Homes for Sale near Housatonic Valley Regional High School

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  /39

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 4,025 Sq Ft

  354 Route 7 N, Falls Village, CT 06031

  Escape to a serene place where you can live, work, and play amidst the stunning natural beauty of Litchfield County. This exceptional property features a meticulously restored 4,025-sq ft house, offering 4 spacious bedrooms and 3 full baths, on 6.29 acres of beautifully landscaped grounds. Complete with a new in-ground pool and 3-car garage, the property is surrounded by pristine state land,

  

  Ann Stettner

  Neil Charles Real Estate

  (860) 615-3779

  354 Route 7 N, Falls Village, CT 06031
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  /16

  $325,000

  • 1 Bed
  • 1 Bath
  • 1,042 Sq Ft

  174 Bunker Hill Rd, West Cornwall, CT 06796

  This charming one-bedroom bungalow is set back from the main road in a peaceful and private location near the Cornwall/Goshen line, making it ideal for a full-time residence or a weekend getaway. The home features classic wood paneling throughout and includes a generously sized bedroom, a cozy living room with a wood stove and vaulted ceiling, a full kitchen, a dining area, and a full bathroom.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 300-2185

  174 Bunker Hill Rd, West Cornwall, CT 06796
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  /33

  $555,000 Open Sat 10AM - 12PM

  • 5 Beds
  • 3 Baths
  • 3,040 Sq Ft

  16 Route 63, Falls Village, CT 06031

  This listing features two beautifully maintained antique homes, both situated on separate parcels, with both properties included in the sale. The front house is a classic Greek Revival Colonial, originally constructed as a storefront in 1803 and later expanded into a home in 1848. Currently, it functions as a two-family home but can easily be converted back to a single-family residence. Over the

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 750-9881

  16 Route 63, Falls Village, CT 06031
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  /34

  $550,000 Open Sat 10AM - 12PM

  • 5 Beds
  • 3 Baths
  • 3,040 Sq Ft

  16 Route 63, Falls Village, CT 06031

  This listing features two beautifully maintained antique homes, both situated on separate parcels, with both properties included in the sale. The front house is a classic Greek Revival Colonial, originally constructed as a storefront in 1803 and later expanded into a home in 1848. Currently, it functions as a two-family home but can easily be converted back to a single-family residence. Over the

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 506-5764

  16 Route 63, Falls Village, CT 06031
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  /38

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  89 Route 7 S, Falls Village, CT 06031

  Beautifully maintained home sits above the road with nicely landscaped yard, paved driveway and two car garage with an additional car port. Currently set up with an Eat-in Kitchen, Living Room (this could also be used as a formal dining room), Full Bath, Office & Den (could be a dining room or living room) on the first floor. Upstairs are three generously sized bedrooms and another full bath.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 530-2734

  89 Route 7 S, Falls Village, CT 06031
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  /10

  $345,000

  • Land
  • 37 Acres
  • $9,215 per Acre

  0 Old Turnpike Rd N, Canaan, CT 06018

  37.437 acres bordering the Konkapot River. A small portion of this land on the back side is in Massachusetts. New survey is complete. Nice location with great possibilities!

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 609-6471

  0 Old Turnpike Rd N, Canaan, CT 06018
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  /32

  $595,000

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  2 Perry St, Lakeville, CT 06039

  Beautifully maintained four bedroom home with two full baths located on the corner of Perry Street and Farnum Road, just a short distance to Lake Wononscopomuc and downtown Lakeville. First floor offers a spacious country kitchen with great counter and cabinet space & laundry, large dining area with bright living space and woodstove, an additional living room space, two large bedrooms with

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 854-3119

  2 Perry St, Lakeville, CT 06039
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  /36

  $749,925 Open Sat 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 2,201 Sq Ft

  100 Belden St, Falls Village, CT 06031

  Nestled in the picturesque charm of Falls Village, this custom-built retreat is unlike anything you've seen. 100 Belden Street blends rustic character, high-end finishes, and smart design to offer an extraordinary living experience-whether you're searching for a weekend escape or a year-round residence. Step inside and you'll immediately notice the authentic craftsmanship throughout-from real

  

  Jason Kemp

  Five Stars Realty

  (860) 846-7127

  100 Belden St, Falls Village, CT 06031
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  /40

  $950,000 Open Sat 2PM - 4PM

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  48 Preston Ln, Salisbury, CT 06068

  Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom one-level home offers the perfect blend of natural beauty, thoughtful design, and modern comfort. Set on just over three wooded acres with a tranquil stream, the property offers privacy and peaceful surroundings in every direction. The original home was built in 1950. There was a complete

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 792-5920

  48 Preston Ln, Salisbury, CT 06068
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  /16

  $89,000

  • Land
  • 0.51 Acre
  • $174,510 per Acre

  294 Lime Rock Rd, Lakeville, CT 06039

  Discover the hidden potential of 294 Lime Rock Road, Salisbury, CT! Situated on a generous 22,215 square foot lot, this unique property is ready for you to build your dream home. Currently featuring an antique garage, the lot is a blank canvas awaiting your creative vision. With the property grandfathered for the existing well and the opportunity to create a septic system, you're provided with

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 553-9689

  294 Lime Rock Rd, Lakeville, CT 06039
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  /25

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  182 Church St, Canaan, CT 06018

  Welcome to this classic 3-bedroom Colonial, ideally situated on the outskirts of town yet just a short stroll to the sidewalk district. This home blends timeless charm with functional living spaces, perfect for families or anyone looking for a comfortable setting with easy access to town amenities. Step inside to discover hardwood floors that flow throughout the home, adding warmth and character

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 295-3073

  182 Church St, Canaan, CT 06018
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  /35

  $649,000

  • 5 Beds
  • 3 Baths
  • 3,436 Sq Ft

  27 Tobey Hill Rd, Canaan, CT 06018

  Nestled in the foothills of the Berkshires on a quiet country road, this circa 1790 colonial, "The Tobey House," awaits its new stewards! This special property features authentic period details & is sited on a majestic 3.88 acre lot with direct access to the waterfalls at Campbells Falls. The sprawling, versatile floorplan is the perfect canvas to bring your antique Pinterest board to life! With

  Tommy Connors Redfin Corporation

  27 Tobey Hill Rd, Canaan, CT 06018
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  /39

  $2,745,000

  • 6 Beds
  • 3 Baths
  • 4,380 Sq Ft

  12 Popple Swamp Rd, Cornwall Bridge, CT 06754

  A rare and storied offering, the Colonel Dwight Wellington Pierce Farmstead is a distinguished circa 1830 Greek Revival residence listed on the State Registry of Historic Places. Perched on a rise with views of mountains, conserved land, and state forest, it blends heritage, natural beauty, and modern comfort. Spanning over 4,300 square feet, the main house features original moldings, wide-plank

  William Melnick Elyse Harney Real Estate

  12 Popple Swamp Rd, Cornwall Bridge, CT 06754
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  /31

  $1,499,000

  • 3 Beds
  • 2.5 Baths
  • 3,038 Sq Ft

  52 Cooper Hill Rd, Salisbury, CT 06068

  This is a unique chance to enjoy stunning views of Bear Mountain from a contemporary home featuring expansive windows that showcase the scenery, set on nearly 20 acres that stretch across Salisbury, CT, and Sheffield, MA. The bright sunshine and lofty ceilings, along with a screened porch and two upper-level decks, seamlessly blend indoor and outdoor living in this lovely residence. The

  Holly Leibrock Elyse Harney Real Estate

  52 Cooper Hill Rd, Salisbury, CT 06068
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  /31

  $1,379,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  15 Stonewall, Kent, CT 06757

  Tucked on a private and level 12+ acre lot flanked by stone walls in the St. John's Peak neighborhood of Kent is this brand new, custom-built home at 15 Stonewall Lane. Constructed with thoughtful design and high-end craftsmanship that is the hallmark of this builder and development team, the exterior is reminiscent of a modern English country home with dormers, glass doors, and a full-width

  Meo VELDHUIZEN Fieldhouse Country Properties, LLC

  15 Stonewall, Kent, CT 06757
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  /40

  $995,000

  • 5 Beds
  • 3.5 Baths
  • 5,096 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 North Canaan. 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 cozy study with a stunning

