23

Millbrook, NY Homes for Sale with Acreage

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  • /35

    $1,400,000

    • 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
  • /50

    $1,800,000

    • 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

    Howard Payson RE/MAX Town & Country

    3893 Route 82, Millbrook, NY 12545
  • /43

    $2,600,000

    • 3 Beds
    • 6 Baths
    • 2,614 Sq Ft

    188 Nine Partners Ln, Millbrook, NY 12545

    This 1800’s Millbrook farmhouse has been totally renovated to today’s buyers wishes and needs featuring an open floor plan for the kitchen and dining area with three sets of French doors opening to a porch and the new outdoor kitchen pavilion and pool house equipped with kitchen facilities and powder room. A light filled three season sunporch with fireplace offers views of the meadow. The formal

    ANN WILKINSON Compass Greater NY, LLC

    188 Nine Partners Ln, Millbrook, NY 12545
  • /8

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,196 Sq Ft

    43 Maple Hill Dr, Millbrook, NY 12545

    New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the

    TINA TOWNSEND BHHS Hudson Valley Properties

    43 Maple Hill Dr, Millbrook, NY 12545
  • /46

    $1,495,000

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

    508 Woodstock Rd, Millbrook, NY 12545

    Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms,

    OLIVER BROWN Houlihan Lawrence Inc.

    508 Woodstock Rd, Millbrook, NY 12545
  • /9

    $995,000

    • Land
    • 23.49 Acres
    • $42,358 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
  • /31

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 3,136 Sq Ft

    35 Appaloosa Ln, Millbrook, NY 12545

    Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully

    Carey Whalen Compass Greater NY, LLC

    35 Appaloosa Ln, Millbrook, NY 12545
  • /9

    $1,050,000

    • Land
    • 28.43 Acres
    • $36,933 per Acre

    TBD 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.

    TBD Woodstock Rd, Millbrook, NY 12545
  • /50

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft

    568 Oak Summit Rd, Millbrook, NY 12545

    Millbrook Modern Log Retreat sited on Nearly 3.5 Secluded Acres. Set quietly amid rolling landscape and enveloped by nature, this exquisitely restored log residence offers a rare blend of rustic authenticity and modern refinement. Perched on a knoll, the home unfolds as a serene escape—thoughtfully reimagined to deliver both comfort and understated luxury. From the moment you enter, the interiors

    Nicole Porter

    568 Oak Summit Rd, Millbrook, NY 12545
  • /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
  • /41

    $929,000

    • 3 Beds
    • 3 Baths
    • 2,033 Sq Ft

    611 N Clove Rd, Millbrook, NY 12545

    Mid Century Modern. Tucked quietly among the trees on 9 private acres, this striking contemporary retreat—known as The Treehouse—offers a rare blend of architectural distinction and natural serenity, overlooking a peaceful swimming pond with its own dock. Designed in 1973 by Richard Stein around a 1950’s cottage, the home showcases a bold sawtooth roofline and clerestory windows that flood the

    PAULA REDMOND Corcoran Country Living

    611 N Clove Rd, Millbrook, NY 12545
  • /6

    $944,900

    • 4 Beds
    • 2.5 Baths
    • 2,829 Sq Ft

    37 Maple Hill Dr, Millbrook, NY 12545

    This to-be-built Mayfair style home will be located in Hidden Glen, Millbrook's newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level, tree-lined homesites. This popular design offers 2,829 square feet of beautifully crafted living space and upscale finishes throughout. A grand two-story entry foyer leads to an open kitchen and breakfast area overlooking the

    TINA TOWNSEND BHHS Hudson Valley Properties

    37 Maple Hill Dr, Millbrook, NY 12545
  • /40

    $1,069,000

    • 4 Beds
    • 3.5 Baths
    • 3,001 Sq Ft

    45 Maple Hill Dr, Millbrook, NY 12545

    Introducing the first home in Hidden Glen, Millbrook's Newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. This Millbrook Design offers 3,001 square feet of expertly crafted living space, featuring custom design and upscale finishes throughout. Located within the highly regarded Millbrook School District, this elegant new construction

    TINA TOWNSEND BHHS Hudson Valley Properties

    45 Maple Hill Dr, Millbrook, NY 12545
  • /6

    $954,000

    • 3 Beds
    • 2 Baths
    • 2,030 Sq Ft

    66 County House Rd, Millbrook, NY 12545

    To Be Built. Introducing Millbrook's newest luxury community, Hidden Glen at Millbrook, offering eight custom residences set on gorgeous one+ acre, level tree-lined homesites. The Rochester ranch-style home is positioned on a premium lot and offers 2,030 square feet of convenient one-level living. The foyer opens to a dramatic family room with volume ceilings, flowing seamlessly into the kitchen

