Litchfield County CT Homes for Sale

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  /30

  $384,500

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  112 Greenfield Dr, Torrington, CT 06790

  Ideal country location on west side of Torrington, this 1344 SF charming ranch is in a quiet well-maintained neighborhood on a half acre lot. It features newer roof, vinyl siding, completely renovated home, new water pump, new oil tank, new windows , appliances and kitchen cabinets with granite counter tops. Also, new bathroom, new floors and new lighting. 3 Bedrooms, living room with a

  Fernando Barreiro Lamacchia Realty

  112 Greenfield Dr, Torrington, CT 06790
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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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  /18

  $400,000

  $50K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,872 Sq Ft

  81 E Main St, Thomaston, CT 06787

  Mixed use building on a busy high traffic road in the center of Thomaston. Two residential units fully occupied and a large first floor commercial space completely available. Current income $3,000 a month with the commercial space empty. Many mechanical updates recently completed.

  Michelle Grant Coldwell Banker Premier Real Estate

  81 E Main St, Thomaston, CT 06787
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  /40

  $635,000

  $45K PRICE DROP

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

  49 Guilds Hollow Rd, Bethlehem, CT 06751

  Relax by your gunite lap 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.

  Mary Ann Bennett Drakeley Real Estate, Inc.

  49 Guilds Hollow Rd, Bethlehem, CT 06751
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  /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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  /7

  $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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  /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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  /33

  $1,150,000

  $100K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 4,009 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

  $1,590,000

  $310K PRICE DROP

  • 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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  /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

  $715,000

  $20K PRICE DROP

  • 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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  /17

  $365,000

  $35K 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 lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for

  Bryan Palladino Showcase Realty, Inc.

  132 E Lake St, Winsted, CT 06098
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  /38

  $1,495,000

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

  14 Flanders Ln, Kent, CT 06757

  First time ever on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views and exceptional privacy less than five minutes from Kent Village Center. Inside the ~2,800 sq ft main house, an open floor plan blends with sophisticated country character. The main level kitchen is light-filled with breakfast bar

  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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  /34

  $900,000

  $100K PRICE DROP

  • 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

  $2,395,000

  $100K PRICE DROP

  • 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

  $819,000

  $30K PRICE DROP

  • 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

  $549,000

  $40K PRICE DROP

  • Land
  • 18.26 Acres
  • $30,066 per Acre

  2581 Litchfield Rd, Watertown, CT 06795

  Beautiful Litchfield County land, 18.26 Acres, with summer vacation cottage & post and beam barn with loft. Live in the cottage while building or relax and enjoy and leave the land as a legacy for future generations! Options include year round cottage living, hunting,cross country skiing, BMX, Snowmobiling, ATVing, etc. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and

  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

  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 property and make it your

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  47 South St, Roxbury, CT 06783
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  /40

  $369,900

  $55K PRICE DROP

  • 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
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  /39

  $850,000

  $15K PRICE DROP

  • 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
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  /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
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  /20

  $575,000

  $50K PRICE DROP

  • 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
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  /40

  $669,900

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,560 Sq Ft

  494 Nonnewaug Rd, Bethlehem, CT 06751

  SOLAR PANELS ARE PAID FOR = $9.62 month elec bill!!! Solid, attractive Cape plus newer 2.5 bay detached garage with enormous office and 1/2 bath above. So much potential here - work from home, owners have run a florist business out of first floor of det garage and grew alot of the flowers right in the level back meadow. Or multi generational living would be easy. Bring the animals and have your

  Mary Ann Bennett Drakeley Real Estate, Inc.

  494 Nonnewaug Rd, Bethlehem, CT 06751
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  /11

  $120,000

  $30K PRICE DROP

  • Land
  • 33,541 Sq Ft
  • $155,844 per Acre

  408 Main St, Torrington, CT 06790

  This 0.77 acre commercial parcel offers approximately 111 feet of highly visible Main Street frontage in the heart of downtown Torrington. With utilities available in the street and a generally level to gently sloping layout, the property is well-positioned for efficient site planning and future development. Zoned LB (Local Business), the parcel provides flexibility for a wide range of uses,

  Trevor Burke Regency Real Estate, LLC

  408 Main St, Torrington, CT 06790
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  /21

  $189,900

  $29K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  327 Hillside Ave Unit 11, Torrington, CT 06790

  Welcome to this beautifully updated condo, where thoughtful renovations and modern comfort come together seamlessly. There are oak hardwood floors that flow throughout the home, creating an inviting and cohesive feel. The open-concept layout is perfect for today's lifestyle, connecting the kitchen, dining, and living areas. This spacious design allows for easy entertaining and comfortable

  Kristin Videtto Reed Berkshire Hathaway NE Prop.

