2,053

Millbrook, NY Homes

Section Image
    • 29 Elm Dr, Millbrook, NY 12545

      Est $386,955 Not Listed For Sale

      29 Elm Dr, Millbrook, NY 12545

      • 2 Beds
      • 1 Bath
      • 1,160 Sq Ft
      • Built 1914
      29 Elm Dr, Millbrook, NY 12545

      Last Sold Summary

      • 3% Below List Price
      • $345/SF
      • 63 Days On Market

      Last Sold Price $400,000

      Last Listing Agent ANN WILKINSON Compass Greater NY, LLC

  • 3534 Route 82, Millbrook, NY 12545
    3534 Route 82, Millbrook, NY 12545
    3534 Route 82, 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
  • 75 Verbank Rd, Millbrook, NY 12545

    $450,000 Sold May 01, 2025

    75 Verbank Rd, Millbrook, NY 12545

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Above List Price
    • $270/SF
    • 18 Days On Market

    Current Estimated Value $483,257

    Last Listing Agent Ann Stettner Neil Charles Real Estate, LLC

    75 Verbank Rd, Millbrook, NY 12545
    • 29 North Ave, Millbrook, NY 12545
      29 North Ave, Millbrook, NY 12545
      /2

      Est $598,277 Not Listed For Sale

      29 North Ave, Millbrook, NY 12545

      • 3 Beds
      • 2 Baths
      • 1,463 Sq Ft
      • Built 1873
      29 North Ave, Millbrook, NY 12545

      Last Sold Summary

      • 7% Above List Price
      • $383/SF
      • 39 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

  • 4388 Route 82, Millbrook, NY 12545
    4388 Route 82, Millbrook, NY 12545
    4388 Route 82, Millbrook, NY 12545
    /44

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,470 Sq Ft

    4388 Route 82, Millbrook, NY 12545

    This sprawling Millbrook residence offers one level living, just 2.5 miles from the Village on a fabulous 10+ acre property. Featuring a spacious, open floor plan with 9-foot ceilings, a stone fireplace with gas insert, and hardwood flooring, this home is designed for ease and comfort. The kitchen flows beautifully into the family room that includes the fireplace for added warmth. A glass door

    Susan Whalen George T Whalen Real Estate

    4388 Route 82, Millbrook, NY 12545
  • 465 Shunpike, Millbrook, NY 12545

    $5,775,000 Sold Mar 11, 2026

    465 Shunpike, Millbrook, NY 12545

    • 6 Beds
    • 9 Baths
    • 8,117 Sq Ft
    • Built 1900

    Last Sold Summary

    • 14% Below List Price
    • $711/SF
    • 475 Days On Market

    Current Estimated Value $5,997,950

    Last Listing Agent Karolina Czekaj Corcoran Country Living

    465 Shunpike, Millbrook, NY 12545
    • 92 Maple Ave, Millbrook, NY 12545

      Est $939,851 Not Listed For Sale

      92 Maple Ave, Millbrook, NY 12545

      • 3 Beds
      • 2 Baths
      • 3,020 Sq Ft
      • Built 1976
      92 Maple Ave, Millbrook, NY 12545

      Last Sold Summary

      • 10% Above List Price
      • $282/SF
      • 46 Days On Market

      Last Sold Price $851,000

      Last Listing Agent Susan Whalen George T Whalen Real Estate

  • 48 Verbank Rd, Millbrook, NY 12545
    48 Verbank Rd, Millbrook, NY 12545
    48 Verbank Rd, Millbrook, NY 12545
    /36

    $899,000

    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft

    48 Verbank Rd, Millbrook, NY 12545

    Whispering Owl Acres, is a classic turn of the century house in the highly desirable town of Millbrook, located in the heart of the Hudson River Valley. Built C. 1910, this gracious three bedroom house with two full bathrooms is located within the Millbrook School District. It blends historic charm with thoughtful updates and modern comfort. A welcoming entryway sets the tone as you're drawn into

    Janet Myer Houlihan Lawrence Inc.

    48 Verbank Rd, Millbrook, NY 12545
  • 783 N Clove Rd, Millbrook, NY 12545

    $1,750,000 Sold Oct 06, 2025

    783 N Clove Rd, Millbrook, NY 12545

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $583/SF
    • 33 Days On Market

    Current Estimated Value $1,784,419

    Last Listing Agent Dan Kessler Compass Greater NY, LLC

    783 N Clove Rd, Millbrook, NY 12545
    • 26 Haight Ave, Millbrook, NY 12545

      Est $591,683 Not Listed For Sale

      26 Haight Ave, Millbrook, NY 12545

      • 4 Beds
      • 3 Baths
      • 2,189 Sq Ft
      • Built 1950
      26 Haight Ave, Millbrook, NY 12545

