Millbrook, NY Homes

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  /36

  $729,000

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft

  580 Oak Summit Rd, Millbrook, NY 12545

  Charming country Cape Cod style home located minutes from the Village of Millbrook. This home offers an open floor plan with wood flooring, custom built kitchen cabinets, granite countertops, and stainless steel appliances. Dining room has slider to deck. Primary bedroom on first floor with full bath, including washer & dryer. Two large bedrooms are located on the second floor with a second full

  George Whalen III George T Whalen Real Estate

  580 Oak Summit Rd, Millbrook, NY 12545
• 

  $390,000

  Sold Aug 29, 2025

  32 Halcyon Rd, Millbrook, NY 12545

  • 3 Beds
  • 3 Baths
  • 2,240 Sq Ft
  • Built 1910

  Last Sold Summary

  • 15% Below List Price
  • $174/SF
  • 205 Days On Market

  Current Estimated Value $399,817

  Last Listing Agent Jo-Ann Campagiorni Houlihan Lawrence Inc.

  32 Halcyon Rd, Millbrook, NY 12545
• 

  Est $1,795,735

  Not Listed For Sale

  78 South Rd, Millbrook, NY 12545

  • 4 Beds
  • 2.5 Baths
  • 3,448 Sq Ft
  • Built 1775

  78 South Rd, Millbrook, NY 12545

  Last Sold Summary

  • 140 Days On Market

  Last Listing Agent Oliver Brown Houlihan Lawrence Inc.
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  /25

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 3,193 Sq Ft

  59-61 Valley Farm Rd, Millbrook, NY 12545

  Step back in time and bring your vision to this classic 1870s Colonial, featuring original details throughout, perfectly situated on a lovely one + acre lot on a quiet country road. Flanked by mature pines and Flowering Hibiscus. The property offers a serene setting while being conveniently located near the charming village of Millbrook, NY. A unique opportunity for those looking to restore a

  Sarah Sartorini-Yarmoluk William Pitt Sothebys Int Rlty

  59-61 Valley Farm Rd, Millbrook, NY 12545
• 

  $2,225,000

  Sold Jun 25, 2026

  4098 Route 44, Millbrook, NY 12545

  • 7 Beds
  • 5.5 Baths
  • 4,832 Sq Ft
  • Built 1735

  Last Sold Summary

  • 9% Below List Price
  • $460/SF
  • 30 Days On Market

  Current Estimated Value $2,437,481

  Last Listing Agent Janet Myer Houlihan Lawrence Inc.

  4098 Route 44, Millbrook, NY 12545
• 

  

  /15

  Est $365,591

  Not Listed For Sale

  32 Alden Terrace, Millbrook, NY 12545

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

  32 Alden Terrace, Millbrook, NY 12545

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Vicky Hickman Past Member
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  /37

  $1,250,000

  $250K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,068 Sq Ft

  3311 Franklin Ave, Millbrook, NY 12545

  Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
• 

  $550,000

  Sold May 29, 2026

  279 Milewood Rd, Millbrook, NY 12545

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2005

  Last Sold Summary

  • 11% Above List Price
  • $364/SF
  • 27 Days On Market

  Current Estimated Value $545,844

  Last Listing Agent Michele Rios BHHS Hudson Valley Properties

  279 Milewood Rd, Millbrook, NY 12545
• 

  Est $659,091

  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

  • 68 Days On Market

  Last Listing Agent Susan Whalen George T Whalen Real Estate
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  /35

  $385,000

  Pending

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  884 Camby Rd, Millbrook, NY 12545

  Estate property being sold AS, including contents. 5+/-acre parcel of lovely land with meadows, views of rolling hill tops and majestic trees. There is an old growth of grape vines and an orchard with various fruit trees. A truly special piece of property conveniently located to communte to NYC either by car or train. Just the land and improvements alone proof the value of this offering. The

  Amy Levine Howard Hanna Rand Realty

  884 Camby Rd, Millbrook, NY 12545
• 

  

  /25

  $850,000

  Sold Jun 18, 2026

  1 Johnson Ln, Millbrook, NY 12545

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1895

  Last Sold Summary

  • 13% Above List Price
  • $552/SF
  • 27 Days On Market

  Current Estimated Value $815,948

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.

  1 Johnson Ln, Millbrook, NY 12545
• 

  Est $580,377

  Not Listed For Sale

  8 Alden Place, Millbrook, NY 12545

  • 4 Beds
  • 1.5 Baths
  • 1,950 Sq Ft
  • Built 1900

  8 Alden Place, Millbrook, NY 12545

  Last Sold Summary

  • 192 Days On Market

  Last Listing Agent Neil Charles Neil Charles Real Estate, LLC
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  /46

  $699,900

  $29K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 1,196 Sq Ft

  676-678 Oak Summit Rd, Millbrook, NY 12545

  Escape to this private retreat sited on 1.5 acres, on a country road, minutes to the Village of Millbrook. Imagine what you could do with this property. The two separate structures offer endless possibilities. The huge barn, with a garage below, which can accommodate 8+ cars, is perfect for a car enthusiast or other hobbyist, also includes a 1900 square foot, three bedroom, two-bath finished

  Lori Rheingold Houlihan Lawrence Inc.

