Amenia, NY Homes for Sale with Acreage

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  /24

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft

  79 Powder House Rd, Amenia, NY 12501

  Step back in time to the 1860s with this charming, well-preserved home, lovingly cared for by the current owners for the past 39 years. Key updates include a durable metal roof and a new furnace, both installed in 2018, and a recently added hot water heater from 2022.The original two-story structure boasts spacious rooms, and a thoughtfully designed living room addition (21x13) was incorporated

  

  Larry Havens

  Havens Real Estate

  (845) 482-0516

  79 Powder House Rd, Amenia, NY 12501
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  /30

  $524,900

  • 3 Beds
  • 2.5 Baths
  • 2,261 Sq Ft

  18 Ohandley Dr, Amenia, NY 12501

  Set in a peaceful countryside location, this lovingly cared-for home has been in the same family for 29 years. Offering 3 spacious bedrooms and 2.5 bathrooms, the open floor plan blends casual elegance with comfort, making it ideal for family living. The kitchen is a standout feature with granite countertops, a tile floor, cherry wood cabinets, and high-quality appliances that make cooking a joy.

  

  Larry Havens

  Havens Real Estate

  (845) 682-5629

  18 Ohandley Dr, Amenia, NY 12501
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  /14

  $2,034,630

  • Land
  • 157 Acres
  • $13,000 per Acre

  0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501

  Indulge in breathtaking privacy, featuring a couple of extraordinary homesites harmoniously integrated into the enchanting landscape of meadows and woodlands. This premium land offering maintains a commitment to organic farming, ensuring a connection to nature. Tucked away from the road, this is an optimal setting for those desiring a distinguished location with ample space for exploration,

  

  Larry Havens

  Havens Real Estate

  (845) 493-3228

  0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
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  /15

  $479,000

  • Land
  • 50 Acres
  • $9,651 per Acre

  0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501

  Discover the perfect spot for your modern or log home - a private parcel perched on a hill, embraced by the tranquility of the forest. These idyllic home sites provide an ideal retreat from the hustle and bustle of city life. Just minutes away from the Wassaic Train Station and the Harlem Valley Rail Trail, this location invites you to plan your escape. Lace up your hiking boots and schedule a

  

  Larry Havens

  Havens Real Estate

  (845) 470-5991

  0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
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  /15

  $215,000

  • Land
  • 9 Acres
  • $23,395 per Acre

  0 Kent Rd Unit 20252538, Amenia, NY 12592

  Welcome to 9.19 acres of rolling meadow, offering breathtaking vistas of the Eastern Dutchess County countryside. Tucked away from the road, this peaceful and private setting provides the perfect canvas for your dream home.Whether you're envisioning a simple retreat, a working farm, or a lush garden oasis, this land supports a wide range of possibilities.Enjoy easy access to Metro-North,

  

  Larry Havens

  Havens Real Estate

  (845) 442-1853

  0 Kent Rd Unit 20252538, Amenia, NY 12592
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  /11

  $215,000

  • Land
  • 9 Acres
  • $23,395 per Acre

  0 Kent Rd Unit KEY882325, Amenia, NY 12592

  9.19 versatile acres with remarkable vistas of the gorgeous Eastern Dutchess County countryside. At the moment you will have the ability to select a site for your dream home on this open rolling open meadow. Offering privacy and set well off the road the ideal homesite welcomes your vision and ingenuity.This parcel is currently being used as a hayfield; however, your horticultural and

  

  Larry Havens

  Havens Real Estate

  (845) 439-2876

  0 Kent Rd Unit KEY882325, Amenia, NY 12592
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  /7

  $229,000

  • Land
  • 5.00 Acres
  • $45,800 per Acre

  Lot # 5 Smithfield Rd, Millerton, NY 12546

  Welcome to Smithfield Road—where open meadows, gentle woodlands, and sweeping pastoral views create the perfect setting for your dream home. With BOHA approval already in place on this 5-acre parcel, you're one step closer to building your own Hudson Valley retreat.A bit of strategic clearing will unlock even more beauty and possibility. This peaceful location feels worlds away, yet it's just

  

  Larry Havens

  Havens Real Estate

  (518) 656-0343

  Lot # 5 Smithfield Rd, Millerton, NY 12546
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  /8

  $225,000

  • Land
  • 24 Acres
  • $9,418 per Acre

  710 Smithfield Rd, Millerton, NY 12546

  Expansive 23.89 Parcel in Millerton, NY! Prime Location with Endless Potential. Discover a rare opportunity to own 23.89 acres of raw, wooded land nestled in the scenic hills of Millerton, NY. This private and peaceful property offers a true escape with a mix of mature trees, rolling terrain, and the potential for a long-range view from the upper elevations. Perfect for building your dream home,