      Last Sold Summary

      • 30% Above List Price
      • $208/SF
      • 343 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Susan Whalen George T Whalen Real Estate

  • 3985 Route 82, Millbrook, NY 12545
    3985 Route 82, Millbrook, NY 12545
    3985 Route 82, Millbrook, NY 12545
    /35

    $525,000

    • 4 Beds
    • 2 Baths
    • 1,961 Sq Ft

    3985 Route 82, Millbrook, NY 12545

    Delightful Cape Cod just outside the Village of Millbrook, in scenic Dutchess County. The house is set back from the road and has enormous curb appeal, and once inside, the charm comes through in plenty of comfortable living spaces. The inviting interior boasts a spacious living room with fireplace, a kitchen with a cozy dining nook, a lovely dining room, a sunroom, a den, three bedrooms, an

    Susan Whalen George T Whalen Real Estate

    3985 Route 82, Millbrook, NY 12545
  • 41 Horseshoe Rd, Millbrook, NY 12545

    $454,900 Sold May 16, 2025

    41 Horseshoe Rd, Millbrook, NY 12545

    • 3 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $182/SF
    • 190 Days On Market

    Current Estimated Value $483,536

    Last Listing Agent Ellen 'Ellie' Savoy Houlihan Lawrence Inc.

    41 Horseshoe Rd, Millbrook, NY 12545
    • 12 Haight Ave, Millbrook, NY 12545

      Est $685,729 Not Listed For Sale

      12 Haight Ave, Millbrook, NY 12545

      • 4 Beds
      • 2 Baths
      • 2,200 Sq Ft
      • Built 1930
      12 Haight Ave, Millbrook, NY 12545

      Last Sold Summary

      • 4% Above List Price
      • $301/SF
      • 257 Days On Market

      Last Sold Price $661,370

      Last Listing Agent Susan Whalen George T Whalen Real Estate

  • 477 Canoe Hill Rd, Millbrook, NY 12545
    477 Canoe Hill Rd, Millbrook, NY 12545
    477 Canoe Hill Rd, 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
  • 92 Sutton Rd Unit 114, Millbrook, NY 12545

    $3,600,000 Sold Dec 22, 2025

    92 Sutton Rd Unit 114, Millbrook, NY 12545

    • 2 Beds
    • 2.5 Baths
    • 1,713 Sq Ft
    • Built 2008

    Last Sold Summary

    • 28% Below List Price
    • $2,102/SF
    • 175 Days On Market

    Current Estimated Value $3,536,487

    Last Listing Agent Helen Murray William Pitt Sothebys Int Rlty

    92 Sutton Rd Unit 114, Millbrook, NY 12545
    • 14 Haight Ave, Millbrook, NY 12545

      Est $557,466 Not Listed For Sale

      14 Haight Ave, Millbrook, NY 12545

      • 3 Beds
      • 1.5 Baths
      • 1,684 Sq Ft
      • Built 1938
      14 Haight Ave, Millbrook, NY 12545

      Last Sold Summary

      • 19% Above List Price
      • $279/SF
      • 8 Days On Market

      Last Sold Price $470,000

      Last Listing Agent George Whalen III George T Whalen Real Estate

  • TBD Woodstock Rd, Millbrook, NY 12545
    TBD Woodstock Rd, Millbrook, NY 12545
    TBD Woodstock Rd, 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
  • 620 Route 343, Millbrook, NY 12545

    $700,000 Sold Jul 18, 2025

    620 Route 343, Millbrook, NY 12545

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Built 1930

    Last Sold Summary

    • 1% Above List Price
    • $467/SF
    • 18 Days On Market

    Current Estimated Value $718,138

    Last Listing Agent Kyle Irwin Corcoran Country Living

    620 Route 343, Millbrook, NY 12545
    • 24 Valley Farm Rd, Millbrook, NY 12545

      Est $473,364 Not Listed For Sale

      24 Valley Farm Rd, Millbrook, NY 12545

      • 3 Beds
      • 1 Bath
      • 1,352 Sq Ft
      • Built 1820
      24 Valley Farm Rd, Millbrook, NY 12545

      Last Sold Summary

      • 9% Above List Price
      • $322/SF
      • 49 Days On Market

      Last Sold Price $435,000

      Last Listing Agent George Whalen III George T Whalen Real Estate

  • 645 Tyrrel Rd, Millbrook, NY 12545
    645 Tyrrel Rd, Millbrook, NY 12545
    645 Tyrrel Rd, Millbrook, NY 12545
    /39

    $1,200,000

    • 5 Beds
    • 4 Baths
    • 3,306 Sq Ft

    645 Tyrrel Rd, Millbrook, NY 12545

    Step back in time and experience this historic farm house which has been renovated with great attention to period details such as restored wide board flooring, beautiful reconditioned woodwork, exposed beams and 4 fireplaces. There are 5 bedrooms, one of which is ensuite and on the first floor ,and 3 other full baths. The primary is also ensuite.With formal living and dining rooms, office, and a

