5-Bedroom Homes for Sale in Litchfield County CT

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  /39

  $1,179,000

  • 6 Beds
  • 6.5 Baths
  • 8,437 Sq Ft

  76 French Mountain Rd, Watertown, CT 06795

  Wake up to birdsong and a gentle breeze, sipping coffee on your charming front porch or sprawling 66-foot back deck, as 5+ acres of manicured lawns and whispering woods surround you in pure peace. Afternoons melt away in the heated gunite pool and hot tub, toes in the water, laughter in the air. Evenings? They're unforgettable-firelight flickering under the stars or hosting friends in a family

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (860) 813-6474

  76 French Mountain Rd, Watertown, CT 06795
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  /40

  $1,500,000

  • 5 Beds
  • 4.5 Baths
  • 7,490 Sq Ft

  176 Hidden Pond Dr, Watertown, CT 06795

  Experience elevated living in this stunning and fully custom 5-bedroom, 4.5-bath home. Bespoke woodwork throughout; seamlessly blends modern design and welcoming comfort around every corner. As you step inside, the grand staircase sets a tone of elegance that resonates throughout this exceptional residence. The great room draws you in with soaring ceilings, a built-in bar and the first of four

  

  Matthew Egan

  Regency Real Estate, LLC

  (860) 735-3714

  176 Hidden Pond Dr, Watertown, CT 06795
• 

  

  

  /40

  $10,500,000

  • 7 Beds
  • 7 Baths
  • 6,844 Sq Ft

  Unlisted Address

  Magical in every season, Reverie Farm is now available for sale. Located in Warren, CT, Reverie Farm embraces the historical beauty of Litchfield County with impeccable modern upgrades. This much coveted property is comprised of exquisite 7 BR main and guest houses, additional residences, a spectacular historic cow barn repurposed as an art studio along with a vast array of unique barn

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (860) 735-1539

  Unlisted Address
• 

  

  

  /22

  $190,000

  • 5 Beds
  • 1.5 Baths
  • 2,434 Sq Ft

  12 Barlow St, Canaan, CT 06018

  Located near sidewalks and town conveniences, this spacious 2,434 sq ft home offers tremendous potential. The current owner began converting the property to a multi-family residence, making it ideal for investors or anyone ready to add sweat equity. Zoning requirements & approvals for multi-family use will need to be pursued through the zoning official. The first floor features a kitchen, large

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 413-1349

  12 Barlow St, Canaan, CT 06018
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  /38

  $5,995,000

  • 5 Beds
  • 6 Baths
  • 5,082 Sq Ft

  199 W Morris Rd, Morris, CT 06763

  Designer's Country Retreat on 19+ Acres with Pool, Pond & Glamping! Meticulously designed by a noted interior designer as her personal countryside sanctuary, this extraordinary residence offers refined living amid the enticing natural beauty of Litchfield County. Located on the Morris/Washington border, the property enjoys quick access to the sought-after villages of Washington Depot, New

  Stacey Matthews W. Raveis Lifestyles Realty

  199 W Morris Rd, Morris, CT 06763
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  /40

  $5,995,000

  • 5 Beds
  • 5.5 Baths
  • 6,884 Sq Ft

  84 Roxbury Rd, Washington, CT 06793

  Iconic and authentic, Shagbark Farm in central Washington represents the quintessential Connecticut country escape. Set on 3 separate parcels totaling over 85 acres and sited down a long private driveway this is the property of dreams. Classic white renovated 1930's colonial with 5 bedrooms, 5.5 bathrooms and incredible entertaining spaces inside and out. Oversized eat in gourmet kitchen with

  Pels Matthews W. Raveis Lifestyles Realty

  84 Roxbury Rd, Washington, CT 06793
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  /39

  $1,650,000

  • 5 Beds
  • 3 Baths
  • 2,232 Sq Ft

  402 Bantam Lake Rd, Morris, CT 06763

  Welcome to 402 Bantam Lake Rd., a one-of-a-kind and majestic waterfront gem located in the private Breezy Knoll Community on Bantam Lake, CT's largest natural lake. This home is particularly special, offering 120 feet of direct lake frontage, an exceptional find in this community where homes are rarely available, making this an extraordinary opportunity. Built in 1945 by the Founders of Breezy

