Homes for Sale near Housatonic Valley Regional High School

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  /38

  $455,000

  • 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
• 

  Explore Housatonic Valley Regional High School

• 

  

  

  /36

  $899,000

  • 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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  /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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  /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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  /35

  $750,000 Open Sat 10AM - 12PM

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

  100 Belden St, Falls Village, CT 06031

  Set high on a hill and privately tucked back from the road, this custom-built Post & Beam home is a rare blend of craftsmanship, comfort, and sustainability. Constructed with Murus Structural Insulated Panels (SIPs), the home offers a high-performance, tightly sealed envelope-three to five times more efficient than standard construction. This advanced building method enhances energy efficiency

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 744-5966

  100 Belden St, Falls Village, CT 06031
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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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  /39

  $1,350,000

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

  354 Route 7 N, Falls Village, CT 06031

  Escape to a 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,built in 1790, offering 4 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) 404-9876

  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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  /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
• 

  

  /40

  $1,650,000

  • 3 Beds
  • 3 Baths
  • 5,057 Sq Ft

  164 East St, Sharon, CT 06069

  Welcome to 164 East St. This scenic family compound is a true Litchfield County gem. This special retreat offers a rare blend of character, privacy, and versatility, perfect for a family compound or an income-generating venture by transforming some outbuildings into guest amenities. Anchoring the property is a striking, renovated 5,000 sq ft barn-style home with four bedrooms and three baths,

  Elisa Waysenson Bain Real Estate

  164 East St, Sharon, CT 06069
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  /27

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 3,078 Sq Ft

  37 Lower Barrack Rd, Falls Village, CT 06031

  Extraordinary Property with 99+/- Acres in 10 Parcels It is hard to believe this is a reproduction Antique - the details are so fabulous! There are 5 fireplaces and a Scandinavian tile stove in the Main House, a Library filled with bookshelves, large Kitchen with a 4-oven AGA stove plus supplementary electric range, attached Greenhouse, large Deck overlooking the Brook, Dining Room, Study, 4

  Juliet Moore Elyse Harney Real Estate

  37 Lower Barrack Rd, Falls Village, CT 06031
• 

  

  /40

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 2,739 Sq Ft

  15 Lakeview Ave, Lakeville, CT 06039

  Welcome to Lenora, a Charming and Elegant home in Lakeville: A Historic Home Reimagined for Modern Living Nestled in the heart of the highly sought-after Lakeville neighborhood, this classic historic residence has been thoughtfully updated to blend timeless elegance with contemporary comfort. As you step inside, you're greeted by generously proportioned rooms bathed in natural light, accentuated

  John Harney William Pitt Sotheby's Int'l

  15 Lakeview Ave, Lakeville, CT 06039
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  /30

  $2,000,000

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

  6 Claudia Ln, Sharon, CT 06069

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

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

  6 Claudia Ln, Sharon, CT 06069
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  /31

  $1,200,000

  • 3 Beds
  • 1.5 Baths
  • 2,131 Sq Ft

  64 Todd Hill Rd, Cornwall, CT 06796

  This Enchanting Cape Cod-style home, Built around 1935, is situated in West Cornwall, CT, and serves as a timeless retreat on 3 acres of land adjacent to preserved areas, ensuring privacy and tranquility. Nestled along a picturesque road, this home is in pristine condition seamlessly blends classic charm with modern living. The floor plan is ideal for both entertaining and family living. The

  Karen Casey William Pitt Sotheby's Int'l

  64 Todd Hill Rd, Cornwall, CT 06796
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  /40

  $1,875,000

  • 4 Beds
  • 5 Baths
  • 5,890 Sq Ft

  16 Westmount Rd, Salisbury, CT 06068

  Set on 10 private acres just five minutes from downtown Salisbury, this spacious 4-bedroom, 3 full, 2 half bath home offers over 5,000 square feet of elegant living space. Perfect for entertaining, it features a formal living room with fireplace, an oversized kitchen with walk-in pantry, and a flexible layout including a primary suite with en-suite bath and walk-in closet. A highlight is the

  Tracy Macgowan Elyse Harney Real Estate

  16 Westmount Rd, Salisbury, CT 06068
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  /28

  $1,145,000

  • 3 Beds
  • 4 Baths
  • 3,472 Sq Ft

  36 Old Turnpike Rd N, Canaan, CT 06018

  Modern New Construction on 8 Acres: Contemporary North Canaan Home - Discover refined modern elegance in this exceptional new construction home spanning 3,472 sq ft of thoughtfully designed living space on 8.34 private acres in North Canaan, Connecticut. This contemporary Litchfield County residence exemplifies luxury living with meticulous attention to detail, featuring energy-efficient heat

