Litchfield County CT Homes for Sale

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  /20

  $289,000

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  431 Trailsend Dr Unit 431, Torrington, CT 06790

  Beautiful Sundown model in excellent condition. Mostly oak hardwood flooring throughout and all new Andersen windows. End unit with large expanded deck with view of woods. Kitchen has upgraded stainless steel appliances. Centrally air conditioned unit and within close proximity to the West Lodge. Open year round, the West Lodge has an indoor heated pool, three indoor tennis courts & pickle ball,

  MARY CLANCEY William Pitt Sotheby's Int'l

  431 Trailsend Dr Unit 431, Torrington, CT 06790
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  /35

  $625,000

  $25K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,784 Sq Ft

  7 Saddle Ridge Rd, New Milford, CT 06776

  Exquisite Move-In Ready Home Designed for multi-generational living, a private nanny suite, or a sophisticated work-from-home lifestyle. Experience modern elegance in this 3,000+ sq. ft. sanctuary, meticulously renovated for high-end living. Bathed in natural light, the home features a brand-new designer kitchen, an expansive great room, gleaming hardwood floors, and stylishly updated bathrooms.

  Mala Vaish Keller Williams Realty Prtnrs.

  7 Saddle Ridge Rd, New Milford, CT 06776
• 

  

  

  /22

  $252,900

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  58 Doman Dr, Torrington, CT 06790

  Back on the market and better than ever! Come take another look at this well-located Torrington half duplex, now featuring a brand-new kitchen with white wood shaker cabinets, quartz countertops, subway tile backsplash, stainless steel workstation sink, and new stainless steel glass-top stove, hood, and dishwasher, along with fresh interior paint throughout. This 2-bedroom, 1.5-bath home offers

  Douglas Ledewitz Pulse Realty LLC

  58 Doman Dr, Torrington, CT 06790
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  /5

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  137 Davenport Rd, Roxbury, CT 06783

  INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home will be a Complete REMODEL with Separate Driveway. . The septic was last pumped September 2025, and annual taxes are just $3,851. Renovation by Design Builders

  Lisa Provino The Provino Group LLC

  137 Davenport Rd, Roxbury, CT 06783
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  /40

  $1,028,000

  $47K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft

  77 Paxton Ct, Goshen, CT 06756

  Experience the pinnacle of modern elegance in this sun-soaked new construction masterpiece, privately positioned at the end of a quiet cul-de-sac in the prestigious Woodridge Lake community just two hours from NYC. Unlike most homes in the community, this location offers a rare combination: serene seclusion with a babbling brook audible from the back deck, yet just minutes from every amenity

  Alex Capozzoli Keller Williams Realty

  77 Paxton Ct, Goshen, CT 06756
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  /32

  $950,000

  • 8 Beds
  • 6 Baths
  • 12,552 Sq Ft

  329 Kent Rd, New Milford, CT 06776

  4 level acres for full rehab or redevelopment. Feasibility Plans for a new 50-60 unit layout with some engineering in place. Existing conditions: the property currently has multiple private septics/wells onsite, with the option to connect to neighboring community water supply. The property contains 4 structures with 5 apartments plus a basement apartment (use diligence on the approved status).

  Jessica Ganser Scalzo Real Estate

  329 Kent Rd, New Milford, CT 06776
• 

  

  /22

  $360,000

  • Land
  • 21.5 Acres
  • $16,744 per Acre

  405 Route 7 Route, Sharon, CT 06069

  Sharon CT Acreage! Nice parcel on a main road near the Housatonic River. Two or three home sites are possible and lot access is granted by Rights of Way over existing driveways. A majority of this parcel abuts State of CT land to the north and west. Must be seen to be appreciated!

