Litchfield County CT Homes for Sale

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  /37

  $1,795,000

  • 2 Beds
  • 2 Baths
  • 1,197 Sq Ft

  112 W Lake Rd Unit 112, Woodbury, CT 06798

  Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake

  Karla Murtaugh Compass Connecticut, LLC

  112 W Lake Rd Unit 112, Woodbury, CT 06798
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  /7

  $399,900

  • Land
  • 7.14 Acres
  • $56,008 per Acre

  11 Old Paddock Ln, Kent, CT 06757

  Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot offers a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

  Jency Rojas William Raveis Real Estate

  11 Old Paddock Ln, Kent, CT 06757
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  /4

  $135,000

  • Land
  • 9,583 Sq Ft
  • $613,636 per Acre

  12 Hilltop Rd, New Hartford, CT 06057

  Rare year-round double lot at West Hill Lake. Enjoy fishing, swimming, ice-skating, kayaking and boating. The double lot runs between 12 Hilltop and 13 Niles Road (empty lot). A map of the property is attached. There is a very short walk to L.A.P.O.A. Beach and the State boat ramp (8 HP motors max). This lake is known to be the cleanest lake in Connecticut. Across the lake is popular Brodie Park

  Melanie Hueffman Heltke William Raveis Real Estate

  12 Hilltop Rd, New Hartford, CT 06057
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  /40

  $680,000

  • 4 Beds
  • 3.5 Baths
  • 3,050 Sq Ft

  49 Guilds Hollow Rd, Bethlehem, CT 06751

  Relax by your pool in complete privacy, just minutes from the town center and only 15 minutes to neighboring towns like Woodbury, Washington, Litchfield, and Watertown. This legal two-family home features a spacious studio apartment with a large kitchen and private entrance. Designed by the original owner, a NY designer, the home is beautifully appointed with unique details throughout. A

  Mary Ann Bennett Drakeley Real Estate, Inc.

  49 Guilds Hollow Rd, Bethlehem, CT 06751
• 

  

  

  /40

  $2,150,000

  • 5 Beds
  • 4 Baths
  • 3,645 Sq Ft

  119 Judge Ln, Bethlehem, CT 06751

  Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and

  Jeff Boucher Drakeley Real Estate, Inc.

  119 Judge Ln, Bethlehem, CT 06751
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  /18

  $205,000

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft

  207 Ledge Dr, Torrington, CT 06790

  Adorable 2-bedroom Hideaway model full of light. Living area opened up with vaulted ceiling and two large skylights. Corner stone fireplace has been fitted with an electric fireplace. Bedroom and full bathroom on main level. The primary, with vaulted ceiling, has a walk in closet and full bath. The entrance has been enclosed with side window and storage closet. The deck has been super enlarged

  MARY CLANCEY William Pitt Sotheby's Int'l

  207 Ledge Dr, Torrington, CT 06790
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  /2

  $69,500

  • Land
  • 35.2 Acres
  • $1,974 per Acre

  TBD (Lot 28) Deer Trail Ct, Pueblo, CO 81004

  Discover wide-open Colorado skies and endless potential on this beautiful raw parcel in the peaceful Verde Valley area. Rolling hills, native brush, and panoramic views create the perfect backdrop for your dream build or weekend retreat. This land is raw — meaning zero utilities — but ready for your own touch and vision. Escape busy, compact city living and embrace a quiet, slower lifestyle

  Morgan Bennett EXIT Realty DTC, Cherry Ck, P.P

  TBD (Lot 28) Deer Trail Ct, Pueblo, CO 81004
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  /32

  $1,250,000

  • 3 Beds
  • 4 Baths
  • 2,960 Sq Ft

  36 Deer Run Ln, Goshen, CT 06756

  Come see this Private Retreat in beautiful, bucolic Goshen Ct. This home was built with the highest quality materials and is very well appointed throughout. The grounds are beautifully maintained with an inground swimming pool, pool house with a changing room, Tv, stereo and a kitchenette. The Pool area also boasts a fabulous outdoor built in BBQ Viking grill. There is a separate shed with

