21

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
  • /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

    Agent Photo

    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,

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 640-3828

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

    $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
  • /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
  • /29

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    154 Bog Hollow Rd, Wassaic, NY 12592

    Discover serene country living in this beautifully maintained Ranch nestled on over 7 private acres. Enjoy the ease of single-level living with an open floor plan that seamlessly connects the kitchen and living room—perfect for entertaining. The formal dining area opens to a spacious deck, offering views of the backyard and a cozy fire pit, ideal for gatherings under the stars.This

    Stephen Pener William Pitt Sothebys Int Rlty

    154 Bog Hollow Rd, Wassaic, NY 12592
  • /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
  • /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
  • /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
  • /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
  • /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

    $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
  • /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
  • /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
  • /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
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