Int'l

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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Reservoir Rd and Pie Hill Rd Road Goshen CT 06756

MLS Number 170199899

  • Land
  • Acreage 295
  • MLS Status Active
  • Waterfront
  • Zoning RA5

LITCHFIELD HILLS SECLUDED 15+/- ACRE RESERVOIR fed by pure mountain stream and natural springs. Formerly owned by the Litchfield Water Company, this deep cold trout pond once supplied the town of Litchfield, CT with its drinking water. Today it is privately owned and surrounded by almost 300 acres of surveyed forest land in Northwest Connecticut's Litchfield Hills. With its approximately 2,000' shore line, the reservoir provides numerous possibilities for multiple home sites, a grand estate or other uses allowed by zoning. Fox Brook gently cascades from the earthen dam spillway providing a series of mini waterfalls and the unique sounds of falling water. A gravel drive extends into the property from the end of Reservoir Rd allowing easy vehicular access to the interior along with the means to extend electric power. Another means of ingress/egress is from Pie Hill Rd on the North boundary. Conservation land (131 acres) borders a substantial portion of the 2,000' Easterly boundary affording excellent trout fishing in the Bantam River. New York City 2 hrs, Bradley International Airport 1 hr, Boston 2-1/4 hrs

Listing Courtesy of J. Thomas Mettling

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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158 North Street Litchfield CT 06759

MLS Number 170438040

  • Single Family
  • Acreage 3.93
  • Square Feet 6,641
  • Property Style Colonial, Antique
  • Year Built 1874

Unique opportunity to own one of a kind Federal -Colonial property, right in the heart of Litchfield . The c1876 house is within walking distance to the historical green. The property is remarkably private due to its unique lay out and bordering on the land trust.It is the only property in the Litchfield Burroughs with 3 independent dwellings on such a secluded parcel. The house has spectacular proportions, boasting 10 foot ceilings and 5 fireplaces. Its gracious floor plan makes entertaining a dream.The grounds offer formal and informal retreats with a croquet lawn, a greenhouse and a vegetable garden The stunning pool and spa are surrounded by wisteria growing pergola and a classical pool house, appointed with a perfect kitchen, (fisher & paykel dishwashers, Lacanche range) , bath with laundry, pool table for fun etc...A stone fireplace and outdoor grill complete the setting. A cobblestone driveway meanders through the 3.93 acres past a carriage house with a spacious apartment above and restored stables. The expansive open lawns is bordered by an allee of fruit trees and is surrounded by protected land.The whole compound is a gem !

Listed by William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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114 Seherr Thoss Drive Litchfield CT 06759

Litchfield, CT114 Seherr Thoss Drive

Price$2,350,000

Est. Mortgage: $/month

MLS Number 170426536

  • Single Family
  • Acreage 113.61
  • Square Feet 4,407
  • Bedrooms 4
  • Bathroom 6

Windwood, an old family name, features a sleek modern home designed by noted Litchfield residents Sonia P. Seherr-Thoss and her husband, Hans C. Seherr-Thoss. Mr. and Mrs. Seherr-Thoss became residents of Litchfield, Connecticut in 1948, when they bought acres of farmland where they could raise Jersey cows. Totally private, extremely beautiful, with gently rolling meadows with sweeping vistas of surrounding hills, magnificent woodlands and trails down to Butternut Brook. Located on 113 acres this home has 4 bedrooms, 3 full baths, screened in porch, and lovely southern facing outdoor deck. There is single heated main level garage that opens into mudroom plus room for 3 more cars in the attached lower level garage. Enjoy sunrises and sunsets from this special home. A private, spacious, and unique home designed to bring the outside in through large windows and skylights, located to take advantage of the unique views. Abuts land that is in conservation. Perennial gardens surround a salt water pool, designed to showcase flowering plants all season long. Minutes to one of Connecticut's top hunter jumper equestrian facilities, Litchfield center and 2 hours to New York City. Easy access to all the best of Northwest Connecticut! Hayfields are lovingly maintained without pesticides and farmed by local dairy farmers creating artisanal chocolates.