  Elisa Waysenson Bain Real Estate

  402 Bantam Lake Rd, Morris, CT 06763
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  /40

  $2,600,000

  • 5 Beds
  • 5 Baths
  • 3,498 Sq Ft

  98 Island Trail, Morris, CT 06763

  Set on one of Deer Island's largest waterfront parcels, this 1920s lake house offers approximately 3,500 square feet of living space across five bedrooms and approximately 180 feet of lake frontage. The property features mature landscaping with specimen trees, a boathouse with drive-in docking and changing rooms, a private boat launch, stone lakefront walls, beach area and a built-in outdoor

  Jeff Phillips William Pitt Sotheby's Int'l

  98 Island Trail, Morris, CT 06763
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  /40

  $3,950,000

  • 6 Beds
  • 8 Baths
  • 8,145 Sq Ft

  247 Roxbury Rd, Washington, CT 06793

  Long gracious driveway leads you to the formal yet comfortable country house set privately on the property for peaceful enjoyment. The location is ideal, allowing easy access to Lake Waramaug, restaurants, an abundance of hiking and walking trails, wineries, breweries and New Preston Village for shopping. The home itself is quite breathtaking with high quality details that include hardwood

  Maria Taylor Klemm Real Estate Inc

  247 Roxbury Rd, Washington, CT 06793
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  /30

  $2,000,000

  • 5 Beds
  • 4.5 Baths
  • 7,099 Sq Ft

  6 Claudia Ln, Sharon, CT 06069

  A Regal Sanctuary. Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive

  Alan O'Doherty William Pitt Sotheby's Int'l

  6 Claudia Ln, Sharon, CT 06069
• 

  

  /36

  $2,750,000

  • 6 Beds
  • 9 Baths
  • 5,193 Sq Ft

  430 Milton Rd, Goshen, CT 06756

  12-Acre Lakefront- Classic New England Estate. 100 ft. frontage directly on Woodridge Lake, with rights to build a boat dock, deck and cooking area at lake's edge and enjoy water activities and picturesque views. Discover the epitome of charm and grace in this magnificent home with 3 wood-burning fireplaces. 13 total rooms including 7 bedrooms with 7 full & 2 1/2 baths. With two ponds, open

  Peter Klemm Klemm Real Estate Inc

  430 Milton Rd, Goshen, CT 06756
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  /40

  $2,200,000

  • 5 Beds
  • 3.5 Baths
  • 3,971 Sq Ft

  83 Thomson Rd, Bethlehem, CT 06751

  This STUNNING property is located on a dead end road with 22.90 acres in a "Currier & Ives" setting. It has just gone through an amazing transformation yet still exudes the charm of yesteryear. There are wide board floors and 5 fireplaces. There is a new 1500sf primary bedroom addition with custom closets, luxury bath, heated floors, bonus room and a 3rd laundry room, all with new washer/dryers.

  Sharon McGuire William Pitt Sotheby's Int'l

  83 Thomson Rd, Bethlehem, CT 06751
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  /39

  $1,995,000

  • 5 Beds
  • 2.5 Baths
  • 3,425 Sq Ft

  56 Sharon Rd, Lakeville, CT 06039

  This distinguished 1880s Victorian residence in the heart of Lakeville village offers a masterful blend of period craftsmanship and contemporary luxury on 2.5 private acres. Located moments from both the town green and Lakeville Lake, this meticulously restored 5-bedroom estate presents refined living in one of Litchfield County's most sought-after locations. The welcoming wrap-around covered

  Elyse Morris Elyse Harney Real Estate

  56 Sharon Rd, Lakeville, CT 06039
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  /35

  $2,195,000

  • 5 Beds
  • 6 Baths
  • 5,113 Sq Ft

  88 Rucum Rd, Roxbury, CT 06783

  Located in picturesque Roxbury, CT-nestled in southern Litchfield County and under two hours from New York City-this exquisite barn-style residence offers the perfect blend of rustic charm and modern luxury. Set on 8 sprawling acres, the property features an expansive lawn, beautifully curated specimen plantings, and a sparkling pool with integrated spa-ideal for both relaxation and entertaining.

  Pels Matthews W. Raveis Lifestyles Realty

  88 Rucum Rd, Roxbury, CT 06783
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  /16

  $1,649,000

  • 5 Beds
  • 4 Baths
  • 3,676 Sq Ft

  51 Senff Rd, Washington, CT 06793

  Pristine 5-bedroom private home on scenic dirt road ideal for walking, jogging and biking. Magnificent design with 2 gas fireplaces, 2 over-sized wood decks overlooking the heated pool surrounded by endless summer hydrangea and 3 acres of lawns. The perfect location minutes from the center of Washington, the Mayflower and Winvian Inns & Spas.

