Homes for Sale near Housatonic Valley Regional High School

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /36

  $950,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

  Charm and Elegance 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 by high ceilings that create

  John Harney William Pitt Sotheby's Int'l

  15 Lakeview Ave, Lakeville, CT 06039
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /33

  $1,385,000 Open Sat 12PM - 2PM

  • 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
• 

  

  /31

  $1,350,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /27

  $1,625,000

  • 4 Beds
  • 2.5 Baths
  • 2,730 Sq Ft

  21 Sharon Canaan Rd, Salisbury, CT 06068

  Set on 13 tranquil acres with privileged access to the Housatonic River, this gracious Salisbury property offers an exceptional country retreat in the heart of Connecticut's Litchfield Hills. The beautifully renovated 4-bedroom, 2-bath Colonial residence showcases bright, thoughtfully designed living spaces that complement the natural landscape surrounding the home. The welcoming interior

  Holly Leibrock Elyse Harney Real Estate

  21 Sharon Canaan Rd, Salisbury, CT 06068
• 

  

  /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
• 

  

  /32

  $1,495,000

  • 3 Beds
  • 3.5 Baths
  • 2,573 Sq Ft

  323 Wells Hill Rd, Lakeville, CT 06039

  Discover modern country living in this exquisitely remodeled contemporary 3 bedroom, 3.5 bath farmhouse, nestled on a .93-acre open lot with distant views of rolling hills. Spanning 2,573 square feet of thoughtfully designed living space, this home features new windows, new roof and beautiful oak hardwood floors as part of the extensive renovation. Step inside to find a great room with soaring

  Laurie Dunham William Pitt Sotheby's Int'l

  323 Wells Hill Rd, Lakeville, CT 06039
• 

  

  /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
• 

  

  /15

  $600,000

  • Land
  • 51 Acres
  • $11,678 per Acre

  80 Brinton Hill Rd, Salisbury, CT 06031

  A build site has been cleared, some grading has been done, the driveway's improved, and there's a meter pedestal installed on this wonderful parcel in Salisbury! Over 50 acres with view possibilities, this lot is on a quintessential, quiet country road. The neighbors are few and far between. Septic feasibility study completed and approved for a 5BR home!

  David Mallison William Pitt Sotheby's Int'l

  80 Brinton Hill Rd, Salisbury, CT 06031
• 

  

  /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
• 

  

  /30

  $785,000

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft

  10 Williams Rd, Sharon, CT 06069

  Renovated Antique Estate with Modern Luxury -Nestled in Connecticut 's scenic Litchfield Hills, this beautifully renovated antique residence harmoniously blends historic character with sophisticated modern updates. A classic white picket fence frames the level grounds, while rock outcroppings and surrounding woodlands create a tranquil backdrop for outdoor living. Recent improvements include a

  William Melnick Elyse Harney Real Estate

  10 Williams Rd, Sharon, CT 06069
• 

  

  /20

  $895,000 Open Sat 12PM - 1:30PM

  • 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

  $510,000

  • 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
• 

  

  /36

  $555,000

  • 4 Beds
  • 2 Baths
  • 2,666 Sq Ft

  87 Gay St, Sharon, CT 06069

  Nestled just a stone's throw from the heart of Sharon, this delightful home is set on a picturesque one-acre parcel With its classic New England ranch-style facade, yo will be surprised by the abundant space and comfort that this residence provides. The main floor measures 2216 sf, not including a finished lower-level den that adds an additional 480 sf of living area. This property boasts 10

  Chris Garrity Bain Real Estate

  87 Gay St, Sharon, CT 06069
• 

  

  /15

  $315,000

  • Land
  • 9 Acres
  • $35,714 per Acre

  163 White Hollow Rd, Lakeville, CT 06039

  8.82 Salisbury acres with view potential. The property gently rises to a lovely plateau, perfect to take advantage of the eastern hillside views. Engineering to support a 3 bedroom home and possibly larger, has been done, just bring your house design. More land potentially available.

  David Mallison William Pitt Sotheby's Int'l

  163 White Hollow Rd, Lakeville, CT 06039
• 

  

  /36

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  143 White Hollow Rd, Lakeville, CT 06039

  This classic and light-filled colonial is being offered for the first time in 60 years. Built in 1890, the property was home to the White Hollow Fish and Game Club in the 1930's and in the late 1940's reverted back to the single family residence you see now. Upon entering the driveway, the first thing you notice is the majestic Sycamore tree, well over 100 years old. The house has had many recent

  Mimi Harson William Pitt Sotheby's Int'l

  143 White Hollow Rd, Lakeville, CT 06039
• 

  

  /28

  $1,145,000 Open Sat 12PM - 2PM

  • 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
• 

  

  /22

  $949,000

  • 4 Beds
  • 3 Baths
  • 2,579 Sq Ft

  12 Lucas Rd, Sharon, CT 06069

  Location Location! Hip 4 Bedroom Modern with Pool Located on a Chic Country Road 6 Min to Village. Flat, Useable Land with Stately Trees Set in an Area of Fine Homes. 4 Bedrooms, 3 Full Bath Main House Includes Fabulous Great Room; Living Room with Fireplace; Wrap Around Deck; Pool & Cabana. 2-Car Attached Garage.

  Graham Klemm Klemm Real Estate Inc

  12 Lucas Rd, Sharon, CT 06069
• 

  

  /40

  $1,995,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 4.5 Baths
  • 3,790 Sq Ft

  168 Cobble Rd, Kent, CT 06757

  Welcome to 168 Cobble Rd! Better than new 4 bedroom custom colonial on 14.45 private acres with breathtaking mountain views. Enjoy your morning coffee and dramatic sunsets on your full length deck or private balcony. Open layout features chef's kitchen, soaring ceilings, beams, skylights, and lots of windows. The kitchen is fully equipped with Wolf gas range and Bosch refrigerator and dishwasher.

  Joe Chemero Coldwell Banker Realty

  168 Cobble Rd, Kent, CT 06757
• 

  

  /33

  $729,000

  • 3 Beds
  • 2 Baths
  • 3,092 Sq Ft

  10 Surdan Mountain Rd, Sharon, CT 06069

  Experience serene, one-level living at its finest in this newly renovated ranch home located in an exceptional rural setting. Spanning 1,592 square feet, this modern sanctuary offers 3 bedrooms and 2 bathrooms. Enjoy the seamless flow of the open-concept design, complete with central AC and a large two car attached garage. The finished basement area is approximately 1500 sq ft, and has room for

  Claudia Crane Compass Connecticut, LLC

  10 Surdan Mountain Rd, Sharon, CT 06069
• 

  

  /33

  $3,995,000

  • 6 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  79 Hilltop Rd, Sharon, CT 06069

  1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both

  Carolyn Morrison William Pitt Sotheby's Int'l

  79 Hilltop Rd, Sharon, CT 06069

Showing Results 1 - 40, Page 1 of 4