Homes for Sale near Housatonic Valley Regional High School

• 

  

  

  /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
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• 

  

  

  /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
• 

  

  

  /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

  • 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
• 

  

  /16

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /38

  $399,999

  • 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
• 

  

  /40

  $920,000

  • 5 Beds
  • 3.5 Baths
  • 3,752 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 Canaan in the foothills of the Berkshires. 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

  Dave Jones Dave Jones Realty, LLC

  11 College Hill Rd, Canaan, CT 06018
• 

  

  /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
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  /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
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  /39

  $1,995,000

  • 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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  /7

  $500,000

  • Land
  • 9 Acres
  • $54,466 per Acre

  10 Red Mountain Rd, Salisbury, CT 06039

  Nestled on a private road amid Salisbury's picturesque landscape, this 9.18-acre parcel presents a rare opportunity to craft your own secluded retreat. Enveloped by nature and bordered by open space, the land features rolling topography that offers both privacy and breathtaking views. Underground utilities are already in place, providing a seamless path from dream to development. Picture your

  John Harney William Pitt Sotheby's Int'l

  10 Red Mountain Rd, Salisbury, CT 06039
• 

  

  /21

  $2,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,720 Sq Ft

  278 and 282 Farnum Rd, Salisbury, CT 06039

  SALMON KILL VALLEY - 147 ACRES Rarely does such a versatile and visually stunning property come to market. Located in a prime agricultural area with a history of productive use, this land offers a unique blend of farmland, open pastures, and wooded sections, all enriched by the Salmon Kill, a year-round stream. Spanning 147 acres of breathtaking terrain, this rare offering creates the perfect

  Elvia Gignoux William Pitt Sotheby's Int'l

  278 and 282 Farnum Rd, Salisbury, CT 06039
• 

  

  /29

  $2,125,000

  • 4 Beds
  • 3.5 Baths
  • 3,105 Sq Ft

  200 Sharon Mountain Rd, Sharon, CT 06069

  Set on 7 private acres directly across from protected conservation land, this beautifully renovated home offers peaceful wooded views, exceptional privacy, and modern comfort in a prime Sharon location. Completed in 2024, the full-scale renovation brought new life and elegance to the property-earning it a recent feature in Litchfield County Magazine for its thoughtful craftsmanship and refined

  Elyse Morris Elyse Harney Real Estate

  200 Sharon Mountain Rd, Sharon, CT 06069
• 

  

  /27

  $425,000

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft

  47 E Main St, Salisbury, CT 06068

  The key to this Hidden Charm is location, privately tucked away in a cozy area with in town access and bike path access, you have the option to venture to all the amenities offered close at hand. A cozy single level 2 bed, 1 bath, home on .67 acres has much for the owner with a vision. See the upside potential, resale value, and or rental value. Nestled in a desirable area of Salisbury, Ct. enjoy

  Roberta Green Elyse Harney Real Estate

  47 E Main St, Salisbury, CT 06068
• 

  

  /14

  $427,500

  • Land
  • 10 Acres
  • $41,545 per Acre

  77 Belgo Rd, Salisbury, CT 06039

  Tranquil 10.29-Acre Shovel-Ready Building Site in the Heart of Lakeville. Discover a rarely available, serene parcel of wooded, subdividable land. Tucked away in a picturesque setting on Upper Farm Road, this gently sloping property offers the ideal canvas for your dream home-whether it's a charming cabin in the woods or a cutting-edge, energy-efficient Passive House. This private land parcel

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

  77 Belgo Rd, Salisbury, CT 06039
• 

  

  /40

  $3,170,000

  • 3 Beds
  • 3 Baths
  • 2,632 Sq Ft

  20 Kirk Rd, West Cornwall, CT 06796

  Welcome to "River Bend," a private oasis nestled along the picturesque Housatonic River. This fully renovated property provides a perfect blend of comfort, luxury, and natural beauty. Rebuilt from the ground up with meticulous attention to detail, the home showcases oak flooring, updated fixtures, and vaulted or elevated ceilings in every room, creating a warm and spacious atmosphere throughout.