    ANN WILKINSON Compass Greater NY, LLC

    645 Tyrrel Rd, Millbrook, NY 12545
  • 20 North Ave, Millbrook, NY 12545

    $625,000 Sold May 16, 2025

    20 North Ave, Millbrook, NY 12545

    • 3 Beds
    • 2.5 Baths
    • 1,749 Sq Ft
    • Built 1997

    Last Sold Summary

    • $357/SF
    • 39 Days On Market

    Current Estimated Value $638,740

    Last Listing Agent Christine Ryan KW MidHudson

    20 North Ave, Millbrook, NY 12545
    • 3241 Sharon Turnpike, Millbrook, NY 12545

      Est $642,314 Not Listed For Sale

      3241 Sharon Turnpike, Millbrook, NY 12545

      • 4 Beds
      • 2.5 Baths
      • 3,390 Sq Ft
      • Built 1840
      3241 Sharon Turnpike, Millbrook, NY 12545

      Last Sold Summary

      • 30% Above List Price
      • $145/SF
      • 27 Days On Market

      Last Sold Price $492,500

      Last Listing Agent KRISTIN NATOLI Greenan Properties RE Agency

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

    $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
  • 18 Alden Terrace, Millbrook, NY 12545

    $398,500 Sold Dec 17, 2025

    18 Alden Terrace, Millbrook, NY 12545

    • 2 Beds
    • 2 Baths
    • 1,202 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $332/SF
    • 36 Days On Market

    Current Estimated Value $399,119

    Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

    18 Alden Terrace, Millbrook, NY 12545
    • 3440 Route 44, Millbrook, NY 12545

      Est $1,283,321 Not Listed For Sale

      3440 Route 44, Millbrook, NY 12545

      • 5 Beds
      • 5 Baths
      • 3,540 Sq Ft
      • Built 1750
      3440 Route 44, Millbrook, NY 12545

      Last Sold Summary

      • 30% Above List Price
      • $278/SF
      • 89 Days On Market

      Last Sold Price $985,000

      Last Listing Agent OLIVER BROWN Houlihan Lawrence Inc.

  • 309 Woodstock Rd, Millbrook, NY 12545
    309 Woodstock Rd, Millbrook, NY 12545
    309 Woodstock Rd, Millbrook, NY 12545
    /51

    $19,995,000

    • 7 Beds
    • 9 Baths
    • 12,659 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
  • 23 Johnson Ln, Millbrook, NY 12545

    $475,000 Sold Nov 07, 2025

    23 Johnson Ln, Millbrook, NY 12545

    • 3 Beds
    • 1 Bath
    • 1,656 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Below List Price
    • $287/SF
    • 99 Days On Market

    Current Estimated Value $490,095

    Last Listing Agent KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

    23 Johnson Ln, Millbrook, NY 12545
    • 22 Alden Terrace, Millbrook, NY 12545

      Est $396,772 Not Listed For Sale

      22 Alden Terrace, Millbrook, NY 12545

      • 2 Beds
      • 2.5 Baths
      • 1,386 Sq Ft
      • Built 1988
      22 Alden Terrace, Millbrook, NY 12545

      Last Sold Summary

      • 18% Above List Price
      • $242/SF
      • 33 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Janet Myer Houlihan Lawrence Inc.

  • 269 Milewood Rd, Millbrook, NY 12545
    269 Milewood Rd, Millbrook, NY 12545
    269 Milewood Rd, Millbrook, NY 12545
    /40

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    269 Milewood Rd, Millbrook, NY 12545

    Located minutes from the Village of Millbrook, on a desirable country road, is this appealing property. It offers a 2400+ square foot home with an attractive floor plan for easy living and a lovely mix of room sizes throughout. The inviting interior boasts a spacious eat-in kitchen, a lovely dining room, a family room, an office, three bedrooms, and two and a half bathrooms. The wood trim and

    Susan Whalen George T Whalen Real Estate

    269 Milewood Rd, Millbrook, NY 12545
  • 3889 Route 82, Millbrook, NY 12545

    $415,000 Sold Nov 20, 2025

    3889 Route 82, Millbrook, NY 12545

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Above List Price
    • $319/SF
    • 42 Days On Market

    Current Estimated Value $408,736

    Last Listing Agent Ginalea Healy K. Fortuna Realty, Inc.

