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Homes for Sale near Millbrook School

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  • /26

    $2,513,600

    • Land
    • 206.14 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. Maybe

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 460-1037

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
  • /10

    $289,900

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    4865 South St, Amenia, NY 12501

    Charming and thoughtfully updated, this single level home offers modern comfort with a touch of style. The remodeled kitchen and bath, upgraded floors, and crown molding create a refined living space. Just minutes from the Wassaic Train Station and a short ride to the Harlem Valley Rail Trail, you'll enjoy both convenience and outdoor beauty. Set in Amenia—the Gateway to the Berkshires—this home

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 203-9307

    4865 South St, Amenia, NY 12501
  • /37

    $675,000

    • 4 Beds
    • 1.5 Baths
    • 3,624 Sq Ft

    10 Stagecoach Ln, Amenia, NY 12501

    Charming Old-Style Farmhouse with 4+ Bedrooms on 2.4 Acres. This timeless colonial farmhouse blends historic charm with modern updates, offering 4+ bedrooms and 1.5 baths. A welcoming front porch leads into an inviting entrance hall with hardwood floors. The first floor boasts a formal dining room with original wide-plank pine floors, chandeliers, and crown molding, plus a formal living

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    Isabel Alves

    RE/MAX Town & Country

    (845) 448-2396

    10 Stagecoach Ln, Amenia, NY 12501
  • /15

    $479,000

    • Land
    • 49.63 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

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 470-5991

    0 Cascade Mountain Rd Unit 419986, Amenia, NY 12501
  • /7

    $229,000

    • Land
    • 5 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

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    Larry Havens

    Havens Real Estate

    (518) 656-0343

    Lot # 5 Smithfield Rd, Millerton, NY 12546
  • /14

    $2,034,630

    • Land
    • 156.51 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,

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 493-3228

    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
  • /9

    $129,000

    • Land
    • 0.78 Acre
    • $165,385 per Acre

    0 Route 343 Unit KEY896113, Amenia, NY 12501

    Rare opportunity to own vacant land in a Hamlet Mixed Use area. We have a detailed plan for a proposed build that would be 60x 28 and ample parking. The exposure on Route 343 is exceptional.Any building is subject to planning and zoning approval.

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    Larry Havens

    Havens Real Estate

    (845) 539-1044

    0 Route 343 Unit KEY896113, Amenia, NY 12501
  • /7

    $129,000

    • Land
    • 0.78 Acre
    • $165,385 per Acre

    0 Route 343 Unit 20253568, Amenia, NY 12501

    Hamlet Mixed Use Zoning. The only vacant parcel in that Zone that is available for sale.There is great visibility on Route 343 and this parcel has a well in place.The seller has a sketch plan for a building that also shows parking. This plan has not been approved or filed but simply shows the possibilities.An extraordinary opportunity !

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    Larry Havens

    Havens Real Estate

    (845) 478-8181

    0 Route 343 Unit 20253568, Amenia, NY 12501
  • /12

    $175,000

    • Land
    • 19.54 Acres
    • $8,956 per Acre

    22 Old State Route, Amenia, NY 12501

    A rare Amenia opportunity — 20 acres of scenic land with sweeping mountain views and full approvals for your future build. Tucked just 90 minutes from the city or an easy ride to the last stop on Metro North, this collection of three contiguous parcels offers flexibility for a dream estate, family compound, or investment.The property includes three separate tax lots: Parcel 1 which is 1.93

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    Catherine Quintard

    Compass Greater NY, LLC

    (845) 610-0371

    22 Old State Route, Amenia, NY 12501
  • /21

    $410,000

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

    51 Depot Hill Rd, Amenia, NY 12501

    Generous living space offers plenty of room for a growing family or anyone working from home. Featuring 3 bedrooms and 2 bathrooms, this well-maintained home has had only two owners and is situated in an outstanding location.Major upgrades include a 3 years young roof and a Central Air Conditioning System that is 2 years young. The floors are stunning.51 Depot Hill is tucked away from the

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    Larry Havens

    Havens Real Estate

    (845) 640-3828

    51 Depot Hill Rd, Amenia, NY 12501
  • /50

    $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
  • /31

    $2,850,000

    • 6 Beds
    • 8 Baths
    • 6,100 Sq Ft

    644 Tower Hill Rd, Millbrook, NY 12545

    A true country retreat on 109 picturesque acres on one of Millbrook’s most coveted roads, Tower Hill. This extraordinary country estate offers a rare blend of elegance, comfort, and timeless charm. The main residence, originally built in 1909 and remodeled in 2002, features five or six bedrooms, four full bathrooms, and three half bathrooms, designed for both everyday living and grand

    Byron Anderson Compass Greater NY, LLC

    644 Tower Hill Rd, Millbrook, NY 12545
  • /36

    $525,000

    • 5 Beds
    • 2 Baths
    • 2,304 Sq Ft

    22 Hunns Lake Rd, Stanfordville, NY 12581

    Charming country farm house, circa 1772, in the heart of Stanfordville Ny. Spacious 5 bedroom, 2 bath with bonus room for your office/studio. Picturesque views. Close to Wineries, dining, antiques and Polo. Close to Taconic State Parkway and trains. Additional Information: Amenities:Pedestal Sink,Stall Shower,HeatingFuel:Oil Above Ground,

    Christina Coughlin Hudson Valley Home Connection

    22 Hunns Lake Rd, Stanfordville, NY 12581
  • /15

    $369,000

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

    75 Midway Ave, Amenia, NY 12501

    SUBSTANTIAL PRICE IMPROVEMENT!! 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