  Peter Klemm Klemm Real Estate Inc

  51 Senff Rd, Washington, CT 06793
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  /40

  $2,199,000

  • 9 Beds
  • 5.5 Baths
  • 7,000 Sq Ft

  431 W Wakefield Blvd, Winsted, CT 06098

  This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter

  Lisa Ogren Berkshire Hathaway NE Prop.

  431 W Wakefield Blvd, Winsted, CT 06098
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  /26

  $1,784,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,096 Sq Ft

  2 Pickett Rd, Roxbury, CT 06783

  NEW CONSTRUCTION. WELCOME TO YOUR DREAM HOME! This stunning new construction colonial farmhouse boasts modern elegance and top-of-the-line finishes throughout. Featuring 5 spacious bedrooms and 3.5 luxurious bathrooms, this home offers ample space for comfortable living. The open concept living area is perfect for entertaining, with a gourmet kitchen that includes high-end stainless-steel

  Michael Lissack The Virtual Realty Group

  2 Pickett Rd, Roxbury, CT 06783
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  /34

  $439,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,416 Sq Ft

  18 Highview Dr, Harwinton, CT 06791

  Welcome to this spacious Colonial home in Harwinton, nestled on a peaceful 0.42-acre lot and offering 5 bedrooms and 2 full bathrooms, including a private primary suite with a full ensuite. Inside, the generous colonial layout is designed with both comfort and functionality in mind. The 5 well-sized bedrooms provide plenty of space for everyone. The inviting common areas are perfect for

  Jared Kosky eXp Realty

  18 Highview Dr, Harwinton, CT 06791
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  /4

  $475,000

  • 8 Beds
  • 3 Baths
  • 2,926 Sq Ft

  7 Allen St, Terryville, CT 06786

  Fully Leased Three Family. All Modern Updated Apartments. Close Proximity to Multiple Shopping Centers, Public Recreation.

  Holly Blinkoff Cohen Agency

  7 Allen St, Terryville, CT 06786
• 

  

  /31

  $7,500,000

  • 9 Beds
  • 8 Baths
  • 12,057 Sq Ft

  138 Amenia Rd, Sharon, CT 06069

  Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

  Dan Kessler Compass Connecticut, LLC

  138 Amenia Rd, Sharon, CT 06069
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  /39

  $747,000 Open Sat 11AM - 1PM

  • 6 Beds
  • 3 Baths
  • 4,245 Sq Ft

  94 Old Town Farm Rd, Woodbury, CT 06798

  Built in 1900 as a barn and converted to a home in 1990, the architecture fuses countryside charm and mid-century design - two contrasting genres married to create an interesting and unique experience. The home is entered via an offset entry that opens into an all-seasons sunken sunroom overlooking the expansive backyard. You flow directly into the eat-in kitchen, which is outfitted with maple

  Michael Caporizzo William Pitt Sotheby's Int'l

  94 Old Town Farm Rd, Woodbury, CT 06798
• 

  

  /7

  $365,000

  • 5 Beds
  • 2 Baths
  • 2,760 Sq Ft

  2 Linden Rd, Woodbury, CT 06798

  Calling All Investors! Opportunity knocks with this spacious corner lot duplex offering great potential in a sought-after location. One unit features 2 bedrooms, while the other boasts 3 bedrooms - each with a living room, dining room, and kitchen for comfortable living. Both units have the convenience of in-unit laundry, located in a bonus room. The home sits on a level lot, and each has its own

  Danielle Rownin Keller Williams Realty

  2 Linden Rd, Woodbury, CT 06798
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  /21

  $6,999,999

  • 7 Beds
  • 10 Baths
  • 6,010 Sq Ft

  132 Curtiss Rd, Warren, CT 06777

  A once in a lifetime opportunity to own a significant estate overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering features 40 acres with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been

  Pat Lahoud William Pitt Sotheby's Int'l

  132 Curtiss Rd, Warren, CT 06777
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  /37

  $649,900

  • 5 Beds
  • 3.5 Baths
  • 4,550 Sq Ft

  96 Neill Dr, Watertown, CT 06795

  Motivated Seller! Charming Remodeled Colonial w/ In-law in one of the most sought out neighborhoods. Main house has 5 Generous Size Bdrms,2.5 bathrooms(Tile flooring), Layout boosts a spacious Open Floor Plan w/ Family Room & Kitchen w Dining area, Formal Dining room open to Living Room, Mud room/Laundry room off the Garage. Hardwood floors throughout, Central air, Central Vac, custom solid-wood

  Christina Moulthrop Showcase Realty, Inc.