  Tracy Macgowan Elyse Harney Real Estate

  20 Kirk Rd, West Cornwall, CT 06796
• 

  

  /23

  $425,000

  • 2 Beds
  • 2.5 Baths
  • 1,387 Sq Ft

  87 Canaan Rd Unit 2F, Salisbury, CT 06068

  Introducing: Florence. Welcome to the sought-after Lion's Head complex, where ease and elegance come together. As you enter this thoughtfully designed unit, a central staircase defines the space. To the left, the cozy living room features a wood-burning fireplace and custom built-ins-perfect for curling up on cool evenings. The kitchen is practical and open, connecting seamlessly to the living

  Elvia Gignoux William Pitt Sotheby's Int'l

  87 Canaan Rd Unit 2F, Salisbury, CT 06068
• 

  

  /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
• 

  

  /31

  $595,000

  • 5 Beds
  • 3 Baths
  • 2,596 Sq Ft

  310 S Kent Rd, South Kent, CT 06785

  This captivating antique property, located in South Kent, is a treasure trove of history, set against the backdrop of Kent's rolling hills. The residence, rich in character, features original details that tell a story of craftsmanship and care. Some of the details that offer a unique nod to the past, include hand-hewn beams, repurposed from a local barn and heart pine hardwood floors that have

  Phil Fox William Pitt Sotheby's Int'l

  310 S Kent Rd, South Kent, CT 06785
• 

  

  /32

  $875,000

  • 4 Beds
  • 3.5 Baths
  • 2,240 Sq Ft

  341 Housatonic River Rd, Salisbury, CT 06068

  The Boyle house, circa 1886, is a charming Salisbury Ct antique with close proximity to the Housatonic River. This well sited colonial is light filled and charming. The main floor has a large and gracious living room with fireplace which leads to a formal dining room also with fireplace, a powder room and sunny kitchen; each room features original wide board floors. Separated from the main

  Mary Taylor William Pitt Sotheby's Int'l

  341 Housatonic River Rd, Salisbury, CT 06068
• 

  

  /4

  $350,000

  • Land
  • 12 Acres
  • $28,736 per Acre

  00 Old Homestead Ln, Kent, CT 06757

  Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and

  Jaime Richichi William Pitt Sotheby's Int'l

  00 Old Homestead Ln, Kent, CT 06757
• 

  

  /40

  $3,999,000

  • 8 Beds
  • 9 Baths
  • 8,072 Sq Ft

  1 Great Elm Dr, Sharon, CT 06069

  Enjoy estate living with the convenience and ease of a shared community. Amenities include a 70ft heated pool, tennis and separate paddle/pickle courts. Owned by a noteworthy family for over 100 years, this is a rare opportunity to reside in one of Sharon's most treasured properties. The home encompasses the majority of the original mansion and was thoroughly renovated in 2013 with tasteful

  Pels Matthews W. Raveis Lifestyles Realty

  1 Great Elm Dr, Sharon, CT 06069
• 

  

  /3

  $275,000

  • Land
  • 20 Acres
  • $13,966 per Acre

  0 Aspen Hill Dr, Falls Village, CT 06031

  Rare Dual Parcel Offering With Pond Views, Mountain Vistas & Estate Potential - An exceptional opportunity to own two adjoining parcels in Litchfield County, combining privacy, natural beauty, and development flexibility. Lot 10 features a former logging road, easily reopened to create a driveway to a scenic home site overlooking a peaceful pond and the surrounding mountain views. Lot 9 offers

  William Melnick Elyse Harney Real Estate

  0 Aspen Hill Dr, Falls Village, CT 06031
• 

  

  /32

  $895,000

  • 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
• 

  

  /3

  $350,000

  • Land
  • 24 Acres
  • $14,391 per Acre

  45 Aspen Hill Dr, Canaan, CT 06031

  Sunset Views - A partially cleared 24-acre parcel with a designated driveway area and a defined building envelope that captures western views of the valley and surrounding mountain range. With additional clearing, expansive views are possible. Utilities, including Eversource and cable/internet, are available at the road. The property is approved for a 5-bedroom septic system. Offering exceptional

  William Melnick Elyse Harney Real Estate

  45 Aspen Hill Dr, Canaan, CT 06031
• 

  

  /40

  $899,000

  • 5 Beds
  • 3 Baths
  • 2,859 Sq Ft

  2 Surdan Mountain Rd, Sharon, CT 06069

  Great opportunity to own this expansive New England farm/horse property situated on 70+ acres with great views of the CT Litchfield Hills! This is an estate sized parcel adjacent to National Audubon Society owned land and features multiple homes, barns/garages and paddock. The main farmhouse was built in 1780 and has been added to over the years including a post and beam addition with first floor

  Peter Carbutti Carbutti & Co., Realtors

  2 Surdan Mountain Rd, Sharon, CT 06069
• 

  

  /19

  $475,000

  • 2 Beds
  • 2 Baths
  • 2,480 Sq Ft

  128 S Kent Rd, South Kent, CT 06785

  Chic Contemporary Cottage in South Kent is in perfect turn key condition and loaded with Style! The cottage interior features an open floor plan with vaulted ceilings and gleaming wood floors. The Great Room section of the Cottage comprises of Living room with Fireplace, Dining room and a high end kitchen designed by a chef with stainless steel appliances and a center island with seating. Access