  David Mallison William Pitt Sotheby's Int'l

  405 Route 7 Route, Sharon, CT 06069
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  /37

  $995,599

  • 2 Beds
  • 2 Baths
  • 1,662 Sq Ft

  346 Westside Rd, Goshen, CT 06756

  Set along the shores of sought-after Westside Pond in the heart of Litchfield County, this fully refinished waterfront retreat offers the ultimate Connecticut lake lifestyle. Located on one of the area's few non-restrict motorboat lakes, enjoy boating, jet skiing, tubing, kayaking, fishing, or simply relaxing on the water from your own private dock. Designed to maximize its stunning setting, the

  Jeff Boucher Drakeley Real Estate, Inc.

  346 Westside Rd, Goshen, CT 06756
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  /34

  $299,000

  $76K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,005 Sq Ft

  46 Raiano St, Torrington, CT 06790

  Rare Two-Building Property on One Lot - Live and collect rent! Exceptional opportunity for the savvy buyer or investor. This unique property features a charming 3-bedroom Cape Cod and a separate 1-bedroom Ranch cottage, both situated on a single lot. Whether you're looking for the perfect in-law setup, a mortgage-offsetting rental income stream, or a true multi-generational living arrangement -

  Stephen Mele Houlihan Lawrence

  46 Raiano St, Torrington, CT 06790
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  /30

  $825,000

  • 2 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  72 Hickory Hill Rd, Lakeside, CT 06758

  Experience the perfect blend of sophisticated design and rural tranquility in Lakeside. This beautifully remodeled cottage has been reimagined with a distinct modern flair, offering a turnkey escape that balances contemporary finishes with the peaceful soul of Morris. This recent renovation has been executed with an eye for style, making it an ideal sanctuary for those seeking a chic weekend

  Phil Fox William Pitt Sotheby's Int'l

  72 Hickory Hill Rd, Lakeside, CT 06758
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  /38

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 2,346 Sq Ft

  94 Washinee Heights Rd, Salisbury, CT 06068

  This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan

  David Mallison William Pitt Sotheby's Int'l

  94 Washinee Heights Rd, Salisbury, CT 06068
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  /26

  $285,000

  • Land
  • 2.04 Acres
  • $139,706 per Acre

  14 Red Mountain Rd Unit 20, Lakeville, CT 06039

  Build Your Dream Home on Red Mountain Road Embrace the opportunity to own a magnificent 2-acre building lot nestled amidst the pastoral beauty of Red Mountain Road. This prime parcel of land is surrounded by high-end properties, offering a canvas for your architectural aspirations with sweeping views of the Taconic Range and Canaan Mountain. Imagine waking up to breathtaking sunrises and winding

  John Harney William Pitt Sotheby's Int'l

  14 Red Mountain Rd Unit 20, Lakeville, CT 06039
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  /25

  $1,049,000

  $46K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  23 Painter Hill Rd, Roxbury, CT 06783

  Mint Hilltop Home with Views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. New Anderson Luxe White Oak Windows. Wood-Burning Fireplace, Vaulted Primary Bedroom with Balcony and Private Bath. Dine or relax on the Flagstone Terrace. Must See!

  Peter Klemm Klemm Real Estate Inc

  23 Painter Hill Rd, Roxbury, CT 06783
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  /7

  $545,000

  • Land
  • 9.18 Acres
  • $59,368 per Acre

  10 Red Mountain Rd, Salisbury, CT 06039

  Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your

  John Harney William Pitt Sotheby's Int'l

  10 Red Mountain Rd, Salisbury, CT 06039
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  /38

  $965,000

  $200K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,846 Sq Ft

  28 Cole Rd, Sharon, CT 06069

  Discover the timeless charm of this remarkable 1755 colonial estate in the heart of Sharon. Set on 1.6 picturesque acres surrounded by farmland, this grand antique home offers 3846 square feet of living space and a rare opportunity to thoughtfully update while preserving its historic character. Inside, generously scaled rooms reflect the elegance of the era, showcasing original wood floors,