  96 Neill Dr, Watertown, CT 06795
• 

  

  /39

  $429,900

  • 5 Beds
  • 2 Baths
  • 2,080 Sq Ft

  98 North St, Plymouth, CT 06782

  Charming Two Family home situated on over three quarters of an acre! First Floor features 3 Bedrooms, dining room, living room, kitchen, full bath and an additional 3 season room off the back of the home. The Second Floor has 2 Bedrooms, a 20x13 dining/living room combo, kitchen and full bath. Both units have separate utilities along with washer and dryer hookups. Outside you will find two new

  Arthur Alsdorf Showcase Realty, Inc.

  98 North St, Plymouth, CT 06782
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  /31

  $950,000

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  50 Southbury Rd, Roxbury, CT 06783

  Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 8.71 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house, and a separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway.

  Jeff Phillips William Pitt Sotheby's Int'l

  50 Southbury Rd, Roxbury, CT 06783
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  /38

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,631 Sq Ft

  210 New Litchfield St, Torrington, CT 06790

  Welcome to this exceptional and meticulously maintained 2-family home situated on a spacious, level lot. Offering over 2,600 square feet of living space, this property is perfect for both owner-occupants and savvy investors alike! The first-floor unit features a generously sized 3-bedroom, 1-bath layout with a welcoming, well-cared-for interior that speaks to years of attentive ownership. The

  Ryan Newport William Raveis Real Estate

  210 New Litchfield St, Torrington, CT 06790
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  /12

  $299,900

  • 5 Beds
  • 3 Baths
  • 2,810 Sq Ft

  375 N Elm St, Torrington, CT 06790

  This 3 family home is being offered "as is" where is. The first and second floor units each have 2 bedrooms and 1 Full bath. They are occupied by long term tenants. The 3rd floor is currently vacant and ready for a new tenant. There is a 2 car garage and off street parking for a total of 6 cars. The house is located next to a school and playground. The mechanicals of the house and the interior

  Rosemary Jacob Borla & Associates Real Estate

  375 N Elm St, Torrington, CT 06790
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  /34

  $625,000

  • 5 Beds
  • 3 Baths
  • 3,404 Sq Ft

  441 Platt Hill Rd, Winsted, CT 06098

  Welcome to 441 Platt Hill Road - a home that offers warmth, charm, and plenty of space to make memories. This inviting residence features an open and airy layout filled with natural light thanks to large windows and multiple skylights. Solid hardwood floors and tile run throughout the main level, creating a timeless foundation for your personal touch. The spacious eat-in kitchen, while vintage in

  David Sartirana Northwest CT Realty

  441 Platt Hill Rd, Winsted, CT 06098
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  /33

  $675,000

  • 5 Beds
  • 2 Baths
  • 2,304 Sq Ft

  31 Sunset Ridge Rd, Norfolk, CT 06058

  Historic 1907 Norfolk Home Embrace the potential of this captivating 1907 antique home positioned at the edge of Norfolk village on 3.4 private acres. This sun-filled, tranquil residence awaits your vision to update while preserving the finest period details-soaring high ceilings, original doors, and exquisite wood trim that tell tales of a fascinating past. The five-bedroom, two-bath home

  John Harney William Pitt Sotheby's Int'l

  31 Sunset Ridge Rd, Norfolk, CT 06058
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  /37

  $974,000

  • 5 Beds
  • 3 Baths
  • 3,450 Sq Ft

  364 Hoop Pole Hill Rd, Woodbury, CT 06798

  Private 3-Acre Retreat! Tucked away on a peaceful and private 3-acre lot, this beautifully maintained 5-bedroom, 3-bath home offers the perfect blend of luxury, space, and functionality-with over 3,450 sq ft of living space designed for comfort and entertaining.The main level features a flexible layout with either a first-floor primary suite and office or two spacious bedrooms, offering options

  Kary Apanovitch Coldwell Banker Realty

  364 Hoop Pole Hill Rd, Woodbury, CT 06798
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  /40

  $659,900

  • 5 Beds
  • 3.5 Baths
  • 3,325 Sq Ft

  20 Ashley Dr, Goshen, CT 06756

  Very nice 5 bedroom 3.5 bathroom Colonial on Woodridge Lake. Enjoy all the amenities the community has to offer including pools, playground and a club house! Completely refinished kitchen with new floors, cabinets and quartz countertops. Choose a primary en-suite bedroom to either be on the first or second floor with generously sized secondary bedrooms. Bonus room above the garage and one in the

  Jon Sheaffer Tier 1 Real Estate

  20 Ashley Dr, Goshen, CT 06756
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  /40

  $389,000

  • 6 Beds
  • 4 Baths
  • 2,898 Sq Ft

  579 Main St, New Hartford, CT 06057

  2 family home in New Hartford! Own a piece of history with this iconic double Cape (circa 1804) in the heart of New Hartford. Spanning 2,898 sq. ft., this 12-room, 5-bedroom, 4-bathroom home blends antique charm with endless customization possibilities. Key Features: 2 units! Timeless Design: Original wide chestnut floors, built-ins, and four fireplaces, including a bake oven and wood stove.

