45

Homes for Sale near Millbrook School

Section Image Section Image
  • /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
  • /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,

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 493-3228

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

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 470-5991

    0 Cascade Mountain Rd Unit 419986, 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
  • /7

    $229,000

    • Land
    • 5.00 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

    Agent Photo

    Larry Havens

    Havens Real Estate

    (518) 656-0343

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

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 460-1037

    0 Cascade Mt Perrys Corners Rd Unit KEYH6310518, Amenia, NY 12501
  • /36

    $3,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,972 Sq Ft

    97 Wing Rd Unit 101, Millbrook, NY 12545

    The artistry of Coole Park is in the way it unfolds from the center. Two gracious wings on either side of the original 1888 house create an architectural triptych that conveys elegance and comfort in equal measure. Warm wide board floors, soaring French doors, six working fireplaces, and numerous demi-lune windows create a sense of space and style as well as history. To the right of the entryway,

    Candy Anderson Compass Greater NY, LLC

    97 Wing Rd Unit 101, Millbrook, NY 12545
  • /43

    $1,345,000

    • 5 Beds
    • 7 Baths
    • 6,318 Sq Ft

    88 Hunns Lake Rd, Stanfordville, NY 12581

    This is Bullis Hall, the circa 1800’s Greek Revival landmark in the picturesque and historic hamlet of Bangall in Stanford, NY. The Hudson Valley, Dutchess County property is situated with excellent street frontage on Hunns Lake Road just off Route 82. With over 6,000 square feet, the building is ready for its next steward; a blank canvas for future use. Bangall is one of many hamlets in the

    Steve Bruman Corcoran Country Living

    88 Hunns Lake Rd, Stanfordville, NY 12581
  • /31

    $1,400,000

    • 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
  • /17

    $4,995,000

    • 2 Beds
    • 2.5 Baths
    • 1,713 Sq Ft

    92 Sutton Rd Unit 114, Millbrook, NY 12545

    Discover the potential of owning 150 acres of breathtaking land with stunning views of the Catskills. This unique property features two existing structures: a charming 2-bedroom, 2-bath house perfect for cozy living or weekend getaways, and an expansive 10,000 square foot hangar building, ideal for storage, workshops, or creative projects.Imagine hosting gatherings in the enchanting

    Helen Murray William Pitt Sothebys Int Rlty

    92 Sutton Rd Unit 114, Millbrook, NY 12545
  • /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
  • /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

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    6099 New York 82, Stanfordville, NY 12581

    Rare Opportunity to create or invest in this commercial / residential building in high visibility location. This former mechanics shop and most currently a welding shop it offers a multitude of uses and possibilities. Light Manufacturing, Auto Repair, Artisan Studio, Retail, Storage and More! The solid building has 10- and 12-foot overhead doors and ceilings, 2 Rest rooms, Office, and plenty of

    Catherine Mondello Mondello Upstate Properties

    6099 New York 82, Stanfordville, NY 12581
  • /30

    $540,000

    • 2 Beds
    • 2 Baths
    • 1,736 Sq Ft

    979 Duell Rd, Stanfordville, NY 12581

    This quintessential Cape Cod with spring-fed pond located on a magnificent farm filled country road between Millbrook and Stanfordville awaits you. Entering, you will find the living room with wood burning fireplace, and a library/den (currently set up as a bedroom). There is an oversized open kitchen with a bay window dining area and abundant storage. Off the kitchen is a heated, bright

    Steve Bruman Corcoran Country Living

    979 Duell Rd, Stanfordville, NY 12581
  • /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
  • /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
  • /30

    $925,000

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    1388 Route 83, Pine Plains, NY 12567

    This c. 1880 three-story farmhouse seamlessly blends historic charm with modern luxury, meticulously cared for and thoughtfully curated to offer both timeless elegance and contemporary comfort.Step inside and be greeted by the inviting, light-filled living room. This spacious area exudes classic sophistication, centered around a warming wood-burning fireplace and boasting large windows that

    Jill Rose Houlihan Lawrence Inc.