  Colleen Vigeant Elyse Harney Real Estate

  28 Cole Rd, Sharon, CT 06069
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  /39

  $307,500

  $18K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  19 Club Ln, Terryville, CT 06786

  Located on a beautiful waterfront double lot on Fall Mountain Lake, this inviting ranch offers a unique opportunity for a private residence or investment property. Much of the significant work has already been completed, allowing for a seamless transition to personalize the space. Over the past two years, the home has been thoughtfully improved with a new roof, fully updated plumbing and

  Alayna Donofrio William Raveis Real Estate

  19 Club Ln, Terryville, CT 06786
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  /33

  $595,000

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

  31 Sunset Ridge Rd, Norfolk, CT 06058

  Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest

  John Harney William Pitt Sotheby's Int'l

  31 Sunset Ridge Rd, Norfolk, CT 06058
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  /40

  $3,500,000

  $400K PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 6,641 Sq Ft

  148 North St, Litchfield, CT 06759

  This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a

  HEATHER CRONER William Pitt Sotheby's Int.

  148 North St, Litchfield, CT 06759
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  /35

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,283 Sq Ft

  253 Bacon Pond Rd, Woodbury, CT 06798

  Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

  Christian Jensen William Pitt Sotheby's Int'l

  253 Bacon Pond Rd, Woodbury, CT 06798
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  /40

  $359,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,784 Sq Ft

  287 W Main St, Canaan, CT 06018

  Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with

  Suzie Larson Turning Point Realty, LLC

  287 W Main St, Canaan, CT 06018
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  /22

  $1,095,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,031 Sq Ft

  246 North St, Roxbury, CT 06783

  Juniper Hill offers masterfully updated one level living in Roxbury, Connecticut. Dubbed a "Little Gem on the Hill" in Country Home, this unassuming ranch has been elevated with chic, yet family friendly styling. Modern comforts combine with country character in a home situated on compelling terrain. Kelly + Co Design awarded Best Interior Designer Small Home/Cottage, 2020, CT Cottage and Gardens

  Fred Bond William Pitt Sotheby's Int'l

  246 North St, Roxbury, CT 06783
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  /24

  $299,999

  $75K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,034 Sq Ft

  251 Riverside St, Oakville, CT 06779

  Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining.

  Ketty Daffron William Raveis Real Estate

  251 Riverside St, Oakville, CT 06779
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  /4

  $275,000

  $75K PRICE DROP

  • Land
  • 12.18 Acres
  • $22,578 per Acre

  17 Old Homestead Ln, Kent, CT 06757

  Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and

  Jaime Richichi William Pitt Sotheby's Int'l

  17 Old Homestead Ln, Kent, CT 06757
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  /5

  $135,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  16 Belair Dr Unit 16, New Milford, CT 06776

  Upper level one bedroom condo in Belair Complex. Pets welcome, laundry on site. This unit needs sprucing up...carpet is old, walls could use fresh coat of paint. Sold as-is... subject to final probate approval

  George Mclean William Raveis Real Estate

  16 Belair Dr Unit 16, New Milford, CT 06776
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  /36

  $314,999

  $34K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  86 Bird St, Torrington, CT 06790

  Freshly painted, lovingly cared for, move in ready level ranch with full capability for a home business or additional living space in a finished walk in /out basement! Zoned Local Business. Lower level was a beauty salon for years. Keep cool and help out on heating costs with a very efficient AC/Heat pump mini split system. This home has Real Hardwood floors, a bright and sunny kitchen with open

  Travis Lipinski W. Raveis Lifestyles Realty

  86 Bird St, Torrington, CT 06790
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  /40

  $850,000

  $39K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,752 Sq Ft

  11 College Hill Rd, Canaan, CT 06018

  Welcome to Owls Nest - a peaceful and private retreat tucked away on over 5 acres in the hills of Canaan in the foothills of the Berkshires. This beautifully maintained colonial offers 4 bedrooms, 3.5 bathrooms, and timeless charm throughout. Upstairs, all bedrooms feature hardwood floors, while the main level boasts 2 wood-burning fireplaces, a spacious living room, a formal dining room, and a