    Karen Grimaldi William Pitt Sotheby's Int'l

    75 Midway Ave, Amenia, NY 12501
  • /36

    $1,450,000

    • 3 Beds
    • 8 Baths
    • 10,689 Sq Ft

    4258 Route 44, Millbrook, NY 12545

    This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring

    Stephen Pener William Pitt Sothebys Int Rlty

    4258 Route 44, Millbrook, NY 12545
  • /21

    $375,000

    • Land
    • 5.02 Acres
    • $74,701 per Acre

    0 New York 82 Unit KEYM420064, Stanfordville, NY 12581

    Located in the center of Stanfordville, in upstate Dutchess County NY, this Hudson Valley opportunistic open development area is now available. The entire 5.02 acres are usable and zoned Rural Center with mixed use (commercial and residential) possibilities. The site is entered on an existing DOT approved road to a deeded 25' wide right of way to the property. The land is sub dividable and

    Steve Bruman Corcoran Country Living

    0 New York 82 Unit KEYM420064, Stanfordville, NY 12581
  • /33

    $12,500,000

    • 5 Beds
    • 6.5 Baths
    • 6,054 Sq Ft

    129 W Meadow Ln, Millbrook, NY 12545

    Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

    Candy Anderson Compass Greater NY, LLC

    129 W Meadow Ln, Millbrook, NY 12545
  • /36

    $5,500,000

    • 7 Beds
    • 5 Baths
    • 6,019 Sq Ft

    20 Smithfield Way, Amenia, NY 12501

    Set on 53+ 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
  • /21

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,066 Sq Ft

    10 Flood Dr, Amenia, NY 12501

    Back on the Market! Welcome to this beautifully maintained, move-in ready 3 bedroom, 2 bathroom home nestled on a quiet residential street in the heart of Amenia. With a spacious yard, major recent upgrades, and a bright, comfortable interior, this home offers the perfect blend of country charm and small-town convenience. Step inside to a warm and inviting main level featuring a bright eat-in

    Wendy Rodriguez eXp Realty

    10 Flood Dr, Amenia, NY 12501
  • /42

    $329,900

    • 3 Beds
    • 1.5 Baths
    • 2,035 Sq Ft

    62 Ernest Rd, Stanfordville, NY 12581

    This home is situated on a beautiful parcel of land where the only sound you'll hear is the wind whispering through the trees. Peace is apparent the second you arrive. Plenty of space to roam your wooded lot and yard. A wood shed, with electric service, several outbuildings and a cabin are also on the property but are not safe to enter. Possible artist shop potential for at least one. Some TLC to

    Adrienne Volpe KW MidHudson

    62 Ernest Rd, Stanfordville, NY 12581
  • /36

    $699,000

    • 7 Beds
    • 5 Baths
    • 4,353 Sq Ft

    2 Hunns Lake Rd, Stanfordville, NY 12581

    Calling all investors! A great opportunity to acquire an income-producing asset with value-add potential, featuring two buildings on one parcel in the heart of Standfordville. The site is over an acre with great frontage on NYS Rt 82. This property has four units consisting of one vacant space that was used as a commercial office in years past (with potential for residential conversion), and

    Ryan Arket Compass Greater NY, LLC

    2 Hunns Lake Rd, Stanfordville, NY 12581
  • /4

    $299,000

    • 5 Beds
    • 4 Baths
    • 4,128 Sq Ft

    966 S Anson Rd, Stanfordville, NY 12581

    A property full of possibilities for the right buyer — transform this property into something special. This property is currently uninhabitable and has been classified as a tear-down by the town, making it ineligible for traditional financing. The property includes a horse barn/studio; however, it is not a legal dwelling and has no current Certificate of Occupancy. The septic system is on site

    Emmanuel Heredia Keller Williams Realty NYC Grp

    966 S Anson Rd, Stanfordville, NY 12581
  • /22

    $3,380,000

    • Land
    • 211.25 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
  • /7

    $2,400,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    4848 Route 44 None, Amenia, NY 12501

    This unique property offers 102 acres of open fields and breathtaking vistas overlooking the Hudson Valley and the Catskill Mountains. At the heart of the land sits a 3-bedroom home along with horse stalls and barns, ready for renovation and new vision.A long driveway brings you up the hill, where the expansive views unfold—perfect for creating a country retreat, equestrian estate, or

    Bill Flood Houlihan Lawrence, Inc.

    4848 Route 44 None, Amenia, NY 12501
  • /80

    $464,900

    • 3 Beds
    • 2 Baths
    • 2,088 Sq Ft

    31 Yellow City Rd, Amenia, NY 12501

    A Beautiful 3 Bedroom, 2 Bath Country Home in a Picturesque Setting on 2.58 Acres! Welcome to your peaceful retreat! This well-maintained home offers comfort, charm, and plenty of space indoors and out. The main floor features a spacious living room, a cozy family room with a wood stove, a bright sunroom, & a kitchen. The 2nd floor features 3 bedrooms and 1 bath. The finished basement features a

    Ted Banta RVW Select Properties

    31 Yellow City Rd, Amenia, NY 12501
  • /31

    $1,179,000

    • 4 Beds
    • 4 Baths
    • 3,661 Sq Ft

    5-15 Old Depot Way, Stanfordville, NY 12581

    If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings

    George Langa Houlihan Lawrence Inc.

    5-15 Old Depot Way, Stanfordville, NY 12581
  • /25

    $385,000

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

    54 Midway Ave, Amenia, NY 12501

    Charming move-in ready home with hardwood floors, updated kitchen with quartz counters, and cozy pellet stove—perfect for relaxing after a long day. Bonus room for office or guests. Enjoy a Trex deck, bluestone patio, and fully fenced yard for outdoor gatherings or pets. Detached garage/workshop adds extra space. Just 3 miles to Metro-North, 2 minutes to the Rail Trail, walking distance to shops

    Michelle DeKleine eXp Realty

    54 Midway Ave, Amenia, NY 12501
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