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (518) 667-9706

  710 Smithfield Rd, Millerton, NY 12546
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  /38

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,802 Sq Ft

  82 Moadock Rd, Millerton, NY 12546

  Welcome to 82 Moadock Road – A Restored Modernist Gem set on more than 10 acres of beautifully landscaped grounds, this updated 1974 home offers a rare combination of architectural elegance, privacy, and natural beauty. Featuring 2 spacious bedrooms and 2 full baths, this peaceful retreat is ready to welcome its next owner. Inside, the home impresses with vaulted ceilings, custom-built-ins, and

  

  Lee Kader

  Keller Williams Realty Partner

  (518) 625-8220

  82 Moadock Rd, Millerton, NY 12546
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  /11

  $169,000

  • Land
  • 6 Acres
  • $26,656 per Acre

  Lot 4 Westerly Ridge Dr, Amenia, NY 12501

  A coveted location near the CT border. This open and rolling 6.34 acres offers bright skies by day and clear dark skies at night that are ideal for stargazing. The firefly spectacle is about to commence at the end of June. This wildlife habitat welcomes your new home that will enjoy the benefits of a brief driveway, nearby utilities, (cost saving) stunning vistas, some wetlands and meadow that

  

  Larry Havens

  Havens Real Estate

  (845) 593-8511

  Lot 4 Westerly Ridge Dr, Amenia, NY 12501
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  /14

  $189,000

  • Land
  • 8 Acres
  • $23,894 per Acre

  2 Westerly Ridge Dr, Amenia, NY 12501

  Westerly Ridge 7.9 acres with an elevated home site and extraordinary vistas of the rural countryside. The sunsets are magnificent, and the sun rises are invigorating.There is a well already installed and the BOHA that is in the process of being renewed requires no fill.The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values

  

  Larry Havens

  Havens Real Estate

  (845) 957-7485

  2 Westerly Ridge Dr, Amenia, NY 12501
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  /26

  $2,513,600

  • Land
  • 206 Acres
  • $12,194 per Acre

  0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501

  An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings.

  

  Larry Havens

  Havens Real Estate

  (845) 460-1037

  0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
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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

  $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
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  /40

  $3,700,000

  • 4 Beds
  • 4.5 Baths
  • 5,287 Sq Ft

  34 Knibloe Hill Rd, Sharon, CT 06069

  Set on 60 pristine acres of rolling farmland, forest, and dramatic rock outcroppings, this exceptional property captures the essence of refined country living. Offering sweeping west-, north- and south-facing vistas and unparalleled privacy, this property stands as one of the Northwest Corner's most exceptional offerings. With its seamless blend of natural beauty and modern luxury, it is an

  Chris Garrity Bain Real Estate

  34 Knibloe Hill Rd, Sharon, CT 06069
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  /12

  $3,250,000

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  5 - 15 Homestead Farm Ln, North East, NY 12546

  Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge. Boasting an expansive 258 acres, the

  Samantha Lucas Houlihan Lawrence, Inc.

  5 - 15 Homestead Farm Ln, North East, NY 12546
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  /36

  $8,000,000

  • 6 Beds
  • 8 Baths
  • 8,933 Sq Ft

  Unlisted Address

  Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389± acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two

  Joseph Lorino Brown Harris Stevens HV LLC

  Unlisted Address
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  /30

  $2,995,000

  • 6 Beds
  • 6 Baths
  • 6,118 Sq Ft

  644 Tower Hill Rd, Millbrook, NY 12545

  Experience the charm of country living in Millbrook with this 110-acre estate. As you wind your way along the quaint country road and up the circular driveway, you're greeted by manicured lawns, lush pastures, and majestic oak trees, setting the stage for the grandeur that awaits. The main residence, a masterpiece of architectural design, boasts over 6,000 sqft of traditional elegance blended

  OLIVER BROWN Houlihan Lawrence Inc.

  644 Tower Hill Rd, Millbrook, NY 12545
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  /48

  $11,750,000

  • 5 Beds
  • 6 Baths
  • 9,684 Sq Ft

  Unlisted Address

  Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined

  PAULA REDMOND Corcoran Country Living

  Unlisted Address
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  /34

  $1,187,500

  • 4 Beds
  • 3.5 Baths
  • 4,108 Sq Ft

  28 Oak Hill Rd, Amenia, NY 12501

  Charming Farmhouse Retreat in Amenia, New YorkAt first glance, this well-maintained farmhouse may seem modest—but step inside and discover a home that truly rewards the discerning look. Boasting an exceptional, flowing floor plan, this residence is filled with natural light from dawn until dusk, creating an inviting and serene atmosphere.The gourmet kitchen is a chef’s delight,

  Arleen Shepley Elyse Harney Real Estate

  28 Oak Hill Rd, Amenia, NY 12501
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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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  /15