  Dave Jones Dave Jones Realty, LLC

  11 College Hill Rd, Canaan, CT 06018
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  /37

  $1,285,000

  • 1 Bed
  • 2 Baths
  • 1,056 Sq Ft

  178 Carter Rd, Kent, CT 06757

  Incredible opportunity in Kent featuring breathtaking westerly views and over 50 acres of land. The property offers a charming cottage with an open-concept living and kitchen area that leads out to an elevated deck, perfect for taking in the stunning mountain scenery. You can either expand the existing cottage or use it as a guest house while building your dream country home. Additionally,

  Steve Pener William Pitt Sotheby's Int'l

  178 Carter Rd, Kent, CT 06757
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  /39

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  53 Upland Meadow Rd, Salisbury, CT 06068

  Welcome to Peony Hill. A Hilltop Haven in Lakeville Perched at the crest of a long, private drive this Lakeville retreat is where timeless sophistication meets everyday comfort. Fully renovated in 2020 with no detail overlooked, the home is equal parts refined and relaxed-a quiet triumph of thoughtful design and modern convenience. Step into the heart of the home: a stunning new kitchen outfitted

  Lenore Mallett William Pitt Sotheby's Int'l

  53 Upland Meadow Rd, Salisbury, CT 06068
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  /13

  $2,200,000

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft

  276 Gay St, Sharon, CT 06069

  Discover Serenity and Space at 276 Gay St, Sharon CT - A Pristine 114-Acre Parcel Nestled in the heart of Northwest Connecticut's bucolic countryside, 276 Gay Street in Sharon, CT, presents a rare opportunity to own an expansive 114-acre sanctuary. This exceptional interior lot is a treasure trove of natural beauty, featuring open fields that beckon for exploration, a tranquil pond, and a

  John Harney William Pitt Sotheby's Int'l

  276 Gay St, Sharon, CT 06069
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  /23

  $1,125,000

  • 3 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  3 W Mountain Rd, Sharon, CT 06069

  Welcome to 3 West Mountain Road, a meticulously renovated 3-bedroom, 2.5-bath home nestled just minutes from the charming Village of Sharon, CT. Spanning 1,995 square feet, this thoughtfully updated residence offers a rare blend of timeless craftsmanship and modern comfort-ideal for those seeking a peaceful full-time home or a stylish weekend escape in Litchfield County. Inside, custom white oak

  John Panzer Elyse Harney Real Estate

  3 W Mountain Rd, Sharon, CT 06069
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  /20

  $1,145,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 3 Baths
  • 2,113 Sq Ft

  21 Perry St, Lakeville, CT 06039

  Just in time for summer! Welcome to 21 Perry Street-a beautifully maintained home that perfectly blends country charm with in-town convenience. The spacious main level features a primary suite complete with a large walk-in closet and private bath, offering comfort and functionality for everyday living. Upstairs, you'll find two generously sized bedrooms and a full bath, ideal for family,

  Jusztina Paksai Elyse Harney Real Estate

  21 Perry St, Lakeville, CT 06039
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  /34

  $2,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,421 Sq Ft

  19 Old Paddock Ln, South Kent, CT 06785

  Welcome to Slot Canyon featuring unparalleled luxury in this new construction, modern contemporary home, perfectly situated in the prestigious neighborhood of St. John's Peak. One of Kent's most sought-after neighborhoods, with proximity to top-tier schools, gourmet restaurants, and unique shopping experiences. At 19 Old Paddock Lane, state-of-the-art design meets eco-conscious living, creating

  Phil Fox William Pitt Sotheby's Int'l

  19 Old Paddock Ln, South Kent, CT 06785
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  /39

  $2,149,000

  • 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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  /29

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 1,968 Sq Ft

  331 Calkinstown Rd, Sharon, CT 06069

  Situated in one of Sharon's most desirable locations on prestigious Calkinstown Road, this comprehensively renovated property presents an exceptional opportunity in Connecticut's coveted Litchfield County. Set on over 2 beautifully landscaped acres, this versatile estate features a spacious main residence with 3 bedrooms and 2.5 bathrooms, complemented by a separate income-producing accessory

  Thomas Callahan Elyse Harney Real Estate

  331 Calkinstown Rd, Sharon, CT 06069
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  /35

  $1,200,000

  • 2 Beds
  • 2.5 Baths
  • 4,773 Sq Ft

  308 Main St, Lakeville, CT 06039

  Prime Opportunity in the Heart of Downtown Lakeville/Salisbury. A rare chance to own a distinguished Federal-era residence, seamlessly transformed into a versatile commercial space while maintaining the possibility of restoring it to a stately private home. Nestled in the vibrant center of Lakeville, this property blends historic charm with endless potential. Brimming with timeless character, the