  Lisa Harrison E.J. Murphy Realty

  36 Deer Run Ln, Goshen, CT 06756
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  /40

  $1,250,000

  • 1 Bed
  • 2 Baths
  • 1,056 Sq Ft

  178 Carter Rd, Kent, CT 06757

  Western-facing views from this homestead spanning over 50 acres in Kent. Immerse yourself in nature, where you can hike, mountain bike, cross-country ski, fish, or hunt on your own land! A delightful 1-Bedroom residence boasts an open-concept living and kitchen area that seamlessly transitions to an elevated deck, ideal for enjoying sunset mountain views. Enjoy the home just the way it is, expand

  Liza Reiss Elyse Harney Real Estate

  178 Carter Rd, Kent, CT 06757
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  /40

  $1,900,000

  • 4 Beds
  • 2.5 Baths
  • 2,732 Sq Ft

  40 Ruffin Rd, Woodbury, CT 06798

  It's rare to find a vintage estate tucked away from a main road, but this one sits at the end of a private lane, opening to 6.3 enchanting acres framed by stone walls, manicured gardens, and a charming vintage home. The property includes a large custom two-story pole barn, inground pool, detached three-bay garage, and an adorable potting shed. The great room flows into a kitchen with handmade

  Mary Ann Bennett Drakeley Real Estate, Inc.

  40 Ruffin Rd, Woodbury, CT 06798
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  /32

  $874,900

  • 4 Beds
  • 2.5 Baths
  • 3,528 Sq Ft

  193 Stoney Brook Ln, Watertown, CT 06795

  Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since

  Sarah Hull Coldwell Banker Realty

  193 Stoney Brook Ln, Watertown, CT 06795
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  /25

  $260,000

  • 4 Beds
  • 1.5 Baths
  • 1,613 Sq Ft

  49 S Chapel St, Torrington, CT 06790

  Welcome to 49 S Chapel Street! Situated on a corner lot, this charming 4-bedroom, 1.5-bath home offers space, character, and everyday convenience. The property features a detached one-car garage and a spacious driveway offering ample off-street parking for residents and guests, along with a generous yard surrounded by mature trees that create a welcoming outdoor setting. Inside, you'll find

  Iveth Vilchez IVT Realty Group LLC

  49 S Chapel St, Torrington, CT 06790
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  /40

  $639,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,996 Sq Ft

  29 Pleasant View Rd, New Milford, CT 06776

  Nestled on a picturesque one-acre lot in one of New Milford's desirable neighborhoods, this spacious 4-bedroom, 2.5-bath Colonial offers the perfect blend of comfort, privacy, and convenience. Featuring almost 3,000 square feet of living space, this home boasts generously sized rooms, abundant natural light, and a functional floor plan ideal for both everyday living and entertaining. Enjoy

  

  Chris LaCava

  Coldwell Banker Realty

  29 Pleasant View Rd, New Milford, CT 06776
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  /40

  $319,900

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  131 Garden St, Torrington, CT 06790

  Nestled on a quiet cul-de-sac in the Torringford area of Torrington and set on nearly half an acre, this beautifully updated Cape offers the perfect balance of privacy and convenience, just minutes from downtown and everyday amenities. An attached garage is connected to the home by a charming breezeway, while the welcoming front porch provides the perfect spot to relax and enjoy the peaceful

  Jason Schwartz Coldwell Banker Realty

  131 Garden St, Torrington, CT 06790
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  /39

  $459,900

  • 4 Beds
  • 3.5 Baths
  • 2,972 Sq Ft

  287 Cherry Ave, Watertown, CT 06795

  Spacious Colonial offering over 2,048 square feet of living space, plus additional living space with an in-law/guest space-perfect for multigenerational living, guests, or flexible living arrangements which was added to the home in 2024. The accessory space features a private entrance, kitchenette/living area combo, bedroom with double closets, full bath with laundry hook-up, and additional

  Jennifer Bundock Coldwell Banker Realty

  287 Cherry Ave, Watertown, CT 06795
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  /7

  $195,000

  • Land
  • 5.03 Acres
  • $38,767 per Acre

  198-4 Beebe Hill Rd, Canaan, CT 06031

  This affordable 5.03 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south to the south southwest. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or

  David Mallison William Pitt Sotheby's Int'l

  198-4 Beebe Hill Rd, Canaan, CT 06031
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  /10