Listing Courtesy of William Pitt Sotheby's Int'l

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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30 Appalchian Road Kent CT 06757
Pending Continue to Show

MLS Number 170399354

  • Single Family
  • Acreage 60.91
  • Square Feet 3,448
  • Bedrooms 4
  • Bathroom 5

Stunning 4 bedroom, 4 1/2 bathroom contemporary beautifully nestled on 60 acres feet from your own private 10 acre, 20-foot deep crystal clear spring-fed pond. Secluded and private with State Forrest across the street and protected land all around. Floor-to-ceiling windows viewing the lake from all rooms, two stone fireplaces, stunning views from a huge wrap-around deck literally right on the water. Vaulted wood ceilings with craftsman built-ins. A detached garage and your own private tennis court. A uniquely special property.

Listing Courtesy of Bain Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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401 Hoop Pole Hill Road Woodbury CT 06798

Woodbury, CT401 Hoop Pole Hill Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 170405026

  • Single Family
  • Acreage 27.24
  • Square Feet 6,216
  • Bedrooms 6
  • Bathroom 6

Stately Colonial with magnificent eastern views of the Litchfield Hills located on 27 peaceful secluded acres. A sweeping driveway through a 10 acre meadow leads you to the hilltop perch of this distinctive residence, a 20'x60' gunite heated pool, a full basketball court and a 1.5 story barn. Upon entry the foyer is flanked by the formal living room with a fireplace and the formal dining room with raised panels and chair rail. Cross the center hall to the informal great room with a coffered ceiling, a wall of windows, floor to ceiling fieldstone fireplace, built-in bookcases and French doors to the flagstone patio. The grand chef's kitchen features marble counters, abundant cabinets to the ceiling, 2 dishwashers, Wolf range and wall ovens and Subzero refrigerator, an island, a raised river-stone fireplace and slider to the patio. First floor has an ensuite bedroom and a screen porch overlooking the pool and the spectacular views. On the second floor all 4 bedrooms are ensuite. The master suite focal point is the stone wall with a raised propane fireplace. There is a dressing room and walk in closet. Laundry is on the second floor. The basement has 3 finished rooms suitable for a variety of uses and a home gym outfitted with Technogym equipment. The large ensuite room over the garage is perfect for guests or home office. Whole house generator. New windows. New in-ground internet cable with 1GB speed. Property abuts Roxbury Land Trust.

Listing Courtesy of Berkshire Hathaway NE Prop.

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$
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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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435 B Segar Mountain Road Kent CT 06757

MLS Number 170422220

  • Single Family
  • Acreage 3.49
  • Square Feet 1,172
  • Property Style Cottage
  • Bathroom 2

Extremely rare offering because of privacy, amount of lake front (almost an island), land trust protection, amount of level land. Cottage is right on the lake, just steps to the water. Sandy beach. New Barn converted to living quarters with new septic.

Listing Courtesy of Bain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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1 Tuccio Court New Milford CT 06776

MLS Number 170416003

  • Single Family
  • Square Feet 5,259
  • Acreage 6.15
  • Year Built 2004
  • Bathroom 5

Your secluded & serene compound awaits! While resting at the end of a cul-de-sac & on the Lake Lillinonah, your new estate offers stunningly lush & vibrant year-round views providing cascading privacy over your 6.15 total acres all seen by your exterior multi-tiered balconies! Double lot offers the ability to build a guest house or 2, install a pool or a 2nd house. Permitted for private dock as motorboats are allowed. The proximity of this location makes your options endless w/NY just over an hr away! Your front lot proudly holds the most elegant of estates! This custom Colonial showcases exquisite master craftsmanship & masonry that have this home standing out from the rest! Meticulous landscaping curls around the home & draws you in as the breathtaking 2 story marble grand foyer welcomes you in past the leaded glass double doors. A must have chef's kitchen w/center island, bar & breakfast nook. Kitchen gives way to an impressive family room w/soaring ceilings, carved limestone & crowned w/a mantled fireplace. 1st flr also hosts a masterful office, master suite retreat guarded by French doors & a luxurious spa-like master marble bath. 2nd flr hosts 3 generous bedrooms w/walk-ins closets, lrg. bonus room. Lower level is pre-plumbed for additional bathroom. Whole house surround sound, 3 heating/cooling zones & whole house humidifier. 4th flr offers an additional 843sqft w/original plans for home theater. Master electrical control pad w/automatic lifts & 1 touch house control.

Listing Courtesy of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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