Homes for Sale near Maplebrook School

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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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  /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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  /45

  $479,000

  • 3 Beds
  • 4 Baths
  • 2,003 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. M

  (845) 957-8457

  22 Depot Hill Rd, Amenia, NY 12501
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  /7

  $229,000

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

  Lot # 5 Smithfield Rd, Millerton, NY 12546

  A vibrant 5-acre parcel that blends open meadow, a scruffy gone wild section on the North side of the meadow and a lightly wooded area between the road and the extraordinary future homesite. The map in photos is accurate. Preparing this BOHA setting is only limited by your vision and imagination. This tranquil location offers invigorating privacy, serene optimism and impressive views of the

  

  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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  /38

  $775,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  1220 Hunns Lake Rd, Pine Plains, NY 12567

  1220 Hunns Lake Rd is perfect as a full-time family home or a weekend escape, ideally located for both tranquility and convenience. This charming early 1900's farmhouse in the serene Shekomeko Valley offers 4 bedrooms, 2 bathrooms, and 1,344 square feet on 1.52 bucolic acres. The property boasts views of the surrounding countryside and stunning sunsets. Enter the home through the light-drenched

  Marina Tatistcheff Compass Greater NY, LLC

  1220 Hunns Lake Rd, Pine Plains, NY 12567
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  /37

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 2,376 Sq Ft

  111 Yellow City Rd, Amenia, NY 12501

  Relax and unwind at 111 Yellow City Road, a pristine hillside retreat perfectly situated on nearly eight acres - it’s a showstopper in every way. A long private drive escorts you to this luxe haven in the trees, where cathedral ceilings and a 300 square foot deck overlook your tranquil pond and meadow in the rural wonderland of Dutchess County. This stylish and generous layout features top to

  Gina Cooney Giner Real Estate Inc.

  111 Yellow City Rd, Amenia, NY 12501
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  /30

  $795,000

  • 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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  /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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  /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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  /26

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 3,817 Sq Ft

  139 Charlie Hill Rd, Millerton, NY 12546

  Dramatic Post and Beam Barn-Style Home with Observation Tower, Pond & Sweeping Catskill Views. Perched on a hilltop in a secluded Millerton setting, this one-of-a-kind home offers over 3,800 square feet of thoughtfully designed living space with panoramic Catskill Mountain views from every room. The main level features a soaring double-height living room with a double-sided fireplace shared with

  OLIVER BROWN Houlihan Lawrence Inc.

  139 Charlie Hill Rd, Millerton, NY 12546
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  /21

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  36 Leedsville Rd, Amenia, NY 12501

  Timeless Colonial Charm: The Hitchcock HouseStep into a piece of history with The Hitchcock House, an exquisite colonial masterpiece built in 1783 that embodies classic elegance and modern sensibilities. Built in the traditional colonial style, this stunning residence features a central hall with four spacious rooms on either side, both upstairs and down, preserving its original layout and

  Helen Murray William Pitt Sothebys Int Rlty

  36 Leedsville Rd, Amenia, NY 12501
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  /2

  $60,000

  • Land
  • 5 Acres
  • $11,952 per Acre

  0 Silver Mountain Rd Unit KEY860241, North East, NY 12546

  Embrace the tranquility of nature. This location ensures privacy, surrounded by expansive farmland vistas. A stream meanders the property, it's an excellent site for a woodland retreat, serving as an ideal home base to all that the Northeast has to offer.

  Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

  0 Silver Mountain Rd Unit KEY860241, North East, NY 12546
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  /6

  $169,000

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  147 Lake Ln, Millerton, NY 12546

  This seasonal lake home on Indian Lake in Millerton, NY, offers a great opportunity for lakeside living. It features 2 bedrooms and 1 bath, nestled on an inlet with access to the main part of the lake. The property has received several updates, including a newer roof, windows, mini-split system, and a screened-in porch. While the cottage could use some TLC, it presents a chance to create your own

  Arleen Shepley Elyse Harney Real Estate

  147 Lake Ln, Millerton, NY 12546
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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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  /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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  /10

  $550,000

  • Land
  • 30 Acres
  • $18,333 per Acre

  0 Mill Rd Unit KEY846323, North East, NY 12546

  30 Acres of Prime Land with Panoramic Mountain Views & Walking Distance to Downtown Millerton!A rare and remarkable opportunity to own 30 acres of pristine, gently rolling land just steps from the heart of Millerton in the Town of Northeast, Dutchess County. Perched atop a rise with unobstructed 360-degree mountain views, this exceptional parcel is ideal for a private estate, family compound, or

  Ashley Olson Minard eXp Realty

  0 Mill Rd Unit KEY846323, North East, NY 12546
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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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  /33

  $590,000

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

  87 Gay St, Sharon, CT 06069

  Just steps from Sharon's village center on a farm-like one acre setting, this surprisingly spacious charming home has the best of both worlds. The classic New England one level design seen from the road belies the amazing space, size and comfort that this country home offers. The property features 2666SF of living space, including a 480SF finished den on the lower level.There are 10 rooms

  Chris Garrity Bain Real Estate

  87 Gay St, Sharon, CT 06069
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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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  /12

  $3,400,000

  • Land
  • 258 Acres
  • $13,178 per Acre

  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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  /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

  $419,000

  • 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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  /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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  /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

  $1,500,000

  • Land
  • 94 Acres
  • $15,957 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

  $2,100,000

  • Land
  • 164 Acres
  • $12,805 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

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