  Elyse Morris Elyse Harney Real Estate

  36 Old Turnpike Rd N, Canaan, CT 06018
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  /37

  $2,695,000

  • 4 Beds
  • 4.5 Baths
  • 2,810 Sq Ft

  9 Overlook Dr, Lakeville, CT 06039

  Experience the pinnacle of modern living with this spectacular and recently renovated 4 BDR/4.5 home off of Belgo Road in Lakeville, CT. Set on a very private 5.7-acre parcel, this property offers breathtaking views in a lightly wooded setting adorned with beautifully manicured lawns. Inside, the new finishings are impeccable, with clean lines and bright spaces that invite natural light to

  Diana Bisselle William Pitt Sotheby's Int'l

  9 Overlook Dr, Lakeville, CT 06039
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  /33

  $1,385,000

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  35 Emmons Ln, Canaan, CT 06018

  CANAAN VALLEY LUXURY - The total renovation of this beautifully located single level home, rebuilt from the foundation up in 2024, has been done with unparalleled taste and style. Set just above the Whiting River and overlooking preserved land in an area of estate level properties, the serenity and timeless appeal of Canaan Valley surround you. The result is a virtually new home that is offered

  David Taylor Elyse Harney Real Estate

  35 Emmons Ln, 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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  /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

  • 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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  /29

  $1,195,000

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

  331 Calkinstown Rd, Sharon, CT 06069

  Renovated Sharon Home with Guest Apartment - Situated on over 2 beautifully landscaped acres, this adaptable 3-bedroom, 2.5-bath residence also features a private one-bedroom apartment complete with its own full kitchen. The main house provides single-level living with bright living areas, including a luxurious primary suite. The well-equipped primary bathroom offers an elegant design with

  Thomas Callahan Elyse Harney Real Estate

  331 Calkinstown Rd, Sharon, CT 06069
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  /35

  $1,100,000

  • 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

  $1,200,000

  • 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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  /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
• 

  

  /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
• 

  

  /21

  $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
• 

  

  /25

  $630,000

  • 4 Beds
  • 2.5 Baths
  • 2,469 Sq Ft

  132 S Kent Rd, South Kent, CT 06785

  Don't miss this exceptional opportunity in desirable South Kent. This four-bedroom Colonial offers beautiful views and a spacious, light-filled layout. The main level features an inviting kitchen with an island, seamlessly connected to the living and dining room anchored by a cozy fireplace. Two sets of French doors lead to a sunroom addition, perfect for relaxing or entertaining. The main level

  Steve Pener William Pitt Sotheby's Int'l

  132 S Kent Rd, South Kent, CT 06785
• 

  

  /17

  $850,000

  • Land
  • 28 Acres
  • $29,835 per Acre

  0 Lime Rock Rd Unit 24116442, Salisbury, CT 06039

  Scenic 28+ Acre Parcel with Mountain Views in Salisbury, CT Unparalleled long-range mountain views and unspoiled natural beauty await on this exceptional 28.49-acre parcel in the heart of Salisbury, CT. Located just minutes from Lime Rock Park and only 25 minutes to the Wassaic train station, this rare offering combines privacy, convenience, and possibility. With 276 feet of road frontage, access

  Tracy Macgowan Elyse Harney Real Estate

  0 Lime Rock Rd Unit 24116442, Salisbury, CT 06039
• 

  

  /16

  $295,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  3 Chase Hill Rd, Kent, CT 06757

  Wonderful cape on a level lot in a quiet neighborhood. Eat in kitchen with lots of light. Cozy and charming, this lovely home is close to town but on a quiet street. Normal staircase up to a large, unfinished attic with huge potential. Oak floors throughout, with a pine floor in the bathroom. Two bedrooms, one bath, and a lovely yard, this little gem has so much to offer.