  Evan Cooper Elyse Harney Real Estate

  308 Main St, Lakeville, CT 06039
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  /8

  $1,400,000

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  400 Gay St, Sharon, CT 06069

  Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

  John Harney William Pitt Sotheby's Int'l

  400 Gay St, Sharon, CT 06069
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  /18

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,933 Sq Ft

  39 Treasure Hill Rd, South Kent, CT 06785

  Dream retreat in South Kent on nearly 25 high acres with potential to create views of rolling hills to the west. Private and quiet on one of Kent's most prestigious and scenic roads, This quaint cottage style contemporary is nestled well off the road yet is only minutes to the vibrant New England Village of Kent and around the corner to Lake Waramaug for golf, tennis, swimming, hiking trails,

  Karen Casey William Pitt Sotheby's Int'l

  39 Treasure Hill Rd, South Kent, CT 06785
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  /32

  $985,000

  • 3 Beds
  • 2 Baths
  • 2,409 Sq Ft

  185 Route 63, Falls Village, CT 06031

  Enchanting Riverside Retreat in Falls Village Nestled along the banks of the Hollenbeck River, this contemporary home at 185 Route 63 offers a serene sanctuary where nature and architecture become one. With approximately a quarter-mile of river frontage, a large pond and extensive walking trails that meander through fields and woodlands this 18-acre property is a haven for tranquility and outdoor

  John Harney William Pitt Sotheby's Int'l

  185 Route 63, Falls Village, CT 06031
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  /26

  $1,149,000

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  12 Spectacle Ridge Rd, South Kent, CT 06785

  "Best In Class" Lake Property just 10 minutes from the vibrant center of Kent, CT. Rare opportunity to purchase a property with access to South Spectacle Lake which is a pristine Crystal Clear 85-acre, spring-fed lake perfect for fishing, swimming and boating. This property is located within an enclave of approximately 20 homes that have use of a community private beach, recreation area,

  Peter Klemm Klemm Real Estate Inc

  12 Spectacle Ridge Rd, South Kent, CT 06785
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  /34

  $1,300,000

  • 5 Beds
  • 4.5 Baths
  • 3,544 Sq Ft

  175 Kent Rd, Kent, CT 06757

  Secluded Country Estate with Modern Amenities Nestled on over 11 acres in the charming town of Kent, CT, this beautifully renovated country home, built in 2002, offers the perfect blend of rustic charm and contemporary elegance. The spacious interior boasts a newly renovated country kitchen, ideal for entertaining, and extensive renovations throughout, including new floors, fresh paint inside

  John Engel Douglas Elliman of Connecticut

  175 Kent Rd, Kent, CT 06757
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  /27

  $1,380,000

  • 3 Beds
  • 3.5 Baths
  • 1,716 Sq Ft

  36 Lincoln City Rd, Salisbury, CT 06068

  Welcome to 36 Lincoln City. A beautiful, modern and chic renovation in bucolic Salisbury, CT. This remodel includes custom cabinetry, a high end kitchen with stainless appliances, and all new mechanicals to include HVAC. This stunning home has 3 bedrooms all in-suite with tiled showers. A powder room and mudroom/laundry area are located on the first floor. A large covered deck on the back of the

  LORI BELTER William Pitt Sotheby's Int'l

  36 Lincoln City Rd, Salisbury, CT 06068
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  /33

  $1,300,000

  • 6 Beds
  • 3.5 Baths
  • 5,526 Sq Ft

  12 W Mountain Rd, Sharon, CT 06069

  Fabulous modern country home designed with classic sensibilities and touches of artistic license. The property is alluringly welcoming yet the home is furtively reserved. Trimmed in stone walls and under a 5 acre canopy of dappled shade and sunshine, the grounds and flora have 30 years of maturity. Formal details adorn with large trim, sweeping porches and classic columns. Anything but stuffy