  Dave Jones Dave Jones Realty, LLC

  11 College Hill Rd, Canaan, CT 06018
• 

  

  /20

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,054 Sq Ft

  93 Main St, Watertown, CT 06795

  Back on the Market - No Fault of the Property. Welcome home to this beautifully maintained 4-bedroom, 3-bath property offering spacious living areas and a versatile layout. The finished basement includes a full bathroom and provides additional flexibility for storage, recreation, a home office, or other personal needs. Enjoy comfortable bedrooms, ample storage, and a home designed for both

  Nathaly Almanzar MoveWise Real Estate LLC

  93 Main St, Watertown, CT 06795
• 

  

  /37

  $240,000

  • 3 Beds
  • 1.5 Baths
  • 2,268 Sq Ft

  61 Hunter Ct Unit 61, Torrington, CT 06790

  Previous buyers sale fell thru. Their loss is your opportunity. Run-don't walk-to experience this pristine end unit condo in Torrington's desirable Squire Hill complex. Beautifully remodeled and truly move in ready, this home offers exceptional detail throughout. The main level features an eat-in kitchen with a large gathering island, stainless steel appliances, and new wood flooring. The open

  

  Sharon Chase

  Coldwell Banker Realty

  61 Hunter Ct Unit 61, Torrington, CT 06790
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  /9

  $135,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  79 Belair Dr Unit 79, New Milford, CT 06776

  Affordable one bedroom condo in Bel Air complex. Plenty of parking. Laundry on site. Pet friendly! Sold "as-is"

  George Mclean William Raveis Real Estate

  79 Belair Dr Unit 79, New Milford, CT 06776
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  /40

  $874,900

  $75K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,865 Sq Ft

  8 Curtiss Meadows, Woodbury, CT 06798

  Beautiful Colonial set on a private 3+ acre lot in sought-after Curtiss Meadows, ideally located on the southern end of Woodbury abutting the Southbury line. Set back from the cul-de-sac entryway, this well-cared-for home offers a wonderful blend of privacy, comfort, convenience, and thoughtful updates. The level, light-filled driveway provides easy access, while the peaceful setting creates a

  Joyce Drakeley Drakeley Real Estate, Inc.

  8 Curtiss Meadows, Woodbury, CT 06798
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  /40

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 4,310 Sq Ft

  25 Highmeadow Ln, Roxbury, CT 06783

  Sprawling 4-bedroom colonial as part of a peaceful and private 17-acre estate in desirable Roxbury, CT. Sighted well on open rolling lawns with sweeping sunrise/sunset views, this property offers country living with exceptional versatility. The sun-filled eat-in kitchen features has sliders that open to a jumbo 58' deck with awning and open views. Generous main-level spaces include a dramatic

  William Bolls Compass Connecticut, LLC

  25 Highmeadow Ln, Roxbury, CT 06783
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  /35

  $435,000

  $35K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,691 Sq Ft

  5 Sylvan Ave, Terryville, CT 06786

  Timeless brick home offering classic charm and generous living space throughout. The spacious formal living room features a cozy fireplace and beautiful hardwood floors, creating a warm and inviting atmosphere. A second fireplace in the family room provides additional comfort and flexibility for everyday living and entertaining. The large formal kitchen is thoughtfully designed with stainless

  JIM HUDGENS William Raveis Real Estate

  5 Sylvan Ave, Terryville, CT 06786
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  /28

  $609,000

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,391 Sq Ft

  88 Knox Rd, Litchfield, CT 06759

  Step back in time to a wonderful Cape Cod home in Litchfield. This light and bright home features oak flooring, 2 gas FP's, chair rail and a 2-car garage. Fully applianced kitchen with accessible washer/dryer stack unit. Beautifully sited on 3.41 open acres with a Western view and a small pond. Numerous garden areas, 2 sheds and fruit trees. Living room offers access to a stone patio. Great

