21

Millbrook, NY Homes for Sale with Acreage

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  • /50

    $5,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,244 Sq Ft

    3585 Route 82, Millbrook, NY 12545

    Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

    JORDAN VACCARO Serhant LLC

    3585 Route 82, Millbrook, NY 12545
  • /45

    $2,700,000

    • 7 Beds
    • 6.5 Baths
    • 5,486 Sq Ft

    20 Orchard Hill Dr, Millbrook, NY 12545

    Modern Country Retreat with Iconic Hudson Valley Views Proven Investment or Private Escape Seconds from MillbrookExperience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and

    Kathryn Johnson William Pitt Sothebys Int Rlty

    20 Orchard Hill Dr, Millbrook, NY 12545
  • /39

    $5,900,000

    • 6 Beds
    • 9 Baths
    • 8,117 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
  • /45

    $3,900,000

    • 6 Beds
    • 7.5 Baths
    • 7,460 Sq Ft

    259 Woodstock Rd, Millbrook, NY 12545

    Peace and tranquility await at this sprawling country retreat. A stream meanders through the 15.37 acre property forming two waterfalls and flows into a deep water pond creating a beautiful lush landscape viewed from many vantage points. This amazing and expansive 7,460 square foot home is comprised of three 18th century structures that were dismantled and brought together. At the center of the

    PAULA REDMOND Corcoran Country Living

    259 Woodstock Rd, 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
  • /13

    $4,675,000

    • 4 Beds
    • 4.5 Baths
    • 4,024 Sq Ft

    114 Brush Hill Rd, Millbrook, NY 12545

    Brush Hill Contemporary is a to-be-built masterpiece in the Hudson Valley with an inviting and expansive floor plan designed to allow freedom to roam with absolute comfort and luxury. Huge southerly views of the Clove Valley, and beyond, through floor to ceiling windows in the public spaces allow for maximum light and an indoor/outdoor flow that enhances every season. The home will consist of

    Byron Anderson Compass Greater NY, LLC

    114 Brush Hill Rd, Millbrook, NY 12545
  • /29

    $2,150,000

    • 3 Beds
    • 2.5 Baths
    • 4,548 Sq Ft

    3598 Route 82, Millbrook, NY 12545

    Just a mile and a half south of Millbrook Village, along the scenic stretch of Route 82 where farmland unfolds and county views stretch for miles, a tree-lined driveway winds back from the road to reveal a distinguished country estate. Built in the mid-1990s yet styled with timeless character, this Second Empire Victorian home showcases a sweeping wraparound porch, a classic mansard roof, and

    Rachel Hyman-Rouse Rouse + Co Real Estate LLC

    3598 Route 82, Millbrook, NY 12545
  • /23

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,264 Sq Ft

    174 Horseshoe Rd, Millbrook, NY 12545

    Welcome to 174 Horseshoe Rd, Millbrook, NY | A great value opportunity.Located just minutes from the heart of Millbrook, this 2,264 sq ft raised ranch on 1.21 acres presents an exciting opportunity for buyers seeking space, functionality, and an opportunity for sweat equity. With a functional layout, hardwood floors, a partially finished basement and a two-car garage, this home is

    Curtis Darragh Legacy Land & Homes LLC

    174 Horseshoe Rd, Millbrook, NY 12545
  • /34

    $990,000

    • 4 Beds
    • 4 Baths
    • 3,506 Sq Ft

    121 Valley Farm Rd, Millbrook, NY 12545

    This unique timberframe home is welcoming, spacious, and awaiting your personal touch! Tucked back off the road on 7 private acres, this property has so many special features, including an outdoor, covered patio with kitchen, pizza oven and fireplace, a traditional red barn, and another large outbuilding with heat and electricity - the perfect place for your special hobby - whether it be cars,

