Washington, NY Homes

• 

  Est $2,158,821

  Not Listed For Sale

  4318 Route 44, Millbrook, NY 12545

  • 3 Beds
  • 3.5 Baths
  • 3,598 Sq Ft
  • Built 1930

  4318 Route 44, Millbrook, NY 12545

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Candy Anderson Compass Greater NY, LLC
• 

  

  

  /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
• 

  $180,000

  Sold Jan 28, 2026

  0 Valley Farm Rd Unit KEY896424, Washington, NY 12545

  • Land
  • 5.73 Acres
  • $31,414 per Acre

  Last Sold Summary

  • 104 Days On Market

  Last Listing Agent THERESA GILL Legacy Land & Homes LLC

  0 Valley Farm Rd Unit KEY896424, Washington, NY 12545
• 

  Est $794,026

  Not Listed For Sale

  1215 Shunpike, Millbrook, NY 12545

  • 4 Beds
  • 4 Baths
  • 3,516 Sq Ft
  • Built 1940

  1215 Shunpike, Millbrook, NY 12545

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Brian Smith River Realty Services, Inc.
• 

  

  

  /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
• 

  $290,000

  Sold Aug 27, 2025

  126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

  • 2 Beds
  • 1.5 Baths
  • 1,416 Sq Ft
  • Built 1940

  Last Sold Summary

  • 3% Below List Price
  • $205/SF
  • 59 Days On Market

  Current Estimated Value $326,074

  Last Listing Agent Toni Soule Daniel Soule Broker

  126 Christian Hill Rd Unit 128, Dover Plains, NY 12522
• 

  Est $1,834,309

  Not Listed For Sale

  91 N Tower Hill Rd Unit 101, Wassaic, NY 12592

  • 4 Beds
  • 4.5 Baths
  • 4,784 Sq Ft
  • Built 1985

  91 N Tower Hill Rd Unit 101, Wassaic, NY 12592

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent Ronald Green KW MidHudson
• 

  

  /20

  $4,495,000

  New Construction

  • 4 Beds
  • 5 Baths
  • 5,679 Sq Ft

  101 N Tower Hill Rd, Millbrook, NY 12545

  **TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet of thoughtfully designed living space, blending timeless craftsmanship with modern efficiency and luxury. Featuring 4 spacious bedrooms, 5 full baths and oversized 3 car garage, the home provides an ideal balance of comfort,

  Ronald Green KW MidHudson

  101 N Tower Hill Rd, Millbrook, NY 12545
• 

  $980,000

  Sold Nov 14, 2025

  3715 Route 44 Unit 37, Millbrook, NY 12545

  • 5 Beds
  • 3.5 Baths
  • 3,664 Sq Ft
  • Built 1800

  Last Sold Summary

  • 18% Below List Price
  • $267/SF
  • 395 Days On Market

  Current Estimated Value $991,464

  Last Listing Agent ANN WILKINSON Compass Greater NY, LLC

  3715 Route 44 Unit 37, Millbrook, NY 12545
• 

  Est $577,465

  Not Listed For Sale

  211 N Tower Hill Rd, Wassaic, NY 12592

  • 2 Beds
  • 3.5 Baths
  • 1,504 Sq Ft
  • Built 1977

  211 N Tower Hill Rd, Wassaic, NY 12592

  Last Sold Summary

  • 261 Days On Market

  Last Listing Agent Marie-Laure Collins Compass Greater NY, LLC
• 

  

  /30

  $720,000

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

  3881 U S 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 - Mill

  3881 U S 44, Millbrook, NY 12545
• 

  $995,000

  Sold Jan 02, 2026

  11 Sutton Rd, Millbrook, NY 12545

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Below List Price
  • $528/SF
  • 63 Days On Market

  Current Estimated Value $922,742

  Last Listing Agent Ashley Whittaker Spence Compass Greater NY, LLC

  11 Sutton Rd, Millbrook, NY 12545
• 

  Est $449,012

  Not Listed For Sale

  10 Christian Hill Rd, Dover Plains, NY 12522

  • 4 Beds
  • 2.5 Baths
  • 2,755 Sq Ft
  • Built 1995

  10 Christian Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Steven Connolly Twin Bridges Properties
• 

  

  /21

  $499,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  256 Hammond Hill Rd, Dover Plains, NY 12522