  Chris Garrity Bain Real Estate

  12 W Mountain Rd, Sharon, CT 06069
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  /20

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 2,505 Sq Ft

  6 Juniper Ledge Ln, Lakeville, CT 06039

  Country Home In Private Location - This home is located on a private road in Lakeville and features a first-floor primary, a large living room with wood wood-burning fireplace, and a screened-in porch overlooking the grounds. The eat-in kitchen has a separate laundry room, wood cabinets with granite countertops, and sliding glass doors that open to the back deck perfect for outdoor dining or

  Elyse Morris Elyse Harney Real Estate

  6 Juniper Ledge Ln, Lakeville, CT 06039
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  /13

  $475,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  15 Guinea Rd, Sharon, CT 06069

  A local surveyor said this is his favorite parcel in Sharon. Almost 11 acres on a hill facing east southeast, with wide open spaces that allow for great light all day long. The spot is private and quiet, but you're just a few minutes to the conveniences in Cornwall Bridge. The town center of Sharon is 10 minutes, and the happening town of Kent is only 15 minutes away. There's a cute ranch home on

  David Mallison William Pitt Sotheby's Int'l

  15 Guinea Rd, Sharon, CT 06069
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  /19

  $450,000

  • Land
  • 19 Acres
  • $23,672 per Acre

  50 Popple Swamp Rd, Cornwall, CT 06754

  Tucked away off a peaceful country road in the charming hamlet of Cornwall Bridge, Connecticut, this secluded 19-acre parcel offers a rare opportunity to create a private haven in one of Litchfield County's most unspoiled corners. Gently wooded with 100-year-old pine trees and rich with natural character, the land provides the perfect canvas for your dream home-whether it's a custom-designed

  DeWayne A. Powell William Pitt Sotheby's Int'l

  50 Popple Swamp Rd, Cornwall, CT 06754
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  /38

  $420,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  123 Lower Rd, East Canaan, CT 06024

  This is an amazing opportunity to own a completely renovated home offering a private yard and a fabulous location! Step inside to a spacious living room that flows seamlessly into the dining area, creating the perfect space for entertaining. Just off the main living area is a versatile bonus room-ideal for a home office, playroom, or first-floor guest bedroom. The first floor also features a

  Lauren Freedman Coldwell Banker Realty

  123 Lower Rd, East Canaan, CT 06024
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  /27

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,784 Sq Ft

  163 Dublin Rd, Falls Village, CT 06031

  Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The

  Thomas Callahan Elyse Harney Real Estate

  163 Dublin Rd, Falls Village, CT 06031
• 

  

  /30

  $1,200,000

  • Land
  • 13 Acres
  • $91,954 per Acre

  215 Taconic Rd, Salisbury, CT 06068

  It's rare to find property on a lake that is secluded and private and still be five minutes away from the local village with all the conveniences you want. It's extremely rare to find such a property that's also 13 acres. Lastly, to find such a property with the house site cleared and all engineering completed, well, that's not just rare - it's next to impossible. This parcel is on Lake Washinee,

  David Mallison William Pitt Sotheby's Int'l

  215 Taconic Rd, Salisbury, CT 06068
• 

  

  /9

  $449,000

  • Land
  • 26 Acres
  • $17,403 per Acre

  0 East St, Sharon, CT 06069

  Set At the Intersection of 2 Bucolic Low Traveled Roads, this 25-Acre Pastoral Parcel Offers Total Privacy. Subtle Views Over Pasture Land to the South & East. Multiple Open Pastures Offer a Multitude of Agricultural or Recreational Opportunities. Directly Across the Street from Land Trust & Surrounded by Larger Properties, this Parcel is Poised to Support a Wonderful Country Home.

  Graham Klemm Klemm Real Estate Inc

  0 East St, Sharon, CT 06069
• 

  

  /40

  $749,999 Open Sat 3PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft

  15 Rt 7 Route N, Canaan, CT 06031

  **Charming Colonial in the quaint town of Falls Village** This 3 bedroom, 2 full bath home offers timeless character and modern comfort with rich hardwood floors throughout. On the main level, you can enter into the spacious den/family room with vaulted ceilings, blue slate heated floors, french doors that open up to a multi-level stone patio. The backyard boasts stunning views! Step up into the

  Diane Carroll The Washington Agency

  15 Rt 7 Route N, Canaan, CT 06031

Showing Results 1 - 40, Page 1 of 4