    THERESA GILL Legacy Land & Homes LLC

    121 Valley Farm Rd, Millbrook, NY 12545
  • /51

    $19,995,000

    • 7 Beds
    • 9 Baths
    • 11,970 Sq Ft

    309 Woodstock Rd, Millbrook, NY 12545

    Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

    Jason Karadus Corcoran Country Living

    309 Woodstock Rd, Millbrook, NY 12545
  • /50

    $2,200,000

    • 7 Beds
    • 7 Baths
    • 11,222 Sq Ft

    3893 Route 82, Millbrook, NY 12545

    Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers.A dramatic two-story granite foyer welcomes you with a sweeping double staircase and a

    Howard Payson RE/MAX Town & Country

    3893 Route 82, Millbrook, NY 12545
  • /46

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 3,228 Sq Ft

    508 Woodstock Rd, Millbrook, NY 12545

    On a country road overlooking a beautiful spring-fed pond sits a 3,228 sq ft cedar-sided traditional home. Set on 23 stunning acres of open fields, mature trees, and bucolic landscaping, just outside from the Village of Millbrook. Inside, the home features a spacious and flexible layout with 4 bedrooms, 3 full baths, central A/C, and a gas fireplace. The upper level welcomes you into an open

    OLIVER BROWN Houlihan Lawrence Inc.

    508 Woodstock Rd, Millbrook, NY 12545
  • /8

    $375,000

    • Land
    • 10.09 Acres
    • $37,166 per Acre

    519 Woodstock Rd, Millbrook, NY 12545

    Rolling Hills Farm - Set along a scenic road just minutes from Millbrook Village, this 10.09-acre parcel offers open fields, rolling hills, and a rural backdrop. With an approved building envelope and access from Stanford Road, it's an ideal setting for a future home or private retreat. Located in a highly desirable area, this property presents a rare opportunity to build in a sought-after

    OLIVER BROWN Houlihan Lawrence Inc.

    519 Woodstock Rd, Millbrook, NY 12545
  • /9

    $1,150,000

    • Land
    • 28.43 Acres
    • $40,450 per Acre

    521 Woodstock Rd, Millbrook, NY 12545

    Quiet Meadow South – A rare offering of 28.43 acres of open land at the corner of Stanford Road and Woodstock Road. Bucolic field, a corner pond, and distant views create a stunning backdrop for a future homestead or agricultural endeavor. Located just outside the Village of Millbrook, this scenic parcel offers easy access with the feel of wide-open countryside. Additional land available.

    OLIVER BROWN Houlihan Lawrence Inc.

    521 Woodstock Rd, Millbrook, NY 12545
  • /9

    $1,075,000

    • Land
    • 23.49 Acres
    • $45,764 per Acre

    Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545

    Located just outside the Village of Millbrook on a scenic gravel country road, Old Oaks Woods is a 23.49-acre parcel offering a picturesque setting for your dream retreat. The land features a mix of old-growth forest and walking trails, bordered by charming stone walls and highlighted by a pair of peaceful ponds. A large barn and chicken coop remain on the property. Build your private weekend

    OLIVER BROWN Houlihan Lawrence Inc.

    Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545
  • /32

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,410 Sq Ft

    645 Tyrrel Rd, Millbrook, NY 12545

    This historic home was originally built in Millbrook, New York in 1733 by one of the nine partners of the early English land grant. The carefully maintained original architectural features reflect its heritage. On 10 ½ acres the property is a mixture of meadows and woods and bordered on 2 sides by a year round running stream. Clipped lawns surround the house and a privately situated

    HEATHER CRONER William Pitt Sothebys Int Rlty

    645 Tyrrel Rd, Millbrook, NY 12545
  • /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

    $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
  • /39

    $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
  • /11

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    477 Canoe Hill Rd, Millbrook, NY 12545

    Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 ½ bathrooms. Wood burning fireplaces in kitchen, living room and dining room. Barns. Additional Information: HeatingFuel:Oil Above Ground,

    HEATHER CRONER William Pitt Sothebys Int Rlty

    477 Canoe Hill Rd, Millbrook, NY 12545
  • /31

    $65,000,000

    • 10 Beds
    • 8 Baths
    • 14,706 Sq Ft

    45 Hitchcock Ln, Millbrook, NY 12545

    The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer

    HEATHER CRONER William Pitt Sothebys Int Rlty

    45 Hitchcock Ln, Millbrook, NY 12545
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