    1388 Route 83, Pine Plains, NY 12567
  • /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
  • /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
  • /41

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,701 Sq Ft

    287 Hunns Lake Rd, Stanfordville, NY 12581

    This is the loveliest country home you'll find! The beautiful 3-acre lot is a picture-perfect fresh air delight. No neighbors behind you with about 250 acres of undeveloped woods, rolling hills, and wildlife. No neighbors in front of you either, just a babbling stream that sings to your delight as you side on your "just re-done" front porch. Wide yards and mature trees surround the house's

    Lynda Hoss Weichert Realtors

    287 Hunns Lake Rd, Stanfordville, NY 12581
  • /38

    $795,000

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

    119 W Hunns Lake Rd, Stanfordville, NY 12581

    When you pull your gaze away from the swans gliding on the pristine 64-acre lake that completely fills the view through the wall of windows across the front of this home, you will discover 3600+ square feet of single level living space with cottage core interior charm. Whether you prefer swimming, kayaking, paddle boarding, or just taking in the view, this is vacation living every day of the

    Susan Whalen George T Whalen Real Estate

    119 W Hunns Lake Rd, 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
  • /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
  • /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
  • /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
  • /36

    $798,000

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    6392 Route 82, Stanfordville, NY 12581

    Looking for a small farmhouse with abundant land in Dutchess County? This circa 1883 house on a 67-acre lot would be a wonderful place for all your outdoor activities, a place to spread out and explore. Lovely meadows along the road surround the early farmhouse, an old railroad trestle divides the lower meadows, and then the land rises to enchanting woodlands. A series of trails wind through the

    Susan Whalen George T Whalen Real Estate

    6392 Route 82, Stanfordville, NY 12581
  • /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
  • /36

    $6,750,000

    • 6 Beds
    • 9 Baths
    • 8,177 Sq Ft

    465 Shunpike, Millbrook, NY 12545

    Be transcended into refined elegance. This stately home is an entertainer's dream. Set at the end of a picturesque, tree-lined drive on 40 serene acres, it offers a harmonious blend of historic elegance and contemporary living. The main house, which dates back to the late 1800s, has been thoughtfully updated and retains much of its period detail and charm with an updated twist. The four barns

    Kyle Irwin Corcoran Country Living

    465 Shunpike, Millbrook, NY 12545
  • /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
  • /43

    $1,050,000

    • 5 Beds
    • 3.5 Baths
    • 3,664 Sq Ft

    3715 Route 44 Unit 37, Millbrook, NY 12545

    This historic 1800s home of James Mabbett sits on 4 plus acres with a pristine pond and extensive outbuildings. The main house with its fine architectural details has been newly renovated and updated with new baths and kitchen, appliances, fixtures, mechanicals, gleaming hardwood floors, moldings and coffered ceilings. Enter the high ceiling elegant foyer which leads to a living room with a

    ANN WILKINSON Compass Greater NY, LLC

    3715 Route 44 Unit 37, Millbrook, NY 12545
  • /36

    $6,785,000

    • 5 Beds
    • 5.5 Baths
    • 5,162 Sq Ft

    47 Crescent Rd, Millbrook, NY 12545

    Exquisitely restored 1822 farmhouse on 50+ acres in Millbrook, NY, blending historic charm and modern luxury. This stunning home features sun-filled rooms, original hardwood floors, and six fireplaces. The gourmet kitchen is equipped with marble countertops, high-end appliances, a butler's pantry, and a fireplace. A beautiful sunroom with floor-to-ceiling windows and marble floors connects

    William Melnick Elyse Harney Real Estate

    47 Crescent Rd, Millbrook, NY 12545
  • /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
  • /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
  • /4

    $1,350,000

    • Land
    • 94 Acres
    • $14,362 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

    $1,950,000

    • Land
    • 164 Acres
    • $11,890 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
  • /36

    $610,000

    • 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
  • /21

    $375,000

    • Land
    • 5 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

Showing Results 1 - 40, Page 1 of 2

How to Buy a Home How to Finance a Home How to Sell a Home