  $85,000

  • Land
  • 3.40 Acres
  • $25,000 per Acre

  4950 U S 44, Amenia, NY 12501

  Discover the perfect blend of privacy and natural beauty with this exceptional 3.4-acre property, created by combining two parcels into one expansive homesite. Nestled in a serene, wooded setting, this land offers breathtaking mountain views and endless potential. Whether you're planning to build your dream home or a peaceful retreat, this is a rare opportunity to own a slice of paradise. Two

  Tamara LaBarbera Howard Hanna Rand Realty

  4950 U S 44, Amenia, NY 12501
• 

  

  /22

  $3,380,000

  • Land
  • 211 Acres
  • $16,000 per Acre

  28 Yellow City Rd, Amenia, NY 12501

  Discover an exceptional opportunity to own 211.25 acres of unspoiled beauty, blending open farmland and serene woodlands with panoramic views that grow ever more breathtaking as you climb to the property’s high points. Spanning six parcels with multiple road access points, this versatile tract offers endless potential—whether you envision a private estate, a family compound, or a thoughtfully

  Robert Dunlop Havens Real Estate

  28 Yellow City Rd, Amenia, NY 12501
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  /43

  $20,000,000

  • 4 Beds
  • 8 Baths
  • 7,500 Sq Ft

  365-381 Tower Hill Rd, Wassaic, NY 12592

  A Private Architectural Masterpiece on 165 AcresNestled along the border of Amenia and Millbrook, NY, this extraordinary 165-acre estate offers unparalleled privacy and breathtaking panoramic views of the Hudson Valley. Designed by the acclaimed Resolution: 4 Architecture and completed in 2019, the 7,500-square-foot modern residence harmonizes seamlessly with its natural surroundings.At the heart

  Noble Black Douglas Elliman Real Estate

  365-381 Tower Hill Rd, Wassaic, NY 12592
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  /6

  $120,000

  • Land
  • 4.53 Acres
  • $26,513 per Acre

  3733 New York 22, Wassaic, NY 12592

  Fantastic opportunity to build your dream home on the spacious on this 4.526 acre lot. Enjoy peace and privacy with a driveway. Don't miss your chance to create your ideal living space in this desirable location.

  Laurie Mainey KW MidHudson

  3733 New York 22, Wassaic, NY 12592
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  /16

  $895,000

  • Land
  • 27 Acres
  • $33,136 per Acre

  108 Westerly Ridge Dr, Amenia, NY 12501

  Perched at the very top of Westerly Ridge in Amenia, and surrounded by forever protected land under DLC conservation easement, lies the most exceptional building opportunity. There are panoramic 270-degree views, far and wide down the Oblong Valley to the south, across the Amenia hills to the west, and up into Sharon to the east, offering distant and varied views of the surrounding beauty. Ready

  Dan Kessler Compass Greater NY, LLC

  108 Westerly Ridge Dr, Amenia, NY 12501
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  /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
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  /32

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft

  1 Skiff Mountain Rd, Sharon, CT 06069

  Nestled in the heart of Sharon, this historic 1799-built property is an incredible opportunity for those seeking a rural restoration project. Situated on 7.44 acres of picturesque land, this estate features four buildings: a main house, two barns, and a once-impressive pool house. The property exudes character and potential but is in need of extensive rehabilitation. The main house, rich in

  Jolanta Rojek eXp Realty

  1 Skiff Mountain Rd, Sharon, CT 06069
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  /36

  $1,500,000

  • 3 Beds
  • 6 Baths
  • 2,700 Sq Ft

  4258 Route 44, Millbrook, NY 12545

  Unique residential and commercial opportunity in the heart of Dutchess County. This historic property was originally built in the 19th century as a Congregational church and has served as a livestock auction house and summer opera venue before evolving into its current beloved Charlotte's restaurant in 2006.The property offers a rare live/work opportunity. A lovely 3-bedroom apartment is

  Stephen Pener William Pitt Sothebys Int Rlty

  4258 Route 44, Millbrook, NY 12545
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  /36

  $875,000

  • 4 Beds
  • 3 Baths
  • 2,151 Sq Ft

  1168 Bangall Amenia Rd, Millbrook, NY 12545

  Quintessential Hudson Valley farmhouse situated on bucolic Bangall Amenia Road in Millbrook, NY. This period home is ready for the next steward to care for and enjoy this truly peaceful and stunning location on 7.12 acres. The charming eyebrow four bedroom homestead dates from 1870 with numerous recent renovations and improvements. The Hardie Board siding was done in 2023, along with metal roof