  $725,000

  • Land
  • 34.46 Acres
  • $21,039 per Acre

  198-1 Beebe Hill Rd, Canaan, CT 06031

  This incredible 34+ acre parcel has a new access from the town road; this lot has been subdivided from a former 72 acre parcel. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you one of the nicest views in Litchfield County, near the top of Beebe Hill itself. New perc tests have been done and approved. This is an estate site, with views into

  David Mallison William Pitt Sotheby's Int'l

  198-1 Beebe Hill Rd, Canaan, CT 06031
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  /14

  $595,000

  • Land
  • 27.96 Acres
  • $21,280 per Acre

  198-2 Beebe Hill Rd, Canaan, CT 06031

  This stunning 29+ acre lot is part of a subdivision from a much larger parcel. It has a new access from the road. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you up to a secluded open meadow high on a hill with protected views to the west northwest. New perc tests have been completed and approved. This is a special site, with no clearing needed,

  David Mallison William Pitt Sotheby's Int'l

  198-2 Beebe Hill Rd, Canaan, CT 06031
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  /40

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 3,158 Sq Ft

  44 Pine Rd, Colebrook, CT 06021

  Enjoy exceptional privacy and peaceful country living in this spacious 4 bedroom, 2.5 bath contemporary Cape set atop a long winding driveway surrounded by natural beauty. The open floor plan on the main level offers comfortable living and entertaining spaces, including an updated eat in kitchen with stainless steel appliances, a dining room with a cozy wood burning fireplace, a generous living

  Mike Gregor Cohen Agency SiM, LLC

  44 Pine Rd, Colebrook, CT 06021
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  /40

  $595,000

  • 4 Beds
  • 2 Baths
  • 2,752 Sq Ft

  33 Hatch Rd, Bridgewater, CT 06752

  Loaded with potential, 1884 antique colonial may be Bridgewater's only legal Two Family. STRICTLY AS-IS sale subject to probate. Option to be a 4 BR, 2 BTH country home having high ceilings, and sizable rooms with Victorian flare, an in-law arrangement, or remain two family. Needs work such as front stoop re-build and re-do mud room/spare bath. In-Law could access virtually step-free. Clean with

  Paul Valeri Paul Valeri, Realtors

  33 Hatch Rd, Bridgewater, CT 06752
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  /20

  $350,000

  $39K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,368 Sq Ft

  152 Ramstein Rd, New Hartford, CT 06057

  Welcome to your own private country retreat! Set well back from a quiet road on a level, lightly wooded lot, this classic brick ranch home offers the perfect blend of privacy, space, and rural charm. Whether you're dreaming of a gentleman's farm, hobby homestead, or simply a peaceful escape, this property provides endless possibilities. Inside, you'll find hardwood floors throughout, ready for

  KIM-MAI MAHON W. Raveis Lifestyles Realty

  152 Ramstein Rd, New Hartford, CT 06057
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  /36

  $389,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  132 E Lake St, Winsted, CT 06098

  Welcome to East Lake Street at Highland Lake, where privacy, comfort, and year-round recreation come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained 2-story home offers peaceful surroundings, refreshing breezes, and glimpses of Highland Lake from your front porch and sun-room. Offering 1,820 square feet of living space, this Lake style home

  Bryan Palladino Showcase Realty, Inc.

  132 E Lake St, Winsted, CT 06098
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  /40

  $1,495,000

  • 4 Beds
  • 3.5 Baths
  • 2,832 Sq Ft

  14 Flanders Ln, Kent, CT 06757

  First time on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views just minutes from Kent Village Center. Inside, an open floor plan blends with rustic character. The main level kitchen is light-filled with breakfast bar seating, opening to a sitting area that flows into a sunroom and out to a bluestone

  Steve Pener William Pitt Sotheby's Int'l

  14 Flanders Ln, Kent, CT 06757
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  /7

  $185,000

  • Land
  • 5 Acres
  • $37,000 per Acre

  198-3 Beebe Hill Rd, Canaan, CT 06031

  This affordable 5 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south southwest to the south southeast. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings,

  David Mallison William Pitt Sotheby's Int'l

  198-3 Beebe Hill Rd, Canaan, CT 06031
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  /2