    Brian Mossey BHHS Hudson Valley Properties

    66 County House 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
  • /39

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    121 Stanford Rd, Millbrook, NY 12545

    Here is a rare opportunity to acquire a slice of Millbrook history. The original Millbrook Toll House Circa 1890, built alongside the Wappingers Creek at the Arch Bridge is a true gem. The Toll House has been lovingly restored, preserved, and maintained, with an utmost respect for its grace, integrity and historical significance. Exposed beams/hardwood pristine, whimsical nooks and crannies

    Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

    121 Stanford Rd, Millbrook, NY 12545
  • /45

    $900,000

    • 4 Beds
    • 6.5 Baths
    • 5,050 Sq Ft

    3534 Route 82, Millbrook, NY 12545

    Discover a truly unique Millbrook estate set on over 6 acres with a private pond, fruit trees, and beautiful natural surroundings. This expansive stone and brick residence offers remarkable craftsmanship and imported finishes, including marble and other materials brought in directly from Italy. Designed for both elegance and comfort, the home features multiple kitchens, two formal dining rooms,

    Christian Baez Keller Williams Hudson Valley

    3534 Route 82, Millbrook, NY 12545
  • /30

    $12,995,000

    • 9 Beds
    • 9.5 Baths
    • 13,737 Sq Ft

    121-125 Butts Hollow Rd, Millbrook, NY 12545

    Perched above the bucolic rolling hills of Millbrook Hunt Country, framed by panoramic views sits an idyllic country retreat encompassing 185 ultra-private acres. Once the cherished estate of Margaret Carnegie, only child of Andrew Carnegie, a rich legacy of elegance and prestige is preserved and embraced throughout this iconic property. Originally constructed in 1865 has been thoughtfully

    Stacey Pinkas Douglas Elliman Real Estate

    121-125 Butts Hollow Rd, Millbrook, NY 12545
  • /25

    $750,000

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1 Johnson Ln, Millbrook, NY 12545

    Originally built as the gatehouse to the Standish estate, this charming vernacular cottage dates to 1895 and is defined by its gabled roofline and storybook proportions. Set on a two acre parcel tucked among neighboring estates, the property is enveloped by old-growth trees, established gardens, and open meadow. Just minutes from the village of Millbrook, the home feels wonderfully private --

    Annabel Taylor Four Seasons Sotheby's Int.

    1 Johnson Ln, Millbrook, NY 12545
  • /11

    $799,000

    • 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. Property offered "As Is"

    HEATHER CRONER William Pitt Sothebys Int Rlty

    477 Canoe Hill Rd, Millbrook, NY 12545
  • /40

    $8,800,000

    • 8 Beds
    • 10 Baths
    • 8,224 Sq Ft

    406 Shunpike, Millbrook, NY 12545

    Linley House Estate - A Once-in-a-Generation Hudson Valley Opportunity. Perhaps only once in a generation does such a rare opportunity arise to acquire one of the most private, historically significant, and visually commanding estates in the heart of the Hudson Valley. Welcome to The Linley House Estate, an extraordinary Greek Revival Center Hall Colonial set on over 113 pastoral acres across

    Andrew Gates Houlihan Lawrence, Inc.

    406 Shunpike, Millbrook, NY 12545
  • /49

    $2,999,999

    • 3 Beds
    • 5 Baths
    • 4,134 Sq Ft

    97 Valley Farm Rd, Millbrook, NY 12545

    New, never lived in, move in ready, almost 20 acres, just outside the Village of Millbrook, stunning, fully remodeled total renovation (both inside and out), country property with the most gorgeous sweeping Catskill Mountain Views. No expense was spared. Pure luxury inside and out. Inside: All brand new: windows, doors, heating & cooling system, plumbing and electrical, water purification system,

    Susan Whalen George T Whalen Real Estate

    97 Valley Farm Rd, Millbrook, NY 12545
  • /32

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,480 Sq Ft

    50 Horseshoe Rd, Millbrook, NY 12545

    Welcome to this Contemporary Raised Ranch set on 1.52 acres in the Millbrook area, just minutes to the Village. Offering 2,480 finished square feet, the home has been thoughtfully updated to combine modern finishes with a practical, well-designed layout that flows with ease. The main level features a bright, inviting living area enhanced by a fresh coat of paint throughout, an updated kitchen

    STEVEN WROBEL JR. Serhant LLC

    50 Horseshoe Rd, Millbrook, NY 12545
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