Millbrook, NY Homes

• 

  $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 $1,795,193

  Last Listing Agent Dan Kessler Compass Greater NY, LLC

  783 N Clove Rd, Millbrook, NY 12545
• 

  Est $578,710

  Not Listed For Sale

  11 Alden Place, Millbrook, NY 12545

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1895

  11 Alden Place, Millbrook, NY 12545

  Last Sold Summary

  • 10% Above List Price
  • $307/SF
  • 68 Days On Market

  • Last Sold Price $525,000
  • Oct 16, 2023

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  

  /39

  $479,000

  $166K PRICE DROP

  • 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
• 

  $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 $3,554,208

  Last Listing Agent Helen Murray William Pitt Sothebys Int Rlty

  92 Sutton Rd Unit 114, Millbrook, NY 12545
• 

  Est $487,960

  Not Listed For Sale

  34 Anson Ave, Millbrook, NY 12545

  • 3 Beds
  • 1 Bath
  • 1,547 Sq Ft
  • Built 1958

  34 Anson Ave, Millbrook, NY 12545

  Last Sold Summary

  • 8% Above List Price
  • $293/SF
  • 41 Days On Market

  • Last Sold Price $452,500
  • Aug 17, 2023

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC
• 

  

  /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
• 

  $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 $744,922

  Last Listing Agent Kyle Irwin Corcoran Country Living

  620 Route 343, Millbrook, NY 12545
• 

  Est $385,896

  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

  • 4% Below List Price
  • $345/SF
  • 63 Days On Market

  • Last Sold Price $400,000
  • Feb 25, 2025

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC
• 

  

  /44

  $775,000

  Pending

  • 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
• 

  $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 $409,744

  Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  18 Alden Terrace, Millbrook, NY 12545
• 

  Est $647,952

  Not Listed For Sale

  20 North Ave, Millbrook, NY 12545

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

  20 North Ave, Millbrook, NY 12545

  Last Sold Summary

  • 4% Above List Price
  • $357/SF
  • 39 Days On Market

  • Last Sold Price $625,000
  • May 16, 2025

  Last Listing Agent Christine Ryan KW MidHudson
• 

  

  /30

  $12,995,000

  $1M PRICE INCREASE

  • 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
• 

  $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 $507,259

  Last Listing Agent KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

  23 Johnson Ln, Millbrook, NY 12545
• 

  /2

  Est $587,013

  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

  • 5% Above List Price
  • $383/SF
  • 39 Days On Market

  • Last Sold Price $560,000
  • May 31, 2023

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.
• 

  

  /43

  $2,450,000

  Pending

  • 7 Beds
  • 5.5 Baths
  • 4,832 Sq Ft

  4098 Route 44, Millbrook, NY 12545

  Gracefully set in the storied landscape of Millbrook, New York, North Star is a rare and exquisite offering, an early 18th-century home masterfully reimagined for modern living while preserving its historic soul. Framed by the natural beauty of the Hudson Valley, this exceptional property embodies quiet luxury, heritage, and refined country living. Inside, tasteful period details unfold: Original

  Janet Myer Houlihan Lawrence Inc.

  4098 Route 44, Millbrook, NY 12545
• 

  $725,000

  Sold May 18, 2026

  269 Milewood Rd, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 2009

  Last Sold Summary

  • $294/SF
  • 27 Days On Market

  Current Estimated Value $722,782

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  269 Milewood Rd, Millbrook, NY 12545
• 

  Est $923,395

  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

  • 9% Above List Price
  • $282/SF
  • 46 Days On Market

  • Last Sold Price $851,000
  • Dec 01, 2023

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  /33

  $495,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  279 Milewood Rd, Millbrook, NY 12545

  Tucked away on this large over 8 acre lot sits the perfect expanded Ranch home. Offering 3+ bedrooms & 2 full baths, an open living room & dining room with an Island open to the kitchen plus the laundry room. 2 Bedrooms & 1 full bath sit to one side of the home while the Primary bedroom & full bath sit opposite. The basement has a lot of potential with 3 additional framed rooms, the utility room