  327 Hillside Ave Unit 11, Torrington, CT 06790
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  /27

  $285,000

  • Land
  • 7.01 Acres
  • $40,656 per Acre

  0 Westwoods Rd Unit 2, Sharon, CT 06069

  Perched high off the road in a large clearing this 7 acre building lot has all the advantages of the perfect country setting- privacy and views in an estate area. Atop a high open knoll one can spy long views east including, Dean and Coltsfoot Mountains as well as the the ski trails and Lookout Tower on Mohawk Mountain. A large open expanse makes ample room for a house, pool and barns should one

  Chris Garrity Bain Real Estate

  0 Westwoods Rd Unit 2, Sharon, CT 06069
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  /17

  $399,500

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft

  15 Legion Rd, New Milford, CT 06776

  Updated high ranch (including heating and central ac)with oversized 2 car garage ,public sewer and private water. Very private back yard setting with large patio. 3 bedroom 3 full bath.(public records only show 2 full bath). Oversized finished lower level family room with full bath that can easily accommodate man cave , gym or additional sleeping area. While oil prices continue to climb, you will

  Vito Uva Scalzo Real Estate

  15 Legion Rd, New Milford, CT 06776
• 

  

  /4

  $249,000

  • Land
  • 1.29 Acres
  • $193,023 per Acre

  29 Stone Oak Dr, New Milford, CT 06776

  Sitting privately at the end of an super upscale cul de sac. Level and private. Build your dream home here and protect your equity. 3000 sq ft minimum restriction. Can be packaged with other lots or owner can build. Level with views.

  Joe Chemero Coldwell Banker Realty

  29 Stone Oak Dr, New Milford, CT 06776
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  /34

  $345,000

  $24K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  462 Davis St, Oakville, CT 06779

  Welcome to a classic Colonial brimming with character, warmth, and opportunity. Situated on a generous corner lot in one of Oakville's established neighborhoods, this inviting three-bedroom home offers timeless appeal and comfortable everyday living. Step inside to discover sun-filled living spaces accented by hardwood floors, original door hardware, and classic New England charm. The bright

  Breanna Goebel Compass Connecticut, LLC

  462 Davis St, Oakville, CT 06779
• 

  

  /30

  $544,900

  $55K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,120 Sq Ft

  325 New Milford Rd E, Bridgewater, CT 06752

  Move right into this bright and well-maintained 4-bedroom, 2-bath split-level home set on a private, wooded 3-acre lot in desirable Bridgewater with low taxes. Recent updates include all new windows (2022), new gutters (2023), freshly painted kitchen cabinet doors (2026), and freshly painted bathrooms. The main level offers an open floor plan with hardwood floors, a spacious kitchen, and a

  Doug Collins Coldwell Banker Realty

  325 New Milford Rd E, Bridgewater, CT 06752
• 

  

  /40

  $769,900

  Open Sun 12PM - 2PM $19K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,072 Sq Ft

  195 Town Line Hwy, Watertown, CT 06795

  Welcome to 195 Town Line Highway, Watertown! Ideally situated on the Watertown-Bethlehem town line. This custom-built Colonial offers the perfect blend of elegance, space, and privacy. Built in 2004 and offering over 3,000 square feet of living space, this impressive 4-bedroom, 2 full bath, 2 half bath home is nestled on a picturesque 2.89-acre lot with beautiful views and a desirable

  

  Ken Demirs

  Regency Real Estate, LLC

  195 Town Line Hwy, Watertown, CT 06795
• 

  

  /40

  $5,195,000

  • 8 Beds
  • 8.5 Baths
  • 10,086 Sq Ft

  56 W Morris Rd, Washington Depot, CT 06794

  West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn,

  Stacey Matthews W. Raveis Lifestyles Realty

  56 W Morris Rd, Washington Depot, CT 06794

Showing Results 441 - 480, Page 12 of 18