  Deborah Bain Bain Real Estate

  3 Chase Hill Rd, Kent, CT 06757
• 

  

  /26

  $749,000

  • 4 Beds
  • 3 Baths
  • 2,750 Sq Ft

  26 Granite Ave, Canaan, CT 06018

  Welcome to a circa 1882 Victorian home nestled on a picturesque street in the heart of Canaan, CT. This exceptional property set on 1.32 acres, offers a rare blend of historic elegance and contemporary living. The main residence boasts 4 bedrooms and 3 full baths. Step inside to discover three gracious first-floor parlors, adorned with original architectural details. These versatile spaces can

  Christopher Virtuoso KW Legacy Partners

  26 Granite Ave, Canaan, CT 06018
• 

  

  /36

  $899,500

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

  28 White Hollow Rd, Lakeville, CT 06039

  Discover timeless charm at 28 White Hollow Road, a stunning 1850 antique home in the heart of Lakeville, CT. This 2,784 sq ft residence, set on a just over 1 acre lot along the serene Salmon Kill River, offers 4 bedrooms and 3 bathrooms, blending historic elegance with modern comforts. Enter through a short hallway into an open living and dining area, featuring exquisite wainscoting, intricate

  Lynn Attella Marrin Santore Realty LLC

  28 White Hollow Rd, Lakeville, CT 06039
• 

  

  /40

  $939,788

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft

  255 Dibble Hill Rd, West Cornwall, CT 06796

  Located in the picturesque New England town of West Cornwall, Connecticut, this meticulously maintained home offers a blend of rural charm and convenient access to local attractions and metropolitan areas. Situated on 18 acres, the property presents a unique opportunity for year-round living or a part-time retreat. The 3-bedroom, 2-bath home is less than 10 minutes from Mohawk Mountain Ski Area,

  Sandra Kerr Berkshire Hathaway NE Prop.

  255 Dibble Hill Rd, West Cornwall, CT 06796
• 

  

  /20

  $895,000

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  188 Farnum Rd, Lakeville, CT 06039

  Welcome to 188 Farnum Rd - a brand new, energy-efficient 3-bedroom, 2-bath modular ranch set on a quiet, private lot just under 1 acre, and backing to protected land for long-term privacy and serenity. This thoughtfully designed single-level home offers a modern, open layout filled with natural light and high-quality finishes. At the heart of the home is a warm and inviting wood-burning

  Jusztina Paksai Elyse Harney Real Estate

  188 Farnum Rd, Lakeville, CT 06039
• 

  

  /40

  $850,000

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

  35 College St, Litchfield, CT 06759

  Secluded Homestead Retreat in Litchfield County. Just 10 minutes from Mohawk Mountain Ski Resort and Mohawk Pond, and under 15 minutes to the historic West Cornwall Covered Bridge, this 23-acre property offers the perfect blend of privacy and convenience in the rural town of Cornwall. Designed for self-sufficiency, the estate features solar and wood alternative energy systems, along with a

  P. Leslie Slater Northwest CT Realty

  35 College St, Litchfield, CT 06759
• 

  

  /7

  $85,000

  • Land
  • 10 Acres
  • $8,763 per Acre

  471 U S 7, Sharon, CT 06069

  9.7 Acres of stunning Connecticut woodland with Stone Walls and a beautiful stream. Frontage on US Route 7 and abuts the Housatonic State Forest. Contains historic charcoal burning site from Revolutionary War era iron industry.

  Derek Eisenberg Continental Real Estate

  471 U S 7, Sharon, CT 06069
• 

  

  /34

  $765,000

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  10 Dunbar Rd, Sharon, CT 06069

  This classic side hall colonial is elegant yet charming and filled with character including gorgeous wide oak floors and a chestnut fireplace surround. Sunlight streams into this 1870 antique, which offers a large living room, formal dining room, recently redone eat-in, kitchen, half bath and small office on the first floor. Upstairs is the primary bedroom suite complete with fireplace and

  Mimi Harson William Pitt Sotheby's Int'l

  10 Dunbar Rd, Sharon, CT 06069
• 

  

  /19

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,611 Sq Ft

  285 Millerton Rd, Lakeville, CT 06039

  Set back from the road on 1.9 acres, this conveniently located 2 bedroom, 2 bath home provides comfortable one level living in a serene setting. The large breezeway serves as a main entrance, connecting the attached garage to the main living area. The spacious open concept design seamlessly connects the living room, kitchen, and dining area, creating a perfect space for gatherings. The kitchen is

  Laurie Dunham William Pitt Sotheby's Int'l

  285 Millerton Rd, Lakeville, CT 06039

Showing Results 1 - 40, Page 1 of 4