  Privately nestled on 3 serene acres in the rolling hills of Dover Plains, this beautifully reimagined country retreat offers an exceptional blend of privacy, refined modern updates, and effortless indoor-outdoor living. Set far back from the road and surrounded by mature trees and picturesque natural scenery, 256 Hammond Hill Road delivers a peaceful lifestyle with extraordinary entertaining

  Anna Proctor Compass Greater NY, LLC

  256 Hammond Hill Rd, Dover Plains, NY 12522
• 

  $763,000

  Sold Aug 14, 2026

  247 N Mabbettsville Rd, Millbrook, NY 12545

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $589/SF
  • 74 Days On Market

  Current Estimated Value $791,957

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  247 N Mabbettsville Rd, Millbrook, NY 12545
• 

  /2

  Est $779,992

  Not Listed For Sale

  142 Christian Hill Rd, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 2,468 Sq Ft
  • Built 1962

  142 Christian Hill Rd, Dover Plains, NY 12522
• 

  

  /19

  $359,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  81 Verbank Rd, Millbrook, NY 12545

  Welcome to 81 Verbank Road, a mid-century colonial set on nearly an acre in a peaceful country setting, just minutes from the Village of Millbrook. This charming home offers great potential, indoor and outdoor living space, and a flexible layout. Enjoy morning coffee on the covered front porch or relax on the covered rear deck overlooking the property. The main entrance opens to a generously

  Dave Longbard KW MidHudson

  81 Verbank Rd, Millbrook, NY 12545
• 

  $352,500

  Sold Feb 20, 2026

  54 Bennett Common, Millbrook, NY 12545

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $271/SF
  • 94 Days On Market

  Current Estimated Value $362,967

  Last Listing Agent THERESA MAGGIACOMO Theresa A. Maggiacomo

  54 Bennett Common, Millbrook, NY 12545
• 

  Est $513,437

  Not Listed For Sale

  308 Hammond Hill Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • Built 1973

  308 Hammond Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Igor Krasnoperov Rising Star Realty
• 

  

  /45

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  22 Haight Ave, Millbrook, NY 12545

  Charming Cape Cod style home with thoughtful updates and wonderful natural light throughout. The first floor features a fully renovated kitchen with a cheerful breakfast bar, a living room with wood-burning fireplace, a sunroom overlooking the lovely backyard, a full bathroom, a bedroom, and an office. Upstairs, you will find another well-proportioned bedroom, a second full bath and a large

  Susan Whalen George T Whalen Real Estate

  22 Haight Ave, Millbrook, NY 12545
• 

  $460,000

  Sold Oct 22, 2025

  4 Carroll Blvd, Millbrook, NY 12545

  • 3 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $219/SF
  • 21 Days On Market

  Current Estimated Value $477,465

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  4 Carroll Blvd, Millbrook, NY 12545
• 

  Est $83,318

  Not Listed For Sale

  507 Halls Corners Rd, Dover Plains, NY 12522

  • Built 1940

  507 Halls Corners Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC
• 

  

  /39

  $469,000

  $176K 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
• 

  $400,000

  Sold Nov 19, 2025

  174 Horseshoe Rd, Millbrook, NY 12545

  • 3 Beds
  • 2 Baths
  • 2,264 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $177/SF
  • 27 Days On Market

  Current Estimated Value $455,140

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC

  174 Horseshoe Rd, Millbrook, NY 12545
• 

  Est $606,711

  Not Listed For Sale

  26 Trebor Trail, Millbrook, NY 12545

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1988

  26 Trebor Trail, Millbrook, NY 12545

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent PAULA REDMOND Corcoran Country Living
• 

  

  /45

  $850,000

  $50K PRICE DROP

  • 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 KW Hudson Valley United

  3534 Route 82, Millbrook, NY 12545
• 

  $9,650,000

  Sold Jun 18, 2026

  1190 Chestnut Ridge Rd, Dover Plains, NY 12522

  • 5 Beds
  • 8 Baths
  • 5,867 Sq Ft
  • Built 2006

  Last Sold Summary

  • 29% Below List Price
  • $1,645/SF
  • 86 Days On Market

  Current Estimated Value $7,695,847

  Last Listing Agent Oliver Brown Houlihan Lawrence Inc.