  William Downes Gooseboro Realty

  88 Knox Rd, Litchfield, CT 06759
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  /5

  $200,000

  • Land
  • 15.9 Acres
  • $12,579 per Acre

  00 Chapel Rd, Winchester, CT 06098

  Look no further for A Very Private location to build your Dream Home. A Wooded Hill top building site overlooking beautiful Winchester Center which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester. Convenient access agreement to the Rear lot is though 151 Chapel Rd. property.

  Linda Ganem Borla & Associates Real Estate

  00 Chapel Rd, Winchester, CT 06098
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  /35

  $795,000

  $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,126 Sq Ft

  150 Sunset Ridge Rd, Norfolk, CT 06058

  IDEAL NORFOLK RETREAT - Easy living is yours in this spacious, bright Contemporary with a 1st floor Primary Bedroom Suite. Tucked into one of the prettiest areas in Norfolk, close to Tobey Pond, Yale Summer Music, Infinity Theatre, and all of the outdoor recreation that the beautiful Litchfield Hills have to offer. Oak flooring, pocket doors, a dramatic vaulted ceiling and balcony, an updated

  David Taylor Elyse Harney Real Estate

  150 Sunset Ridge Rd, Norfolk, CT 06058
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  /39

  $800,000

  • 4 Beds
  • 4.5 Baths
  • 5,729 Sq Ft

  341 High Street Extension, Thomaston, CT 06787

  Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country living with exceptional versatility. This secluded country estate features fantastic outdoor spaces, 5 bedrooms, 6 baths, 12x24 salt water fountained pool, pool house and 2 studio apartments. Boasting 4,291 sq ft on 3.69 acres, this secluded oasis is the perfect hideaway to relax and refresh. The heart of

  Patricia Guarantano William Pitt Sotheby's Int'l

  341 High Street Extension, Thomaston, CT 06787
• 

  

  /31

  $1,945,000

  • 4 Beds
  • 4.5 Baths
  • 4,809 Sq Ft

  117 Dibble Hill Rd, West Cornwall, CT 06796

  The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond,

  Patricia Guarantano William Pitt Sotheby's Int'l

  117 Dibble Hill Rd, West Cornwall, CT 06796
• 

  

  /40

  $895,000

  • 4 Beds
  • 2 Baths
  • 3,088 Sq Ft

  469 Platt Hill Rd, Winsted, CT 06098

  HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 , 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors,

  Marshall Cohen Cohen Agency

  469 Platt Hill Rd, Winsted, CT 06098
• 

  

  /24

  $545,000

  • Land
  • 5.42 Acres
  • $100,554 per Acre

  8 Red Mountain Rd, Salisbury, CT 06039

  The Ridge at Red Mountain: A Private 5.4 acre approved building parcel set along the foot of Red Mountain in Lakeville offering privacy, elevation, and long-range north and western views across the Litchfield Hills toward the Berkshires. The property features gently rolling topography and a serene setting surrounded by natural landscape and neighboring farmland. The owners are highly regarded

  Patricia Guarantano William Pitt Sotheby's Int'l

  8 Red Mountain Rd, Salisbury, CT 06039
• 

  

  /34

  $1,895,000

  $105K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,198 Sq Ft

  18 Ranney Hill Rd, Roxbury, CT 06783

  Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive Landscaping. A privacy fence was installed on the front of the property with evergreens planted on both sides of the fence . There is a small apple orchard planted on the property. Extensive stonework and plantings have been done around the house and an in ground pool with pebble

  Sharon McGuire William Pitt Sotheby's Int'l

  18 Ranney Hill Rd, Roxbury, CT 06783

Showing Results 401 - 440, Page 11 of 18