19

Amenia, NY Houses for Sale

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  • /24

    $269,000

    • 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

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 482-0516

    79 Powder House Rd, Amenia, NY 12501
  • /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
  • /36

    $945,000

    • 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
  • /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
  • /40

    $4,850,000

    • 8 Beds
    • 9 Baths
    • 8,072 Sq Ft

    1 Great Elm Rd Unit 1, Sharon, CT 06069

    Immerse yourself in the grandeur of luxury residential living at Great Elm, the unparalleled 19th century Georgian colonial that was once the home of author and influential political commentator, William F. Buckley Jr. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire 8,072 sqft., roughly half of the original Buckley estate. Steeped in historical

    Diana Bisselle William Pitt Sotheby's Int'l

    1 Great Elm Rd Unit 1, Sharon, CT 06069
  • /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

    $499,900

    • 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
  • /42

    $489,000

    • 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

    22 Depot Hill Rd, Amenia, NY 12501
  • /36

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft

    5304 Route 44, Amenia, NY 12501

    Motivated seller is relocating! Where value meets vision-now priced below market value -HURRY you can GET THE BEST OF BOTH WORLDS! This charming & idyllic home is a Less than 3 miles from Metro North & located in Norman Rockwell 'Main Street USA' type town of Amenia. Nestled in the foothills of the Hudson Valley, is this exquisitely restored 3 bedroom, 2 bath Farmhouse. Perfect for FT residence

    Kathleen Lomino Briante Realty Group, LLC

    5304 Route 44, Amenia, NY 12501
  • /27

    $439,000

    • 4 Beds
    • 2 Baths
    • 2,040 Sq Ft

    35 Prospect Ave, Amenia, NY 12501

    This well-maintained home is situated near the Rail Trail. It is a traditional one and a half story house that exudes warmth and charm. As you enter, you are welcomed by hardwood floors and a bright interior. The fireplace in the living room adds to the cozy atmosphere during this time of year. The layout flows well, featuring two main floor bedrooms and a renovated bathroom off the bedroom hall.

    Brad Rebillard DUTCHESS COUNTRY REALTY INC. M

    35 Prospect Ave, Amenia, NY 12501
  • /30

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    3343 Route 343, Amenia, NY 12501

    To say this home is immaculate and fastidiously maintained would be an understatement. I have been in a lot of houses, but I have never seen a home so well-loved as this home. Located in the heart of Amenia you will find this old house, a house with a storied history and a place to call home! This three-bedroom, 2-bath home offers so many charming features it is simply too much to list here! The

    Jeff Eraca Real Broker NY LLC

    3343 Route 343, Amenia, NY 12501
  • /4

    $410,000

    • 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

    $429,000

    • 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
  • /33

    $324,900

    • 3 Beds
    • 1 Bath
    • 1,750 Sq Ft

    214 Old Route 22, Wassaic, NY 12592

    Looking for a house with character and the opportunity to make a little extra money? Look no further, this charming property offers a single family home accompanied by a detached garage apartment. Take a walk through the spacious screened in porch on the way inside to your warm and cozy kitchen, perfect for cooking all of those delicious holiday meals, which you can enjoy with loved ones in the

    Samantha Davis BHHS Hudson Valley Properties

    214 Old Route 22, Wassaic, NY 12592
  • /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
  • /15

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    24 Under Mountain Rd, Wassaic, NY 12592

    **Multiple Offers. Highest and best due in HomePath by 4/3/25 at noon** This beautiful 2 story in Wassaic is a must see! This home has been fully renovated from top to bottom with many great updates including a new roof, new doors, new luxury vinyl plank flooring, fresh paint, 2 new bathrooms, new kitchen, new high efficiency propane boiler, updated septic system, and more! All this nestled on

    Matthew Cave Hudson Property Services, LLC

    24 Under Mountain Rd, Wassaic, NY 12592
  • /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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