  Dave Fairty Regency Real Estate, LLC

  128 S Kent Rd, South Kent, CT 06785
• 

  

  /30

  $775,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  17 Rhynus Rd, Sharon, CT 06069

  This well kept Sharon, CT home is one for the ages! From the stylish interior to the beautiful grounds, this property will grow on you and never disappoint. It's the perfect blend of tranquility and convenience - nestled in a serene setting and offering a peaceful retreat with the ease of being a short stroll from the local town amenities - shops, groceries, restaurants, even hiking. The

  David Mallison William Pitt Sotheby's Int'l

  17 Rhynus Rd, Sharon, CT 06069
• 

  

  /40

  $4,295,000

  • 4 Beds
  • 5 Baths
  • 4,838 Sq Ft

  39 Bunker Hill Rd, Salisbury, CT 06068

  Architectural Mountain View Estate on 39+ Acres and Infinity Pool Magnificent architectural gem showcases breathtaking Berkshire Mountain panoramas from nearly every room. Original hand-hewn beams and soaring ceilings with sophisticated entertaining spaces designed to maximize the spectacular sunrise vistas that define this exceptional Litchfield County estate. The thoughtfully designed main

  Elyse Morris Elyse Harney Real Estate

  39 Bunker Hill Rd, Salisbury, CT 06068
• 

  

  /7

  $199,000

  • Land
  • 11 Acres
  • $18,791 per Acre

  0 Railroad St, Cornwall, CT 06796

  Discover the perfect canvas for your dream home in the heart of West Cornwall. This exceptional 10-acre parcel of land presents a rare opportunity to create a personalized retreat amidst the natural beauty of Connecticut. The property includes a designated building site and an approved septic plan, setting the stage for a seamless transition from vision to reality. Nestled against conserved land,

  David Hurlburt William Pitt Sotheby's Int'l

  0 Railroad St, Cornwall, CT 06796
• 

  

  /9

  $399,999

  • Land
  • 20 Acres
  • $19,851 per Acre

  0 Stonewall Unit 39, Kent, CT 06757

  Desirable acreage within the scenic St Johns Peak in Kent! Under ground utilities, private road located at the end of culdesac

  Diane Carroll The Washington Agency

  0 Stonewall Unit 39, Kent, CT 06757
• 

  

  /6

  $185,000

  • Land
  • 6 Acres
  • $29,319 per Acre

  4 Westwoods Road 2 Rd, Sharon, CT 06069

  A charming brook tumbles through this easy and slightly elevated wooded parcel with considerable road frontage in the quiet Westwoods Neighborhood. Located across from a large beaver pond to which the property's brook flows and where wildlife abounds, the setting is perfect to build one's dream house and enjoy all of what nature has in store in the North West Corner of Connecticut. This parcel

  Chris Garrity Bain Real Estate

  4 Westwoods Road 2 Rd, Sharon, CT 06069
• 

  

  /39

  $4,321,000

  • 5 Beds
  • 8 Baths
  • 5,005 Sq Ft

  65 Hammertown Rd, Salisbury, CT 06068

  The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

  Elyse Morris Elyse Harney Real Estate

  65 Hammertown Rd, Salisbury, CT 06068
• 

  

  /25

  $925,000

  • Land
  • 56 Acres
  • $16,568 per Acre

  15 Caray Hill Rd, Sharon, CT 06069

  Stunning estate property consisting of 3 parcels to total 55.83 acres with multiple building sites. Perfect for a family compound. Gently rolling hills with two plateaus offering stone walls and sweeping 330 degree forest and mountain views facing The Taconic Mountain Range to the North and The Berkshires to the East. Access roads cleared and ready for you and your architect to imagine the many

  Katherine Bennett William Pitt Sotheby's Int'l

  15 Caray Hill Rd, Sharon, CT 06069
• 

  

  /37

  $2,300,000

  • 4 Beds
  • 5 Baths
  • 5,512 Sq Ft

  221 Fuller Mountain Rd, Kent, CT 06757

  As you approach this radiant modern homestead, a gracefully winding driveway crosses the picturesque Jack brook on a newly restored wood trestle bridge, framed by specimen trees and meticulously crafted stonework, creating a breathtaking entrance. The home's expansive design seamlessly blends indoor and outdoor living, offering a harmonious flow throughout. At its heart, a striking stone

  Holly Leibrock Elyse Harney Real Estate

  221 Fuller Mountain Rd, Kent, CT 06757

Showing Results 41 - 80, Page 2 of 4