  1190 Chestnut Ridge Rd, Dover Plains, NY 12522
• 

  Est $913,751

  Not Listed For Sale

  128 Bangall Rd, Millbrook, NY 12545

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • Built 1980

  128 Bangall Rd, Millbrook, NY 12545

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  /50

  $4,250,000

  • 4 Beds
  • 5 Baths
  • 4,253 Sq Ft

  296-302 Stanford Rd, Millbrook, NY 12545

  Completely reimagined and renovated in 2026, this exceptional Millbrook compound offers an extraordinary blend of timeless architecture, modern luxury, and refined craftsmanship. Set on 18.92 private acres, the property encompasses a beautifully updated four or five bedroom, three full and two half bath main residence and a separate two bedroom, two and a half bath guest house. A dramatic formal

  Paula Redmond Corcoran Country Living - Mill

  296-302 Stanford Rd, Millbrook, NY 12545
• 

  $384,800

  Sold Oct 02, 2025

  179 Horseshoe Rd, Millbrook, NY 12545

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $172/SF
  • 83 Days On Market

  Current Estimated Value $424,742

  Last Listing Agent Greg Kane Kane & Associates

  179 Horseshoe Rd, Millbrook, NY 12545
• 

  Est $2,017,377

  Not Listed For Sale

  59 Bangall Rd, Millbrook, NY 12545

  • 4 Beds
  • 5 Baths
  • 5,086 Sq Ft
  • Built 1999

  59 Bangall Rd, Millbrook, NY 12545

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Susan Whalen George T Whalen Real Estate
• 

  

  /20

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 New York 343, Dover Plains, NY 12522

  Set on 2.1 serene acres in the heart of Dutchess County, this thoughtfully designed 4-bedroom, 2-bath residence offers a harmonious blend of classic charm and modern functionality. Ideally positioned near the Wassaic Train, the Taconic Parkway, Millbrook, and Dover Plains, the property provides both privacy and convenience. Step inside to discover warm wood floors throughout the main level,

  Arleen Shepley Elyse Harney Real Estate

  810 New York 343, Dover Plains, NY 12522
• 

  $610,000

  Sold Nov 06, 2025

  32 Reservoir Dr, Millbrook, NY 12545

  • 3 Beds
  • 1.5 Baths
  • 2,254 Sq Ft
  • Built 1895

  Last Sold Summary

  • 7% Below List Price
  • $271/SF
  • 26 Days On Market

  Current Estimated Value $637,705

  Last Listing Agent Sandi Park Coldwell Banker Realty

  32 Reservoir Dr, Millbrook, NY 12545
• 

  Est $766,276

  Not Listed For Sale

  620 Route 343, Millbrook, NY 12545

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

  620 Route 343, Millbrook, NY 12545

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Kyle Irwin Corcoran Country Living
• 

  

  /19

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 Route 343, Dover Plains, NY 12522

  Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and

  Arleen Shepley Elyse Harney Real Estate

  810 Route 343, Dover Plains, NY 12522
• 

  $900,000

  Sold Jun 04, 2026

  4388 Route 82, Millbrook, NY 12545

  • 4 Beds
  • 2.5 Baths
  • 2,470 Sq Ft
  • Built 1995

  Last Sold Summary

  • 16% Above List Price
  • $364/SF
  • 33 Days On Market

  Current Estimated Value $889,616

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  4388 Route 82, Millbrook, NY 12545
• 

  Est $2,340,844

  Not Listed For Sale

  309 Route 343, Millbrook, NY 12545

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft
  • Built 1970

  309 Route 343, Millbrook, NY 12545

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl
• 

  

  /35

  $3,500,000

  • 3 Beds
  • 4 Baths
  • 3,688 Sq Ft

  3531 Route 82, Millbrook, NY 12545

  Set on 5.85 private acres just under 90 minutes from Manhattan, Three Ponds Estate is a fully remodeled 4 bedroom, 3.5 bath residence designed by the owner and designer behind the award winning Millbrook Inn. That pedigree is felt the moment you arrive and carries through every room, from the bespoke finishes to the way the home is oriented to capture its extraordinary setting.Spanning 3,688

  Jordan Vaccaro Serhant LLC

  3531 Route 82, 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
• 

  /2

  Est $502,659

  Not Listed For Sale

  663 Shunpike, Millbrook, NY 12545

  • 3 Beds
  • 3 Baths
  • 1,540 Sq Ft
  • Built 1970

  663 Shunpike, Millbrook, NY 12545

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