  $160,000

  • Land
  • 2.39 Acres
  • $66,946 per Acre

  0 Heacock Crossbrook Rd Unit 24184884, New Milford, CT 06776

  Rare opportunity to own a secluded 2.34 acre parcel of raw land. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses and development possibilities. Additional land is available. sale subject to probate approval property sold as is

  Larry Corrow Coldwell Banker Realty

  0 Heacock Crossbrook Rd Unit 24184884, New Milford, CT 06776
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  /2

  $180,000

  • Land
  • 8.64 Acres
  • $20,833 per Acre

  00 Great Brook Rd, New Milford, CT 06776

  Rare opportunity to own 8+ acres, set deep in the woods. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses and development possibilities. Additional land is available. subject to probate approval property sold as is

  Larry Corrow Coldwell Banker Realty

  00 Great Brook Rd, New Milford, CT 06776
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  /2

  $220,000

  • Land
  • 16.19 Acres
  • $13,589 per Acre

  42 Great Brook Rd, New Milford, CT 06776

  16 very private acres away from it all! 16 acres can be combined with adjoining land to make 30 acre parcel. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses and development possibilities. subject to probate approval property sold as is

  Larry Corrow Coldwell Banker Realty

  42 Great Brook Rd, New Milford, CT 06776
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  /30

  $479,900

  • 4 Beds
  • 3 Baths
  • 3,098 Sq Ft

  16 Jotham Rd, New Milford, CT 06776

  NEW ROOF BEING INSTALLED PRIOR TO CLOSING! Lovingly maintained and filled with warmth, character, and special touches throughout, this versatile 4-bedroom, 3 full bath home with a 2-car attached garage offers room for everyone. Perfect for multi-generational living, extended family, teenagers, college students, or overnight guests, this neat-as-a-pin property features a private lower-level in-law

  Diane Tyrrell William Raveis Real Estate

  16 Jotham Rd, New Milford, CT 06776
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  /32

  $499,000

  $61K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  63 Northwest Dr, Watertown, CT 06795

  This 3 Bedroom, 2.5 Bath Charming Well-Maintained Colonial in the heart of Watertown offers a perfect blend of modern updates with everyday comfort. Situated on a beautiful landscaped .61 acre lot, the property boasts breathtaking views from a custom concrete patio overlooking a private, wooded backyard. The peaceful setting provides an ideal retreat for relaxing, and enjoying nature year-round.

  Sharon Martino Regency Real Estate, LLC

  63 Northwest Dr, Watertown, CT 06795
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  /34

  $1,000,000

  • 5 Beds
  • 3.5 Baths
  • 3,826 Sq Ft

  720 Town Hill Rd, New Hartford, CT 06057

  A rare convergence of history, luxury, and opportunity awaits at this spectacular 1801 Colonial estate. Impeccably reimagined from foundation to roofline, this timeless residence on 31 forested acres offers the period elegance and contemporary comfort-plus a significant income-producing opportunity. Enter the gracious foyer to the formal living room and formal dining room, each warmed by its own

  Laurel Galloway William Pitt Sotheby's Int'l

  720 Town Hill Rd, New Hartford, CT 06057
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  /39

  $2,495,000

  • 4 Beds
  • 4 Baths
  • 4,669 Sq Ft

  58 Dibble Hill Rd, West Cornwall, CT 06796

  Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings

  Elvia Gignoux William Pitt Sotheby's Int'l

  58 Dibble Hill Rd, West Cornwall, CT 06796
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  /33

  $849,000

  • 3 Beds
  • 2 Baths
  • 2,448 Sq Ft

  92 Minortown Rd, Woodbury, CT 06798

  Live Stress-Free in This Income-Producing Equestrian Retreat! Enjoy the best of country living while generating income from your property. Rental revenue from a separate 1 BR apartment and 4 of the 10 horse stalls offers a rare opportunity to offset ownership costs! Situated on 5.76 level acres of open pasture and riding space, this equestrian property is ideal for horse enthusiasts, trainers, or