  Steve Bruman Corcoran Country Living

  1168 Bangall Amenia Rd, Millbrook, NY 12545
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  /33

  $1,300,000

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

  12 W Mountain Rd, Sharon, CT 06069

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

  Chris Garrity Bain Real Estate

  12 W Mountain Rd, Sharon, CT 06069
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  /10

  $249,000

  • Land
  • 5 Acres
  • $49,209 per Acre

  120 Westwoods Road 1 Unit Lot 5, Sharon, CT 06069

  Welcome to your private sanctuary in Sharon, CT! This exceptional 5.06-acre lot, nestled within an approved subdivision, offers unparalleled privacy and natural beauty, abutting the lavishly wooded 1,147 acre Sharon Audubon Center. Surrounded by lush woodlands and rolling hills, this parcel provides the perfect backdrop for your dream home or weekend retreat. Located in a desirable subdivision,

  Melissa Young Berkshire Hathaway NE Prop.

  120 Westwoods Road 1 Unit Lot 5, Sharon, CT 06069
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  /9

  $760,000

  • Land
  • 70 Acres
  • $10,857 per Acre

  80 Hunter Ln, Amenia, NY 12592

  HUNTERS PARADISE:Hunters Incredible hunting land with large cabin spring fed water system, hot water system full bath and shower Cabin has two bedrooms and a loft sleeps 8 comfortably with wood stove and fireplace for heat. All electric is run by generator. You supply generator There are total 132.4 acres in three parcels taxes 2943.00 13200000716400008885890000 70

  Bill Flood Houlihan Lawrence Inc.

  80 Hunter Ln, Amenia, NY 12592
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  /36

  $6,995,000

  • 12 Beds
  • 8 Baths
  • 7,084 Sq Ft

  20 Smithfield Way, Amenia, NY 12501

  Set on 118 Bucolic acres in the heart of the Hudson Valley, Smithfield Farm is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four woodburning fireplaces, central air

  OLIVER BROWN Houlihan Lawrence Inc.

  20 Smithfield Way, Amenia, NY 12501
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  /4

  $1,350,000

  • Land
  • 94 Acres
  • $14,362 per Acre

  5 Homestead Farm Ln, Millerton, NY 12546

  Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge. This property is totally unrestricted

  Andrew Gates Houlihan Lawrence, Inc.

  5 Homestead Farm Ln, Millerton, NY 12546
• 

  

  /12

  $1,950,000

  • Land
  • 164 Acres
  • $11,890 per Acre

  5 Homestead Farm Ln, Millerton, NY 12546

  Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge.

  Andrew Gates Houlihan Lawrence

  5 Homestead Farm Ln, Millerton, NY 12546
• 

  

  /20

  $2,995,000

  • Land
  • 94 Acres
  • $31,862 per Acre

  91 Lambert Rd, Sharon, CT 06069

  Just off Lambert Road, one of the finest country roads in Sharon, CT, with palatial views over Knibloe Road and the Oblong Valley, West to the Taconic Range, and North to the Berkshires, this land has the best views in the area. The four parcels together total just over 94 acres of pristine woodlands, each with distinct and magnificent views, and easy access from a logging road. 8 miles from the

  Dan Kessler Compass Connecticut, LLC

  91 Lambert Rd, Sharon, CT 06069
• 

  

  /15

  $99,000

  • Land
  • 1.06 Acres
  • $93,396 per Acre

  0 Old Route 22 Unit ONEH6264164, Amenia, NY 12501

  Looking for the perfect lot to build your dream home? Here it is. This lot is Board of Health Approved (BOHA) and has highly in demand "select fill" soil ready for you to build. Only an hour and 40 minutes to New York City. The scenery and foliage are breathtaking as the seasons change. Your new home will be overlooking a gorgeous open meadow. You'll be very conveniently located to the

  Alexandra Brown BHHS Hudson Valley Properties

  0 Old Route 22 Unit ONEH6264164, Amenia, NY 12501
• 

  

  /19

  $139,000

  • Land
  • 2.00 Acres
  • $69,500 per Acre

  0 Cornwall Bridge Rd Unit 170559925, Sharon, CT 06069

  Wonderful Opportunity for an affordable 2 Acre Lot in the heart of the Litchfield Hills. Country setting with South Westerly exposure, mature trees and stone setting on a lovely scenic road, conveniently located near the center of Sharon, Ct. close to neighborhood schools, and downtown shopping and restaurants. Use your plans or your own builder when envisioning your dream home. Map/Lot 13/26/1.

  Roberta Green Elyse Harney Real Estate

  0 Cornwall Bridge Rd Unit 170559925, Sharon, CT 06069
• 

  

  /12

  $1,950,000

  • Land
  • 164 Acres
  • $11,890 per Acre

  5 Homestead Farm Ln, Millerton, NY 12546

  Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge. This property is totally unrestricted

  Andrew Gates Houlihan Lawrence, Inc.

  5 Homestead Farm Ln, Millerton, NY 12546

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