24

Amenia, NY Houses for Sale

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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

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 482-0516

    79 Powder House Rd, Amenia, NY 12501
  • /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.

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 682-5629

    18 Ohandley Dr, Amenia, NY 12501
  • /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

    Agent Photo

    Lee Kader

    Keller Williams Realty Partner

    (518) 625-8220

    82 Moadock Rd, Millerton, NY 12546
  • /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

    Agent Photo

    Brad Rebillard

    DUTCHESS COUNTRY REALTY INC. M

    (845) 957-8457

    22 Depot Hill Rd, Amenia, NY 12501
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /27

    $398,000

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    3343 Route 343, Amenia, NY 12501

    Pristine and thoughtfully renovated, this 3-bedroom, 2-bath colonial home sits in the heart of downtown Amenia, NY—offering walkability to shops, restaurants, and everyday conveniences and it is also zoned for mixed-use. Enjoy the spacious side and back yards, perfect for relaxing or entertaining outdoors.Inside, the home features hardwood floors, a cozy wood-burning stove in the kitchen,

    Liza Reiss Elyse Harney Real Estate

    3343 Route 343, Amenia, NY 12501
  • /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
  • /32

    $449,900

    • 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
  • /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
  • /24

    $409,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /14

    $254,900

    • 4 Beds
    • 2 Baths
    • 2,046 Sq Ft

    9 Depot Hill Rd, Amenia, NY 12501

    Bring this 1900s Victorian farmhouse with lots of charm back to life. Brand new roof. Amazing wide board hardwood floors and original moldings in many rooms. Wraparound porch and detached garage. A quick cycle to the Harlem Valley Bike Trail. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers with proof of funds and rehab loans only **Please see agent remarks for access,

    Lee Raphael River Realty Services, Inc.

    9 Depot Hill Rd, Amenia, NY 12501
  • /9

    $352,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    152 Cooper Rd, Millerton, NY 12546

    Nestled in the picturesque farmlands of Millerton, NY, this charming home offers serene views of the surrounding pastoral fields. The property features a distinctive dual entrance circular driveway framed by elegant stone walls, adding to its appeal. Inside, you'll find 3 comfortable bedrooms and one and a half baths, with a basement-style garage providing convenient parking. Located just minutes

    Jonathan Gineo Jonathan D. Gineo

    152 Cooper Rd, Millerton, NY 12546
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