  Jill Sloane Brown Harris Stevens

  92 Minortown Rd, Woodbury, CT 06798
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  /27

  $589,000

  • Land
  • 18.26 Acres
  • $32,256 per Acre

  2581 Litchfield Rd, Watertown, CT 06795

  18.26 Acres of beautiful Litchfield County land with summer cottage AND post and beam barn with loft. Some options include building a home / estate, practicing agriculture, conservation, outdoor recreation, or just relaxing and enjoying! Live in the cottage while building. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or

  Vincent Gualtieri Town & Country Real Estate

  2581 Litchfield Rd, Watertown, CT 06795
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  /36

  $895,000

  • 4 Beds
  • 2 Baths
  • 2,830 Sq Ft

  12 Old Forge Hollow Rd, Bantam, CT 06750

  Fabulous 1920's cottage style home formerly part of Avalon Farm. Vaulted living room with fireplace, paneled media/library, eat in kitchen, 4 bedrooms, 2 full baths, oversized laundry/mud room and screened breezeway from 2 car garage. Lovey gentle slope from house to cabana/writers cabin overlooking pond and grounds. located at the entrance to a dead end road, yet only minutes from Bantam, New

  Pels Matthews W. Raveis Lifestyles Realty

  12 Old Forge Hollow Rd, Bantam, CT 06750
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  /38

  $850,000

  • 3 Beds
  • 2 Baths
  • 2,489 Sq Ft

  47 South St, Roxbury, CT 06783

  Step back in time and own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  47 South St, Roxbury, CT 06783
• 

  

  /40

  $424,900

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft

  87 Woodruff Ave, Watertown, CT 06795

  Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers

  Mark Tavares Mark Tavares Realty, LLC

  87 Woodruff Ave, Watertown, CT 06795
• 

  

  /39

  $865,000

  • 4 Beds
  • 2 Baths
  • 4,819 Sq Ft

  1917 Main St N, Woodbury, CT 06798

  Built in 1854, this 5.91 acre property offers an incredible value impossible to replicate today for the price. The property includes an Italianate stone home with an approx 675 sq foot retail/office room with a separate entrance at the driveway, a 28' x 53' post and beam barn with a full walkout lower level, a large pond, stone walls, incredible perennial garden surround, and a 21' x 45'

  Amy Lapierre Coldwell Banker Realty

  1917 Main St N, Woodbury, CT 06798
• 

  

  /3

  $79,900

  • Land
  • 1.32 Acres
  • $60,530 per Acre

  -00 Colebrook Rd, Colebrook, CT 06021

  Set in the quiet beauty of Colebrook, this 1.32-acre approved building lot offers an excellent opportunity to bring your new home plans to life. Much of the early groundwork has already been completed, including a perc test, survey, driveway plan, septic design, and approvals for up to a 4-bedroom home, helping streamline the path from concept to construction. The lot has been cleared, offering a

  Steve Howey Coldwell Banker Realty

  -00 Colebrook Rd, Colebrook, CT 06021
• 

  

  /17

  $625,000

  • 3 Beds
  • 1 Bath
  • 1,316 Sq Ft

  142 Gay St, Sharon, CT 06069

  Step inside the newly reborn 142 Gay Street. This village home, held by the same loving family for decades, has undergone a head-to-toe transformation. Forget the hassle of renovations. We're talking new plumbing, new wiring, fresh paint, refinished floors, and sleek new appliances throughout. But while the renovations are cutting-edge, the charm remains. You'll love the cozy layout, complete

  Amy Longley William Pitt Sotheby's Int'l

  142 Gay St, Sharon, CT 06069
• 

  

  /33

  $618,000

  • 2 Beds
  • 2 Baths
  • 1,192 Sq Ft

  188 Bacon Rd, Roxbury, CT 06783

  Chic Country Cabin in Bucolic Litchfield County. Escape to your own peaceful retreat offering the perfect blend of comfort, character, and privacy on nearly 5 acres of wooded wonderland. This home has lots of character and a flexible layout with 2 bedrooms, 2 full bathrooms plus an upper level guest room/office/rec room. The living areas are ideal for relaxing or entertaining, and the kitchen has

  William Bolls Compass Connecticut, LLC

  188 Bacon Rd, Roxbury, CT 06783

Showing Results 201 - 240, Page 6 of 18