  676-678 Oak Summit Rd, Millbrook, NY 12545
• 

  $580,000

  Sold May 22, 2026

  3985 Route 82, Millbrook, NY 12545

  • 4 Beds
  • 2 Baths
  • 1,961 Sq Ft
  • Built 1938

  Last Sold Summary

  • 10% Above List Price
  • $296/SF
  • 33 Days On Market

  Current Estimated Value $564,657

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  3985 Route 82, Millbrook, NY 12545
• 

  Est $521,803

  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

  • 41 Days On Market

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC
• 

  

  /36

  $374,900

  Pending

  • 3 Beds
  • 2 Baths
  • 4,072 Sq Ft

  646 Oak Summit Rd, Millbrook, NY 12545

  Discover a unique and rare opportunity in this sprawling ranch-style 2-family home with generous space, flexible layout, and charming character— ready for your renovations and visions. Set on a picturesque 1.7-acre corner lot with an expansive yard, gazebo, shed, mature landscaping, the potential of this home welcomes a serene Hudson Valley lifestyle.The upper unit features over 2,000 sq. ft.

  LISA WOHLMUTH KW MidHudson

  646 Oak Summit 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 $1,751,891

  Last Listing Agent Dan Kessler Compass Greater NY, LLC

  783 N Clove Rd, Millbrook, NY 12545
• 

  Est $433,634

  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

  • 63 Days On Market

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC
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  /20

  $665,000

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  12 Ciferri Dr, Millbrook, NY 12545

  Welcome to this charmer located right in the Village of Millbrook and set on one acre of beautifully landscaped land with magnificent specimen trees and a covered patio that invites one to cook, eat or just sit and admire the lush property. Abundant light streams through this cape style home which features a handsome eat-in kitchen with all modern appliances and gleaming granite counters, a

  SHARON MAHAR Compass Greater NY, LLC

  12 Ciferri Dr, Millbrook, NY 12545
• 

  $750,000

  Sold Aug 04, 2026

  477 Canoe Hill Rd, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft
  • Built 1900

  Last Sold Summary

  • 32% Below List Price
  • $309/SF
  • 679 Days On Market

  Current Estimated Value $987,816

  Last Listing Agent HEATHER CRONER William Pitt Sothebys Int Rlty

  477 Canoe Hill Rd, Millbrook, NY 12545
• 

  Est $650,438

  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

  • 39 Days On Market

  Last Listing Agent Christine Ryan KW MidHudson
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  /36

  $720,000

  Pending

  • 2 Beds
  • 3 Baths
  • 1,986 Sq Ft

  3881 Route 44, Millbrook, NY 12545

  This cozy shingle style cottage is set on top of a daffodil freckled hill in the middle of the Millbrook hunt country. It has been remodeled giving it a more modern feel, increased light and views of hills, valley and farms. All the windows on the first floor have been replaced as has the roof, furnace, water heater and UV system. The terrace has been re-pointed and and an enclosed garden with

  CATHERINE HOWARD Corcoran Country Living

  3881 Route 44, Millbrook, NY 12545
• 

  $2,377,500

  Sold Jul 17, 2026

  188 Nine Partners Ln, Millbrook, NY 12545

  • 3 Beds
  • 6 Baths
  • 2,614 Sq Ft
  • Built 1872

  Last Sold Summary

  • 9% Below List Price
  • $910/SF
  • 127 Days On Market

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC

  188 Nine Partners Ln, Millbrook, NY 12545
• 

  Est $1,015,789

  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

  • 46 Days On Market

  Last Listing Agent Susan Whalen George T Whalen Real Estate
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  /9

  $1,250,000

  New Construction

  • 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
• 

  $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 $3,591,664

  Last Listing Agent Helen Murray William Pitt Sothebys Int Rlty

  92 Sutton Rd Unit 114, Millbrook, NY 12545
• 

  Est $698,317

  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

  • 343 Days On Market

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  /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
• 

  $2,725,000

  Sold Aug 11, 2026

  97 Valley Farm Rd, Millbrook, NY 12545

  • 3 Beds
  • 5 Baths
  • 4,134 Sq Ft
  • Built 1965

  Last Sold Summary

  • 27% Below List Price
  • $659/SF
  • 220 Days On Market

  Current Estimated Value $2,742,967

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  97 Valley Farm Rd, Millbrook, NY 12545
• 

  Est $682,242

  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

  • 257 Days On Market

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  /31

  $575,000

  $50K PRICE DROP

  • 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
• 

  $975,000

  Sold Jul 01, 2026

  645 Tyrrel Rd, Millbrook, NY 12545

  • 5 Beds
  • 4 Baths
  • 3,306 Sq Ft
  • Built 1733

  Last Sold Summary

  • 30% Below List Price
  • $295/SF
  • 120 Days On Market

  Current Estimated Value $1,198,472

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC

  645 Tyrrel Rd, Millbrook, NY 12545
• 

  Est $1,184,832

  Not Listed For Sale

  11 Haight Ave, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft
  • Built 1920

  11 Haight Ave, Millbrook, NY 12545

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Ashley Whittaker Spence Compass Greater NY, LLC
• 

  $750,000

  Sold Jul 31, 2026

  185 Verbank Village Rd, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft
  • Built 1930

  Last Sold Summary

  • 26% Above List Price
  • $320/SF
  • 17 Days On Market

  Current Estimated Value $625,835

  Last Listing Agent Diana Polack Compass Greater NY, LLC

  185 Verbank Village Rd, Millbrook, NY 12545
• 

  Est $495,052

  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

  • 49 Days On Market

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

  $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 $414,599

  Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  18 Alden Terrace, Millbrook, NY 12545
• 

  Est $662,294

  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

  • 27 Days On Market

  Last Listing Agent KRISTIN NATOLI Greenan Properties RE Agency
• 

  $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 $525,378

  Last Listing Agent KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

  23 Johnson Ln, Millbrook, NY 12545
• 

  Est $1,092,208

  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

  • 89 Days On Market

  Last Listing Agent Oliver Brown Houlihan Lawrence Inc.
• 

  $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 $728,715

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  269 Milewood Rd, Millbrook, NY 12545

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