Homes for Sale near The Hotchkiss School

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  /3

  $319,000

  • 4 Beds
  • 2 Baths
  • 2,304 Sq Ft

  5846 S Elm Ave, Millerton, NY 12546

  Millerton Village This building appears to be rock solid with tremendous space.With 4 bedrooms and 2 full baths the potential is invigorating.There is a nice level yard and a detached one car garage with an additional car port. Many of the rooms are not being used in the conventionally. There is some work to be done here and hopefully you will see opportunity that this

  

  Larry Havens

  Havens Real Estate

  (518) 655-3826

  5846 S Elm Ave, Millerton, NY 12546
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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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  /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
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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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  /20

  $387,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  201 Beilke Rd, Millerton, NY 12546

  Now active. An extraordinary location about halfway between the Village of Millerton and Rudd Pond State Park. This 3-bedroom 1 bath home is power packed with exceptional enhancements: Granite kitchen counter, upgraded appliances, authentic hard wood floors throughout, a screened in front porch, a private back deck that overlooks the incredible back yard and the fun filled inground pool. This

  

  Larry Havens

  Havens Real Estate

  (518) 559-2858

  201 Beilke Rd, Millerton, NY 12546
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  /6

  $387,000

  • 3 Beds
  • 1.5 Baths
  • 1,498 Sq Ft

  5842 S Elm Ave, Millerton, NY 12546

  This home offers character, charm and space and appears to be very solid.The sunroom addition with vaulted ceilings and 3 walls of glass enhances the flow and creates an inviting area that sets this home up to be not just another Village home.The bedrooms with hard wood floors and good ceiling height welcome family or friends.This home is very convenient to downtown Millerton and

  

  Larry Havens

  Havens Real Estate

  (518) 625-8559

  5842 S Elm Ave, Millerton, NY 12546
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  /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
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  /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
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  /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
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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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  /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
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  /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
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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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  /20

  $1,145,000 Open Sat 11AM - 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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  /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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  /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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  /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
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  /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
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  /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
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  /5

  $949,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  0 Beilke-State Line Rd, North East, NY 12546

  4 Bedroom 3 Bath Barn style home To Be Built on 21 acre hilltop property in the town of Northeast bordering the Village of Millerton. Super energy efficient home with low cost heat pump technology that will provide heating and cooling. Geo thermal and Solar are also possibilities for this home. 21 acre parcel residential zoning allows for further sub-division if buyer wishes to do so. A current

  Margaret Rynn Dutchess Country Realty, Inc.

  0 Beilke-State Line Rd, North East, NY 12546
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  /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
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  /4

  $200,000

  • 1,176 Sq Ft

  52 N Center St, Millerton, NY 12546

  Opportunity knocks with this 1,176 sq ft as-is village home, perfect for investors or rehab-minded buyers. The existing structure is a shell—no floors inside—offering a clean slate for your custom renovation or flip. Electric, water, and septic systems are already in place, saving you time and cost on infrastructure. Located in a quiet village setting, this property has no driveway and requires a

  Arleen Shepley Elyse Harney Real Estate

  52 N Center St, Millerton, NY 12546
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  /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
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  /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
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  /30

  $140,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  22 Beilke Rd, Millerton, NY 12546

  Investor’s Dream in Millerton – Prime Location with Endless Potential!Nestled just outside the charming Village of Millerton, this single-family residence offers a rare opportunity for investors, builders, or handy homeowners. In need of TLC, this property is brimming with potential and ready to be transformed into the perfect country getaway or income-generating asset.Enjoy the serenity

  Samantha Davis BHHS Hudson Valley Properties

  22 Beilke Rd, Millerton, NY 12546
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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

  $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
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  /40

  $749,999

  • 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
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  /16

  $353,500

  • 4 Beds
  • 1 Bath
  • 1,876 Sq Ft

  84 Beilke Rd, Millerton, NY 12546

  This description really captures the essence of what makes this light and bright 4-bedroom 1 bath home both practical and inspiring. Its design masterfully blends everyday efficiency with endless creative potential. The first floor’s open layout—with the living room, eat-in kitchen, and integrated mudroom/laundry—creates a comfortable, unified space that makes returning home feel effortless.

  Arleen Shepley Elyse Harney Real Estate

  84 Beilke Rd, Millerton, NY 12546
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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
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  /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
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  /71

  $394,900

  • 3 Beds
  • 2.5 Baths
  • 1,434 Sq Ft

  4 Park St, Millerton, NY 12546

  A Beautiful 3 Bedroom 2 1/2 Bath Victorian with a 2 Car Garage in the Charming Village of Millerton! The first floor features a living room, a kitchen, a dining room, and a 1/2 bath, The second floor features 3 bedrooms and a 3/4 bath. There is a walkup attic with plumbing for additional living space and a full basement that's been partially finished with a 3/4 bath that's not in use. The home

  Theodore Banta III RVW Select Properties

  4 Park St, Millerton, NY 12546
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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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  /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
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  /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
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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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  /21

  $424,900

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  8 S Maple Ave, Millerton, NY 12546

  Tastefully updated Village of Millerton colonial loaded with attractive finishes. Modern open floor plan, ideal for entertaining includes kitchen w/quartz counters/backsplash & stainless appliances. Spacious living room flows seamlessly to formal dining room creating the perfect environment for dinner parties with family & friends. First floor powder room w/conveniently located washer & dryer

  Dan Axtmann BHHS Hudson Valley Properties

  8 S Maple Ave, Millerton, NY 12546
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  /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

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