  Michele Rios BHHS Hudson Valley Properties

  279 Milewood Rd, Millbrook, NY 12545
• 

  $2,650,000

  Sold Apr 24, 2026

  20 Orchard Hill Dr, Millbrook, NY 12545

  • 7 Beds
  • 6.5 Baths
  • 5,486 Sq Ft
  • Built 1993

  Last Sold Summary

  • 12% Below List Price
  • $483/SF
  • 411 Days On Market

  Current Estimated Value $2,847,545

  Last Listing Agent Kathryn Johnson William Pitt Sothebys Int Rlty

  20 Orchard Hill Dr, Millbrook, NY 12545
• 

  Est $631,544

  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

  • 39% Above List Price
  • $208/SF
  • 343 Days On Market

  • Last Sold Price $455,000
  • Aug 16, 2023

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  /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
• 

  $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 $411,406

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

  3889 Route 82, Millbrook, NY 12545
• 

  Est $694,691

  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

  • 5% Above List Price
  • $301/SF
  • 257 Days On Market

  • Last Sold Price $661,370
  • Feb 05, 2025

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  /35

  $525,000

  Pending

  • 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
• 

  Est $562,418

  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

  • 20% Above List Price
  • $279/SF
  • 8 Days On Market

  • Last Sold Price $470,000
  • May 12, 2023

  Last Listing Agent George Whalen III George T Whalen Real Estate
• 

  

  /11

  $799,000

  $301K PRICE DROP

  • 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
• 

  Est $438,836

  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

  • 1% Above List Price
  • $322/SF
  • 49 Days On Market

  • Last Sold Price $435,000
  • Oct 18, 2024

  Last Listing Agent George Whalen III George T Whalen Real Estate
• 

  

  /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
• 

  Est $778,131

  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

  • 58% Above List Price
  • $145/SF
  • 27 Days On Market

  • Last Sold Price $492,500
  • Jan 25, 2024

  Last Listing Agent KRISTIN NATOLI Greenan Properties RE Agency
• 

  

  /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
• 

  Est $1,266,931

  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

  • 29% Above List Price
  • $278/SF
  • 89 Days On Market

  • Last Sold Price $985,000
  • Jan 04, 2024

  Last Listing Agent OLIVER BROWN Houlihan Lawrence Inc.
• 

  

  /49

  $2,999,999

  $750K PRICE DROP

  • 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
• 

  Est $395,872

  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
  • Sep 25, 2023

  Last Listing Agent Janet Myer Houlihan Lawrence Inc.
• 

  

  /35

  $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
• 

  Est $428,041

  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

  • 17% Above List Price
  • $227/SF
  • 22 Days On Market

  • Last Sold Price $365,000
  • May 17, 2023

  Last Listing Agent Gregory Pikor Inspire Realty
• 

  

  /10

  $995,000

  • Land
  • 16.27 Acres
  • $61,156 per Acre

  762 Tower Hill Rd, Millbrook, NY 12545

  Set in the heart of Millbrook’s renowned Hunt Country, this exceptional 16.27-acre parcel at 762 Tower Hill Road presents a rare opportunity to build a bespoke country estate in one of the Hudson Valley’s most coveted locations. Surrounded by pristine equestrian properties and rolling countryside, the setting offers both prestige and tranquility—just 85 miles from New York City. Designed with

  ROLAND AUGUSTINE Compass Greater NY, LLC

  762 Tower Hill Rd, Millbrook, NY 12545
• 

  Est $1,713,229

  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

  • 1% Above List Price
  • $436/SF
  • 215 Days On Market

  • Last Sold Price $1,700,000
  • Jan 21, 2025

  Last Listing Agent SHARON MAHAR Compass Greater NY, LLC
• 

  Est $592,803

  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
  • Sep 06, 2023

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  Est $678,614

  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

  • 2% Above List Price
  • $358/SF
  • 37 Days On Market

  • Last Sold Price $665,000
  • Jun 10, 2024

  Last Listing Agent Jake Garay Serhant LLC
• 

  Est $439,854

  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

  • 5% Below List Price
  • $261/SF
  • 21 Days On Market

  • Last Sold Price $461,000
  • Oct 30, 2024

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

Showing Results 81 - 120, Page 3 of 18