    3889 Route 82, Millbrook, NY 12545
    • 21 Alden Terrace, Millbrook, NY 12545

      Est $423,495 Not Listed For Sale

      21 Alden Terrace, Millbrook, NY 12545

      • 3 Beds
      • 2.5 Baths
      • 1,608 Sq Ft
      • Built 1988
      21 Alden Terrace, Millbrook, NY 12545

      Last Sold Summary

      • 16% Above List Price
      • $227/SF
      • 22 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Gregory Pikor Inspire Realty

  • 20 Orchard Hill Dr, Millbrook, NY 12545
    20 Orchard Hill Dr, Millbrook, NY 12545
    20 Orchard Hill Dr, Millbrook, NY 12545
    /44

    $2,875,000 Pending

    • 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 Millbrook Experience 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 elevated living—

    Kathryn Johnson William Pitt Sothebys Int Rlty

    20 Orchard Hill Dr, Millbrook, NY 12545
    • 78 Nine Partners Ln, Millbrook, NY 12545

      Est $1,816,998 Not Listed For Sale

      78 Nine Partners Ln, Millbrook, NY 12545

      • 5 Beds
      • 3.5 Baths
      • 3,896 Sq Ft
      • Built 1910
      78 Nine Partners Ln, Millbrook, NY 12545

      Last Sold Summary

      • 7% Above List Price
      • $436/SF
      • 215 Days On Market

      Last Sold Price $1,700,000

      Last Listing Agent SHARON MAHAR Compass Greater NY, LLC

  • 121-125 Butts Hollow Rd, Millbrook, NY 12545
    121-125 Butts Hollow Rd, Millbrook, NY 12545
    121-125 Butts Hollow Rd, Millbrook, NY 12545
    /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
    • 3196 Franklin Ave, Millbrook, NY 12545

      Est $592,746 Not Listed For Sale

      3196 Franklin Ave, Millbrook, NY 12545

      • 2 Beds
      • 2 Baths
      • 1,843 Sq Ft
      • Built 1962
      3196 Franklin Ave, Millbrook, NY 12545

      Last Sold Summary

      • 26% Above List Price
      • $255/SF
      • 47 Days On Market

      Last Sold Price $470,000

      Last Listing Agent Susan Whalen George T Whalen Real Estate

    • 109 Brush Hill Rd, Millbrook, NY 12545

      Est $674,808 Not Listed For Sale

      109 Brush Hill Rd, Millbrook, NY 12545

      • 3 Beds
      • 2.5 Baths
      • 1,856 Sq Ft
      • Built 1983
      109 Brush Hill Rd, Millbrook, NY 12545

      Last Sold Summary

      • 1% Above List Price
      • $358/SF
      • 37 Days On Market

      Last Sold Price $665,000

      Last Listing Agent Jake Garay Serhant LLC

    • 611 N Clove Rd, Millbrook, NY 12545

      Est $685,053 Not Listed For Sale

      611 N Clove Rd, Millbrook, NY 12545

      • 3 Beds
      • 2 Baths
      • 1,258 Sq Ft
      • Built 1950
      611 N Clove Rd, Millbrook, NY 12545

      Last Sold Summary

      • 9% Below List Price
      • $600/SF
      • 23 Days On Market

      Last Sold Price $755,000

      Last Listing Agent PAULA REDMOND Corcoran Country Living

    • 185 Verbank Village Rd, Millbrook, NY 12545

      Est $557,053 Not Listed For Sale

      185 Verbank Village Rd, Millbrook, NY 12545

      • 3 Beds
      • 1.5 Baths
      • 1,644 Sq Ft
      • Built 1930
      185 Verbank Village Rd, Millbrook, NY 12545

      Last Sold Summary

      • 31% Above List Price
      • $259/SF
      • 24 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Ellen 'Ellie' Savoy Houlihan Lawrence Inc.

    • 117 County House Rd, Millbrook, NY 12545

      Est $476,336 Not Listed For Sale

      117 County House Rd, Millbrook, NY 12545

      • 3 Beds
      • 2 Baths
      • 1,767 Sq Ft
      • Built 1962
      117 County House Rd, Millbrook, NY 12545

      Last Sold Summary

      • 3% Above List Price
      • $261/SF
      • 21 Days On Market

      Last Sold Price $461,000

      Last Listing Agent Ellen 'Ellie' Savoy Houlihan Lawrence Inc.

    • 27 Merritt Ave, Millbrook, NY 12545

      Est $455,289 Not Listed For Sale

      27 Merritt Ave, Millbrook, NY 12545

      • 3 Beds
      • 1 Bath
      • 896 Sq Ft
      • Built 1930
      27 Merritt Ave, Millbrook, NY 12545

      Last Sold Summary

      • 6% Above List Price
      • $479/SF
      • 24 Days On Market

      Last Sold Price $429,000

      Last Listing Agent Susan Whalen George T Whalen Real Estate

Showing Results 81 - 120, Page 3 of 18

New York Dutchess County Millbrook

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