  Suzie Larson Turning Point Realty, LLC

  579 Main St, New Hartford, CT 06057
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  /20

  $599,000

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft

  Unlisted Address

  Beautiful & Private 1.7 Acre setting for this Spacious 4 Bedrm. Colonial, 1st floor Large Bedroom Suite with full bath. Also on Main Level: 12x14, Den/office or work-out room. Kitchen with Corian countertops, blt.In Ovens, fireplace & breakfast bar over-looking gorgeous backyard with Slate Patio, Stone Walls & private view. Adjacent to Kitchen is: 15x13 Family Room or informal Dining with custom

  Kathleen Logan Kathy Logan Real Estate

  Unlisted Address
• 

  

  /40

  $799,900

  • 5 Beds
  • 3.5 Baths
  • 4,414 Sq Ft

  21 Hidden Pond Dr, Watertown, CT 06795

  ***PRICE IMPROVEMENT*** Welcome to this Majestic Colonial home, nestled on a picturesque 1.92-acre lot in one of Watertown's most coveted neighborhoods. With 4,414 square feet of meticulously maintained living space, this home offers the perfect blend of elegance, comfort, and functionality. As you enter, you'll be greeted by a spacious and bright foyer that flows into a variety of inviting

  Robert Disapio Dave Jones Realty, LLC

  21 Hidden Pond Dr, Watertown, CT 06795
• 

  

  /39

  $347,900

  • 5 Beds
  • 3.5 Baths
  • 3,476 Sq Ft

  49 Chestnut Ave, Torrington, CT 06790

  Investors & homeowners take note! Great opportunity to own a versatile property. Live in one unit and rent the other to offset mortgage costs! Each unit features a spacious layout with an eat-in kitchen, formal dining room, and formal living room, all highlighted by hardwood floors. The second unit offers flexibility with 3-4 bedrooms and additional attic space-perfect for a home office, guest

  MARCO MONROY The Washington Agency

  49 Chestnut Ave, Torrington, CT 06790
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  /37

  $9,850,000

  • 7 Beds
  • 8 Baths
  • 13,056 Sq Ft

  Unlisted Address

  Butternut Brook House is a luxurious Litchfield County estate nestled in the heart of the Litchfield Hills, offering a rare combination of privacy, sophistication, and natural beauty. Set on over 36 acres of pristine Connecticut countryside, this stunning property features sweeping 360-degree views, a private pond, walking trails, and professionally landscaped grounds-all just five minutes from

  Elyse Morris Elyse Harney Real Estate

  Unlisted Address
• 

  

  /34

  $500,000

  • 5 Beds
  • 3 Baths
  • 2,315 Sq Ft

  172 Bentley Cir, Goshen, CT 06756

  This spacious Raised Ranch located in Woodridge Lake is ready for its next owner! Meticulously maintained, this ranch is easy lake community living with 5 total bedrooms and 3 full bathrooms. The main level features a living room with vaulted ceilings and a cozy fireplace that opens onto the front deck overlooking the sloping property and pond! The kitchen features a large island with seating

  Ted Murphy E.J. Murphy Realty

  172 Bentley Cir, Goshen, CT 06756
• 

  

  /3

  $339,900

  • 6 Beds
  • 3 Baths
  • 2,600 Sq Ft

  393 S Main St, Torrington, CT 06790

  Three family property, centrally located, comprised of two separate structures. Great potential. Needs work but worth the effort. Long term tenants in place (month to month) and wish to stay. Paved, easy to care for lot. Inquire for details. Access limited. Square footage approximate 1250 and 1350. Property sold as is.

  Douglas Yeomans Higgins Group Bedford Square

  393 S Main St, Torrington, CT 06790
• 

  

  /31

  $3,995,000

  • 6 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  79 Hilltop Rd, Sharon, CT 06069

  1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both

  Carolyn Morrison William Pitt Sotheby's Int'l

  79 Hilltop Rd, Sharon, CT 06069

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