Amenia, NY Homes for Sale

• 

  

  

  /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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  /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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  /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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  /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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  /47

  $479,000

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

  22 Depot Hill Rd, Amenia, NY 12501

  Enter a beautifully restored Arts and Crafts Victorian, where historical charm meets contemporary living. From the welcoming covered porch, step into a foyer that unveils a gourmet chef's kitchen. Pocket doors seamlessly connect the inviting living room to the formal dining room, creating a fluid and elegant space. This home features three bedrooms, two full and two half baths, a finished attic

  

  Brad Rebillard

  Dutchess Country Realty, Inc.

  (845) 957-8457

  22 Depot Hill Rd, Amenia, NY 12501
• 

  

  /18

  $439,000

  • 3 Beds
  • 2 Baths
  • 2,277 Sq Ft

  51 Depot Hill Rd, Amenia, NY 12501

  For the first time ever this home that has been passed down from the original owner to the next generation is being offered for sale. The roof is 3 years young; the central air conditioning system is 3 years young and the floors throughout the home are only 2 years young. The floors are durable and very handsome.This home is equipped with a spacious living room, 3 bedrooms, 2 baths, a den,

  

  Larry Havens

  Havens Real Estate

  (845) 640-3828

  51 Depot Hill Rd, Amenia, NY 12501
• 

  

  /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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  /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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  /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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  /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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  /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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  /36

  $6,995,000

  • 7 Beds
  • 5 Baths
  • 6,019 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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  /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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  /15

  $395,000

  • 4 Beds
  • 3 Baths
  • 1,560 Sq Ft

  75 Midway Ave, Amenia, NY 12501

  Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort & privacy nestled in a quiet, rural neighborhood. Enter to a natural light filled LR/DR area with a cozy fireplace, and hardwood floors throughout most of the house. Kitchen is small & in need of updating, but there is potential to expand. Sliding

  Karen Grimaldi WILLIAM PITT SOTHEBY'S - SALISBURY

  75 Midway Ave, Amenia, NY 12501
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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
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  /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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  /4

  $300,000

  • Land
  • 0.82 Acre
  • $365,854 per Acre

  5282 Route 44, Amenia, NY 12501

  Great location wonderful investment area build new apt and or commercial building and or mixed use.great traffic location.Close to town and all services close to Silo Ridgetown park etc .

  Bill Flood Houlihan Lawrence Inc.

  5282 Route 44, 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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  /4

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  34 Prospect Ave, Amenia, NY 12501

  Wonderful home in great neighborhood, wonderful 1.5 acre lotClose to everything walk to rail trail.Ready to move in

  Bill Flood Houlihan Lawrence Inc.

  34 Prospect Ave, Amenia, NY 12501
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  /24

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  54 Midway Ave, Amenia, NY 12501

  Here is a home that just makes sense! Located in the picturesque, storybook town of Amenia is this Vintage 1930's charmer featuring modern updates creating a comfy country home vibe like no other on the market in this price range. Walk into a welcoming entryway and enjoy convenient built in closets to store your coats, hats and shoes. To the left is an office space or extra sleep quarters for

  ANGELINA POLLARD Mondello Upstate Properties

  54 Midway Ave, Amenia, NY 12501
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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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  /32

  $10,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,170 Sq Ft

  292 Wood Duck Rd, Amenia, NY 12501

  In a coveted position on the lake, 292 Wood Duck Road presents an extraordinary opportunity to own a turnkey property just two hours from Manhattan. The pristine estate spans approximately 5,000+ square feet of interior space, complimented by more than 1,800+ square feet of outdoor terrace and covered porch.The home includes five beautifully appointed ensuite bedrooms and two half baths.

  Jonathan Stein Douglas Elliman Real Estate

  292 Wood Duck Rd, 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
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  /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
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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
• 

  

  /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

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