48

Homes for Sale near Dutchess Day School

Section Image
  • /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
  • /2

    $325,000

    • Land
    • 10.98 Acres
    • $29,599 per Acre

    0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585

    Ideal 12+ acre home site, near the iconic Millbrook Village. This level fertile land features an existing pond and privacy being at the end of a cul-de-sac. This property is Board of Health approved for a four bedroom home (no filled required). Create your own country estate. Make an inspection visit today!

    Robert D Ferris R. Ferris Real Estate, LLC

    0 Deer Pond Rd Unit KEY958812, Union Vale, NY 12585
  • /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
  • /47

    $695,000

    • 3 Beds
    • 1.5 Baths
    • 1,308 Sq Ft

    30 Wilcox Rd, Verbank, NY 12585

    Welcome to Wilcox Cottage, a saltbox farmhouse with roots dating to circa 1830, set on just over a half acre along a no-outlet road in Dutchess County. Surrounded on all sides by 100+ acres of protected land and elevated above a historic Christmas tree farm and a shimmering lake, the property offers genuine seclusion in a setting of deep, quiet beauty. Tall trees stand throughout the grounds,

    Anthony D'Argenzio Houlihan Lawrence Inc.

    30 Wilcox Rd, Verbank, NY 12585
  • /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
  • /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
  • /46

    $2,475,000

    • 4 Beds
    • 4.5 Baths
    • 2,412 Sq Ft

    56 Northrup Rd, Dover Plains, NY 12522

    At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

    Adam Hade Compass Greater NY, LLC

    56 Northrup Rd, Dover Plains, NY 12522
  • /27

    $10,995,000

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

    121-125 Butts Hollow Rd, Millbrook, NY 12545

    Perched above the rolling hills of Millbrook Hunt Country with sweeping Catskill Mountain views, this idyllic retreat and exceptional equestrian estate spans 185 ultra-private acres. Once the beloved property of Margaret Carnegie, only child of Andrew Carnegie, the estate preserves a rich legacy of elegance and prestige. Originally built in 1865, it has been thoughtfully expanded to blend

    John Oliveira Douglas Elliman of Connecticut

    121-125 Butts Hollow Rd, Millbrook, NY 12545

Showing Results 41 - 48, Page 2 of 2

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